Teamdavisproperties.com Search Results

$1,648,000

Exceptional opportunity to own this beautifully reimagined first-floor residence at The Promenade on Longboat Key, where luxury coastal living meets sophisticated modern design. Completely gutted and renovated from top to bottom, this stunning condominium offers nearly 400 feet of private beach frontage and partial Gulf of Mexico views from almost every room. This spacious two-bedroom, two-bath split floor plan showcases a bright, open-concept design ideal for both entertaining and relaxed everyday living. The designer kitchen flows seamlessly into the expansive living and dining areas and features custom cabinetry, premium countertops with full-height backsplash, and top-tier appliances. A custom dry bar with built-in wine cooler and under-shelf lighting adds an elegant touch for effortless entertaining. Enjoy breathtaking northwest sunset views from the great room or unwind on the private balcony overlooking the Gulf. The luxurious primary suite offers direct balcony access, a large custom walk-in closet, and a spa-inspired en-suite bath complete with a soaking tub, rain shower system, and large-format designer tile creating a true retreat-like atmosphere. The generously sized guest bedroom provides comfort and flexibility for visitors. Every inch of this residence has been thoughtfully curated with exceptional craftsmanship and attention to detail, balancing modern sophistication with everyday comfort. The Promenade offers a true resort-style lifestyle with a 24-hour staffed gatehouse, concierge services, secure under-building assigned parking, heated Gulf-front pool and spa, expansive sundeck with gazebo and grilling area, four Har-Tru tennis courts, fitness center, craft room, and inviting social spaces. Private beach access lined with charming tiki huts completes this extraordinary Longboat Key experience. Rarely does a completely renovated residence of this caliber become available in one of Longboat Key’s most desirable Gulf-front communities. Experience the ultimate in beachfront living, where every day feels like a vacation.

2 Beds ⋅ 2 Baths ⋅ Promenade SubDv. ⋅ 34228 Zip Code

Exceptional opportunity to own this beautifully reimagined first-floor residence at The Promenade on Longboat Key, where luxury coastal living meets sophisticated modern design. Completely gutted and renovated from top to bottom, this stunning condominium offers nearly 400 feet of private beach frontage and partial Gulf of Mexico views from almost every room. This spacious two-bedroom, two-bath split floor plan showcases a bright, open-concept design ideal for both entertaining and relaxed everyday living. The designer kitchen flows seamlessly into the expansive living and dining areas and features custom cabinetry, premium countertops with full-height backsplash, and top-tier appliances. A custom dry bar with built-in wine cooler and under-shelf lighting adds an elegant touch for effortless entertaining. Enjoy breathtaking northwest sunset views from the great room or unwind on the private balcony overlooking the Gulf. The luxurious primary suite offers direct balcony access, a large custom walk-in closet, and a spa-inspired en-suite bath complete with a soaking tub, rain shower system, and large-format designer tile creating a true retreat-like atmosphere. The generously sized guest bedroom provides comfort and flexibility for visitors. Every inch of this residence has been thoughtfully curated with exceptional craftsmanship and attention to detail, balancing modern sophistication with everyday comfort. The Promenade offers a true resort-style lifestyle with a 24-hour staffed gatehouse, concierge services, secure under-building assigned parking, heated Gulf-front pool and spa, expansive sundeck with gazebo and grilling area, four Har-Tru tennis courts, fitness center, craft room, and inviting social spaces. Private beach access lined with charming tiki huts completes this extraordinary Longboat Key experience. Rarely does a completely renovated residence of this caliber become available in one of Longboat Key’s most desirable Gulf-front communities. Experience the ultimate in beachfront living, where every day feels like a vacation.

1211 Gulf Of Mexico Drive Unit 105, Longboat Key

$4,999,000

Nestled behind the gates of the highly celebrated Bay Isles community, this exceptional five-bedroom waterfront residence at 3606 Fair Oaks Lane offers the perfect blend of luxury, comfort, and peace of mind with an impressive list of recent upgrades and improvements. Designed for effortless coastal living, this beautifully updated home showcases refined interiors, expansive outdoor living spaces, and direct boating access, all within one of Longboat Key’s most sought-after neighborhoods. From the moment you arrive, the home’s meticulous maintenance and thoughtful renovations are immediately apparent. A roof just two years old, hurricane shutters on all windows and doors, and multiple updated mechanical systems provide exceptional value and confidence for years to come. Inside, the residence has been extensively renovated in 2026 with stunning new engineered wood flooring flowing throughout the home, creating a warm and welcoming coastal aesthetic. The spacious floor plan offers five generously sized bedrooms, ideal for accommodating family and guests while maintaining privacy and flexibility for today’s lifestyle needs. The heart of the home is the beautifully refreshed kitchen, complete with brand-new KitchenAid appliances installed in 2026, blending modern functionality with timeless design. Adjacent living and dining areas are filled with natural light and seamlessly connect to the outdoor entertaining spaces, creating an inviting atmosphere perfect for both everyday living and hosting gatherings. Every bathroom in the home was completely renovated in 2026 with stylish finishes and contemporary details that elevate the home’s overall elegance. Extensive system upgrades include three HVAC systems replaced in 2022, 2023, and 2026, along with a new hot water heater installed in 2026, ensuring maximum efficiency and comfort throughout the property. Outdoor living is equally impressive and designed to embrace the Florida waterfront lifestyle. The pool area underwent a significant transformation in 2025 with new pool decking, a resurfaced pool finish, updated waterline tile, and a new gas pool heater, creating a true private resort setting. In 2026, the addition of a fully equipped outdoor kitchen elevated the entertaining experience even further, offering the perfect backdrop for waterfront dining and sunset gatherings. Boating enthusiasts will appreciate the new 10,000-pound boat lift installed in 2025 along with a beautifully updated dock and deck, providing quick and convenient access to Sarasota Bay and the Gulf waters beyond. Combining luxury updates, exceptional outdoor amenities, and a premier location within the coveted Bay Isles community, with private beach club access, this extraordinary Longboat Key residence presents a rare opportunity to enjoy refined waterfront living with every major improvement already completed.

5 Beds ⋅ 3 Baths ⋅ Bay Isles SubDv. ⋅ 34228 Zip Code

Nestled behind the gates of the highly celebrated Bay Isles community, this exceptional five-bedroom waterfront residence at 3606 Fair Oaks Lane offers the perfect blend of luxury, comfort, and peace of mind with an impressive list of recent upgrades and improvements. Designed for effortless coastal living, this beautifully updated home showcases refined interiors, expansive outdoor living spaces, and direct boating access, all within one of Longboat Key’s most sought-after neighborhoods. From the moment you arrive, the home’s meticulous maintenance and thoughtful renovations are immediately apparent. A roof just two years old, hurricane shutters on all windows and doors, and multiple updated mechanical systems provide exceptional value and confidence for years to come. Inside, the residence has been extensively renovated in 2026 with stunning new engineered wood flooring flowing throughout the home, creating a warm and welcoming coastal aesthetic. The spacious floor plan offers five generously sized bedrooms, ideal for accommodating family and guests while maintaining privacy and flexibility for today’s lifestyle needs. The heart of the home is the beautifully refreshed kitchen, complete with brand-new KitchenAid appliances installed in 2026, blending modern functionality with timeless design. Adjacent living and dining areas are filled with natural light and seamlessly connect to the outdoor entertaining spaces, creating an inviting atmosphere perfect for both everyday living and hosting gatherings. Every bathroom in the home was completely renovated in 2026 with stylish finishes and contemporary details that elevate the home’s overall elegance. Extensive system upgrades include three HVAC systems replaced in 2022, 2023, and 2026, along with a new hot water heater installed in 2026, ensuring maximum efficiency and comfort throughout the property. Outdoor living is equally impressive and designed to embrace the Florida waterfront lifestyle. The pool area underwent a significant transformation in 2025 with new pool decking, a resurfaced pool finish, updated waterline tile, and a new gas pool heater, creating a true private resort setting. In 2026, the addition of a fully equipped outdoor kitchen elevated the entertaining experience even further, offering the perfect backdrop for waterfront dining and sunset gatherings. Boating enthusiasts will appreciate the new 10,000-pound boat lift installed in 2025 along with a beautifully updated dock and deck, providing quick and convenient access to Sarasota Bay and the Gulf waters beyond. Combining luxury updates, exceptional outdoor amenities, and a premier location within the coveted Bay Isles community, with private beach club access, this extraordinary Longboat Key residence presents a rare opportunity to enjoy refined waterfront living with every major improvement already completed.

3606 Fair Oaks Place, Longboat Key

$200,000

The most convenient dock in the Marina! This 55 x 20 foot slip at Longboat Key Club Moorings is located at the Marina Village along the seawall! Nicely manicured lawn fronts the area at the slip. Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much as a resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 50 LOA; beam depends on the vessel. Call to discuss!

Longboat Key Moorings SubDv. ⋅ 34228 Zip Code

The most convenient dock in the Marina! This 55 x 20 foot slip at Longboat Key Club Moorings is located at the Marina Village along the seawall! Nicely manicured lawn fronts the area at the slip. Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much as a resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 50 LOA; beam depends on the vessel. Call to discuss!

2600 Harbourside Drive Unit H-05, Longboat Key

$1,400,000

Welcome to your beachfront retreat in the sky. Perched on the 9th floor of the highly desirable Privateer North community on Longboat Key, this beautifully furnished 2-bedroom, 2-bath residence offers 1,409 square feet of coastal elegance and breathtaking panoramic Gulf views from every room. Wake each morning to the sound of waves and endless turquoise water, and end each day with spectacular sunsets from the comfort of your living room, primary suite, or private balcony. The light-filled open floor plan is designed to showcase the stunning waterfront setting, featuring spacious living and dining areas that flow seamlessly to the balcony overlooking the Gulf of Mexico. The well-appointed kitchen offers quartz countertops, modern appliances, ample cabinetry, and everything needed for effortless entertaining. The spacious primary suite features direct balcony access, a king-sized sleeping area, and an updated en-suite bath, while the guest bedroom provides generous accommodations for family and friends. Both bathrooms have been tastefully updated with elegant finishes and walk-in showers. Just steps from the building, residents enjoy a secluded stretch of pristine private beach complete with beach chairs and umbrellas, as well as a large heated beachfront pool and spa with unobstructed Gulf views. Privateer North offers an exceptional resort-style lifestyle with a newly renovated fitness center, pickleball courts, shuffleboard, outdoor grilling and picnic areas, covered parking, secure entry, on-site management, and beautifully maintained grounds. Ideally located on the southern end of Longboat Key, this residence is only minutes from the upscale shopping, dining, and entertainment of St. Armands Circle and a short drive to downtown Sarasota, renowned for its arts, culture, waterfront parks, and world-class restaurants. Offering unmatched views, exceptional amenities, and one of the area’s most sought-after beachfront locations, this is coastal living at its finest. ** Seller is a licensed Florida Real Estate Agent

2 Beds ⋅ 2 Baths ⋅ Privateer North SubDv. ⋅ 34228 Zip Code

Welcome to your beachfront retreat in the sky. Perched on the 9th floor of the highly desirable Privateer North community on Longboat Key, this beautifully furnished 2-bedroom, 2-bath residence offers 1,409 square feet of coastal elegance and breathtaking panoramic Gulf views from every room. Wake each morning to the sound of waves and endless turquoise water, and end each day with spectacular sunsets from the comfort of your living room, primary suite, or private balcony. The light-filled open floor plan is designed to showcase the stunning waterfront setting, featuring spacious living and dining areas that flow seamlessly to the balcony overlooking the Gulf of Mexico. The well-appointed kitchen offers quartz countertops, modern appliances, ample cabinetry, and everything needed for effortless entertaining. The spacious primary suite features direct balcony access, a king-sized sleeping area, and an updated en-suite bath, while the guest bedroom provides generous accommodations for family and friends. Both bathrooms have been tastefully updated with elegant finishes and walk-in showers. Just steps from the building, residents enjoy a secluded stretch of pristine private beach complete with beach chairs and umbrellas, as well as a large heated beachfront pool and spa with unobstructed Gulf views. Privateer North offers an exceptional resort-style lifestyle with a newly renovated fitness center, pickleball courts, shuffleboard, outdoor grilling and picnic areas, covered parking, secure entry, on-site management, and beautifully maintained grounds. Ideally located on the southern end of Longboat Key, this residence is only minutes from the upscale shopping, dining, and entertainment of St. Armands Circle and a short drive to downtown Sarasota, renowned for its arts, culture, waterfront parks, and world-class restaurants. Offering unmatched views, exceptional amenities, and one of the area’s most sought-after beachfront locations, this is coastal living at its finest. ** Seller is a licensed Florida Real Estate Agent

1050 Longboat Club Road Unit 901, Longboat Key

$1,895,000

This beautifully reimagined John Cannon home, in the tranquil north end of Longboat Key, blends luxury with island living. The custom, Spanish-style design offers four bedrooms and a complete top-to-bottom renovation. New hurricane-rated windows and doors ensure safety, and two brand-new air conditioning units—still under warranty—keep you cool. A tankless water heater, just three years old, provides endless hot water. In the garage, there’s a Mitsubishi AC dehumidifier, and the roof was replaced in 2026, giving you peace of mind. The kitchen is fully outfitted with Wolf and Sub-Zero appliances, and every bathroom has been completely remodeled. You’ll find extra storage in the garage, and deeded beach access means the sand is just moments away. Beyond the home, the location is unbeatable. You’re right across from the island’s pristine white sand beaches and close to golf, tennis, and the Longboat Key Club. You’re also a short drive from Anna Maria’s restaurants and bars. And if you love the outdoors, you can paddleboard, boat, kayak, and enjoy the island’s abundant wildlife—all right at your doorstep. This home offers both elegance and adventure, all in one stunning package.

4 Beds ⋅ 3 Baths ⋅ Sleepy Lagoon SubDv. ⋅ 34228 Zip Code

This beautifully reimagined John Cannon home, in the tranquil north end of Longboat Key, blends luxury with island living. The custom, Spanish-style design offers four bedrooms and a complete top-to-bottom renovation. New hurricane-rated windows and doors ensure safety, and two brand-new air conditioning units—still under warranty—keep you cool. A tankless water heater, just three years old, provides endless hot water. In the garage, there’s a Mitsubishi AC dehumidifier, and the roof was replaced in 2026, giving you peace of mind. The kitchen is fully outfitted with Wolf and Sub-Zero appliances, and every bathroom has been completely remodeled. You’ll find extra storage in the garage, and deeded beach access means the sand is just moments away. Beyond the home, the location is unbeatable. You’re right across from the island’s pristine white sand beaches and close to golf, tennis, and the Longboat Key Club. You’re also a short drive from Anna Maria’s restaurants and bars. And if you love the outdoors, you can paddleboard, boat, kayak, and enjoy the island’s abundant wildlife—all right at your doorstep. This home offers both elegance and adventure, all in one stunning package.

523 Juan Anasco Drive, Longboat Key

$649,000

Experience coastal living at its finest in this beautifully updated ground-floor residence at Seaplace on Longboat Key. This 2-bedroom, 2.5-bath condominium in the desirable G5 building offers northwest Gulf views and stunning sunset skies from the screened lanai, just steps from the beach. The bright, open-concept floor plan features a sleek modern kitchen with glossy cabinetry, quartz countertops, stainless steel appliances, and a spacious breakfast bar perfect for entertaining. Floor-to-ceiling mirrors enhance the natural light and create a spacious, contemporary feel throughout the living and dining areas. The primary suite offers a peaceful retreat with an updated en-suite bath, while the guest bedroom provides comfort and privacy for family and visitors. Hurricane-impact sliding glass doors and windows provide peace of mind and energy efficiency. Whether you are seeking a vacation getaway, seasonal retreat, investment property, or full-time residence, this move-in-ready condo checks every box. Seaplace is a gated Gulf-front community situated on 42 beautifully landscaped acres spanning from the Gulf to the Bay. Residents enjoy resort-style amenities including 24-hour guard-gated security, a newly remodeled clubhouse, two heated swimming pools, kiddie pool, two hot tubs, three Har-Tru tennis courts, walking trails, fitness center, and private beach access with beach chairs and umbrellas provided. Conveniently located near the Longboat Key Club, St. Armands Circle, and Sarasota’s dining and cultural attractions. Schedule your private showing today and start enjoying the Longboat Key lifestyle!

2 Beds ⋅ 3 Baths ⋅ Seaplace SubDv. ⋅ 34228 Zip Code

Experience coastal living at its finest in this beautifully updated ground-floor residence at Seaplace on Longboat Key. This 2-bedroom, 2.5-bath condominium in the desirable G5 building offers northwest Gulf views and stunning sunset skies from the screened lanai, just steps from the beach. The bright, open-concept floor plan features a sleek modern kitchen with glossy cabinetry, quartz countertops, stainless steel appliances, and a spacious breakfast bar perfect for entertaining. Floor-to-ceiling mirrors enhance the natural light and create a spacious, contemporary feel throughout the living and dining areas. The primary suite offers a peaceful retreat with an updated en-suite bath, while the guest bedroom provides comfort and privacy for family and visitors. Hurricane-impact sliding glass doors and windows provide peace of mind and energy efficiency. Whether you are seeking a vacation getaway, seasonal retreat, investment property, or full-time residence, this move-in-ready condo checks every box. Seaplace is a gated Gulf-front community situated on 42 beautifully landscaped acres spanning from the Gulf to the Bay. Residents enjoy resort-style amenities including 24-hour guard-gated security, a newly remodeled clubhouse, two heated swimming pools, kiddie pool, two hot tubs, three Har-Tru tennis courts, walking trails, fitness center, and private beach access with beach chairs and umbrellas provided. Conveniently located near the Longboat Key Club, St. Armands Circle, and Sarasota’s dining and cultural attractions. Schedule your private showing today and start enjoying the Longboat Key lifestyle!

1965 Gulf Of Mexico Drive Unit G5-103, Longboat Key

$400,000

A 100 ft. x 28 ft. Boat Slip at Longboat Key Moorings Marina; extra long finger pier, wide beam, extra wide finger pier, and deep water. Huge turning radius, with easy access slip with the views to match the superb amenity package, Slip B-13 at Longboat Key Club Moorings Marina provides one of the most desired locations as a Yacht Club Member slip in the Marina. With the slip measuring 100 x 28, and a usable beam of 25 feet and a long and extra wide finger pier. This location provides close proximity to the hospitality room and Pool. This is a Yacht Club slip. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. Buyer must join the Longboat Key Club on or before the closing date. Longest vessel this slip will accommodate is 95 feet LOA, with the beam depends on the make of the vessel. All vessels must be approved by the BOD prior to entering the Marina. A current photo and specs of the vessel must be submitted for review.

Longboat Key Moorings SubDv. ⋅ 34228 Zip Code

A 100 ft. x 28 ft. Boat Slip at Longboat Key Moorings Marina; extra long finger pier, wide beam, extra wide finger pier, and deep water. Huge turning radius, with easy access slip with the views to match the superb amenity package, Slip B-13 at Longboat Key Club Moorings Marina provides one of the most desired locations as a Yacht Club Member slip in the Marina. With the slip measuring 100 x 28, and a usable beam of 25 feet and a long and extra wide finger pier. This location provides close proximity to the hospitality room and Pool. This is a Yacht Club slip. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. Buyer must join the Longboat Key Club on or before the closing date. Longest vessel this slip will accommodate is 95 feet LOA, with the beam depends on the make of the vessel. All vessels must be approved by the BOD prior to entering the Marina. A current photo and specs of the vessel must be submitted for review.

2600 Harbourside Drive Unit B-13, Longboat Key

$1,790,000

Rare 2BR First-Floor Lockout Unit | Resort at Longboat Key Club Experience the perfect blend of luxury vacationing and rental income with this rare, first-floor lockout suite overlooking the resort pool and just steps from the beach. • Versatile Rental Options: Lockout design allows you to rent as a full 2-bedroom suite or a 1-bedroom unit to maximize revenue. • Prime Location: First-floor convenience with an oversized deck, steps away from the beach, pool bar, and restaurants. • World-Class Amenities: Access to 45 holes of golf, 21 tennis courts, 5 restaurants, a luxury spa, fitness center, and a bayside marina. Perfect for families seeking a premium getaway with built-in investment potential.

2 Beds ⋅ 2 Baths ⋅ Inn On The Beach SubDv. ⋅ 34228 Zip Code

Rare 2BR First-Floor Lockout Unit | Resort at Longboat Key Club Experience the perfect blend of luxury vacationing and rental income with this rare, first-floor lockout suite overlooking the resort pool and just steps from the beach. • Versatile Rental Options: Lockout design allows you to rent as a full 2-bedroom suite or a 1-bedroom unit to maximize revenue. • Prime Location: First-floor convenience with an oversized deck, steps away from the beach, pool bar, and restaurants. • World-Class Amenities: Access to 45 holes of golf, 21 tennis courts, 5 restaurants, a luxury spa, fitness center, and a bayside marina. Perfect for families seeking a premium getaway with built-in investment potential.

210 Sands Point Road Unit 2101, Longboat Key

$1,025,000

Introducing a highly sought-after first-floor Junior Suite in Building 4, boasting stunning Gulf views and now available for purchase. This fully renovated unit is part of the hotel program, generating over $118K in gross income for 2025, with more than $79K already booked through April 2026, indicating the potential for even greater earnings this year. Enjoy an expanded deck alongside a covered terrace that offers direct beach access. Positioned at the northern end of the gulf side, Building 4 provides owners with a sense of privacy from pool activities while still being close to all amenities. As an owner, you gain access to the exclusive offerings of the 410-acre Longboat Key Club, including five fine dining options, 45 holes of championship golf, the award-winning Tennis Gardens, a spa and wellness center, a pristine white sand beach with umbrellas and waitstaff, and a full-service marina. The renovated rooms, main dining area, pool, and guest services enhance the experience at this award-winning property, recognized with accolades such as the AAA Four-Diamond Award and Condé Nast Travelers' Top Florida Resorts. Embrace the Longboat Life today!

1 Beds ⋅ 1 Baths ⋅ Inn On The Beach SubDv. ⋅ 34228 Zip Code

Introducing a highly sought-after first-floor Junior Suite in Building 4, boasting stunning Gulf views and now available for purchase. This fully renovated unit is part of the hotel program, generating over $118K in gross income for 2025, with more than $79K already booked through April 2026, indicating the potential for even greater earnings this year. Enjoy an expanded deck alongside a covered terrace that offers direct beach access. Positioned at the northern end of the gulf side, Building 4 provides owners with a sense of privacy from pool activities while still being close to all amenities. As an owner, you gain access to the exclusive offerings of the 410-acre Longboat Key Club, including five fine dining options, 45 holes of championship golf, the award-winning Tennis Gardens, a spa and wellness center, a pristine white sand beach with umbrellas and waitstaff, and a full-service marina. The renovated rooms, main dining area, pool, and guest services enhance the experience at this award-winning property, recognized with accolades such as the AAA Four-Diamond Award and Condé Nast Travelers' Top Florida Resorts. Embrace the Longboat Life today!

240 Sands Point Road Unit 4104, Longboat Key

$2,550,000

Experience refined coastal luxury in this impeccably renovated 4,154-square-foot golf course estate, ideally positioned within the exclusive Queens Harbour enclave of gated Bay Isles on Longboat Key. This extraordinary two-story residence offers 4 bedrooms, 4.5 bathrooms, and an elegant open floor plan thoughtfully curated with exquisite finishes and designer details throughout. Extensive recent enhancements include a newer roof (2021), new panoramic pool cage with picture-frame screening (2025), new hurricane Armor Screen shutters protecting every opening (2025), and a custom two-person Pneumatic Vacuum elevator, along with numerous additional upgrades and improvements. Dramatic two-story windows fill the expansive great room and chef’s kitchen with natural light while showcasing breathtaking views of the sparkling pool, serene lake, lush landscaping, majestic oak trees, and the manicured fairway. Designed for both everyday living and entertaining, the gourmet kitchen is a culinary masterpiece, complete with a large gas range, dual ovens, solid wood cabinetry, abundant counter space, and a charming breakfast nook framed by bay windows overlooking the pool and golf course. The luxurious first-floor owner’s retreat offers Brazilian cherry wood flooring, vaulted ceilings, French doors opening to the lanai, dual walk-in closets, and a spa-inspired bathroom. Two additional guest bedrooms on the main level are connected by a beautifully appointed Jack-and-Jill bathroom. Outdoor living is equally exceptional, with an oversized pool and spa set within a spacious private lanai designed for relaxation and entertaining while enjoying tranquil sunsets over the lake and golf course. Residents of Queens Harbour enjoy maintenance-free living, a private community pool, and exclusive access to the Bay Isles Beach Club with deeded Gulf beach access. Ideally located near the Longboat Key Club Harbourside golf course, tennis facilities, and the Moorings Yacht Club, this residence embodies the finest in Longboat Key luxury living.

4 Beds ⋅ 5 Baths ⋅ Queens Harbour (F/K/A Manchester Bay) SubDv. ⋅ 34228 Zip Code

Experience refined coastal luxury in this impeccably renovated 4,154-square-foot golf course estate, ideally positioned within the exclusive Queens Harbour enclave of gated Bay Isles on Longboat Key. This extraordinary two-story residence offers 4 bedrooms, 4.5 bathrooms, and an elegant open floor plan thoughtfully curated with exquisite finishes and designer details throughout. Extensive recent enhancements include a newer roof (2021), new panoramic pool cage with picture-frame screening (2025), new hurricane Armor Screen shutters protecting every opening (2025), and a custom two-person Pneumatic Vacuum elevator, along with numerous additional upgrades and improvements. Dramatic two-story windows fill the expansive great room and chef’s kitchen with natural light while showcasing breathtaking views of the sparkling pool, serene lake, lush landscaping, majestic oak trees, and the manicured fairway. Designed for both everyday living and entertaining, the gourmet kitchen is a culinary masterpiece, complete with a large gas range, dual ovens, solid wood cabinetry, abundant counter space, and a charming breakfast nook framed by bay windows overlooking the pool and golf course. The luxurious first-floor owner’s retreat offers Brazilian cherry wood flooring, vaulted ceilings, French doors opening to the lanai, dual walk-in closets, and a spa-inspired bathroom. Two additional guest bedrooms on the main level are connected by a beautifully appointed Jack-and-Jill bathroom. Outdoor living is equally exceptional, with an oversized pool and spa set within a spacious private lanai designed for relaxation and entertaining while enjoying tranquil sunsets over the lake and golf course. Residents of Queens Harbour enjoy maintenance-free living, a private community pool, and exclusive access to the Bay Isles Beach Club with deeded Gulf beach access. Ideally located near the Longboat Key Club Harbourside golf course, tennis facilities, and the Moorings Yacht Club, this residence embodies the finest in Longboat Key luxury living.

3527 Fair Oaks Lane, Longboat Key

$18,500,000

This house is a part of a 5.5 Property and will be sold together as one parcel. The house can be used as a guest house, caretaker home or removed for development.

2 Beds ⋅ 2 Baths ⋅ Robert Lennox Subdivision SubDv. ⋅ 34228 Zip Code

This house is a part of a 5.5 Property and will be sold together as one parcel. The house can be used as a guest house, caretaker home or removed for development.

6664 & 6660 & 6670 Gulf Of Mexico Drive, Longboat Key

$275,000

A favorite dock in the Marina! This 55 x 20 foot slip at Longboat Key Club Moorings is located at the Marina Village along the seawall! Easy access on and off the water to this H-dock slip. Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 50 LOA; beam depends on the vessel. Call to discuss!

Longboat Key Moorings SubDv. ⋅ 34228 Zip Code

A favorite dock in the Marina! This 55 x 20 foot slip at Longboat Key Club Moorings is located at the Marina Village along the seawall! Easy access on and off the water to this H-dock slip. Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean style marina village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access. Longboat Key Moorings is truly a World Class facility. Membership in the Longboat Key Club is available with the option to join anytime. Each vessel must be approved by the Association's Board of Directors prior to entering the Marina. The longest vessel permitted in the slip is 50 LOA; beam depends on the vessel. Call to discuss!

2600 Harbourside Drive Unit H-04, Longboat Key

$18,500,000

Extremely Rare property in all of Florida. One of a kind.

Robert Lennox Subdivision SubDv. ⋅ 34228 Zip Code

Extremely Rare property in all of Florida. One of a kind.

6660 & 6664 & 6670 Gulf Of Mexico Drive, Longboat Key

$1,625,000

Welcome home to 791 Broadway, nestled in the heart of historic Longbeach Village on the North end of prestigious Longboat Key. This elevated island-style residence offers the perfect blend of coastal charm, comfort, and relaxed island living. Thoughtfully designed across multiple levels including a large 11x30 third floor FLEX SPACE that could easily be converted into a 3RD BEDROOM. This home captures beautiful morning sunrises, colorful sunsets, and stunning views of Sarasota Bay and the intracoastal waterway. From the moment you step inside, you are greeted by an abundance of natural light, soaring ceilings, plantation shutters, and inviting open spaces that are ideal for both everyday living and entertaining. The property offers wonderful flexibility, including an oversized garage with plenty of room for golf carts, kayaks, bicycles, beach gear, and more. The outdoor living areas are equally inviting, with several unique spaces to relax and enjoy the surroundings — from the covered front porch to the rear deck overlooking the water, along with the peaceful sound of multiple water features throughout the property. Recent updates add comfort and peace of mind, including new impact-resistant and energy-efficient windows, two AC units, updated flooring, and many additional improvements that make this home feel warm, welcoming, and move-in ready. Enjoy the charm and convenience of the Village, just a short stroll from community fishing piers, a boat launch, exceptional dining, and the white sandy beaches and turquoise waters of the Gulf of Mexico. This is a wonderful opportunity to experience the laid-back Longboat Key lifestyle in one of the island’s most beloved neighborhoods.

2 Beds ⋅ 2 Baths ⋅ Longboat Key SubDv. ⋅ 34228 Zip Code

Welcome home to 791 Broadway, nestled in the heart of historic Longbeach Village on the North end of prestigious Longboat Key. This elevated island-style residence offers the perfect blend of coastal charm, comfort, and relaxed island living. Thoughtfully designed across multiple levels including a large 11x30 third floor FLEX SPACE that could easily be converted into a 3RD BEDROOM. This home captures beautiful morning sunrises, colorful sunsets, and stunning views of Sarasota Bay and the intracoastal waterway. From the moment you step inside, you are greeted by an abundance of natural light, soaring ceilings, plantation shutters, and inviting open spaces that are ideal for both everyday living and entertaining. The property offers wonderful flexibility, including an oversized garage with plenty of room for golf carts, kayaks, bicycles, beach gear, and more. The outdoor living areas are equally inviting, with several unique spaces to relax and enjoy the surroundings — from the covered front porch to the rear deck overlooking the water, along with the peaceful sound of multiple water features throughout the property. Recent updates add comfort and peace of mind, including new impact-resistant and energy-efficient windows, two AC units, updated flooring, and many additional improvements that make this home feel warm, welcoming, and move-in ready. Enjoy the charm and convenience of the Village, just a short stroll from community fishing piers, a boat launch, exceptional dining, and the white sandy beaches and turquoise waters of the Gulf of Mexico. This is a wonderful opportunity to experience the laid-back Longboat Key lifestyle in one of the island’s most beloved neighborhoods.

791 Broadway Street, Longboat Key

$349,900

WELCOME TO PARADISE! This unit epitomizes the perfect beach home. When you step through the front door, you will know that you have entered “House Beautiful”. The blend of colors and furnishings will make you feel that you are home. This home features a nice-sized living room, totally upgraded separate kitchen and dining room, two bathrooms and two bedrooms. This home has 1,052 sq. ft. of living area. This home is located just steps from Sarasota Bay. There are limited views of Sarasota Bay from the Living Room, Dining Room, Kitchen and the second bedroom. It has a new Mini Split A/C, and hot water heater. The roof is vinyl and has a brand new elastomeric coating with a 5 year warranty. This unit also has new skirting and new edging on the roof soffits. Gulfshore of Longboat Key is located on a perfect parcel of land. It has it all – private access to a pristine sand beach on the turquoise waters of the Gulf of Mexico, a marina on Sarasota Bay, large community pool, clubhouse with a commercial kitchen, a well-maintained and managed campus and very reasonable HOA fees. Truly, Gulfshore is a remnant of Old Florida that is just six miles from the world-famous St. Armand’s Circle. Gulfshore does not permit rentals or pets and it is a 55+ community. Please call now for an appointment to view your future home and relax in paradise.

2 Beds ⋅ 2 Baths ⋅ Gulfshore Of Longboat Key SubDv. ⋅ 34228 Zip Code

WELCOME TO PARADISE! This unit epitomizes the perfect beach home. When you step through the front door, you will know that you have entered “House Beautiful”. The blend of colors and furnishings will make you feel that you are home. This home features a nice-sized living room, totally upgraded separate kitchen and dining room, two bathrooms and two bedrooms. This home has 1,052 sq. ft. of living area. This home is located just steps from Sarasota Bay. There are limited views of Sarasota Bay from the Living Room, Dining Room, Kitchen and the second bedroom. It has a new Mini Split A/C, and hot water heater. The roof is vinyl and has a brand new elastomeric coating with a 5 year warranty. This unit also has new skirting and new edging on the roof soffits. Gulfshore of Longboat Key is located on a perfect parcel of land. It has it all – private access to a pristine sand beach on the turquoise waters of the Gulf of Mexico, a marina on Sarasota Bay, large community pool, clubhouse with a commercial kitchen, a well-maintained and managed campus and very reasonable HOA fees. Truly, Gulfshore is a remnant of Old Florida that is just six miles from the world-famous St. Armand’s Circle. Gulfshore does not permit rentals or pets and it is a 55+ community. Please call now for an appointment to view your future home and relax in paradise.

3710 Gulf Of Mexico Drive Unit G20, Longboat Key

$1,100,000

Experience coastal living in this two-bedroom, two-bath direct Gulf-front residence ideally on the main floor of a desirable mid-rise community on Longboat Key. Freshly painted and thoughtfully enhanced with quartz countertops in both the kitchen and laundry room, along with recently updated washer and dryer appliances, the residence also features crown molding, updated trim and plantation shutters throughout, as well as Gulf-side hurricane shutters. The covered Gulf-side lanai provides the perfect setting to relax and enjoy the coastal surroundings year-round. The primary bedroom offers a very large walk-in closet. This residence includes a designated covered parking space along with private exterior storage. Residents enjoy an impressive array of amenities, including a clubhouse with a sauna, a heated Gulf-front pool, an interlocking stone patio and barbecue, a covered area and direct beach access. Ideally in a sought-after mid-key location, the property is close to St. Armands Circle, with its renowned boutiques, dining and shopping, while downtown Sarasota is just over the bridge, offering arts, culture, dining and entertainment. Heading north, enjoy convenient access to Anna Maria Island, while heading south, you will find the many amenities of Longboat Key, including Publix, CVS, places of worship, banks, parks, town hall, Bayfront Park, public tennis courts, boat launches and more.

2 Beds ⋅ 2 Baths ⋅ Tiffany Plaza SubDv. ⋅ 34228 Zip Code

Experience coastal living in this two-bedroom, two-bath direct Gulf-front residence ideally on the main floor of a desirable mid-rise community on Longboat Key. Freshly painted and thoughtfully enhanced with quartz countertops in both the kitchen and laundry room, along with recently updated washer and dryer appliances, the residence also features crown molding, updated trim and plantation shutters throughout, as well as Gulf-side hurricane shutters. The covered Gulf-side lanai provides the perfect setting to relax and enjoy the coastal surroundings year-round. The primary bedroom offers a very large walk-in closet. This residence includes a designated covered parking space along with private exterior storage. Residents enjoy an impressive array of amenities, including a clubhouse with a sauna, a heated Gulf-front pool, an interlocking stone patio and barbecue, a covered area and direct beach access. Ideally in a sought-after mid-key location, the property is close to St. Armands Circle, with its renowned boutiques, dining and shopping, while downtown Sarasota is just over the bridge, offering arts, culture, dining and entertainment. Heading north, enjoy convenient access to Anna Maria Island, while heading south, you will find the many amenities of Longboat Key, including Publix, CVS, places of worship, banks, parks, town hall, Bayfront Park, public tennis courts, boat launches and more.

4325 Gulf Of Mexico Drive Unit 103, Longboat Key

$960,000

Completely renovated first floor walkdown Junior Suite with spectacular views of Longboat Key Club’s Golf Course currently in the hotel program now available. There is an expanded deck in addition to the covered terrace, ideal for watching a wide variety of wildlife and golfing activity. Building 5 is positioned where owners value privacy from the hustle and bustle of the main entrance and pool activities but are still close enough to enjoy the pool and beach without having to pack the car and drive anywhere. Gross income realized in 2023 was $130,895 and in 2024 was $117,719. As an owner, you are able to take advantage of the amenities offered by the 410 acre member-only Longboat Key Club while using your owner time. These include fine dining in 5 exclusive restaurants, 45 holes of Championship golf, the award-winning Tennis Gardens, spa/wellness center, white sand beach with umbrellas and waitstaff and a full-service marina. The renovated rooms, main dining area, pool and guest services provide an enhanced product and elevated experience to a property that already accumulates a multitude of awards including the AAA Four-Diamond Award and Condé Nast Travelers Top Florida Resorts. Start enjoying the Longboat Life today!

1 Beds ⋅ 1 Baths ⋅ Inn On The Beach SubDv. ⋅ 34228 Zip Code

Completely renovated first floor walkdown Junior Suite with spectacular views of Longboat Key Club’s Golf Course currently in the hotel program now available. There is an expanded deck in addition to the covered terrace, ideal for watching a wide variety of wildlife and golfing activity. Building 5 is positioned where owners value privacy from the hustle and bustle of the main entrance and pool activities but are still close enough to enjoy the pool and beach without having to pack the car and drive anywhere. Gross income realized in 2023 was $130,895 and in 2024 was $117,719. As an owner, you are able to take advantage of the amenities offered by the 410 acre member-only Longboat Key Club while using your owner time. These include fine dining in 5 exclusive restaurants, 45 holes of Championship golf, the award-winning Tennis Gardens, spa/wellness center, white sand beach with umbrellas and waitstaff and a full-service marina. The renovated rooms, main dining area, pool and guest services provide an enhanced product and elevated experience to a property that already accumulates a multitude of awards including the AAA Four-Diamond Award and Condé Nast Travelers Top Florida Resorts. Start enjoying the Longboat Life today!

250 Sands Point Road Unit 5106, Longboat Key

$995,000

Set on the 9th floor at Privateer North, behind the gates of the Longboat Key Club, this beautifully renovated corner residence blends sweeping views, refined finishes and effortless coastal living. Offered TURNKEY FURNISHED, the 2-bedroom, 2-bath home looks out across the golf course, Sarasota Bay, the Intracoastal Waterway and the downtown Sarasota skyline, creating a view that shifts beautifully from morning light to evening sparkle. Inside, the renovation is immediately apparent. Clean neutral finishes, recessed lighting, crisp white trim and an open, comfortable floor plan keep the focus on the scenery beyond the glass. All glass is high-impact, hurricane-rated, and the residence also includes hurricane shutters for added peace of mind. The kitchen is designed for both everyday living and easy entertaining, with quartz countertops, custom cabinetry, high-end appliances, a wine refrigerator and detailed tilework. An inviting eat-in area frames bay views, bringing the water into daily life. The living and dining areas open to a terrace overlooking manicured grounds, the golf course and the bay beyond. Both bedroom suites are generously sized with walk-in closets, and the primary suite enjoys its own private terrace. The updated baths feature tasteful finishes, including a beautifully tiled walk-in shower in the primary bath. Privateer North offers a true beachfront lifestyle with a secure lobby, on-site management, heated pool and spa, fitness center, tennis and pickleball courts, social spaces and private beach access. For those seeking an even broader resort experience, optional membership at the Longboat Key Club offers access to 45 holes of golf, the Tennis Gardens with 20 Har-Tru courts, private dining, beach and pool facilities, spa, fitness, wellness programming, social events and marina amenities. Located on the sought-after south end of Longboat Key, the residence is just minutes from St. Armands Circle, downtown Sarasota, fine dining, shopping, arts venues and the area’s best coastal amenities.

2 Beds ⋅ 2 Baths ⋅ Privateer North SubDv. ⋅ 34228 Zip Code

Set on the 9th floor at Privateer North, behind the gates of the Longboat Key Club, this beautifully renovated corner residence blends sweeping views, refined finishes and effortless coastal living. Offered TURNKEY FURNISHED, the 2-bedroom, 2-bath home looks out across the golf course, Sarasota Bay, the Intracoastal Waterway and the downtown Sarasota skyline, creating a view that shifts beautifully from morning light to evening sparkle. Inside, the renovation is immediately apparent. Clean neutral finishes, recessed lighting, crisp white trim and an open, comfortable floor plan keep the focus on the scenery beyond the glass. All glass is high-impact, hurricane-rated, and the residence also includes hurricane shutters for added peace of mind. The kitchen is designed for both everyday living and easy entertaining, with quartz countertops, custom cabinetry, high-end appliances, a wine refrigerator and detailed tilework. An inviting eat-in area frames bay views, bringing the water into daily life. The living and dining areas open to a terrace overlooking manicured grounds, the golf course and the bay beyond. Both bedroom suites are generously sized with walk-in closets, and the primary suite enjoys its own private terrace. The updated baths feature tasteful finishes, including a beautifully tiled walk-in shower in the primary bath. Privateer North offers a true beachfront lifestyle with a secure lobby, on-site management, heated pool and spa, fitness center, tennis and pickleball courts, social spaces and private beach access. For those seeking an even broader resort experience, optional membership at the Longboat Key Club offers access to 45 holes of golf, the Tennis Gardens with 20 Har-Tru courts, private dining, beach and pool facilities, spa, fitness, wellness programming, social events and marina amenities. Located on the sought-after south end of Longboat Key, the residence is just minutes from St. Armands Circle, downtown Sarasota, fine dining, shopping, arts venues and the area’s best coastal amenities.

1050 Longboat Club Road Unit 903, Longboat Key

$435,000

Calling all boaters. If you have ever considered living on Longboat Key in sunny beautiful Florida, now is your chance! This amazing villa is available and ready for you to move to paradise! 711 Spanish Dr. S. is a 2 bedroom/2bath home that has been newly renovated in 2025/2026 and it is beautiful! Entering the home your eyes are immediately drawn upwards to the gorgeous open beam 10’-12’ ceiling over the kitchen and dining area. The kitchen is complete with all new wood cabinets, new stainless top of the line appliances, undermount sink, Quartz counter tops, and an oversized island with a dark blue base which brings in a beautiful pop of color. The open floor plan flows easily with luxury vinyl connecting all the rooms. The dining living combination is airy and bright. The primary bedroom is divided from the Florida room with textured glass pane sliding doors that allow the light in but keep the space quiet and private. Beautifully renovated primary bath is tastefully appointed. The guest bedroom and bath have been updated with the same quality and fine design as the entire villa. The large Florida room houses the stacked washer and dryer in their own space. A stylish glass back door leads to the brick patio perfect for your potted plants and just sitting and enjoying the perfect Florida weather. A newly installed PVC gate secures the common area shared by the adjoining villa. Perfect area for grilling, storage of bikes, beach chairs, paddle boards and more. There is also easy access to the unit's storage room. This is a must see! Make it your new home with all hurricane rated windows and doors, and so much more. This vibrant 55+ community of Spanish Main Yacht Club neighborhood is full of wonderful neighbors, and lots of amenities, shuffleboards, swimming pool, private deeded beach access to the gorgeous Longboat Key beaches and the warm Gulf waters. Fishing, boating and so much more. The expansive 40 slip Marina in the envy of all boaters as the lease is extremely inexpensive to lease, you won’t believe it. Call for details. Close to St Armands Circle and downtown Sarasota makes this location perfect for shopping, dining, theater, botanical gardens, airport and more. All 212 units in Spanish Main Yacht Club are under FEMA regulations, guidelines and stringent adherence to rebuild specifications. All FEMA regulations completed including inspections. Come and enjoy your soft place to land in this world.

2 Beds ⋅ 2 Baths ⋅ Spanish Main Yacht Club SubDv. ⋅ 34228 Zip Code

Calling all boaters. If you have ever considered living on Longboat Key in sunny beautiful Florida, now is your chance! This amazing villa is available and ready for you to move to paradise! 711 Spanish Dr. S. is a 2 bedroom/2bath home that has been newly renovated in 2025/2026 and it is beautiful! Entering the home your eyes are immediately drawn upwards to the gorgeous open beam 10’-12’ ceiling over the kitchen and dining area. The kitchen is complete with all new wood cabinets, new stainless top of the line appliances, undermount sink, Quartz counter tops, and an oversized island with a dark blue base which brings in a beautiful pop of color. The open floor plan flows easily with luxury vinyl connecting all the rooms. The dining living combination is airy and bright. The primary bedroom is divided from the Florida room with textured glass pane sliding doors that allow the light in but keep the space quiet and private. Beautifully renovated primary bath is tastefully appointed. The guest bedroom and bath have been updated with the same quality and fine design as the entire villa. The large Florida room houses the stacked washer and dryer in their own space. A stylish glass back door leads to the brick patio perfect for your potted plants and just sitting and enjoying the perfect Florida weather. A newly installed PVC gate secures the common area shared by the adjoining villa. Perfect area for grilling, storage of bikes, beach chairs, paddle boards and more. There is also easy access to the unit's storage room. This is a must see! Make it your new home with all hurricane rated windows and doors, and so much more. This vibrant 55+ community of Spanish Main Yacht Club neighborhood is full of wonderful neighbors, and lots of amenities, shuffleboards, swimming pool, private deeded beach access to the gorgeous Longboat Key beaches and the warm Gulf waters. Fishing, boating and so much more. The expansive 40 slip Marina in the envy of all boaters as the lease is extremely inexpensive to lease, you won’t believe it. Call for details. Close to St Armands Circle and downtown Sarasota makes this location perfect for shopping, dining, theater, botanical gardens, airport and more. All 212 units in Spanish Main Yacht Club are under FEMA regulations, guidelines and stringent adherence to rebuild specifications. All FEMA regulations completed including inspections. Come and enjoy your soft place to land in this world.

711 Spanish Drive S, Longboat Key

$625,000

A rare private walk-down residence in the highly sought-after Beachplace community on Longboat Key. This property offers the convenience of direct terrace access to the beautifully landscaped grounds below, overlooking a serene pond with fountains and offering a charming peekaboo view of the Gulf. Spacious and largely original, presenting the perfect canvas for a buyer to customize and create their ideal coastal retreat while enjoying the exceptional location and layout. The light-filled interior features an open living and dining area with walls of glass that connect seamlessly to the outdoor living space, creating an inviting indoor-outdoor lifestyle just moments from the beach. The split-bedroom floor plan offers privacy and functionality, while the terrace provides a peaceful setting to relax and enjoy the lush tropical surroundings. Whether updating immediately or renovating over time, this residence offers tremendous potential within one of Longboat Key’s premier Gulf-front communities. Beachplace is renowned for its resort-style amenities and beautifully maintained grounds. Residents enjoy 24-hour guard-gated entry, on-site management, a clubhouse, fitness center, tennis and pickleball courts, heated swimming pool and spa, private beach access, walking paths, and expansive tropical landscaping throughout the community. Ideally positioned on the south end of Longboat Key, Beachplace is just minutes from the fine dining, boutiques, and waterfront charm of St. Armands Circle, as well as downtown Sarasota’s cultural attractions, marinas, golf clubs, and world-class beaches. Whether you are searching for a seasonal getaway, investment opportunity, or full-time coastal residence, this property presents exceptional value and the opportunity to create a personalized beachfront retreat in one of Longboat Key’s most desirable locations.

2 Beds ⋅ 2 Baths ⋅ Beachplace SubDv. ⋅ 34228 Zip Code

A rare private walk-down residence in the highly sought-after Beachplace community on Longboat Key. This property offers the convenience of direct terrace access to the beautifully landscaped grounds below, overlooking a serene pond with fountains and offering a charming peekaboo view of the Gulf. Spacious and largely original, presenting the perfect canvas for a buyer to customize and create their ideal coastal retreat while enjoying the exceptional location and layout. The light-filled interior features an open living and dining area with walls of glass that connect seamlessly to the outdoor living space, creating an inviting indoor-outdoor lifestyle just moments from the beach. The split-bedroom floor plan offers privacy and functionality, while the terrace provides a peaceful setting to relax and enjoy the lush tropical surroundings. Whether updating immediately or renovating over time, this residence offers tremendous potential within one of Longboat Key’s premier Gulf-front communities. Beachplace is renowned for its resort-style amenities and beautifully maintained grounds. Residents enjoy 24-hour guard-gated entry, on-site management, a clubhouse, fitness center, tennis and pickleball courts, heated swimming pool and spa, private beach access, walking paths, and expansive tropical landscaping throughout the community. Ideally positioned on the south end of Longboat Key, Beachplace is just minutes from the fine dining, boutiques, and waterfront charm of St. Armands Circle, as well as downtown Sarasota’s cultural attractions, marinas, golf clubs, and world-class beaches. Whether you are searching for a seasonal getaway, investment opportunity, or full-time coastal residence, this property presents exceptional value and the opportunity to create a personalized beachfront retreat in one of Longboat Key’s most desirable locations.

1095 Gulf Of Mexico Drive Unit 102, Longboat Key

$999,000

Rarely available within the intimate nine-residence bayfront community of Longboat Landing, this beautifully updated three-bedroom residence captures panoramic Sarasota Bay views and effortless waterfront living from its prized location on the north end of Longboat Key. Offered turnkey furnished and completely move-in ready, the getaway combines a refined coastal aesthetic with the rare convenience of on-site boat slips and docks (on a first-come basis) capable of accommodating up to a 26-foot vessel—creating an ideal opportunity for boating enthusiasts seeking immediate enjoyment. Spanning more than 1,300 square feet, the open-concept layout is filled with natural light and designed to maximize the calming bayfront setting. Contemporary wood-grain tile flooring flows throughout the residence, while crown molding, high ceilings, and chic modern finishes enhance the interiors. An extended foyer hallway leads to the sunlit great room, where walls of impact-rated floor-to-ceiling pocketing sliders open completely to the screened bayfront terrace, creating a seamless indoor-outdoor connection framed by sparkling blue water views. The granite kitchen overlooks the main living spaces and was thoughtfully designed for both entertaining and everyday living. Features include a wraparound breakfast bar, informal dining area, solid-wood cabinetry, granite countertops and backsplash, stainless steel appliances, and generous prep space. Recent upgrades provide added peace of mind, including a 2024 A/C replacement, 2023 Hardi Plank siding installation, impact-rated windows and sliding doors throughout, kitchen and bath renovations, updated finishes, ductwork modifications, and a newer roof. The primary suite is positioned directly along the bayfront, offering tranquil water views and private terrace access. Two additional guest bedrooms are arranged in a split plan for privacy, including one en-suite guest suite and a third bedroom currently utilized as a home office. Completing the residence are a private laundry room, two under-building parking spaces, and additional exterior storage. Outside, residents enjoy the relaxed waterfront lifestyle Longboat Landing is known for, with amenities including dock slips, fishing pier, heated community pool, and tennis court—all surrounded by lush tropical landscaping and Sarasota Bay vistas. Perfectly positioned along Gulf of Mexico Drive, this charming bayfront getaway is moments from Longboat Key’s renowned beaches, waterfront dining, boutique shopping, marinas, and scenic biking paths. St. Armands Circle and downtown Sarasota are just a short drive away, offering fine dining, galleries, theaters, Selby Gardens, and Sarasota’s vibrant cultural attractions. Rarely available, beautifully updated, and directly on Sarasota Bay, this residence offers an exceptional opportunity to embrace the best of Longboat Key waterfront living.

3 Beds ⋅ 2 Baths ⋅ Longboat Landing Condominium SubDv. ⋅ 34228 Zip Code

Rarely available within the intimate nine-residence bayfront community of Longboat Landing, this beautifully updated three-bedroom residence captures panoramic Sarasota Bay views and effortless waterfront living from its prized location on the north end of Longboat Key. Offered turnkey furnished and completely move-in ready, the getaway combines a refined coastal aesthetic with the rare convenience of on-site boat slips and docks (on a first-come basis) capable of accommodating up to a 26-foot vessel—creating an ideal opportunity for boating enthusiasts seeking immediate enjoyment. Spanning more than 1,300 square feet, the open-concept layout is filled with natural light and designed to maximize the calming bayfront setting. Contemporary wood-grain tile flooring flows throughout the residence, while crown molding, high ceilings, and chic modern finishes enhance the interiors. An extended foyer hallway leads to the sunlit great room, where walls of impact-rated floor-to-ceiling pocketing sliders open completely to the screened bayfront terrace, creating a seamless indoor-outdoor connection framed by sparkling blue water views. The granite kitchen overlooks the main living spaces and was thoughtfully designed for both entertaining and everyday living. Features include a wraparound breakfast bar, informal dining area, solid-wood cabinetry, granite countertops and backsplash, stainless steel appliances, and generous prep space. Recent upgrades provide added peace of mind, including a 2024 A/C replacement, 2023 Hardi Plank siding installation, impact-rated windows and sliding doors throughout, kitchen and bath renovations, updated finishes, ductwork modifications, and a newer roof. The primary suite is positioned directly along the bayfront, offering tranquil water views and private terrace access. Two additional guest bedrooms are arranged in a split plan for privacy, including one en-suite guest suite and a third bedroom currently utilized as a home office. Completing the residence are a private laundry room, two under-building parking spaces, and additional exterior storage. Outside, residents enjoy the relaxed waterfront lifestyle Longboat Landing is known for, with amenities including dock slips, fishing pier, heated community pool, and tennis court—all surrounded by lush tropical landscaping and Sarasota Bay vistas. Perfectly positioned along Gulf of Mexico Drive, this charming bayfront getaway is moments from Longboat Key’s renowned beaches, waterfront dining, boutique shopping, marinas, and scenic biking paths. St. Armands Circle and downtown Sarasota are just a short drive away, offering fine dining, galleries, theaters, Selby Gardens, and Sarasota’s vibrant cultural attractions. Rarely available, beautifully updated, and directly on Sarasota Bay, this residence offers an exceptional opportunity to embrace the best of Longboat Key waterfront living.

5320 Gulf Of Mexico Drive Unit 101, Longboat Key

$2,350,000

Discover the perfect canvas for your coastal vision in the prestigious Longboat Key Estates. This premier waterfront opportunity offers 100 feet of direct canal frontage in one of the island’s most desirable enclaves. Positioned on a quiet interior street, this property sits in an area undergoing significant luxury transformation, providing an ideal foundation for a custom residence with superior investment potential. The deep-water canal offers bridge-free access minutes to Sarasota Bay, while the property features a 2022 seawall and a 16,000-pound boat lift (2022). Residents of this deed-restricted community enjoy private deeded beach access complete with a private neighborhood Tiki. Ideally located next to Bayfront Park—offering tennis, pickleball, kayaking, trails, and a fishing pier—you are also minutes from fine dining, St. Armands Circle, downtown Sarasota, and Sarasota International Airport. This is truly a unique opportunity to secure your place in a fabulous neighborhood where modern, high-end living is setting the new standard!

3 Beds ⋅ 2 Baths ⋅ Longboat Key Estates SubDv. ⋅ 34228 Zip Code

Discover the perfect canvas for your coastal vision in the prestigious Longboat Key Estates. This premier waterfront opportunity offers 100 feet of direct canal frontage in one of the island’s most desirable enclaves. Positioned on a quiet interior street, this property sits in an area undergoing significant luxury transformation, providing an ideal foundation for a custom residence with superior investment potential. The deep-water canal offers bridge-free access minutes to Sarasota Bay, while the property features a 2022 seawall and a 16,000-pound boat lift (2022). Residents of this deed-restricted community enjoy private deeded beach access complete with a private neighborhood Tiki. Ideally located next to Bayfront Park—offering tennis, pickleball, kayaking, trails, and a fishing pier—you are also minutes from fine dining, St. Armands Circle, downtown Sarasota, and Sarasota International Airport. This is truly a unique opportunity to secure your place in a fabulous neighborhood where modern, high-end living is setting the new standard!

617 Rountree Drive, Longboat Key

$5,600,000

Build your dream beachfront estate on nearly three-quarters of an acre on exclusive North Longboat Key. With 100 feet of private Gulf frontage, this rare homesite offers endless views of turquoise waters spectacular sunsets and direct access to powder sand just steps from your future doorstep. Set within a rising luxury enclave, this prime property is moments from the new St. Regis Resort and the Longboat Key Club, offering world-class golf, tennis, dining, and five-star amenities. Enjoy the charm of nearby Anna Maria Island and the upscale shopping and cultural experiences of St. Armands Circle. This is one of the last opportunities to create a custom beachfront retreat in one of the Gulf Coast’s most coveted locations

Sleepy Lagoon SubDv. ⋅ 34228 Zip Code

Build your dream beachfront estate on nearly three-quarters of an acre on exclusive North Longboat Key. With 100 feet of private Gulf frontage, this rare homesite offers endless views of turquoise waters spectacular sunsets and direct access to powder sand just steps from your future doorstep. Set within a rising luxury enclave, this prime property is moments from the new St. Regis Resort and the Longboat Key Club, offering world-class golf, tennis, dining, and five-star amenities. Enjoy the charm of nearby Anna Maria Island and the upscale shopping and cultural experiences of St. Armands Circle. This is one of the last opportunities to create a custom beachfront retreat in one of the Gulf Coast’s most coveted locations

6441 Gulfside Road, Longboat Key

$3,850,000

Welcome to coastal luxury redefined at the Water Club on Longboat Key. This fully reimagined residence at 1241 Gulf of Mexico Dr, Unit 506 has undergone a complete, top-to-bottom renovation completed in 2025, offering a like-new living experience in one of Florida’s most sought-after beachfront communities. No detail was overlooked—featuring a brand-new designer kitchen with premium finishes, fully renovated bathrooms, new flooring throughout, updated trim, modern lighting, and fresh interior paint. The home is further elevated by a whole-home Lutron system, delivering effortless, customizable lighting control and a true smart-luxury experience. Positioned in the highly desirable south building and an even-numbered unit (ideal for sunset views over the Gulf), this residence captures some of the most breathtaking winter sunset views—where the sun sets between the buildings, creating a rare and unforgettable coastal backdrop. Residents enjoy an unparalleled resort lifestyle at The Water Club, featuring an exceptional collection of amenities including Har-Tru tennis courts, a resort-style beachfront pool and spa, state-of-the-art fitness center, saunas, locker rooms, elegant clubhouse, library, and private event spaces. With 24-hour security, concierge-level services, and meticulously maintained grounds, The Water Club offers the ultimate in privacy, comfort, and luxury coastal living. Whether as a full-time residence or seasonal retreat, this is Gulf-front living at its absolute finest.

3 Beds ⋅ 3 Baths ⋅ Water Club At Longboat Key SubDv. ⋅ 34228 Zip Code

Welcome to coastal luxury redefined at the Water Club on Longboat Key. This fully reimagined residence at 1241 Gulf of Mexico Dr, Unit 506 has undergone a complete, top-to-bottom renovation completed in 2025, offering a like-new living experience in one of Florida’s most sought-after beachfront communities. No detail was overlooked—featuring a brand-new designer kitchen with premium finishes, fully renovated bathrooms, new flooring throughout, updated trim, modern lighting, and fresh interior paint. The home is further elevated by a whole-home Lutron system, delivering effortless, customizable lighting control and a true smart-luxury experience. Positioned in the highly desirable south building and an even-numbered unit (ideal for sunset views over the Gulf), this residence captures some of the most breathtaking winter sunset views—where the sun sets between the buildings, creating a rare and unforgettable coastal backdrop. Residents enjoy an unparalleled resort lifestyle at The Water Club, featuring an exceptional collection of amenities including Har-Tru tennis courts, a resort-style beachfront pool and spa, state-of-the-art fitness center, saunas, locker rooms, elegant clubhouse, library, and private event spaces. With 24-hour security, concierge-level services, and meticulously maintained grounds, The Water Club offers the ultimate in privacy, comfort, and luxury coastal living. Whether as a full-time residence or seasonal retreat, this is Gulf-front living at its absolute finest.

1241 Gulf Of Mexico Drive Unit 506, Longboat Key

$1,899,000

Welcome to island living on Longboat Key, one of Sarasota's premier barrier island destinations. In Triton Cove, this coastal residence offers direct Gulf Beach access across the street and a lifestyle designed for boating, seasonal use or year-round living along Florida's Gulf Coast. Enjoy nightly sunsets along Gulf of Mexico Drive or experience world-class dining and shopping on nearby St. Armands Circle. An elevated entry leads to the main living level, where expansive glass defines the open-concept design, connecting the living room, kitchen and dining areas. Positioned within a five-residence enclave, this property offers convenient access to Sarasota dining, shopping and waterfront recreation while supporting a low-maintenance ownership experience. This tri-level single-family home features four bedrooms and 2.5 baths, complemented by a two-car garage with dual 8-foot doors and extensive storage. The ground level includes multiple flexible-use rooms ideal for fitness, storage or organization of beach equipment, kayaks, bicycles and boating gear. A dumbwaiter provides direct access from the garage to the kitchen. Interior features include engineered wood flooring in main living areas and new carpet in bedrooms. The kitchen is designed with wood cabinetry, granite countertops, deep storage drawers, an appliance garage, a rollout pantry wall and stainless steel appliances, including a GE wall oven/microwave combo, an induction cooktop and an LG refrigerator. Additional features include a wet bar with cabinetry and a mirrored wall, an electric fireplace and plantation shutters. The primary suite offers a private setting with dual vanities, a soaking tub, a separate shower, two walk-in closets and a Juliette balcony with partial gulf views. The third level includes a bonus room suitable for media, an office or a private retreat. Outdoor living includes a natural gas-heated pool and spa, an outdoor shower and a private fenced setting. Pool systems including a new motor, filters and heater, and the interior of the pool has been refinished. Recent improvements include a 2024 shingle roof with warranty, zoned HVAC systems installed in 2018 and 2020, and a 2025 water heater. The home includes a monitored alarm system. Triton Cove offers a maintained environment with low monthly HOA fees of $500, including landscape maintenance of common areas, pest control, pool service and exterior lighting. Leasing is permitted up to four times annually with a one-month minimum. Located near Longboat Key Bayfront Park and Longboat Dog Park, residents may enjoy pickleball, tennis, playgrounds and picnic areas. Nearby conveniences include grocery, pharmacy, boat rentals and storage options along Longboat Key, as well as being within reach of Sarasota amenities. Optional membership to the Longboat Key Club provides access to golf, tennis, beach and social amenities, enhancing the gulf-front lifestyle experience on Florida's west coast. Don’t miss out on your private tour of this special coastal home featuring four bedrooms, 3000-plus square feet of air-conditioned living space, a two-car garage, a 30-foot pool and a hot tub on Longboat Key with beach access with low taxes for under $2 million; this is an extraordinary value!

4 Beds ⋅ 3 Baths ⋅ Triton Cove SubDv. ⋅ 34228 Zip Code

Welcome to island living on Longboat Key, one of Sarasota's premier barrier island destinations. In Triton Cove, this coastal residence offers direct Gulf Beach access across the street and a lifestyle designed for boating, seasonal use or year-round living along Florida's Gulf Coast. Enjoy nightly sunsets along Gulf of Mexico Drive or experience world-class dining and shopping on nearby St. Armands Circle. An elevated entry leads to the main living level, where expansive glass defines the open-concept design, connecting the living room, kitchen and dining areas. Positioned within a five-residence enclave, this property offers convenient access to Sarasota dining, shopping and waterfront recreation while supporting a low-maintenance ownership experience. This tri-level single-family home features four bedrooms and 2.5 baths, complemented by a two-car garage with dual 8-foot doors and extensive storage. The ground level includes multiple flexible-use rooms ideal for fitness, storage or organization of beach equipment, kayaks, bicycles and boating gear. A dumbwaiter provides direct access from the garage to the kitchen. Interior features include engineered wood flooring in main living areas and new carpet in bedrooms. The kitchen is designed with wood cabinetry, granite countertops, deep storage drawers, an appliance garage, a rollout pantry wall and stainless steel appliances, including a GE wall oven/microwave combo, an induction cooktop and an LG refrigerator. Additional features include a wet bar with cabinetry and a mirrored wall, an electric fireplace and plantation shutters. The primary suite offers a private setting with dual vanities, a soaking tub, a separate shower, two walk-in closets and a Juliette balcony with partial gulf views. The third level includes a bonus room suitable for media, an office or a private retreat. Outdoor living includes a natural gas-heated pool and spa, an outdoor shower and a private fenced setting. Pool systems including a new motor, filters and heater, and the interior of the pool has been refinished. Recent improvements include a 2024 shingle roof with warranty, zoned HVAC systems installed in 2018 and 2020, and a 2025 water heater. The home includes a monitored alarm system. Triton Cove offers a maintained environment with low monthly HOA fees of $500, including landscape maintenance of common areas, pest control, pool service and exterior lighting. Leasing is permitted up to four times annually with a one-month minimum. Located near Longboat Key Bayfront Park and Longboat Dog Park, residents may enjoy pickleball, tennis, playgrounds and picnic areas. Nearby conveniences include grocery, pharmacy, boat rentals and storage options along Longboat Key, as well as being within reach of Sarasota amenities. Optional membership to the Longboat Key Club provides access to golf, tennis, beach and social amenities, enhancing the gulf-front lifestyle experience on Florida's west coast. Don’t miss out on your private tour of this special coastal home featuring four bedrooms, 3000-plus square feet of air-conditioned living space, a two-car garage, a 30-foot pool and a hot tub on Longboat Key with beach access with low taxes for under $2 million; this is an extraordinary value!

3040 Gulf Of Mexico Drive Unit 3, Longboat Key

$670,000

This exceptionally clean and well maintained 2-bedroom, 2-bath residence in Bayport Beach and Tennis Club is ideally positioned as a bright and private second-floor end unit with no neighbors above, and is filled with natural light. Kitchen, dining, living room open design with split bedrooms for privacy. The primary suite features a walk-in closet and a dedicated office niche—perfect for today’s work-from-home lifestyle. Two inviting outdoor living spaces—a private open-air deck and a screened lanai overlooking the tropical gardens—create the perfect setting to relax and unwind. Additional highlights include newer kitchen, bathrooms, and windows. The condo includes covered parking, ample guest parking, two private storage areas plus an owner’s closet, and the convenience of an in-unit full-size washer and dryer. Set on 27 acres of beautifully landscaped grounds on Longboat Key, Bayport is a sought-after gulf-to-bay community designed by renowned architect Tim Seibert. Residents enjoy 1,200 feet of deeded private beach access along the Gulf of Mexico. Community amenities are exceptional, including a Junior Olympic-size heated pool—one of the largest on the Key—four Har-Tru tennis courts, a fitness center, fishing pier, and kayak launch. Beach chairs and umbrellas are provided by the condo association, and a full calendar of seasonal social activities fosters a vibrant yet relaxed coastal lifestyle. Meandering shell pathways and meticulously maintained tropical landscaping complete the serene setting. Experience the best of island living with breathtaking sunrises over the bay, unforgettable sunsets on the beach, and everything in between.

2 Beds ⋅ 2 Baths ⋅ Bayport Bch & Ten SubDv. ⋅ 34228 Zip Code

This exceptionally clean and well maintained 2-bedroom, 2-bath residence in Bayport Beach and Tennis Club is ideally positioned as a bright and private second-floor end unit with no neighbors above, and is filled with natural light. Kitchen, dining, living room open design with split bedrooms for privacy. The primary suite features a walk-in closet and a dedicated office niche—perfect for today’s work-from-home lifestyle. Two inviting outdoor living spaces—a private open-air deck and a screened lanai overlooking the tropical gardens—create the perfect setting to relax and unwind. Additional highlights include newer kitchen, bathrooms, and windows. The condo includes covered parking, ample guest parking, two private storage areas plus an owner’s closet, and the convenience of an in-unit full-size washer and dryer. Set on 27 acres of beautifully landscaped grounds on Longboat Key, Bayport is a sought-after gulf-to-bay community designed by renowned architect Tim Seibert. Residents enjoy 1,200 feet of deeded private beach access along the Gulf of Mexico. Community amenities are exceptional, including a Junior Olympic-size heated pool—one of the largest on the Key—four Har-Tru tennis courts, a fitness center, fishing pier, and kayak launch. Beach chairs and umbrellas are provided by the condo association, and a full calendar of seasonal social activities fosters a vibrant yet relaxed coastal lifestyle. Meandering shell pathways and meticulously maintained tropical landscaping complete the serene setting. Experience the best of island living with breathtaking sunrises over the bay, unforgettable sunsets on the beach, and everything in between.

843 Bayport Way Unit 843, Longboat Key

$513,000

Welcome to your waterfront retreat in the highly sought-after Fairway Bay community, where relaxed coastal living meets thoughtful design and modern comfort. This beautifully renovated 2-bedroom, 2-bath condominium offers nearly 1,200 square feet of light-filled interior space, along with sweeping views of Sarasota Bay and the downtown skyline that create a stunning and ever-changing backdrop throughout the day. Fully updated in 2020 and professionally curated by an interior designer, the residence showcases a refined yet inviting aesthetic. Inside, the open-concept layout is enhanced by warm, driftwood-inspired luxury vinyl plank flooring and an abundance of natural light. The living and dining areas flow effortlessly together, while expansive pocketing sliders open wide to a private balcony, creating a seamless indoor-outdoor experience ideal for both quiet mornings and evening entertaining. From this vantage point, you can take in tranquil water views, coastal breezes, and vibrant sunsets that define the Longboat Key lifestyle. The galley-style kitchen is both stylish and functional, featuring quartz countertops, crisp Ivory soft-close cabinetry, New AC 2025, New Water Heater 2025, New Washer and Dryer 2025, stainless steel appliances installed in 2020, and a peninsula with seating that invites casual dining and conversation. The design balances clean lines with timeless finishes, making it equally suited for everyday living and hosting guests. The spacious primary suite serves as a private sanctuary, offering generous proportions, beautiful bay views, and direct access to the peaceful ambiance of the home. The en-suite bath is thoughtfully appointed with dual vanities, elegant lighting, and a walk-in tiled shower, creating a spa-like atmosphere. The guest bedroom and accompanying bath are equally well-designed, providing comfort and privacy for visitors while maintaining the home’s cohesive style. Additional features include plantation shutters on all windows and sliders, a private exterior entrance that enhances both convenience and privacy, a welcoming balcony seating area, and professionally landscaped surroundings that add to the property’s curb appeal. Important updates such as a new air conditioning system and water heater provide peace of mind, making this a truly move-in-ready opportunity. Fairway Bay, located within the desirable Bay Isles community, offers a lifestyle rich in amenities and natural beauty. Residents enjoy gated entry with 24-hour guard service, beautifully maintained grounds, resort-style pools, a clubhouse, fitness center, and tennis courts. Scenic walking and biking paths wind along the bay, while a kayak and paddleboard launch provides easy access to the water for outdoor enthusiasts. Ownership also includes exclusive access to a private beach club on the Gulf of Mexico, offering the rare advantage of experiencing both serene bayfront living and pristine Gulf beaches. Ideally situated near the renowned The St. Regis Longboat Key Resort, this residence is just moments from exceptional dining, shopping, and leisure experiences, further enhancing its appeal as both a full-time residence and seasonal escape. This is more than just a condominium—it is an opportunity to embrace the relaxed elegance, natural beauty, and effortless lifestyle that make Longboat Key one of Florida’s most coveted coastal destinations.

2 Beds ⋅ 2 Baths ⋅ Fairway Bay SubDv. ⋅ 34228 Zip Code

Welcome to your waterfront retreat in the highly sought-after Fairway Bay community, where relaxed coastal living meets thoughtful design and modern comfort. This beautifully renovated 2-bedroom, 2-bath condominium offers nearly 1,200 square feet of light-filled interior space, along with sweeping views of Sarasota Bay and the downtown skyline that create a stunning and ever-changing backdrop throughout the day. Fully updated in 2020 and professionally curated by an interior designer, the residence showcases a refined yet inviting aesthetic. Inside, the open-concept layout is enhanced by warm, driftwood-inspired luxury vinyl plank flooring and an abundance of natural light. The living and dining areas flow effortlessly together, while expansive pocketing sliders open wide to a private balcony, creating a seamless indoor-outdoor experience ideal for both quiet mornings and evening entertaining. From this vantage point, you can take in tranquil water views, coastal breezes, and vibrant sunsets that define the Longboat Key lifestyle. The galley-style kitchen is both stylish and functional, featuring quartz countertops, crisp Ivory soft-close cabinetry, New AC 2025, New Water Heater 2025, New Washer and Dryer 2025, stainless steel appliances installed in 2020, and a peninsula with seating that invites casual dining and conversation. The design balances clean lines with timeless finishes, making it equally suited for everyday living and hosting guests. The spacious primary suite serves as a private sanctuary, offering generous proportions, beautiful bay views, and direct access to the peaceful ambiance of the home. The en-suite bath is thoughtfully appointed with dual vanities, elegant lighting, and a walk-in tiled shower, creating a spa-like atmosphere. The guest bedroom and accompanying bath are equally well-designed, providing comfort and privacy for visitors while maintaining the home’s cohesive style. Additional features include plantation shutters on all windows and sliders, a private exterior entrance that enhances both convenience and privacy, a welcoming balcony seating area, and professionally landscaped surroundings that add to the property’s curb appeal. Important updates such as a new air conditioning system and water heater provide peace of mind, making this a truly move-in-ready opportunity. Fairway Bay, located within the desirable Bay Isles community, offers a lifestyle rich in amenities and natural beauty. Residents enjoy gated entry with 24-hour guard service, beautifully maintained grounds, resort-style pools, a clubhouse, fitness center, and tennis courts. Scenic walking and biking paths wind along the bay, while a kayak and paddleboard launch provides easy access to the water for outdoor enthusiasts. Ownership also includes exclusive access to a private beach club on the Gulf of Mexico, offering the rare advantage of experiencing both serene bayfront living and pristine Gulf beaches. Ideally situated near the renowned The St. Regis Longboat Key Resort, this residence is just moments from exceptional dining, shopping, and leisure experiences, further enhancing its appeal as both a full-time residence and seasonal escape. This is more than just a condominium—it is an opportunity to embrace the relaxed elegance, natural beauty, and effortless lifestyle that make Longboat Key one of Florida’s most coveted coastal destinations.

1930 Harbourside Drive Unit 122, Longboat Key

$2,900,000

Tucked along one of the most sought-after canals in Country Club Shores, 524 Hornblower Lane is a waterfront residence that fully embodies the Longboat Key lifestyle, where boating access, beach proximity, and refined coastal living intersect with intention. Set on a 0.28-acre canal-front homesite with 107 feet of water frontage, the property offers what experienced boaters immediately recognize as premier water: wide, deep canals with quick, unobstructed access to Sarasota Bay and the Intracoastal. A composite dock, dual boat lifts accommodating vessels up to approximately 38 feet, and a dedicated jet ski lift create a true boating compound, designed for both serious use and effortless enjoyment. Behind its stately, columned façade, the residence spans over 3,000 square feet of living space, thoughtfully updated over time with an effective build year of 2005 and continued improvements, including impact-rated glass, a newer metal roof (2025), and recently replaced mechanical systems. The layout is both functional and flexible, with three bedrooms, three full baths, and a half bath arranged across a two-story design that balances everyday livability with elevated entertaining. The main living areas unfold with a coastal-modern sensibility, wood flooring, crown molding, and expansive sliders that frame views of the pool, lanai, and canal beyond. The kitchen, finished in a soft seafoam palette, blends custom shaker cabinetry, quartz surfaces, and professional-grade KitchenAid appliances with a dedicated beverage station, creating a space that feels equally suited for quiet mornings or hosting at scale. A standout feature of the home is its full entertainment space; an expansive theater and bar lounge designed as a destination in itself. With a projector system, surround sound, custom wet bar, and multiple gathering zones, it introduces a layer of lifestyle rarely found in properties of this scale. A cylindrical tube elevator provides a striking architectural moment while connecting this space directly to the private primary suite above. Upstairs, the primary suite is positioned to take full advantage of the waterfront setting, with a private balcony overlooking the canal, an oversized walk-in closet, and a spa-like bath complete with a jetted soaking tub, dual vanities, and a glass-enclosed shower with dual heads. Outdoors, the experience is equally intentional. A resort-style saltwater pool and spa anchor multiple seating and entertaining areas, complemented by an outdoor kitchen and low-maintenance landscaping that keeps the focus on the water. What elevates 524 Hornblower beyond its physical attributes is its location within the broader context of Longboat Key. Deeded beach access provides a direct connection to the Gulf, while proximity to St. Armand's Circle and the St. Regis Longboat Key Resort places world-class dining, shopping, and amenities just minutes away. The result is a rare dual lifestyle, boating on one side, beach on the other, anchored by one of the island’s most established and desirable neighborhoods. At its core, this is a property defined by access: to water, to the Gulf, to the lifestyle that has long made Longboat Key one of Florida’s most enduring coastal addresses.

3 Beds ⋅ 4 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code

Tucked along one of the most sought-after canals in Country Club Shores, 524 Hornblower Lane is a waterfront residence that fully embodies the Longboat Key lifestyle, where boating access, beach proximity, and refined coastal living intersect with intention. Set on a 0.28-acre canal-front homesite with 107 feet of water frontage, the property offers what experienced boaters immediately recognize as premier water: wide, deep canals with quick, unobstructed access to Sarasota Bay and the Intracoastal. A composite dock, dual boat lifts accommodating vessels up to approximately 38 feet, and a dedicated jet ski lift create a true boating compound, designed for both serious use and effortless enjoyment. Behind its stately, columned façade, the residence spans over 3,000 square feet of living space, thoughtfully updated over time with an effective build year of 2005 and continued improvements, including impact-rated glass, a newer metal roof (2025), and recently replaced mechanical systems. The layout is both functional and flexible, with three bedrooms, three full baths, and a half bath arranged across a two-story design that balances everyday livability with elevated entertaining. The main living areas unfold with a coastal-modern sensibility, wood flooring, crown molding, and expansive sliders that frame views of the pool, lanai, and canal beyond. The kitchen, finished in a soft seafoam palette, blends custom shaker cabinetry, quartz surfaces, and professional-grade KitchenAid appliances with a dedicated beverage station, creating a space that feels equally suited for quiet mornings or hosting at scale. A standout feature of the home is its full entertainment space; an expansive theater and bar lounge designed as a destination in itself. With a projector system, surround sound, custom wet bar, and multiple gathering zones, it introduces a layer of lifestyle rarely found in properties of this scale. A cylindrical tube elevator provides a striking architectural moment while connecting this space directly to the private primary suite above. Upstairs, the primary suite is positioned to take full advantage of the waterfront setting, with a private balcony overlooking the canal, an oversized walk-in closet, and a spa-like bath complete with a jetted soaking tub, dual vanities, and a glass-enclosed shower with dual heads. Outdoors, the experience is equally intentional. A resort-style saltwater pool and spa anchor multiple seating and entertaining areas, complemented by an outdoor kitchen and low-maintenance landscaping that keeps the focus on the water. What elevates 524 Hornblower beyond its physical attributes is its location within the broader context of Longboat Key. Deeded beach access provides a direct connection to the Gulf, while proximity to St. Armand's Circle and the St. Regis Longboat Key Resort places world-class dining, shopping, and amenities just minutes away. The result is a rare dual lifestyle, boating on one side, beach on the other, anchored by one of the island’s most established and desirable neighborhoods. At its core, this is a property defined by access: to water, to the Gulf, to the lifestyle that has long made Longboat Key one of Florida’s most enduring coastal addresses.

524 Hornblower Lane, Longboat Key

$410,000

Welcome to your coastal retreat on beautiful Longboat Key! This charming second-story condo is being offered turnkey furnished, making it completely move-in ready—just bring your suitcase and start enjoying island life. Inside, the bright living room showcases peaceful water views bringing the beauty of marine life right to your window. The kitchen features stainless steel appliances and coastal-inspired design. The home offers a relaxed, airy feel perfect for full-time living, a seasonal getaway, or an investment property. This pet-friendly and rental-friendly community is vibrant and social, offering an unmatched waterfront lifestyle. Residents enjoy private beach access, two pools, tennis and shuffleboard courts, a fitness center, and kayak launch and storage. Boating and fishing enthusiasts will appreciate the boat slips and fishing dock, while outdoor living is elevated with grill stations, picnic areas, and complimentary beach chairs. Whether you are searching for a relaxing coastal escape or an active waterfront lifestyle, this exceptional Longboat Key condo delivers the very best of Florida living with breathtaking water views, abundant amenities, and endless opportunities to enjoy the beauty of marine life and island living!

1 Beds ⋅ 1 Baths ⋅ Whitney Beach SubDv. ⋅ 34228 Zip Code

Welcome to your coastal retreat on beautiful Longboat Key! This charming second-story condo is being offered turnkey furnished, making it completely move-in ready—just bring your suitcase and start enjoying island life. Inside, the bright living room showcases peaceful water views bringing the beauty of marine life right to your window. The kitchen features stainless steel appliances and coastal-inspired design. The home offers a relaxed, airy feel perfect for full-time living, a seasonal getaway, or an investment property. This pet-friendly and rental-friendly community is vibrant and social, offering an unmatched waterfront lifestyle. Residents enjoy private beach access, two pools, tennis and shuffleboard courts, a fitness center, and kayak launch and storage. Boating and fishing enthusiasts will appreciate the boat slips and fishing dock, while outdoor living is elevated with grill stations, picnic areas, and complimentary beach chairs. Whether you are searching for a relaxing coastal escape or an active waterfront lifestyle, this exceptional Longboat Key condo delivers the very best of Florida living with breathtaking water views, abundant amenities, and endless opportunities to enjoy the beauty of marine life and island living!

6700 Gulf Of Mexico Drive Unit 143, Longboat Key

$675,000

Island Elegance on the Bay: A Turnkey Waterfront Sanctuary! Escape to the serene shores of Longboat Key and experience the pinnacle of coastal luxury at 3330 Gulf of Mexico Drive. This meticulously reimagined, two-bedroom, two-bathroom residence offers a rare "walk-out" lifestyle, where lush green lawns meet the shimmering waters of the Sarasota Bay. The Interior: Modern Luxury Meets Tropical Soul. No detail was spared in this fully renovated, turnkey-furnished masterpiece. Step inside to find an open-concept sanctuary defined by high-end finishes and a sophisticated "island chic" aesthetic. Gourmet Kitchen: Features crisp white cabinetry, designer backsplash, and premium stainless steel appliances, perfect for the culinary enthusiast. Designer Living: Relax in a sun-drenched living area adorned with organic textures, custom wood-slat feature walls, and curated furnishings that reflect the colors of the coast. Master Suite: A true retreat, the primary bedroom opens directly to the outdoors, allowing you to wake up to the gentle sounds of the bay and the rustle of palm trees. Spa-Inspired Baths: Indulge in sleek, modern bathrooms featuring frameless glass showers, backlit mirrors, and contemporary vanities. The "Florida Room" Experience: The heart of this home is the climate-controlled Florida Room. Encased in floor-to-ceiling glass, this versatile space offers an effortless transition to the outdoors. Whether you're sipping your morning coffee or hosting a sunset dinner, you'll enjoy front-row views of local wildlife, passing boats, and the sparkling bay. Unrivaled Amenities & Location: Situated within the coveted Longboat Arms community, you'll enjoy a resort-style lifestyle with access to: Waterfront Perks: Private boat slips, a boat ramp, and kayak storage for the ultimate bayfront adventure. Leisure & Sport: A heated community pool and tennis courts just steps from your door. Deeded Beach Access: Simply cross the street to sink your toes into the world-famous white sands of Longboat Key's private beaches. Prime Location: Located on the south end of the Key, you are mere minutes from the upscale dining, boutique shopping, and cultural arts of St. Armands Circle and Downtown Sarasota. Your Turnkey Paradise Awaits: Offered fully furnished with a curated selection of "Artful Living" decor, this condo is ready for immediate enjoyment. Whether you're looking for a seasonal getaway or a permanent slice of paradise, this is the coastal retreat you've been waiting for. Experience the beauty for yourself. Welcome home to Longboat Key.

2 Beds ⋅ 2 Baths ⋅ Longboat Arms SubDv. ⋅ 34228 Zip Code

Island Elegance on the Bay: A Turnkey Waterfront Sanctuary! Escape to the serene shores of Longboat Key and experience the pinnacle of coastal luxury at 3330 Gulf of Mexico Drive. This meticulously reimagined, two-bedroom, two-bathroom residence offers a rare "walk-out" lifestyle, where lush green lawns meet the shimmering waters of the Sarasota Bay. The Interior: Modern Luxury Meets Tropical Soul. No detail was spared in this fully renovated, turnkey-furnished masterpiece. Step inside to find an open-concept sanctuary defined by high-end finishes and a sophisticated "island chic" aesthetic. Gourmet Kitchen: Features crisp white cabinetry, designer backsplash, and premium stainless steel appliances, perfect for the culinary enthusiast. Designer Living: Relax in a sun-drenched living area adorned with organic textures, custom wood-slat feature walls, and curated furnishings that reflect the colors of the coast. Master Suite: A true retreat, the primary bedroom opens directly to the outdoors, allowing you to wake up to the gentle sounds of the bay and the rustle of palm trees. Spa-Inspired Baths: Indulge in sleek, modern bathrooms featuring frameless glass showers, backlit mirrors, and contemporary vanities. The "Florida Room" Experience: The heart of this home is the climate-controlled Florida Room. Encased in floor-to-ceiling glass, this versatile space offers an effortless transition to the outdoors. Whether you're sipping your morning coffee or hosting a sunset dinner, you'll enjoy front-row views of local wildlife, passing boats, and the sparkling bay. Unrivaled Amenities & Location: Situated within the coveted Longboat Arms community, you'll enjoy a resort-style lifestyle with access to: Waterfront Perks: Private boat slips, a boat ramp, and kayak storage for the ultimate bayfront adventure. Leisure & Sport: A heated community pool and tennis courts just steps from your door. Deeded Beach Access: Simply cross the street to sink your toes into the world-famous white sands of Longboat Key's private beaches. Prime Location: Located on the south end of the Key, you are mere minutes from the upscale dining, boutique shopping, and cultural arts of St. Armands Circle and Downtown Sarasota. Your Turnkey Paradise Awaits: Offered fully furnished with a curated selection of "Artful Living" decor, this condo is ready for immediate enjoyment. Whether you're looking for a seasonal getaway or a permanent slice of paradise, this is the coastal retreat you've been waiting for. Experience the beauty for yourself. Welcome home to Longboat Key.

3330 Gulf Of Mexico Drive Unit 107D, Longboat Key

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