Search Results: Single Family Homes for Sale

940 SIESTA KEY PLACE
SARASOTA FL 34242

Residential / Single Family Residence

4 Bed  ·  3 Bath  ·  3,451 SqFt  ·  $487/SqFt

New Listing!!!  Days on Market: 1

County: Sarasota
Subdiv/Community Name: Siesta Bayside
Legal Subdivision Name: SIESTAS BAYSIDE
Year built: 1970
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes

North Siesta Key Waterfront Sanctuary — Where Vision Meets Value An invitation to live extraordinarily on North Siesta Key — where artistry, architecture, and the water’s edge converge. Set on a rare 15,000 sq. ft. peninsula with over 300+ feet of canal frontage, this exceptional property is defined by its sense of seclusion, natural beauty, and endless potential. Mature tropical landscaping and graceful palms create a private world of tranquility within a quiet cul-de-sac of multi-million-dollar estate homes, just moments from Sarasota’s vibrant mainland. Currently graced by a 4-bedroom, 3-bath residence spanning 3,450 sq. ft., the home captures panoramic water views through ... Read more....»

5560 SHADOW LAWN DRIVE
SARASOTA FL 34242

Residential / Single Family Residence

4 Bed  ·  3 Bath  ·  2,124 SqFt  ·  $798/SqFt

Days on Market: 287

County: Sarasota
Subdiv/Community Name: Siesta Isles
Legal Subdivision Name: SIESTA ISLES
Year built: 1970
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes

New price! Discover the epitome of coastal living with this stunning waterfront home on Siesta Key, steps from the world-famous white sands of Siesta Beach and the aqua waters of the Gulf of Mexico. On an oversized 14,000-square-foot corner lot, this four-bedroom, three-bath oasis offers an unparalleled blend of luxury and comfort. Entertain effortlessly in the open-concept floor plan, featuring a spacious contemporary island kitchen with a large breakfast bar, generous seating, a dedicated dining room, and an inviting living area. The thoughtful split-bedroom design ensures privacy for owners and guests. The primary suite enjoys serene views of the pool ... Read more....»

5512 AVENIDA DEL MARE
SARASOTA FL 34242

Residential / Single Family Residence

4 Bed  ·  5 Bath  ·  3,680 SqFt  ·  $461/SqFt

County: Sarasota
Subdiv/Community Name: Sarasota Beach
Legal Subdivision Name: SARASOTA BEACH
Year built: 2005
Garage: Yes 2 vehicles

Vacation getaway, lucrative rental or full-time dream home, this Siesta Key residence is just steps from the powdery white sands of Siesta Key Beach. Some of the important features included a new roof, Ipe hardwood decks, brick paver drive and walkways, irrigation system, brand new stainless-steel appliances, two hot water heaters (one is tankless) and two a/c units. Step inside the open-concept great room, where neutral finishes, timeless travertine floors, and abundant natural light create an inviting ambiance. The kitchen is ideal for entertaining or quiet mornings at home, featuring rich wood cabinetry, granite countertops, counter-height seating, stainless-steel appliances. A ... Read more....»

763 SIESTA DRIVE
SARASOTA FL 34242

Residential / Single Family Residence

4 Bed  ·  3 Bath  ·  2,294 SqFt  ·  $741/SqFt

Days on Market: 146

County: Sarasota
Subdiv/Community Name: Bay Island
Legal Subdivision Name: BAY ISLAND
Year built: 1938
Garage: Yes 2 vehicles

Unleash your imagination with this stunning property, perfect for short or long-term rentals, or simply for your personal enjoyment. Both the house and guesthouse were restored with meticulous care and exquisite taste following Hurricane Milton, ensuring that their original beauty and charm have been gracefully preserved. Step through secure gates into one of Bay Island’s original Florida bungalows, a beautifully restored haven set on a lush 1/4 acre private oasis. Featuring a captivating three-bedroom main house and an enchanting one-bedroom guest suite, this home exudes charm and elegance—every room boasts unique handcrafted finishes sourced from local and international artisans. Experience the perfect ... Read more....»

4931 OXFORD DRIVE
SARASOTA FL 34242

Residential / Single Family Residence

3 Bed  ·  3 Bath  ·  3,357 SqFt  ·  $514/SqFt

Days on Market: 321

County: Sarasota
Subdiv/Community Name: Siesta Beach
Legal Subdivision Name: SIESTA BEACH
Year built: 2003
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes

LET'S MAKE A DEAL - Fully Furnished Siesta Key Dream Home on the Grand Canal - Just Minutes from the Beach! - One of the lowest priced in the area. Welcome to your dream coastal retreat on Siesta Key’s sought-after Grand Canal. This beautifully appointed 3-bedroom, 3-bathroom home offers the perfect blend of relaxed island living and modern luxury, fully turnkey furnished for immediate enjoyment. The top-level primary suite serves as your private oasis, complete with a balcony and views overlooking the main living area. On the second level, you'll find an open-concept living room, kitchen, and dining area, light-filled ... Read more....»

156 SIESTA DRIVE
SARASOTA FL 34242

Residential / Single Family Residence

5 Bed  ·  3 Bath  ·  2,901 SqFt  ·  $596/SqFt

Days on Market: 22

County: Sarasota
Subdiv/Community Name: Siesta Rev
Legal Subdivision Name: SIESTA REV RESUB
Year built: 1977
Garage: Yes 2 vehicles
Private Pool: Yes

Situated in the sought-after Bay Isle community on Siesta Key, this exceptional three-level pool home combines the best of upscale coastal living with impressive rental performance. Designed to host gatherings of all sizes, it is perfectly suited as a primary residence, vacation escape, or income-producing property. In 2024, it brought in $132,419 in gross rental income, with 2025 projections at $120,681, showcasing its strong investment appeal. Just a short stroll to Shell Beach and minutes from Siesta Key Village and the world-renowned Siesta Key Beach, the home offers unmatched access to award-winning white sand, vibrant dining, and boutique shopping. A complete ... Read more....»

1240 NORTHPORT DRIVE
SARASOTA FL 34242

Residential / Single Family Residence

3 Bed  ·  3 Bath  ·  1 Half Bath  ·  2,400 SqFt  ·  $729/SqFt

Days on Market: 238

County: Sarasota
Subdiv/Community Name: Royal Palm Harbor
Legal Subdivision Name: ROYAL PALM HARBOR
Year built: 1959
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes

New Price! A rarely available property in Royal Palm Harbor, Siesta Key. Discover the ultimate island lifestyle just half a mile from the world-renowned, powdery white sands of Siesta Beach and the Gulf of Mexico. In a private, lush, tree-canopied community, this spacious three-bedroom, 3.5-bath, two-car garage home sits on a deep sailboat water bayou, just five lots from Sarasota Bay and the Intracoastal Waterway, offering direct gulf access with no fixed bridges. The nearly 18,000-square-foot lot provides endless possibilities to renovate or build your dream waterfront retreat. The home has been professionally remediated and features a sprawling layout that ... Read more....»

7320 MELALEUCA WAY
SIESTA KEY FL 34242

Residential / Single Family Residence

4 Bed  ·  4 Bath  ·  2,970 SqFt  ·  $589/SqFt

Days on Market: 144

County: Sarasota
Subdiv/Community Name: Sanderling Club
Legal Subdivision Name: SANDERLING CLUB
Year built: 1960
Garage: Yes 3 vehicles
Waterfront: Yes

Welcome to the Sanderling Club, one of Siesta Key’s exclusive and sought-after neighborhoods, offering luxury living in the heart of paradise. As the island’s only gated single-family home community with 24-hour staffed security, Sanderling Club is renowned for its breathtaking beachfront properties, lush landscapes and outstanding amenities. This unique property offers two separate residences, with new roofs and exterior paint, and includes a combined four bedrooms, four bathrooms and 3,766 square feet of refined living space, including additional non-conforming living areas. Among grand live oaks and overlooking the waters of the Heron Lagoon with a combined nearly 50 acres of ... Read more....»

4922 COMMONWEALTH DRIVE
SARASOTA FL 34242

Residential / Single Family Residence

4 Bed  ·  4 Bath  ·  2,767 SqFt  ·  $649/SqFt

Days on Market: 1

County: Sarasota
Subdiv/Community Name: Siesta Beach
Legal Subdivision Name: SIESTA BEACH
Year built: 1995
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes

Welcome your Siesta Key dream home Commonwealth Drive, a stunning custom residence located directly on the Grand Canal. This four bedroom, four bathroom home exudes island style and warmth from the moment you see it. The Key West style build has a concrete base level, hardy plank cement siding, and a standing seam metal roof. The main living areas all give way to sunny and palm-lined views of pool deck with saltwater canal in the background. The open living areas on the main level feature hardwood flooring, a gas built-in fireplace, built-in shelving, and lots of windows to enjoy the ... Read more....»

1214 SEA PLUME WAY
SARASOTA FL 34242

Residential / Single Family Residence

3 Bed  ·  3 Bath  ·  3,681 SqFt  ·  $489/SqFt

Days on Market: 296

County: Sarasota
Subdiv/Community Name: Mangroves Sub The
Legal Subdivision Name: MANGROVES SUB THE
Year built: 1980
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes

Welcome to this expansive coastal residence located in South Siesta Key Village, offering seamless access to both the Gulf and Sarasota Bay. Encompassing 3,681 square feet of interior space and 6,751 total square feet, this three-bedroom, three-bath home is designed for elevated waterfront living. The primary bedroom features a spa-style bath with double sinks, a large soaking tub, an expansive walk-in shower, and built-in closet systems. The kitchen includes a dedicated bar area, pantry, and direct access to the elevator. The light-filled living room offers vaulted ceilings, a wood-burning fireplace, and access to multiple balconies, providing amazing sunset and sunrise ... Read more....»

3942 HAMILTON CLUB CIRCLE UNIT 13
SARASOTA FL 34242

Residential / Single Family Residence

3 Bed  ·  3 Bath  ·  1 Half Bath  ·  2,691 SqFt  ·  $669/SqFt

Days on Market: 20

County: Sarasota
Subdiv/Community Name: Hamilton Club
Legal Subdivision Name: HAMILTON CLUB
Year built: 1997
Garage: Yes 2 vehicles

Enter a coastal residence where architectural vision, designer finishes and direct access to the water create an exceptional lifestyle on Siesta Key. In the gated waterfront community of Hamilton Club, this fully reimagined home includes a private deeded dock on deep water, offering instant access to the Intracoastal, Sarasota Bay and the Gulf. Inside, the renovation reflects thoughtful design and custom craftsmanship throughout. The great room makes a dramatic impression with 20-foot ceilings, a floor-to-ceiling quartz feature wall with fireplace, floating wet bar, and glass sliders opening to a screened balcony overlooking the pool and pond. The kitchen was completely ... Read more....»

546 FREELING DRIVE
SARASOTA FL 34242

Residential / Single Family Residence

4 Bed  ·  4 Bath  ·  1 Half Bath  ·  3,996 SqFt  ·  $463/SqFt

Days on Market: 1

County: Sarasota
Subdiv/Community Name: Bay Island
Legal Subdivision Name: BAY ISLAND
Year built: 2026
Garage: Yes 3 vehicles
Private Pool: Yes

Pre-Construction. To be built. Boating access and large lot opportunity. This rare 11,884 sq.ft. lot on Siesta Key offers a unique opportunity to build your dream home in one of the most sought-after areas. Fit up to a 42-foot boat on the private dock, and boat off the canal into Roberts Bay. There is 100 ft of waterfront to enjoy. This property is a short drive past the north bridge, in a mature and developed luxe neighborhood on Bay Island. With the world-renowned Siesta Key Beach easily accessible and the convenience of the North Bridge within only a few minutes, this ... Read more....»

4879 COMMONWEALTH DRIVE
SARASOTA FL 34242

Residential / Single Family Residence

4 Bed  ·  3 Bath  ·  2,450 SqFt  ·  $773/SqFt

Days on Market: 65

County: Sarasota
Subdiv/Community Name: Siesta Beach
Legal Subdivision Name: SIESTA BEACH
Year built: 1957
Garage: No
Private Pool: Yes

Own a Rare Piece of Sarasota's Architectural History on Siesta Key! Step into timeless design and architectural significance with this rare mid-century modern masterpiece, situated on a private double lot in the heart of Siesta Key. Originally crafted in 1957 by Frank Coleman and Tollen Twitchell, two influential figures in the Original Sarasota School of Architecture, this home seamlessly blends historical character with modern luxury. Boasting 2,500 square feet of light-filled living space, this 4-bedroom, 3-bathroom residence has been meticulously renovated while preserving its original architectural integrity. Clean lines, expansive impact windows, and an open floor plan define the home’s iconic style, ... Read more....»

4964 COMMONWEALTH DRIVE
SARASOTA FL 34242

Residential / Single Family Residence

3 Bed  ·  3 Bath  ·  2 Half Baths  ·  3,000 SqFt  ·  $656/SqFt

Days on Market: 72

County: Sarasota
Subdiv/Community Name: Siesta Beach
Legal Subdivision Name: SIESTA BEACH
Year built: 2004
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes

Discover timeless elegance and coastal charm in this stunning 3-bedroom 5-bath home situated on the Grand Canal of Siesta Key. Elevated and meticulously designed, this residence offers a rare blend of luxury, warmth, and functionality in one of Sarasota's Most desirable waterfront neighborhoods. Soaring 14-foot ceilings define the main living area, where natural cherry hardwood floors carry warmth and sophistication throughout. The open concept great room features a custom built-in media center that surrounds a cozy gas fireplace, sliding doors open to a large balcony overlooking the sparkling pool and serene canal. At the heart of the home the ... Read more....»

868 SIESTA KEY CIRCLE
SARASOTA FL 34242

Residential / Single Family Residence

3 Bed  ·  3 Bath  ·  2,210 SqFt  ·  $894/SqFt

Days on Market: 114

County: Sarasota
Subdiv/Community Name: Siesta Beach
Legal Subdivision Name: SIESTAS BAYSIDE
Year built: 1972
Garage: Yes 2 vehicles
Private Pool: Yes
Waterfront: Yes

PRICE IMPROVEMENT... This island-style, ranch waterfront home offers an incredible opportunity to renovate and make it your own. While it did take on water during Hurricanes Helene and Milton, it boasts several key updates including a newer roof, fresh exterior paint, impact windows and doors, vaulted ceilings, and charming plantation shutters—just a few of the features that make this Siesta Key property so appealing. The open floor plan 3 bedroom, 3 full baths is designed for both comfort and privacy, featuring a completely secluded primary suite with its own walled sun terrace. Two guest suites are thoughtfully positioned for privacy as ... Read more....»

681 AVENIDA DE MAYO
SARASOTA FL 34242

Residential / Single Family Residence

3 Bed  ·  3 Bath  ·  3,324 SqFt  ·  $602/SqFt

Days on Market: 174

County: Sarasota
Subdiv/Community Name: Sarasota Beach
Legal Subdivision Name: SARASOTA BEACH
Year built: 1947
Garage: No
Private Pool: Yes
Waterfront: Yes

Park your Boat behind your home .... Welcome to this boaters paradise! This recently renovated 3-bedroom, 3-bathroom home nestled in the heart of Siesta Key. With 3,324 square feet of well designed living space, this contemporary home offers both luxury and comfort in one of Florida's most coveted locations. Step inside to find over-sized rooms that can be utilized for entertaining or simply unwinding after a day at the beach and boating. These multi-purpose rooms adapt to your lifestyle, whether you need another bedroom, home office, fitness space, or creative art studio. A true showstopper awaits outside, where a ... Read more....»