Siesta Key, FL Homes

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  /49

  Est $651,308 Not Listed For Sale

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

  5855 Midnight Pass Rd Unit 209, Sarasota, FL 34242

  5855 Midnight Pass Rd Unit 209, Sarasota, FL 34242
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  /34

  $685,000

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  5961 Midnight Pass Rd Unit 319, Sarasota, FL 34242

  Looking for the perfect balance of location, lifestyle and income potential? This one delivers all three. Welcome to your slice of paradise on world-renowned Siesta Key! This spacious 2-bedroom, 2-bath condo is located in the highly sought-after Palm Bay Club, offering the perfect blend of coastal living and resort-style amenities. Located on the second floor, step inside to an open-concept

  Rudy Dudon MICHAEL SAUNDERS & COMPANY

  5961 Midnight Pass Rd Unit 319, Sarasota, FL 34242
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  /2

  $915,000 Sold Jan 31, 2025

  5968 Midnight Pass Rd Unit 164, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,265 Sq Ft
  • Built 1975

  Last Sold Summary

  • 1% Below List Price
  • $723/SF
  • 6 Days On Market

  Current Estimated Value $873,919

  Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

  5968 Midnight Pass Rd Unit 164, Sarasota, FL 34242
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  /34

  Est $1,050,647 Not Listed For Sale

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

  5579 Cape Aqua Dr, Sarasota, FL 34242

  5579 Cape Aqua Dr, Sarasota, FL 34242
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  /45

  $950,000

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft

  6140 Midnight Pass Rd Unit B6, Sarasota, FL 34242

  Welcome to your coastal retreat on world-famous Siesta Key! This spacious two bedroom, two full bath condo has been fully renovated from top to bottom with no detail overlooked. Step inside to find an open, light-filled floor plan featuring all new luxury finishes—brand-new custom cabinets, countertops, appliances, lighting, and fixtures throughout. The sleek new kitchen is a chef’s delight,

  Jaci Krawtschenko PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6140 Midnight Pass Rd Unit B6, Sarasota, FL 34242
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  /2

  $1,900,000 Sold Apr 04, 2025

  5143 Oxford Dr, Sarasota, FL 34242

  • 4 Beds
  • 4.5 Baths
  • 2,830 Sq Ft
  • Built 2005

  Last Sold Summary

  • $671/SF
  • 0 Days On Market

  Current Estimated Value $1,767,931

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  5143 Oxford Dr, Sarasota, FL 34242
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  /55

  Est $829,434 Not Listed For Sale

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

  777 Beach Rd Unit 5A, Sarasota, FL 34242

  777 Beach Rd Unit 5A, Sarasota, FL 34242
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  /54

  $1,175,000

  • 2 Beds
  • 2 Baths
  • 977 Sq Ft

  6310 Midnight Pass Rd Unit 102N, Sarasota, FL 34242

  Beachfront Paradise at Crescent Arms, Siesta Key. Wake up to the sound of gentle waves and step directly onto the powdery white sands of world-renowned Siesta Key Beach from this beautifully appointed ground-floor beachfront residence at Crescent Arms. Perfectly positioned for effortless coastal living, this 2-bedroom, 2-bath unit offers unparalleled Gulf views and the rare convenience of

  Brian Livesey WATERSIDE REALTY LLC

  6310 Midnight Pass Rd Unit 102N, Sarasota, FL 34242
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  /2

  $2,000,000 Sold Nov 14, 2025

  0 Solymar Dr, Siesta Key, FL 34242

  • Land
  • 0.43 Acre
  • $4,651,163 per Acre

  Last Sold Summary

  • 71% Below List Price
  • 238 Days On Market

  Last Listing Agent Curtis Ware KW COASTAL LIVING III

  0 Solymar Dr, Siesta Key, FL 34242
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  /24

  Est $876,442 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 899 Sq Ft

  6300 Midnight Pass Rd Unit 406, Sarasota, FL 34242

  6300 Midnight Pass Rd Unit 406, Sarasota, FL 34242
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  /25

  $1,550,000

  • 3 Beds
  • 2 Baths
  • 2,037 Sq Ft

  5880 Midnight Pass Rd Unit 207, Sarasota, FL 34242

  See this beautifully decorated three-bedroom home, at the top rated condominium, Casarina. Escape winter's gloom and embrace the sun-kissed shores of Siesta Key, America's number one beach. Go from your door onto the sugar white sands for sunset visits, invigorating swims, or lively tennis and pickleball matches. This rare three-bedroom condominium, ideal for year-round living or as a seasonal

  Maureen Morris PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5880 Midnight Pass Rd Unit 207, Sarasota, FL 34242
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  /2

  $1,650,000 Sold Jan 17, 2025

  4933 Featherbed Ln, Sarasota, FL 34242

  • 4 Beds
  • 4 Baths
  • 3,831 Sq Ft
  • Built 1958

  Last Sold Summary

  • 8% Below List Price
  • $431/SF
  • 24 Days On Market

  Last Listing Agent Beth Harris COMPASS FLORIDA LLC

  4933 Featherbed Ln, Sarasota, FL 34242
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  /44

  Est $1,173,172 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,071 Sq Ft

  1137 Coquille St Unit 107, Sarasota, FL 34242

  1137 Coquille St Unit 107, Sarasota, FL 34242
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  /41

  $598,000

  • 1 Bed
  • 1 Bath
  • 728 Sq Ft

  5830 Midnight Pass Rd Unit 61, Sarasota, FL 34242

  Welcome to a place where mornings begin with the sound of gentle waves and evenings settle into sunsets that linger long after the sky fades. This ground-level villa places you within steps of the Gulf in one of Siesta Key’s most cherished beachfront communities. The interior of this home has been completely transformed with a full remodel, bringing a fresh, modern feel to every room. This

  Domanic Calamese KW COASTAL LIVING III

  5830 Midnight Pass Rd Unit 61, Sarasota, FL 34242
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  /2

  $629,900 Sold Aug 25, 2025

  925 Beach Rd Unit 408, Sarasota, FL 34242

  • 2 Beds
  • 1 Bath
  • 753 Sq Ft
  • Built 1972

  Last Sold Summary

  • 2% Below List Price
  • $837/SF
  • 22 Days On Market

  Current Estimated Value $606,285

  Last Listing Agent Debbie Hering DEBBIE HERING REALTY & ASSOC.

  925 Beach Rd Unit 408, Sarasota, FL 34242
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  /13

  Est $576,807 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 840 Sq Ft

  6006 Midnight Pass Rd Unit 57, Sarasota, FL 34242

  6006 Midnight Pass Rd Unit 57, 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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  /2

  $2,100,000 Sold Jan 14, 2025

  5400 Ocean Blvd Unit 10-3, Sarasota, FL 34242

  • 3 Beds
  • 2.5 Baths
  • 1,437 Sq Ft
  • Built 1970

  Last Sold Summary

  • 4% Below List Price
  • $1,461/SF
  • 23 Days On Market

  Current Estimated Value $1,868,994

  Last Listing Agent Stacy Liljeberg MICHAEL SAUNDERS & COMPANY

  5400 Ocean Blvd Unit 10-3, Sarasota, FL 34242
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  /48

  Est $1,151,242 Not Listed For Sale

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

  5750 Midnight Pass Rd Unit 309, Sarasota, FL 34242

  5750 Midnight Pass Rd Unit 309, Sarasota, FL 34242
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  /43

  $1,100,000

  • 3 Beds
  • 2 Baths
  • 1,582 Sq Ft

  310 Avenida Milano, Sarasota, FL 34242

  Discover the potential of this canal-front property, perfectly positioned just steps from Siesta Key Village and minutes from the island’s world-famous beach. This rare offering presents the perfect opportunity for visionaries, builders, or investors to renovate the existing home or build your custom luxury retreat in one of Sarasota’s most desirable coastal communities. With 75 linear feet of

  Domanic Calamese KW COASTAL LIVING III

  310 Avenida Milano, Sarasota, FL 34242
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  /2

  $1,075,000 Sold Nov 24, 2025

  5073 Higel Ave, Sarasota, FL 34242

  • 3 Beds
  • 3.5 Baths
  • 2,920 Sq Ft
  • Built 1958

  Last Sold Summary

  • 23% Below List Price
  • $368/SF
  • 166 Days On Market

  Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

  5073 Higel Ave, Sarasota, FL 34242
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  /68

  Est $1,175,231 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,924 Sq Ft

  6236 Midnight Pass Rd Unit 407, Sarasota, FL 34242

  6236 Midnight Pass Rd Unit 407, Sarasota, FL 34242
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  /79

  $1,335,000

  • 3 Beds
  • 2 Baths
  • 1,642 Sq Ft

  5880 Midnight Pass Rd Unit 206, Sarasota, FL 34242

  Find your beach get-away in this remodeled three-bedroom Casarina condo located on Siesta Key’s famous Crescent Beach. This stunning TURNKEY FURNISHED and updated unit includes an open concept kitchen with high-end custom soft-close cabinetry, designer hardware and granite countertops. The great room was extended to incorporate the balcony into the living space creating an open and airy feeling

  Suki Scollo COLDWELL BANKER REALTY

  5880 Midnight Pass Rd Unit 206, Sarasota, FL 34242
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  /2

  $1,200,000 Sold Aug 29, 2025

  5740 Midnight Pass Rd Unit 402, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,337 Sq Ft
  • Built 1986

  Last Sold Summary

  • 17% Below List Price
  • $898/SF
  • 180 Days On Market

  Current Estimated Value $1,171,870

  Last Listing Agent Rudy Dudon MICHAEL SAUNDERS & COMPANY

  5740 Midnight Pass Rd Unit 402, Sarasota, FL 34242
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  /45

  Est $613,365 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,360 Sq Ft

  1224 Moonmist Cir Unit S3, Sarasota, FL 34242

  1224 Moonmist Cir Unit S3, Sarasota, FL 34242
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  /31

  $440,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 860 Sq Ft

  6350 Midnight Cove Rd Unit 710, Sarasota, FL 34242

  If you're searching for deeded beach access and resort-style living on beautiful Siesta Key, this 2-bedroom, 1.5-bath condo could be your perfect match. Enjoy peaceful canal views and lush, mature landscaping in a community that remained untouched by flooding during recent hurricanes. The condo is in original condition and ready for your personal touch to transform it into your coastal retreat.

  Nancie Kalin MICHAEL SAUNDERS & COMPANY

  6350 Midnight Cove Rd Unit 710, Sarasota, FL 34242
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  /2

  $882,500 Sold Mar 07, 2025

  431 Island Cir, Sarasota, FL 34242

  • 4 Beds
  • 2.5 Baths
  • 2,346 Sq Ft
  • Built 1962

  Last Sold Summary

  • 9% Below List Price
  • $376/SF
  • 0 Days On Market

  Current Estimated Value $934,646

  Last Listing Agent Robert Sherman PREMIER SOTHEBY'S INTERNATIONAL REALTY

  431 Island Cir, Sarasota, FL 34242
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  /58

  Est $1,506,703 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,277 Sq Ft

  4712 Ocean Blvd Unit W3, Sarasota, FL 34242

  4712 Ocean Blvd Unit W3, Sarasota, FL 34242
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  /69

  $1,300,000

  • 3 Beds
  • 3.5 Baths
  • 2,798 Sq Ft

  3954 Hamilton Club Cir Unit 14, Siesta Key, FL 34242

  A unique opportunity to renovate and create your dream coastal retreat in one of Siesta Key’s sought-after gated enclaves Hamilton Club, an exclusive boating community on North Siesta Key. Rarely available, this spacious, elevated townhome is one of only 18 residences in a private, pet-friendly, deep-water boating community offering a deeded dock with sailboat-water access—no fixed bridges to

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3954 Hamilton Club Cir Unit 14, Siesta Key, FL 34242
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  /54

  $861,360 Sold May 15, 2025

  19 Whispering Sands Dr Unit 303, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,282 Sq Ft
  • Built 1973

  Last Sold Summary

  • 9% Below List Price
  • $672/SF
  • 1 Day On Market

  Current Estimated Value $829,770

  Last Listing Agent Harriet Stopher COLDWELL BANKER REALTY

  19 Whispering Sands Dr Unit 303, Sarasota, FL 34242
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  /30

  Est $1,588,811 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,277 Sq Ft

  4708 Ocean Blvd Unit E4, Sarasota, FL 34242

  4708 Ocean Blvd Unit E4, Sarasota, FL 34242
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  /59

  $875,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,361 Sq Ft

  5780 Midnight Pass Rd Unit 303, Sarasota, FL 34242

  Under contract-accepting backup offers. Enjoy the best of Siesta Key living in this bright and airy 2-bedroom, 2-bath condo located within the gated Gulf & Bay Club community. Surrounded by tropical landscaping and peaceful water views, this home offers the perfect mix of comfort and resort-style living just steps from the sand.The spacious floor plan features a welcoming living area that

  Curtis Ware KW COASTAL LIVING III

  5780 Midnight Pass Rd Unit 303, Sarasota, FL 34242
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  /2

  $2,200,000 Sold Feb 06, 2025

  452 Canal Rd, Sarasota, FL 34242

  • 5 Beds
  • 3.5 Baths
  • 3,384 Sq Ft
  • Built 2008

  Last Sold Summary

  • 10% Below List Price
  • $650/SF
  • 29 Days On Market

  Current Estimated Value $2,038,447

  Last Listing Agent Joseph Kesslak COLDWELL BANKER REALTY

  452 Canal Rd, Sarasota, FL 34242
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  /74

  Est $872,234 Not Listed For Sale

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

  20 Whispering Sands Dr Unit 205, Sarasota, FL 34242

  20 Whispering Sands Dr Unit 205, Sarasota, FL 34242
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  /68

  $643,000 Open House 7/02

  • 2 Beds
  • 2 Baths
  • 1,306 Sq Ft

  6285 Midnight Pass Rd Unit 403, Sarasota, FL 34242

  Tremendous value for this 4th floor condo for sale at the Excelsior Bayside Complex! Coveted for its soaring ceilings and the opportunity to add a bona fide 3rd bedroom, you can redesign this penthouse into a luxurious home/home away from home. Take your time as there have been updates, it's in great condition and quite lovely as is. This particular unit faces south and is filled with lots

  Joan Winters EXIT KING REALTY

  6285 Midnight Pass Rd Unit 403, Sarasota, FL 34242
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  /2

  $660,000 Sold Sep 17, 2025

  6415 Midnight Pass Rd Unit 909, Sarasota, FL 34242

  • 2 Beds
  • 2 Baths
  • 1,290 Sq Ft
  • Built 1975

  Last Sold Summary

  • 12% Below List Price
  • $512/SF
  • 187 Days On Market

  Current Estimated Value $652,672

  Last Listing Agent Crystal Saly RE/MAX PALM

  6415 Midnight Pass Rd Unit 909, Sarasota, FL 34242
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  /45

  Est $3,067,876 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,099 Sq Ft

  283 Cedar Park Cir, Sarasota, FL 34242

  283 Cedar Park Cir, Sarasota, FL 34242
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  /53

  $325,000 Pending

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

  101 Whispering Sands Dr Unit 205, Sarasota, FL 34242

  Under contract-accepting backup offers. Another REDUCTION! Bring your offers! Here's your opportunity to customize your dream waterfront condo on Siesta Key in the sought after Whispering Sands community! Featuring 2 bedrooms and 2 full baths..and boasting your own private, and expansive water view from your huge enclosed lanai. Location is prime.. short stroll to Siesta Village, filled with

  Julie Froeschle BERKSHIRE HATHAWAY HOMESERVICE

  101 Whispering Sands Dr Unit 205, Sarasota, FL 34242
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  /2

  $3,995,000 Sold Mar 27, 2025

  5306 Siesta Cove Dr, Sarasota, FL 34242

  • 4 Beds
  • 5.5 Baths
  • 4,974 Sq Ft
  • Built 1981

  Last Sold Summary

  • $803/SF

  Current Estimated Value $3,597,490

  Last Listing Agent Nick Gard COLDWELL BANKER REALTY

  5306 Siesta Cove Dr, Sarasota, FL 34242
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  /40

  Est $1,451,316 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,156 Sq Ft

  599 Commonwealth Ln, Sarasota, FL 34242

  599 Commonwealth Ln, Sarasota, FL 34242

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