Siesta Key, FL 1-Story Homes for Sale

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  /91

  $1,725,000

  Open Sun 11AM - 2PM $70K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,788 Sq Ft

  5507 Contento Dr, Sarasota, FL 34242

  A BOATER'S DREAM! Welcome to your Siesta Key waterfront dream home on a third of an acre lot! Private dock with a 7,000lb boat lift on a wide part of the Grand Canal! Move right in and start enjoying the island lifestyle! This home features great water view on the widest part of the canal! Brand new landscaping and freshly painted exterior. Sold furnished with a few exceptions. The heated pool

  Livya Hament PREFERRED SHORE LLC

  5507 Contento Dr, Sarasota, FL 34242
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  /47

  $2,950,000

  • 4 Beds
  • 4 Baths
  • 2,625 Sq Ft

  915 Seaside Dr Unit 611, Sarasota, FL 34242

  Experience elevated Gulf-front living from the 6th floor of this exceptional four-bedroom, four-bath residence at The Residences on Siesta Key Beach. Perfectly positioned to capture breathtaking, unobstructed views of the Gulf of Mexico, this luxury condominium offers a front-row seat to Sarasota's legendary sunsets, the soothing sounds of the waves, and the ultimate beachfront lifestyle.

  David Lehrman THE SARASOTA REAL ESTATE COMP.

  915 Seaside Dr Unit 611, Sarasota, FL 34242
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  /48

  $699,900

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

  5855 Midnight Pass Rd Unit 617, Sarasota, FL 34242

  Don't miss out on this chance to own a piece of paradise! This 6th floor condo offers an open floor plan, allowing for natural light to stream through and illuminate every room. The lanai provides a tranquil setting to enjoy the beautiful view of the Intracoastal Waterway. The condo is turnkey furnished, making it move-in ready and perfect for those looking for a hassle-free transition. With

  Kaitlin Kuhn MICHAEL SAUNDERS & COMPANY

  5855 Midnight Pass Rd Unit 617, Sarasota, FL 34242
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  /26

  $799,000

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

  5855 Midnight Pass Rd Unit 108, Sarasota, FL 34242

  Rare Opportunity in the Heart of Siesta Key – Harbor Towers, Unit 1082 Bedrooms | 2 Bathrooms | 1,152 Sq Ft A/C + 540 Sq Ft Private PatioExperience luxury waterfront living at its finest. This beautifully designed, fully furnished unit features soaring 9-ft ceilings, hurricane impact windows, and stunning floor-to-ceiling sliders valued at $100,000 — all framing breathtaking panoramic

  Andres Ospina Rivera LPT REALTY, LLC

  5855 Midnight Pass Rd Unit 108, Sarasota, FL 34242
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  /73

  $1,195,000

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

  20 Whispering Sands Dr Unit 1201, Sarasota, FL 34242

  A truly RARE offering, this TOP floor, GULF FRONT penthouse residence crowns the northwest CORNER of the South Tower of Whispering Sands – the premiere 55+ Gulf front enclave on the idyllic westernmost point of Siesta Key where only a fortunate few enjoy world class, panoramic views of the sparkling Gulf and 800’ of PRIVATE quartz sand beach! FULL GULF views from this unit unfurl in every

  Harriet Stopher COLDWELL BANKER REALTY

  20 Whispering Sands Dr Unit 1201, Sarasota, FL 34242
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  /39

  $825,000

  • 2 Beds
  • 2 Baths
  • 1,212 Sq Ft

  6140 Midnight Pass Rd Unit C2, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Enter this effortless coastal elegance with this renovated free-standing villa, mere moments from Crescent Beach’s legendary quartz sand. Completely refreshed with quartz countertops shine in the sleek kitchen, all-new air conditioning that delivers year-round comfort and brand-new appliances like the fridge, stove, dishwasher, washer and dryer

  Brian Maher PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6140 Midnight Pass Rd Unit C2, Sarasota, FL 34242
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  /78

  $640,000

  • 3 Beds
  • 2 Baths
  • 1,327 Sq Ft

  239 Hourglass Way Unit V7, Sarasota, FL 34242

  Tucked away in a peaceful, private setting overlooking the tranquil, shimmering lagoon - with its abundant fish, birds, and aquatic life - this beautifully updated 3 Bed/2 Bath villa in the premier GULF FRONT property of Whispering Sands offers the perfect blend of comfort, style and serenity. Step inside to discover a bright NEW kitchen featuring new granite countertops, stainless appliances,

  Harriet Stopher COLDWELL BANKER REALTY

  239 Hourglass Way Unit V7, Sarasota, FL 34242
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  /40

  $549,900

  $110K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 860 Sq Ft

  1400 Cove II Place Unit 631F, Sarasota, FL 34242

  Welcome to the most adorable condo on world famous SIESTA KEY. Start enjoying the island lifestyle in this TURNKEY condo with GREAT WATER VIEWS and pool views! ***WEEKLY RENTALS***Very comfortable open floor plan with balcony to sip your cocktails and relax. The PRIVATE DEEDED BEACH ACCESS to the quartz sand Siesta beach in priceless. Midnight Cove offers tennis, pickleball, barbecue areas,

  Livya Hament PREFERRED SHORE LLC

  1400 Cove II Place Unit 631F, Sarasota, FL 34242
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  /70

  $725,000

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft

  1166 W Peppertree Dr Unit 112, Sarasota, FL 34242

  Located on Siesta Key, this updated first-floor 2-bedroom, 2-bath condo at 1166 W Peppertree Drive offers an excellent combination of coastal living and rental potential. This home is offered TURN KEY! Just steps from the world-famous Siesta Key Beach, residents enjoy easy access to the island’s renowned white-sand shoreline, along with nearby shopping, dining, and local restaurants. The

  Mike Aveni KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  1166 W Peppertree Dr Unit 112, Sarasota, FL 34242
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  /54

  $625,000

  $25K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,015 Sq Ft

  1229 Moonmist Cir Unit P6, Sarasota, FL 34242

  Renovated in 2025 and offered fully furnished, THIS FREE STANDING VILLA ON SIESTA KEY IS TRULY TURN KEY-ideal as a personal retreat or a high-demand seasonal rental. Nestled in the highly desirable Polynesian Gardens along the Intracoastal Waterway, this villa offers a rare combination of privacy and convenience. One of only ten villas overlooking the expansive community pool, enjoy your own

  JoLeen Howe MORRIS REALTY AND INVESTMENTS

  1229 Moonmist Cir Unit P6, Sarasota, FL 34242
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  /57

  $899,000

  $51K PRICE DROP

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

  19 Whispering Sands Dr Unit 201, Sarasota, FL 34242

  Front row FULL Gulf views—just one floor above the sand! Priced below market, this lovely 2 bed/2 bath GULF FRONT tower residence in the premiere Siesta Key property of Whispering Sands represents an opportunity to move right in, and if desired, ultimately take your time to create your own vision and make it your own - and enjoy a lifetime of memories. Don’t hesitate - this is currently the best

  Harriet Stopher COLDWELL BANKER REALTY

  19 Whispering Sands Dr Unit 201, Sarasota, FL 34242
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  /65

  $1,249,000

  $250K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,466 Sq Ft

  5740 Midnight Pass Rd Unit 307, Sarasota, FL 34242

  This Gulf-front, resort-style third-floor end unit offers breathtaking beach and Gulf views, abundant natural light, and an open-concept floor plan within an exclusive 24-hour guard-gated community. This inviting and luxuriously updated 2-bedroom, 2-bath condominium underwent a complete stud-to-finish renovation with all details thoughtfully taken care providing a perfect coastal retreat. Elegant

  Cindy Furtado WATERSIDE REALTY LLC

  5740 Midnight Pass Rd Unit 307, Sarasota, FL 34242
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  /36

  $902,000

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  617 Calle de Peru, Sarasota, FL 34242

  Exceptional opportunity just a short steps away from Siesta Village and the world-famous Siesta Key Beach, consistently ranked among the best beaches in the United States. Situated on a rare double lot, this property offers endless possibilities—remodel the existing home, create a luxury beach retreat, develop a high-performing vacation rental, or build your custom dream home. The existing

  Beverly Perez FINE PROPERTIES

  617 Calle de Peru, Sarasota, FL 34242
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  /72

  $500,000

  $75K PRICE DROP

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

  225 Hourglass Way Unit 106, Sarasota, FL 34242

  Step into your own island retreat with this rare END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for effortless living,

  Harriet Stopher COLDWELL BANKER REALTY

  225 Hourglass Way Unit 106, Sarasota, FL 34242
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  /59

  $1,350,000

  $50K PRICE DROP Pre-Foreclosure

  • 4 Beds
  • 4 Baths
  • 2,927 Sq Ft

  4646 Gleason Ave, Sarasota, FL 34242

  Experience the epitome of luxury with this stunning home that defines coastal elegance. Nestled on a quiet island street, this Florida Coastal masterpiece is set on a large 12,805 square foot lot with 75 ft of private lakefront overlooking the serene waters of Lake Norma, on our famed Siesta Key. Renovated with meticulous attention to detail, this newly updated home features an expansive,

  Victor Maravi Passara KELLER WILLIAMS ON THE WATER S

  4646 Gleason Ave, Sarasota, FL 34242
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  /18

  $575,000

  $55K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 753 Sq Ft

  925 Beach Rd Unit 310, Sarasota, FL 34242

  Siesta Key 2BR/1BA condo updated in 2021 with sweeping Gulf views from a private balcony. Bright, open living area flows to the outdoors. Prime island location close to dining and shops. A standout coastal retreat or investment. Come enjoy the Siesta Key lifestyle!

  Colin Mooney BRICK STREET REALTY

  925 Beach Rd Unit 310, Sarasota, FL 34242
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  /42

  $1,249,000

  $46K PRICE DROP

  • 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. Welcome to this beautifully renovated ranch-style home, ideally located within minutes to the #1 beach in the United States—Siesta Key Beach! Set on an oversized lot, this property offers a private outdoor oasis with a relaxing pool surrounded by lush, mature landscaping, perfect for entertaining or unwinding after a day at the beach. Designed for

  Austin Solari FINE PROPERTIES

  5107 Saint Albans Ave, Sarasota, FL 34242
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  /61

  $400,000

  $65K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,101 Sq Ft

  6157 Midnight Pass Rd Unit E63, Sarasota, FL 34242

  BAY OAKS - JUST MINUTES FROM WORLD FAMOUS SIESTA KEY BEACH. Now is the time to make this 2-bedroom, 2-bath condo your island paradise. With weekly rentals allowed, this condo is perfect for a vacation getaway, short-term rentals, your personal island retreat, or full-time Florida living. Fully furnished and move-in ready.Enjoy poolside views from your screened porch, low HOA fees, and

  Greg Hudson COLDWELL BANKER REALTY

  6157 Midnight Pass Rd Unit E63, Sarasota, FL 34242
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  /64

  $1,000,000

  • 2 Beds
  • 2 Baths
  • 1,559 Sq Ft

  226 Ogden St, Sarasota, FL 34242

  Tucked away on the quiet, residential north side of Siesta Key, this once-charming 2-bedroom pool home is ready for its next chapter. The property was impacted by last summer’s hurricanes, but the good news is: the metal roof held strong and didn’t leak. With solid bones, a private pool, and a cute backyard that still hints at the home’s former charm, this is a golden opportunity for someone with

  Beth Helvey MICHAEL SAUNDERS & COMPANY

  226 Ogden St, Sarasota, FL 34242
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  /26

  $2,790,000

  $460K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,256 Sq Ft

  300 Garden Ln, Sarasota, FL 34242

  A Rare Opportunity on North Siesta Key with exceptional weekly income, prime location 350 Feet of Waterfront! Discover this unique multi-family income producing single-story property on Bay Island, offering both beauty and potential. High and dry, the home remained unaffected by recent storms, with 4–5 feet of elevation to spare. Set on a tranquil, tropical lot, this historic location on Garden

  Holly Parry WILLIAM RAVEIS - FLORIDA LLC

  300 Garden Ln, Sarasota, FL 34242

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