Sarasota FL Waterfront Homes For Sale

Sarasota Waterfront Homes

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Waterfront Homes for Sale in Sarasota FL

1240 Hillview Drive, Sarasota
$14,950,000
4 Beds ⋅ 4 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code
Introducing “Gatsby Manor,” set along Hillview Drive, one of Sarasota’s most coveted bayfront addresses, often compared to Port Royal for its exclusivity and waterfront lifestyle, this rare Harbor Acres estate property spans nearly three-quarters of an acre on deep, boatable water with sweeping, unobstructed Sarasota Bay views stretching south toward Siesta Key and the Gulf of Mexico, representing one of the neighborhood’s most distinguished open-bay offerings where only a select few residences achieve true estate scale. Encompassing more than 8,000 square feet of air-conditioned space with four bedrooms and three-and-a-half baths. The residence is complemented by a grand motor court accommodating 15+ vehicles beneath a canopy of majestic grand oaks. Privately approached through wrought-iron gates and a sweeping circular drive anchored by a multi-tiered fountain, the home opens to a dramatic two-story foyer framing the water beyond. Interiors are defined by soaring ceilings up to 22 ft. in height, exceptional millwork, multiple fireplaces, a striking two-story wood paneled library, formal dining with 12-foot ceilings, and a wet bar—perfectly blending elegant entertaining with comfortable daily living. The chef’s kitchen is designed to support both everyday living and large-scale gatherings, featuring double 36-inch Sub-Zero refrigerators with dual freezer drawers, two dishwashers, and a 60-inch Wolf gas range with six burners and infrared dual griddle. The owner’s suite occupies the entire east wing of the main living level, creating a private waterfront retreat complete with a gas fireplace, sitting area overlooking the pool and bay, dual walk-in closets, and a spa-inspired bath highlighted by a sculptural copper soaking tub, dual vanities, and a dedicated luxury makeup area. Upstairs, a second primary-style suite and two additional guest bedrooms are accessed via the grand staircase or three-stop elevator, offering privacy and flexibility for family and guests. The 3,800+ square-foot ground-level bonus area serves as the home’s ultimate entertaining environment, featuring a remarkable speakeasy lounge and an impressive 700+ bottle wine room. This expansive space functions as a true extension of the residence’s living experience—ideal for hosting gatherings, intimate evenings, or celebrations on a grand scale. Outdoor living is equally exceptional, centered around an expansive marble terrace surrounding the 25’ × 60’ heated saltwater pool with integrated sun shelf and spa. A brand-new deep-water dock with a 20,000 lb. boat lift and seawall replaced in 2017 further enhance the property’s boating capabilities and long-term value. Additional highlights include hurricane-rated garage doors, elevator access to all three levels, a drive-through three-car garage, and extensive storage throughout. Perfectly positioned just a short stroll to Southside Village’s restaurants and boutiques, minutes from downtown Sarasota’s celebrated arts and cultural district, and only four blocks from Sarasota Memorial Hospital. Gatsby Manor offers a truly rare opportunity to enjoy estate-scale open-bay living with deep water, privacy, and exceptional walkability in one of Sarasota’s most prestigious waterfront neighborhoods.

1240 Hillview Drive, Sarasota

120 Whispering Sands Drive Unit V20, Sarasota
$725,000
3 Beds ⋅ 3 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
RARELY AVAILABLE & EXQUISITELY REMODELED! Discover an exceptional 3 bedroom/3 bath freestanding villa with 2-car garage in Whispering Sands, Siesta Key’s coveted resort style GULF FRONT community on 800’ of private beach! Completely gutted and reimagined in 2016, this remarkable residence showcases creative design, quality finishes, and meticulous attention to detail throughout. An impressive 1,640 square feet of interior living space unfolds beneath soaring vaulted ceilings, with an open concept layout designed for effortless living and entertaining. The expansive 16' x 22' living room is delightfully complemented by sophisticated indirect LED illumination. Beautiful ceramic plank flooring flows throughout. The spacious entertainer’s kitchen combines style and function with granite countertops, a generous breakfast bar, soft close cabinetry & pullout drawers, LG and Bosch stainless appliances, and recessed and pendant lighting. The spacious primary suite offers two closets – a custom walk-in and a separate built-in. The third bedroom could also easily function as a home office, featuring a built-in desk, shelving, and custom closet. All three beautifully remodeled bathrooms feature granite counters, soft close cabinetry, tiled glass-enclosed walk-in showers, recessed lighting, and/or skylights. Two out of three bathrooms are ensuite — a rare advantage. All 2016 hurricane impact windows and sliders. Extend your entertaining outdoors into the private fenced brick paver patio, complete with a gas grill, with propane tank and gas hookup. The epoxy finished 2-car garage includes a full size LG washer and dryer, utility sink, workbench and shelving – and plenty of space for your bikes and beach essentials. Enjoy the Whispering Sands lifestyle. Just around the corner from famous Siesta Key Village, this 55+ Gulf front community includes 800’ of private quartz sand beach, two heated pools, clubhouse (currently undergoing complete remodeling), beachside Tiki Hut, shuffleboard, and canoe/kayak storage. Don’t miss this distinctive villa offering exceptional space, privacy, and effortless coastal living!

120 Whispering Sands Drive Unit V20, Sarasota

4250 King Richard Lane, Sarasota
$618,000
3 Beds ⋅ 2 Baths ⋅ 34232 Zip Code
A Waterfront Sanctuary with a Bohemian Soul, with a turnkey option available upon request. Homes like this don’t come along twice. Set on 145 feet of lake frontage in Sarasota’s established Nottingham neighborhood, 4250 King Richard Lane is a true one-of-one retreat. Its owners spared no expense remaking it, and every space reflects that. A mahogany front door opens to a travertine foyer and a vaulted great room. A sage shiplap wall frames a linear fireplace wrapped in travertine and topped with a rustic pecky cypress mantel and floating shelves. A travertine sunroom lined with glass windows looks out over the water, showcasing the sunrises and sunsets that glimmer over this natural oasis filled with wildlife and raw nature. Expansive outdoor living spaces reflect the intentions of enjoying every inch of the natural outdoors. The kitchen is the showpiece, set beneath a black coffered ceiling with brass-toned accents and framed by a timber beam and stacked-stone walls. It features: sage cabinetry and veined stone counters, a handcrafted glossy tile backsplash and chevron-wood shelving to display, your favorite spices or pottery, boutique style black stainless appliances, an oversized island with the range, under-counter beverage coolers, and a custom herringbone-wrapped banquette perfect for open concept entertainment. Both bathrooms are spa-inspired retreats. The primary has a walk-in shower with frameless glass, large-format stone-look walls, a rainfall head, and a river-rock floor, plus dual vessel sinks. The guest bath has a blue marble-look slab shower with a flagstone niche and a sliding glass door. Outside is a private resort nestled in tranquil waters outlining the surrounding greenery. A cedar pergola shades a paver lounge with an infrared sauna. Exotic-wood decks, a boardwalk, and a dock follow the new rock seawall, past a stone water feature, bamboo screening, and planters bursting with color. The fenced lawn opens to a paver walkway and fire pit framed by palms and sea grape, an ideal spot to end the day as the sun sets over the lake. Peace of mind comes standard: a new standing seam metal roof and gutters with long term warranty, hurricane windows and shutters, security monitoring system and irrigation, a new electrical panel with a Level 2 EV charger, polyaspartic coating on the garage, driveway, and walkways with a 15-year transferable warranty. This old Florida home tastefully elevated to integrate modern elegance offers three bedrooms, two baths, and about 1,700 sq ft, minutes from downtown, the beaches, and UTC. Furnishings are negotiable, including the sauna with a turnkey option available upon request. Come experience it in person and feel the energetic vibrancy of this au natural abode. This one may change your life.

4250 King Richard Lane, Sarasota

6310 Midnight Pass Road Unit 403N, Sarasota
$749,000
2 Beds ⋅ 2 Baths ⋅ Crescent Arms SubDv. ⋅ 34242 Zip Code
Dont Miss this one' beachfront Unit at Crescent Arms on beautiful Siesta Key. Wake up to the sound of gentle waves and step directly onto the powdery white sands of world-renowned Siesta Key Beach from this beautifully fourth floor unit. Perfectly positioned for effortless coastal living, this 2-bedroom, 2-bath unit offers Gulf views and a short walk-out to the beach. The open-concept layout is bathed in natural light, featuring a spacious living area that flows seamlessly to the screened lanai, you can enjoy sunsets over the Gulf . This unit was updated several years ago with solid-surface countertops, tiled floors through out and ample storage making it ideal for both full-time living and vacation stays. The primary suite boasts ample room for a king bed which will boost rental income and a private ensuite bath, while the guest bedroom and bath provides comfort and privacy for family or visitors. Crescent Arms offers resort-style amenities, including a heated beachside pool, private beach lounges, grilling area, and gated access for security and peace of mind. Located on Siesta Key, this community is within minutes of Siesta Key Village, shops, restaurants, and island nightlife. Whether you’re seeking a serene retreat, an investment property with excellent rental potential, or your forever beach home, this beachfront gem delivers the ultimate Siesta Key lifestyle. Recent upgrades include new AC system. This unit has a Strong rental history.

6310 Midnight Pass Road Unit 403N, Sarasota

4317 Midnight Pass Road, Sarasota
$9,500,000
5 Beds ⋅ 6 Baths ⋅ Cocoanut Bayou SubDv. ⋅ 34242 Zip Code
Virtually Staged. A Private Waterfront Paradise on Siesta Key Nearly one acre. Extraordinary tropical gardens. Private beach access. Bridge-free boating. An architectural masterpiece. Some properties are simply impossible to replicate. Hidden behind private gates along the peaceful waters of Coconut Bayou, this extraordinary Siesta Key estate is a world of its own. The grounds are nothing short of spectacular! a lush botanical paradise filled with flowering tropical plants, mature trees, vibrant colors, and winding garden scenery that creates a sense of complete seclusion. With nearly an acre of land, this is a rare opportunity to enjoy the beauty, privacy, and space of a true waterfront sanctuary, with room to envision a pickleball court or additional resort-style amenities. Designed by acclaimed architect Mark Sultana and built by Voigt Construction, the four-bedroom residence is a striking celebration of contemporary architecture. Soaring ceilings, dramatic walls of glass, and a sculptural floating staircase create light-filled interiors that flow effortlessly into the surrounding landscape. Above it all, a spectacular 2,500-square-foot rooftop terrace offers sweeping panoramic views of Siesta Key, Coconut Bayou, the Sarasota skyline, and surrounding waterways. Accessible by private elevator, this extraordinary rooftop retreat is made for sunset cocktails, unforgettable entertaining, and evenings beneath the stars. And then there is the water. Enjoy direct, bridge-free boating access to the Intracoastal Waterway and Gulf of Mexico, with an existing boat lift, kayak and paddleboard launch. Even more special, the property enjoys private access to the secluded Cocoanut Bayou beach, an intimate stretch of shoreline reserved for neighborhood residents, a hidden gem offering a peaceful escape just moments from home. Inside, refined luxury meets effortless entertaining. The chef's kitchen features custom Italian cabinetry, premium appliances, a generous service pantry, and a temperature-controlled wine cellar. A dedicated theater room, expansive terraces, and beautifully connected indoor-outdoor living spaces offer endless opportunities to gather and unwind. The primary suite is a private retreat with two custom walk-in closets, a waterfront balcony, a versatile loft ideal for an office or fitness space, and a luxurious Champagne Jacuzzi infinity tub. Outdoors, the saltwater pool, dramatic fire bowls, and fully equipped summer kitchen are surrounded by the property's magnificent flowering gardens, creating an atmosphere reminiscent of an exclusive tropical resort. A fully detached guest house offers privacy for family and visitors, while garage parking for five vehicles provides exceptional convenience. Thoughtfully elevated above Coconut Bayou, the residence and pool area remained free from flooding during last storms, an important distinction in waterfront living. Just minutes from Siesta Key Village, world-famous Siesta Beach, and The Out-of-Door Academy, this one-of-a-kind estate offers a remarkable combination of architectural beauty, boating freedom, private beach access, and breathtaking natural surroundings. A tropical sanctuary. An architectural statement. An extraordinary way of life.

4317 Midnight Pass Road, Sarasota

5848 Tidewood Avenue, Sarasota
$7,199,000
4 Beds ⋅ 5 Baths ⋅ Baywood Colony Westport SubDv. ⋅ 34231 Zip Code
Under Construction. Exceptional New Construction | Sarasota Bayfront Living. Experience extraordinary waterfront living in this stunning new-construction residence, perfectly positioned directly on Sarasota Bay to capture breathtaking, unobstructed water views and spectacular sunsets. Combining sophisticated coastal architecture, expansive living spaces, and exceptional boating amenities, this remarkable home has been thoughtfully designed to embrace the very best of Florida's waterfront lifestyle. Offering over 4,000 square feet of air-conditioned living space, the residence features four generously sized ensuite bedrooms, including a luxurious first-floor primary suite. A dedicated office and spacious bonus room provide exceptional flexibility, with the office offering the potential to serve as a fifth bedroom when additional accommodations are needed. The home's impressive open-concept design features soaring ceilings, abundant natural light, and expansive gathering spaces that flow effortlessly between indoor and outdoor living. Thoughtfully designed for both everyday comfort and gracious entertaining, the residence takes full advantage of its spectacular waterfront setting. More than 900 square feet of covered outdoor living space creates an extraordinary extension of the home, complete with a summer kitchen and generous areas for dining, entertaining, and relaxation. Beyond the covered terrace, an expansive pool deck features a beautiful swimming pool and heated spa, all overlooking the sparkling waters of Sarasota Bay. Whether hosting family and friends or enjoying a quiet evening, the setting provides a front-row seat to some of Sarasota's most magnificent sunsets. For boating enthusiasts, the property offers direct Sarasota Bay frontage, deep-water access, a private dock, and a 16,000-pound boat lift. With the bay just steps from your backyard, endless opportunities for cruising, fishing, and exploring Southwest Florida's beautiful waterways await. Additional highlights include a spacious three-car garage, thoughtfully designed outdoor terraces, tropical landscaping, and a versatile floor plan that seamlessly blends luxury, functionality, and coastal elegance. A rare opportunity to enjoy the finest in new-construction bayfront living, where unobstructed panoramic water views, spectacular sunsets, exceptional boating, and inspired architectural design come together in one extraordinary Sarasota residence.

5848 Tidewood Avenue, Sarasota

5890 Long Shore Loop, Sarasota
$749,000
2 Beds ⋅ 2 Baths ⋅ Sunrise Preserve SubDv. ⋅ 34238 Zip Code
Experience spectacular lakefront living in Sunrise Preserve at Palmer Ranch! This stunning DaySpring model, featuring the popular Coastal Elevation, is perfectly positioned on the community's largest and most picturesque lake, offering breathtaking water views and gorgeous sunsets. This beautifully designed 2BR+den/3rd BR, 2-bath home offers 2,296 square feet of living space with an open, inviting floor plan ideal for everyday living and entertaining. The impressive Executive Kitchen is truly the heart of the home, featuring a large center island, quartz countertops, 36" gas cooktop, KitchenAid wall ovens, walk-in pantry, and an abundance of white cabinetry with convenient pots-and-pans drawers. Overlooking the dining area and great room, this thoughtfully designed space makes entertaining effortless. The primary suite offers a peaceful retreat with two spacious walk-in closets and a beautifully appointed bath featuring separate vanities. Guests will appreciate the privacy of the front bedroom and adjacent full bath. A versatile den with doors provides the perfect space for a home office, study, or additional guest accommodations. Thoughtful storage throughout adds to this home's functionality. Step outside to the 20' x 12' paver lanai, where tranquil lake views, abundant wildlife, and spectacular Florida sunsets create the perfect setting for relaxing or entertaining. Sunrise Preserve is a gated, amenity-rich community offering a resort-style pool and spa, clubhouse, fitness center, tennis, pickleball and bocce courts, grilling areas, and a fire pit. An active social calendar makes it easy to connect with neighbors and enjoy the community lifestyle. Ideally located in desirable Palmer Ranch, convenient to shopping, dining, I-75, and Sarasota's world-famous beaches. Exceptional lakefront views, a thoughtfully designed home, and resort-style living—this is the Florida lifestyle you've been waiting for!

5890 Long Shore Loop, Sarasota

1260 Dolphin Bay Way Unit 203, Sarasota
$1,150,000
2 Beds ⋅ 2 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code
Discover the relaxed elegance of waterfront living at Dolphin Bay, one of Siesta Key’s desirable gated condominium communities. Enjoy beautiful views of Sarasota Bay from this spacious two-bedroom, two-bath residence offering 1,915 square feet of thoughtfully designed living space, complemented by multiple outdoor areas that invite you to embrace the coastal lifestyle. Bright, welcoming interiors feature an expansive living and dining area, a separate family room, and a beautifully refreshed kitchen with white quartz countertops, freshly painted cabinetry and an inviting breakfast bar. A unique and thoughtful feature is the remote-controlled privacy screen that separates the family room from the kitchen, creating a comfortable, temporary guest retreat when needed. This versatile space offers added flexibility for visiting family and friends while preserving the home's open, inviting design. Hard-surface flooring flows throughout, while the split-bedroom floor plan provides privacy and comfort, with both bedrooms featuring en-suite baths. The generous covered rear lanai extends the living space outdoors, offering peaceful views of the tropical grounds and sparkling bay beyond. A covered front terrace and additional sunning deck provide even more opportunities to enjoy Siesta Key's beautiful weather. Additional highlights include a private one-car garage beneath the building, ample guest parking, and a new HVAC system and water heater installed in 2024. Dolphin Bay offers an exceptional combination of waterfront beauty and resort-style amenities, including a clubhouse, swimming pool, spa, tennis courts, fitness center and day dock. This gated, pet-friendly community enjoys a convenient location near Siesta Key's celebrated beaches, with the island trolley just outside the entrance connecting you to the restaurants, shopping and entertainment of Siesta Village. Whether enjoying a quiet morning overlooking the water, entertaining friends or spending the afternoon at the beach, this inviting residence captures the comfort, versatility and effortless enjoyment of the Siesta Key lifestyle.

1260 Dolphin Bay Way Unit 203, Sarasota

5326 Lake Arrowhead Trail Unit 7, Sarasota
$274,900
2 Beds ⋅ 2 Baths ⋅ Lake Arrowhead SubDv. ⋅ 34231 Zip Code
LAKEFRONT LIVING AT AN EXCEPTIONAL VALUE IN SOUTH SARASOTA! Enjoy sparkling lake views right from your own backyard! Welcome to sought-after Lake Arrowhead, a hidden gem in South Sarasota offering affordable Florida living surrounded by lush tropical landscaping, picturesque lakes, and an inviting community atmosphere. PRICED TO SELL and ready for you to enjoy! This desirable GROUND-FLOOR RESIDENCE offers easy accessibility, a covered entryway, a comfortable floor plan, and a private screened patio overlooking the serene lake and beautifully maintained grounds. Imagine relaxing with your morning coffee or unwinding in the evening while enjoying peaceful water views and watching the abundant wildlife throughout the day! The kitchen offers appliances that have been updated within approximately the last 2-5 years, and you'll enjoy the convenient breakfast bar. The primary bathroom features a newer vanity and updated flooring. Both bedrooms have walk-in-closets. A DEDICATED ONE-CAR CARPORT WITH STORAGE adds convenience and practicality. Enjoy the benefits of LOW-MAINTENANCE LIVING, with HOA fees that include cable, pest control, exterior maintenance, and lawn care. At this attractive price, this condominium offers an affordable alternative to many single-family homes without sacrificing the Florida lifestyle! Lake Arrowhead is an intimate community of just 64 condominiums, known for its beautiful landscaping, scenic lakes, and friendly neighbors. The charming Key West-style clubhouse is just steps away, offering a spacious gathering room, kitchen, and library. Residents can also enjoy the HEATED COMMUNITY POOL and nearby fishing pier. On-site management adds another level of convenience. Nature lovers will appreciate the community's proximity to the 72-acre Red Bug Slough Preserve, a pet-friendly outdoor destination featuring miles of walking trails, picnic shelters, a playground, and a fishing dock. What a wonderful place to enjoy the outdoors! LOCATION, LOCATION, LOCATION! Conveniently situated near world-renowned Siesta Key beaches, the Legacy Trail, Costco, Publix, several fitness centers, excellent dining, shopping, the Gulf Gate Library, and area A+ schools. The University Town Center Mall and vibrant downtown Sarasota are approximately 20 minutes away, offering cultural attractions, opera, theaters, fine dining, boutique shopping, Selby Gardens, and so much more! Whether you're searching for a full-time residence or a seasonal Florida retreat, this lovely lakefront condominium offers an exceptional opportunity to enjoy comfort, convenience, natural beauty, and an affordable lifestyle. Make this South Sarasota treasure yours and start enjoying the peaceful lakefront lifestyle you've been dreaming of. You'll love this quiet community of great neighbors and the proximity to everything is wonderful.

5326 Lake Arrowhead Trail Unit 7, Sarasota

5376 Shadow Lawn Drive, Sarasota
$2,400,000
5 Beds ⋅ 5 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
Some homes on Siesta Key are about the beach. Others are about boating. This one lets you have both. Set along a protected canal with direct boating access to Sarasota Bay through the Grand Canal, and from there to the Intracoastal Waterway and the Gulf, this Siesta Key waterfront home is made for the way life is meant to be lived. Take the boat out for the morning, launch a kayak or paddleboard from your own waterfront, spend some time at Siesta Key Beach, then come home to your private saltwater pool, outdoor kitchen and quiet canal view. The important updates are already here too: a 2021 reroof, impact windows and sliders installed in 2022, plus new first floor flooring, fresh interior paint, a luxury renovation of the first floor primary bath, an outdoor kitchen and waterfront pavers, all completed in 2026. Plantation shutters finish every window and slider. At the center of the home, a fully screened courtyard lanai with a tabletop fire pit extends the living space. Seven impact sliders connect several rooms directly to the courtyard, filling the home with natural light and creating an easy indoor outdoor flow toward the pool and waterfront. Additional sliders from the flex room open toward the pool. The home and pool sustained no storm damage during the 2024 storms. If you haven’t dropped anchor yet, wait until you see the two amazing primary suites. The first floor primary offers courtyard access, two walk in closets and a beautifully renovated 2026 ensuite bath with upscale finishes. Upstairs, the entire second level becomes a private retreat with canal views, a spacious bath, two more walk in closets and its own waterfront balcony. One closet is so large you may wonder if it could qualify as a New York City apartment. When it is time for a little quiet, open the sliders and take in sunset over the canal, or start your morning with fresh air and coffee on the balcony. A redesigned media and flex area now includes an additional bedroom while preserving an approximately 424 square foot flex room for a media room, gym, game room or lounge. Another bedroom includes a Murphy bed and built in desk, making it an easy guest room, home office or both. Outside is where this home really earns its Siesta Key address. The private saltwater pool is surrounded by tropical landscaping and spaces for relaxing, dining and entertaining. The seawall, bulkhead and davits were replaced in 2021, with the waterfront setup planned around a 45 foot Sea Ray. This is a home for boaters who want to use the water, not simply look at it. Set in the heart of Siesta Key, the home is just minutes from Siesta Key Beach, named the No. 1 in the U.S. for 2026 and recognized among the nation’s best many times over. Known for its powdery quartz sand and Gulf waters, it is one of the reasons living here is so special. Siesta Key Village is close by for restaurants, bars, live music and boutiques. Sarasota is just beyond the North Bridge, with downtown waterfront dining, shopping, galleries, theaters, performing arts and cultural attractions close at hand. Whether you are looking for a full time Siesta Key waterfront home or a second home for family and friends, 5376 Shadow Lawn Drive offers true boating access, a private saltwater pool, substantial updates, flexible living space and an exceptional island location. This is the kind of home where every day can include the beach, the boat and dinner by the pool. That is a pretty wonderful way to live.

5376 Shadow Lawn Drive, Sarasota

1260 Dolphin Bay Way Unit 301, Sarasota
$1,750,000
3 Beds ⋅ 3 Baths ⋅ Dolphin Bay-Siesta Key SubDv. ⋅ 34242 Zip Code
Experience refined waterfront living at Dolphin Bay, an intimate, pet-friendly community of just 50 residences on Siesta Key. Beautifully redesigned with a sophisticated coastal aesthetic, this exceptional three-bedroom, three-bath condominium offers nearly 2,500 square feet of beautifully appointed living space and captivating views of the Intracoastal Waterway. Bright, open interiors create an effortless sense of space, with 9-foot ceilings, elegant plank tile flooring, custom built-ins and beautifully updated baths. At the heart of the residence, an impressive chef's kitchen makes a striking statement with expansive countertops, generous gathering spaces, custom cabinetry and premium Sub-Zero, Monogram and Viking appliances. A dramatic six-foot, built-in double-door wine cellar adds a distinctive touch for entertaining. The spacious living and dining areas flow beautifully toward the waterfront, where walls of glass frame the Intracoastal views. An expansive, air-conditioned enclosed lanai extends the living space, creating an inviting year-round retreat for relaxing, entertaining or simply watching the boats pass by. Thoughtful details include custom cabinetry, recessed lighting and integrated theater speakers. The generously sized bedrooms and spa-inspired baths offer comfort and privacy for family and guests. Recent improvements include impact-resistant windows and sliding doors installed in 2025, along with custom motorized light-filtering and room-darkening shades. Additional updates include the HVAC system (2020) and water heater (2021). A private one-car garage beneath the building adds convenience and additional storage. Residents of Dolphin Bay enjoy an inviting coastal lifestyle with a beautifully updated clubhouse, fitness center, Har-Tru tennis courts, heated pool and spa, and a day dock for boating and fishing. Siesta Key's world-renowned white-sand beaches and the restaurants, boutiques, and entertainment of Siesta Village are just minutes away, with convenient trolley access. Combining beautifully curated interiors, remarkable waterfront views and easy elegance of island living, this is an exceptional opportunity to enjoy Siesta Key at its finest.

1260 Dolphin Bay Way Unit 301, Sarasota

4805 Ocean Boulevard, Sarasota
$1,199,000
Twitchell Ralph S Siesta Key SubDv. ⋅ 34242 Zip Code
LOCATION, LIFESTYLE, AND EXCEPTIONAL POTENTIAL! Discover an opportunity to create your dream home on the highly desirable north end of Siesta Key. Situated along Ocean Boulevard, this approximately 0.36-acre corner parcel offers an exceptional setting for a custom coastal residence in one of Sarasota's most sought-after island communities. With the previous residence demolished, the property presents a fresh canvas to bring your architectural vision to life. Imagine a thoughtfully designed island retreat with expansive indoor-outdoor living spaces, a private pool, lush tropical landscaping, and the comforts of modern coastal living, subject to applicable building requirements and approvals. Here, the true value lies in the land, location, and lifestyle. Enjoy convenient proximity to the vibrant Siesta Key Village, known for its eclectic collection of restaurants, charming boutiques, outdoor cafés, nightlife, and entertainment. The world-renowned white quartz sand beaches of Siesta Key are also nearby, with public Beach Access #2 located near Avenida Messina and Beach Road. Spend your days enjoying the Gulf Coast, exploring the Village, or simply embracing the relaxed elegance of island living. Whether you envision a private coastal sanctuary or your next custom home project, this property offers a compelling opportunity to create something extraordinary in an established Siesta Key location. Bring your vision and discover the possibilities at 4805 Ocean Boulevard. Buyer to independently verify lot dimensions, boundaries, setbacks, easements, flood elevation requirements, utilities, and development feasibility. Property is being sold AS IS, WHERE IS. Sale is subject to court approval due to guardianship.

4805 Ocean Boulevard, Sarasota

1155 N Gulfstream Avenue Unit 207, Sarasota
$1,929,000
2 Beds ⋅ 3 Baths ⋅ Vue Sarasota Bay SubDv. ⋅ 34236 Zip Code
Experience extraordinary luxury in this impeccably renovated residence at The VUE Sarasota Bay, one of Sarasota’s most distinguished addresses, proudly recognized with the Diamond Award for Best Luxury Condominium Development in Sarasota Magazine’s Best of Sarasota 2026. Ideally positioned in downtown Sarasota, this exceptional home combines architectural scale, refined interiors, expansive outdoor living, and breathtaking Marina and Sarasota Bay views. One of only two levels in the building with soaring 12-foot ceilings, the residence offers convenient elevator-free access. Floor-to-ceiling windows fill the interiors with natural light and frame a spectacular southern panorama. The private terrace, approximately 10' x 52', features sleek glass railings and unobstructed waterfront views—an extraordinary setting for morning coffee, sunset cocktails, intimate dinners, and sophisticated entertaining. Beyond the private entry foyer, a dramatic great room showcases panoramic water views. Beautifully renovated interiors feature sophisticated finishes, designer details, and timeless elegance. The gourmet kitchen centers on an oversized 8-foot island and premium JennAir Euro-style appliances. An elegant dining area accommodates six to eight guests, with additional seating and expansive sliders opening to the terrace. The owner’s suite is a serene retreat with panoramic water views, a spa-inspired bath featuring dual vanities, a walk-in shower, enclosed water closet, and custom walk-in closet with abundant built-in storage. The oversized den, currently configured as a luxurious second bedroom, accommodates a king-size bed and features a custom closet and ensuite bath with glass-enclosed shower, rain showerhead, and recessed lighting. Designer wallpaper enhances all three baths, while a sophisticated powder room with built-in storage and a separate laundry/utility room with new full-size washer and dryer complete the residence. Completed in 2017 by an internationally acclaimed design firm, The VUE emphasizes safety with a generator and hurricane-rated windows designed to withstand winds up to 150 MPH. Resort-caliber amenities include a stately motor court with valet service, attended garage parking, two deeded parking spaces, concierge services, an elegant owners’ lounge with fireplace, bar and catering kitchen, state-of-the-art fitness center, conference room, and on-site management. Residents enjoy a heated resort-style saltwater pool and spa, outdoor cabana bar and grills, and a rooftop dog park with spectacular views. Adjacent to The Westin Sarasota, residents enjoy convenient access to its rooftop bar, sophisticated lounge, renowned restaurant, and banquet facilities. An active social committee creates an engaging calendar of resident events and gatherings. An exceptional opportunity to experience elevated Sarasota waterfront living, iconic architecture, resort-style amenities, and a premier downtown location.

1155 N Gulfstream Avenue Unit 207, Sarasota

6835 Pindo Boulevard, Sarasota
$1,399,000
5 Beds ⋅ 4 Baths ⋅ Serenoa Lakes SubDv. ⋅ 34241 Zip Code
A Tuscan-Inspired Lakefront Estate on Over Half an Acre. Behind the gates of Serenoa Lakes, at the end of a private cul-de-sac, a rare Italian-inspired residence awaits. Set on 0.61 acres and overlooking a serene 30-acre lake, this 3,900 sq ft estate pairs old-world artistry with the ease of modern Florida living. The Residence offers rich travertine and engineered flooring flow throughout, setting the tone for a home built on craftsmanship. Authentic brick details and European-inspired design give every room the warmth and character of a Mediterranean home. At its center, the kitchen is a statement of its own, with refined textures and old-world elegance made for both intimate dinners and grand entertaining. Five generously proportioned bedrooms, a private office, and four spa-inspired bathrooms offer space and comfort for family and guests alike. When the evening calls for something special, retreat to the built-in theater for a private cinematic experience. Step outside to your own outdoor sanctuary resort. A expansive travertine lanai surrounds the saltwater pool and spa, completely resurfaced in 2022, framing views of the tranquil lake where wildlife drifts by at sunrise and sunset. With over half an acre of privacy, this setting invites outdoor living in every season. Have the peace of mind with 2019 tile roof, 2021 water heater, one newer HVAC, brand new generator for added peace of mind, three-car garage (1,075 sq ft), travertine and engineered flooring throughout. Life here means the best of the Gulf Coast at your doorstep. Spend your mornings on the powdery white sand of Siesta Key or Lido Key, your afternoons browsing the boutiques and cafés of St. Armands Circle, and your evenings at the Van Wezel Performing Arts Hall or the Sarasota Opera. Downtown’s celebrated dining scene, the Ringling Museum, and Selby Botanical Gardens are all close by, as are the upscale shopping and dining of UTC and the vibrant Lakewood Ranch area. Excellent golf, parks, and nature are all nearby, and I-75 and Sarasota-Bradenton International Airport make travel effortless. Estates of this caliber, offering privacy, character, and lakefront beauty within a gated community, are exceedingly rare. Schedule your private showing today!

6835 Pindo Boulevard, Sarasota

4196 Roberts Point Circle, Sarasota
$10,890,000
6 Beds ⋅ 8 Baths ⋅ Roberts Point SubDv. ⋅ 34242 Zip Code
Set on 1.34 waterfront acres in one of Sarasota’s most extraordinary settings, 4196 Roberts Point Circle presents a rare opportunity to own a private residential compound surrounded by water, mature tropical vegetation and sweeping views across Sarasota Bay. With over 400 feet of waterfront and an exceptional sense of privacy, the property offers a setting that is increasingly difficult to replicate on Siesta Key or anywhere in the Sarasota area. For a buyer drawn to architecture with history and individuality, the existing compound offers an opportunity for renovation and transformation. For those envisioning something entirely new, the acreage and waterfront position provide an exceptional canvas for creating a landmark Sarasota estate. The property also has the potential to be divided into multiple parcels and redeveloped as incredible bayfront homes. Most compelling is the location on the coveted north end of Siesta Key, an area prized for its privacy, larger properties and peaceful residential character while remaining close to everything that makes the island so desirable. The structures encompass approximately 8,500 square feet of living space with six bedrooms and eight baths. Distinctive architecture, extensive use of natural wood, vaulted and beamed ceilings, expansive walls of glass and wraparound outdoor living areas give the residence a character entirely its own. The main residence features generous gathering spaces framed by windows and French doors, warm wood flooring, a dramatic open staircase, and an expansive primary suite with vaulted ceilings. Multiple living and entertaining areas provide flexibility for reimagining the interiors while preserving the property’s architectural personality. The guest house is perfect for guests, extended family, private offices, studios, or multigenerational living. Outdoors, the expansive grounds unfold toward the shoreline with a swimming pool, mature landscaping and multiple docking options providing direct access to the water. From the shoreline and elevated living spaces, broad views stretch across Roberts Bay to the mainland while the scale of the 1.34-acre parcel creates a remarkable sense of openness and seclusion. Siesta Key is celebrated for its laid-back coastal lifestyle, vibrant Siesta Key Village and extraordinary beaches, including Siesta Beach, renowned for its powdery white quartz sand and previously named the No. 1 beach in the United States by Tripadvisor. From this private waterfront retreat, downtown Sarasota’s dining, shopping, and cultural attractions are also just minutes away, creating an exceptional combination of island seclusion and mainland convenience. This is a rare opportunity without compare on the Gulf Coast.

4196 Roberts Point Circle, Sarasota

4196 Roberts Point Circle, Sarasota
$10,890,000
Roberts Point SubDv. ⋅ 34242 Zip Code
An extraordinary land opportunity without compare on the Gulf Coast to create a legacy waterfront estate, multi-residence compound or two distinctive estate homes on 1.34 acres along Sarasota Bay. Located at 4196 Roberts Point Circle, this expansive Siesta Key property offers over 400 feet of waterfront, remarkable privacy, and sweeping views across the bay in a setting rarely available at this scale. The size and configuration of the property present compelling possibilities for its next chapter. Envision a singular custom waterfront estate surrounded by lush grounds or explore the potential to divide the property and create multiple residences—an exceptional opportunity for a private family compound where generations can live independently while sharing one extraordinary waterfront setting. Any subdivision or redevelopment would be subject to applicable zoning, permitting, and governmental approvals. The property currently contains approximately 8,500 square-foot of living space among two structures, allowing a future owner to consider incorporating existing improvements into a new vision or pursuing a more comprehensive redevelopment of the site. Mature tropical vegetation surrounds the property, creating a natural sense of seclusion, while the expansive shoreline opens to panoramic water views. Multiple existing dockage options provide direct access to the surrounding waterways, further enhancing the property’s connection to Sarasota’s coveted coastal lifestyle. The 1.34-acre site offers substantial space to thoughtfully orient residences and outdoor living areas around the water, with possibilities for resort-style amenities, gardens and gathering spaces that take full advantage of the property’s scale and setting. Whether preserved as one expansive homesite or reimagined for multiple residences, the property represents an increasingly rare opportunity to create something entirely personal on the water. Its location on the coveted north end of Siesta Key makes the opportunity even more exceptional. Known for its privacy, established residential character and sense of seclusion, this quieter end of the island offers a distinctly different experience while keeping Siesta Key Village, mainland Sarasota, and the island’s celebrated beaches within easy reach. Siesta Beach is renowned for its powdery white quartz sand and has previously earned Tripadvisor’s distinction as the No. 1 beach in the United States. Downtown Sarasota’s acclaimed dining, shopping, arts, and cultural destinations are just minutes away, as is Sarasota-Bradenton International Airport. It is a rare convergence of significant acreage, waterfront, privacy, and the unmistakable lifestyle of Siesta Key.

4196 Roberts Point Circle, Sarasota

5456 Azure Way, Sarasota
$2,695,000
3 Beds ⋅ 3 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
Siesta Isles Canal Front Pool Home with Boat Lift and Rental History Life in Siesta Isles comes with a short commute: a few minutes to the award winning quartz sand of Siesta Beach and a quick cruise from your own boat lift to the open waters of Sarasota Bay. Set on an oversized lot at the end of a quiet cul de sac, this single story residence offers roughly 190 feet of deep water canal frontage with sweeping views toward the Grand Canal. Built of block, stucco, and stone, the three bedroom, three bath split plan opens through a gated front porch and Brazilian mahogany door to soaring vaulted ceilings, a curved window wall, and a stone fireplace for those rare evenings when Florida remembers it has a winter. A wall of sliders leads to the covered lanai and heated pool, where a kitchen pass through window keeps the cook in the conversation. The owner's suite enjoys calm water views of its own The big ticket items have already been handled: a terracotta tile roof installed in late 2020, a new seawall with raised cap completed in 2021, a three zone HVAC system, hurricane shutters, an 8,000 lb boat lift, and an oversized two car garage with cabinet storage. Mature tropical gardens with plumeria, hibiscus, citrus, and palm trees round things out. Boating, beach days, and afternoons by the pool are all part of the routine here, and the west facing backyard saves the best for last with front row seats to Gulf Coast sunsets over the water. With established rental history, this home works beautifully as a full time residence, a seasonal escape, or both.

5456 Azure Way, Sarasota

5288 Mahogany Run Avenue, Sarasota
$389,000
2 Beds ⋅ 2 Baths ⋅ Heritage Oaks Golf & Country Club SubDv. ⋅ 34241 Zip Code
**WHERE WELLNESS MEETS RESORT-STYLE LIVING!** Get ready to live the ultimate life! Heritage Oaks Golf & Country Club has been named the DIAMOND WINNER for Best Private Golf & Country Club in Sarasota Magazine's Best of SRQ! Imagine starting your mornings listening to birdsong, enjoying peaceful moments surrounded by nature, and spending your afternoons golfing, swimming, or connecting with friends. Welcome to the sought-after Heritage Oaks Golf & Country Club in Sarasota, where every day offers an opportunity to live well. The kitchen features a fresh, modern paint update, creating a bright and inviting space to prepare meals and gather to create memories. Thoughtful improvements add peace of mind, including **whole-house plumbing replaced in May 2023, a new refrigerator (2024), microwave (2023), garbage disposal (2025), and hot water heater (2024).** Additional highlights include an epoxy-coated garage floor, grab bars in the shower for added stability, and hurricane shutters for both the front and back of the home. Step outside to your screened-in lanai, where the sounds of nature invite you to slow down, breathe deeply, and savor the Florida lifestyle. Whether enjoying your morning coffee, reading a favorite book, or simply watching the birds, this outdoor retreat creates a peaceful connection to nature. Beyond your front door, Heritage Oaks offers a vibrant, amenity-rich lifestyle centered around **physical wellness, meaningful relationships, recreation, and community.** Enjoy an 18-hole championship golf course, swimming pools, tennis courts, fitness facilities, scenic walking opportunities, and a welcoming clubhouse with dining and social activities. From staying active to building lasting friendships, this community offers countless ways to enrich your everyday life. **Your home should be more than a place to live. It should inspire the way you live.** Discover the lifestyle waiting for you at Heritage Oaks and schedule your showing today!

5288 Mahogany Run Avenue, Sarasota

609 Norsota Way, Sarasota
$8,500,000
Bay Island SubDv. ⋅ 34242 Zip Code
An extraordinary opportunity to create a custom waterfront estate on coveted Norsota Way, where spectacular panoramic views stretch across Sarasota Bay to the downtown skyline and Ringling Bridge. Positioned on an exceptional 0.57-acre homesite in the prestigious Bay Island neighborhood of Siesta Key, this rare property offers an impressive 370 feet of combined water frontage, including approximately 168 feet directly on Sarasota Bay and 202 feet along the protected yacht basin. With expansive open-water views, a generous homesite, and exceptional boating access, this is a remarkable setting for a one-of-a-kind Sarasota waterfront residence. The property's distinctive configuration offers the best of both worlds: sweeping, unobstructed views across the open bay and the convenience of protected water frontage along the adjoining yacht basin. Boating enthusiasts will appreciate direct access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico, with multiple waterways and destinations within easy reach. The extensive water frontage creates exceptional possibilities for designing a residence that embraces Sarasota's boating lifestyle. Spanning approximately 25,040 square feet, the cleared homesite provides an expansive canvas for a thoughtfully designed custom estate. Its generous dimensions and remarkable waterfront setting offer opportunities to incorporate substantial indoor and outdoor living spaces, expansive terraces, a resort-style pool, and beautifully landscaped grounds. Imagine walls of glass framing panoramic bay views, generous entertaining areas overlooking the water, and a private outdoor retreat designed around Sarasota's spectacular coastal scenery. The property's concrete seawall, irrigation well, and available public utilities add to its appeal as a premier waterfront building opportunity. Located on coveted Norsota Way within the established Bay Island neighborhood, the property is just moments from the mainland and the beaches of Siesta Key. This distinctive waterfront enclave is known for its beautiful homes, mature landscaping, and convenient access to Sarasota's finest amenities. Enjoy nearby Southside Village, with its popular restaurants, boutiques, and neighborhood charm, as well as convenient access to Sarasota Memorial Hospital, Marie Selby Botanical Gardens, and Downtown Sarasota's vibrant dining, shopping, theaters, galleries, and cultural attractions. The world-renowned white sands of Siesta Key Beach, Siesta Key Village, and Sarasota's picturesque bayfront are also just a short drive away.

609 Norsota Way, Sarasota

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