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$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

$1,200,000
5 Beds 4 Baths Sarasota Beach SubDv. 34242 Zip Code
This Charming Old 1948 Bungalow located just 3 Blocks behind Siesta Key Village and 4 Blocks to Siesta Key Beach!! It is quite the Interesting Property! It was converted into a Triplex many moons ago. It can easily be converted back to a single family residence. Currently, there are 2 Beds and 2 Baths downstairs and 2 Beds 1 Bath upstairs. There are 3 Kitchens, 3 Liv Areas 2 down, 1 up and there is a Bonus Rm down as well as a Screened in Patio on the front West side of the Home, an Open Patio on the East Side and a Closed in Upstairs. And, there's more... At the Rear of the Property is a Cottage, perfect for a Mother In Law Suite or Rental. It is a 1/1 with a full Kitchen and Liv Area. The grounds are Etherical, as there are private little Sitting Areas for each sector and in the center of the Backyard there is a Wash House for Laundry as well as an attached Storage Shed for Gardening. There are additional Outside Storage Units for each of the apartments, again, really a cool old school house with so much to offer. Make it back into a single family or keep it the way it is and rent the house and utilize the cottage for a personal vacay spot! Questions, call me!!

618 Avenida De Mayo, Sarasota

$2,350,000
4 Beds 4 Baths Sanderling Club SubDv. 34242 Zip Code
Beautifully renovated 4-bedroom, 4-bath pool home tucked behind the gates of the exclusive Sanderling Club. Surrounded by a grandfathered privacy wall and lush tropical foliage, the property is just steps from your own private beach. 2023 updates include - new roof, hurricane-impact windows/sliders and plumbing. Meticulously renovated in 2025–2026 with top-of-the-line finishes throughout the entire home. Luxury vinyl plank flooring flows through the open floor plan, complemented by granite countertops and a oversized granite island with lots of storage, Samsung appliances and an open-concept layout ideal for entertaining, with abundant indoor/outdoor living space with views of the oversized sparkling pool. The primary suite is a tranquil retreat with two walk-in closets and an en-suite bath featuring a double vanity and soaking tub. A thoughtful split plan offers two additional spacious bedrooms each with en-suite baths. A fully renovated pool house/mother-in-law suite with its own full bath adds flexible living options. Located in a waterfront community, residents of the Sanderling Club have exclusive beachfront access, tennis and pickleball courts, clubhouse and 24-hour security This home blends refined luxury with coastal lifestyle and privacy.

7345 Pine Needle Road, Sarasota

$3,950,000
4 Beds 5 Baths Bay Island Shores SubDv. 34242 Zip Code
Located in the highly sought-after Bay Isles community on Siesta Key, this property at 847 Freeling Drive offers a rare opportunity to customize and create your ideal coastal home. Positioned on the first street onto Siesta Key, the location provides exceptional convenience to the bridge, mainland, and all that the island has to offer. The home features 4 bedrooms and 4.5 bathrooms, with the upper level remaining intact and in great condition. The ground level experienced flooding during the recent hurricanes; however, the seller has already completed professional remediation, providing a clean slate for updates and renovations to suit your vision. Situated on a protected deep-water basin, the property is ideal for boating and waterfront living, complete with a private dock, no fixed bridges, and direct access just minutes to the Gulf. The home also features a pool, offering the perfect foundation to create a true coastal retreat. This is a unique opportunity to secure a well-located waterfront property and finish it to your exact specifications in one of Siesta Key’s most desirable communities.

847 Freeling Drive, Sarasota

$4,485,000
5 Beds 5 Baths Siestas Bayside Waterside SubDv. 34242 Zip Code
Newly completed and move-in ready, this Coastal Contemporary waterfront residence on Siesta Key by award-winning Heritage Builders offers 4,132 sq ft with 5 bedrooms, 4.5 baths, a private study, loft, and elevator—perfectly blending luxury, functionality, and coastal living. The main level features white oak wood floors, soaring beamed ceilings, and a bright open-concept layout designed for both everyday living and entertaining. The gourmet kitchen and expansive great room flow seamlessly through 10’ impact-resistant sliding glass doors to the outdoor living area, showcasing tranquil views of the pool and Grand Canal. A dedicated private office, a luxurious primary suite with a spa-inspired bath, and an additional ensuite guest bedroom complete the first floor. Upstairs, a spacious loft provides an ideal secondary gathering space. The VIP suite features a private balcony overlooking the water, while the fifth bedroom offers flexibility as a media room, fitness studio, or guest retreat. A custom wet bar enhances the upper level, creating the perfect setting for entertaining. Set along the scenic canals of Siesta Key, this property offers exceptional boating opportunities with easy access to open water—ideal for enjoying the best of Florida’s waterfront lifestyle right from your backyard. The outdoor living space is designed as a private retreat, complete with a sparkling pool, spa, and peaceful water views. Quick out to the expensive Intracoastal waterways for boaters. Florida living at its finest — sunset views, alfresco dining, and cozy evenings by the outdoor fireplace. A beautiful patio and grill setup that feels like a dream come true. Located just minutes from Siesta Key Beach, this home provides quick access to world-renowned beaches, dining, and the vibrant coastal lifestyle that makes Siesta Key one of the most desirable destinations in Florida. Exceptional opportunity to own a brand-new waterfront home with boating access in one of Sarasota’s premier locations.

558 Venice Lane, 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

$2,450,000
4 Beds 4 Baths Windward Passage SubDv. 34242 Zip Code
Repriced $250,000! A rare opportunity to reimagine a Gulf-front penthouse on Siesta Key. Set in a boutique condominium community near Siesta Village, this expansive four-bedroom, four-bath residence offers over 3,900 air-conditioned square feet, full Gulf views and the kind of scale, frontage and location that are seldom available. With nearly 80 feet of linear Gulf frontage, the penthouse captures sweeping vistas of the azure Gulf waters, Big Pass, Lido Key and downtown Sarasota from nearly every room. The floor plan is exceptionally spacious, with grand living areas, high ceilings, a fireplace, two balconies, an attached two-car garage and the rare flexibility that comes with a residence of this size and presence. The two-building, 22-unit complex features a pool overlooking the Gulf, offering a relaxed setting to enjoy the waterfront lifestyle. This residence presents a unique canvas for a complete custom renovation. A new owner can transform this property into a spectacular coastal showplace, tailored to today’s luxury lifestyle. The existing floor plan includes generous entertaining spaces, a large kitchen footprint, two primary-suite areas, one with a private sauna, all ready to be reinterpreted with a fresh vision and design. Just moments from Siesta Village, with its restaurants, boutiques, boating and waterfront activities, this residence also enjoys proximity to Siesta Key’s world-famous white quartz sand beach. It is an extraordinary chance to create a one-of-a-kind Gulf-front penthouse in one of the island’s desirable locations. Beyond the island, vibrant downtown Sarasota’s cultural, shopping, dining and entertainment areas are just minutes away.

4712 Ocean Boulevard Unit W10, Sarasota

$5,650,000
7 Beds 9 Baths Stickney Point Sub SubDv. 34242 Zip Code
Under contract-accepting backup offers. There is only one — Siesta Sun Sets. Set against the quiet backdrop of Sabal Lake, with glimpses of the Gulf beyond, this residence unfolds with a sense of irresistible intention. Influenced by West Indies architecture, the design blends expansive indoor-outdoor living with natural textures, layered spaces, and a palette that mirrors its surroundings — soothing, sun-washed, and enduring. Across more than 4,000 square feet, the home offers seven incredible en-suite bedrooms and multiple living areas designed for both gathering and restful retreat. The great room anchors the experience, where kitchen, dining, and living spaces open outward to twin balconies — one overlooking the extensive grounds, the other framed by mature oaks, offering a quiet contrast of shade and light. Above, a private club level introduces a more intimate setting — a theater-style lounge, additional suites, and access to the rooftop deck. It is here, at the highest point of the home, that the name reveals itself. As day transitions to evening and the Gulf reflects gold, the softening sky reveals stunning sunsets, becoming the backdrop against which you count your blessings. Below, the grounds are equally considered. A multi-sport court — rare in both scale and versatility — sits alongside a resort-style pool and 360-degree spillover spa, creating a setting as seductive as it is serene. Covered outdoor living spaces extend the home’s presence, offering multiple areas for dining, gathering, and quiet retreat, all within a private, fully enclosed landscape. Siesta Sun Sets is not defined by any one feature, but by the way it brings them together — water, light, elevation, and space — into a residence that feels both grounded and removed, exclusive and secluded. A masterwork of resilient engineering and high-end coastal construction, this estate is architecturally primed to withstand coastal elements while serving as a premier venue for grand-scale entertaining and lucrative seasonal retreats. More than a home, Siesta Sun Sets is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

6536 Peacock Road, Sarasota

$3,600,000
5 Beds 7 Baths 329 Beach Land Condominium SubDv. 34242 Zip Code
Spirited, curated, and elevated, The Rooftop feels less like a single residence and more like a composition of places — where natural materials, global textures, and deep coastal tones come together in a way that is both grounded and transportive. Rich woods, sculptural elements, and layered finishes create a sense of depth throughout, while a sleek, modern kitchen introduces contrast with clean lines and contemporary precision. Positioned to capture stunning Gulf views from every vantage point, the home unfolds across nearly 4,000 square feet of thoughtfully designed living space. Six en-suite bedrooms, including custom bunk accommodations, provide flexibility for hosting, while the main living level is anchored by an expansive great room that opens to a balcony overlooking the water. Here, indoor and outdoor living merge seamlessly, framed by sunset skies and kissed by the coastal breeze. At the top, the residence reveals its defining feature. A 500-square-foot rooftop deck offers unobstructed Gulf views, with bar seating, lounge areas, and a setting designed for sunrise, sunset and every moment in between. Adjacent, an air-conditioned club room extends the experience with additional space for gathering, gaming, and relaxation, creating a seamless connection between interior comfort and open-air living. Below, the outdoor environment is equally immersive. A heated saltwater pool with integrated volleyball and waterslide, an oversized spa that doubles as a swim-up bar, and a covered patio with dining, lounge seating, and entertainment spaces create a private setting designed for both energy and ease. The entire space is framed by lush landscaping, enhanced with coastal style, and enclosed for privacy, reinforcing the home’s sense of retreat. Layered, expressive, and distinctly its own, The Rooftop is a residence that invites both escape and arrival. Designed for the discerning collector, this residence pairs sophisticated, storm-ready durability with an expansive layout optimized for both private family legacy and the high-capacity demands of elite coastal vacationing. More than a home, The Rooftop is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

329 Beach Road Unit A, Sarasota

$6,195,000
9 Beds 10 Baths Sabal Palms SubDv. 34242 Zip Code
Discover the ultimate expression of luxury coastal living in the heart of Siesta Key. This extraordinary 9-bedroom, 9.5-bath property is a true architectural showpiece, offering unmatched space, style, and sophistication just moments from world-renowned beaches and vibrant island amenities. Designed with an emphasis on grand-scale living, the home features an expansive great room floor plan that blends effortless comfort with refined elegance. The chef’s kitchen is a standout centerpiece, showcasing a large center island, premium appliances, and an oversized walk-in pantry. Perfect for both everyday living and large-scale entertaining. The dining area is enhanced by custom lighting, creating an inviting ambiance for memorable gatherings. A private elevator provides seamless access to all levels, while the 3-car garage adds convenience and storage flexibility. On the third floor of the home find an additional open family living room space with a wet bar and separate outdoor patio. No detail has been missed including an incredible game room. Every inch of this turnkey furnished home is finished with high-end materials and thoughtful craftsmanship. With nine spacious en-suite bedrooms, this property is ideal for multigenerational living, hosting guests, or maximizing income potential as a luxury rental investment. Outdoor living reaches new heights with a resort-style pool and covered spa, a super fun waterslide, and a putt-putt green are all within the interior of lush tropical landscaping. There are also plenty of outdoor dining and lounging options throughout with several patios and porches including an impressive rooftop deck which offers a panoramic view of the famous Siesta sunsets. Top rated Siesta beach is just a short stroll away as well as shops, the marina and dining. Whether you’re seeking a full-time residence, a second home, or a premier investment opportunity, this Siesta Key BEACH HOUSE delivers an unparalleled blend of luxury, versatility, and island living at its finest.

6548 Sabal Drive, 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

$7,200,000
4 Beds 4 Baths Bay Island SubDv. 34242 Zip Code
Tucked away on highly sought-after Bay Island, just over the North Siesta Key Bridge, 679 Norsota Way is a rare and extraordinary opportunity to own a piece of Sarasota’s architectural history or create something entirely new. Built in 1926, this Mediterranean Revival estate with Spanish Colonial influences sits gracefully on an expansive 2/3-acre lot, offering timeless character, generous scale, and unmatched potential. With 150 feet of deep water bayfront, the homesite is one of the largest on Bay Island's coveted northern edge. The 3,788 sqft two-story residence features 4 bedrooms, 3.5 bathrooms, a dedicated office, and a flexible bonus room, with all bedrooms thoughtfully positioned on the second level. The primary suite is exceptionally spacious and captures breathtaking views overlooking Sarasota Bay, the Ringling Bridge, and the downtown skyline, a daily backdrop that defines true coastal living. Original details and soft historic charm are present throughout, providing a warm and inviting foundation ready to be reimagined. The home has been flood remediated but not remodeled, offering a clean slate for restoration or renovation while preserving its architectural integrity. Importantly, the property is not historically designated, presenting a rare level of flexibility. For those seeking new construction, this exceptional 2/3-acre homesite offers the opportunity to start fresh without the constraints of an HOA or significant building restrictions, an increasingly uncommon advantage in such a premier location. No deed restritions or grand oaks constrain construction. Beyond the main residence, a secondary structure provides a two-car garage and hobby space, ideal for storage, creative pursuits, or future customization. Perfectly positioned just 10 minutes to downtown Sarasota and 5 minutes to the beach, this property blends privacy, proximity, and prestige in one of the area’s most coveted neighborhoods.

679 Norsota Way, Sarasota

$5,195,000
8 Beds 9 Baths Sarasota Beach SubDv. 34242 Zip Code
Experience refined seaside luxury in this extraordinary 8-bedroom, 8.5-bathroom residence just moments from Siesta Key Beach and Siesta Key Village. Currently operating as a successful vacation rental property, this home is thoughtfully designed to maximize both guest experience and income potential. Its expansive layout, high-end finishes, and prime location make it highly desirable for short-term rentals, with ample space to comfortably host large groups. Spanning four levels and serviced by a private elevator, the home is purpose-built for hosting. The layout includes two bedrooms on the second level, five well-appointed guest suites on the third floor—many with private baths and balconies—and a top-floor bedroom offering additional privacy. Two bunk-style rooms with a shared Jack-and-Jill bath further enhance its ability to accommodate larger parties. The primary suite provides a luxurious retreat with its own balcony and spa-inspired bathroom. The open-concept main living area serves as the heart of the home, featuring a designer kitchen with premium appliances, a large gathering island, and a dedicated bar area—ideal for entertaining. Multiple dining areas, both inside and out, create flexibility for group stays, while an upper-level flex room adds value as a game room, media space, or additional lounge area. Outdoors, guests can enjoy a private resort-style setting complete with a heated pool, sun shelf, built-in spa, and covered patio designed for comfort and entertainment. Multiple balconies and a rooftop deck offer additional gathering spaces, with sweeping Gulf views and unforgettable sunsets that consistently maximize the Florida experience. With its proven rental appeal, generous accommodations, and unbeatable location, this property presents a rare opportunity to own a **turnkey, income-producing investment** or a luxurious personal getaway in one of Florida’s most sought-after beach destinations.

336 Avenida De Mayo, Sarasota

$6,500,000
Coral Shores SubDv. 34242 Zip Code
Under contract-accepting backup offers. An exceptionally rare opportunity to acquire a fully renovated, income-producing, nine-unit, waterfront condominium complex located adjacent to Turtle Beach on world-renowned Siesta Key. Coral Shores offers immediate short-term rental income opportunity, paired with long-term redevelopment and appreciation potential, in one of Florida’s most supply-constrained coastal markets. Property Highlights: • Nine (9) condominium units sold as a package • Just under 0.50-acre waterfront site • Direct Sarasota Bay to Gulf of Mexico access – no bridges • Four private docks with eight slips (up to ~40’+ vessels) • Heated in-ground swimming pool • Large central parking lot for tenants and guests • Shared laundry and owner storage facilities • Predominantly 2BR units with select 1BR and studio layouts Renovations & Interior Upgrades: All units have recently completed extensive renovations featuring modern coastal interiors, updated kitchens with new appliances, stone countertops and new cabinetry, glass-enclosed contemporary bathrooms, new flooring, trim, windows, and select in-unit laundry, new common pay laundry appliances with storage closets, new raised HVAC units, new pool pump equipment, and more. The property is fully turnkey for continued short-term rental use. Income & Zoning Upside: Currently operating as weekly short-term rentals with strong seasonal occupancy. Zoned for low-rise condominiums (2–3 stories), with surrounding properties zoned mid-rise (4–6 stories), providing future redevelopment or density expansion potential subject to approvals. More detail is available with executed NDA.

9022 Midnight Pass Road, Sarasota

$5,195,000
9 Beds 8 Baths Sarasota Beach SubDv. 34242 Zip Code
~Experience elevated coastal living in this fantastic BEACH HOUSE right in the heart of SIESTA KEY VILLAGE~ This beautiful home boasts 8 bedrooms + an additional bonus room = 9, plus 8 bathrooms, including 6 en-suite retreats, perfectly suited for a large primary residence or a high-performing luxury vacation rental. Ideally located and just steps from premier dining, boutique shopping, & vibrant nightlife, and only a short stroll or bike ride to the world-renowned Siesta Key Beach. This property offers the ultimate blend of convenience with the feel of a resort-style escape. Upon entering take the stairs or the convenient elevator up to the main living space. Here you will find an open chef's kitchen, large island, a beverage bar, along with the spacious living room and dining area. There are 2 bedrooms also on this level. Multiple balconies showcase great views of the village, while the home’s prime location places you moments from everything Siesta Key has to offer. It has been thoughtfully designed with high-end designer finishes and furnishings, every detail for both comfort and entertaining. The bonus room on the 4th level leads out to a spiral staircase and then up to the rooftop deck where both village and GULF VIEWS create a great backdrop for stunning SIESTA SUNSETS. Back on the 1st level, walk out to the covered patio and enjoy your private outdoor oasis with lush landscaping and the tranquil heated pool & spa designed for both relaxation and entertainment. It features an oversized sun shelf, wraparound lounge ledge and in-water bar seating. Whether you're hosting family and friends, a large group getaway or seeking a luxury investment property, this extraordinary beach house delivers unmatched living spaces throughout. It also comes beautifully turnkey furnished and ready for immediate enjoyment or rental income. THIS IS YOUR COASTAL ESCAPE...where luxury, location, and lifestyle all meet!

332 Avenida De Mayo, Sarasota

$5,390,000
6 Beds 7 Baths Mira Mar Beach SubDv. 34242 Zip Code
Unlock a rare opportunity to own a high-performing nightly-rentable vacation property in the coveted Golden Triangle of Siesta Key—one of the most desirable short-term rental zones on the Key. This turnkey residence is already operating as a successful short-term vacation rental, offering immediate income with future bookings in place. Positioned just steps from Siesta Key Village and world-famous Siesta Beach, this property sits in the heart of the island’s premier tourism district, where nightly rentals are fully permitted and demand remains consistently strong year-round. Guests love the walkability, the proximity to dining and entertainment, and the effortless beach access—making this an ideal asset for investors seeking reliable occupancy and premium nightly rates. A luxurious Siesta Key retreat just steps from the beach, offering Gulf views, resort-style outdoor living, and high-end finishes throughout. With six bedrooms, 6.5 bathrooms, an elevator, multiple decks, a rooftop terrace, and an incredible pool with a slide, this home blends elegance with fun. Its unbeatable location—one minute to the beach and 3 minutes to Siesta Key Village—makes it ideal as a primary residence, vacation home, or high-performing investment property.

85 Avenida Messina, Sarasota

$2,200,000
5 Beds 3 Baths Siesta Rev SubDv. 34242 Zip Code
Price Reduced! Spacious island living, strong weekly rental income, and a prime north Siesta Key location come together in this beautifully maintained 5-bedroom, 3-bath furnished home just steps from beach access No. 1 at Shell Road on Big Pass. Built above base flood elevation of 11 feet, this property offers a valuable advantage on Siesta Key, along with the comfort, privacy, and usability today’s buyers are looking for. Fully gated and walled, the home sits on a generous lot surrounded by lush tropical landscaping, with an oversized 3-car garage and large paver driveway providing ample space for vehicles, beach gear, and a golf cart. Inside, the home offers large, open living spaces ideal for gathering and entertaining, featuring 12-foot ceilings, crown molding, arched openings, travertine flooring, and a spacious living room with gas fireplace. The kitchen includes stainless steel appliances, oak cabinetry, a breakfast nook overlooking the backyard oasis, and easy flow to the separate dining area and main living spaces. French doors open to a large terrace overlooking the tropical backyard, while an additional side terrace offers a private place to relax. The main-floor primary suite is a standout, offering direct terrace access, an oversized bedroom, two walk-in closets, and a luxurious en-suite bath with dual vanities, soaking tub, walk-in shower, and floor-to-ceiling travertine. Two additional bedrooms and a full bath are also located on the first floor, creating a functional and flexible layout. Upstairs, two generous guest bedrooms, a full bath, and a wet bar with beverage fridge provide an ideal retreat for visitors, with one bedroom opening to a private terrace overlooking the backyard. Designed for indoor-outdoor island living, the backyard is a true tropical oasis with mature landscaping, a heated saltwater pool with fountain, paver deck, large turf area, outdoor shower, and an exceptional tiki hut bar and outdoor kitchen complete with a built-in gas grill, two bar fridges, and porcelain countertops. An additional fenced side yard offers extra space for pets or outdoor enjoyment. Offered turn-key furnished, with a five-bedroom layout, generous lot size, multiple terraces, abundant storage, central vacuum, and expected 2026 rental income of $190,000. This home is an outstanding opportunity for those seeking a private Siesta Key retreat, income-producing investment, or both. Ideally located near world-renowned Siesta Key Beach and just a short drive to downtown Sarasota’s restaurants, shopping, and cultural attractions, this property offers the best of island living with convenience, comfort, and flexibility.

3508 La Paloma Avenue, Sarasota

$12,900,000
5 Beds 7 Baths Phillippi Shores SubDv. 34242 Zip Code
Tucked on the coveted north end of Siesta Key, this extraordinary double-lot point estate is positioned at the tip of a protected peninsula, offering panoramic water views and unforgettable sunsets. Surrounded by water and set directly across from protected parkland, the setting feels like your own private island. The property features three separate structures: a main residence, a guest house, and a separate waterfront cabana with bath. In total, the compound offers six bedrooms and six bathrooms, with gourmet kitchens in both the main house and guest house — each outfitted with high-end appliances throughout — ideal for multigenerational living, guest accommodations, or an exceptional private retreat. Throughout both residences, the finish detail is exceptional. Designer-selected materials create a cohesive and elevated aesthetic carried seamlessly across the entire compound. Custom wood flooring with intricate stone inlays, handcrafted stairwells featuring wood and stone risers, extensive crown molding, and refined architectural millwork highlight the level of craftsmanship invested in every space. Specialty stonework and thoughtfully curated finishes blend warmth with sophistication, creating interiors that feel timeless, substantial, and unmistakably high-end. Outdoor living is nothing short of spectacular. A dramatic infinity-edge pool with swim-assist system overlooks the water, enhanced by a striking waterfall feature that spills elegantly into the pool. New pool equipment (2025) supports the system. Natural rock waterfront frontage and a sculptural rock formation lead down to the shoreline, creating a one-of-a-kind coastal backdrop. Two docks serve the property — one with a double lift — offering outstanding boating access and rare protection on both sides of the point, with additional lift capacity for multiple watercraft. An outdoor shower provides added convenience after boating or swimming. Perched at the edge of the peninsula, the waterfront cabana and adjacent hot tub create a private, spa-like retreat suspended over the water — an unforgettable setting to take in sweeping sunset views. The residences were renovated separately: main house (2009) and guest house (2012). All A/C units have been renewed recently, along with the electric unit, and a new transformer (2024) services both properties. Sonos surround sound extends throughout all structures. Located on the highly desirable north end of Siesta Key, the estate offers convenient on-and-off island access while remaining just minutes from Southside Village and downtown Sarasota.

3750 Bayou Louise Lane, 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

$2,400,000
3 Beds 4 Baths Siesta SubDv. 34242 Zip Code
Experience the beauty of waterfront living with this exceptional home overlooking the tranquil waters of Little Sarasota Bay. This unique Siesta Key property offers 3,328 square feet of living space with three bedrooms and three-and-a-half bathrooms, combining classic coastal charm with incredible potential. The thoughtfully designed floor plan features a spacious primary suite on the main level with a private ensuite bath, along with a second ensuite bedroom that provides comfortable accommodations for guests or family. Upstairs, the third bedroom offers added privacy and opens to a balcony where you can enjoy sweeping bay views and peaceful sunsets. At the center of the home, a large living room with soaring ceilings creates an inviting space for gathering and entertaining. The generous layout provides a wonderful foundation for updates, allowing the next owner to customize and transform the home into their own coastal retreat. Outside, the property truly shines. A private outdoor oasis features an inground pool and relaxing hot tub, perfect for enjoying the Florida sunshine year-round. Boating enthusiasts will appreciate the private dock with boat lift, offering direct access to Little Sarasota Bay for fishing, kayaking, paddleboarding, or sunset cruises. The home also includes a rare private sand beach area, ideal for launching a kayak or simply enjoying the waterfront setting. The residence is accessed through a beautifully landscaped courtyard and circular driveway that adds both privacy and curb appeal. Located in one of Siesta Key’s most desirable areas, the home is just 1 mile from Turtle Beach, 3.3 miles from Siesta Key Public Beach, and only 4.5 miles from the lively Siesta Key Village, known for its restaurants, shopping, and entertainment. With its prime waterfront location, generous square footage, and timeless character, this property presents a rare opportunity for a new owner to make it their own and create a truly spectacular coastal home.

8213 Midnight Pass Road, Sarasota

$2,290,000
3 Beds 4 Baths Hamilton Club SubDv. 34242 Zip Code
Welcome to coastal luxury living in the exclusive Hamilton Club community on Siesta Key. This beautifully updated 3-bedroom, 3.5-bath waterfront residence offers an exceptional blend of elegance, comfort, and boating convenience in one of the island’s most desirable locations. Designed for effortless everyday living and entertaining, the home features a private elevator, impact-rated windows and doors, and a private 10,000-lb boat lift with quick access to Sarasota’s waterways and the Gulf beyond. A spacious screened lanai overlooking the water provides the perfect setting for morning coffee, evening cocktails, and year-round enjoyment of peaceful coastal breezes. Each spacious bedroom includes its own en-suite bath, offering privacy and comfort for both residents and guests. Thoughtfully updated throughout, the residence showcases renovated bathrooms completed in 2022–2023, kitchen enhancements in 2023, updated lighting, and beautiful new wood flooring, all contributing to a refined coastal aesthetic. Additional improvements include a new water softener and water pressure pump installed in 2025 for added functionality and peace of mind. Offered furnished or unfurnished, the home provides flexibility for immediate enjoyment or personalization to suit your style. Hamilton Club residents will also benefit from upcoming community landscaping improvements this summer and exterior building painting scheduled for 2027, both covered by HOA dues. Ideally located just minutes from Siesta Key’s world-renowned beaches, dining, shopping, and entertainment, this exceptional waterfront residence delivers the ultimate combination of modern upgrades, private boating access, and relaxed island living.

3941 Hamilton Club Circle Unit 9, Sarasota

$1,750,000
3 Beds 3 Baths Siesta Isles SubDv. 34242 Zip Code
New low price and potential seller financing! Deep boating water on the Grand Canal and Siesta Key’s world-famous beaches just minutes away, experience the best of island living. This beautifully renovated three-bedroom, three-bath waterfront residence offers a peaceful island retreat with nearly 2,900 square feet of living space plus a private office, ideal for everyday living and entertaining. On a quiet cul-de-sac in the desirable Siesta Isles neighborhood, the property enjoys approximately 99 feet of canal frontage with deep boating water and convenient access to Sarasota Bay and the Gulf of Mexico via a single bridge. The dock, rebuilt in 2024, is ready for boating, paddleboarding, kayaking, fishing and enjoying Sarasota’s exceptional waterways. Recently completed renovations have transformed the home into a fresh, move-in-ready coastal residence. Bright and welcoming interiors feature new finishes and thoughtfully selected materials. The open living spaces are designed to capture the beauty of the waterfront setting, creating a natural flow for relaxed living and entertaining. The newly redesigned kitchen features classic shaker-style cabinetry, quartz countertops and new appliances, creating a functional and stylish centerpiece for the home. Impact-rated windows and doors, a newer roof (2024), and a freshly painted exterior provide beauty and peace of mind. The spacious primary suite enjoys tranquil canal views through French doors and includes a private sitting room, creating a comfortable retreat in the home. The large primary bath provides generous space and is designed for relaxation and convenience. Outdoor living is equally inviting. The expansive pool terrace with oversized pool and spa overlooks the canal, offering a private setting for relaxing or gathering with friends and family. Begin your day with coffee on the pool deck while enjoying brilliant sunrises and end the evening with Siesta Key’s vibrant sunsets just minutes away at nearby Siesta Beach. Ideally near Siesta Key’s renowned quartz-sand beaches, the boutiques and dining of Siesta Village, and cultural amenities of downtown Sarasota, including the Ringling Museum and Marie Selby Botanical Gardens, this location combines island tranquility with convenient access to the area’s best attractions. Offering the rare combination of a beautifully renovated waterfront home, deep boating water, and a peaceful Siesta Key setting, this exceptional property captures the essence of Sarasota’s island lifestyle. Possible seller financing for qualified buyers.

951 Contento St., Siesta Key

$2,850,000
4 Beds 3 Baths Siesta Beach SubDv. 34242 Zip Code
Paradise found! This stunning, sturdy and stylish home has undergone extensive renovation, but the position of this home on the Grand Canal is the true show stopper. Just one bridge separates you from the crystal blue waters of Roberts Bay. A corner lot with boating waters to the east and south means panoramic views of the deep water canal. The pool, spa and gorgeous paver deck will be your favorite spot to relax and watch boat traffic. For boat enthusiasts, your dock with a lift for a boat and a jet ski are ready for you. Two floors of luxury living with an extensive non-conforming space on the lower level, this home is perfection for the full or part time island dweller with dreams of enjoying life to the fullest on sunny Siesta Key!

4651 Higel Avenue, Sarasota

$2,550,000
5 Beds 6 Baths Siesta Hammock SubDv. 34242 Zip Code
Under contract-accepting backup offers. PRICE REDUCTION**Rare Siesta Key Estate Compound | 4 Lots | Guest House + Studio | Minutes to Beach & Village** A truly exceptional offering on Siesta Key—this private multi-residence estate spans four combined lots, creating a rare sense of space, flexibility, and opportunity just moments from the world-renowned Siesta Beach and vibrant Siesta Key Village. The main residence features 3 bedrooms and 3.5 baths, thoughtfully designed for comfortable coastal living and effortless entertaining. Complementing the main home, a detached guest house and separate studio apartment provide additional private accommodations—ideal for extended family, visitors, or flexible use as a home office, creative space, or potential income-producing opportunity. Set within a quiet residential enclave, the expansive property offers a level of privacy seldom found on the island. Mature landscaping and generous grounds create a true “compound” feel—perfect for multi-generational living, seasonal retreats, or those seeking room to expand and customize. Whether envisioned as a private coastal retreat, a legacy family property, or a redevelopment opportunity, the possibilities here are unmatched. The oversized parcel offers potential for future expansion or reconfiguration, making it a compelling option for end-users and investors alike. Located less than a mile from Siesta Key’s powdery soft sand beaches and the dining, shopping, and entertainment of the Village, this property delivers the best of island living—space, privacy, and proximity. **Opportunities like this are exceptionally rare on Siesta Key.**

4839 Givens Court, Sarasota

$6,300,000
5 Beds 8 Baths Bay Island SubDv. 34242 Zip Code
Under Construction. An extraordinary opportunity awaits on the coveted north end of Siesta Key. Currently under construction and scheduled for completion in late 2026, this magnificent waterfront estate offers the rare chance to personalize finishes and create a truly bespoke coastal masterpiece—without the years-long process of designing, permitting, and building. Set on a remarkable and rarely available 1.25-acre estate-sized lot with direct sailboat water frontage, the property provides unobstructed access to Sarasota Bay and the open waters of the Gulf of Mexico. Boating enthusiasts will appreciate the deep-water access with no bridges to the bay, offering seamless days on the water from your own backyard. The custom-designed residence encompasses over 6,000 square feet of refined living space, thoughtfully planned to blend grand scale with effortless coastal elegance. Expansive indoor-outdoor living areas, soaring ceilings, and walls of glass are designed to capture tranquil water views and Gulf breezes. Buyers have the exclusive opportunity to select interior finishes, fixtures, and design elements—tailoring the home to their personal vision while benefiting from the expertise and timeline already in place. Complementing the main residence is a private guest house, ideal for hosting family and friends in comfort and style. The true estate setting is further enhanced by a full-sized tennis court, lush grounds with room for additional amenities, and the privacy rarely found on waterfront properties. This is a once-in-a-generation opportunity to own a newly built waterfront compound in one of the Gulf Coast’s most sought-after locations—where luxury, space, convenience and converge. These images are architectural renderings created for illustrative purposes only and are based on preliminary plans and design concepts. Renderings are intended to convey the overall vision, layout, and design intent but are not exact representations of the final constructed residence. Actual materials, finishes, dimensions, landscaping, fixtures, furnishings, ceiling details, lighting, views, and architectural elements may vary. All features, specifications, and details are subject to change without notice.

3460 Flamingo Avenue, 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

$3,600,000
5 Beds 7 Baths 329 Beach Land Condominium SubDv. 34242 Zip Code
There is only one — The Upper Deck. Some homes are designed to be admired. Others are designed to frame extraordinary views. Upper Deck was conceived to do something more deliberate — to position its owner above the expected. Rising in measured progression from foundation to crown, the residence unfolds vertically, each level more refined than the last. The architecture favors clarity over ornamentation, restraint over excess. Natural woods, soft neutrals, and Scandinavian precision establish a disciplined design language that feels both current and enduring. The lower level is grounded and intentional — structured for recreation, arrival, and ease. Above it, a curated collection of private suites offers balance and symmetry, designed to accommodate gathering without sacrificing composure. The second level of living space is the architectural heart, introducing light and proportion in equal measure. Here, clean-lined cabinetry, warm textures, and an open plan scaled for sixteen create a space that hosts effortlessly while maintaining aesthetic control. An adjacent balcony extends the space outward, maintaining continuity between interior living and the expansive Gulf views beyond. And then, the ascent culminates. The Crown: a 400-square-foot rooftop summit redefines perspective and offers unobstructed views of the Gulf. Elevated above Siesta Key, it offers a rare vantage point: sky uninterrupted, evenings extended, conversations carried a little longer. The private primary suite occupies its rightful position at the top, with direct rooftop access and a bath that mirrors the home’s restrained elegance. Upper Deck is not defined by square footage or amenity count. It is defined by hierarchy and the intentional decision to elevate each experience, each finish, each viewpoint. It is a residence for those who understand that position matters — in architecture, in life, and in legacy. More than a home, the Upper Deck is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

329 Beach Road Unit B, Sarasota