Over $1m Homes For Sale In Siesta Key

Nestled within The Sanderling Club on South Siesta Key, this exceptional homesite offers a rare opportunity to create a private coastal estate in one of Sarasota’s most coveted and exclusive communities. Set on nearly one acre, with an extraordinary 400 feet of waterfront along Heron Lagoon, the property provides a breathtaking natural backdrop defined by tranquility, privacy, and unspoiled beauty. Fully cleared and ready for construction, this expansive parcel is a blank canvas for your vision—whether you’re dreaming of a modern coastal retreat or a timeless island-inspired residence. With plans available from Yoder Homes, you have the unique advantage of accelerating the building process while still tailoring finishes and design details to your personal style. The ability to move forward with a proven, high-end design concept allows you to get ahead—saving valuable time while ensuring a refined, luxury outcome. The setting itself is equally compelling. Positioned just moments from the Sanderling Club’s private beach access, residents enjoy the best of both worlds—peaceful lagoon-front living paired with easy access to Siesta Key’s world-renowned Gulf beaches. Imagine evenings spent taking in vibrant sunsets over the water, or mornings surrounded by lush natural landscapes and coastal breezes. This is more than just a homesite—it’s an opportunity to design and build a legacy property in a community known for its privacy, natural beauty, and timeless appeal. With its premier location, expansive lot size, and endless possibilities for customization, this offering represents one of the most compelling land opportunities on South Siesta Key. Create your vision. Build your dream. Live exceptionally.

7340 Pine Needle Road, Sarasota

$8,950,000

6 Beds ⋅ 8 Baths ⋅ Siesta Properties Inc SubDv. ⋅ 34242 Zip Code

Rarely does a property of this caliber become available on Siesta Key. Spanning approximately 1.6 acres, this exceptional waterfront estate is framed by majestic oak trees and lush, mature landscaping, creating a private, quiet, and timeless retreat. This legacy property showcases expansive bayfront views that wrap gracefully around to a protected canal, offering both breathtaking vistas and sheltered water access. At its heart stands a classic and formal Southern-style residence, remodeled in 2008, rich in character and designed for an elegant lifestyle. Grand, beautifully proportioned rooms are designed for effortless entertainment, highlighted by a stately formal dining room worthy of the most important occasions. The expansive country kitchen is both functional and refined, featuring a professional-grade Wolf range with custom copper hood, an oversized Sub-Zero refrigerator, vintage tile flooring, and a striking chandelier that brings a touch of timeless elegance to space. A classic wood-burning fireplace adds warmth and character to the cozy wood paneled den with charming French doors opening to bayfront views. With six spacious bedrooms, six full bathrooms, and two additional half baths, this home offers exceptional comfort and ample space to accommodate family and guests with ease. Car enthusiasts will appreciate the 8 garages. Boaters will appreciate the ample opportunities to enhance this property with custom docks or lifts. For those envisioning a custom estate, the property also offers a rare opportunity to build your dream home while comfortably residing on-site in the charming guest cottage, complete with bedroom suite and kitchen—allowing you to plan, design, and construct at your own pace without ever leaving this exceptional setting. This is a true legacy offering, where expansive space and stunning waterfront beauty come together seamlessly, enhanced by breathtaking views that elevate every moment in this extraordinary setting. The Sanderling Club, the only guard-gated, single-family neighborhood on Siesta Key, offering residents tennis and pickleball courts, playground, and deeded access to a pristine stretch of Siesta Beach. Located minutes from Siesta Village, this property provides the perfect balance of serene seclusion and proximity to Sarasota’s vibrant cultural and culinary attractions.

1249 S Basin Lane, Sarasota

$2,675,000

4 Beds ⋅ 4 Baths ⋅ Coronas Park SubDv. ⋅ 34242 Zip Code

Under Construction. Discover La Linda, an exclusive collection of eight custom-built, modern homes offering breathtaking Gulf views just off Ocean Boulevard. Nestled in the highly sought- after Siesta Key, these elevated residences are crafted to the highest standards, featuring solid block construction on all levels, impact-resistant windows and doors, and private elevators for ultimate safety, security, and convenience. Perfectly situated, La Linda is just 5 minutes from Siesta Village and 8 minutes from the world-famous, sugar sands of Siesta Key Beach, providing the ideal balance of privacy and accessibility. Each four- bedroom, fourand-a-half-bathroom home is a masterpiece of refined design, boasting luxury finishes, impeccable craftsmanship, and modern aesthetics throughout. Designed for Comfort, Elegance & Entertainment - First Level: A spacious four-car garage leads to a beautifully designed lanai and pool deck, creating a private outdoor retreat. Second Level: The serene primary suite features a walk-in closet and spa-like bathroom with a freestanding tub, frameless glass shower, and double vanity. Two additional guest bedrooms, and additional living space, balcony access, and a dedicated laundry room complete this level. Third Level: The heart of the home, the open-concept great room, is designed for seamless indooroutdoor living. High ceilings and wraparound balconies maximize the Gulf views, while the chef’s kitchen impresses with a premium Viking appliance package, solid wood cabinetry, and stunning Calacatta Quartz countertops. A guest suite/office adds versatility to the space. Step outside to your own private oasis, where lush landscaping surrounds a sparkling pool and patio area—ideal for relaxation or entertaining. With its prime location, unparalleled craftsmanship, and luxury amenities, La Linda offers an exceptional opportunity to own a modern coastal masterpiece on Siesta Key. Don’t miss your chance to experience the pinnacle of island living—schedule your private tour today!

6901 Bochi Circle, Sarasota

$2,800,000

4 Beds ⋅ 5 Baths ⋅ Coronas Park SubDv. ⋅ 34242 Zip Code

Under Construction. Discover La Linda, an exclusive collection of eight custom-built, modern homes offering breathtaking Gulf views just off Ocean Boulevard. Nestled in the highly sought-after Siesta Key, these elevated residences are crafted to the highest standards, featuring solid block construction on all levels, impact-resistant windows and doors, and private elevators for ultimate safety, security, and convenience. Perfectly situated, La Linda is just 5 minutes from Siesta Village and 8 minutes from the world-famous, sugar-white sands of Siesta Key Beach, providing the ideal balance of privacy and accessibility. Each four-bedroom, four- and-a-half-bathroom home is a masterpiece of sophisticated design, boasting luxury finishes, impeccable craftsmanship, and modern aesthetics throughout. Designed for Comfort, Elegance & Entertainment - First Level: A spacious four-car garage leads to a beautifully designed lanai and pool deck, creating a private outdoor retreat. Second Level: The serene primary suite features a walk-in closet and spa-like bathroom with a freestanding tub, frameless glass shower, and double vanity. Two additional guest bedrooms, and additional living space, balcony access, and a dedicated laundry room complete this level. Third Level: The heart of the home, the open-concept great room, is designed for seamless indoor- outdoor living. High ceilings and wraparound balconies maximize the Gulf views, while the chef’s kitchen impresses with a premium Viking appliance package, solid wood cabinetry, and stunning Calacatta Quartz countertops. A guest suite/office adds versatility to the space. Step outside to your own private oasis, where lush landscaping surrounds a sparkling pool and patio area—ideal for relaxation or entertaining. With its prime location, unparalleled craftsmanship, and luxury amenities, La Linda offers an exceptional opportunity to own a modern coastal masterpiece on Siesta Key. Don’t miss your chance to experience the pinnacle of island living—schedule your private tour today!

6907 Bochi Circle, Sarasota

$2,239,000

2 Beds ⋅ 2 Baths ⋅ Palm Bay Club SubDv. ⋅ 34242 Zip Code

Fully insured, fully compliant building with clean structural inspections, funded reserves, new elevators and roof, and the rare and lucrative 3-day rental flexibility. The unit is stocked and move-in as well as rental-ready. Just bring your suitcase. Own a piece of paradise at the Palm Bay Club tower, where Siesta Key sunsets and Gulf views become a part of daily life. Positioned in the waterfront tower, this airy corner residence captures a rare perspective down Siesta Key’s shoreline, where wide Gulf views, turquoise water, and the movement of the surf are visible from every room. Its unique southern orientation is one of the reasons the current owner fell in love with the property. It offers the beauty of a true Gulf-front setting without the harsh afternoon sun that many beachfront residences contend with. It is low enough to remain connected to the beach and water below, yet elevated enough to frame a panorama of the coastline. The experience from within the residence is both soothing and unforgettable. Floor-to-ceiling windows fill the unit with natural light throughout the day. Morning sunrises arrive softly through the eastern-facing windows, while the southern exposure continuously reflects the changing colors of the Gulf, beach, and sky across the living spaces. Lovingly maintained as a private coastal retreat for the owner, the residence has been thoughtfully and continually improved with an emphasis on luxurious comfort, quality, and ease of ownership. Features include custom cabinetry and generous storage, KitchenAid and Kohler appliances, Brizo fixtures, designer lighting and furnishings, top-of-the-line custom Hunter Douglas blackout blinds, hurricane-rated window protection, a private in-unit washer and dryer — a rare convenience within the building, and much more. The interiors feel refined yet relaxed, designed for extended stays, entertaining guests, or simply enjoying quiet mornings overlooking the water. While privately enjoyed by the current owner, Palm Bay Club's in-house rental program and flexible 3-day minimum rental policy offer excellent income potential. The property features 24-hour security, full-time management, front desk and maintenance staff seven days a week, creating the welcoming, well-managed community that owners value. The Palm Bay Club's beach resort lifestyle comes with a level of service and atmosphere that sets it apart on Siesta Key. Available beach staff will take the complimentary loungers anywhere on the private beach by ATV. Owners and guests enjoy one of the largest expanses of direct access private beach frontages on the Key, with an outdoor grill, covered pavilions, a rinse station, and additional premium beach cabana services. The Gulf side amenities also include poolside bathrooms and showers, and a fitness center that looks out to the big heated pool and tennis/pickleball courts. A brand new shuffeboard court has been added in 2026. For a different laidback vibe, residents and guests simply walk to the Bay side to lounge by the heated pool and hot tub, where they can watch the boats go by amidst the boat docks, fishing pier, and palm trees. Must see to appreciate this rare tower unit with one of the most desirable and requested orientations at this exceptionally well maintained gulf-to-bay resort condo complex. This fully furnished turnkey property is move-in ready for immediate enjoyment or future rental use.

5966 Midnight Pass Road Unit G-67, Sarasota

$1,125,000

2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code

Welcome to highly sought-after "Building A" at the Gulf & Bay Club located on Siesta Key Beach! Where you'll be just steps to the No. 1 BEACH in the USA! As you enter the gated community, you will feel like you've landed in paradise as you make your way down the brick paved streets to the building closest to the beach. Offered TURN-KEY FURNISHED, this nicely updated 2-bedroom, 2-bathroom condo located on the second floor offers quick and easy access to the amenities and is just steps to private beach access! From the moment you enter you'll be drawn to the incredible views of the beach, gulf, pool, pond and beautiful grounds of the community! The kitchen features a large island, breakfast bar, granite countertops, new appliances and plenty of cabinetry for storage. The open floor plan is great for entertaining. Comfortably sleeps 6 people. Both bathrooms have been beautifully updated. New wood flooring follows throughout with tile in the kitchen. The unit offers an inside laundry room and an owner’s storage closet for your beach toys! Enjoy several upgrades including ceiling fans in each room, crown molding, custom trim woodwork and more! Amenities include 32 pristine acres, 800 feet of private beach on Siesta Key, a lush Tropical courtyard with a freshwater lake, 3 large heated pools, outdoor barbecuing areas, 6 tennis courts including 1 Har-Tru court, pickleball, basketball, shuffleboard, 2 clubhouses, media center, pool table and TV’s, fitness center and more! Schedule a showing today!

5790 Midnight Pass Road Unit 209, Sarasota

$1,900,000

Harmony Sub SubDv. ⋅ 34242 Zip Code

Short Sale. Lot currently has slab in place but building stopped. Plans could be taken over and completed and build your own dream home on Siesta Key. Short walk to the village and all it has to offer. Pics are the rendering of the permitted house to be built.

4838 Higel Avenue, 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

$2,550,000

2 Beds ⋅ 3 Baths ⋅ Ten35 Seaside SubDv. ⋅ 34242 Zip Code

The Newest Boutique Gulf-Front Community on South Siesta Key with Proven Rental Performance Experience luxury beachfront living with the added benefit of documented rental income at Ten35 Seaside. This beautifully appointed 2-bedroom, 2.5-bath Gulf-front residence has generated over $164,800 in gross rental income, with more than $101,000 already recorded in 2026, offering a rare opportunity to enjoy an exceptional coastal lifestyle while helping offset ownership costs. The open floor plan features Wolf and Sub-Zero appliances, custom cabinetry, designer finishes, and expansive sliding glass doors opening to a private terrace. The spacious primary suite includes a spa-inspired bath and walk-in closet, while the guest suite with custom built-in bunk beds adds flexibility for family, guests, or vacation rentals. Enjoy private beach access, a Gulf-front pool and spa, fitness center, private cabanas, and the convenience of being just minutes from Siesta Key Village, dining, shopping, and downtown Sarasota. Whether you're seeking a luxury beachfront residence, vacation home, second home, or income-producing investment property, Ten35 Seaside offers one of the strongest combinations of boutique Gulf-front living and proven rental performance on Siesta Key. Buyer to independently verify rental policies, income history, room dimensions, HOA information, and all property details.

1035 Seaside Drive Unit 308, Sarasota

$1,100,000

2 Beds ⋅ 2 Baths ⋅ Siesta Dunes Beach SubDv. ⋅ 34242 Zip Code

Siesta Key offer this Two Bedroom, Two Bath home with Full Views of the Gulf of Mexico. Turnkey furnished. Carport and storage closet. Screened lanai. Weekly rental can give you extra income. Both bedrooms have walk-in closets. Impact windows. You can enjoy the beach chairs and lounges on the famous "White Sand Beach", Gulf front circular pool that is the centerpiece of the community. On-site management. This centrally located community is near shopping and restaurants. It is a short trolley ride to Siesta Key Village.

6234 Midnight Pass Road Unit 307, 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

$1,150,000

2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code

RARELY AVAILABLE INCOME PRODUCING EXCELSIOR GULF FRONT UNIT This large unit has been completely updated and renovated with Impact windows and new HVAC in 2025, Upgraded kitchen and all appliances, plantation shutters, and Hunter Douglas window shades, in-unit washer/dryer, custom tile throughout, tastefully appointed with fine furnishings and all the accoutrements for the Siesta Beach lifestyle. The under-building covered parking and elevators are conveniently located the spacious gulf front patio is the perfect place to relax and enjoy the fabulous views. Excelsior is your Gulf to Bay resort residence with a Private White Sand Beach, Two Large Heated Swimming Pools, Poolside Restrooms / Hot Water Showers, Shuffleboard, Two Heated Whirlpools, Two Lighted Tennis Courts, Two Pickle Ball Courts, Fitness Center, Large Gulfside Sun Deck, Beach Loungers and Chairs, Lounges & Sunbathing Parapets' Outdoor Barbecues / Picnic Areas, Intercoastal Fishing Pier / Shaded Viewing Area, Community Room and monthly community events', Library' Walk to Shopping, Dining, Bike & Boat Rentals Located just a half mile to the S village shops, dining and marina makes this a great spot to enjoy all the best that world famous Siesta Key has to offer.

6266 Midnight Pass Road Unit 404, Sarasota

$1,135,000

2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code

This is the one! Rarely available beach-view residence with deeded access to the renowned shores of Siesta Key Beach. Located on the third floor, this bright and inviting unit features a versatile layout, including a pull-out sofa on the lanai with a privacy partition—perfect for creating a comfortable third sleeping area for guests. The well-designed split floor plan offers a spacious dining area, an eat-in kitchen with bar seating, two generously sized bedrooms, and two full bathrooms. Ample storage can be found throughout the home, along with the added convenience of in-unit laundry. Enjoy the ultimate coastal lifestyle with just a short stroll—approximately 70 steps—to the beach, as well as easy access to the community clubhouse, fitness center, and pool. Residents are treated to an array of resort-style amenities, including two heated swimming pools, two clubhouses ideal for entertaining, tennis courts, a fully equipped fitness center, and multiple BBQ areas. A scenic fishing pier invites you to cast a line or simply relax and watch boats and yachts glide by. Ideally located just minutes from shopping, dining, entertainment, golf courses, biking trails, boating, and the vibrant arts and culture of Sarasota. Beautifully updated in 2023 (to the studs, to include all new electric and plumbing) and offered turnkey furnished, this residence is move-in ready and perfectly suited as a primary home, vacation getaway, or income-producing investment.

1080 W Peppertree Lane Unit 305A, Sarasota

$1,000,000

Siesta Rev SubDv. ⋅ 34242 Zip Code

Here stands something increasingly rare on one of America's most coveted barrier islands; a generous, buildable lot where your vision can rise from the ground up. At 0.30 acres, this parcel surpasses the majority of lots on Siesta Key in possibility, offering ample room for the luxury coastal home you've always imagined: multiple stories of sweeping Gulf breezes, a resort-style pool, lush tropical landscaping, and still enough yard to breathe. The existing structure and pool tell the story of a home that lived a full and beautiful life on this island, and now the time has come to write the next chapter. Once cleared, what remains will be pure, unencumbered land in one of the most desirable ZIP codes on Florida's Gulf Coast. The footprint already exists. The lot has already proven it can hold a home, a pool, and a yard. Now imagine doing it all over again, only better, only newer, only yours. Walk to the powder-white quartz sand of Siesta Key Beach, consistently ranked among the best beaches in the world. Stroll to the Siesta Key Village for dinner, live music, boutique shopping, and the laid-back island energy that draws visitors and residents from around the globe. The lifestyle is already here, now build the home to match it. Lots of this size, this close to the beach and village, simply do not come available often. Whether you're an end-user ready to build your forever retreat or a savvy developer who recognizes the upside, the numbers and the location tell the same story: the value is in the land, and the land is exceptional. Bring your architect, your builder, and your dream. Siesta Key is ready when you are.

226 Ogden Street, Sarasota

$1,950,000

2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code

A rare and exceptional offering within Building F at Gulf & Bay Club on Siesta Key, Unit 403 presents a truly one-of-a-kind coastal retreat. Completely taken down to the studs and reimagined in 2023, this residence showcases a meticulous, high-end renovation where no detail was overlooked. From the moment you enter, you’re welcomed by a light-filled, open-concept design with sweeping direct Gulf views that immediately set the tone. The chef’s kitchen is the centerpiece of the home, anchored by a stunning 12-foot oversized island with seating for six. Featuring eco-friendly PaperStone countertops and backsplash, a full suite of premium Thermador appliances, and seamless custom finishes, the space is as functional as it is striking—all complemented by breathtaking water views as you cook and entertain. Offered turnkey furnished, the interiors are thoughtfully curated with pieces from Arhaus, Restoration Hardware, and other luxury brands, creating a cohesive and sophisticated aesthetic. The open layout flows effortlessly from kitchen to dining to living, enhanced by custom built-ins that provide both style and smart storage, including a paneled wine refrigerator. Wake up to the Gulf from your private primary suite, a serene retreat designed for both comfort and elegance. This space features a dedicated vanity area, custom walk-in closet, and a beautifully appointed en-suite bath, offering a spa-like experience within your own home. Additional highlights include engineered hardwood flooring throughout, hurricane-impact windows and sliders, solid-core doors, and extensive custom storage solutions—all contributing to the home’s elevated design and livability. This two-bedroom, two-bath residence is set within the highly sought-after Gulf & Bay Club, where residents enjoy an unmatched, resort-style lifestyle across 32 acres of lush, manicured grounds. Indulge in 800 feet of private, powdery white sand beach, three heated pools, tennis and pickleball courts, a state-of-the-art fitness center with yoga studio and saunas, and multiple clubhouses featuring lounges, billiards, and social spaces. Additional amenities include barbecue and picnic areas, freshwater lakes, and EV charging stations. Ideally located just moments from the dining, shopping, and vibrant energy of Siesta Key Village—including the iconic Sunday Drum Circle—this residence offers the perfect blend of privacy, luxury, and convenience. Unit 403 is more than a home—it’s a rare opportunity to experience the very best of Gulf-front living on Siesta Key.

5740 Midnight Pass Road Unit 403, Sarasota

$1,490,000

2 Beds ⋅ 2 Baths ⋅ Heron Lagoon Lodge Sub SubDv. ⋅ 34242 Zip Code

Rare Opportunity: Last Unrestricted Deed Waterfront Property on Midnight Pass Siesta Key’s Heron Lagoon. Discover one of the most unique waterfront opportunities left on the Turtle Beach end of Siesta Key. This last unrestricted deed property on legendary Midnight Pass sits directly on the serene Heron Lagoon side, offering unparalleled flexibility with no HOA and endless possibilities for your dream coastal retreat. The existing home is a charming 2-bedroom, 1-bathroom Old Florida bungalow (966 sq ft) that has been thoughtfully remodeled while preserving its authentic island character. Oak trees frame the property, and the one story design blends seamlessly with the natural surroundings on this oversized 0.39-acre lot (approximately 47 ft of direct lagoon frontage). Step outside to your private dock complete with shower and electricity — perfect for kayaking, paddle boarding, straight into Heron Lagoon with quick, effortless access to the Gulf of America via Midnight Pass. Enjoy breathtaking west-facing sunsets every evening as the sky paints vibrant colors over the ocean — a year-round spectacle right from your backyard. Whether you envision keeping the classic bungalow, adding a pool, expanding the home, or building new under Siesta Key’s flexible zoning, this rare unrestricted parcel delivers the ultimate blank canvas. Property Highlights: 2 beds | 1 bath | 966 sq ft living area, 0.39-acre lot with direct Heron Lagoon frontage, Private boat dock with shower & electric, No HOA — unrestricted deed, West-facing Gulf sunsets, Remodeled Old Florida charm, Prime southern Siesta Key location on one of Florida’s most coveted barrier islands, and the recently opened Midnight Pass intercoastal passage to the Gulf. Don’t miss your chance to own a true piece of Siesta Key history and lifestyle. This one-of-a-kind waterfront gem will not last.

8456 Midnight Pass Road, Sarasota

$2,250,000

2 Beds ⋅ 2 Baths ⋅ Horizons West SubDv. ⋅ 34242 Zip Code

Virtually Staged. Experience the pinnacle of island living in this 9th-floor, west-facing penthouse offering sweeping, unobstructed Gulf and Crescent Beach views from Point of Rocks to iconic Siesta Beach, where nightly sunsets paint the sky. Perfectly positioned above Siesta Key’s crystal-white sands, this spacious residence features 2 bedrooms and 2 baths with the rare opportunity to expand to a third bedroom and bath, allowing you to customize your coastal retreat. Highlights include a full laundry room, impact-rated windows, tankless water heater, dual A/C systems, and a coveted private 2-car garage with direct lobby access—one of only four in the community. Located in the prestigious Horizons West, a gated gulf-to-bay enclave spanning more than seven lush acres, residents enjoy 300 feet of private beachfront, beach cabanas, a Gulf-front pool and spa, grilling areas, a bayside pool and clubhouse, and a private intracoastal park with day dock, kayak launch, and serene mangrove setting. With SIRS and Milestone inspections complete and new landscaping throughout, this exceptional penthouse delivers luxury, privacy, and the ultimate Siesta Key beachfront lifestyle.

6140 Midnight Pass Road Unit 904, Sarasota

$1,800,000

5 Beds ⋅ 3 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code

A standout Siesta Key property offering space, privacy, versatility, and strong income potential in one exceptional package. Set on an oversized double lot within the city limits, 3515 La Paloma is an elevated coastal retreat just minutes from Siesta Key Beach, Siesta Village, and the North Bridge. Thoughtfully updated with high-end finishes throughout, the home offers nearly 3,000 square feet of living space with 5 bedrooms, 3 bathrooms, an open-concept layout, designer kitchen, and spacious living areas designed for effortless everyday living and entertaining. The outdoor space is a major highlight, featuring a private pool, expansive patio, and multiple gathering areas that create a true Florida backyard oasis. Overlooking the pool, the detached guest suite adds tremendous flexibility for visitors, multigenerational living, a home office, or additional rental use. For buyers seeking more than just a vacation home, this property also delivers compelling investment appeal. With a proven rental history and a layout that accommodates both personal use and income production, it offers a hard-to-find combination of lifestyle and financial upside on Siesta Key. Whether used as a full-time residence, second home, or income-producing retreat, 3515 La Paloma offers the space, setting, and versatility today’s buyers are looking for. Schedule your private showing and experience one of Siesta Key’s most unique opportunities. I like this one better because it sounds less like traditional MLS fluff and more like a property buyers should actually stop and consider.

3515 La Paloma Avenue, 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

Over $1,000,000 Homes For Sale In Siesta Key FL

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