Siesta Key, FL Homes for Sale

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  /77

  $475,000

  • 2 Beds
  • 2.5 Baths
  • 1,332 Sq Ft

  6157 Midnight Pass Rd Unit B42, Sarasota, FL 34242

  VIEWS, VALUE, & VACATION INCOME! Lowest price per sq. foot in Bay Oaks on the market with the best views! Siesta Key Waterfront for a Great Price! TWO-STORY, 2 BEDROOMS, 3 BATHROOMS, & 1-WEEK RENTALS PERMITTED gem in the popular Bay Oaks community. This spacious condo features two oversized ensuite bedrooms, a guest half bath, and three private lanais—two of them covered, and two with stunning

  

  Julia Montei

  COLDWELL BANKER REALTY

  (941) 909-3685

  6157 Midnight Pass Rd Unit B42, Sarasota, FL 34242
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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 who dreams of

  

  Kim Donahue

  PREFERRED SHORE LLC

  (941) 369-9175

  5026 Calle Minorga, Siesta Key, 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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  /86

  $1,500,000

  • 2 Beds
  • 2 Baths
  • 1,285 Sq Ft

  5830 Midnight Pass Rd Unit 502, Sarasota, FL 34242

  BRAND NEW A/C The Beach, Elevated this updated 5th floor high above the Gulf a Golden opportunity to own directly on Siesta Key Beach. Rarely available perfectly situated direct beach front with a weekly rental program managed on site 52 weeks a year. Endless BEACH VIEWs in the wrap around deck specific to this unit on the 5th floor you will be well protected from high tides. NEW HURRICANE

  

  Marianne LeBar

  ROSEBAY INTERNATIONAL REALTY, INC

  (941) 253-3534

  5830 Midnight Pass Rd Unit 502, Sarasota, FL 34242
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  /37

  $699,000

  • 2 Beds
  • 2 Baths
  • 900 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) 219-0452

  145 Avenida Messina Unit 3, Sarasota, FL 34242
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  /52

  $2,450,000

  • 3 Beds
  • 2 Baths
  • 2,539 Sq Ft

  4937 Oxford Dr, Sarasota, FL 34242

  Location, location, location and no water intrusion with great income potential! Welcome to 4937 Oxford Drive, a charming single-family pool home on the Grand Canal nestled in the heart of Siesta Key. This sun-soaked sanctuary invites you to embrace the laid-back lifestyle with a touch of luxury. Discover the allure of Siesta Key living, just moments away from the pristine sands of world-renowned

  

  Roberta&Carolyn Tengerdy & Collins

  PREMIER SOTHEBY'S INTERNATIONAL REALTY

  (941) 294-3970

  4937 Oxford Dr, Sarasota, FL 34242
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  /33

  $1,000,000

  • 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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  /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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  /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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  /57

  $499,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 929 Sq Ft

  1257 S Portofino Dr Unit 306, Sarasota, FL 34242

  Live the Florida dream in this fully furnished, designer-finished 2 bedroom, 2 bathroom condo nestled within the coveted Siesta Harbor community, offering deeded beach access to world-famous Siesta Key Beach just across the street. Situated on the third floor with picturesque water views, this beautifully updated unit features granite countertops, white shaker cabinetry, stainless steel

  Toni Zarghami KW COASTAL LIVING III

  1257 S Portofino Dr Unit 306, Sarasota, FL 34242
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  /57

  $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 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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  /42

  $410,000

  • 1 Bed
  • 1 Bath
  • 656 Sq Ft

  105 Pass Key Rd Unit 105, Sarasota, FL 34242

  ATTENTION: ALL BEACH LOVERS!! Want to own a piece of paradise? Here is your chance!! This FIRST FLOOR 1+ bdrm is located in a private gulf front community. (That is PET FRIENDLY too!) This secluded enclave offers oceanfront panoramic views and just two blocks to Siesta Key VILLAGE! NO hurricane damage and NO upcoming assessments! New AC, hot water tank and hurricane sliders! Your condo boasts

  Laura Rodriguez COLDWELL BANKER REALTY

  105 Pass Key Rd Unit 105, Sarasota, FL 34242
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  /40

  $715,000

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

  1001 Beach Rd Unit A203, Sarasota, FL 34242

  $34K Price Reduction + Seller Paying $45K Assessment! 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

  Mike Winger RE/MAX PLATINUM

  1001 Beach Rd Unit A203, Sarasota, FL 34242
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  /100

  $699,000

  • 2 Beds
  • 2 Baths
  • 1,290 Sq Ft

  6415 Midnight Pass Rd Unit 909, Sarasota, FL 34242

  Stunning Intracoastal and Gulf views from this rare 9th-floor corner unit on Siesta Key.Welcome to Unit #909 at The Anchorage—a beautifully updated condo offering breathtaking panoramic views of the Intracoastal Waterway and Gulf glimpses from three private balconies. This light-filled corner unit is perched on the 9th floor and designed to capture peaceful coastal living from every

  Crystal Saly RE/MAX PLATINUM

  6415 Midnight Pass Rd Unit 909, Sarasota, FL 34242
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  /46

  $1,349,000

  • 3 Beds
  • 3 Baths
  • 1,963 Sq Ft

  710 Treasure Boat Way, Sarasota, FL 34242

  PRICE IMPROVEMENT !! THIS GEM STANDS UNTOUCHED BY THE RECENT HURRICANSES. ABSOLUTELY NO DAMAGE !! NEW VINYL FENCE WILL BE INSTALLED FOR CLOSING. Your own resort awaits you in the most sought-after Siesta Key. This Paradise has everything that you could possibly think of for a vacation home or a beach style living. Situated on a MORE THAN ONE-THIRD ACRE parcel surrounded by palm trees, home feels

  Parvathi Ganduri 1ST CLASS REAL ESTATE GULF TO BAY

  710 Treasure Boat Way, Sarasota, FL 34242
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  /44

  $1,295,000

  • 3 Beds
  • 2.5 Baths
  • 2,241 Sq Ft

  5107 Saint Albans Ave, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. **Seller Financing and Seller-Paid Rate Buy Down Available** Welcome to 5107 Saint Albans Avenue, Sarasota, Florida 34242 – a beautifully reimagined home on one of Siesta Key's most sought-after streets. This exceptional 3-bedroom, 2.5-bathroom ranch home, plus den, has been meticulously updated and nearly rebuilt with every modern convenience in

  Brian Partie ENGEL + VOELKERS SARASOTA

  5107 Saint Albans Ave, Sarasota, FL 34242
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  /59

  $750,000

  • 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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  /80

  $4,445,000

  • 4 Beds
  • 4 Baths
  • 5,988 Sq Ft

  815 Tropical Cir, Sarasota, FL 34242

  Step into your coastal waterfront dream home at 815 Tropical Circle on Siesta Key, unscathed by the two storms that impacted Sarasota. This exquisite four-bedroom, four-bath residence spans 5,988 square feet of meticulously updated living space, offering an unparalleled island lifestyle all while remaining unscathed by the two major hurricanes that impacted Sarasota and the Barrier Islands. A

  Joel Schemmel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  815 Tropical Cir, Sarasota, FL 34242
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  /74

  $4,495,000 New Construction

  • 4 Beds
  • 6 Baths
  • 5,238 Sq Ft

  656 Tropical Cir, Sarasota, FL 34242

  Welcome to Tropical Circle nestled away in a quiet neighborhood centrally located on Siesta Key. Designed and built by Jeff Tucker, Design 2 Build, this home combines elegance with functionality not to mention it also sits upon 15+ ft of elevation. With easy access from either bridge, minutes from world renowned Siesta Key Beach, close to Out of Door Academy and a quick ride to Siesta Key Village

  Carey Hibbs HARRY ROBBINS ASSOC INC

  656 Tropical Cir, Sarasota, FL 34242
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  /62

  $1,950,000

  • 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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  /56

  $695,000

  • 2 Beds
  • 2 Baths
  • 1,287 Sq Ft

  6415 Midnight Pass Rd Unit 502, Sarasota, FL 34242

  Deeded beach access, intracoastal waterway frontage with boat dockage, prime location AND a stunningly renovated condominium. What more could you want? Enjoy Siesta Key’s famous sunsets and holiday fireworks shows in comfort from this 5th floor beautifully renovated and immaculate 2-bedroom 2-bath condominium with partial gulf views. No need to take on a remodel here, all of it has been done to

  Mina Johnson MICHAEL SAUNDERS & COMPANY

  6415 Midnight Pass Rd Unit 502, Sarasota, FL 34242
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  /72

  $2,990,000

  • 3 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 3 bedrooms, 4.5 bathrooms, and a dedicated

  Derek Edwards KELLER WILLIAMS ON THE WATER S

  512 Treasure Boat Way, Sarasota, FL 34242
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  /69

  $4,999,777 Open Sun 1PM - 4PM

  • 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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  /45

  $749,900 Open Sun 1PM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,469 Sq Ft

  6265 Midnight Pass Rd Unit 205, Sarasota, FL 34242

  Don’t miss this rare opportunity to own a beautifully updated 2-bedroom, 2-bath condo in the highly sought-after Excelsior community on world-famous Siesta Key Beach. This spacious unit offers an open-concept layout with coastal-inspired finishes, updated kitchen and baths, in-unit laundry, and a private screened lanai.Enjoy resort-style amenities including two heated pools, tennis and

  Jake Wittmer THE SUNSHINE STATE COMPANY

  6265 Midnight Pass Rd Unit 205, Sarasota, FL 34242
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  /32

  $1,250,000

  • 2 Beds
  • 2 Baths
  • 1,166 Sq Ft

  6312 Midnight Pass Rd Unit 102S, Sarasota, FL 34242

  Siesta Key Beachfront Gem - Just Like New! Welcome to your slice of paradise on world-famous Siesta Key Beach! This stunning 2 bedroom, 2 bath elevated first floor end unit offers the ultimate in coastal living with direct beach access and breathtaking Gulf views. Step into a fully remodeled interior, professionally remediated and redesigned from top to bottom--including stylish furnishings--so

  Kristina Rain MICHAEL SAUNDERS & COMPANY

  6312 Midnight Pass Rd Unit 102S, Sarasota, FL 34242
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  /33

  $1,100,000

  • 2 Beds
  • 2 Baths
  • 1,335 Sq Ft

  5750 Midnight Pass Rd Unit 203, Sarasota, FL 34242

  Gulf & Bay is one of the finest properties on the island with 32 acres of manicured grounds and 800 feet of private white quartz powder beach. Lush tropical courtyard featuring 3 swimming pools, commercial grade fitness center, racquetball courts, tennis courts, freshwater lake with a unique island barbeque area, two clubhouses, dry saunas and hot tub, and electric charging stations. This is

  Brian Livesey WATERSIDE REALTY LLC

  5750 Midnight Pass Rd Unit 203, Sarasota, FL 34242
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  /78

  $2,600,000

  • 4 Beds
  • 3.5 Baths
  • 2,757 Sq Ft

  3959 Somerset Dr, Sarasota, FL 34242

  Boaters, this one’s rare. On deep, protected water in Cocoanut Bayou with no fixed bridges, this fully remodeled home on Siesta Key’s north end includes a deeded dock with water, electric, and a 20,000-pound lift—currently holding a 36-foot boat—with fast access to Sarasota Bay and the Gulf in under 10 minutes. Inside and out, this free-standing four-bedroom, 3.5-bath home has been thoughtfully

  Peter Mason PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3959 Somerset Dr, Sarasota, FL 34242
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  /55

  $719,000 Open Sat 1PM - 3PM

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

  101 Whispering Sands Dr Unit 307, Sarasota, FL 34242

  Experience the pinnacle of coastal luxury in this completely updated, fully furnished end-unit condo located in the relaxing community of Whispering Sands on Siesta Key. Overlooking a tranquil lagoon and offering private beachfront access, this 2-bedroom, 2-bath residence seamlessly blends modern comfort with serene island living. This rare end-unit offers extra privacy and natural light, along

  Todd Goodman KELLER WILLIAMS ON THE WATER S

  101 Whispering Sands Dr Unit 307, Sarasota, FL 34242
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  /37

  $685,000

  • 2 Beds
  • 2 Baths
  • 929 Sq Ft

  1350 N Portofino Dr Unit 402, Sarasota, FL 34242

  UNUSALLLY AVAILABLE! DIRECT INTRACOASTAL VIEW! Stunning ICW Water View on Siesta Key with direct, full view of the Intracoastal Waterway and private beach access across the street. Sought-after Tarpon Building in Siesta Harbor 55+ Community with only 8 units facing directly to the main Intracoastal waterway-- Views are Outstanding! Open Floor Plan, large open dining and living room leading to

  Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

  1350 N Portofino Dr Unit 402, Sarasota, FL 34242
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  /52

  $875,000

  • 2 Beds
  • 2 Baths
  • 1,253 Sq Ft

  6300 Midnight Pass Rd Unit 5, Sarasota, FL 34242

  Rarely available beach villa on Siesta Key in Crystal Sands. Experience the ultimate in island living with this beautifully renovated, free-standing villa in Crystal Sands — a sought-after beachfront community ideally positioned on the powdery white sands of world-renowned Siesta Beach. Offering the privacy and comfort of a single-family home with ease of condominium ownership, this rare

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6300 Midnight Pass Rd Unit 5, Sarasota, FL 34242
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  /39

  $699,900

  • 2 Beds
  • 1 Bath
  • 939 Sq Ft

  6150 Midnight Pass Rd Unit 4, Sarasota, FL 34242

  Welcome to this stunning waterfront Siesta Key beach community featuring a private beach, gorgeous views of the Gulf, and spectacular sunsets. This spacious, fully furnished, two bedroom single family Villa was totally renovated in 2025. The large new kitchen is a masterpiece with stainless steel appliances and quartz countertops. The huge open living area features a living room and dining room

  Klaus Breitsameter CHARLES RUTENBERG REALTY INC

  6150 Midnight Pass Rd Unit 4, Sarasota, FL 34242
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  /53

  $800,000

  • 2 Beds
  • 2 Baths
  • 1,460 Sq Ft

  1255 E Peppertree Dr Unit 507, Sarasota, FL 34242

  Magnificent water views! It is like watching a boat parade every day! Welcome to Peppertree Bay, a sought-after beach to bay community on Siesta Key. This pristine 2-bedroom 2-bath condo has been beautifully updated to appeal to the modern discerning buyer, with clean contemporary finishes showcasing its coastal charm. Step inside to find a spacious open floor plan incorporating gorgeous

  Ethel Lovelace MICHAEL SAUNDERS & COMPANY

  1255 E Peppertree Dr Unit 507, Sarasota, FL 34242
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  /41

  $750,000

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

  1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242

  Paradise awaits at Gulf & Bay Club Bayside on Siesta Key. FIRST-FLOOR, TURNKEY FURNISHED, 2-bedroom, 2-bathroom residence includes a deep one-car GARAGE. Flexibility of weekly rentals, perfect for personal enjoyment or as a lucrative income-producing property. Located in a popular gated community just steps from DEEDED BEACH ACCESS to world-famous Siesta Key and Crescent Beach. This home invites

  Dana Cook Westmark MICHAEL SAUNDERS & COMPANY

  1226 Siesta Bayside Dr Unit 1226C, Sarasota, FL 34242
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  /26

  $875,000

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

  5855 Midnight Pass Rd Unit 621, Sarasota, FL 34242

  Breathtaking Gulf Views and Spectacular Sunsets Await!Perched on the 6th floor, this beautifully updated condo offers sweeping views of the Gulf and stunning nightly sunsets. The building has recently completed a $12 million structural renovation, featuring all-new hurricane-impact windows and sliding glass doors, along with fresh exterior stucco and paint—making it one of the most modern and

  Heidi Scholten MEDWAY REALTY

  5855 Midnight Pass Rd Unit 621, Sarasota, FL 34242
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  /39

  $699,000

  • 2 Beds
  • 2 Baths
  • 1,130 Sq Ft

  1311 Siesta Bayside Dr Unit 1311A, Sarasota, FL 34242

  Best Deal on Siesta Key! Centrally located and priced right, this 2-bedroom, 2-bath ground-level condo offers unbeatable value and peace of mind. Can be furnished (with the exception of a few personal items) or unfurnished. Neither the unit nor the complex sustained flooding or material damage from the 2024 hurricanes - making it a smart, secure choice on Siesta Key. Tucked into a highly

  Marni Hayden CHROME REALTY LLC

  1311 Siesta Bayside Dr Unit 1311A, Sarasota, FL 34242

Showing Results 1 - 40, Page 1 of 9

Why Live in Siesta Key

Siesta Key, a barrier island in the Gulf of Mexico, is renowned for Siesta Beach, which boasts white quartz sand and was rated the No. 2 beach in the United States by TripAdvisor in 2023. The island stretches for 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 unique shops, restaurants, nightclubs, and essential services like a post office. The village is the commercial hub, with notable shops such as Casa Del Sol Boutique and Beach Bazaar. Dining options include the Toasted Mango Café, Miguel’s, and Captain Curt’s Crab & Oyster Bar, located roughly 3 miles south along the Midnight Pass corridor. Siesta Key offers a variety of home styles, including modern, Spanish Mediterranean, ranch-style, cozy cottages, and coastal-style homes, along with several condominium complexes and 55-plus communities. The island's attractions include Siesta Beach with its tennis and volleyball facilities, Crescent Beach, and Turtle Beach. The Out-of-Door Academy, a private school, serves prekindergarten through 12th grade, while students can also attend highly rated Southside Elementary, Brookside Middle, and Riverview High on the mainland. 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. The neighborhood has a low crime risk compared to the national average, enhancing its appeal as a residential area.

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 $2,261,639.

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

121 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 34293, 34211, 34275, 34287 and 34236.

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 $1,250,000. If you put a 20% down payment of $250,000 and had a 30-year fixed mortgage with an interest rate of 6.77%, your estimated principal and interest payment would be $6,500 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $279K 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 94 days on the market compared to the national average of 50 days. The median sale price for homes in Siesta Key, FL over the last 12 months is $1,165,000, up 11% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$1,165,000

Median Single Family Sale Price

$1,800,000

Median Townhouse Sale Price

$3,892,500

Median 2 Bedroom Sale Price

$775,000

Median 1 Bedroom Sale Price

$449,900

Average Price Per Sq Ft

$777

Number of Homes for Sale

149

Last 12 months Home Sales

121

Months of Supply

14.80

Median List Price

$1,250,000

Median Change From 1st List Price

10%

Median Home Sale Price YoY Change

11%