Siesta Key, FL Homes for Sale

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  $695,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  5855 Midnight Pass Rd Unit 416, Sarasota, FL 34242

  Step into the exclusive waterfront haven of Harbor Towers Yacht and Racquet Club, a true resort paradise that will capture your heart instantly. The building has recently undergone a comprehensive $13 million, four-year hurricane hardening and structural upgrade, completed in 2024. Designed to meet the latest safety standards for hurricane and wind protection, these enhancements include

  

  Suzy Kolaz

  KELLER WILLIAMS ON THE WATER S

  (941) 254-2344

  5855 Midnight Pass Rd Unit 416, Sarasota, FL 34242
• Explore Siesta Key

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  /43

  $890,000

  • 2 Beds
  • 2 Baths
  • 1,259 Sq Ft

  5600 Beach Way Dr Unit 315, Sarasota, FL 34242

  Are you ready to create your lifestyle in the sun, steps away from the quartz crystal white powdery sands and warm Gulf waters of the award-winning Siesta Key Beach? This wonderfully located tun-key, furnished condo end unit is oh so unique on the top floor with views of the beautiful beach and Gulf waters, a rare, remodeled find on the spectacular Gulf coasts of Florida! This recently,

  

  Karie Backman

  KELLER WILLIAMS ON THE WATER S

  (941) 401-0728

  5600 Beach Way Dr Unit 315, Sarasota, FL 34242
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  /31

  $549,900

  • 1 Bed
  • 1 Bath
  • 531 Sq Ft

  5858 Midnight Pass Rd Unit 27, Sarasota, FL 34242

  Beautifully remodeled 1 bedroom condo located in Beachaven on #1 voted beach, Siesta Key. You can sleep 4 in this unit. This community has a private beach directly on the Gulf of America. Remodeled by Licensed contractor with all necessary permits and building codes. Everything in the unit is new. Cabinetry, flooring, appliances, and furniture. Only steps away from putting your feet in the sand.

  

  Paula Mapp

  MAPP REALTY & INVESTMENT CO

  (941) 231-3520

  5858 Midnight Pass Rd Unit 27, Sarasota, FL 34242
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  $1,250,000

  • 3 Beds
  • 2 Baths
  • 2,255 Sq Ft

  635 Tropical Cir, Sarasota, FL 34242

  Discover luxurious coastal living on tropical Siesta Key, #1 beach in the US and #4 in the world! You will love this beautifully updated 3-bedroom, 2-bath single-level residence offering nearly 2,300 sq. ft. of refined comfort. Perfectly situated just minutes from the world-famous powder-white sands and vibrant and eclectic Siesta Village, this home captures the essence of island elegance.The

  

  Tami Cashi

  COLDWELL BANKER REALTY

  (941) 273-8651

  635 Tropical Cir, Sarasota, FL 34242
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  /55

  $429,900

  • 1 Bed
  • 2 Baths
  • 780 Sq Ft

  1350 N Portofino Dr Unit 107, Sarasota, FL 34242

  SIESTA HARBOR...55+...BEAUTIFUL CANAL & Intercoastal Water Way VISTAS with boats slowly idling by and YOU HAVE BEACH ACCESS. BRING YOUR BOAT up to 30' because it only costs $1,000 ANNUALLY to berth your boat! BUT WAIT till you see this TOTALLY RENOVATED BEAUTIFUL 1 bedroom 2 full bathroom condo! NEW, NEW, NEW...everything is new...Ceramic tile flooring, baseboards, interior doors & hardware,

  

  Scotty Ledford

  VUE REALTY, LLC

  (941) 207-7524

  1350 N Portofino Dr Unit 107, Sarasota, FL 34242
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  /56

  $2,900,000

  • 4 Beds
  • 3.5 Baths
  • 2,952 Sq Ft

  222 Beach Rd Unit 7, Sarasota, FL 34242

  Glide down Beach Road and feel the Gulf breeze usher you toward 222 Beach Road, Residence #7—an iconic Tim Seibert masterpiece offering over 2,900 square feet of elevated coastal living. Accessible by elevator, this four-bedroom, three-and-a-half-bath residence captures Seibert’s signature devotion to light, openness, and architectural clarity. Inside, each bedroom turns the sound of the surf

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  (941) 214-6182

  222 Beach Rd Unit 7, Sarasota, FL 34242
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  $1,900,000

  • 3 Beds
  • 3.5 Baths
  • 2,480 Sq Ft

  548 Beach Rd Unit 540A, Sarasota, FL 34242

  Rarely available, this stunning Tiffany Sands townhome on Siesta Key offers an open floor plan with 3 spacious bedrooms featuring walk-in closets, 3.5 baths, and a versatile first-floor bonus room with a full bath and private entrance.Beautifully renovated, this exquisite residence boasts a one-car garage and storage space, multiple large decks, and a patio—perfect for soaking in breathtaking

  

  Jennifer Thompson

  WILLIAM RAVEIS REAL ESTATE

  (941) 206-4108

  548 Beach Rd Unit 540A, Sarasota, FL 34242
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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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  /46

  $18,000

  • 4 Beds
  • 3 Baths
  • 2,460 Sq Ft

  915 Seaside Dr Unit 613, Weeks 32-33, Sarasota, FL 34242

  Fractional Ownership. Summer Fractional Package, with 1/16th shares of ownership! Your dream of a new luxury home on Siesta Key Beach can now be a reality; an enviable lifestyle on America's top-rated beach! Here is your opportunity to own a piece of paradise without giving up all the amenities and services. An enviable lifestyle on America's top-rated beach! Your dream of a new luxury home on

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  (941) 269-1352

  915 Seaside Dr Unit 613, Weeks 32-33, 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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  $679,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,165 Sq Ft

  5855 Midnight Pass Rd Unit 311, Sarasota, FL 34242

  This stunning condo at Harbor Towers Yacht & Racquet Club offers an unparalleled investment opportunity, combining luxurious living with a resort-style ambiance. Thoughtfully updated with meticulous attention to detail, the condo features new luxury vinyl flooring and a beautifully remodeled kitchen, complete with solid wood cabinets and granite countertops, elevating the space to a new level of

  

  Jennifer Thompson

  WILLIAM RAVEIS REAL ESTATE

  (941) 207-5546

  5855 Midnight Pass Rd Unit 311, Sarasota, FL 34242
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  /45

  $57,000

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  915 Seaside Dr Unit 312, Weeks 16-17, Sarasota, FL 34242

  Fractional Ownership. Winter Fractional Package, with 1/16th shares of ownership! Your dream of a new luxury home on Siesta Key Beach can now be a reality; an enviable lifestyle on America's top-rated beach! Here is your opportunity to own a piece of paradise without giving up all the amenities and services. An enviable lifestyle on America's top-rated beach! Your dream of a new luxury home on

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  (941) 352-1199

  915 Seaside Dr Unit 312, Weeks 16-17, Sarasota, FL 34242
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  /54

  $80,000

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  915 Seaside Dr Unit 312, Weeks 8-9, Sarasota, FL 34242

  Fractional Ownership. Introducing the Winter Fractional Package, offering 1/16th ownership in a stunning luxury residence on Siesta Key Beach. Now, your dream of owning a beachfront home on America's most celebrated shore can become a reality. Enjoy the benefits of owning a slice of paradise, complete with world-class amenities and services. This exclusive opportunity offers the ultimate in

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  (941) 389-0934

  915 Seaside Dr Unit 312, Weeks 8-9, Sarasota, FL 34242
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  $1,099,000 Open Sun 11AM - 2PM

  • 2 Beds
  • 2 Baths
  • 1,337 Sq Ft

  5770 Midnight Pass Rd Unit 301, Sarasota, FL 34242

  Welcome to Gulf & Bay, Siesta Key’s premier GATED condominium association. Located in the heart of Siesta Key, completely drenched in the riches of beach living. Your new condominium is an END UNIT. Light and Bright with outstanding storybook views of Gulf & Bay community and your new condo is all updated inside. From the kitchen, bathrooms, plantation shutters, crown molding and more. Wi-Fi

  

  Anthony DeLuca

  DELUCA REALTY INC

  (941) 368-4048

  5770 Midnight Pass Rd Unit 301, Sarasota, FL 34242
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  $799,000

  • 2 Beds
  • 2 Baths
  • 1,282 Sq Ft

  777 Beach Rd Unit 1E, Sarasota, FL 34242

  Get ready to be wowed by this completely reimagined 2-bedroom, 2-bath coastal gem in the highly sought-after Crescent Royale! Step inside to discover a stunning transformation where modern luxury meets timeless coastal charm. The new kitchen, now seamlessly integrated into the great room by the removal of a wall, creates a spacious and inviting open-concept layout perfect for entertaining or

  

  Scott Rickards

  RE/MAX ALLIANCE GROUP

  (941) 699-3687

  777 Beach Rd Unit 1E, Sarasota, FL 34242
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  /61

  $2,350,000

  • 5 Beds
  • 5 Baths
  • 3,126 Sq Ft

  5624 Cape Leyte Dr, Sarasota, FL 34242

  Discover this newly upgraded coastal retreat ideally located just behind the iconic Siesta Key Beach, where crystal-clear waters and powder-soft sands are only a short walk away. View of the beach main entrances right from your backyard a true showcase of the timeless real estate principle: location, location, location! This stunning home blends elegance, comfort, and peace of mind, featuring a

  

  Wally Sabrii

  SARASOTA INTERNATIONAL REALTY

  (941) 401-1015

  5624 Cape Leyte Dr, Sarasota, FL 34242
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  /52

  $1,075,000

  • 3 Beds
  • 2 Baths
  • 1,715 Sq Ft

  5112 Oakmont Place, Sarasota, FL 34242

  Beneath the whispering palms of Siesta Key, 5112 Oakmont Place feels like the kind of home you discover once in a lifetime, a private retreat where island elegance meets easy coastal living. As you turn onto this quiet, tree-lined street, the pace slows. The scent of salt air drifts in through the open windows, and you can almost hear the gentle roll of waves in the distance. Enter inside to find

  

  Roberta Tengerdy, PA

  PREMIER SOTHEBY'S INTERNATIONAL REALTY

  (941) 541-1293

  5112 Oakmont Place, Sarasota, FL 34242
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  $75,000

  • 3 Beds
  • 3 Baths
  • 2,255 Sq Ft

  915 Seaside Dr Unit 607, Weeks 14-15, Sarasota, FL 34242

  Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  (941) 352-4595

  915 Seaside Dr Unit 607, Weeks 14-15, Sarasota, FL 34242
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  /52

  $75,000

  • 3 Beds
  • 3 Baths
  • 1,780 Sq Ft

  915 Seaside Dr Unit 606, Weeks 12-13, Sarasota, FL 34242

  Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  (941) 271-5462

  915 Seaside Dr Unit 606, Weeks 12-13, Sarasota, FL 34242
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  /28

  $695,000

  • 2 Beds
  • 2 Baths
  • 1,025 Sq Ft

  145 Avenida Messina Unit 3, Sarasota, FL 34242

  Welcome to this wonderful condominium complex directly on the edge of the Siesta Key Village! This UPSTAIRS unit has been completely remodeled from top to bottom and is absolutely stunning! The opened kitchen features stainless steel appliances, handsome quartz counters, and a tan tiger-look cabinetry. There is all new lighting, fans, receptacles and switches, and a neutral plank-like ceramic

  

  Joe Cleary

  RE/MAX ALLIANCE GROUP

  (941) 941-9881

  145 Avenida Messina Unit 3, Sarasota, FL 34242
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  $628,999

  • 2 Beds
  • 2 Baths
  • 1,259 Sq Ft

  5600 Beach Way Dr Unit 201, Sarasota, FL 34242

  JUST REDUCED OVER $20K and recently re-landscaped! Have you ever wondered what it's like to own a Siesta Key sunset? Throw on your swimsuit, grab a towel and take a short stroll across the street, because here at Beach Way, you can't get much closer! Embrace your very own next-level Florida lifestyle with this exceptional opportunity. This second floor 2-bedroom, 2-bathroom condo is ideally

  

  Dawn Bear

  WILLIAM RAVEIS REAL ESTATE

  (941) 304-5005

  5600 Beach Way Dr Unit 201, 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

  (941) 326-5697

  868 Siesta Key Cir, Sarasota, FL 34242
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  /99

  $875,000

  • Land
  • 0.26 Acre
  • $3,365,385 per Acre

  5019 Commonwealth Dr, Sarasota, FL 34242

  A Rare Build Opportunity on Siesta Key! Located on one of Siesta Key’s most beloved streets, this .26-acre lot on Commonwealth Drive presents a unique opportunity to build new in an established, multi-million-dollar neighborhood. Surrounded by lush, mature landscaping and a peaceful, community-focused setting, the lot offers the ideal backdrop for your vision—whether you’re seeking a full-time

  

  Dawn Bear

  WILLIAM RAVEIS REAL ESTATE

  (941) 394-0942

  5019 Commonwealth Dr, Sarasota, FL 34242
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  $5,392,000 Open Sun 12PM - 2PM

  • 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 impressive

  

  Cassandra Meyer

  BRIGHT REALTY

  (941) 231-6297

  4819 Higel Ave, 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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  $575,000

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft

  4660 Ocean Blvd Unit Q1, Sarasota, FL 34242

  Experience million-dollar, direct Gulf views from this ground floor condominium in the sought after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private screened-in lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath residence has been thoughtfully updated with a fully remodeled kitchen, tile flooring

  Halie Monde KELLER WILLIAMS ON THE WATER S

  4660 Ocean Blvd Unit Q1, Sarasota, FL 34242
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  /100

  $2,659,999

  • 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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  /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 DOUGLAS ELLIMAN

  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 DOUGLAS ELLIMAN

  5132 Jungle Plum Rd, Sarasota, FL 34242
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  $730,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  5855 Midnight Pass Rd Unit 520, Sarasota, FL 34242

  Wow, WHAT A VIEW! Gulf and sunset views from both bedrooms and the living room of this 5th-floor condo. Beautifully turnkey furnished, this large 2 bedroom, 2 bath condo boasts a double master layout, an extended living room/sunroom, and a gorgeously updated kitchen with stainless steel appliances and granite counter tops. Both bathrooms have also been exquisitely updated to maximize space and

  Shana Hamel NEXTHOME EXCELLENCE

  5855 Midnight Pass Rd Unit 520, Sarasota, FL 34242
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  /32

  $539,000

  • 1 Bed
  • 1 Bath
  • 728 Sq Ft

  5830 Midnight Pass Rd Unit 42, Sarasota, FL 34242

  Discover the charm of island living in this beautifully remodeled 1-bedroom, 1-bath condo on the Gulf side of Siesta Key. Designed with a laid-back coastal vibe, this home perfectly blends style, comfort, and functionality.The open-concept floor plan showcases luxury vinyl plank flooring throughout, creating a seamless flow from the spacious kitchen to the dining area and inviting living

  Noelle Vihrachoff KELLER WILLIAMS ON THE WATER S

  5830 Midnight Pass Rd Unit 42, Sarasota, FL 34242
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  /95

  $2,345,000

  • 4 Beds
  • 4.5 Baths
  • 3,796 Sq Ft

  6925 Bochi Cir, Sarasota, FL 34242

  Welcome to La Linda Siesta Key Estates, an exclusive gated enclave that defines the pinnacle of coastal luxury living. Just one block from the sparkling waters of Siesta Key, this custom-built, three-story masterpiece spans 3,796 square feet and offers 4 bedrooms, 4.5 baths, a private elevator, and a spacious 4-car garage, a rare feature on the island. Designed with both elegance and endurance in

  Jeremy Hartmark LPT REALTY, LLC

  6925 Bochi Cir, Sarasota, FL 34242
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  /41

  $719,000

  • 2 Beds
  • 2 Baths
  • 1,204 Sq Ft

  1001 Beach Rd Unit A203, Sarasota, FL 34242

  Strong Rental Income – Across from Siesta Beach! Totally updated 2 bed / 2 bath condo in the West Tower of “Our House at the Beach”, directly across from Siesta Key Beach, ranked #1 in the U.S. by TripAdvisor in 2024. This second-floor unit offers incredible natural light and nearly 270 degrees of wraparound views thanks to 46 feet of sliding glass doors in the living and dining areas. This unit

  Mike Winger TIDELINE REAL ESTATE BROKERS

  1001 Beach Rd Unit A203, Sarasota, FL 34242
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  /71

  $1,250,000

  • 4 Beds
  • 3.5 Baths
  • 2,659 Sq Ft

  5354 Calle Florida, Sarasota, FL 34242

  Tucked away on Palm Island, one of Siesta Key’s most exclusive neighborhoods, this stunning Spanish-inspired home is more than a place to live, it’s a way of life. Just a short stroll from the sugar-white sands of Siesta Key Beach and the boutiques and cafés of the Village, every day feels like a vacation. Step inside and you’re instantly transported. Arched windows frame the open courtyard,

  Angelica Ridley KELLER WILLIAMS ON THE WATER S

  5354 Calle Florida, Sarasota, FL 34242
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  /71

  $499,000

  • 2 Beds
  • 1.5 Baths
  • 860 Sq Ft

  1300 Cove II Place Unit 710, Sarasota, FL 34242

  Welcome to your slice of paradise on Siesta Key! This turnkey furnished 2 bedroom, 1.5 bathroom condo offers stunning canal views surrounded by mature tropical landscaping. With weekly rentals allowed and convenient in-house property management, it’s an ideal opportunity for both personal enjoyment and investment income. On-site property management provides professional oversight and streamlined

  Halie Monde KELLER WILLIAMS ON THE WATER S

  1300 Cove II Place Unit 710, Sarasota, FL 34242
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  /32

  $615,000

  • 1 Bed
  • 1 Bath
  • 728 Sq Ft

  5830 Midnight Pass Rd Unit 52, Sarasota, FL 34242

  Enjoy the ultimate beach lifestyle in this completely renovated 1 bed, 1 bath condo at Jamaica Royale. The spacious open-concept design features a beautifully updated kitchen with peninsula seating, quartz countertops, matching backsplash, sleek silver light fixtures, and brand-new appliances. Luxury vinyl plank flooring and crown molding flow throughout, creating a bright and airy coastal

  Noelle Vihrachoff KELLER WILLIAMS ON THE WATER S

  5830 Midnight Pass Rd Unit 52, Sarasota, FL 34242
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  /69

  $2,695,000

  • 5 Beds
  • 3.5 Baths
  • 3,205 Sq Ft

  430 Island Cir, Sarasota, FL 34242

  Welcome to 430 Island Circle, where island living feels both luxurious and refreshingly relaxed. Set on Palm Island, the “heart of Siesta Key”, just moments from the sugar-white sands of Siesta Key Beach, this home offers the perfect balance of modern comfort and coastal charm. Completely reimagined from top to bottom, this five bedroom, three and a half bathroom residence opens with sun-filled

  Jesse Bauer KELLER WILLIAMS ON THE WATER S

  430 Island Cir, Sarasota, FL 34242
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  /62

  $5,749,000

  • 4 Beds
  • 4.5 Baths
  • 6,827 Sq Ft

  749 Freeling Dr, Sarasota, FL 34242

  Welcome to Casa Della Fontana — The Fountain House. Nestled on the tranquil north end of Siesta Key, this gated waterfront estate is a blend of seaside serenity, architectural distinction, and lifestyle luxury. Perched on a deep, sailboat-accessible bayou that connects to the Intracoastal Waterway, the almost half acre lot provides generous room for outdoor living, boat docking, and privacy.

  Nikki Taylor DOUGLAS ELLIMAN

  749 Freeling Dr, Sarasota, FL 34242
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  /54

  $765,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  5855 Midnight Pass Rd Unit 420, Sarasota, FL 34242

  Location, location & views! Enjoy and experience luxury living at the Harbor Towers located just steps away from the world-famous Siesta Key beach. Highly desirable 4th floor unit, 2BR/2BTH with spectacular Gulf of America views from every room. Fully updated unit with new windows, new pipes, quartz countertops, new kitchen cabinets doors, new bathrooms and luxury vinyl flooring throughout. This

  Mihaela Dragan FINE PROPERTIES

  5855 Midnight Pass Rd Unit 420, Sarasota, FL 34242
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  /81

  $1,700,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,498 Sq Ft

  5880 Midnight Pass Rd Unit 903, Sarasota, FL 34242

  Welcome to Casarina, a highly regarded Gulf-front community on Siesta Key offering private beach access, resort caliber amenities, and a refined coastal lifestyle. This turnkey furnished, top floor 2 bedroom, 2 bath residence has been thoughtfully updated and is move in ready, presenting a desirable option for full time living, seasonal enjoyment, or rental use (one month minimum lease, up to

  Todd Goodman KELLER WILLIAMS ON THE WATER S

  5880 Midnight Pass Rd Unit 903, Sarasota, FL 34242

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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.

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Frequently Asked Questions

What is the average home price in Siesta Key, FL?

Homes for sale in Siesta Key, FL have an average home price of $6,458,399.

Are home prices dropping in Siesta Key?

Yes, home prices in Siesta Key are down 38% in the last 12 months.

How many homes have sold over the last 12 months in Siesta Key, FL?

5 homes have sold in Siesta Key, FL over the last 12 months.

Is Siesta Key, FL a safe city?

In general, the safest neighborhood in Siesta Key, FL with lower crime scores is Coral Cove/Holiday Harbor.

What are the most popular zip codes in Siesta Key, FL?

The most popular zip codes in Siesta Key, FL include 34242, 34231, 34239, 34236 and 34238.

What are the most popular neighborhoods in Siesta Key, FL?

The most popular neighborhood in Siesta Key, FL with the most homes for sale is Coral Cove/Holiday Harbor.

How much do you need to make to afford a house in Siesta Key?

The median home price in Siesta Key is $3,062,500. If you put a 20% down payment of $612,500 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $15,040 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $645K a year to afford the median home price in Siesta Key.

How are the schools in Siesta Key, FL?

Siesta Key, FL has highly rated public and private schools. Some of the best schools in Siesta Key based on Niche Grades are Out-Of-Door Academy, Phillippi Shores Elementary School and Riverview High School. The neighborhood in Siesta Key with the highest rated schools is Coral Cove/Holiday Harbor. Browse all the schools in Siesta Key, FL to learn more.

Home Trends in Siesta Key, FL

On average, homes in Siesta Key, FL sell after 95 days on the market compared to the national average of 53 days. The median sale price for homes in Siesta Key, FL over the last 12 months is $2,600,000, down 41% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$2,600,000

Median Single Family Sale Price

$3,250,000

Average Price Per Sq Ft

$1,206

Number of Homes for Sale

5

Last 12 months Home Sales

5

Months of Supply

12.00

Median List Price

$3,062,500

Median Change From 1st List Price

6%

Median Home Sale Price YoY Change

-41%