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$2,600,000
4 Beds 3 Baths Harmony Sub SubDv. 34242 Zip Code
Stroll to the Village. Walk to the Beach. Cruise to the Gulf of Mexico. Elegant Siesta Key Waterfront Living. Don’t just move. Arrive! Enter into your residence, and the world falls away. Picture-perfect postcard views from nearly every room await to welcome you home. Nestled on an unrivaled point at the intersection of the Grand Canal’s most impressive waterways, this newly renovated, rare find offers you the complete package. Luxury finishes, high-tech resilience, and the quintessential Siesta Key lifestyle are prepared for you to move in ready. A brief stroll from the vibrant energy of Siesta Key Village and the quartz sands of Siesta Beach. With an astounding approximately 240 feet of private seawall and offering long-range canal views creating a lagoon-like setting, this opportunity simply cannot be replicated. While offering crisp, clean lines of modern contemporary style, the infrastructure is strictly 2026-ready. This unique residence provides both luxurious aesthetic appeals, featuring a fully updated chef’s kitchen and designer baths, and "invisible luxury". The peace of mind that comes from the resilience of a durable metal roof, new seawall, and all-new high-velocity hurricane windows and doors, new flooring, wood burning fireplace, and new electrical, plumbing, as well as new three-zone HVAC and mechanical systems, has been thoughtfully provided. And, for your peace of mind, professional night vision high-tech security cameras and systems were installed in 2026. The preferred split plan offers three additional bedrooms, including a private guest suite with its own separate entrance and ensuite bath. Life at 339 Treasure Boat Way centers around the water. Venture out onto the paved, open-air pool deck to find a 2026 freshly re-finished Aqualink-controlled, saltwater, heated pool and spa with LED lighting. Enjoy gentle, golden morning sun and cool, shaded afternoons—perfect for entertaining and alfresco dining. An oversized detached two-car air-conditioned garage, fenced yard for pets, and ample guest parking.

339 Treasure Boat Way, Sarasota

$1,300,000
3 Beds 2 Baths Siesta Beach SubDv. 34242 Zip Code
Welcome to effortless island living in one of Siesta Key’s most sought-after family-friendly neighborhoods. Nestled on a quiet street, this beautifully reimagined three-bedroom, two-bathroom pool home offers exceptional quality, timeless finishes, and complete peace of mind. Completely renovated from the studs between 2021 and 2023, every major system and finish has been thoughtfully updated, creating a truly turnkey residence where every detail has already been done. Built with solid concrete block construction, the home features a new metal roof, impact-rated windows and garage door, all-new electrical, new plumbing with PEX water lines, new drain lines and relined sewer lines, new HVAC ductwork, new flooring throughout, and new interior doors. At the heart of the home is a designer kitchen featuring custom solid wood cabinetry, stunning quartzite countertops, and a premium Thermador Professional appliance package. The open layout flows seamlessly into the living and dining spaces, making it ideal for both everyday living and entertaining. Both bathrooms have been completely renovated with luxury finishes, including custom solid wood cabinetry throughout. The serene primary suite features an elegant marble tiled bathroom, creating a spa like retreat. Step outside to your own private tropical oasis. The resurfaced pool, new pool pump, and expansive travertine patios in both the front and backyard create the perfect backdrop for relaxation or gatherings. The outdoor living experience is further enhanced by an outdoor shower, an expansive backyard patio designed for entertaining, a designated grill area, landscape lighting, and a fully fenced backyard for privacy. For added convenience, the property includes a dedicated 50-amp EV charger and is wired for a whole-house generator connection, ensuring modern functionality and peace of mind alongside its beautifully curated outdoor spaces. Lush tropical landscaping, a new irrigation system, and a new pool safety fence complete the thoughtfully curated outdoor spaces. For added confidence, both the home and pool sustained no damage during the recent hurricanes, a testament to the home’s quality construction and extensive renovations. Located just minutes from world famous Siesta Key Beach, exceptional dining, shopping, parks, and Sarasota’s vibrant cultural amenities, this move-in-ready home offers the perfect combination of luxury, location, and lifestyle. This is a rare opportunity to own a fully renovated Siesta Key home where every major improvement has already been completed—simply move in and enjoy island living at its finest.

801 Edgemere Lane, Sarasota

$5,250,000
3 Beds 4 Baths Sunset Beach SubDv. 34242 Zip Code
Introducing Residence #304 at Sunset Beach, Siesta Key's newest luxury address, where sophisticated coastal design and effortless living come together in an exclusive boutique beachfront community. One of only 11 private residences, this beautifully appointed home offers an exceptional blend of spacious interiors, elevated finishes, and timeless modern elegance. Designed to maximize comfort and functionality, the open-concept floor plan is filled with natural light through floor-to-ceiling hurricane-impact glass that seamlessly connects the living spaces to expansive outdoor terraces. The chef's kitchen is thoughtfully crafted with custom cabinetry, premium Wolf and Sub-Zero appliances, and designer finishes, while the spacious great room creates the perfect setting for entertaining or simply unwinding after a day on the beach. Luxurious bedroom suites provide a private retreat, each designed with comfort and sophistication in mind. Situated on 2.5 Gulf-front acres with 175 feet of private beachfront, Sunset Beach offers an unmatched collection of resort-style amenities, including a beachfront pool and spa, private cabanas, a fire pit, fitness center, grilling area, bicycles, and private owner storage. Just a short walk from Siesta Key Village, you'll enjoy boutique shopping, acclaimed restaurants, coffee shops, and live entertainment while returning home to the privacy and exclusivity of one of the island's most coveted new communities. Residence #304 offers the perfect combination of luxury, location, and exceptional design, making it an extraordinary opportunity to own at Siesta Key's newest luxury address.

70 Avenida Veneccia Unit 304, Sarasota

$6,750,000
4 Beds 4 Baths Sunset Beach SubDv. 34242 Zip Code
Introducing Residence #201 at Sunset Beach—the corner model residence at Siesta Key's newest luxury address. This professionally designed showcase home offers breathtaking Gulf views, abundant natural light, and an exceptional blend of modern coastal elegance, all within an exclusive collection of just 11 beachfront residences. Designed for both everyday living and effortless entertaining, the residence features an open-concept floor plan with floor-to-ceiling hurricane-impact glass that seamlessly connects the interior to expansive Gulf-front terraces. Every detail has been thoughtfully curated with high-end designer finishes, a custom chef's kitchen featuring Wolf and Sub-Zero appliances, and a private bar in the living area—perfect for hosting family and friends. Situated on 2.5 Gulf-front acres with 175 feet of private beach, Sunset Beach offers resort-style amenities including a beachfront pool and spa, cabanas, fire pit, fitness center, grilling area, bicycles, and private owner storage. Ideally located, you'll enjoy the privacy of a boutique beachfront community while being just a short walk to Siesta Key Village, where charming boutiques, waterfront dining, coffee shops, and live entertainment await. Experience refined beachfront living at one of Siesta Key's most exclusive new communities. Contact us today to schedule your private tour of Residence #201.

70 Avenida Veneccia Unit 201, Sarasota

$480,000
3 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
This rare, freestanding 3-bedroom, 2-bath villa presents an exceptional opportunity to create the coastal home you've always envisioned in the premier Gulf front community of Whispering Sands. With its highly desirable floor plan, attached 2-car garage, and private fenced patio, this residence offers the perfect foundation for a truly personalized retreat. Professionally remediated following Hurricane Helene, this villa is being offered in its current condition. Featuring concrete floors, partial drywall, and no kitchen or bathroom fixtures, this residence offers a true blank canvas – inviting you to select every finish, fixture, and detail to create a home that reflects your own style and vision. Washer and dryer hookup is located in the garage. Important exterior improvements have already been completed, including NEW 2025 villa and garage roofs and fresh exterior paint, while a comprehensive two-year community landscaping enhancement plan is in the planning stages. Life at Whispering Sands is about far more than just your residence. Enjoy 800 feet of PRIVATE quartz sand beach, two heated pools, clubhouse (currently undergoing complete remodeling that will also include a catering kitchen and fitness rooms), beachside Tiki Hut, shuffleboard courts, canoe/kayak storage, and professionally maintained grounds, all just a short stroll from the shops, restaurants, and vibrant charm of Siesta Key Village. The comprehensive HOA fee includes cable, high speed internet, recreational amenities, landscaping, reserves escrow, HOA insurance, on-site management & maintenance team, security, water and sewer – allowing you to spend more time enjoying the island lifestyle. Freestanding villas in Whispering Sands are exceptionally rare. This is a unique opportunity to create a home that reflects your personal taste while enjoying maintenance-free living in one of Siesta Key's most desirable 55+ Gulf front communities.

208 Hourglass Way Unit V11, Sarasota

$1,699,000
3 Beds 3 Baths Siesta Beach SubDv. 34242 Zip Code
Under contract-accepting backup offers. What if every weekend felt like a vacation, and every vacation felt like home? Perfectly positioned just minutes from the powder-soft sands of Siesta Beach and the restaurants, boutiques, and nightlife of Siesta Key Village, yet tucked away on a quiet, oak-canopied street, 5121 Oxford Drive offers something increasingly rare: the ability to truly have it all. Whether you're searching for the ultimate family retreat, a luxury second home where lifelong memories are made, or a waterfront property with exceptional vacation rental potential, this home delivers the lifestyle buyers dream about without the compromises they dread. Forget spending months managing contractors, unexpected repairs, or costly renovations. Nearly every major component has already been upgraded, including a new deep-water dock with 10,000 lb. boat lift (2025), impact-rated Low-E sliders and doors (2025), new HVAC systems (2025), whole-home dehumidifier (2025), heated saltwater pool (2024), spa-inspired primary bath (2024), designer kitchen (2023), tankless water heater, hurricane-rated garage doors, climate-controlled garage, metal roof, and stunning Cumaru Brazilian teak wraparound balconies. Simply unpack and start living. Spend your mornings watching boats glide down the Grand Canal with coffee in hand, your afternoons cruising Sarasota Bay from your private dock just minutes away, and your evenings taking the golf cart to Siesta Village for dinner, live music, or a sunset walk on America's most celebrated beach. With 50 feet of deep-water frontage, boating isn't an occasional event—it's part of everyday life. For investors, few destinations generate year-round demand like Siesta Key, making this an exceptional opportunity to own a luxury property in one of Florida's most desirable vacation markets. For families, it's a place where children spend their days in the pool, weekends on the beach, and holidays become traditions that last for generations. This isn't simply another waterfront home. It's freedom from projects. Freedom from compromises. Freedom to enjoy the Siesta Key lifestyle the day you close. Homes that combine boating, beach access, golf cart convenience, luxury upgrades, and timeless coastal living in one complete package rarely become available. This is one of them.

5121 Oxford Drive, Sarasota

$3,699,000
4 Beds 3 Baths Harmony Sub SubDv. 34242 Zip Code
Luxury Waterfront Pool Home with Private Dock on Siesta Key Welcome to 412 Treasure Boat Way, an exceptional luxury waterfront residence that captures the very essence of Siesta Key living. Perfectly positioned along one of the island's desirable boating canals, this private waterfront home offers a seamless blend of timeless coastal architecture, sophisticated design, and the relaxed elegance that defines Florida's Gulf Coast lifestyle. Offering approximately 2,341± square feet, this beautifully designed 4-bedroom, 4-bathroom residence is thoughtfully crafted to maximize natural light, indoor-outdoor living, and tranquil water views. Expansive gathering spaces flow effortlessly to the resort-style outdoor living areas, creating an inviting atmosphere for entertaining, relaxing, and enjoying the beauty of the waterfront. The heart of the home is a well-appointed kitchen that opens to spacious living and dining areas, while large windows and sliding glass doors embrace the surrounding tropical landscape and peaceful canal setting. Every room has been designed to celebrate the home's exceptional waterfront location while providing comfort, privacy, and effortless everyday living. Step outside to your own private coastal retreat featuring a screen-enclosed resort-style pool, expansive lanai, lush tropical landscaping, and a private dock with convenient boating access to Sarasota Bay and the Gulf of Mexico. Spend your mornings kayaking or paddleboarding, enjoy afternoons on the water, and end each evening poolside as spectacular Florida sunsets reflect across the canal. Located just minutes from the world-renowned white quartz sands of Siesta Key Beach, Siesta Village's award-winning restaurants, boutiques, marinas, and entertainment, as well as the acclaimed arts, shopping, dining, and cultural attractions of downtown Sarasota, this residence offers an exceptional combination of luxury, privacy, convenience, and the coveted waterfront lifestyle. Whether you are searching for a Siesta Key waterfront home, luxury waterfront real estate in Sarasota, a private dock home, Florida Gulf Coast boating property, or an elegant seasonal retreat, 412 Treasure Boat Way presents an exceptional opportunity to own in one of the nation's most desirable coastal communities. More than a residence, this is a lifestyle defined by boating, sunshine, waterfront living, and unforgettable sunsets. Welcome home. Property Highlights • Luxury waterfront residence on Siesta Key • Approximately 2,341± square feet • 4 Bedrooms | 4 Bathrooms • Private dock with boating access to Sarasota Bay and the Gulf of Mexico* • Screen-enclosed resort-style pool • Open-concept living and entertaining spaces • Tropical landscaping • Minutes to Siesta Key Beach, Siesta Village, and downtown Sarasota • Ideal for boating, fishing, paddleboarding, kayaking, and year-round coastal living Buyer should independently verify all measurements, water access, boating capabilities, dock specifications, and any restrictions to their satisfaction.

412 Treasure Boat Way, Sarasota

$499,000
2 Beds 2 Baths Bay Oaks Estates SubDv. 34242 Zip Code
New Listing Photos now attached! Weekly rentals, prime Siesta Key location, and immediate income potential—this is the beach investment opportunity buyers wait for. Welcome to Bay Oaks, where island living meets exceptional rental flexibility in one of the most desirable communities on Siesta Key. This beautifully updated 2-bedroom, 2-bath condo is being offered fully turn-key furnished, making ownership effortless from day one. Even better, future rental bookings are already in place, allowing you to start generating income immediately—no waiting, no setup, no downtime. Just close and collect. Since its last listing, the home has been enhanced with a newly renovated kitchen, featuring stylish modern finishes that elevate both form and function. The bright, open-concept layout creates an inviting coastal feel, with seamless flow between the kitchen, dining, and living spaces—perfect for relaxing after a day at the beach or entertaining guests. Enjoy peaceful mornings on your private balcony surrounded by lush tropical landscaping, while both spacious bedrooms provide comfortable retreats filled with natural light. Bay Oaks is beloved for its unbeatable location and resort-style amenities. Situated on the bayside of Siesta Key and just moments from the powdery sands of world-famous Siesta Key Beach, residents and guests enjoy access to a sparkling pool, private fishing pier, tennis courts, shuffleboard, and beautifully maintained grounds. Hop on the free trolley for quick access to the restaurants, boutiques, and nightlife of Siesta Key Village. For investors, the biggest advantage is Bay Oaks’ highly desirable weekly rental policy—a rare and valuable feature on Siesta Key that opens the door to strong vacation rental demand and attractive income potential. Whether you're searching for a personal beach getaway, a savvy investment property, or the perfect combination of both, this Bay Oaks condo delivers. Flip-flops encouraged. **Updated Listing Photos Now Attached!**

6157 Midnight Pass Road Unit E12, Sarasota

$6,990,000
5 Beds 6 Baths Ocean Beach SubDv. 34242 Zip Code
Start living your dream lifestyle on world-famous Siesta Key in this Pham Development custom-built waterfront British West Indies–style home. Located on a quiet street on the north end of the key—close to the beach, Siesta Key Village and Out-of-Door Academy—and just minutes on and off the island, this residence offers island living at its best. Set on a corner canal-front lot, the two-story home features 5 bedrooms, 5 full bathrooms and 1 half bath, with 3,875 square feet under air, a great room floor plan, soaring 22-foot vaulted ceilings, and walls of windows and doors—including large pocket sliders—that bring in abundant natural light and seamlessly connect indoor and outdoor living. The adjacent dining area provides ample space for entertaining, while the stunning kitchen—completely open to the great room—serves as the heart of the home with a large 9-foot island with extended seating, professional stainless steel gas appliances and a walk-in butler’s pantry. The home also features a fully integrated security system, whole-home sound system and a complete Control4 smart home system. The first-floor owner’s suite offers a private retreat with a walk-in shower, freestanding tub, dual vanities, and a large custom walk-in closet. A laundry room, powder room and mudroom complete the first level, and a 3-car garage provides ample parking and storage. Upstairs you’ll find four en-suite guest bedrooms, an additional laundry area to service them, and an expansive second-level balcony to take in the views. Outdoor living includes approximately 1,502 square feet of covered lanai, an exterior wrap-around porch, and balcony space designed for enjoying the island lifestyle, complete with SunBrite outdoor TVs, and Brazilian hardwood ceilings. The privately gated driveway and fully fenced property are surrounded by lush landscaping, creating a secluded tropical setting with a large swimming pool, champagne spa and expansive pool deck perfect for relaxing or entertaining. A private well supports irrigation. With 31 linear feet of canal frontage, the property features a 31-by-12-foot electric boat lift rated for 6,500 pounds, two jet ski ramps and about a 4.5-foot draft—ideal for boating and enjoying the water, making this oasis the perfect place to enjoy the Siesta Key lifestyle.

4634 Higel Avenue, Sarasota

$1,600,000
2 Beds 2 Baths Siesta Beach SubDv. 34242 Zip Code
Your island escape awaits! Masterfully renovated and beautifully styled, this turnkey-furnished and move-in ready 2-bedroom, 2-bathroom, 1-car garage pool/spa coastal residence offers an unmatched island lifestyle on Siesta Key. Positioned on a tranquil residential street, this beautiful home sits at the intersection of privacy and prestige—just moments from the culinary delights of Siesta Village and the iconic white Quartz sands of Siesta Beach. The interior design embraces a bright, open floor plan defined by a sophisticated coastal color palette and seamless indoor-outdoor integration. At the heart of the home is the gourmet kitchen, featuring premium Cambria quartz countertops, classic farmhouse sink, and luxurious Wolf and Sub-Zero appliances. Thoughtful details include subway tile backsplash, a wine refrigerator, convenient pot filler, and custom soft-close cabinetry. Retreat to the primary bedroom suite, featuring a custom walk-in closet and an elegantly appointed en-suite bath with a granite-topped double-sink vanity and a beautifully tiled walk-in shower. Guests will enjoy total privacy in the secondary bedroom and guest bath with shower over tub. Outside, the screened lanai functions as an outdoor living room, offering views of the heated saltwater pool, integrated spa, and manicured tropical grounds, lovely in the evenings with custom outdoor lighting. Every detail has been upgraded for maximum comfort and durability, from the impact-glass windows and doors to plank tile flooring throughout, new laundry room with front-load Samsung washer & dryer and a high-efficiency tankless water heater. Boasting a proven location with income potential exceeding $100,000 per year, this property represents a rare opportunity as an excellent investment or your ideal seasonal or permanent home. No HOA! Schedule your showing today!

810 Plymouth Street, Sarasota

$4,490,000
5 Beds 6 Baths Bay Island SubDv. 34242 Zip Code
Currently under renovation. Welcome to an exceptional newly updated residence on he highly coveted Bay Island neighborhood on north Siesta Key, where timeless coastal architecture and modern luxury come together in one of Siesta Key’s most desirable locations. Situated on an expansive 0.48-acre homesite, this beautifully designed home offers 4,536 square feet of refined living space with a total of 5 bedrooms, 5 full bathrooms, and 1 half bath. Thoughtfully enhanced with new finishes, designer upgrades, and premium appliances throughout, the home also enjoys glimpses of the ocean water that complement its tranquil coastal setting. A private gated driveway leads to a detached 4-car garage, and guest suite with 2 bedrooms and 2 bathrooms, providing both privacy and convenience. At the center of the residence is a stunning chef’s kitchen designed for both everyday living and entertaining, complete with premium Sub-Zero refrigeration, professional-grade gas appliances, custom cabinetry, elegant stone surfaces, and a spacious center island. The adjoining great room and dining area seamlessly connect to the outdoor living spaces, while the luxurious primary suite provides a private retreat with a spa-inspired bathroom, generous walk-in closets, and peaceful views of the surrounding tropical landscape. Step outside to your own private coastal oasis, where a screened pool and expansive pool deck create the perfect setting for relaxation and entertaining year-round. Beautifully landscaped grounds and thoughtfully designed outdoor living areas enhance the home's resort-style atmosphere. Located just moments from Siesta Key’s world-renowned beaches, waterfront dining, boutique shopping, and Sarasota’s vibrant cultural amenities, this exceptional residence offers an unparalleled blend of privacy, sophistication, and convenience. A rare opportunity to own a luxury home on Norsota Way, where exceptional craftsmanship and the coveted island lifestyle come together. Photos and renderings may include virtual staging and virtual enhancements intended to illustrate the property's anticipated completion and design.

604 Norsota Way, Sarasota

$12,500,000
5 Beds 7 Baths Bay Island SubDv. 34242 Zip Code
Pre-Construction. To be built. Discover an extraordinary opportunity to own an expansive double lot of 0.52 acres on North Siesta Key with this single-story, new construction transitional modern-style luxury home by Pham Development. Offering 170 feet of deep-water canal frontage, the residence features 4,353 square feet under air and 15,453 square feet under roof. With 5 bedrooms, 5 full bathrooms, 2 half baths, and a designated private office, the home showcases soaring 17.5-foot vaulted ceilings and a striking glass wine wall, complemented by designer finishes that fill the interiors with natural light and tranquil water views. Across the canal, lush landscaping provides a serene and private backdrop, with flexibility to customize finishes and style. Designed for both comfort and entertaining, the open-concept living spaces flow seamlessly to a resort-style outdoor retreat. The expansive back patio is equipped with remote-controlled electric mosquito screens, allowing you to enclose the space at the touch of a button for year-round enjoyment. Enjoy a spectacular pool with a champagne hot tub spa, a generous patio, and a fully equipped outdoor kitchen perfect for alfresco dining. A scenic path leads to your private dock with a state-of-the-art electric system and space for a boat up to 37 feet, offering smooth access to the bay and Gulf. The primary suite is a private sanctuary with spa-inspired amenities and dedicated quarters. A chef’s kitchen anchors the heart of the home with premium appliances and refined finishes. An elegant circular driveway creates a grand entrance, while the expansive ground level offers room for up to 10 cars, complemented by an impressive 10-car garage—ideal for collectors or additional storage. This exceptional waterfront residence delivers effortless luxury and refined coastal living.

546 Freeling Drive, Sarasota

$559,000
2 Beds 2 Baths Sunrise Cove SubDv. 34242 Zip Code
Ideally on the south end of Siesta Key, directly across from the free Siesta Key trolley and less than a quarter mile to Turtle Beach, this two-bedroom, two-bath residence offers 1,093 square feet of living space with panoramic Sarasota Bay views and glimpses of the Gulf. The open-concept great room is designed to maximize the water views and features luxury vinyl tile flooring, built-in surround sound and direct access to the screened lanai. Motorized blinds enhance the lanai, creating a comfortable space to enjoy the serene bayfront scenery. The kitchen is open to the living area and offers granite countertops, stainless steel appliances, creamy white cabinetry, a spacious pantry, and views of the Gulf and Sarasota Bay. Water views continue into the primary suite, where owners can wake to spectacular sunrises from the comfort of their bedroom. The primary suite also features a custom walk-in closet system and en-suite bath. The guest bedroom offers Gulf views and a large walk-in closet. Additional conveniences include a dedicated storage space, communal laundry facilities on the same floor adjacent to the elevator, an assigned covered carport space near the elevator and abundant guest parking. Recent improvements include a new electrical panel in 2021 and a new water heater in 2026. Sunrise Cove offers an array of amenities, including a renovated clubhouse with social spaces and kitchen, fitness center, library, billiards and table tennis, two heated swimming pools, tennis courts, pickleball courts, grilling areas and boat slips available for lease. Residents can also take advantage of the kayak, canoe and paddleboard storage available for lease, along with convenient marina access nearby. Enjoy easy access to Turtle Beach, boating, waterfront recreation and all the shopping, dining and entertainment of Siesta Village. Experience the best of Siesta Key living with bayfront views, beach access and resort-style amenities in one exceptional location.

8911 Midnight Pass Road Unit 409, Sarasota

$15,900,000
4 Beds 5 Baths Sanderling Club SubDv. 34242 Zip Code
Inspired by the timeless grandeur of Louisiana's legendary Oak Alley Plantation, this extraordinary Gulf-to-lagoon estate is one of the most architecturally distinctive residences on Siesta Key. Positioned on a rare 1.97-acre Gulf-to-bay homesite within the private gates of The Sanderling Club, this home evokes the sophistication of a Southern manor while embracing the relaxed sophistication of Florida's Gulf Coast. A sweeping palm-lined drive, stately columned façade, and symmetrical architecture create a memorable first impression, echoing the enduring beauty that inspired its design. Constructed by Christner Bros., the residence encompasses approximately 8,209 square feet under air with four bedrooms, four full baths, one half bath, elevator access, and an oversized five-car collector's garage with dedicated workshop space. Designed for both grand-scale entertaining and refined everyday living, the home showcases soaring ceilings, handcrafted millwork, marble flooring, and a dramatic curved staircase that anchors the elegant interiors. Expansive living and dining rooms flow effortlessly onto an exceptional wraparound covered terrace, creating seamless indoor-outdoor living while framing panoramic views of the Gulf of Mexico, Heron Lagoon, and the surrounding tropical landscape. The chef's kitchen is equally suited for intimate gatherings and large-scale entertaining, featuring custom cabinetry, granite countertops, Wolf and Sub-Zero appliances, double wall ovens, generous preparation areas, and direct terrace access. A richly detailed executive office with custom built-ins, an extensive butler's pantry, media room, and abundant utility spaces further enhance the home's thoughtful design. The primary suite is a private sanctuary with terrace access, generous sitting areas, and a spa-inspired bath featuring dual vanities, extensive custom cabinetry, a walk-in shower, and abundant natural light. Three additional guest suites, each with en-suite baths, provide luxurious accommodations while overlooking the estate's lush tropical grounds. The lower level offers exceptional flexibility with expansive bonus space ideal for a wellness center, fitness studio, golf simulator, game room, collector's gallery, workshop, or additional recreational living. Impact-rated windows and doors, hurricane shutters and screens, a security system, and a newer 24-kW Kohler generator contribute to the home's enduring quality and peace of mind. The estate's setting is equally remarkable. With approximately 150 feet of pristine Gulf frontage and 150 feet of frontage along tranquil Heron Lagoon, opportunities to own a true Gulf-to-lagoon property are exceedingly rare. Launch a kayak or paddleboard from the private dock, spend afternoons on the secluded beach, or experience spectacular sunsets over the Gulf from your own backyard. Residents also enjoy the exclusive amenities of The Sanderling Club, including a private beach, marina, tennis courts, clubhouse, and one of Siesta Key's most private and prestigious waterfront communities. Just beyond the gates await Siesta Key's internationally acclaimed quartz-sand beaches, the boutiques and restaurants of Siesta Village, and the arts, dining, and cultural attractions of downtown Sarasota. 8132 Sanderling Road is a legacy estate where inspired architecture, timeless elegance, and one of Florida's rarest Gulf-to-lagoon settings come together to create an offering of exceptional significance.

8132 Sanderling Road, Sarasota

$689,000
2 Beds 2 Baths Harbor Towers Y & R SubDv. 34242 Zip Code
**Resort Style Living in the Heart of Siesta Key, For Those Who Desire The Active Life Style** Experience the best of Siesta Key living at Harbor Towers Yacht & Racquet Club, a premier waterfront community overlooking Little Sarasota Bay with one of the lowest HOA's on the Key. This beautifully maintained turn-key furnished **2-bedroom, 2-bath residence** features a desirable **split floor plan** and is ideally positioned on the **5th floor**, offering tranquil **Intracoastal Waterway views**. Inside, you’ll find thoughtful updates including **new wood-look vinyl plank flooring in both bedrooms**, along with a **new electric range and microwave** in the kitchen. Enjoy the convenience of a **deeded covered carport**, providing protected parking and added value. Harbor Towers is renowned for its resort-style amenities, including **two heated pools**, a clubhouse with outdoor grilling patio, and a **state-of-the-art fitness center** with cardio equipment, free weights, and sauna. Tennis enthusiasts will appreciate the meticulously maintained **Har-Tru courts**, serviced daily for optimal play. The in house Rental Agency is there to help you rent, with a 2 week minimum rental policy. For boating and water lovers, the on-site **marina with 40 slips equipped with water/electric available on first-come, first-served basis**, along with kayak storage and launch, offers direct access to the Intracoastal Waterway. Residents can relax along the scenic waterway, enjoy shaded seating, or unwind in the waterfront gazebo. Additional perks include bicycle storage and **complimentary access to the Siesta Key Open-Air Trolley**, making it easy to explore the island. You’re just moments from **world-famous Siesta Key Beach**, known for its powdery quartz sand and breathtaking sunsets, as well as Siesta Key Village with its vibrant dining, shopping, and entertainment. The community has recently undergone significant upgrades, including **new stucco exterior, impact-resistant windows, and sliding glass doors**, offering enhanced beauty and peace of mind.

5855 Midnight Pass Road Unit 510, Sarasota

$1,349,000
3 Beds 4 Baths Hamilton Club SubDv. 34242 Zip Code
Siesta Key, exclusive gated community of only 18 homes with Marina, pool and tennis all within a private, lush, tropical paradise . Walking paths around the lagoon as well as the beautiful Marina make Hamilton Club a truly unique lifestyle. Inspired by the architcture of Bermuda with its close ties to 17th Century Great Britian is recognised by its striking pastel colored walls and "welcoming arms" staircases . Very close to the Village and Beach , yet equally convenient to Downtown . This sophisticated townhome has been completly renovated with fine finishes , wood and stone prevail with architectural beauty . Soaring ceilings bring in the most elegant lighting . The kitchen with its sweeping bar of magnificent granite can accomodate a large party-open to the Great Room , it is both sleek and inviting .Premium appliances include Miele, Bosch , GE and KitchenAid .Expansive counter space , built in shelving and a variety of pantries and drawers add to the incredible functionality. The Great Room with 20 foot ceilings opens to the screened balcony with a charming view of the lagoon and pool area . The primary bedroom is enhanced by the stunning view of treetops and is all the more cozy for having its own fireplace . Impact rated windows and a metal roof combine to make this solid structure weather worthy . On the ground floor , in addition to the oversized two car gargage is a climate controlled bonus room which opens to the ground floor lanai . Boating , swimming , tennis and walking paths , within a private and peaceful environment close to everything -that is the Hamilton Club .

3942 Hamilton Club Circle Unit 13, Sarasota

$4,795,000
4 Beds 5 Baths Siesta Isles SubDv. 34242 Zip Code
Under Construction. An exceptional opportunity to own a brand-new waterfront residence in the highly sought-after Siesta Isles community. Expertly crafted by Nutter Custom Construction, this British West Indies-inspired custom home offers 3,568 square feet of air-conditioned living space and 5,725 total square feet designed for luxurious coastal living. Situated on a 14,300-square-foot lot with 104 feet of waterfront and a brand-new seawall, this thoughtfully designed residence features 4 bedrooms, 4.5 bathrooms, a 2-car garage, private pool and spa, and an expansive outdoor living area complete with a summer kitchen. Interior features include soaring 23.5-foot ceilings in the entry & foyer, 11.4-foot ceilings throughout the main living areas, custom wood beam details, wide-plank wood flooring, custom cabinetry, natural stone finishes, and a premium Thermador appliance package. The well-designed floor plan offers a first-floor primary suite, spacious great room, and seamless indoor-outdoor living. Upstairs, a flexible bonus room showcases dramatic glass corner sliders opening to a waterfront balcony with sunset views. The luxurious primary suite features a private lanai, spa-inspired bath with outdoor shower, and oversized walk-in closets. Located just minutes from Siesta Key Village and world-renowned Siesta Key Beach, this exceptional property combines the best of waterfront living with convenient access to dining, shopping, and entertainment. Buyers may have the opportunity to make select finishes and customization choices depending on the stage of construction. Estimated completion February 2027. Experience the unmatched craftsmanship and attention to detail that define every Nutter Custom Construction home.

5572 Shadow Lawn Drive, Sarasota

$669,000
2 Beds 2 Baths Peppertree Bay SubDv. 34242 Zip Code
Under contract-accepting backup offers. Experience the ultimate Siesta Key lifestyle in this beautifully updated Gulf side first-floor, turnkey furnished 2-bedroom, 1.5-bath condo with tranquil pond views and deeded beach access to the #1 beach in the USA. Thoughtfully renovated and move-in ready, this charming residence features large-format porcelain tile flooring, crown molding, fresh paint, updated plumbing, new impact-resistant glass doors and windows, spacious walk-in closets, a beautifully remodeled kitchen with new appliances, full-size washer and dryer, new ceiling fans, Tempur-Pedic mattresses, and quality Pottery Barn and Crate & Barrel furnishings. Relax in the enclosed lanai overlooking the peaceful pond and stone waterfall, or enjoy the convenience of your designated parking space just outside the door. Located within the highly desirable 16-acre beach-to-bay community of Peppertree, residents enjoy private beach access, two heated pools, two clubhouses, a fitness center, saunas, tennis and pickleball courts, BBQ areas, a fishing pier, on-site management, and a rental office. Just minutes from Siesta Key Village's shopping, dining, and entertainment, this property offers the perfect combination of personal enjoyment and investment potential, with existing rentals in place from February 1 through March 31 for immediate income. Simply bring your suitcase and start enjoying your own private slice of paradise.

1128 W Peppertree Lane Unit 111, Sarasota

$3,795,000
4 Beds 3 Baths Siesta Isles SubDv. 34242 Zip Code
Tucked away near the end of a quiet cul-de-sac on an oversized, private waterfront lot in Siesta Isles with 109 feet of frontage on Siesta Key's Grand Canal, this exceptional 4,161-square-foot residence offers a rare combination of privacy, expansive living spaces, extensive upgrades, and breathtaking water views. Positioned at the canal's coveted "Big Bend," the home enjoys panoramic open-water vistas enhanced by neighboring county-owned green space, creating a lush natural backdrop and a remarkable sense of seclusion. Designed for both grand entertaining and everyday comfort, the light-filled floor plan features four bedrooms+bonus room, three full baths, multiple living areas, and rich wood flooring throughout.  At the heart of the home is a gourmet chef's kitchen appointed with premium appliances, seamlessly connecting to an expansive great room where floor-to-ceiling glass frames stunning waterfront views.  A separate entertaining bar features illuminated cabinetry, a wine refrigerator, sink, second Bosch dishwasher, and pass-through window to the lanai, making indoor-outdoor hosting effortless.  The great room easily accommodates a dining table for ten while offering multiple gathering spaces to relax and enjoy the ever-changing waterfront scenery. The spacious primary suite serves as a private retreat, featuring a newly replaced waterfront deck and captivating water views from nearly every angle. Extensively upgraded with an emphasis on durability and peace of mind, the home features impact-rated windows and doors, recently replaced metal and flat roofs, two elevated HVAC systems, an elevated whole-house generator, mini-split air conditioning in the garage, two water heaters, extensive electrical upgrades, and all cast-iron sewer lines replaced with PVC.  Outside, the resort-style living experience continues with expansive travertine patios, a heated saltwater pool and spa, multiple covered and open-air seating areas, and exceptional boating amenities including a new dock, 10,000-pound boat lift, and additional double jet ski/kayak lift. Professionally designed landscaping and architectural lighting enhance the home's tropical setting, creating a beautiful ambiance both day and night. With quick access to Roberts Bay and the Intracoastal Waterway, this property is perfectly suited for boating enthusiasts. Located just one mile from world-famous Siesta Key Beach and minutes from Sarasota's renowned dining, shopping, and cultural attractions, this extraordinary waterfront retreat offers the perfect blend of luxury, comfort, boating lifestyle, and privacy. This is truly A HOME FOR JOYFUL GATHERINGS!

813 Idlewild Way, Sarasota

$1,850,000
3 Beds 2 Baths Casarina SubDv. 34242 Zip Code
TOP FLOOR. TOP BEACH. TOP NOTCH. This Siesta Key condo checks ALL the hard to find boxes — THREE bedrooms. PRIVATE Beach. TOP Floor. RESORT Style Amenities. GARAGE Parking Space. NO Work Needed! Welcome to Unit 907, a beautifully refreshed top-floor residence offering generous living space, a calm coastal feel, and the easy beach lifestyle buyers are looking for. From the moment you open the door, the residence feels bright, relaxed, and beautifully pulled together with updated coastal furnishings and a soft beachside palette. Spacious living and dining areas create an easy flow for everyday enjoyment or extended stays, while the kitchen offers quartz countertops, stainless appliances, breakfast bar, and generous storage. The Master Bedroom has spectacular gulf views, ensuite with double sinks, walk-in shower, and a spacious closet. The split-bedroom floor plan with two guest bedrooms provides privacy and flexibility for guests, or home office, hobbies, and additional storage. The Casarina community has recently completed significant improvements which include a new roof, elevator updates, electrical updates, new A/C units, flood-prevention panels, new carport roofs, refreshed landscaping, new driveway and pool pavers, new grilling area, and more — assessments already paid by seller! Get ready to enjoy approximately 7 acres of tropical grounds, direct access to Siesta Key's powdery-soft, white sand beach, heated pool and spa, clubhouse, fitness room, tennis and pickleball courts, basketball, BBQ areas, onsite management, secured access, two elevators, and beautifully maintained outdoor spaces. Minutes from Siesta Key Village, dining, shopping, and downtown Sarasota. Contact me today to schedule your private tour and start living the Siesta Key lifestyle you've always dreamed of.

5880 Midnight Pass Road Unit 907, Sarasota

$2,225,000
3 Beds 3 Baths Siesta Isles SubDv. 34242 Zip Code
Set on a beautiful street on Siesta Key near the world-renowned white quartz sands of Siesta Beach and the shops and dining of Siesta Key Village, this exceptional waterfront residence captures the essence of relaxed coastal living with deep boating water along the Grand Canal and direct access to Sarasota Bay and the Intracoastal Waterway. Beautifully landscaped on a nearly 14,000-square-foot homesite, the property welcomes with a circular paver drive, tile roof and timeless curb appeal. Thoughtfully above base flood elevation, the residence blends the beauty of waterfront living with the added comfort of elevated construction. Inside, volume ceilings and an open floor plan create a light-filled atmosphere designed for comfortable everyday living and effortless entertaining. Rich Le Château engineered wood flooring flows throughout the living spaces, complemented by refined finishes and thoughtfully selected details. The beautifully designed island kitchen is elegant and functional, featuring fine stone countertops, a gas cooktop, stainless steel appliances, custom cabinetry and a generous workspace for gathering and entertaining. The spacious floor plan offers three bedrooms, two-and-a-half baths, a private office, formal and casual living and dining areas, a split-bedroom layout and an interior laundry room. The primary suite is complemented by a spacious ensuite bath with dual vanities, a soaking tub and a separate walk-in shower, creating a private retreat within the home. Walls of glass open to an expansive 35-by-35-foot screened lanai with a freeform pool and spa overlooking the waterway, creating a seamless transition between indoor and outdoor living. A magnificent up-lit oak tree brings warmth and character to the backyard, enhancing the property’s tranquil setting. For boating enthusiasts, the Grand Canal provides easy access to Sarasota Bay and the Intracoastal Waterway with only one bridge to the bay and a mean tide clearance of approximately 13 to 14 feet. The seawall, dock and pilings for a future boat lift accommodating up to 14,000 pounds were all installed in 2020, creating an exceptional setting for enjoying life on the water. A rare opportunity to experience refined waterfront living in one of Siesta Key’s desirable locations.

819 Paradise Way, Sarasota

$424,900
2 Beds 2 Baths Sea Winds SubDv. 34242 Zip Code
LOCATION, LOCATION, LOCATION – Live the “beach life” and a wonderful investment opportunity in beautiful Siesta Key, Florida! Enjoy your own piece of paradise at Sea Winds Condominium, Unit 101. This inviting first-floor, turnkey- “fully furnished”condo offers 2 bedrooms, 2 bathrooms, and beautiful views, all within a short walk to the world-famous beaches of Siesta Key. Meticulously decorated and thoughtfully designed, this charming condo features a comfortable living space with easy first-floor access. The unit comfortably sleeps 7 guests. The spacious primary bedroom includes a queen bed, tv, and dedicated workspace, making it ideal for remote work or extended stays. The second bedroom features a trundle bed with an additional matching twin bed, along with its own television. The living room offers additional sleeping accommodations with a queen-size sleeper sofa. The fully-equipped kitchen provides everything needed for everyday living and entertaining, while the dining area seats 6 comfortably. An adjustable coffee table offers seating for two additional guests. The unit includes a designated parking space directly in front of the condo, along with additional guest parking. Cable, water, and sewer are included in the Condo fee. Step outside to your own large, fully fenced private patio oasis featuring a Weber grill, a dining table with umbrella seating for six, and a relaxing conversation area with chairs— perfect for enjoying the Florida sunshine or entertaining guests outdoors. Residents of Sea Winds Condominium enjoy access to a heated community pool with lounge chairs, umbrellas, outdoor shower, and bathrooms for year-round enjoyment. Additional amenities include bicycle storage room, a social room for gatherings, barbeque grill and two shared laundry facilities. For added convenience, the condo also includes beach chairs, beach towels, and a rolling beach storage cart and a large storage unit on the 2nd floor. Beyond the comfort of the condominium, you are only a five-minute walk from the pristine quartz sands of Siesta Key Beach, consistently ranked among the top beaches in the United States. Spend your days soaking up the sun, strolling along the shoreline, or enjoying the spectacular sunsets for which Siesta Key is famous. Leave the light on in the condo, because when you walk back from the beach at night, it feels like a beacon calling you back. Just a short walk away, you’ll find the South Village area featuring restaurants, boutiques, beach bars, ice cream shops, and rental companies offering fishing equipment, boats, kayaks, bicycles, and passenger golf carts. A daily trolley service with stops directly in front of the Sea Winds complex provides convenient access to Siesta Key Village and other island attractions. Being well built all above Sea Level, this inviting two level complex has enjoyed being water free from any storm or hurricane since it was built. Recent community improvements include:• New roof (2024)• Newly renovated swimming pool (2025)• New storm drainage and sewer lines (2025)• Newly paved and striped parking area (2026)Do not miss this incredible opportunity to enjoy coastal living at its finest. This Sea Winds Condominium offers the perfect combination of relaxation, convenience, and adventure in one of Florida’s most sought-after beach destinations. More important though, to truly appreciate this little gem, come and see it for yourself. This unit is precious and deserves to be loved.

6703 Midnight Pass Road Unit 101, Sarasota

$1,400,000
5 Beds 4 Baths Siesta Rev Of SubDv. 34242 Zip Code
Virtually Staged. Welcome to the #1 beach in the US and top 50 in the world- Siesta Key, FL. Whether you're seeking a primary residence or a high-performing Airbnb investment, this fully renovated 5-bedroom, 4-bathroom coastal contemporary pool home offers the best of both worlds! Ideally situated on an oversized corner lot on Siesta Key and located within city limits, this MOVE-IN READY gem legally qualifies for 7-day minimum rentals, making it a prime opportunity for full-time living, or a lucrative short-term vacation rental. Nestled behind a grand privacy wall, this unique masterpiece provides a true tropical retreat for you and your guests. From the moment you step inside, you'll be captivated by the soaring 12-foot ceilings on both levels, the open concept floor plan, and elegant travertine marble flooring throughout. The primary suite is conveniently located on the first floor, offering both comfort and privacy with French doors that lead to your outdoor private patio. Custom hurricane-impact French doors wrap the entire main living area, seamlessly blending indoor and outdoor spaces, creating a dramatic view of your tropical oasis. Enjoy peace of mind with HURRICANE-IMPACT WINDOWS and DOORS installed throughout the home. Ample on-site parking for up to 4 vehicles adds exceptional convenience for both owners and guests. The chef’s kitchen is fully equipped with high-end finishes, including a gourmet gas range and hood, custom wood cabinetry, quartz countertops, an oversized BLANCO sink, and wine cooler, perfect for hosting and entertaining. Some of the recent upgrades include two brand-new HVAC systems (one for each level), new hot water heater, all new appliances, fresh interior and exterior paint, new landscaping and irrigation, and plumbing complete with a convenient manifold in the garage for your shut off valves. The newly resurfaced pool, paired with new pool equipment, invites you to relax in total serenity. Surrounded by lush, tropical landscaping, the spacious outdoor area offers plenty of room to entertain guests or simply soak in the Florida sunshine in total privacy. This residence is located just four blocks from the nearest beach access at N. Shell Rd, and near the North bridge for convenient access to and from the Key. Take a short ride to the world-famous Siesta Key Beach and Village, where you'll enjoy fine dining, boutique shopping, and vibrant island living. Known for its powder-soft quartz sand, Siesta Key consistently ranks among the top beaches in the United States, making this a premier location for homeowners and investors alike. Call today to schedule your private showing!

324 Siesta Drive, Sarasota

$640,000
3 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
Tucked away in a peaceful, private setting overlooking the tranquil, shimmering lagoon - with its abundant fish, birds, and aquatic life - this beautifully updated 3 Bed/2 Bath villa in the premier GULF FRONT property of Whispering Sands offers the perfect blend of comfort, style and serenity. Step inside to discover a bright NEW kitchen featuring new granite countertops, stainless appliances, recessed & under cabinet lighting and an open, inviting feel ideal for everyday living and entertaining alike. Engineered wood flooring flows throughout the home, complemented by neutral paint tones, new interior doors, and thoughtfully updated baths with granite counters, new vanities and modern fixtures. A spacious screened brick paver lanai extending the full length of the residence may well be the star of the show, creating an ideal private indoor-outdoor living space to relax and enjoy the lush tropical surroundings. A private fenced brick paver patio offers an additional retreat for entertaining, dining al fresco, or simply unwinding in the Florida sunshine. Additional upgrades include a newly painted 1-car garage with new full-sized washer and dryer and new sink. The freshly painted front door, new screen door - along with a brick paver sidewalk and driveway - enhance the home’s welcoming curb appeal. Newly painted exterior in 2025. New landscaping is planned for the complex in 2026. Whispering Sands is a 55+ Gulf front property offering 800’ of PRIVATE beach, 2 heated pools, beachside Tiki Hut and grills, shuffleboard, & canoe/kayak storage. The clubhouse is currently undergoing complete remodeling and will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events. Ideally located just around the corner from the shops and restaurants of Siesta Key Village, this move-in ready property combines stylish updates, abundant outdoor living space, and a truly peaceful location to create the perfect coastal retreat!

239 Hourglass Way Unit V7, Sarasota

$625,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
Welcome to your coastal retreat in the form of this secluded, 2 bed/2 bath freestanding villa with one car garage in the premiere GULF FRONT property of Whispering Sands. OFFERED FURNISHED. This surprisingly large, 1,462 square foot property has been UPDATED in 2025 with fresh paint, NEW crown molding & baseboards, NEW kitchen and updated baths. The exceptionally large living room allows for multiple seating groups, while a wall of floor to ceiling sliders – treated with beautiful shades - provides an abundance of natural light. Meal prep is easy in your bright NEW kitchen featuring white cabinetry, subway tile backsplash, granite counters, stainless Whirlpool appliances, recessed lighting, fandelier, & vinyl plank flooring. Three sets of new hurricane impact sliders open from the kitchen, dining room, and 2nd bedroom into your private fenced brick paver patio which offers valuable outdoor space for sunny relaxation or effortless entertaining. Both newly carpeted bedrooms feature an extended living space to accommodate a small seating group, desk, or exercise equipment. The bathrooms have been refreshed with NEW granite countertops, cabinets, vanities & fixtures. NEW 2026 stacked W/D in garage. 2019 HVAC. Recent enhancements include exterior pressure washing and villa painting in February 2026. Newly updated brick paver driveway. New landscaping is being planned by the HOA starting in 2026. Whispering Sands is a premiere 55+ Gulf front property ideally located next to the colorful boutiques and dining options of Siesta Key Village, and offers 800’ of PRIVATE beach, 2 heated pools, new beachside Tiki Hut, grills, shuffleboard, canoe/kayak storage, security, & onsite management. The clubhouse is scheduled to be remodeled in 2026 and when completed will include fitness rooms, catering kitchen, and an elegant and comfortable space for social gatherings. Seller is willing to include 3 year new Kia SUV automobile with acceptable offer. Your coastal retreat awaits!

206 Hourglass Way Unit V10, Sarasota

$4,495,000
5 Beds 6 Baths Saah Sub SubDv. 34242 Zip Code
Virtually Staged. Ideally positioned on the exclusive Point Crisp Peninsula of Siesta Key, this waterfront estate offers a rare blend of privacy, scale, and direct boating access, with sweeping views spanning both Little Sarasota Bay and the Intracoastal Waterway. Set on over 230 feet of water frontage, the property features a newly constructed T-shaped dock (2025) and allows for effortless arrival by land or water, all complemented by the rare advantage of nearby beach access. Spanning more than 7,400 square feet of interior living space, the five-bedroom residence is designed for elevated coastal living, where expansive entertaining areas and walls of glass frame panoramic water views throughout. Freshly painted and ready for personal customization, the two-story interior is defined by high coffered and tray ceilings, crown molding, solid-core doors, and a blend of marble and wood flooring. A grand double-door entry opens to a soaring living area with a cathedral ceiling and statement fireplace, while floor-to-ceiling sliding glass doors create a seamless connection to the outdoor living spaces. The multi-level outdoor setting is designed for both gathering and relaxation, featuring an extended travertine deck, covered lounge areas, an outdoor gas fireplace, a summer kitchen with built-in grill and wraparound bar, an additional grilling station, and a heated pool and spa—all overlooking the tranquil waterfront. At the center of the home, the gourmet kitchen was redesigned in 2022 with quartzite countertops, custom cabinetry, professional-grade appliances, and an oversized island with seating. The adjacent family room offers built-in features and direct access to the outdoor entertaining areas, creating a natural flow for everyday living. The primary suite, located on the main level, serves as a private retreat with expansive water views, a custom walk-in closet, and a spacious en-suite bath. An additional guest suite on this level provides flexibility for a study, fitness room, or nursery. The second level is dedicated to guest accommodations and recreation, offering a home theater, an oversized game room with wraparound bar, multiple terraces, and three additional bedroom suites—one of which is generously scaled to function as a second primary suite—each with access to outdoor living spaces. The ground level includes a six-car split garage with multiple storage and utility rooms, supporting both functionality and flexibility. Located within one of Siesta Key’s most sought-after enclaves, this residence offers the unique combination of close beach access and protected boating waters. Just minutes away, Siesta Key Village provides dining and boutique shopping, while downtown Sarasota offers a vibrant cultural scene with theaters, galleries, waterfront parks, and marinas—delivering a lifestyle that balances coastal tranquility with everyday convenience.

1356 Point Crisp Road, Sarasota

$5,250,000
4 Beds 4 Baths Blind Pass Estates SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. Experience the art of beachfront living in this exceptional 4-bedroom, 4-bath Gulf-front residence, where sweeping water views and unforgettable sunsets take center stage. Spanning three thoughtfully designed levels, this coastal retreat offers a rare blend of refined comfort and effortless elegance. Walls of glass frame the Gulf from nearly every vantage point, filling the home with natural light and showcasing breathtaking vistas that evolve throughout the day. A private elevator provides seamless access to all floors, while expansive living spaces invite both relaxed everyday living and refined entertaining. Recent enhancements—including impact windows and sliders, four updated HVAC systems, and a new water system—ensure peace of mind while complementing the home’s modern coastal aesthetic. The guest bathrooms have also been tastefully updated with fresh, contemporary finishes, offering a polished and comfortable experience for family and visitors alike. Step outside to multiple outdoor living areas designed to capture the essence of coastal living. The rooftop terrace is a true showpiece, complete with a private jacuzzi—an idyllic setting to unwind under the stars or take in spectacular sunset views over the Gulf. With direct beach access just beyond your door, every day begins and ends with the soothing rhythm of the waves. Perfectly positioned on Blind Pass Road, this home offers both privacy and proximity to the charm of Siesta Key’s vibrant coastal lifestyle. This is more than a home—it’s a front-row seat to the Gulf, where every day feels like a getaway.

9200 Blind Pass Road, Sarasota

$749,000
3 Beds 3 Baths Polynesian Gardens SubDv. 34242 Zip Code
Outstanding remodeled and updated freestanding 3/3 villa in private and beautiful Polynesian Gardens. New ceramic tile flooring throughout. Spacious with large rooms plus 259 extra square feet in glassed in lanai/Florida room which can be used as a family room. office or man cave. The updates include a new addition to the villa of approximately 330 additional square feet and a beautiful second primary suite/third bedroom with an ensuite bath and a laundry room with new washer/dryer and cabinet and closets. 3 bedrooms are split from each other. Primary bedroom has an ensuite bath with a shower and extra shelving for toiletries, large walk-in closet and a set of sliders to the Florida room. Guest bedroom is large enough for two queen size beds plus large closets. Guest bathroom is right outside of guest bedroom and has a tub/shower with updated vanity with dual sinks. Combo living/dining area with easy access to updated kitchen with pantry and cabinetry galore. New appliances. Living/dining room is large and has a coat closet. New sliding glass door adds sunshine and light and leads to the large private paved side yard and back yard. Large enough for gardening, patio furniture and a barbeque. This villa has been replumbed and the drainpipes were replaced in the entire house in 2017. The roof was replaced by the Association in 2020. New roof on the addition and transition to the existing roof in 2026 Exterior has been freshly painted. New landscaping. Installation of a new 5' high white vinyl fence in the front and rear with a gated storage space. Solar security lights on the rear fence. Many more improvements too numerous to list but available on a feature sheet. Polynesian Gardens is an active community with a clubhouse, heated swimming pool and a newly built fishing pier. Yet the location and setting of Polynesian Gardens allows its owners to enjoy a relaxed coastal lifestyle. The Siesta Breeze free trolley stops in front of the community and will take you to Siesta Village for shopping and eating out, to Turtle Beach and to world renowned Siesta Key beach, America's #1 Beach, known for its powdery white quartz sand. Close to Sarasota's downtown area and cultural centers, there are many venues for entertainment and education. Rentals are allowed and are always in demand. Own your own piece of Paradise.

1224 Moonmist Circle Unit S-3, Sarasota

$1,100,000
3 Beds 2 Baths Siesta Isles SubDv. 34242 Zip Code
NEW SOD AND LANDSCAPING JUST INSTALLED, and a brand-new irrigation system was installed as well to keep everything to paradise standards! Welcome to the heart of world-renowned Siesta Key, where coastal living meets modern luxury. This fully renovated, solidly constructed home offers exceptional quality and thoughtful upgrades throughout, including PGT hurricane-impact windows, multiple triple-panel sliding impact glass doors, and a 2019 tile roof. Step inside through beautifully etched, Florida-themed French doors into an open-concept floor plan filled with natural light streaming from the screened lanai. The spacious living and dining areas seamlessly connect to a chef-inspired kitchen, complete with an induction range, griddle, and premium finishes—perfect for entertaining. The home features wood-grain luxury vinyl flooring throughout and tastefully updated bathrooms. The private primary suite is situated on one side of the home and includes an attached office, offering a quiet retreat. Just beyond, you’ll find a generously sized laundry room with a brand-new stackable washer and dryer. The opposite side of the home hosts additional bedrooms and a guest bathroom, providing comfort and privacy for family or visitors. Outdoors, enjoy your own private oasis with a saltwater pool and a brand-new, state-of-the-art pump system. Located in the highly desirable Siesta Isles community, this property is ideally positioned for strong rental potential, offering opportunities for annual, monthly, or seasonal income. Enjoy the convenience of being just a 10-minute walk or 5-minute bike ride to Siesta Key Beach—without the need to access main roads. Move-in ready and perfectly situated, this exceptional home offers the ultimate in coastal living. Schedule your private showing today.

5569 Shadow Lawn Drive, Sarasota

$933,000
3 Beds 2 Baths Siesta Isles SubDv. 34242 Zip Code
With NO WATER DAMAGE OR WATER INTRUSION, you can have peace of mind that you are getting a MOVE IN READY piece of tranquility on the beautiful, world renown island of Siesta Key. Being offered Turnkey Finished negotiable, you are ready to move in and get to relaxing on this spacious lot of over a quarter acre of high and dry land. You will find yourself in a 3-bedroom, 2- bathroom ranch style home with an extra bonus room for friends and family. It has an attached one car garage with a nice extension for storage of bikes and beach items. A key part of this home is that it has an oversized portico in front of the home making it easy to unpack the car out of the rain and in the shade on beautiful Florida sunny days. This home comes with its own caged and heated pool overlooking the extremely private backyard that backs up to a park preserve so you will never have anyone built behind you. This tropical backyard is basically maintenance free with no grass to mow a very peaceful filtered Koi Pond. The property’s tropical landscaping is full of lighting and is watered by a well-fed irrigation system which also automatically fills the pond. It’s as easy as that! Inside the beautiful home you will find an open floor plan with premium tile floors and kitchen offering granite countertops and upgraded soft closing cabinets and drawers. This property has had the water and drainage pipes fully re-piped with PVC, has new A/C ducting, and an upgraded electrical box with a 200-watt service amp. The best part about this property is it is a short bike ride to the famous Siesta Village and .8 miles from the Public Parking Lot to Siesta Key Beach! You can get to both places without ever stepping a foot on the main roads. Schedule a showing today to the one-of-a-kind listing that you could call HOME!

5353 Shadow Lawn Drive, Sarasota

$3,033,750
4 Beds 5 Baths Sarasota Beach SubDv. 34242 Zip Code
Experience the pinnacle of coastal luxury in this newly constructed masterpiece, ideally located just moments from the beach and a short walk to the vibrant shops, dining, and entertainment of Siesta Village. Situated on an oversized lot, this exceptional property offers added privacy, space, and presence rarely found in this sought-after location. Featuring 4 bedrooms, a private office, and 4.5 bathrooms, the home blends modern elegance with thoughtful design at every turn. A striking first impression begins at the grand entry, where sleek modern pivot doors set the tone for the refined finishes found throughout. Inside, soaring ceilings and expansive living spaces are filled with natural light, while oversized sliding glass doors create a seamless connection between indoor and outdoor living. The chef’s kitchen is a true centerpiece, showcasing custom flat-panel cabinetry, premium Thermador appliances, and a hidden entrance to a spacious walk-in pantry—offering both style and function. Every detail has been carefully curated, from custom built-ins in select bedrooms to the high-end finishes that create an atmosphere of refined comfort. The main living spaces open effortlessly to a private outdoor retreat featuring a resort-style pool and spa, sun shelf, and panoramic screened enclosure with elegant glass railings—perfect for entertaining or relaxing in complete privacy. Car enthusiasts and those in need of extra storage will appreciate the impressive three-car garage with 17-foot ceilings and a built-in car lift, allowing space for a fourth vehicle or additional elevated storage—an exceptional and rare amenity. Designed with both luxury and resilience in mind, this home offers peace of mind in any season. Built elevated and engineered for coastal living, it is equipped with a buried 500-gallon propane tank and a whole-house generator—providing reliable, uninterrupted power during outages. Combined with modern construction standards and durable materials, this residence delivers a level of security and preparedness rarely found in homes this close to the water. Complete with integrated smart home features including a whole-home speaker system and security cameras, this residence offers the very best of modern coastal living. More than just a home, this is a lifestyle opportunity in one of Siesta Key’s most sought-after locations—where luxury meets lasting peace of mind.

413 Island Circle, Sarasota

$4,190,000
5 Beds 7 Baths Bay Island SubDv. 34242 Zip Code
Under contract-accepting backup offers. Pre-Construction. To be built. Discover timeless coastal elegance in this upcoming traditional-style new construction home, perfectly situated in the highly coveted Bay Island neighborhood on Siesta Key. Designed to blend modern sophistication with classic charm, this residence offers an extraordinary lifestyle of luxury and tranquility. Set on a 13,815 sqft. homesite, this 3,001 sqft. masterpiece features 5 spacious bedrooms, 5 full bathrooms, 2 half baths, and an office. There is opportunity for a private fitness studio, and there are 3 garage spaces. Thoughtfully curated interiors showcase refined finishes, soaring ceilings, and abundant natural light that capture lush landscaping views throughout. At the heart of the home lies a gourmet chef’s kitchen—a showpiece of design and functionality. A striking quartz waterfall island anchors the open-concept layout, framed by elegant pendant lighting, custom cabinetry, and top-of-the-line stainless steel appliances. Perfectly suited for entertaining or relaxed coastal living, the adjoining living and dining areas flow seamlessly to the outdoors. Step into your private tropical retreat, where a resort-style pool with a champagne spa is surrounded by lush landscaping and swaying palms. Host the family or guests with the covered outdoor kitchen and the dinning space. The outdoor living space is designed for serenity and sophistication, offering the ideal backdrop for gatherings or quiet moments alike. Located in one of Sarasota’s most desirable neighborhoods, this remarkable new construction home offers privacy, convenience, and effortless access to world-class beaches, fine dining, and vibrant cultural attractions. A rare opportunity to own a brand-new luxury residence on Bay Island—where coastal beauty meets timeless design.

838 Norsota Way, Sarasota

$499,900
1 Beds 1 Baths Harbor Towers Y & R SubDv. 34242 Zip Code
THE VIEW, THE VIEW, Location, Location. This is IT! RESORT LIVING UNDER $500,000! EVERY AMENITY AT YOUR FINGERTIPS! BEAUTIFULLY APPOINTED, IMPRESSIVE ENTRANCE WITH WATERFALL, WALK INTO THE LUXURY APPOINTED HUGE FOYER--TURN KEY INCOME GENERATING VACATION HOME! STUNNINGLY SELECTED AND DESIGNED UNIT OVERLOOKING THE POOL AND VIEW OF INTRACOASTAL WATERWAY---DESIRABLE 2 WEEK RENTAL WHEN YOURE NOT HERE, BLOCK IT OUT WHEN YOU COME TO ENJOY AND RELAX! ON SITE RENTAL OFFICE TAKES CARE OF IT ALL! Experience the ultimate in luxury coastal living within the waterfront resort community of Harbor Towers Yacht & Racquet Club, one of Siesta Key’s most desirable gated waterfront communities. This beautifully updated sunrise-facing 1 BR, 1 bath home offers breathtaking views of the intracoastal waterway, a completely upgraded oasis to provide modern comfort and elegant coastal style with a gorgeous view of the heated pool and outdoor awning for alfresco dining. Being sold turnkey furnished, this third-floor residence is decorated for immediate enjoyment as a full-time home, vacation getaway, or income-producing investment property. The stunningly renovated interior features hurricane-rated windows, a breathtaking quartz kitchen, vinyl plank wood floors and a stunning bathroom accented in gold. The open-concept living and dining area is filled with natural light, creating a bright and welcoming space ideal for relaxing or entertaining. Included is a washer and dryer, plenty of extra storage space directly across the hall and additional large washers and dryers located on each floor for larger items. Perfect for couples and extended stays, this retreat combines modern coastal finishes, large windows, and resort-style amenities just minutes from world-famous Siesta Key Beach and Siesta Key Village. For boating enthusiasts, you’ll find a beautiful marina with boat slips, as available, through the association. This property offers excellent income potential. Two-week minimum rentals are permitted, and owners may utilize the on-site property management office or manage rentals independently. Residents of Harbor Towers enjoy an exceptional collection of amenities, including: *A large marina *Gulf access (no fixed bridges) *Heated swimming pool and shallow wading pool *Three tennis courts *Fully equipped fitness center with new showers and saunas *Clubhouse with social spaces and large kitchen •Outdoor BBQ and kitchen prep area under a beautiful new awning *For boating enthusiasts, boat slips are available through the association plus an ample kayak storage area. Whether you're seeking a luxurious full-time residence, seasonal retreat, or income-generating property, Harbor Towers offers the perfect blend of resort living and coastal charm. Located near shops and restaurants and across the street from the world-famous Siesta Key Beach, don’t miss this rare opportunity to own your piece of paradise on Siesta Key.

5855 Midnight Pass Road Unit 333, Sarasota

$2,650,000
4 Beds 5 Baths Sanderling Club SubDv. 34242 Zip Code
Under contract-accepting backup offers. The Ness House | A Rare Architectural Offering in Sanderling An exceptional second chance to own this remarkable property! The previous transaction did not proceed to closing, and the home is once again available! Inspection reports are available for qualified buyers upon request. The Ness House, masterfully designed by renowned architect Tim Seibert, is a timeless expression of the Sarasota School of Architecture — where clean lines, natural light, and a seamless connection to the outdoors define every moment. Privately nestled within the gated enclave of Sanderling, this architecturally significant residence embodies understated luxury, privacy, and intentional design. Expansive walls of glass blur the boundary between indoors and out, inviting sunlight to pour through the interiors while framing tranquil natural surroundings. Thoughtfully designed to capture coastal breezes and effortless livability, the home offers a serene experience that feels both grounded and elevated. Just moments away, the powder-soft quartz sands and turquoise waters of Siesta Key create one of the most celebrated beach lifestyles in the world perfect for morning walks, sunset evenings, and the kind of everyday beauty most only dream of. Now thoughtfully repositioned, The Ness House presents an increasingly rare opportunity to acquire a home of architectural pedigree, location, and lasting design significance at exceptional value. As properties of this caliber become more difficult to find, this offering stands apart for buyers who appreciate authenticity, vision, and timeless architecture. For the buyer who understands design and recognizes true long-term value, this is a moment worth paying attention to. Private showings available by appointment.

7647 Sanderling Road, Sarasota

$1,350,000
3 Beds 3 Baths Siesta Beach SubDv. 34242 Zip Code
You can bike to the beach from this fully renovated coastal contemporary home in a highly desirable Siesta Key community just minutes from world-famous Siesta Key Beach. Ideal as a primary residence, second home, rental investment, or multigenerational property with private in-law suite. Upstairs offers 2BR/2BA with soaring ceilings, abundant natural light, and open-concept living. Downstairs features a private 1BR/1BA suite with living area, kitchenette, as well as a separate laundry closet—perfect for guests or income potential. Designer finishes throughout, LVT flooring, and a chef’s kitchen with 10’ quartzite waterfall island, custom cabinetry, and premium stainless appliances including Fisher & Paykel refrigerator and GE Profile induction range. The Spacious primary suite with deck/pool access offers a custom walk-in closet and spa-style bath featuring dual vanities, freestanding tub, and separate shower. Updated secondary bath, stacked washer/dryer, and generous storage. Outdoor living shines with Trex-decked patios, oversized screened pool enclosure, travertine pavers, covered lanai, and heated resort-style pool as well as new hot tub. The Custom Siesta Key Mural adds a little fun to the space as well! Fully fenced yard with tropical landscaping for added privacy. Extensive updates include newer roof, electrical, plumbing, AC, pool heater, appliances, Hardie board siding, interior/exterior paint, LED lighting, epoxy-finished garage and paver driveway. Minutes to Siesta Key Village dining, shopping, and beaches. Do not miss your chance to have your Move-in ready coastal retreat -meticulously maintained and designed for effortless Siesta Key living. All measurements are estimates and are approximate. Buyer and/or Buyer agent confirm all info - seller nor agent makes no guarantees

4939 Commonwealth Drive, Sarasota

$600,000
3 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
Virtually Staged. NEW PRICE! Discover the ease of island living in this newly REMODELED 3BR/2BA villa with garage in the premier GULF FRONT property of Whispering Sands! As a rare freestanding villa, this residence offers the privacy of no shared walls and lives like a single family residence. Every detail has been thoughtfully curated, from the reimagined open galley kitchen with its sophisticated soft grey tones and granite countertops, stainless appliances, and soft close cabinetry and drawers – flowing seamlessly into the main living areas – to the beautifully updated bathrooms and elegant tile flooring. Textured ceilings and recessed lighting create a warm, contemporary ambience. The small private patio invites relaxed al fresco dining, while the rare 1-car garage—complete with an epoxy floor, full sized W/D hookup, and its own A/C system—adds exceptional convenience and storage. Behind the scenes, extensive upgrades provide total peace of mind. All windows and sliders are 2022 hurricane impact rated. The plumbing supply and drain lines in this villa were updated from cast iron to PVC in 2022. Further enhancing the home’s value are a NEW concrete tile villa roof and a 2023/2024 garage roof. 2022 HVAC system. Ideally located just steps from the clubhouse, 2 heated pools, and 800’ of Whispering Sands’ own PRIVATE beach on the Gulf, this residence also enjoys a prime setting next to the dining, shopping, and vibrant atmosphere of Siesta Key Village.

113 Whispering Sands Drive Unit V47, Sarasota

$5,249,000
8 Beds 10 Baths Sarasota Beach SubDv. 34242 Zip Code
Just steps from the shoreline, this coastal home offers deeded beach access and sweeping panoramic views of the Gulf. Completely remodeled in 2021, the property lives and performs like new construction, blending modern coastal design with durable, rental-ready finishes throughout. Thoughtfully designed across three living levels and serviced by a private elevator, the home features 8 bedrooms, 8 full baths, and 2 half baths, with expansive gathering spaces suited for both everyday living and hosting. With a proven track record as a high-performing short-term rental, the property generates approximately $400,000 to $500,000 annually, offering strong income potential alongside its lifestyle appeal. The top floor serves as the heart of the home, where the main kitchen and primary living area open directly to a Gulf-facing balcony showcasing breathtaking, unobstructed water views. This elevated vantage point creates a stunning backdrop for daily living, with the kitchen, dining space, and great room all positioned to take in the scenery. A secondary club room with wet bar provides an additional space to gather, while multiple balconies throughout the home frame the coastal setting from different vantage points, including select bedroom suites. Below, the outdoor living space features a private pool and integrated spa surrounded by lush landscaping, along with a fully equipped outdoor kitchen with built-in grill, refrigeration, and dining area. All eight bedroom suites offer ensuite baths and generous accommodations, with several enjoying Gulf views and private balcony access. Located near beach access and Siesta Key Village, this is a rare opportunity to own a fully renovated coastal home that delivers both luxury living and compelling investment performance.

316 Beach Road, Sarasota

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