Waterfront Homes For Sale In Siesta Key

2 Beds ⋅ 2 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code

Experience the best of Siesta Key living in this beautifully updated 2 bedroom, 2 bath condo on the 3rd floor of Sunrise Cove. Offered turnkey furnished, this inviting residence is ready for you to move right in and start enjoying the island lifestyle. Take in stunning back bay views and enjoy the unbeatable location directly across from Turtle Beach and Park, where you’ll find boat, kayak, and canoe launches, a playground, and a convenient trolley stop. Sunrise Cove offers an exceptional lineup of amenities, including two community pools, a fitness center, tennis and pickleball courts, kayak and bike storage, bayside BBQ grills, and picnic areas overlooking the water. Boat lovers will appreciate the boat slips available for rent with water and electric hookups. The community also features a full-time onsite facility manager and maintenance manager for added peace of mind. Step outside and enjoy the convenience of Turtles Pub & Café, Turtles Restaurant, and a nearby marina, all just next door. Just down the road, indulge in waterfront dining at Ophelia’s on the Bay, one of Sarasota’s most beloved dining destinations. And of course, you’re moments away from world-famous Siesta Key Beach, celebrated for its powdery quartz sand, sparkling water, and unforgettable sunsets.

9011 Midnight Pass Road Unit 329, Sarasota

$4,000,000

2 Beds ⋅ 3 Baths ⋅ The Terrace SubDv. ⋅ 34242 Zip Code

Perched 15 floors above the Gulf of Mexico within The Terrace—Frank Folsom Smith's iconic beach-front landmark on Siesta Key—two corner residences were combined to create an extraordinary 2,365-SF home. Completely reimagined by award-winning architect Michael Halflants of Halflants + Pichette Studio for Modern Architecture, the residence received the prestigious AIA Florida/Caribbean Honor Award of Excellence in Interior Design and was featured in Sarasota Magazine's Dream Homes issue. Original interior walls were removed to reveal uninterrupted vistas that extend along the shoreline of Siesta Key, across Sarasota Bay, and to the downtown Sarasota skyline. The result is a flowing two-bedroom, two-and-a-half-bath residence where panoramic views, exceptional materials, and thoughtful design exist in perfect balance. At the center of the home, a sculptural Etimoe hardwood core houses the kitchen, storage, primary bath, and an expansive walk-in closet, bringing warmth and architectural definition to the open floor plan. Floor-to-ceiling, seven-panel bi-fold glass doors disappear completely at the corners, creating a seamless connection to the Gulf and inviting coastal breezes into the living spaces. Custom folding partitions provide privacy between the primary suite and main living areas without compromising the home's openness or visual continuity. Thoughtful custom details continue throughout the residence, including a custom steel desk overlooking the Gulf of Mexico, creating a work-from-home setting few could rival. The raw concrete ceiling from Smith's original 1969 design was scraped and clear-coated to a soft sheen, transforming a defining element of the building into a striking contemporary feature. Large-format porcelain tile, custom steel detailing, and carefully selected wood finishes complete a sophisticated material palette that feels both timeless and contemporary. Residents of The Terrace enjoy private access to Siesta Key's renowned beach and are just moments from the shops, restaurants, and energy of Siesta Village. More than a luxury beachfront residence, this is a rare opportunity to own an award-winning home within one of Sarasota's most recognizable waterfront landmarks, where exceptional architecture and Gulf-front living are seamlessly intertwined.

5400 Ocean Boulevard Unit #15 1-4, Sarasota

$509,000

2 Beds ⋅ 2 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code

Opportunities to own in Sandy Cove are rare—and this residence presents the perfect chance to create your own island retreat in one of Siesta Key's most sought-after waterfront communities. Bring your vision and transform this well-located residence into the coastal getaway you've always imagined. Whether you're looking for a winter escape from the cold, a seasonal home to enjoy for years to come, or an investment in one of Florida's premier beach destinations, the value here lies in the location, lifestyle, and potential. Designed by renowned Sarasota architect Frank Folsom Smith, Sandy Cove is a boutique waterfront community celebrated for its timeless mid-century architecture, lush tropical landscaping, private shell beach, fishing pier, heated pool, kayak launch, and Gulf-front sunsets. Best of all, you're just a short stroll from Siesta Key Village, where local restaurants, boutiques, live music, and island charm await. Unlike buying someone else's renovation, this home offers the rare opportunity to update the interior to reflect your own style while investing in a community where demand remains consistently strong. Enjoy the property today, renovate at your own pace, and own a piece of Siesta Key in a location that continues to attract vacationers, seasonal residents, and investors alike. When the address is this exceptional, the possibilities are endless. Schedule your private showing today!

220 Pass Key Road Unit 220, Sarasota

$5,690,000

5 Beds ⋅ 5 Baths ⋅ Archibald Resub SubDv. ⋅ 34242 Zip Code

Virtually Staged. Exquisite new construction on Siesta Key redefines island luxury! Substantial progress has already taken place to complete this masterpiece. This is a rare opportunity to own a meticulously designed custom residence on a prime corner parcel of approximately one-quarter acre, just blocks from world-renowned Siesta Key Beach. Easily accessible from both the north and south bridges, this exceptional new build delivers the ultimate coastal lifestyle where refined interiors meet effortless outdoor living. Siesta Key Beach is frequently recognized as one of the best beaches in the U.S. and worldwide, celebrated for its famous powder quartz sand and crystal-clear waters. Its global reputation has been affirmed by TripAdvisor’s Travelers’ Choice Best of the Best Beaches and Dr. Beach’s annual rankings, making this location as iconic as it is desirable. Just moments from Siesta Key Village, enjoy efficient access to boutique shopping, coffee shops, and acclaimed dining while still benefiting from an extraordinary amenity: your own private boat dock access on the canal just across the street. Spend the day boating and return home with ease, parking your vessel at your own dock—a true island luxury! This thoughtfully curated residence reflects the vision of a hands-on developer deeply involved in every aspect of design, from interior finish selections to landscaping and amenities. Created for buyers who appreciate incredible craftsmanship and fine detail, the home offers 4,195 square feet of interior living space and an additional 3,756 square feet of outdoor living, seamlessly blending indoor and outdoor environments. The chef’s kitchen is designed for both entertaining and everyday ease, complete with a “dirty kitchen” for behind-the-scenes preparation. The light-filled great room opens to a nearly 50-foot wraparound terrace, creating a spectacular setting for hosting family and friends. Two beautifully appointed bedrooms are located on the main living level, ideal for guest suites or a secondary primary. Take the stairs or the private elevator one level up to access the primary suite, featuring a truly custom bath with bespoke tile, designer finishes, a soaking tub, and a spacious shower that creates a spa-like retreat. Two additional bedrooms with a shared bath complete the upper level. Flexible, elegant, and intelligently executed, the suite of spaces within this home allows effortless tailoring to any lifestyle, from multi-generational living to a dynamic entertainer’s paradise. Imagine a home where the luxuries of island beach life blend perfectly with a private, resort-style retreat. Step outside to your inground pool and spa for cooling off or casual lounging, head up to the rooftop deck for sunset cocktails and starlit conversation, or enjoy your private boating access just steps from your front door. When you are ready for a taste of city life, Downtown Sarasota’s rich cultural tapestry with its farmers markets, arts, galleries, festivals, waterfront parks, and world-class dining is only a short drive away. This is more than a home; it is an invitation to own your piece of the new Siesta Key lifestyle—elevated, effortless, and extraordinary!

539 Avenida Del Norte, Sarasota

$939,000

2 Beds ⋅ 2 Baths ⋅ House Of The Sun (Was Known As Haleakala) SubDv. ⋅ 34242 Zip Code

The best Gulf views currently available at House of the Sun! This rarely available third-floor residence is ideally positioned on the south side of the building, offering sweeping Gulf views and an exceptional beachfront lifestyle on Siesta Key. Enjoy breathtaking sunsets from the living room and private lanai, with world-famous Siesta Beach just steps from your door. House of the Sun features 100 feet of direct beachfront and an unbeatable location just 500 feet south of the Stickney Point Bridge, providing convenient access to the mainland while remaining within very short distance of restaurants, entertainment, coffee shops, gourmet markets, boutiques, salons, postal services, and beach, sport, and boat rentals. Local favorites including Captain Curt's and Daiquiri Deck are just around the corner. The residence has been thoughtfully updated with hurricane-impact windows, a newer A/C system, fresh interior paint, and beautiful stone-look porcelain tile flooring throughout the living areas, kitchen, and bedrooms. The kitchen features stainless steel appliances, granite countertops, and a stylish backsplash. Both bathrooms have been completely renovated with marble flooring, granite vanities, new sinks, and updated finishes. Additional highlights include a newer in-unit washer and dryer, owner's storage closet, and under-building assigned parking. House of the Sun has recently completed extensive property enhancements (2024-2025), including new elevators, a new roof, renovated pool and tennis court, an updated poolside clubhouse with new fitness equipment, new gas grilling stations, refreshed outdoor seating areas, upgraded landscaping, newly painted hallways, new carpeting and lighting, and enhanced building-wide Wi-Fi. Pet-friendly for owners, House of the Sun is also recognized for one of Siesta Key's premier on-site rental programs, featuring a three-night minimum rental policy. This residence has a strong rental history, making it an outstanding opportunity for both personal enjoyment and income potential. Sale is subject to existing future rental bookings.

6518 Midnight Pass Road Unit 309, Siesta Key

$649,900

2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code

Ready to Enjoy the Great Life? Welcome to your own piece of paradise at Island Reef, one of Siesta Key's most sought-after Gulf-to-Bay Communities. Perfectly positioned in the desirable "A" Building, this beautifully maintained and furnished second-floor end unit offers breathtaking panoramic views of the Gulf of Mexico from the moment you walk through the door. Natural light pours into the residence, while expansive water views create a peaceful backdrop that defines true coastal living. Offering over 1,200 square feet, this two-bedroom, two-bath residence features a desirable split-bedroom floor plan that provides comfort and privacy for both owners and guests. Thoughtfully updated over the years and offered turnkey furnished, the condo is ready to enjoy immediately while still providing the opportunity to personalize over time. Whether you're preparing dinner with the Gulf as your backdrop, enjoying your morning coffee on the lanai, or ending the day with one of Siesta Key's unforgettable sunsets, every space is designed to embrace the waterfront lifestyle. Life at Island Reef extends well beyond your front door. Begin your mornings with a walk along the private beach at Turtle Beach, spend afternoons kayaking or paddleboarding through Little Sarasota Bay, or watch dolphins play in the Gulf from the community's beachfront pool. Boating enthusiasts will appreciate the community's bayside docks with lift capability and direct access to Sarasota Bay and the Intracoastal Waterway. Residents enjoy an impressive collection of resort-style amenities, including two heated pools, private beach access, tennis and pickleball courts, shuffleboard, a fitness center, clubhouse, library, fishing pier, kayak and bike storage, beautifully landscaped walking paths, on-site management, and covered parking. Ideally located on the quieter southern end of Siesta Key, Island Reef offers a relaxed coastal atmosphere while remaining just minutes from Siesta Key Village's dining, shopping, and entertainment. Don't forget to check out the complimentary trolley that goes directly to the village!! Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this is a Rare Opportunity to own a beautifully furnished & spacious Gulf-front Condominium in Island Reef one of Siesta Key's premier Gulf-to-Bay communities, where lush tropical landscaping, resort-style amenities, private beach access and unmatched Coastal lifestyle come together harmoniously to create the perfect place to feel at Home. Call today to Book a Private Showing - these opportunities don't last long!

8764 Midnight Pass Road Unit A201, Sarasota

$5,250,000

3 Beds ⋅ 4 Baths ⋅ Sunset Beach SubDv. ⋅ 34242 Zip Code

Introducing Residence #304 at Sunset Beach, Siesta Key's newest luxury address, where sophisticated coastal design and effortless living come together in an exclusive boutique beachfront community. One of only 11 private residences, this beautifully appointed home offers an exceptional blend of spacious interiors, elevated finishes, and timeless modern elegance. Designed to maximize comfort and functionality, the open-concept floor plan is filled with natural light through floor-to-ceiling hurricane-impact glass that seamlessly connects the living spaces to expansive outdoor terraces. The chef's kitchen is thoughtfully crafted with custom cabinetry, premium Wolf and Sub-Zero appliances, and designer finishes, while the spacious great room creates the perfect setting for entertaining or simply unwinding after a day on the beach. Luxurious bedroom suites provide a private retreat, each designed with comfort and sophistication in mind. Situated on 2.5 Gulf-front acres with 175 feet of private beachfront, Sunset Beach offers an unmatched collection of resort-style amenities, including a beachfront pool and spa, private cabanas, a fire pit, fitness center, grilling area, bicycles, and private owner storage. Just a short walk from Siesta Key Village, you'll enjoy boutique shopping, acclaimed restaurants, coffee shops, and live entertainment while returning home to the privacy and exclusivity of one of the island's most coveted new communities. Residence #304 offers the perfect combination of luxury, location, and exceptional design, making it an extraordinary opportunity to own at Siesta Key's newest luxury address.

70 Avenida Veneccia Unit 304, Sarasota

$6,750,000

4 Beds ⋅ 4 Baths ⋅ Sunset Beach SubDv. ⋅ 34242 Zip Code

Introducing Residence #201 at Sunset Beach—the corner model residence at Siesta Key's newest luxury address. This professionally designed showcase home offers breathtaking Gulf views, abundant natural light, and an exceptional blend of modern coastal elegance, all within an exclusive collection of just 11 beachfront residences. Designed for both everyday living and effortless entertaining, the residence features an open-concept floor plan with floor-to-ceiling hurricane-impact glass that seamlessly connects the interior to expansive Gulf-front terraces. Every detail has been thoughtfully curated with high-end designer finishes, a custom chef's kitchen featuring Wolf and Sub-Zero appliances, and a private bar in the living area—perfect for hosting family and friends. Situated on 2.5 Gulf-front acres with 175 feet of private beach, Sunset Beach offers resort-style amenities including a beachfront pool and spa, cabanas, fire pit, fitness center, grilling area, bicycles, and private owner storage. Ideally located, you'll enjoy the privacy of a boutique beachfront community while being just a short walk to Siesta Key Village, where charming boutiques, waterfront dining, coffee shops, and live entertainment await. Experience refined beachfront living at one of Siesta Key's most exclusive new communities. Contact us today to schedule your private tour of Residence #201.

70 Avenida Veneccia Unit 201, Sarasota

$5,000

4 Beds ⋅ 3 Baths ⋅ Siesta Key Beach Residences SubDv. ⋅ 34242 Zip Code

Fractional Ownership. Experience luxury beachfront living on Siesta Key through this exceptional 1/16th fractional ownership opportunity at Hyatt Vacation Club. This desirable summer ownership package includes two consecutive fixed weeks—Weeks 32 and 33—plus one additional floating week each year, subject to availability and Hyatt Vacation Club’s reservation guidelines. A 1/16th ownership interest allows you to enjoy the benefits of owning a professionally managed luxury residence without the expense, maintenance, or responsibilities associated with full-time ownership. In addition to your guaranteed fixed summer weeks on Siesta Key, the floating week offers added flexibility for another annual stay. Owners may also have opportunities to use their Hyatt Vacation Club ownership to explore other participating Hyatt Vacation Club properties, subject to Hyatt Vacation Club’s applicable exchange program, reservation procedures, point values, and availability. Set directly on the Gulf of Mexico, this expansive Siesta Key beachfront residence offers the space, comfort, and privacy of a luxury condominium combined with the services and amenities of a premier resort. The thoughtfully designed floor plan includes a spacious primary suite, a junior suite, a guest bedroom, and a den with a sleeper sofa, providing comfortable accommodations for family and guests. The residence is beautifully appointed with custom furnishings originally valued at more than $150,000, imported linens, and a fully equipped gourmet kitchen featuring premium appliances by Wolf, Sub-Zero, and Fisher & Paykel. Every detail has been carefully considered, allowing owners to arrive, settle in, and immediately begin enjoying their Siesta Key vacation. Ownership also includes access to Hyatt Vacation Club’s renowned hospitality services, including attentive front-desk and recreation staff, assistance with local activities and reservations, valet parking, and 24-hour security. Owners enjoy the lifestyle of a luxury Gulf-front condominium with resort-style services and amenities—at a fraction of the cost of purchasing and maintaining a full-time beachfront residence. This is a rare opportunity to own a summer fractional package on Siesta Key Beach, enjoy two consecutive fixed weeks each year, benefit from an additional floating week, and potentially experience other Hyatt Vacation Club destinations through the ownership program.

915 Seaside Drive Unit 613, Weeks 32-33, Sarasota

$799,000

1 Beds ⋅ 2 Baths ⋅ Fishermans Cove SubDv. ⋅ 34242 Zip Code

Turnkey furnished and beautifully reimagined in 2024, this top-floor Gulf-front residence at Fisherman's Cove offers a rare opportunity to own one of Siesta Key's most distinctive beachfront retreats. Positioned at the quiet southern end of the island, this one-bedroom residence enjoys unobstructed panoramic views of the Gulf of Mexico from nearly every room, where turquoise waters, sugar-white sand, and breathtaking sunsets become part of everyday living. Thoughtfully renovated throughout, this residence is also the only one-bedroom floor plan in the community offering both a full bath and an additional half bath, providing added comfort and convenience for guests. Designed to maximize natural light and waterfront scenery, the open floor plan flows effortlessly from room to room. The Gulf-front terrace has been enclosed, expanding the living space while walls of impact-rated glass frame uninterrupted beach views. Soft coastal finishes, elegant tile flooring, and a fresh, contemporary palette create a relaxed yet refined atmosphere ideal for full-time living, seasonal enjoyment, or investment. The remodeled kitchen features custom cabinetry, stone countertops, newer appliances, generous storage, and an open design that overlooks the living and dining areas while keeping the Gulf as the focal point. Renovations completed in 2024 include impact windows and sliding glass doors, beautifully updated bathrooms, and quality finishes throughout, while a newer air-conditioning system installed in 2023 adds peace of mind. The spacious primary suite enjoys spectacular Gulf views through oversized windows and features an updated en-suite bath. The additional powder room is a rare feature within Fisherman's Cove, allowing guests the convenience of a separate bath while maintaining the privacy of the primary suite. Nestled between the Gulf of Mexico and Blind Pass Lagoon, Fisherman's Cove offers one of Siesta Key's most desirable waterfront settings. Residents enjoy direct beach access, a heated community pool, fishing pier, complimentary first-come boat slips, and easy access to kayaking, paddleboarding, and boating that leads to Sarasota Bay and the Gulf. The island's south end is also renowned for exceptional shelling and miles of unspoiled shoreline stretching toward Casey Key. Ideally located just minutes from Siesta Key Village, waterfront dining, marinas, and downtown Sarasota's renowned Cultural Coast, residents enjoy boutique shopping, acclaimed restaurants, theaters, galleries, Selby Gardens, and year-round entertainment. Whether you're searching for a luxurious beachfront escape, a high-demand investment with one-week rental flexibility, or a move-in-ready Gulf-front residence, this exceptional Fisherman's Cove offering delivers the very best of Siesta Key living.

9000 Blind Pass Road Unit 303, Sarasota

$7,675,000

5 Beds ⋅ 7 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Ready NOW. This exceptional waterfront estate by Dynan Construction, Sarasota's premier luxury builder, offers a rare opportunity to own a brand-new custom home without the wait. Renowned for impeccable craftsmanship, architectural integrity, and timeless coastal design, Dynan delivers a residence built to the Fortified Home Gold Standard, providing enhanced resilience against Florida's coastal elements while maintaining uncompromising luxury. Thoughtfully curated, every space reflects sophisticated design, elevated finishes, and enduring style. The gourmet kitchen is appointed with a premium Thermador appliance package, while Brizo plumbing fixtures are featured throughout the home, adding a refined level of quality and craftsmanship. This five bedroom single-story residence offers seven bathrooms - five full bathrooms, a dedicated pool bath, and an additional powder bath, creating a functional layout designed for both everyday living and effortless entertaining. Situated within the exclusive Hidden Harbor community—an intimate waterfront enclave known for its mature landscaping and lush, canopy-lined streets—the property enjoys a deep-water canal with direct access to Sarasota Bay and the Gulf of America. Designed to embrace Florida's indoor-outdoor lifestyle, expansive 10-foot sliding glass doors open to a resort-inspired outdoor living area complete with a custom pool and spa that is elevated to the finish floor of the home, covered pergola, and fully equipped outdoor kitchen. From sunrise cruises to sunset returns, enjoy the convenience of a private outdoor shower located just steps from the new dock and 10,000-pound boat lift. Every detail has been thoughtfully considered, from the seamless entertaining spaces to the carefully selected designer finishes throughout. Additional features include smart-home lighting controls, prewiring for security cameras and blinds, indoor/outdoor surround sound, and preparation for a future whole-house generator, providing convenience and peace of mind. Dual garage spaces—including a two-car garage and an additional one-car garage—offer the versatility to accommodate vehicles, water toys, bicycles, and storage with ease. Located just a short bike ride from the world-renowned Siesta Key Beach, this remarkable home combines luxury, durability, and an exceptional waterfront lifestyle with easy access to Sarasota's finest beaches, dining, shopping, and cultural attractions.

5215 Hidden Harbor Road, Sarasota

$349,000

1 Beds ⋅ 1 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code

Perfectly positioned in the highly sought-after White Sands Village, this beautifully updated first-floor condominium offers the ideal blend of coastal living, investment potential, and convenience—all just across the street from Siesta Key Beach. Offered turnkey furnished, this inviting one-bedroom, one-bath residence features an open-concept layout with tasteful coastal finishes throughout. The renovated kitchen is equipped with quartz countertops, stainless steel appliances, travertine flooring, and ample cabinetry, flowing seamlessly into the spacious living and dining areas. Natural light fills the home, creating a bright and welcoming atmosphere. The generous primary bedroom includes a king-size bed and offers direct access to the screened lanai, providing a peaceful space to enjoy Florida's year-round sunshine. Additional updates include a new HVAC system (2023), hurricane shutters, and quality finishes throughout for added comfort and peace of mind. Residents of White Sands Village enjoy an exceptional array of amenities, including a heated community pool, clubhouse, fishing dock, kayak launch, barbecue area, waterfront seating, and deeded beach access directly across the street. Boat slips are available on a first-come, first-served basis, making this a wonderful opportunity for boating enthusiasts. Whether you're searching for a full-time residence, seasonal retreat, or income-producing investment, this move-in-ready Siesta Key condominium offers an unbeatable location just moments from world-renowned beaches, dining, shopping, and entertainment.

5683 Midnight Pass Road Unit 105, Sarasota

$480,000

3 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code

This rare, freestanding 3-bedroom, 2-bath villa presents an exceptional opportunity to create the coastal home you've always envisioned in the premier Gulf front community of Whispering Sands. With its highly desirable floor plan, attached 2-car garage, and private fenced patio, this residence offers the perfect foundation for a truly personalized retreat. Professionally remediated following Hurricane Helene, this villa is being offered in its current condition. Featuring concrete floors, partial drywall, and no kitchen or bathroom fixtures, this residence offers a true blank canvas – inviting you to select every finish, fixture, and detail to create a home that reflects your own style and vision. Washer and dryer hookup is located in the garage. Important exterior improvements have already been completed, including NEW 2025 villa and garage roofs and fresh exterior paint, while a comprehensive two-year community landscaping enhancement plan is in the planning stages. Life at Whispering Sands is about far more than just your residence. Enjoy 800 feet of PRIVATE quartz sand beach, two heated pools, clubhouse (currently undergoing complete remodeling that will also include a catering kitchen and fitness rooms), beachside Tiki Hut, shuffleboard courts, canoe/kayak storage, and professionally maintained grounds, all just a short stroll from the shops, restaurants, and vibrant charm of Siesta Key Village. The comprehensive HOA fee includes cable, high speed internet, recreational amenities, landscaping, reserves escrow, HOA insurance, on-site management & maintenance team, security, water and sewer – allowing you to spend more time enjoying the island lifestyle. Freestanding villas in Whispering Sands are exceptionally rare. This is a unique opportunity to create a home that reflects your personal taste while enjoying maintenance-free living in one of Siesta Key's most desirable 55+ Gulf front communities.

208 Hourglass Way Unit V11, Sarasota

$695,000

2 Beds ⋅ 2 Baths ⋅ Moorings SubDv. ⋅ 34242 Zip Code

Experience the best of Siesta Key from this beautifully updated waterfront corner condominium, perfectly positioned on the quieter south end of the island. With panoramic views of Blind Pass, a deeded boat slip, and Turtle Beach just across the street, this is the ideal retreat for anyone who loves life on the water. Inside, the open-concept floor plan is designed to maximize the stunning views, featuring a beautifully updated kitchen with granite countertops, custom wood cabinetry, stainless steel appliances, and seamless flow into the living and dining areas. The spacious primary suite offers its own water views and direct access to the private lanai, creating the perfect spot to enjoy your morning coffee or unwind as the sun sets over the water. The guest bedroom and updated bathrooms provide comfortable accommodations for family and friends, while tile flooring throughout and an in-unit laundry room add everyday convenience. This well-maintained waterfront community offers a heated pool, covered parking, and a private storage locker. Spend your days boating, fishing, kayaking, or relaxing on the sugar-sand shores of Turtle Beach or hop on the Siesta Key trolley to explore the island's shops, restaurants, and world-famous beaches. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this exceptional waterfront property offers the true Siesta Key lifestyle.

9050 Midnight Pass Road Unit 1, Sarasota

$989,000

Cedars Of Siesta Key The SubDv. ⋅ 34242 Zip Code

Newly cleared 1/3 acre lot on the south side of Siesta Key. An amazing opportunity is here! 103 feet of water frontage on the sought after Heron Lagoon! Build your dream home on Siesta Key!! NO neighbors can build across the lagoon ever, What's not to love- no demolition needed--just bring your vision to life! Ideal for a luxury residence or vacation retreat. Lot's of bird life here on the Lagoon for your wildlife viewing pleasures. Whether you're dreaming of an elegant coastal oasis or a blank canvas, it's waiting for you! Just minutes to the south side of Siesta Key with dining, shopping, and entertainment! The beach life is waiting for you! No HOA's or CDD's here. The remaining building is a 2 story 2 car garage with a 1 bedroom apartment upstairs.

7820 Midnight Pass, Sarasota

$1,450,000

3 Beds ⋅ 3 Baths ⋅ Ocean Beach SubDv. ⋅ 34242 Zip Code

Tucked away on a quiet cul-de-sac on north Siesta Key, this Key West-inspired canal-front retreat captures the ease of casual island living with boating water, inviting outdoor spaces and easy access to Siesta Village, the famous white quartz sands of Siesta Beach and the azure waters of the Gulf. Set along 95 feet of private canal frontage just off the Grand Canal, the property offers a dock, a covered 5,000-pound boat lift and direct access to the Intracoastal Waterway, creating an ideal setting for those who want to enjoy the water from their own backyard. Designed for effortless indoor-outdoor living, the home features an expansive elevated deck and contemporary cable railings overlooking the canal and surrounding natural scenery, a heated pool with a cascading stone waterfall, a covered bar area and a fenced, low-maintenance yard surrounded by tropical landscaping. Whether hosting friends, relaxing after a day on the boat or enjoying the island breeze, the outdoor areas offer a private, versatile setting for everyday enjoyment. Inside, vaulted ceilings, a neutral palette and an open-concept layout create a light, comfortable atmosphere. The kitchen is positioned at the heart of the home and features granite countertops, stainless steel appliances, dual sinks, a center island with a JennAir cooktop and a breakfast bar that connects easily to the main living and dining areas. A wood-burning fireplace adds warmth and character to the gathering space. The primary suite offers a peaceful retreat with sliding glass doors opening to a screened lanai, along with an en-suite bath featuring dual vanities, a walk-in shower and a charming window seat. Two additional bedrooms are thoughtfully positioned in their own wing with a full bath and convenient laundry room nearby. Additional features include impact glass on most openings, hurricane-rated doors, metal roof, Nichiha siding, Trex decking, cable railings, two garages and a full pool bath, bonus room and storage area on the ground level. Positioned at one of the highest elevations on the street, the home offers added peace of mind in storm season. Just a short distance from Siesta Key’s renowned beaches, vibrant Village dining, boutiques and nightlife, this move-in-ready waterfront home offers exceptional flexibility as a full-time residence, seasonal getaway or investment opportunity in one of Sarasota’s most beloved island communities. Close to the Out-of-Door Academy’s lower school and only 15 minutes by car to vibrant downtown Sarasota’s restaurants, shopping and entertainment.

521 Cummings Street, Sarasota

$3,699,000

4 Beds ⋅ 3 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code

Luxury Waterfront Pool Home with Private Dock on Siesta Key Welcome to 412 Treasure Boat Way, an exceptional luxury waterfront residence that captures the very essence of Siesta Key living. Perfectly positioned along one of the island's desirable boating canals, this private waterfront home offers a seamless blend of timeless coastal architecture, sophisticated design, and the relaxed elegance that defines Florida's Gulf Coast lifestyle. Offering approximately 2,341± square feet, this beautifully designed 4-bedroom, 4-bathroom residence is thoughtfully crafted to maximize natural light, indoor-outdoor living, and tranquil water views. Expansive gathering spaces flow effortlessly to the resort-style outdoor living areas, creating an inviting atmosphere for entertaining, relaxing, and enjoying the beauty of the waterfront. The heart of the home is a well-appointed kitchen that opens to spacious living and dining areas, while large windows and sliding glass doors embrace the surrounding tropical landscape and peaceful canal setting. Every room has been designed to celebrate the home's exceptional waterfront location while providing comfort, privacy, and effortless everyday living. Step outside to your own private coastal retreat featuring a screen-enclosed resort-style pool, expansive lanai, lush tropical landscaping, and a private dock with convenient boating access to Sarasota Bay and the Gulf of Mexico. Spend your mornings kayaking or paddleboarding, enjoy afternoons on the water, and end each evening poolside as spectacular Florida sunsets reflect across the canal. Located just minutes from the world-renowned white quartz sands of Siesta Key Beach, Siesta Village's award-winning restaurants, boutiques, marinas, and entertainment, as well as the acclaimed arts, shopping, dining, and cultural attractions of downtown Sarasota, this residence offers an exceptional combination of luxury, privacy, convenience, and the coveted waterfront lifestyle. Whether you are searching for a Siesta Key waterfront home, luxury waterfront real estate in Sarasota, a private dock home, Florida Gulf Coast boating property, or an elegant seasonal retreat, 412 Treasure Boat Way presents an exceptional opportunity to own in one of the nation's most desirable coastal communities. More than a residence, this is a lifestyle defined by boating, sunshine, waterfront living, and unforgettable sunsets. Welcome home. Property Highlights • Luxury waterfront residence on Siesta Key • Approximately 2,341± square feet • 4 Bedrooms | 4 Bathrooms • Private dock with boating access to Sarasota Bay and the Gulf of Mexico* • Screen-enclosed resort-style pool • Open-concept living and entertaining spaces • Tropical landscaping • Minutes to Siesta Key Beach, Siesta Village, and downtown Sarasota • Ideal for boating, fishing, paddleboarding, kayaking, and year-round coastal living Buyer should independently verify all measurements, water access, boating capabilities, dock specifications, and any restrictions to their satisfaction.

412 Treasure Boat Way, Sarasota

$625,000

2 Beds ⋅ 2 Baths ⋅ Aloha Kai Apts SubDv. ⋅ 34242 Zip Code

Turn-Key Furnished Villa in Aloha Kai – One of Siesta Key's Premier Beachfront Communities! Welcome to your island retreat just steps from world-famous Siesta Key Beach. This beautifully updated 2-bedroom, 1.5-bath villa offers the perfect combination of coastal living, investment potential, and resort-style amenities. Whether you're searching for a seasonal getaway, full-time residence, or income-producing property, this exceptional opportunity checks every box. Thoughtfully updated, the home features a newer metal roof (2020), impact-rated windows and front door, upgraded 200-amp electrical service, a 2023 water heater, and an updated kitchen with modern cabinetry, quality countertops, and newer appliances. Offered turn-key furnished, it's ready for immediate enjoyment or rental. The first floor experienced water intrusion during Hurricane Milton. Following the storm, the owners completed professional remediation, including a fully permitted renovation and independent mold testing with negative results. Documentation is available, providing confidence in the quality of the restoration. Nestled within the lush, tropical grounds of Aloha Kai, residents enjoy private deeded beach access to Siesta Key Beach, a heated Olympic-size swimming pool, clubhouse, shuffleboard courts, beautifully maintained landscaping, and on-site management. The community permits short-term rentals, making this an attractive opportunity for both personal enjoyment and investment income. Ideally located near Siesta Key Village, waterfront dining, shopping, boating, and all that Sarasota has to offer, this is your opportunity to own a move-in-ready beach villa in one of Florida's most desirable coastal communities. Buyer should verify all room dimensions, rental policies, and community regulations with the co-op association and management.

6020 Midnight Pass Road Unit 49, Sarasota

$1,559,000

2 Beds ⋅ 2 Baths ⋅ Terrace SubDv. ⋅ 34242 Zip Code

The iconic Terrace building is a masterpiece designed by renowned architect Frank Folsom Smith. This modernist building, built of poured concrete exudes strength and durability. Situated directly on Siesta Key Beach, and built with walls of sliding glass doors in every room to take advantage of the diverse, magnificent views in all directions. This is the penthouse being offered turnkey furnished. Fantastic views in all directions. It's perfect location on the island within walking distance to Siesta Key Village, and all its offerings. The rooftop saltwater pool is a beautiful addition that provides privacy and lovely beach views. Take a cocktail out to watch the sunset over the water! The building itself has undergone significant upgrades, making it a prestigious address on Siesta Key. Complete replacement of cast-iron pipes, geothermal well driven HVAC system keeps cost low, new generator for entire building, monitored water sensors in all units, installation of new gates at the front entrance. The elevators have been replaced, the lobby has been redone, and is a waterfront masterpiece. Only the 4 penthouse units have use of the rooftop with decks. Come see for yourself why this stunning property is so very special.

5400 Ocean Boulevard Unit 17-04, Sarasota

$1,895,000

3 Beds ⋅ 2 Baths ⋅ Siestas Bayside Waterside East Rep Lts 18 & 19 SubDv. ⋅ 34242 Zip Code

Tucked away on a quiet cul-de-sac in one of Siesta Key's most desirable waterfront neighborhoods, this beautifully maintained canal-front residence offers the kind of island lifestyle buyers dream about. Set on an exceptional pie-shaped homesite with 129 feet of waterfront and recapped seawall, this low-wake arm of the Grand Canal offers quick access to Roberts Bay while its calm, protected basin provides a peaceful, private setting for both boating and everyday waterfront living. Designed for easy indoor-outdoor living, the three-bedroom, two-bath home opens seamlessly to a private backyard retreat where a heated pool, fire pit and spacious screened lanai invite long afternoons in the Florida sunshine and evenings spent under the palms. The broad canal views create an unexpected sense of space, offering peaceful water vistas without feeling confined by neighboring homes. Whether entertaining friends or enjoying a quiet morning overlooking the water, every space feels relaxed, comfortable and unmistakably coastal. Inside, tray ceilings, plantation shutters and an abundance of natural light create a warm, welcoming atmosphere. The thoughtfully updated kitchen features solid maple cabinetry, granite countertops, premium appliances, abundant storage and a convenient pass-through window for effortless entertaining. The spacious primary suite overlooks the pool and canal, complete with a generous walk-in closet and an updated ensuite bath with dual vanities, soaking tub and separate shower. A split-bedroom floor plan offers privacy for owners and guests alike. Boaters will appreciate the Trex dock, expanded waterside paver patio, 10,000-pound lift, fish cleaning station and protected canal setting, while the fully fenced yard, hurricane shutters, oversized laundry room, paver driveway and two-car garage add everyday convenience. The home remained dry during the 2024 storms, offering valuable peace of mind. Perhaps what makes this property so special isn't simply its long list of amenities, but the life it invites. It's the kind of home where grandchildren cannonball into the pool, dogs race across the backyard, friends linger around the fire pit long after sunset, and an evening boat ride becomes part of the daily routine. For those ready to trade elevators and HOA hallways for a private dock, a backyard made for gathering and a different sense of home, this is a rare opportunity. Just minutes from our famous Siesta Beach, the lively Siesta Key Village and the vibrancy downtown Sarasota, it offers waterfront living that feels both peaceful and connected.

565 Commonwealth Place, Sarasota

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