Siesta Key, FL Houses for Sale

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  /35

  $850,000

  • 3 Beds
  • 1 Bath
  • 1,240 Sq Ft

  5026 Calle Minorga, Siesta Key, FL 34242

  **** Island Vibes with Office Perks—Yes, You Can Have Both! *Market shift = your opportunity to snag a little slice of Siesta Key magic! ?? This adorable 3-bedroom cottage, zoned OPI (Office, Professional, Institutional, Residential), is so versatile it might just be the real estate equivalent of a yoga instructor who also teaches accounting. **Whether you're a massage therapist

  

  Kim Donahue

  PREFERRED SHORE LLC

  (941) 369-9175

  5026 Calle Minorga, Siesta Key, FL 34242
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  Explore Siesta Key

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  /48

  $960,000

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft

  711 Birdsong Ln, Sarasota, FL 34242

  Located in the heart of Siesta Key, this three-bedroom, two-bath home with a two-car garage offers a rare opportunity to experience island living just one mile from Siesta Key Beach—consistently ranked the #1 beach in the United States for its white quartz sand, turquoise waters, and year-round appeal.This property is perched on an elevated lot that has never experienced flooding. Recent

  

  Julianna Burns

  BERKSHIRE HATHAWAY HOMESERVICE

  (941) 390-4919

  711 Birdsong Ln, Sarasota, FL 34242
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  /85

  $1,800,000

  • 4 Beds
  • 2 Baths
  • 2,185 Sq Ft

  746 Plymouth St, Sarasota, FL 34242

  Nestled in the heart of Siesta Key, this home offers the perfect blend of relaxation and opportunity. Whether you're seeking a serene beach getaway, a lucrative vacation rental, or a full-time residence, this property checks all the boxes. The home’s unique floor plan is flooded with natural light, creating a bright, inviting atmosphere throughout. A rare find, both the home and the garage are

  

  Carla Rayman Kidd

  COLDWELL BANKER REALTY

  (941) 239-2641

  746 Plymouth St, Sarasota, FL 34242
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  /26

  $2,554,250 New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,735 Sq Ft

  5019 Commonwealth Dr, Sarasota, FL 34242

  Pre-Construction. To be built. An exceptional pre-construction opportunity awaits on Commonwealth Drive, one of Siesta Key’s most coveted and picturesque streets. This .26-acre lot, surrounded by multi-million-dollar homes and lush, mature landscaping, is being offered with thoughtfully crafted custom home plans by Yoder Construction—giving buyers a rare chance to build new in a prime island

  

  Dawn Bear

  WILLIAM RAVEIS REAL ESTATE

  (941) 326-4411

  5019 Commonwealth Dr, Sarasota, FL 34242
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  /42

  $5,392,000 New Construction

  • 4 Beds
  • 6 Baths
  • 4,220 Sq Ft

  4819 Higel Ave, Sarasota, FL 34242

  New Construction. Come see this coastal Siesta Key home located on the Grand Canal. The home is located on prime waterfront property with the best views of the Grand Canal, which provides easy access to the bay. A boater's dream! This three-level waterfront property offers the best in luxurious living, with four spacious bedrooms and four full baths and two half baths. Step inside the

  

  Cassandra Meyer

  BRIGHT REALTY

  (941) 231-6297

  4819 Higel Ave, Sarasota, FL 34242
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  /100

  $2,699,999

  • 4 Beds
  • 3 Baths
  • 3,541 Sq Ft

  5012 Higel Ave, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Discover this FULLY RENOVATED four-bedroom, three-bathroom sanctuary spanning 3,541 square feet, where luxury living meets WATERFRONT tranquility. Situated on almost a half acre lot, with rear views facing west for colorful sunsets, this meticulously crafted residence boasts a heated pool, a floating dock and long seawall inviting water enthusiasts

  Rachelle Tirey PREFERRED SHORE LLC

  5012 Higel Ave, Sarasota, FL 34242
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  /55

  $1,695,000

  • 4 Beds
  • 4.5 Baths
  • 3,146 Sq Ft

  311 Island Cir, Sarasota, FL 34242

  Welcome to 311 Island Circle, your dream Oasis on one of Siesta Key’s most desirable streets! Nestled on an expansive 22,000 sq ft lot on Palm Island, this property comes with a shiny new 2025 Bintelli golf cart, perfect for zipping over to Siesta Beach or the Village—just a stone's throw away at less than a mile! This stunningly renovated home offers four cozy bedrooms, a dedicated office for

  Tina Ellis COMPASS FLORIDA LLC

  311 Island Cir, Sarasota, FL 34242
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  /76

  $18,500,000

  • 4 Beds
  • 6 Baths
  • 8,138 Sq Ft

  3799 Flamingo Ave, Sarasota, FL 34242

  Relax and take in the positive energy of Lotus-style living in this one-of-a-kind Balinese-inspired resort compound on north end of the world-famous Siesta Key. Nothing is needed to begin your Zen journey as the property comes completely furnished down to dishes, silverware and a Buddha living wall. The coexistence of indoor and outdoor space blends over 8,000 square feet of indoor space with

  Joel Schemmel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3799 Flamingo Ave, Sarasota, FL 34242
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  /73

  $6,900,000

  • 5 Beds
  • 7 Baths
  • 6,928 Sq Ft

  5132 Jungle Plum Rd, Sarasota, FL 34242

  Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm

  Joel Schemmel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5132 Jungle Plum Rd, Sarasota, FL 34242
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  /37

  $3,288,000

  • 3 Beds
  • 3.5 Baths
  • 2,885 Sq Ft

  5169 Sandy Shore Ave, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. LIVE IN PARADISE | Turnkey Siesta Key waterfront luxury home on wide canal with dock + boat lift. VIEW 3D TOUR. Built in 2015 by award-winning builder Lee Wetherington and elevated at 10.5 feet, this 3 bed + den, 3.5 bath canal-front home offers quality construction, impact-rated windows, a 20kW generator, and a private dock with lift — just minutes

  Andy Barnhardt WATERSIDE REALTY LLC

  5169 Sandy Shore Ave, Sarasota, FL 34242
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  /41

  $1,895,000 Open Sat 12PM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,450 Sq Ft

  4879 Commonwealth Dr, Sarasota, FL 34242

  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

  Daniel Petrilla PREFERRED SHORE LLC

  4879 Commonwealth Dr, Sarasota, FL 34242
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  /44

  $3,990,000

  • 8 Beds
  • 8.5 Baths
  • 4,380 Sq Ft

  646 Calle Del Otono, Sarasota, FL 34242

  Nearly Complete New Construction on Siesta Key!Just steps from the sugar-white sands of Siesta Key Beach and a short stroll to Siesta Village, 646 Calle del Otono offers an exceptional opportunity to own a brand-new coastal estate nearing completion in one of Sarasota’s most walkable, high-demand locations.Designed with both style and function in mind, this expansive residence

  Curtis Ware KW COASTAL LIVING III

  646 Calle Del Otono, Sarasota, FL 34242
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  /62

  $1,890,000

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft

  1201 Big Oak Ln, Sarasota, FL 34242

  Once in a lifetime opportunity for a turnkey destination vacation home OR a rare short-term rental with high income production capacity! This Siesta Key, canal front, 3-bed 2-bath, coastal style home is absolutely gorgeous from the minute you walk in the door, to the moment you are on the back patio grilling some steaks, all the way until you are enjoying an after-dinner drink by the heated

  Thatcher Miner THE REAL ESTATE STORE

  1201 Big Oak Ln, Sarasota, FL 34242
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  /72

  $2,990,000

  • 4 Beds
  • 4.5 Baths
  • 5,078 Sq Ft

  512 Treasure Boat Way, Sarasota, FL 34242

  Designer Waterfront Living on Treasure Boat Way – Rare Value Meets Lasting StyleModern Waterfront Estate on Siesta Key | 512 Treasure Boat WayPerfectly situated on a spacious .44-acre corner lot in one of Siesta Key’s most sought-after boating communities, this fully renovated modern estate offers over 5,000 square feet of sophisticated living. With 4 bedrooms, 4.5 bathrooms, and a

  Derek Edwards KELLER WILLIAMS ON THE WATER S

  512 Treasure Boat Way, Sarasota, FL 34242
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  /69

  $4,895,000

  • 3 Beds
  • 4 Baths
  • 3,654 Sq Ft

  5569 Cape Leyte Dr, Sarasota, FL 34242

  LOCATION, LOCATION, LOCATION !!!Live like a Lottery Winner on the Crystal Sands & Aqua Waters of Siesta Key. Literally, You can walk one block to be with the playful dolphins at the #1 Beach in the USA, or out your back door, to spend the day on the Intercoastal Waterway or the Gulf of America with two boats on lifts, and/or fish off the dock and watch Manatees in the Grand Canal. This is not

  Steve Hagan MICHAEL SAUNDERS & COMPANY

  5569 Cape Leyte Dr, Sarasota, FL 34242
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  /72

  $3,500,000

  • 6 Beds
  • 4.5 Baths
  • 4,699 Sq Ft

  1240 Solitude Ln, Sarasota, FL 34242

  Discover Unrivaled Coastal Elegance Steps from Siesta Key Beach!This rare gem features two meticulously remodeled canal-front homes with stunning partial views of the bay, perfectly situated in a prestigious neighborhood. The main residence boasts a contemporary design with open and spacious layouts, highlighted by soaring 24 ft ceilings adorned with stylish gray wooden accent beams.Culinary

  Karl Helbig SUNREAL ESTATE INC

  1240 Solitude Ln, Sarasota, FL 34242
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  /55

  $1,975,000

  • 3 Beds
  • 3 Baths
  • 2,210 Sq Ft

  868 Siesta Key Cir, Sarasota, FL 34242

  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

  Jennifer Thompson WILLIAM RAVEIS REAL ESTATE

  868 Siesta Key Cir, Sarasota, FL 34242
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  /40

  $1,999,900

  • 3 Beds
  • 3 Baths
  • 3,324 Sq Ft

  681 Avenida de Mayo, Sarasota, FL 34242

  Price REDUCED so you can BUY your boat and bring it with you 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

  Colette Jay HORIZON REALTY INTERNATIONAL

  681 Avenida de Mayo, Sarasota, FL 34242
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  /21

  $1,800,000

  • 3 Beds
  • 3 Baths
  • 2,496 Sq Ft

  5033 Oxford Dr, Sarasota, FL 34242

  TWO BUILDABLE LOTS! Incredible opportunity to build your dream home—or two—on Siesta Key’s iconic Grand Canal. This exceptional waterfront property is located on picturesque Oxford Street, a charming canopy road with direct boating access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Features include an updated seawall cap, a rare covered boat slip and lush, tropical

  Jackie Eberley COLDWELL BANKER REALTY

  5033 Oxford Dr, Sarasota, FL 34242
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  /21

  $1,850,000

  • 4 Beds
  • 3 Baths
  • 2,392 Sq Ft

  306 Island Cir, Sarasota, FL 34242

  Move right in to this freshly renovated waterfront home, located on Palm Island, the "Heart of Siesta Key". Four bedrooms, two with en-suite bathrooms, large open floor plan, stylish new kitchen, sparkling swimming pool with spa, a dock with boat lift, and low maintenance landscape. This home has it all! Move in now and start enjoying the beach and boating lifestyle one can only find on Siesta

  Timothy Bloch QUEST PROPERTIES INC

  306 Island Cir, Sarasota, FL 34242
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  /80

  $2,250,000

  • 3 Beds
  • 3.5 Baths
  • 2,982 Sq Ft

  4711 Ocean Blvd, Sarasota, FL 34242

  A beautiful Siesta Key property! The combination of 3 bedrooms and 3.5 baths offers plenty of space, and the wood-burning fireplace adds a cozy touch. With a large patio and lap pool, it seems perfect for entertaining or relaxing in the sun. Being across from the Gulf and just a short walk to Siesta Key Village and the beaches makes it an ideal location for enjoying the best of coastal living.

  Stephen Weeks MICHAEL SAUNDERS & COMPANY

  4711 Ocean Blvd, Sarasota, FL 34242
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  /51

  $2,195,000

  • 3 Beds
  • 2 Baths
  • 2,010 Sq Ft

  5430 Avenida Del Mare, Sarasota, FL 34242

  PRICE REDUCED!! STROLL TO SIESTA KEY BEACH! Waterfront Canal Home! Exquisite Fully Renovated in 2025, Grand Canal Waterfront Home, short distance from Siesta Key Beach, Florida. House sits on 2.5 Buildable Lots (documents available)- investment potential for future development! Many options available: move in today, or can be rented as approved weekly short-term vacation rental, or monthly

  Jonathan Minerick HOMECOIN.COM

  5430 Avenida Del Mare, Sarasota, FL 34242
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  /79

  $2,300,000

  • 4 Beds
  • 3.5 Baths
  • 2,971 Sq Ft

  116 Garden Ln, Sarasota, FL 34242

  Modern Luxury, Minimal Upkeep—The Perfect Siesta Key Escape. Luxury meets practicality in this stunning, low-maintenance Siesta Key home on the quiet and desirable North End. Designed for modern lifestyles, this contemporary retreat offers breathtaking Gulf views, exclusive deeded beach access, and a flexible multi-level layout—perfect for entertaining or relaxing. Built with sustainable,

  Gerard Healy WILLIAM RAVEIS REAL ESTATE

  116 Garden Ln, Sarasota, FL 34242
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  /34

  $1,888,000

  • 3 Beds
  • 2.5 Baths
  • 1,670 Sq Ft

  462 Island Cir, Sarasota, FL 34242

  Beaches, Boating & Bistros. This 3 bedroom, 3 bathroom home has it all. Beaches: Located on Palm Island, an Island on an Island only a 2-minute walk to the world-famous cool quartz sands of Siesta Beach (Beach Access #10). You can walk for miles along the sparkling Gulf waters and watch the dolphins play. Kick back on the white sand, go swimming in the clear water, or simply admire the sunset —

  Dan Miller PREFERRED SHORE LLC

  462 Island Cir, Sarasota, FL 34242
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  /54

  $2,100,000

  • 4 Beds
  • 3 Baths
  • 3,451 Sq Ft

  940 Siesta Key Place, Sarasota, FL 34242

  Exceptional New Price for Siesta Key Canal-Front Living.Discover an unparalleled waterfront retreat on the highly coveted North Siesta Key, where luxury and tranquility converge. This extraordinary property boasts over 300 feet of pristine water frontage, offering breathtaking panoramic views and seamless access to Sarasota’s renowned waterways.Spanning over 3,450 sq. ft. of

  Frederick Insogna COLDWELL BANKER REALTY

  940 Siesta Key Place, Sarasota, FL 34242
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  /50

  $1,995,000

  • 3 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  1240 Northport Dr, Sarasota, FL 34242

  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

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1240 Northport Dr, Sarasota, FL 34242
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  /25

  $2,299,000

  • 3 Beds
  • 4 Baths
  • 2,882 Sq Ft

  951 Contento St, Sarasota, FL 34242

  Under Construction: Nestled in one of Siesta Key’s best-kept secrets, The Coastal Haven is tucked away in the peaceful privacy of a relaxing cul-de-sac—away from the hustle and bustle, offering you an unmatched retreat. This stunning property boasts 100 feet of prime waterfrontage along the Grand Canal, where you have deep-water access for multiple boats, kayaks, or jet skis, with the Gulf of

  Michael Graf COLDWELL BANKER SARASOTA CENT.

  951 Contento St, Sarasota, FL 34242
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  /57

  $1,899,000

  • 2 Beds
  • 2.5 Baths
  • 3,074 Sq Ft

  5112 Jungle Plum Rd, Sarasota, FL 34242

  Attention architecture enthusiasts: This midcentury-modern waterfront home seamlessly blends timeless design with modern convenience. Resilient through three major storms, it sustained no damage beyond minor landscaping impacts and minimal water in the garage. Set on a lush 0.61-acre lot in the coveted Hidden Harbor neighborhood, this jungle oasis offers an unparalleled living experience. The

  Mike Warm PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5112 Jungle Plum Rd, Sarasota, FL 34242
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  /38

  $1,900,000

  • 4 Beds
  • 4 Baths
  • 4,482 Sq Ft

  4865 Featherbed Ln, Sarasota, FL 34242

  Canal front home on over half an acre, ideally on a quiet street just 1.5 blocks from Siesta Key Village and a short distance to Crescent Beach. The property is being sold as-is. The home did incur water damage due to recent hurricanes. Mold remediation has been performed. This desirable lot is .60 acres, an ideal place to build your dream home.

  Janet Borden PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4865 Featherbed Ln, Sarasota, FL 34242
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  /87

  $1,975,000

  • 4 Beds
  • 3.5 Baths
  • 2,641 Sq Ft

  577 Venice Ln, Sarasota, FL 34242

  NEW, NEW,NEW... COMPLETED 2021! New Price! Hands down the absolute lowest priced, best value, new construction home on Siesta Key! Why consider spending money on a wet remediated home, or a 40-year-old renovated low ceiling, low lying home with non-impact glass and plumbing and electrical infrastructure issues? Why subject yourself to those older home realities that also come with astronomical

  Robert Ruiz WILLIAM RAVEIS REAL ESTATE

  577 Venice Ln, Sarasota, FL 34242
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  /9

  $1,998,000

  • 3 Beds
  • 3 Baths
  • 2,628 Sq Ft

  3721 Flamingo Ave, Sarasota, FL 34242

  Highly Motivated Sellers! Bring All Offers to rebuild your dream home in the exclusive community of Bay Island nestled on the Barrier Island of Siesta Key! Remodel, Rebuild or bring a development opportunity to desirable north Siesta Key. Bay Island is a true gem - this highly sought-after community of single-family neighborhoods on Siesta Key, offers unparalleled privacy and luxury. Great

  Sandra McCourtney FINE PROPERTIES

  3721 Flamingo Ave, Sarasota, FL 34242
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  /62

  $1,785,000

  • 3 Beds
  • 2 Baths
  • 1,972 Sq Ft

  5164 Windward Ave, Sarasota, FL 34242

  ***SELLER FINANCING AVAILABLE*** Tucked away on a quiet dead-end street, this exceptional waterfront estate on Siesta Key offers the perfect balance of seclusion and accessibility. Situated on an oversized 0.40-acre corner lot with 260 feet of water frontage and coveted western exposure, the property provides direct access to the Intracoastal Waterway—ideal for boating enthusiasts and water

  Taylor Thompson WILLIAM RAVEIS REAL ESTATE

  5164 Windward Ave, Sarasota, FL 34242
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  /39

  $679,000

  • 4 Beds
  • 3 Baths
  • 2,064 Sq Ft

  643 Calle de Peru, Sarasota, FL 34242

  Prime Opportunity less than a mile to the #1 Rated Beach in the Nation- Siesta Beach! Enjoy days with your toes in the cool, white, powder sand, take in a yoga class, or take a swim in The Gulf! Then stroll to the vibrant Siesta Key Village for dining, live music, shops, farmers market, and festivals! Do you dream of building a new island home? Plans and competitive pricing for new construction

  Rachelle Tirey PREFERRED SHORE LLC

  643 Calle de Peru, Sarasota, FL 34242
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  /49

  $750,000

  • 2 Beds
  • 2 Baths
  • 1,184 Sq Ft

  5302 La Rosas, Sarasota, FL 34242

  Welcome to Palm Island, the Heart of Siesta Key!! Palm Island is an Island on an Island, located a short walk to World Famous Sugery Sands of Siesta Key Beach (Beach Access 10) and Siesta Village. With only one small humpback bridge on & off, this beachy neighborhood is a quiet oasis that is close the beach, restaurants and nightlife that makes this area so desirable. Great opportunity to build

  Dan Miller PREFERRED SHORE LLC

  5302 La Rosas, Sarasota, FL 34242
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  /48

  $569,900

  • 2 Beds
  • 2 Baths
  • 1,137 Sq Ft

  5222 Winding Way, Sarasota, FL 34242

  Opportunity knocking loudly! Here it is the least expensive pool home on Siesta Key. You will approach under a charming, canopy lined street. This 2BR/2BA is ready for someone to put their finishing touches on it after hurricane damage. Walls have been removed from 4 ft down, kitchen cabinets and counter removed. Nice Crown molding. Electrical was rewired and raised. Replumbed in 2020. Tankless

  Robert Moffatt MICHAEL SAUNDERS & COMPANY

  5222 Winding Way, Sarasota, FL 34242
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  /89

  $15,950,000

  • 6 Beds
  • 9 Baths
  • 7,535 Sq Ft

  4315 Mangrove Place, Sarasota, FL 34242

  Experience the epitome of exclusivity with unheard of waterfront views, unmatched privacy, and breathtaking, expensive vistas from your own private island retreat. Tucked away on a private island in Siesta Key’s South Cocoanut Bayou, this Tuscan-inspired estate feels like it’s been plucked from the pages of a storybook. The estate at 4315 Mangrove Place features a Tuscan-inspired central

  Inbal August DOUGLAS ELLIMAN

  4315 Mangrove Place, Sarasota, FL 34242
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  /85

  $500,000

  • 4 Beds
  • 2 Baths
  • 1,791 Sq Ft

  4959 Commonwealth Dr, Sarasota, FL 34242

  AWESOME AUCTION PROPERTY - Siesta Key, Florida ATTENTION INVESTORS, BUILDERS & VISIONARIES! This is an exclusive EZBidDeals opportunity-offering qualified buyers the chance to secure premium Siesta Key real estate at auction pricing. Don't wait-opportunities like this don't come around often, and once it's gone, it's gone! Located in a high-demand area near top-rated beaches and vibrant

  Geri Scheckner Bright Realty

  4959 Commonwealth Dr, Sarasota, FL 34242
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  /27

  $1,200,000

  • 3 Beds
  • 3 Baths
  • 2,072 Sq Ft

  4920 Higel Ave, Sarasota, FL 34242

  Opportunity Awaits on this .37 of an acre (approximate dimensions 100' x 158') on Siesta Key with Western Exposure. The existing structure is ready to be removed and a new home would be best suited for this great lot. Current structure features 3BR/3BA with a pool ~ but the home did suffer severe water damage and is now being "sold as is" for lot value only. This nice, oversized lot has a great

  Tony Andrews ANDREWS & ASSOCIATES REALTY

  4920 Higel Ave, Sarasota, FL 34242
• 

  

  /19

  $785,000

  • 3 Beds
  • 2 Baths
  • 1,695 Sq Ft

  753 Tropical Cir, Sarasota, FL 34242

  Siesta Key house! This three bedroom, two bath, two car garage home with a swimming pool sits high and dry in the most elevated neighborhood on Siesta Key. This house is built on a concrete block 5ft stem wall and did NOT flood in 2024. Behind the lot line there is a natural retention swale to control potential water. Minutes to beautiful Siesta Key beach, and the Village. Invest in this land

  Patrick Ritchey RE/MAX ALLIANCE GROUP

  753 Tropical Cir, Sarasota, FL 34242
• 

  

  /50

  $1,100,000

  • 3 Beds
  • 2 Baths
  • 2,039 Sq Ft

  5572 Shadow Lawn Dr, Sarasota, FL 34242

  WATERFRONT HOME HALF A MILE TO SIESTA BEACH. Welcome to 5572 Shadow Lawn Drive on Siesta Key. This 3 Bedroom, 2 Bath home sits on a 14,300 SQ. FT. LOT, has a private dock and features 102 FEET OF FRONTAGE ON THE GRAND CANAL. Only one fixed bridge at Midnight Pass Rd means GREAT BOATING ACCESS to Sarasota Bay and the Gulf. Or take a short bike ride or walk to SIESTA BEACH, the #1 beach in the US.

  Chris Kernan RE/MAX ALLIANCE GROUP

  5572 Shadow Lawn Dr, Sarasota, FL 34242

Showing Results 1 - 40, Page 1 of 3

Why Live in Siesta Key

Siesta Key, located on a barrier island off the coast of Sarasota, Florida, is renowned for its pristine Siesta Beach, which boasts white quartz sand and was ranked the No. 2 beach in the United States by TripAdvisor in 2023. The island spans 8 miles, with most homes and activities concentrated on the north end, particularly around the downtown area and the quaint village district. This area features a variety of unique shops, restaurants, and nightclubs, enhancing the island's vibrant local flavor. Residents enjoy great walkability and a convenient trolley service that traverses the island. Housing options on Siesta Key include modern styles, Spanish Mediterraneans, ranch-style homes, cozy cottages, coastal-style homes, and several condominium complexes with amenities like pools and tennis courts. Dining highlights include the Toasted Mango Café, Miguel’s, and Captain Curt’s Crab & Oyster Bar, located roughly 3 miles south along the Midnight Pass corridor. The island also offers attractions such as Crescent Beach and Turtle Beach, with facilities for tennis, volleyball, and fishing. Education is served by the highly rated Out-of-Door Academy on the island and top-rated Sarasota County Schools, including Southside Elementary, Brookside Middle, and Riverview High. Siesta Key is accessible via the Siesta Key North Bridge and the Stickney Point Bascule Bridge, with the Sarasota Bradenton International Airport just 10 miles away.

Learn more about living in Siesta Key

Home Trends in Siesta Key, FL

On average, homes in Siesta Key, FL sell after 1 days on the market compared to the national average of 70 days. The median sale price for homes in Siesta Key, FL over the last 12 months is $1,035,000, down 76% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$1,035,000

Median Single Family Sale Price

$1,035,000

Average Price Per Sq Ft

$582

Number of Homes for Sale

1

Last 12 months Home Sales

2

Months of Supply

6.00

Median List Price

$1,300,000

Median Change From 1st List Price

3%

Median Home Sale Price YoY Change

-76%