Siesta Key, FL Homes for Sale

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  /55

  $429,900 Open Sat 11PM - 3PM

  • 1 Bed
  • 2 Baths
  • 780 Sq Ft

  1350 N Portofino Dr Unit 107, Sarasota, FL 34242

  SIESTA HARBOR...55+...BEAUTIFUL CANAL & Intercoastal Water Way with incredible views of boats idling by and 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, impact

  

  Scotty Ledford

  VUE REALTY, LLC

  (941) 207-7524

  1350 N Portofino Dr Unit 107, Sarasota, FL 34242
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  Explore Siesta Key

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  /63

  $639,000

  • 2 Beds
  • 2 Baths
  • 1,557 Sq Ft

  199 Whispering Sands Dr Unit 105, Sarasota, FL 34242

  Your Dream Coastal Retreat Awaits at Whispering Sands – Siesta Key> ** Private Beach @ #1 Beach in USA** Welcome to your beautifully renovated 2-bedroom, 2-bath condo in the highly desirable Whispering Sands community, ideally located in the heart of Siesta Key Village. This stunning residence combines coastal elegance with modern convenience to create the ultimate island lifestyle. VIEW

  

  Tracy Srodes

  FINE PROPERTIES

  (941) 206-4934

  199 Whispering Sands Dr Unit 105, Sarasota, FL 34242
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  /100

  $695,000

  • 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
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  /43

  $950,000

  • 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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  /56

  $3,199,900

  • 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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  /9

  $875,000

  • 3 Beds
  • 2 Baths
  • 2,065 Sq Ft

  4637 Ocean Blvd, Sarasota, FL 34242

  Dream Home Extra - Selling the LOT for this price - Motivated Seller - Bring All Offers - Build Your Dream Home!.3 Acres with 96' of frontage on Lake Norma, 105' on Ocean Blvd., Awesome Location, Location, Location!!! 1 Mile to Siesta Key Beach, 25 Homes to The Village, 6 Homes to Out of Door Academy, 5 Homes to Siesta Key ChapelMake your offer today & Build Your Dream

  

  Albert Wooster

  ALBERT WOOSTER & COMPANY

  (941) 231-7499

  4637 Ocean Blvd, 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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  /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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  /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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  /63

  $94,900

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

  915 Seaside Dr Unit 613, Weeks 28-29, Sarasota, FL 34242

  Fractional Ownership. Fractional Ownership. ### Summer Fractional Package: Own 1/16th Share of Luxury! #### Live Your Dream on Siesta Key Beach #### Imagine owning a luxurious condominium on America's top-rated beach, Siesta Key Beach. Now, this dream can be a reality with this Summer Fractional Package, offering 1/16th shares of ownership. Enjoy an enviable lifestyle on this pristine beach

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  (941) 294-3183

  915 Seaside Dr Unit 613, Weeks 28-29, 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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  /25

  $600,000

  • 2 Beds
  • 2 Baths
  • 1,268 Sq Ft

  5964 Midnight Pass Rd Unit N-16 (AKA # 135), Sarasota, FL 34242

  One or more photo(s) has been virtually staged. OPPORTUNITY AWAITS! This first-floor end-unit condo is ready for your personal touches. Featuring 2 bedrooms and 2 bathrooms, it can serve as your primary residence, vacation retreat, or an income-producing rental with both weekly and seasonal leasing opportunities. The welcoming foyer offers a large storage closet, while the spacious great room

  Marcia Van Ginhoven REDFIN CORPORATION

  5964 Midnight Pass Rd Unit N-16 (AKA # 135), Sarasota, FL 34242
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  /72

  $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 Roberson KELLER WILLIAMS ON THE WATER S

  4660 Ocean Blvd Unit Q1, Sarasota, FL 34242
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  /69

  $2,850,000

  • 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

  Jesse Bauer KELLER WILLIAMS ON THE WATER S

  430 Island Cir, 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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  /51

  $775,000

  • 2 Beds
  • 2 Baths
  • 1,280 Sq Ft

  1240 Siesta Bayside Dr Unit 1240C, Sarasota, FL 34242

  Casual Elegance defines this Refined Residence. Whether a year-round retreat, vacation or investment property, this luxuriously appointed turnkey-furnished 2B/2B in Gulf & Bay Club Bayside will leave you feeling refreshed! Immaculately clean and featuring: a lovely water view, easy single level living, Private Beach access and Deeded Driveway w GARAGE makes coming home to this unit a breeze ~

  Gina LaRouche COLDWELL BANKER REALTY

  1240 Siesta Bayside Dr Unit 1240C, 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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  /37

  $3,288,000 Open Sun 1PM - 3PM

  • 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. PRIVATE WATERFRONT LUXURY | Siesta Key’s Discreet Side of ParadiseTucked away on a quiet cul-de-sac in the coveted Sara Sands neighborhood, this turnkey waterfront residence offers the rare balance of complete privacy and immediate enjoyment. Built in 2015 by award-winning Lee Wetherington and elevated at 10.5 feet, the home blends timeless

  Andy Barnhardt WATERSIDE REALTY LLC

  5169 Sandy Shore Ave, Sarasota, FL 34242
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  /59

  $730,000

  • 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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  /100

  $2,450,000

  • 4 Beds
  • 3.5 Baths
  • 2,988 Sq Ft

  5365 Calle Florida, Sarasota, FL 34242

  This newer construction home is perfect for year-round living or as a beach retreat. Additionally, it has made nearly $100,000.00 in rental income. Its design and amenities are exceptional as is it’s versatility! The elevator extends from the street level 3+ car garages to the main living floor and the upper floor. You are greeted on the main floor with a large living room opening to a main

  David DAngelo MICHAEL SAUNDERS & COMPANY

  5365 Calle Florida, Sarasota, FL 34242
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  /82

  $1,395,000

  • 2 Beds
  • 2 Baths
  • 1,471 Sq Ft

  5750 Midnight Pass Rd Unit 508, Sarasota, FL 34242

  Knock, knock your slice of paradise is calling! There’s no place like this home or home away from home! A gorgeous view in an exquisitely updated condo on the world’s finest beach! What more could you ask for?!! HURRICANE WINDOWS, Quartz countertops EVERYWHERE (even in the laundry room!), wine refrigerator, Kitchen Aid appliances, new cabinetry (including in the bathrooms), closet built-ins,

  Kathleen Griffin MICHAEL SAUNDERS & COMPANY

  5750 Midnight Pass Rd Unit 508, Sarasota, FL 34242
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  /43

  $1,399,900

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft

  6300 Midnight Pass Rd Unit 708, Sarasota, FL 34242

  GULF FRONT BEAUTY! Prime Investment Opportunity on Siesta Key! Welcome to Crystal Sands, Unit 708—a Gulf-front condo in one of Siesta Key’s most desirable beachfront communities. This beautifully appointed 7th-floor condo offers sweeping Gulf views, Beach views and breathtaking sunsets right from your private balcony. Located directly on world-famous Siesta Key Beach, this 7th-floor residence

  Kim Sheridan WATERSIDE REALTY LLC

  6300 Midnight Pass Rd Unit 708, Sarasota, FL 34242
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  /55

  $1,595,000

  • 3 Beds
  • 3 Baths
  • 1,991 Sq Ft

  4822 Ocean Blvd Unit 8C, Sarasota, FL 34242

  Perched high above the shoreline, Residence 8C at Siesta Towers delivers nearly 360-degree views spanning the Gulf, Big Pass, Sarasota Bay, and the twinkling downtown skyline. From glowing sunsets to sparkling city lights, this vantage point is among the most extraordinary on Siesta Key.Rarely available, this three-bedroom, three-bath residence has just undergone a complete, top-to-bottom

  Mike Warm PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4822 Ocean Blvd Unit 8C, Sarasota, FL 34242
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  /59

  $3,495,000

  • 7 Beds
  • 6 Baths
  • 3,175 Sq Ft

  344 Canal Rd, Sarasota, FL 34242

  Welcome to Island House, your ultimate island retreat, tailor-made to host an unforgettable Siesta Key vacation. Nestled just minutes away from the renowned Siesta Beach and Siesta Key Village, this exquisite vacation haven is designed to offer you the perfect blend of comfort and luxury. With a private pool featuring an exhilarating waterslide and a separate guest suite, your every need is

  Jay Travis RE/MAX ALLIANCE GROUP

  344 Canal Rd, Sarasota, FL 34242
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  /69

  $1,599,900

  • 2 Beds
  • 2 Baths
  • 1,464 Sq Ft

  19 Whispering Sands Dr Unit 302, Sarasota, FL 34242

  Experience the ultimate beachfront lifestyle in this stunning two-bedroom, two-bathroom condo that's been completely renovated with fresh style and modern touches. With 1,464 square feet of thoughtfully designed living space, this home offers breathtaking full views of the Gulf of Mexico and pristine beach right outside your door.Step inside to discover a bright, open layout that

  Frank Golio SARASOTA REALTY CENTER LLC

  19 Whispering Sands Dr Unit 302, Sarasota, FL 34242
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  /79

  $2,400,000

  • 3 Beds
  • 2.5 Baths
  • 1,802 Sq Ft

  46 Sandy Hook Rd, Sarasota, FL 34242

  Sandy Hook stands as a rare fusion of history, architecture, and coastal living. Sandy Hook is Siesta Key’s Premier Gulfside Community. Just north and west of Siesta Village, Sandy Hook is more than a neighborhood—it’s a legacy. Widely regarded as one of the most prestigious, desirable, and coveted communities on Siesta Key, it sits on a stretch of coastline where Gulf breezes carry stories of

  Amy Robinson AMY ROBINSON REAL ESTATE LLC

  46 Sandy Hook Rd, Sarasota, FL 34242
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  /59

  $2,275,000

  • 5 Beds
  • 4 Baths
  • 3,855 Sq Ft

  2 Island Cir, Sarasota, FL 34242

  *2 BUILDABLE WATERFRONT LOTS* Palm Island IS the "Heart of Siesta Key". Don't miss this rare opportunity to live in Siesta Key's most sought-after neighborhood and experience the quiet, friendly, yet close to everything community of Palm Island. Build your tropical dream home on one lot and sell the other, or go "all in" and create your ideal island estate on the 17,883 sq ft lot. If restoration

  George Miller COLDWELL BANKER REALTY

  2 Island Cir, Sarasota, FL 34242
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  /43

  $699,000

  • 2 Beds
  • 2 Baths
  • 921 Sq Ft

  5830 Midnight Pass Rd Unit 89, Sarasota, FL 34242

  Wonderful gulf side attached villa in an all ground level association, so no milestone inspections required. This completely updated, open floor plan unit has porcelain tile throughout, new appliances, hot water heater, interior washer and dryer, all new plumbing (Pex), hurricane impact front door and sliders, new closet doors, bathrooms, and more. Fantastic rental history! The HOA installed a

  Steve Cavanaugh TIDELINE REAL ESTATE BROKERS

  5830 Midnight Pass Rd Unit 89, Sarasota, FL 34242
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  /77

  $899,999

  • 2 Beds
  • 2 Baths
  • 1,475 Sq Ft

  6263 Midnight Pass Rd Unit 403, Sarasota, FL 34242

  Discover this one-of-a-kind unit in Excelsior, featuring two spacious bedrooms and two bathrooms, complemented by an added staircase leading to a spacious second-story loft. A structural beam has been expertly installed to support the loft, and all ceilings have been raised, enhanced with foam insulation throughout the attic for improved energy efficiency. The kitchen boasts custom solid wood

  Brian Ward WATERSIDE REALTY LLC

  6263 Midnight Pass Rd Unit 403, Sarasota, FL 34242
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  /61

  $760,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,182 Sq Ft

  5600 Beach Way Dr Unit 304, Sarasota, FL 34242

  Top-Floor Gulf View Retreat Where Coastal Comfort Meets Modern Living This fully renovated, top-floor condo in the heart of Siesta Key offers panoramic Gulf views and a lifestyle of laid-back luxury with income potential. Featuring an open-concept layout with expanded sliders and raised ceilings, this 2-bed, 2-bath gem is designed for modern living and effortless entertaining. The updated

  Janell Stuckwisch EXP REALTY LLC

  5600 Beach Way Dr Unit 304, Sarasota, FL 34242
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  /68

  $729,000

  • 2 Beds
  • 2 Baths
  • 1,264 Sq Ft

  143 Whispering Sands Dr Unit V-30, Sarasota, FL 34242

  PERFECTION! Enjoy effortless coastal living in this beautifully REMODELED, 2 bed/2 bath GULFSIDE villa with GARAGE, offered TURNKEY FURNISHED - with BRAND NEW 2025 furniture and furnishings! From the moment you arrive, you'll appreciate the thoughtful updates and fresh cohesive coastal decor that make this residence a stunner - and completely move-in ready. The all NEW galley kitchen boasts

  Harriet Stopher COLDWELL BANKER REALTY

  143 Whispering Sands Dr Unit V-30, 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
• 

  

  /54

  $775,000

  • 2 Beds
  • 2 Baths
  • 939 Sq Ft

  6150 Midnight Pass Rd Unit 38, Sarasota, FL 34242

  Step into your slice of paradise with this amazing lifestyle opportunity in Siesta Key's esteemed Island House Beach Resort. This impeccable 2-bedroom, 2-bath luxurious coastal Villa, which was completely renovated in 2025, seamlessly blends comfort, style, and investment potential, making it the perfect choice for discerning buyers, seasonal residents, and savvy investors alike. From the moment

  Domanic Calamese KW COASTAL LIVING III

  6150 Midnight Pass Rd Unit 38, 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

Showing Results 1 - 40, Page 1 of 8

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

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 $7,483,790.

Are home prices dropping in Siesta Key?

Yes, home prices in Siesta Key are down 52% in the last 12 months.

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

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

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 34233.

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 6.56%, your estimated principal and interest payment would be $15,580 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $668K 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 22 days on the market compared to the national average of 52 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

$1,236

Number of Homes for Sale

6

Last 12 months Home Sales

3

Months of Supply

24.00

Median List Price

$3,062,500

Median Change From 1st List Price

5%

Median Home Sale Price YoY Change

-41%