Siesta Key, FL Homes

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  /40

  $1,495,000

  • 4 Beds
  • 3 Baths
  • 2,165 Sq Ft

  4114 Roberts Point Cir, Sarasota, FL 34242

  Discover the chance to own a meticulously maintained 4-bedroom, 3-bathroom home in Roberts Point—one of North Siesta Key’s most sought-after neighborhoods. This versatile two-story property is ready for you to move in, renovate, or rebuild into your dream retreat. Designed with entertaining in mind, the home offers multiple outdoor decks and living spaces, plus a relaxing hot tub overlooking the

  Kelley Callaway MICHAEL SAUNDERS & COMPANY

  4114 Roberts Point Cir, Sarasota, FL 34242
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  /2

  $670,000 Sold May 28, 2025

  • 1,352 Sq Ft
  • $496/SF
  • 23 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1981

  1113 Lake House Cir Unit C110, Sarasota, FL 34242

  Rarely available, this recently fully-renovated lake-front townhome is steps away from the crystal sands of Siesta Key Beach! Beautifully updated with a Coastal Chic interior, this end unit townhouse lives large. Light & bright with high ceilings, an open floor plan & four sets of glass sliders inviting the Gulf breezes inside makes each new day a delight. This 2-bedroom, 2-full bathroom home

  Jennifer Putnam COLDWELL BANKER SARASOTA CENT.

  1113 Lake House Cir Unit C110, Sarasota, FL 34242
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  /44

  Est $1,170,034 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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  /52

  $546,000

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

  1255 E Peppertree Dr Unit 201, Sarasota, FL 34242

  Move in ready AND priced to sell quickly! Don't miss the chance to own this beautifully updated turnkey furnished 2-bedroom condo at Peppertree Bay, available at an unbeatable price! Experience resort-style living in this bayfront and beachside community. The interior boasts an open floor plan with spacious, welcoming rooms, tile and luxury vinyl plank flooring, and a generous 29-foot lanai.

  Mina Johnson MICHAEL SAUNDERS & COMPANY

  1255 E Peppertree Dr Unit 201, Sarasota, FL 34242
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  /2

  $550,000 Sold May 27, 2025

  • 748 Sq Ft
  • $735/SF
  • 1 Day On Market

  • 1 Bed
  • 1 Bath
  • Built 1967

  6005 Midnight Pass Rd Unit N11, Sarasota, FL 34242

  SIESTA KEY INTERCOASTAL WATERFRONT, WATERVIEW...Welcome to Paradise in PROVINCIAL GARDENS, a small 26 unit enclave. You will love the MILLION DOLLAR VIEW from this quaint, Mid-Century Modern one bedroom, one bath first floor condo with Florida room addition overlooking the community park, NEW fishing pier with new sea wall and the Intercoastal channel. Deeded beach access and Olympic pool use

  Scotty Ledford VUE REALTY, LLC

  6005 Midnight Pass Rd Unit N11, Sarasota, FL 34242
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  /13

  Est $588,556 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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  /15

  $350,000

  • 2 Beds
  • 1 Bath
  • 690 Sq Ft

  6157 Midnight Pass Rd Unit A51, Sarasota, FL 34242

  Looking for a vacation home that also produces income? This one is for you! A charming updated GROUND floor condo featuring 2 rentable bedrooms and 1 bathroom making this the LOWEST priced unit in the Bay Oaks complex. This unit comes completely furnished, allows short term 1 WEEK RENTALS and already has a high rating and excellent cash flow with VRBO #911238. The condo is equipped with a full

  Natalie Spencer TAM BAY REALTY LLC

  6157 Midnight Pass Rd Unit A51, Sarasota, FL 34242
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  /2

  $1,185,000 Sold May 23, 2025

  • 1,288 Sq Ft
  • $920/SF
  • 90 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1962

  615 Avenida Del Norte, Sarasota, FL 34242

  WOW!...Move in NOW!***Updated & VERY DESIRABLE VILLAGE Area Location w/ Private Boat Dock on the Grand Canal*** Modern Beach Cottage with Extensive Indoor/Outdoor Living Spaces---Providing the ULTIMATE in Island Lifestyle Living: Over-sized Screened Lanai with Salt Water Pool & Spa; Outdoor Kitchen & MULTIPLE Entertaining and Lounge Areas. BRIGHT OPEN SPACIOUS Interior Living that Seamlessly

  Michael A Martino KELLER WILLIAMS ON THE WATER S

  615 Avenida Del Norte, Sarasota, FL 34242
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  /48

  Est $1,186,261 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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  /35

  $559,000

  • 1 Bed
  • 1 Bath
  • 728 Sq Ft

  5830 Midnight Pass Rd Unit 46, Sarasota, FL 34242

  Welcome to your ultimate coastal retreat! This stunning 1-bedroom, 1-bathroom ground floor condo has been completely renovated with no expense spared. Step into the beautifully updated kitchen, featuring soft-close cabinetry, a spacious island, elegant quartz countertops, and gold finishes. The open concept living space boasts new luxury waterproof vinyl flooring, perfect for coastal living.

  Noelle Vihrachoff KELLER WILLIAMS ON THE WATER S

  5830 Midnight Pass Rd Unit 46, Sarasota, FL 34242
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  /2

  $1,735,000 Sold May 23, 2025

  • 1,380 Sq Ft
  • $1,257/SF
  • 32 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1947

  303 Beach Rd, Sarasota, FL 34242

  Location is Everything with this Fantastic Property. Only a few short steps to having your feet in the Crystal Sands of Siesta Beach and a short leisurely walk to Siesta Village. Zoned Multi-Family with NO HOA. You can rebuild one of the 1940's bungalows and repair the other two or start all over with a fresh new look. This has been a huge income producing property over the years for the

  Michelle Shiver KELLER WILLIAMS ON THE WATER S

  303 Beach Rd, Sarasota, FL 34242
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  /68

  Est $1,198,753 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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  /51

  $1,100,000

  • 2 Beds
  • 2 Baths
  • 1,363 Sq Ft

  460 Beach Rd Unit B2, Sarasota, FL 34242

  This beach front opportunity in spindrift does not come around often! With a prime Siesta beachfront unit within a three building, six unit complex that is only a five minute walk from Siesta key village. If you're looking for your own quiet place away from tourist crowds and large associations, then this unit is for you. This unit overlooks the pool with the stunning backdrop of your own piece

  Tamatha Spangler NORTHGROUP REAL ESTATE, INC

  460 Beach Rd Unit B2, Sarasota, FL 34242
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  /2

  $2,100,000 Sold May 23, 2025

  • 2,692 Sq Ft
  • $780/SF
  • 122 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1996

  5159 Oxford Dr, Sarasota, FL 34242

  The best value for amenities offered anywhere on Siesta Key - elevated, hurricane-safe, and with a pool and boat lift! Welcome to your dream waterfront oasis, nestled in the heart of Siesta Key, FL. This exquisite home, featuring 3 bedrooms and 4 baths across 2,692 square feet of elegantly remodeled living space, is a true testament to luxury and comfort. Ideal floor plan for AIRBNB with 3

  Andrew Foltz PREFERRED SHORE LLC

  5159 Oxford Dr, Sarasota, FL 34242
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  /45

  Est $617,161 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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  /58

  $475,000

  • 1 Bed
  • 1 Bath
  • 751 Sq Ft

  5855 Midnight Pass Rd Unit 314, Sarasota, FL 34242

  Attention Boaters, Kayakers and Tennis players! Located in the heart of Siesta Key overlooking the Sarasota Little Bay, the Harbor Towers Yach and Racquet Club is a resort-style community offering a long list of amenities including two heated pools, club house with adjacent outdoor grilling patio, state-of-the-art Fitness Center with treadmills, elliptical trainers, free weights, and sauna;

  Monika Szkorupova FLORIDA & NEW YORK REAL ESTATE

  5855 Midnight Pass Rd Unit 314, Sarasota, FL 34242
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  /2

  $475,000 Sold May 22, 2025

  • 1,264 Sq Ft
  • $376/SF
  • 52 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1968

  147 Whispering Sands Dr Unit V-29, Sarasota, FL 34242

  GREAT GULF FRONT OPPORTUNITY! This incredibly well priced 2 bed/2 bath villa represents an exceptional opportunity to start fresh with almost new construction in the idyllic GULF FRONT property of Whispering Sands on Siesta Key. This lovely unit experienced flooding last fall and is now being sold post remediation and pre rebuild – providing the next owner with the wonderful opportunity to

  Harriet Stopher COLDWELL BANKER REALTY

  147 Whispering Sands Dr Unit V-29, Sarasota, FL 34242
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  /58

  Est $1,546,289 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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  /68

  $600,000

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  6006 Midnight Pass Rd Unit 51, Sarasota, FL 34242

  Welcome to Casa Mar on Siesta Key. A weekly rental property that can serve you as an investment and a beach vacation gateway for your friends and family to enjoy. a beachfront community with all the amenities to make your stay enjoyable and perfect. This 1-bed 1 bath is completely furnished ,with an amazing rental income history.The complex is in high-demand vacation rental . located on the

  Esther Eti Farber KW COASTAL LIVING III

  6006 Midnight Pass Rd Unit 51, Sarasota, FL 34242
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  /2

  $1,225,000 Sold May 22, 2025

  • 2,732 Sq Ft
  • $448/SF
  • 78 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1980

  716 Tropical Cir, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Luxurious Serenity with Breathtaking Bayou and Nature Preserve Views. This exceptional two-story home, nestled on a sprawling oversized lot, offers a rare blend of natural beauty and sophisticated design, providing an unparalleled living experience. Set back from the road and framed by majestic oaks, this home offers panoramic views of a tranquil

  Stacey King MICHAEL SAUNDERS & COMPANY

  716 Tropical Cir, Sarasota, FL 34242
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  /30

  Est $1,609,523 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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  /45

  $1,100,000

  • 3 Beds
  • 3 Baths
  • 2,222 Sq Ft

  4859 Commonwealth Dr, Sarasota, FL 34242

  INCOME-GENERATING TRIPLEX JUST MINUTES FROM WORLD-FAMOUS SIESTA KEY BEACH!Located in the desirable Siesta Beach neighborhood on Siesta Key, this opportunity to own Tangerine Dream offers incredible potential for investors, vacation rental owners, or anyone seeking a coastal lifestyle with income potential. This well-maintained triplex features three individual 1-bedroom, 1-bath units,

  Isaiah Miller HARRY ROBBINS ASSOC INC

  4859 Commonwealth Dr, Sarasota, FL 34242
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  /2

  $2,750,000 Sold May 20, 2025

  • 3,070 Sq Ft
  • $896/SF
  • 218 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1998

  3920 Roberts Point Rd, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. CERTAIN CRYPTOCURRENCIES ACCEPTED. An exquisite waterfront retreat in SIESTA KEY, SARASOTA, FL – a sanctuary of COASTAL LUXURY. Enter the fully REMODELED CONTEMPORARY residence with CUSTOM WOOD CABINETRY, DELUXE APPLIANCES, and STONE COUNTERTOPS. The great room with 11-FOOT CEILINGS and SLIDING DOORS flows to a 50-FOOT PORCH overlooking the water.

  Melissa Gissinger MICHAEL SAUNDERS & COMPANY

  3920 Roberts Point Rd, Sarasota, FL 34242
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  /74

  Est $872,933 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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  /65

  $1,395,000

  • 4 Beds
  • 3 Baths
  • 1,962 Sq Ft

  6150 Midnight Pass Rd Unit 10, Sarasota, FL 34242

  A rare investment opportunity awaits with this proven income-producing property on world-renowned Siesta Key Beach. Located within the beautifully maintained Island House Beach Resort, this unique offering includes two units in one building, complete with a two-car carport and additional storage. Flexible rental options allow it to be used as a full 4-bedroom rental, two separate 2-bedroom units,

  Lee Brewer RE/MAX ALLIANCE GROUP

  6150 Midnight Pass Rd Unit 10, Sarasota, FL 34242
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  /2

  $1,675,000 Sold May 20, 2025

  • 1,202 Sq Ft
  • $1,394/SF
  • 182 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1967

  6142 Midnight Pass Rd Unit 14N, Sarasota, FL 34242

  Welcome to 14N, located at Island House Beach Resort! This is an exquisite coastal retreat nestled along the widest expanse of one of Florida's most celebrated beaches. This impeccably maintained complex is a sanctuary where the pristine white sands meet the tranquil turquoise waters of the Gulf of Mexico. From the moment you step inside this 3rd-floor, 2-bedroom, 2-bathroom residence, spanning

  Domanic Calamese KW COASTAL LIVING III

  6142 Midnight Pass Rd Unit 14N, Sarasota, FL 34242
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  /56

  Est $1,151,454 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,504 Sq Ft

  304 Beach Rd Unit 2A, Sarasota, FL 34242

  304 Beach Rd Unit 2A, Sarasota, FL 34242
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  /61

  $422,000

  • 1 Bed
  • 1 Bath
  • 522 Sq Ft

  5955 Midnight Pass Rd Unit 4E, Sarasota, FL 34242

  ***Seller Financing Available*** Discover a rare investment opportunity at Sea Club II, one of the few Siesta Key communities that allows nightly rentals—making it a standout choice for short-term vacation income. This turnkey furnished, ground-floor one-bedroom, one-bath unit sustained no flood damage and boasts a strong rental history. Fully equipped for a seamless guest experience, it’s ready

  Taylor Thompson WILLIAM RAVEIS REAL ESTATE

  5955 Midnight Pass Rd Unit 4E, Sarasota, FL 34242
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  /2

  $840,000 Sold May 16, 2025

  • 1,343 Sq Ft
  • $625/SF
  • 41 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1982

  1273 Dockside Place Unit 116, Sarasota, FL 34242

  Price Reduction!! Your island paradise awaits!! The perfect retreat for the boater and beach-goer! Just across the street from world renowned Siesta Key public beach, this 2 bedroom, 2 bath unit has been beautifully renovated to include an open kitchen with marble-topped wood cabinets, a stunning tiled backsplash and stainless steel appliances. Other renovations include wood-look tile flooring,

  Robert Ruiz WILLIAM RAVEIS REAL ESTATE

  1273 Dockside Place Unit 116, Sarasota, FL 34242
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  /75

  Est $911,359 Not Listed For Sale

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

  20 Whispering Sands Dr Unit 106, Sarasota, FL 34242

  20 Whispering Sands Dr Unit 106, Sarasota, FL 34242
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  /61

  $1,400,000 Open Sun 1AM - 4PM

  • 2 Beds
  • 2 Baths
  • 1,770 Sq Ft

  6281 Midnight Pass Rd Unit 6281, Sarasota, FL 34242

  Rarely Available 2-Bedroom Waterfront Villa with Deeded Beach Access on Siesta Key Welcome to this exceptional waterfront residence at the highly sought-after Excelsior Beach to Bay, where coastal luxury, elegant interiors, and breathtaking Intracoastal Waterway views come together to define tropical paradise living on Siesta Key. This beautifully updated and fully furnished 2-bedroom, 2-bathroom

  Jackie Eberley COLDWELL BANKER REALTY

  6281 Midnight Pass Rd Unit 6281, Sarasota, FL 34242
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  /2

  $930,000 Sold May 16, 2025

  • 1,473 Sq Ft
  • $631/SF
  • 114 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  5780 Midnight Pass Rd Unit 205, Sarasota, FL 34242

  Overlooking the pristine 32-acre gated property of the Gulf & Bay Club on Siesta Key, find yourself surrounded by coastal charm and modern accents in this two bedroom, two bathroom home offering a distinguished renovation. The kitchen, with handsome driftwood inspired flooring, will please the most discerning chef with tasteful, modern white cabinetry. Prepare and create your treasured cuisine

  Rudy Dudon MICHAEL SAUNDERS & COMPANY

  5780 Midnight Pass Rd Unit 205, Sarasota, FL 34242
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  /45

  Est $3,122,699 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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  /39

  $679,000

  • 4 Beds
  • 3 Baths
  • 2,064 Sq Ft

  643 Calle de Peru, Sarasota, FL 34242

  Prime Opportunity less than a mile to the #1 Rated Beach in the Nation- Siesta Beach! Enjoy days with your toes in the cool, white, powder sand, take in a yoga class, or take a swim in The Gulf! Then stroll to the vibrant Siesta Key Village for dining, live music, shops, farmers market, and festivals! Do you dream of building a new island home? Plans and competitive pricing for new construction

  Rachelle Tirey PREFERRED SHORE LLC

  643 Calle de Peru, Sarasota, FL 34242
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  /54

  $861,360 Sold May 15, 2025

  • 1,282 Sq Ft
  • $672/SF
  • 1 Day On Market

  • 2 Beds
  • 2 Baths
  • Built 1973

  19 Whispering Sands Dr Unit 303, Sarasota, FL 34242

  BREATHTAKING GULF VIEWS AWAIT! Discover the perfect blend of comfort and coastal beauty in this wonderful 2 bed/2 bath, 3rd floor North Tower residence in the premiere 55+ GULF FRONT property of Whispering Sands! With expansive 180 degree views of the shimmering Gulf, this unit provides the perfect retreat against an unparalleled backdrop of sand, sea, sky, and lush greenery. You’ll enjoy

  Harriet Stopher COLDWELL BANKER REALTY

  19 Whispering Sands Dr Unit 303, Sarasota, FL 34242
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  /40

  Est $1,459,550 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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  /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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  /2

  $1,375,000 Sold May 09, 2025

  • 2,299 Sq Ft
  • $598/SF
  • 193 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2007

  702 Treasure Boat Way, Sarasota, FL 34242

  Mediterranean Estate Masterpiece nestled on the peaceful tranquil island of Siesta Key.. world renowned for its world-class beach and romantic sunset. ENTERTAINING AT ITS BEST - JUST MINUTES FROM THE BEACH *** Welcome to your dream residence on Siesta Key where your family can fully enjoy this stunning 3 story 4 bedroom home filled with unique features., This home is well constructed to endure

  Mark Borg MARKANGEL REALTY

  702 Treasure Boat Way, Sarasota, FL 34242
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  /32

  Est $849,159 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,494 Sq Ft

  4837 Higel Ave, Sarasota, FL 34242

  4837 Higel Ave, Sarasota, FL 34242
• 

  

  /49

  $750,000

  • 2 Beds
  • 2 Baths
  • 1,184 Sq Ft

  5302 La Rosas, Sarasota, FL 34242

  Welcome to Palm Island, the Heart of Siesta Key!! Palm Island is an Island on an Island, located a short walk to World Famous Sugery Sands of Siesta Key Beach (Beach Access 10) and Siesta Village. With only one small humpback bridge on & off, this beachy neighborhood is a quiet oasis that is close the beach, restaurants and nightlife that makes this area so desirable. Great opportunity to build

  Dan Miller PREFERRED SHORE LLC

  5302 La Rosas, Sarasota, FL 34242

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