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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

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

2050 Benjamin Franklin Drive Unit PH1102, Sarasota
$6,995,000
4 Beds ⋅ 5 Baths ⋅ Orchid Beach Club Residences SubDv. ⋅ 34236 Zip Code
A spectacular penthouse above the shores of Lido Key, where panoramic views stretch from the turquoise waters of the Gulf of Mexico to Sarasota Bay to downtown’s skyline. Occupying the top floor of Orchid Beach Club's Bayview Building, this exceptional Grand Bermuda penthouse offers the scale and privacy of a luxury single-family home with the convenience of beachfront condominium living. Encompassing 5,987 square feet of interior living and 1,505 square feet of private terraces, the residence features four en-suite bedrooms, four-and-a-half baths, a private elevator entrance, and a rare enclosed four-car garage. A private elevator opens to a gracious foyer and expansive interiors featuring high ceilings, crown molding, coffered and tray ceilings, polished marble flooring, and beautiful hardwood floors in the bedroom suites. Walls of oversized impact-rated windows and floor-to-ceiling sliding glass doors frame spectacular Gulf-to-bay views throughout the residence. The magnificent Grand Salon overlooks the Gulf of Mexico, while the adjoining formal dining room and separate wine bar provide an elegant setting for entertaining. Sliding glass doors open to an expansive Gulf-facing terrace with breathtaking views of the shoreline and turquoise waters. The spacious kitchen features custom cabinetry, granite countertops, center island, gas cooktop, built-in appliances, walk-in pantry, and separate butler's pantry. An informal dining area and adjoining family room create a comfortable gathering space with access to another private terrace. Privately positioned in its own wing, the primary suite features hardwood flooring, dual walk-in closets, a spacious en-suite bathroom, morning kitchen, and private sitting area. Oversized windows and sliding glass doors capture magnificent coastal views, while a private terrace offers sweeping vistas from the Gulf toward Sarasota Bay. Three additional en-suite bedrooms provide exceptional accommodations and privacy. The generously proportioned second guest suite is large enough to serve as another primary suite, featuring a spacious bathroom, walk-in closet, and private terrace. The fourth bedroom is currently configured as a den/office, providing additional flexibility. Multiple private terraces totaling 1,505 square feet offer abundant opportunities for outdoor dining, entertaining, and enjoying the panoramic coastal scenery. Additional highlights include a spacious laundry room, abundant storage inside and out, and an oversized private enclosed four-car garage with room for a workshop. Orchid Beach Club is an exclusive gated beachfront community on the southern end of Lido Key, offering direct beach access, a Gulf-front swimming pool and spa, clubhouse, fitness center, sauna, and 24-hour gated security. Enjoy the natural beauty of nearby South Lido Park, shopping and dining at St. Armands Circle, and convenient access to Downtown Sarasota's restaurants, galleries, theaters, and cultural attractions. This exceptional penthouse combines estate-sized living, extraordinary Gulf-to-bay views, and a premier beachfront location.

2050 Benjamin Franklin Drive Unit PH1102, Sarasota

222 Morningside Drive, Sarasota
$6,775,000
5 Beds ⋅ 4 Baths ⋅ Lido C SubDv. ⋅ 34236 Zip Code
Mornings begin with light moving across the bayou. Coffee on the terrace, a swim in the infinity-edge pool, and time to enjoy the quiet before heading to St. Armands Circle or the beach. Set along the waterfront in Lido Shores, this custom-designed modern residence pairs bold architectural lines, expansive glass, and warm natural materials with the tranquility of its bayou setting. From the circular brick-paver drive, cedar accents, architectural trellises, and tropical plantings offer a welcoming introduction. Inside, the home opens to a great room with nearly 20' ceilings, where walls of glass draw your attention straight to the water. The scale is striking, yet Beechwood floors and natural cedar bring warmth and texture to the expansive spaces. Throughout the day, changing light and reflections from the bayou become part of the interior. The kitchen provides a natural gathering place, with an illuminated onyx island at its center. It is easy to picture friends collecting here over a glass of wine while dinner takes shape. Porcelanosa cabinetry and quartz countertops create a clean architectural backdrop, complemented by a paneled Sub-Zero refrigerator, Wolf wall oven, warming drawer and microwave, and a walk-in pantry. With 4,284 square feet of living space, five bedrooms, and three-and-a-half baths, the home offers room to come together and places to retreat. Two primary suites, one on each level, enjoy water views, private terraces, spacious walk-in closets, and beautifully appointed baths, including one with a steam shower. From the upstairs terrace, views extend across the water to the Ringling Bridge and downtown Sarasota skyline, offering a beautiful backdrop as the city lights come on each evening. Comfortable guest accommodations welcome family and friends, while a dedicated office and waterfront fitness room make even the quieter routines of the day feel connected to the setting. Outside, the terraces unfold toward an infinity-edge saltwater pool that appears to meet the bayou beyond. An integrated spa and cascading planter waterfall add movement and sound, creating a setting that invites you to stay a little longer. Lunch beneath the covered lanai can stretch into an afternoon by the pool, followed by dinner outside as the light softens over the water. Electric screens offer added comfort, and a separate pavilion with gas and water connections is ready for a future summer kitchen. An illuminated dock provides a departure point for exploring Sarasota’s waterways, with access to Sarasota Bay. Set on approximately .37 acres, the residence also features impact-rated windows and doors, automatic solar window treatments, imported European lighting, integrated LED illumination, smart-home technology, and a dedicated laundry room. Home to some of the Sarasota School of Architecture’s most prized modern homes, Lido Shores has a character shaped by its architectural heritage and the people who live here. Neighborhood gatherings, potluck dinners, and familiar faces create a sense of belonging, where getting to know your neighbors is part of the appeal. Private deeded access to Lido Key Beach offers a quiet place to gather at the end of the day and take in some of Sarasota’s finest sunsets. With St. Armands Circle, Longboat Key, and downtown Sarasota just minutes away, you can enjoy everything the area offers while coming home to a neighborhood that feels distinctly its own.

222 Morningside Drive, Sarasota

9678 Knightsbridge Circle, Sarasota
$645,000
3 Beds ⋅ 2 Baths ⋅ Stoneybrook At Palmer Ranch SubDv. ⋅ 34238 Zip Code
See this spacious family pool home with a separate family and living room. Split plan with two bedrooms on one wing and the large primary on the other. Great for entertaining or family gatherings. The oversized lot has tranquil views of the pond in the backyard. Stoneybrook has a lot to offer with its amenities, clubhouse, gated entries and ideal location for everything you need. Sarasota Square is being redeveloped into an incredible neighborhood shopping experience. Target, Trader Joe's, Sprouts, Costco and other family-friendly shopping and restaurant options are close by. Whether you prefer to go golfing or be on the Gulf, your lifestyle will be filled with an abundant list of options. Stoneybrook is the ideal community for seasonal or full-time residents.

9678 Knightsbridge Circle, Sarasota

1634 Stickney Point Road Unit 34-202, Sarasota
$389,000
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Welcome to Castel Del Mare, a waterfront community featuring Spanish Mediterranean architecture along the beautiful shores of Little Sarasota Bay, just minutes from Siesta Key! This turnkey furnished 2-bedroom, 2-bathroom condo offers a comfortable coastal retreat with a thoughtfully updated interior and a covered lanai overlooking one of the community's two swimming pools and lush tropical landscaping. The open-concept living and dining areas flow into a tastefully remodeled kitchen featuring updated cabinetry, finishes, and appliances (2020). Both bathrooms were remodeled in 2019, while additional improvements include a new washer and dryer, interior painting, and bedroom carpeting (2018), a new electrical panel (2017), and a water heater (2022). Enjoy resort-style amenities including two heated swimming pools, one overlooking the bay, tennis courts, a clubhouse, nature trails, and fishing along the waterfront. Ideally situated along the Intracoastal Waterway, Castel Del Mare offers convenient access to nearby marinas, shopping, and dining. Just a short walk across the bridge brings you to the world-famous Siesta Key Beach, known for its powdery quartz sand, while the free Siesta Key Breeze Trolley makes exploring the island's restaurants, boutiques, and entertainment effortless. Whether you're looking for a seasonal getaway or a year-round residence, this furnished condo offers an excellent opportunity to enjoy the best of Florida's Gulf Coast lifestyle.

1634 Stickney Point Road Unit 34-202, Sarasota

6157 Midnight Pass Road Unit E53, Sarasota
$449,000
2 Beds ⋅ 2 Baths ⋅ Siesta Plat SubDv. ⋅ 34242 Zip Code
Experience the best of island living in this inviting third-floor condo located in the sought-after Bay Oaks community on Siesta Key. Spanning 1,101 square feet, this two-bedroom, two-bathroom residence offers a seamless blend of comfort and convenience, with elevator access making every arrival effortless. The interior is bright and welcoming, designed with both relaxation and functionality in mind. The kitchen has stone counter tops with tile backsplash. Ceramic tile covers the floor throughout. The primary bedroom serves as a private retreat, featuring an en-suite bathroom with a spacious walk-in shower and large walk-in closet. The second bedroom is equally well-appointed, with easy access to the second bathroom which boasts a large whirlpool tub and shower—perfect for unwinding after a day in the sun. Throughout the condo, you’ll find plenty of storage options, ensuring a tidy and organized living space. Large living room and dining area add to this comfort as well as the screened in balcony overlooking the pool. Besides the large, heated community pool, Bay Oaks also provides, tennis courts, a community room with pool table & a waterfront park like setting with a BBQ area. Nature enthusiasts will appreciate the private fishing pier situated right on the Intracoastal Waterway at the rear of the complex—a perfect spot to watch the morning light dance on the water. It’s the lifestyle outside your door that truly shines. When you're ready for the sand, the world-famous beach of Siesta Key is easily accessible nearby. A free island trolley is accessible at street side in front of the condominium that will take you to one end of the Island to the other to enjoy, Turtle Beach, South Village Amenities, the public beach with lifeguards and the famous Siesta Village. This property isn't just a beautiful retreat; it’s a proven performer with a strong rental track record. For an investor or a savvy buyer, the transition could not be simpler. The condo is being sold fully turnkey furnished, meaning it comes with everything needed to hit the ground running. It is completely ready for immediate renters the moment you close. The timing couldn't be better—the unit is already booked for January, February, and March. If you close by the end of the year, you’ll step into immediate ownership with three months of rental income already booked. Whether you are looking for a lucrative investment or a seasonal getaway or your new home, this condo places you in the heart of everything that makes Siesta Key a premier destination. Come see why life is better when you’re surrounded by the beauty of the Bay and the Gulf.

6157 Midnight Pass Road Unit E53, Sarasota

1313 Dockside Place Unit 120, Sarasota
$1,090,000
2 Beds ⋅ 2 Baths ⋅ Harbour Towne SubDv. ⋅ 34242 Zip Code
RARE BOATER’S OPPORTUNITY! 45' BOAT SLIP with NEW 27,000-lb IMM/Quality Platinum Series boat lift on deep, sailboat water! Completely renovated waterfront townhouse-style residence with the slip directly behind the unit—a highly desirable and rarely available location. Ultimate Beach lifestyle with easy access to Siesta #1 Beach & Siesta Village, just a few minutes' walk away. Enjoy mornings on the beach, afternoons on the boat, and evenings sunsets & exploring the Village. With many restaurants, music & shops. Fully remodeled down to the block walls with new plumbing, electrical, HVAC and ductwork, drywall, raised ceilings, LED lighting, and beautiful wood-look porcelain tile throughout. Gourmet kitchen features custom cabinetry, GE Profile appliances, natural quartzite, and abundant storage. Both baths offer easy-entry showers, and the primary suite includes a walk-in closet with custom organization. Private one-car garage, additional parking, attic storage, and newly screened lanai for entertaining. Elevated to 11.5' floor level remained free of stormwater during the 2024 storms. The dock features new pilings, full-length finger pier, fresh water, 30-amp/120V service, remote-controlled lift with auto-stop, and approximately 7' of water depth. Protected harbor approximately 100 yards from the ICW and just 10 minutes to Sarasota Big Pass. HOA permits boats up to 45' feet. Complex is getting a look and remodel! See photos Beach. Boating. Village life. All from one exceptional Siesta Key location. Community is going through a major face lift!! Scope of renovations • Siding/Trim/Facia with Stain-paint • Railings • Stairs • Gutter/Downspouts • Lighting

1313 Dockside Place Unit 120, Sarasota

8339 Barton Farms Boulevard, Sarasota
$649,000
3 Beds ⋅ 3 Baths ⋅ Laurel Lakes SubDv. ⋅ 34240 Zip Code
Virtually Staged. Discover the possibilities in this beautiful, generously sized home offering 2,991 square feet of air-conditioned living space in the desirable gated community of Laurel Lakes. Built in 2001, this 3-bedroom, 3-bath residence offers an abundance of space, a wonderful floor plan, and the perfect opportunity to make it your own. Bring your personal style and vision to customize this home to reflect your taste and create the Florida retreat you’ve always wanted! 3rd & 4th bedrooms were converted into an oversized 26' x 25' game room (3rd bedroom) and can easily be converted back to add a 4th bedroom if desired. The versatile floor plan features formal living and dining rooms, a spacious family room, and an office, den, or bonus room to accommodate your lifestyle. A separate hobby room offers even more flexibility for creative pursuits, or additional workspace. The oversized primary bedroom and generously sized bathroom provide a comfortable private retreat. Enjoy Florida living outdoors with your own private pool and spa, complemented by a peaceful water view. Additional features include a paved entry and driveway, a three-car garage, and a new tile roof installed in 2022. Laurel Lakes offers an appealing gated community lifestyle with amenities including a community pool, clubhouse, fitness center, and tennis courts. The fantastic location provides convenient access to I-75, shopping, restaurants, hospitals, and everyday essentials. A wonderful opportunity to own a spacious home in a sought-after community, with room to personalize, update, and create something truly special. Bring your ideas and make this home your own!

8339 Barton Farms Boulevard, Sarasota

315 S Shore Drive, Sarasota
$4,950,000
4 Beds ⋅ 4 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
House never flooded, including during Hurricanes Milton and Helene, and protected by a generator! Built as a solid concrete structure on concrete pilings, this home was engineered for the Florida waterfront. Lavishly embellished with Old World authenticity, this exceptional waterfront estate evokes the grandeur of a 17th century Tuscan farmhouse. Custom built by John Cannon, the home is set on what was once Ringling’s personal yacht basin, offering protected sailboat water, 178 feet of seawall, a private dock, two boat lifts (24,000 lbs & 10,000 lbs), and a dedicated kayak lift platform, all framed by sweeping panoramic water views. From the moment of arrival, the level of craftsmanship is unmistakable. Walls are finished in aged plaster, hand made terra cotta floors have been acid washed and stained to reflect centuries of wear, and authentic frescoes and ceiling beams inspired by the Renaissance period add depth and character throughout. The great room provides a dramatic setting for entertaining with soaring 22 foot ceilings, a gas fireplace, and a wet bar accented by a hammered copper sink. The chef’s kitchen is equipped with an Italian eight burner gas range and Brazilian soapstone countertops, while the dining room features a rare brick vaulted ceiling that reinforces the home’s Mediterranean soul and creates a truly immersive dining experience. The primary suite is a romantic retreat with his and hers walk in closets and a spa like bath wrapped in rich wood and stone finishes. Additional spaces include two to three guest bedrooms, dual offices, a bonus room, and a wine room. A private elevator connects every level, offering effortless access from the garage to the living spaces above. A true 2,500 square foot ground level garage offers tandem parking for four plus vehicles, making it a dream for car collectors. Outdoor living is exceptional, with stone and wrought iron terraces, an outdoor kitchen and bar on the main level, all designed to capture natural breezes and expansive water views. The newly completed infinity edge pool and spa create a striking visual effect, with the water appearing to seamlessly spill into the bay. This storybook residence is ideally located near Sarasota’s beaches, dining, and cultural attractions, offering a rare blend of architectural artistry, privacy, and timeless elegance.

315 S Shore Drive, Sarasota

894 Freeling Drive, Sarasota
$3,695,000
Bay Island Shores SubDv. ⋅ 34242 Zip Code
Zoning confirmation letter in from City of Sarasota. Ready for permitting and your custom dream home. This waterfront gem fronts Roberts Bay, facing Edwards Island, and offers unobstructed 180-degree views of dolphins, various bird species, and manatees. It's a perfect canvas for creating your customized residence. Located on the prized northern tip of Siesta Key, nestled on the Freeling Drive peninsula, this exquisite parcel blends sophistication with coastal living. Bay Island is renowned for its admired homes and architectural beauty, redefining island luxury along one of the area’s most pristine waterways. The oversized homesite is just under 15,000 square feet and features an impressive 155 feet of brand-new two-foot-elevated seawall, offering stunning panoramas. This location is ideal for boating and fishing enthusiasts, or for simply enjoying breathtaking sunrises and sunsets in unmatched natural beauty. Access on and off the island is easy, with Siesta Key Village's vibrant shops and restaurants, as well as the world-renowned Siesta Key Beach, just minutes away. Downtown Sarasota, with its galleries, theater, and fine dining, is also a short drive. Opportunities like this are rare, making this property a true gem for anyone seeking the ultimate waterfront address where privilege and prestige are embedded in an affluent lifestyle. I highly recommend experiencing the magic of this property for yourself. Choose any architect or builder to make your dreams come true. Owner will consider financing.

894 Freeling Drive, Sarasota

4050 Higel Avenue, Sarasota
$25,000,000
5 Beds ⋅ 7 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. To be complete in a few months. An unmatched luxury beach estate, this Gulf-front upcoming masterpiece offers sweeping ocean views and a private stretch of sand on Siesta Key. Designed and built by Pham Development, the iconic Mid-Century Modern residence is privately gated and designed to deliver resort-level living on one of Florida’s most coveted coastlines, with breathtaking views of the Gulf’s sparkling waters. Spanning 14,943 sq. ft. under roof, with 6,301 sq. ft. of air-conditioned interiors, the home features 5 bedrooms, 6 full baths, and 1 half bath. Engineered for longevity, it rests on a fortified foundation with a planned riprap seawall installation, complemented by a luxurious infinity pool and hot tub overlooking the gorgeous Gulf waters. Lifestyle amenities rival the finest resorts: a rooftop with spectacular ocean views and a full personal fitness center with a yoga studio. Entertainment spaces abound, with opportunities for a movie theater room, an ocean-view office, a gun and jewelry safe room, and an enclosed garage accommodating up to 16 cars. Paddle board and kayak access lead directly to the Gulf, with options for a beach volleyball or pickleball court. The grand primary suite features an expansive Gulf-facing terrace, his-and-hers walk-in closets, and spa-inspired baths, with stunning water views creating a serene coastal retreat. Multiple terraces, a Wolf-equipped outdoor kitchen, a chef’s kitchen, and a butler’s pantry add to the all-inclusive luxury lifestyle of this home. The chef’s kitchen will feature a 72-inch Sub-Zero refrigerator, Cove dishwasher, and Wolf range, coffee maker, and microwave. More than a residence, this estate is a legacy home crafted for generations, with an indoor-outdoor footprint tailored for both grand entertaining and intimate coastal living, all framed by extraordinary Gulf views. One or more photos have been virtually staged. Private showings are available upon request.

4050 Higel Avenue, Sarasota

5300 Ocean Boulevard Unit 301, Sarasota
$1,195,000
2 Beds ⋅ 2 Baths ⋅ Terrace East SubDv. ⋅ 34242 Zip Code
RELISTED WITH AN ALMOST $200,000 PRICE ADJUSTMENT. This unique beach condo with sunrise, sunset and 270-degree views is an excellent opportunity. A beachy 1,446 square-foot, 2-bedroom 2-bath corner residence with extra space for a den boasts a special sunny, oversized corner, south-facing wraparound balcony with views of the beach, Gulf of Mexico, heated pool and Siesta Village. The unusual 1,130 square foot terrace adds extra space and is very useful for romantic alfresco dining, entertaining family and friends, special parties, kid's play space, put-put golf, shuffleboard, Florida sunning and more, which is not available in other condos. From this incredible Siesta Key location, you just walk out to the sugar-white sands of #1 Siesta Key beach for a relaxing swim in the azure-blue Gulf of Mexico or get some exercise walking the 3 miles of beachfront, snorkel, paddleboard, or take your beach bike for a spin on the beach. Enjoy your morning coffee or a cocktail from your extensive terrace balconies while watching the colorful hues of the Florida sunrise and sunset without having to leave your condo. For an entertaining experience, you are steps from quaint Siesta Village to indulge in fun shopping, dining and live music. The floor plan flows from the balcony on the beachside through to the back of the building with views looking east over Siesta Village and west over the Gulf of Mexico. This delightful light & bright larger corner residence features tile throughout perfect for beach living, a covered parking space and is just waiting for your personal touch. The elevator serves only two condos per floor with an updated private foyer and private laundry facilities shared by two condos. Private & exclusive Terrace East has a modern updated lobby and social room, newly refinished pool with new grills & refrigerator, new pool furniture, new roof in 2025, and equipped fitness center. All the fixed windows in all the condos will be replaced by the association by January 2028. This is a secure gated building with onsite full-time manager and maintenance man, very well-run association with active board and no current special assessments, and a secure surveillance system. Amenities include a heated pool for laps, a tennis court, pickleball, active fitness center, beautifully landscaped garden and grounds, and bicycle & paddleboard storage. Come make this your future Florida home!

5300 Ocean Boulevard Unit 301, Sarasota

7739 33rd Lane E, Sarasota
$445,000
3 Beds ⋅ 2 Baths ⋅ Maple Lakes SubDv. ⋅ 34243 Zip Code
Lakefront Living in North Sarasota’s Desirable Maple Lakes Community. Welcome to this inviting 3-bedroom, 2-bathroom lakefront home in North Sarasota's desirable Maple Lakes community. Featuring an open-concept floor plan, tranquil pond views, spacious outdoor living areas, and smart-home upgrades, this home offers a wonderful blend of comfort, convenience, and Florida lifestyle living. The thoughtfully designed interior features a spacious living area that flows seamlessly into the dining room and bonus room, creating an ideal setting for everyday living and entertaining. Natural light pours in through French doors, and the bonus room offers picturesque pond views and a welcoming connection to the outdoors. Enjoy Florida’s beautiful surroundings from the expansive 44' x 10' backyard paver patio overlooking the pond. Watch fish, ducks, turtles, egrets, and a variety of birds while relaxing in your own peaceful outdoor retreat. The kitchen features Shaker-style cabinetry, stainless steel appliances, a convenient bar counter, and a cozy dinette area. Sliding glass doors open to an additional 35' x 9' side-yard paver patio, providing even more space for cooking on your outdoor barbecue, entertaining, or simply enjoying the Florida sunshine. The bright and airy primary suite overlooks the pond, offering a relaxing retreat at the end of the day. The primary bathroom features a custom smart mirror with color-changing, illuminated framing for a modern touch. Notable updates and features include a new roof in 2025, stainless steel appliances, smart-home controls for select lighting, ceiling fans, and the sprinkler system, a smart lock on the primary entry door, and smart garage door control. With no CDD fees, this property offers additional value and flexibility. Conveniently located just off Tallevast Road, Maple Lakes is a tucked-away neighborhood across from Kinnan Elementary School and minutes from Sarasota Bradenton International Airport. Enjoy convenient access to University Town Center, Nathan Benderson Park and its world-class rowing facilities, downtown Sarasota, the Ringling Museum, USF, New College, Ringling College of Art and Design, theaters, art galleries, and an excellent selection of restaurants. Beautiful Gulf Coast beaches, including Siesta Key Beach and Lido Beach, plus the shopping and dining of St. Armands Circle, are just a short drive away. Whether you're seeking a peaceful pond-side retreat or easy access to Sarasota’s shopping, dining, arts, and coastal attractions, this home offers an appealing mix of neighborhood charm and Florida living. Experience the immersive 3D interactive panoramic tour to explore every detail and discover this home’s beauty!

7739 33rd Lane E, Sarasota

775 John Ringling Boulevard Unit 24, Sarasota
$575,000
2 Beds ⋅ 2 Baths ⋅ Sarasota Harbor East SubDv. ⋅ 34236 Zip Code
Fall in love with breathtaking views of the turquoise waters of Sarasota Bay, the illuminated Ringling Causeway at night, and spectacular fireworks displays over the bay on the Fourth of July and New Year’s Eve. This charming 2-bedroom, 2-bathroom condo is offered turnkey with optional furnished, making it easy to move in and start enjoying the Florida lifestyle. The inviting open-concept floor plan features ceramic tile flooring, a renovated kitchen and bathrooms, and an enclosed lanai where you can relax and take in the beautiful surroundings. A shared laundry room is conveniently located right next door. Enjoy an impressive selection of community amenities, including a clubhouse, a waterfront community pool with sweeping bay views, shuffleboard courts, a community gas grill, secured bicycle storage, and kayak storage. Even better, complimentary boat slips are available on a first-come, first-served basis and can accommodate sailboats and powerboats up to 30 feet, subject to availability and community rules. Located in a prime Sarasota waterfront setting, Sarasota Harbor East offers an exceptional opportunity to enjoy boating, beach days, vibrant downtown dining, and unforgettable sunsets. Rentals are permitted after one year of ownership, subject to community restrictions. Whether you're looking for a seasonal escape, a waterfront retreat, or your next Florida home, this Sarasota gem is one you won't want to miss!

775 John Ringling Boulevard Unit 24, Sarasota

5924 Mariposa Lane, Sarasota
$795,000
4 Beds ⋅ 4 Baths ⋅ Isles Of Sarasota SubDv. ⋅ 34238 Zip Code
Virtually Staged. IMMACULATE residence with many updates. The most desirable street and most beautiful & expansive lake views in the Isles of Sarasota. This 4-bedroom residence is one of the last Carlyle models built with high-quality poured concrete construction. Fantastic updated kitchen with Bosch stainless appliances, blue pearl granite counter tops and glass mosaic backsplash. All four bathrooms renovated 2026 with quartz tops and Hansgrohe fixtures. Custom hand-scraped maple hemlock wood floors, double crown molding, custom built-ins in the family room, high ceilings, custom recessed lighting, whole-house water filtration/softener system, central vacuum, plantation shutters in every room, and freshly painted interior. All windows replaced with PGT impact windows in 2025. Saltwater heated pool with brick paver deck, invisible screened lanai and custom landscape lighting. Additional remote-controlled hurricane screen to close off lanai during storms. Mini-split A/C in the garage for your projects. This floor plan offers lots of flexible space for home offices, study/den and hobbies. This is the largest maintenance-free home in the Isles, offering a resort-style pool, tennis & pickleball courts, basketball & bocci ball, fitness center, large clubhouse with activities director and a playground. Minutes from the Legacy Trail and shopping, restaurants and Siesta Key beach. These owners have thought of everything. Do not miss out on this special home!

5924 Mariposa Lane, Sarasota

3376 S Seclusion Drive, Sarasota
$670,000
3 Beds ⋅ 2 Baths ⋅ South Gate SubDv. ⋅ 34239 Zip Code
Welcome to your own tropical treehouse retreat, tucked beneath a canopy of mature trees with Phillippi Creek winding along two sides of the property. This distinctive 3-bedroom, 2-bath home offers 2,083 square feet of thoughtfully designed living space, beautiful updates and a setting that feels private, peaceful and truly unique. The main living level is located on the second floor, where soaring ceilings and abundant natural light create an immediate sense of openness. The spacious, chic kitchen is beautifully updated with stainless steel KitchenAid appliances, including a built-in oven and microwave, and flows seamlessly into the dining area and generous living room. Two bedrooms and a beautifully updated full bath are also located on this level, with the bathroom featuring an oversized walk-in shower and separate soaking tub. One of the highlights of the home is the expansive covered and screened lanai, accessible from both the living room and one of the bedrooms. Surrounded by mature trees, it is the perfect place to enjoy morning coffee, evening sunsets, nights around the fire pit or relaxed gatherings with family and friends. The entire upper floor is dedicated to the private primary suite, creating a retreat all its own. The oversized bedroom features high ceilings and plenty of space for a full bedroom set, sitting area, home office or reading nook. Step outside to a private partially covered screened lanai overlooking the lush surroundings. The spacious primary bath features an oversized walk-in shower with multiple showerheads, soaking tub and dual vanity. Just beyond is a large walk-in closet with built-ins and the added convenience of a washer and dryer within the suite. Outside, Phillippi Creek wraps around two sides of the property, offering a beautiful natural backdrop and direct access for kayaking and paddleboarding, with the opportunity to explore the waterways toward the Intracoastal. Mature trees, native surroundings and abundant wildlife make this a special setting for nature lovers. Smart-home features add modern convenience throughout, including Lutron lighting, in-ceiling speakers, an Arlo camera system and an August automated front door lock. All of this is set in a convenient Sarasota location just a short drive from Siesta Key, downtown Sarasota and the Lakewood Ranch/UTC area. Unique, updated and surrounded by nature, this is a Sarasota home unlike anything else on the market.

3376 S Seclusion Drive, Sarasota

214 Tenacity Lane, Sarasota
$7,500,000
3 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
A truly rare offering on Siesta Key, this elevated, direct beachfront residence is one of only seven homes on private Tenacity Lane. With the powdery white sands of Siesta Beach just beyond your backyard and sweeping western and northern facing Gulf views from multiple levels, this is the kind of property that seldom becomes available. Positioned to take full advantage of its setting, this 5,444-square-foot, 3-bedroom, 4-bath residence captures a sweeping, wide-open coastal panorama and an exceptionally unobstructed northern view. The main living level is designed around the view. Nearly 40 feet of impact sliding glass doors span the living and dining areas, creating a dramatic connection to the Gulf and filling the open-concept living, kitchen, and dining spaces with natural light. Step outside to an impressive approximately 40-by-13-foot beachfront deck — an exceptional setting for morning coffee, sunset dinners, grilling, stargazing or simply watching the waves just beyond your backyard. The kitchen features white wood cabinetry, granite countertops, stainless steel appliances and a Thermador six-burner gas range, complemented by a full butler’s pantry with beverage fridge, ice maker and sink. Just beyond the butler’s pantry is a dedicated laundry room, followed by a private guest suite offering its own full kitchen, bath, living and sleeping areas, plus a separate exterior entrance. Upstairs, the primary suite is a private beachfront retreat, with Gulf views directly from the bedroom and a large private covered deck overlooking Siesta Key Beach and the Gulf. The expansive suite also includes generous closet space, an additional washer and dryer, and his and hers bathrooms. Outdoor living continues beneath the home with a large composite-decked entertaining area and additional yard space. A gated entrance, impact windows and sliders, two full sets of washers and dryers, a three-car garage and oversized driveway add to the home’s privacy and functionality. Here, the Gulf is not simply a view—it is part of everyday life, with the beach literally at your back door, sunsets unfolding across the horizon and Siesta Key Village only steps away. This is the kind of setting that turns everyday living into something extraordinary.

214 Tenacity Lane, Sarasota

809 Idlewild Way, Sarasota
$3,850,000
4 Beds ⋅ 5 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code
Completely remodeled from top to bottom and expanded with a new 1,200 square foot, two-level addition, 809 Idlewild Way is a one of one contemporary waterfront oasis offering the look, feel and comfort of a new home in a prime Siesta Key location. Set on a high elevation site that sustained zero water damage during the 2024 hurricanes, this boater’s paradise occupies a coveted cul-de-sac with 109 feet of water-frontage on the Grand Canal. The comprehensive renovation includes new electrical and plumbing, new HVAC systems, impact windows and doors, premium interior finishes and extensively redesigned outdoor living spaces. Extensive structural improvements opened the living room, kitchen and covered patio toward the water, removing obstructing columns and preserving uninterrupted views across the pool and waterfront. Expansive sliders surrounding the primary suite bring in natural light and further connect the room to the water. The renovation carries through the exterior, where lush landscaping, integrated architectural lighting, a distinctive pergola entry, standing seam metal roof and stone fascia reinforce the home’s modern architectural character. Inside, premium engineered hardwood flooring, custom tray ceilings with integrated designer lighting, meticulous level 5 drywall and masterfully executed finish carpentry create a sophisticated interior. The gourmet kitchen features custom cabinetry and natural quartzite surfaces, complemented by additional custom bar cabinetry and entertaining space in the dining area. Beautifully appointed bathrooms are extensively wrapped in tile with dramatic glass shower enclosures. The home is offered furnished and move-in ready. Resort style outdoor living, created with entertaining in mind, centers around a new saltwater pool with a sun shelf, integrated fire and water features, a sealed paver deck, outdoor kitchen and gathering spaces overlooking the waterfront. A custom U shaped dock with a 24,000lb boat lift, power, softened water and lighting completes the boating experience, with Sarasota Bay just a short boat ride away. The seller’s Formula boat is also available for purchase separately. A new elevated seawall cap and reinforcing wall, 500 gallon underground propane tank and whole home generator add comfort and resilience. All of this is complemented by the beaches, dining and relaxed island lifestyle that make Siesta Key such a distinctive place to call home.

809 Idlewild Way, Sarasota

401 Quay Commons Unit PH1902, Sarasota
$14,450,000
4 Beds ⋅ 5 Baths ⋅ Ritz Carlton Residences Quay Sarasota SubDv. ⋅ 34236 Zip Code
Rare Opportunity! Own the top-floor, center Penthouse at The Ritz-Carlton Residences! This premium Penthouse location anchors The Quay Sarasota waterfront development, offering nearly 5,000 square feet of refined living space on the highest level of the tower—delivering unmatched privacy, scale, and spectacular panoramic views. Step from your private elevator into an elegant foyer with double doors, opening to a sophisticated flow-through floor plan designed for both grand entertaining and serene everyday living. Gaze across the water to Longboat Key, Lido Key, and Siesta Key, with sweeping panoramic views stretching from Tampa Bay southward toward Venice. Watch the sun set over Sarasota Bay and the Gulf, enjoy the lights of the Ringling Bridge illuminate the night, and appreciate the ever-changing colors of the Bay unfold from every principal room and the expansive outdoor terrace. This Penthouse offers your own personal view of Mother Nature’s beautiful artwork each day! The residence features approximately 4,855 square feet of interior living space, including four bedrooms, a private den, and five full bathrooms, along with a generous outdoor living area of approximately 900 square feet, complete with an outdoor grill—perfect for alfresco entertaining against an unmatched backdrop. High ceilings, open living and dining areas, a chef-inspired kitchen and butler’s pantry, and spa-like primary suite create a private retreat of the highest caliber. Three secure parking garage spaces and private storage accompany the home. Residents of 401 Quay Commons enjoy the legendary service and amenities for which The Ritz-Carlton is renowned. A private, covered walkway provides seamless access to the neighboring Ritz-Carlton Hotel, where optional in-room or poolside dining (including from legendary Jack Dusty’s) and full hotel services are available. On-site, a dedicated 24-hour concierge and valet team anticipate every need. Building amenities include a 70-foot lap/fitness pool, a resort-style pool, spa/ hot tub, state-of-the-art fitness center, residents’ club with demonstration kitchen, grand salon, private dog park, and climate-controlled storage—all set within the vibrant Quay Sarasota waterfront district with its boardwalk, marina, park, restaurants, and shops. This is more than a residence—it is a rare chance to own one of the most privileged addresses and views in Sarasota, where Bay-to-Gulf panoramas, five-star service, and the energy of the cultural district converge at the very top of The Ritz-Carlton Residences.

401 Quay Commons Unit PH1902, Sarasota

1423 Hillview Drive, Sarasota
$14,900,000
6 Beds ⋅ 9 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code
Set along 134 feet of waterfront in Sarasota’s prestigious Harbor Acres, this nearly 12,000-square-foot estate has been newly enhanced with a new roof, a completely redesigned primary bathroom, and a refreshed kitchen, butler’s pantry, and catering kitchen, bringing a fresh perspective to an exceptional waterfront residence. Sweeping views extend across Sarasota Bay to the Ringling Causeway and downtown skyline, creating a remarkable backdrop for a home that pairs substantial scale with refined interiors, expansive entertaining spaces, and a resort-inspired lifestyle. A palm-lined paver drive leads to the stone-clad residence, where travertine steps, a porte cochere, and an expansive front porch introduce interiors defined by soaring proportions, custom millwork, wood columns, detailed archways, crown molding, and wainscoting. Designed for effortless everyday living and large-scale entertaining, the home features expansive waterfront gathering spaces, including a family room with zero-corner sliders, walls of glass, a coffered wood ceiling, and a stone fireplace. The kitchen is centered around an oversized island and complemented by premium appliances, a walk-in pantry, separate catering kitchen, and casual dining area overlooking the water, while a dedicated wine room, entertaining bar, and fully appointed home theatre create additional spaces for hosting. The primary suite serves as a private waterfront retreat with a terrace, sitting room with fireplace, coffee bar, dual walk-in closets, and newly redesigned spa-inspired bath. A separate in-law suite offers its own kitchenette, living room, laundry, and terrace, while four additional guest suites with private baths, a bonus room with terrace, fitness room, built-in homework area, dual staircases, three-stop elevator, and abundant garage and storage space provide exceptional flexibility. Outdoors, the estate unfolds as a private waterfront resort with a pool featuring a sun shelf, stone accents, and cascading water features, a raised spa, outdoor kitchen and bar, dedicated pool bath, turf lawn, fire pit, hammock area, multiple terraces, and private dock. A spiral staircase provides a direct connection between the primary suite terrace and outdoor living spaces below. Located just minutes from downtown Sarasota and Southside Village, the estate places Sarasota’s acclaimed dining, shopping, arts, and cultural destinations within easy reach, while the world-renowned white-quartz sands of Siesta Key Beach, consistently recognized among the nation’s best beaches by Tripadvisor, are only a short drive away. Sarasota-Bradenton International Airport is also conveniently nearby, offering effortless access for owners and guests alike. This exceptional Harbor Acres estate brings together substantial waterfront living, resort-caliber amenities, and an enviable location at the heart of the Sarasota lifestyle.

1423 Hillview Drive, Sarasota

7303 Weeping Willow Drive, Sarasota
$895,000
4 Beds ⋅ 3 Baths ⋅ Woodlands - Bent Tree SubDv. ⋅ 34241 Zip Code
Virtually Staged. Welcome to Woodlands II, the RARELY AVAILABLE gated enclave of Bent Tree Village, known for its oversized lots, custom-built estate homes, and wildlife-rich surroundings. This exquisite solar-powered estate home offers privacy and natural beauty on an impressive two-thirds-acre, pie-shaped lot with featuring breathtaking water views and plenty of space between you and your neighbors. From the moment you enter, your eyes are drawn to the lake view that leads to an impressive 1,100 square ft. covered lanai space, seamlessly extending to your private pool with an outdoor shower and TWO pool bathrooms. Inside, you'll discover four generously sized bedrooms, two-and-a-half bathrooms, and a versatile dining room featuring pocket sliding doors, offering the flexibility to serve as a private home office or den as well. Multiple French doors lead to an expansive pool deck with an abundance of covered outdoor living space, perfect for entertaining family and friends while enjoying the picturesque waterfront setting. Notable upgrades include SOLAR PANELS, ROOF installed 2018, 2020 HURRICANE IMPACT WINDOWS, fresh INTERIOR PAINT, UPDATED LANDSCAPING, RENOVATED BATHROOM, beautiful NEW TRAVERTINE FLOORING throughout the oversized lanai, a 2021 A/C, and an EXTENDED DRIVEWAY offering ADDITIONAL PARKING space. Golf enthusiasts will appreciate Bent Tree Golf Course, an established 18-hole, par-72 course rich in history and surrounded by breathtaking natural Florida scenery. Best of all, golf membership is not required to enjoy living in Bent Tree. With LOW HOA FEES, NO CDD FEES, and NOT in a FLOOD ZONE, this home will check all your boxes so schedule your private showing today because this will not last!

7303 Weeping Willow Drive, Sarasota

2050 Benjamin Franklin Drive Unit B704, Sarasota
$2,495,000
3 Beds ⋅ 3 Baths ⋅ Orchid Beach Club Residences SubDv. ⋅ 34236 Zip Code
Set high on the seventh floor of the prestigious Orchid Beach Club, this tastefully furnished residence captures sweeping, panoramic vistas of the Gulf of Mexico, Sarasota Bay, and the downtown skyline. Offering nearly 3,000 square feet of impeccably designed living space, this beachfront haven features three spacious bedroom suites, 3 full all-marble baths, private elevator entry, and 3 expansive private terraces designed for indoor-outdoor coastal living. Updated by award-winning designer Barbara Gardner , the interior radiates an estate-style sense of opulence. Extraordinary craftsmanship is evident throughout, highlighted by cove ceilings with inset lighting, custom crown molding, decorative arched alcoves, and warm wood paneling. Private elevator access opens into a refined foyer, where custom iron filigree doors lead to a stately living room adorned with gleaming marble floors and full-height sliding glass doors that frame uninterrupted water, beach, and downtown views. The chef's kitchen features a central island, quartz countertops, paneled Subzero refrigerator, and premium appliances including Bosch double wall ovens, a 5-burner Bosch gas cooktop, Dacor warming drawer, and microwave drawer. Adjacent to the kitchen, a sunlit breakfast nook and dedicated dining area—distinguished by designer lighting and seating for eight—offer unobstructed sightlines across the living space to the Gulf beyond. Out on the primary terrace, an outdoor kitchen equipped with a new DCS gas grill and granite surround extends the living space for al fresco dining. The primary owner's retreat boasts a comfortable sitting area, walk-in closet, and direct terrace access with picture-perfect water views. The oversized primary bath is a spa-like sanctuary featuring a glass-enclosed shower, deep soaking tub, bidet, dual vanities plus a separate makeup vanity, and a convenient morning bar. Each guest bedroom serves as a private getaway with direct terrace access and high-end marble and quartz finishes. Modern infrastructure upgrades include multi-zone smart-home A/C, motorized window treatments, fresh paint, designer wall coverings, and a new water heater. Orchid Beach Club is an exclusive, resort-style gated community of just 54 residences nestled along pristine white sands. Residents enjoy 24/7 security, concierge and doorman services, covered garage parking, a heated Gulf-front pool and spa, fitness center, social rooms, library, and a private dog run. Located just moments from the world-class shopping and dining of St. Armands Circle and downtown Sarasota, this residence offers the ultimate beachfront lifestyle.

2050 Benjamin Franklin Drive Unit B704, Sarasota

862 Hudson Avenue Unit 862, Sarasota
$850,000
3 Beds ⋅ 2 Baths ⋅ Hudson Landings SubDv. ⋅ 34236 Zip Code
Waterfront living plus deeded 34-foot boat slip, West of Trail and fully furnished. Live the Sarasota waterfront lifestyle you’ve been dreaming about in Hudson Landings, a sought-after West of Trail community where tranquil waterfront living meets the energy and convenience of downtown. Now confirmed that the deeded boat slip accommodates a vessel up to 34 feet, a rare and valuable opportunity for boating enthusiasts with direct access to Sarasota Bay and the Gulf of Mexico. Privately along a peaceful canal, this beautifully maintained ground-floor residence offers an exceptional blend of comfort, style and effortless Florida living. The 1,362-square-foot floor plan features three bedrooms and two baths, with an inviting open-concept layout designed for relaxed everyday living and easy entertaining. Natural light pours through expansive windows, while elevated ceilings create an airy, spacious feel. At the heart of the home, the updated kitchen showcases granite countertops, stainless steel appliances and casual seating, opening seamlessly to the living and dining areas. Go outside and enjoy serene waterfront surroundings, lush tropical landscaping and views of the bayou and community pool. The peaceful primary suite provides a private retreat, while two additional bedrooms offer plenty of space for guests, family, a home office or flexible living arrangements. Thoughtful upgrades and amenities add to the appeal, including hurricane-rated windows and sliders, a detached one-car garage and a heated community pool. And with the residence offered fully furnished, you can settle in and start enjoying the Sarasota lifestyle immediately. Spend your days on the water, relax poolside, explore downtown Sarasota’s celebrated restaurants, galleries and cultural attractions, or simply savor the tranquility of your waterfront retreat. A deeded 34-foot boat slip, West of Trail location, garage and fully furnished turnkey residence make this a special Sarasota opportunity. Experience the lifestyle for yourself as your waterfront escape is ready.

862 Hudson Avenue Unit 862, Sarasota

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