Recently Sold Siesta Key, FL Homes

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  /2

  $725,000 Sold Aug 05, 2025

  • 980 Sq Ft
  • $740/SF
  • 152 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1970

  524 Beach Rd Unit A, Sarasota, FL 34242

  Welcome to your Oceanfront Oasis! SIESTA KEY is truly in your BACKYARD, so no need to drive or cross the street to get to the soft white sands of this highly acclaimed beach on Florida's Gulf Coast. This downstairs condo unit has been completely renovated in 2024 and is now fully equipped with new appliances, new cabinetry, new bathrooms, new HVAC, new water heater, new flooring, new bathrooms,

  Jacquelyn Voigt KELLER WILLIAMS REALTY AT THE LAKES

  524 Beach Rd Unit A, Sarasota, FL 34242
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  Explore Siesta Key

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  /2

  $570,000 Sold Aug 01, 2025

  • 1,152 Sq Ft
  • $495/SF
  • 59 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1976

  5855 Midnight Pass Rd Unit 303, Sarasota, FL 34242

  LOCATION, LOCATION, LOCATION. Welcome to Harbor Towers Yacht & Racquet Club, which recently underwent a full building renovation, including new impact windows and sliders resulting in no damage from the 2024 storms! This fabulous resort-style community allows easy access to the world-famous Siesta Key beach with its quartz sand and stunning sunsets, as well as the Siesta Key Village, offering an

  Christine Green COLDWELL BANKER REALTY

  5855 Midnight Pass Rd Unit 303, Sarasota, FL 34242
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  /2

  $2,950,000 Sold Aug 01, 2025

  • 3,928 Sq Ft
  • $751/SF
  • 129 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 2019

  4940 Peaceable Way, Sarasota, FL 34242

  New price! Experience the epitome of Siesta Key living in this exquisitely crafted residence near Siesta Village and renowned pristine beaches, with every conceivable amenity nearby. On a generous one-third-acre lot, this 2019 custom masterpiece by award-winning John Cannon Homes epitomizes luxury and sophistication. Boasting four spacious bedrooms, an office, and five baths, this home is an

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4940 Peaceable Way, Sarasota, FL 34242
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  /2

  $1,300,000 Sold Jul 31, 2025

  • 1,902 Sq Ft
  • $683/SF
  • 43 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1972

  572 Commonwealth Ln, Sarasota, FL 34242

  INCREDIBLE VIEWS!.....INCREDIBLE ISLAND LOCATION!....INCREDIBLE INDOOR/OUTDOOR LIVING!....Turnkey Furnished & Located on a Quiet Cul-de-Sac street along the GRAND CANAL with Long Water Views ..... YOU will be "Wowed" by this 3 Bedroom/ 2 Bath Bright and Spacious Open Floor Plan that Seamlessly Flows to Over-Sized Screened Lanai with Heated Salt Water Pool--- Excellent for Entertaining as well as

  Michael A Martino KELLER WILLIAMS ON THE WATER S

  572 Commonwealth Ln, Sarasota, FL 34242
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  /2

  $2,900,000 Sold Jul 31, 2025

  • 5,423 Sq Ft
  • $535/SF
  • 117 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1990

  875 Siesta Key Cir, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Stunning Waterfront Home on Siesta Key with Spectacular Bayou and Bay Views. Welcome to this exceptional waterfront property located on the serene and sought-after Siesta Key. Situated on a quiet dead-end street, this gorgeous home offers breathtaking views of the bayou and open bay, along with direct access to protected sailboat waters, just 100

  Thomas Cail RE/MAX ALLIANCE GROUP

  875 Siesta Key Cir, Sarasota, FL 34242
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  /2

  $650,000 Sold Jul 30, 2025

  • 2,919 Sq Ft
  • $223/SF
  • 130 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1953

  813 Plymouth St, Sarasota, FL 34242

  Home did have water intrusion and significant damage during the storms. The value is in the land as it Can Be Divided into 2 Parcels. Great opportunity to build 1 or 2 homes in quiet neighborhood near Siesta Key Beach. Short bike ride away to the beach. Located within one mile of Siesta Village! Easy access to the mainland via the North Siesta Bridge to enjoy Southside Village, Downtown,

  Georgia Salaverri COLDWELL BANKER REALTY

  813 Plymouth St, Sarasota, FL 34242
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  /2

  $1,625,000 Sold Jul 29, 2025

  • 2,927 Sq Ft
  • $555/SF
  • 51 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1978

  5181 Sandy Shore Ave, Sarasota, FL 34242

  Tucked away at the end of a quiet cul-de-sac on Siesta Key, this well-kept four-bedroom, three-and-a-half-bathroom pool home offers an easygoing waterfront lifestyle with access to the Gulf of Mexico. Set on a corner canal lot with water on two sides and 286 feet of frontage, the property feels private and peaceful, surrounded by the calm beauty of the water. With 2,927 square feet of living

  Shasta DeGraw REALTY ONE GROUP MVP

  5181 Sandy Shore Ave, Sarasota, FL 34242
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  /2

  $1,250,000 Sold Jul 28, 2025

  • 2,397 Sq Ft
  • $521/SF
  • 54 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1969

  1014 Contento St, Sarasota, FL 34242

  Here's the opportunity you have been waiting for. Incredible floor plan with this concrete block home. Large bedrooms with three on one side and the owner's suite on the other. Large in-home laundry, oversized garage and a corner lot. Wonderful private waterfront living with a pool, dock and easy access to Siesta Beach. The existing floor plan makes it easy to update and if you love terrazzo

  Brian Snyder PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1014 Contento St, Sarasota, FL 34242
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  /2

  $1,400,000 Sold Jul 28, 2025

  • 1,439 Sq Ft
  • $973/SF
  • 64 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1974

  309 Avenida Milano, Sarasota, FL 34242

  Location and excellence combined....Don't miss the opportunity to own this stunning 3 bedroom, 2 bath pool home with 75 ft. of canal access. The home is located steps from the vibrant village of Siesta Key and the #1 Beach in the USA and # 4 in the world! The property has been remediated and restored to the highest standards post hurricane Helene. The large private front courtyard welcomes you to

  Tim Yocum, Sr COLDWELL BANKER REALTY

  309 Avenida Milano, Sarasota, FL 34242
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  /2

  $370,000 Sold Jul 28, 2025

  • 1,123 Sq Ft
  • $329/SF
  • 335 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1969

  1350 N Portofino Dr Unit 310, Sarasota, FL 34242

  PRICED TO SELL SELL SELL! BEAUTIFUL VIEWS FROM MOST ROOMS OF THE CANAL AND INTRACOASTAL WATERWAY!END UNIT, 2 BED, 2 BATH, ARTICALLY DONE! IMPACT WINDOWS AND DOORS THROUGH OUT! TILE FLOORS! OPEN FLOOR PLANPRICED TO SELL!SIESTA HARBOR OFFERS A FISHING DOCK ON THE WATERWAY, BEACH ACCESS RIGHT ACROSS THE STREET, WALK TO ALL SHOPS, RESTAURANTS ETC, EASY ON AND OFF THE KEY! THE SCAT AND

  Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

  1350 N Portofino Dr Unit 310, Sarasota, FL 34242
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  /2

  $1,200,000 Sold Jul 22, 2025

  • 2,110 Sq Ft
  • $569/SF
  • 481 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2007

  1660 Summerhouse Ln Unit 102, Sarasota, FL 34242

  Imagine the perfect island getaway with gorgeous water views, just a short walk away from Siesta Beach. Positioned on the first floor of Summer Cove, this pristine three-bedroom condominium overlooks Sarasota’s sparkling Intracoastal waterway. The home’s unique setting includes not only a private elevator entry but a private staircase leading directly from your terrace to the scenic pool area and

  Maurice Menager MICHAEL SAUNDERS & COMPANY

  1660 Summerhouse Ln Unit 102, Sarasota, FL 34242
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  /2

  $880,000 Sold Jul 22, 2025

  • 1,128 Sq Ft
  • $780/SF
  • 415 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1969

  6300 Midnight Pass Rd Unit 20, Sarasota, FL 34242

  Reduced VILLA in Crystal Sands is the best Gulf-front community where the fine powdery quartz sands of Siesta Key are just steps away. Siesta Key is rated #1 beach in the USA! You found it! This turnkey furnished 2-full bedroom, 2-full bath villa is a great beach house. Enjoy the desirable split floor plan with 2 bathrooms and large closets. A separate attached garage allows for extra space if

  Emily Rivera-Jackson COLDWELL BANKER SUNSTAR REALTY

  6300 Midnight Pass Rd Unit 20, Sarasota, FL 34242
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  /2

  $1,259,000 Sold Jul 16, 2025

  • 1,282 Sq Ft
  • $982/SF
  • 61 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1973

  20 Whispering Sands Dr Unit 406, Sarasota, FL 34242

  ** PRICE IMPROVEMENT! ** Welcome to this beautifully REMODELED 2 bed/2 bath GULF FRONT residence, where quiet luxury meets modern comfort! Breathtaking FULL GULF VIEWS. *FURNITURE INCLUDED.* Exceptionally light and bright, this is a rare, highly desirable END UNIT featuring an extra window with sunny southern exposure. Step inside to a spacious OPEN CONCEPT layout, featuring brand NEW 2025

  Harriet Stopher COLDWELL BANKER REALTY

  20 Whispering Sands Dr Unit 406, Sarasota, FL 34242
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  /2

  $535,000 Sold Jul 15, 2025

  • 860 Sq Ft
  • $622/SF
  • 176 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1979

  1700 Cove II Place Unit 311, Sarasota, FL 34242

  This beautifully maintained first-floor 2-bedroom condo offers an exceptional opportunity to own a retreat on fabulous Siesta Key. Located in the highly desirable Midnight Cove II community, this condo is across from Crescent Beach and just steps away from world-renowned Siesta Key Beach. It boasts picturesque views of the Intracoastal Waterway from the screened lanai, creating a serene and

  Judy Kepecz-Hays COLDWELL BANKER REALTY

  1700 Cove II Place Unit 311, Sarasota, FL 34242
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  /2

  $800,000 Sold Jul 11, 2025

  • 1,358 Sq Ft
  • $589/SF
  • 16 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1956

  5522 Calle Del Verano, Sarasota, FL 34242

  ONLY 2 BLOCKS TO SIESTA KEY BEACH WITH NO HOA!!! This location is the best. Come and see the possibilities of this home and it's location. This 2 bed 2 bathroom house, with a one car garage, and screened porch. Could be built back or have the opportunity to have a home of your own built.On this over sized lot that is in the heart of Siesta Key. Along with a Short walk or Bike ride into the

  Mary Kassen PREFERRED SHORE LLC

  5522 Calle Del Verano, Sarasota, FL 34242
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  /2

  $2,800,000 Sold Jul 11, 2025

  • 2,964 Sq Ft
  • $945/SF
  • 60 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2007

  497 Island Cir, Sarasota, FL 34242

  Price improvement! Discover your coastal retreat in the heart of Siesta Key, where lush gardens create a relaxing oasis near the Gulf. This stunning four-bedroom, three-and-a-half-bath coastal contemporary home offers a blend of luxury and convenience, perfect for full-time living or as your ideal vacation residence. Just .2 miles from the pristine, powdery white sands of Siesta Beach and only a

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  497 Island Cir, Sarasota, FL 34242
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  /2

  $1,125,000 Sold Jul 08, 2025

  • 977 Sq Ft
  • $1151/SF
  • 122 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1968

  6312 Midnight Pass Rd Unit 702S, Sarasota, FL 34242

  FULL, exquisite Gulf views from this top floor, corner unit located directly on beautiful Siesta Key beach. Immerse yourself in luxury and relaxation while you soak up the sunsets from this turn-key furnished condo. You'll enjoy the well appointed living and dining room combo with large sliding glass doors that invite you to your private, screened lanai. The updated kitchen features granite

  Jessica Uglik KW SUNCOAST

  6312 Midnight Pass Rd Unit 702S, Sarasota, FL 34242
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  /2

  $1,135,000 Sold Jul 08, 2025

  • 1,496 Sq Ft
  • $759/SF
  • 380 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1971

  5920 Midnight Pass Rd Unit 104, Sarasota, FL 34242

  BEACHFRONT RESORT. Sarasota Surf and Racquet Club. Rarely available. This 2 bedroom, 2 bath gem in the highly desired Tower Building boasts an impressive rental history, with bookings through May 2025 offering excellent future income. Wonderfully updated and being sold turnkey furnished with travertine flooring throughout, granite counters in the kitchen and baths, all new stainless steel

  Ethel Lovelace MICHAEL SAUNDERS & COMPANY

  5920 Midnight Pass Rd Unit 104, Sarasota, FL 34242
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  /2

  $2,550,000 Sold Jul 07, 2025

  • 3,496 Sq Ft
  • $729/SF
  • 26 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2005

  601 Avenida de Mayo, Sarasota, FL 34242

  Welcome to 601 Avenida De Mayo, a stunning waterfront home nestled in the heart of Siesta Key. This exquisite property offers a rare opportunity to live in one the most coveted locations on the island, just a short walk from the the Village, powdery sands and crystal-clear waters that Siesta Key is renowned for.This exceptional property features a spacious double lot, offering ample outdoor

  Camilla Hildebrand Norberg FINE PROPERTIES

  601 Avenida de Mayo, Sarasota, FL 34242
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  /2

  $725,000 Sold Jul 03, 2025

  • 2,390 Sq Ft
  • $303/SF
  • 82 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1955

  4710 Gleason Ave, Sarasota, FL 34242

  Take a Look!...This Unique Opportunity on Siesta Key JUST REDUCED...One of the Few Properties of Its Kind, Offering an Expansive 0.30-Acre Lot Overlooking a Serene Pond...Just a Short Stroll to the World-Famous White Sands of Siesta Key Beaches and the Vibrant Village, Full of Fine Dining, Boutique Shopping, and Entertainment...The Existing 4/3 Home Sustained Hurricane Damage, Making it an Ideal

  Bo Fuller FULLER GROUP REAL ESTATE, LLC

  4710 Gleason Ave, Sarasota, FL 34242
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  /2

  $925,000 Sold Jul 01, 2025

  • 1,840 Sq Ft
  • $503/SF
  • 110 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1997

  1280 Dolphin Bay Way Unit 202, Sarasota, FL 34242

  Experience the natural Florida coastal environment from this extraordinary viewpoint and the one-of-a-kind walkout to a private beach nestled in mangroves on the Intracoastal Waterway—perfect for launching a kayak or paddleboard. A dynamic scene unfolds daily with visiting shore birds of every description, dolphins feeding in pods, jumping mullet, and manatee lazily cruising by—just outside your

  Bill McCue BRIGHT REALTY

  1280 Dolphin Bay Way Unit 202, Sarasota, FL 34242
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  /2

  $950,000 Sold Jul 01, 2025

  • 2,198 Sq Ft
  • $432/SF
  • 164 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1971

  322 Avenida de Paradisio, Sarasota, FL 34242

  This solid three-bedroom three bath pool/canal front home is located on a quiet cul-de-sac just behind Siesta Key village, and a mere 5-minute stroll to its eclectic shops, cafes, and fabulous restaurants, not to mention the world-renowned powder-white sands of Siesta Beach!Two of the bedrooms are en-suite. The living room, family room and one bedroom have access to the lanai and caged pool.

  Colleen Finnegan RE/MAX ALLIANCE GROUP

  322 Avenida de Paradisio, Sarasota, FL 34242
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  /2

  $1,300,000 Sold Jun 30, 2025

  • 1,886 Sq Ft
  • $689/SF
  • 98 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  5402 Shadow Lawn Dr, Sarasota, FL 34242

  Enjoy true Florida living on Siesta Key on this high & dry lot in beautiful Siesta Isles. This one level home offers nearly 1900 sf of living space set on a 104' wide deep-water canal lot with access to Roberts Bay, the Intracoastal, and the Gulf of Mexico. NO STORM DAMAGE during the recent hurricanes! Move right in and update it to make it your own. Offering a Split Plan of 3 bedrooms, two full

  Jimmy Raybon BERKSHIRE HATHAWAY HOMESERVICE

  5402 Shadow Lawn Dr, Sarasota, FL 34242
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  /2

  $1,860,000 Sold Jun 30, 2025

  • 3,721 Sq Ft
  • $500/SF
  • 118 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1964

  5376 Shadow Lawn Dr, Sarasota, FL 34242

  BRING ALL THE FAMILY - MOVE IN READY! Florida living on this high & dry lot on Siesta Key. Your own private tropical deep-water canal frontage. Large saltwater pool and spa, private screened courtyard adjacent to a large game room and theater room – perfect for entertaining. NO STORM DAMAGE during the recent hurricanes! This 4 BR spacious home offers 3700+ sq. ft. of living space including two

  Jimmy Raybon BERKSHIRE HATHAWAY HOMESERVICE

  5376 Shadow Lawn Dr, Sarasota, FL 34242
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  /2

  $1,075,000 Sold Jun 30, 2025

  • 1,337 Sq Ft
  • $804/SF
  • 186 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  5770 Midnight Pass Rd Unit 705, Sarasota, FL 34242

  Welcome to Gulf & Bay Club, the premiere Siesta Key condo complex nestled on 32 acres with 800 ft of private beach! Located in the middle of the C Building on the top floor, this condo offers fabulous views, both day and night, of the freshwater lake, fountains, island lagoon, swimming pools, sandy beach, and the Gulf of Mexico beyond. Take in the views on the Lanai, or sip your coffee in the

  Tina Johns COLDWELL BANKER REALTY

  5770 Midnight Pass Rd Unit 705, Sarasota, FL 34242
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  /2

  $1,970,000 Sold Jun 27, 2025

  • 2,088 Sq Ft
  • $943/SF
  • 7 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1970

  5966 Midnight Pass Rd Unit G-51 & G-58, Sarasota, FL 34242

  BREATHTAKING amazing Gulf of Mexico views and ONCE IN A LIFETIME OPPORTUNITY for this ONE-OF-A-KIND condominium residence in the desirable Gulffront Tower building in the Palm Bay Club on the island of Siesta Key. This turnkey furnished residence is a combined 2-bedroom unit with the adjacent 1-bedroom unit, redesigned to create a fabulous 2-bedroom plus den/study, which could be converted back

  Carolyn Donnelly COLDWELL BANKER REALTY

  5966 Midnight Pass Rd Unit G-51 & G-58, Sarasota, FL 34242
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  /2

  $1,100,000 Sold Jun 27, 2025

  • 2,519 Sq Ft
  • $437/SF
  • 83 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1957

  4857 Primrose Path, Sarasota, FL 34242

  Welcome to your dream home in the highly sought-after Harmony subdivision! This stunning single-family residence is situated on a serene canal, featuring an impressive 120' of newer concrete seawall, perfect for those looking to embrace the waterfront lifestyle. Bring your boats and jet skis, as you can easily add your own dock, allowing for quick access to Sarasota Bay and the breathtaking blue

  Nadiya Marisol-Pote MICHAEL SAUNDERS & COMPANY

  4857 Primrose Path, Sarasota, FL 34242
• 

  /2

  $539,000 Sold Jun 27, 2025

  • 860 Sq Ft
  • $627/SF
  • 161 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  1700 Cove II Place Unit 310, Sarasota, FL 34242

  Weekly Rentals, Deeded Beach Access, and Stunning Water Views! Move-in ready, this condo offers breathtaking water views from both the unit and the spacious patio, along with deeded beach access to the powdery quartz sand of world-famous Siesta Key Beach. Built to last, it sustained no damage or water intrusion during recent major storms, showcasing its excellent construction and durability.

  Paige Kolb EXP REALTY LLC

  1700 Cove II Place Unit 310, Sarasota, FL 34242
• 

  /2

  $4,000,000 Sold Jun 26, 2025

  • 4,989 Sq Ft
  • $802/SF
  • 441 Days On Market

  • Built 2018

  645 Beach Rd, Siesta Key, FL 34242

  Featuring the highly coveted RMF zoning, this property offers legal short term rentals-a rarity across the region and a game-changer for income potential. Set on high ground, it has proven its durability by remaining high and dry during recent hurricanes, providing unmatched security and peace of mind.The property comes fully turnkey furnished, ensuring a seamless and effortless

  Cole Collins COLDWELL BANKER REALTY

  645 Beach Rd, Siesta Key, FL 34242
• 

  /2

  $990,000 Sold Jun 25, 2025

  • 1,464 Sq Ft
  • $676/SF
  • 117 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1973

  20 Whispering Sands Dr Unit 306, Sarasota, FL 34242

  ***PRICE REDUCED*** This stunning beachfront condo offers a rare combination of luxury, convenience, and breathtaking natural beauty. Nestled on the powdery soft white sands of Siesta Key Beach, this end unit features an additional window which floods the space with an abundance of natural light and provides panoramic views of the sparkling Gulf of Mexico.This condo isn’t just a home;

  Christa Spalding COLDWELL BANKER REALTY

  20 Whispering Sands Dr Unit 306, Sarasota, FL 34242
• 

  /2

  $1,335,000 Sold Jun 25, 2025

  • 1,335 Sq Ft
  • $1000/SF
  • 131 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1979

  5790 Midnight Pass Rd Unit 602, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Location, Location, Location!***SPECTACULAR POOL, BEACH & GULF VIEWS***Welcome to the highly sought-after "Building A" at the Gulf & Bay Club located on Siesta Key Beach (voted America's #1 beach by Trip Advisor)! This is where you'll find this completely updated condo with gorgeous beach and gulf views! Where you'll be just steps to private beach

  Jamie Mullis COLDWELL BANKER REALTY

  5790 Midnight Pass Rd Unit 602, Sarasota, FL 34242
• 

  /2

  $45,000 Sold Jun 24, 2025

  • 1,780 Sq Ft
  • $25/SF
  • 47 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2009

  915 Seaside Dr Unit 606, Weeks 6-7, 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

  915 Seaside Dr Unit 606, Weeks 6-7, Sarasota, FL 34242
• 

  /2

  $1,200,000 Sold Jun 24, 2025

  • 2,308 Sq Ft
  • $520/SF
  • 163 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1963

  5140 Windward Ave, Sarasota, FL 34242

  A fabulous boating water opportunity - $345,000 price reduction! Professionally remediated and ready for renovation or to build your new luxury home. Welcome to your private, gated garden oasis nestled on boating water in the heart of Siesta Key. Boasting a seamless blend of indoor-outdoor living spaces, this three-bedroom, two-and-a-half-bath residence was storm-damaged, remediated, sanitized,

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5140 Windward Ave, Sarasota, FL 34242
• 

  /2

  $1,450,000 Sold Jun 23, 2025

  • 1,316 Sq Ft
  • $1102/SF
  • 56 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  420 Beach Rd Unit 502, Sarasota, FL 34242

  Experience sophisticated coastal living in this turnkey redesigned and remodeled 5th-floor unit, featuring an extended wraparound balcony, offering expansive outdoor space and panoramic views. Located at Siesta Gulf View, a gated 59-unit building, this residence stands apart with its unparalleled proximity to the beach. Bathed in natural light, the rare west-facing angle offers breathtaking

  Anthony Dalesandro BRIGHT REALTY

  420 Beach Rd Unit 502, Sarasota, FL 34242
• 

  /2

  $1,800,000 Sold Jun 23, 2025

  • 3,744 Sq Ft
  • $481/SF
  • 3 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2007

  4941 Commonwealth Dr, Sarasota, FL 34242

  Welcome to your tropical beach house retreat on Siesta Key! This stunning 3 story, 4-bedroom, 4.5-bath ensuite Key West-style home was built in 2007 by a local builder as his personal residence, ensuring unmatched craftsmanship and attention to detail. An open paver driveway with lush tropical landscaping welcomes you home. Step inside to a light-filled, open-concept design where hardwood floors,

  Steve Abbe COLDWELL BANKER REALTY

  4941 Commonwealth Dr, Sarasota, FL 34242
• 

  /2

  $655,000 Sold Jun 20, 2025

  • 1,152 Sq Ft
  • $569/SF
  • 48 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1976

  5855 Midnight Pass Rd Unit 204, Sarasota, FL 34242

  Coastal living at it's best at Harbor Towers Yacht & Racquet Club. You will fall in love from the moment you enter this gated premier waterfront paradise on Siesta Key which recently completed a $13 million, four-year hurricane hardening and structural upgrade program in 2024, meeting all new safety standards for hurricane/wind protection. WOW this beautifully furnished 2-Bedroom, 2-Bathroom

  Susan Retzke RE/MAX PLATINUM

  5855 Midnight Pass Rd Unit 204, Sarasota, FL 34242
• 

  /2

  $645,000 Sold Jun 17, 2025

  • 1,290 Sq Ft
  • $500/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1975

  6415 Midnight Pass Rd Unit 710, Sarasota, FL 34242

  This northeast-facing corner residence at The Anchorage offers panoramic views of the Intracoastal Waterway and an exceptional blend of privacy and flexibility. Spanning 1,287 square feet, the two-bedroom, two-bath home features an open-concept living area and porcelain flooring throughout. Three oversized balconies extend from every major room—one off each bedroom and a third from the main

  Karen Whitaker PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6415 Midnight Pass Rd Unit 710, Sarasota, FL 34242
• 

  /2

  $440,000 Sold Jun 17, 2025

  • 1,101 Sq Ft
  • $400/SF
  • 74 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1974

  6157 Midnight Pass Rd Unit E42, Sarasota, FL 34242

  Dreaming of relaxing on your balcony in your chaise lounge, overlooking the pool, Listening to Jimmy Buffet and sipping a cold margarita? Sure, sounds perfect. Well, It’s here, and just a short walk to the crystal powdery sand beach and turquoise waters of Siesta Key Beach. This is the #1 beach in the US and # 4 in the world! The dream of owning at Siesta Key is still possible. This 2nd floor

  Robin Jones EXIT KING REALTY

  6157 Midnight Pass Rd Unit E42, Sarasota, FL 34242
• 

  /2

  $1,100,000 Sold Jun 16, 2025

  • 2,333 Sq Ft
  • $471/SF
  • 86 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1983

  5239 Siesta Cove Dr, Sarasota, FL 34242

  Nestled in the highly sought-after Siesta Cove neighborhood of Sarasota, 5239 Siesta Cove Drive is a stunning property offering an exceptional blend of luxury, tranquility, and prime location. This beautifully updated 4-bedroom, 4-bathroom residence spans 2,333 square feet of living space and is set on a lush 0.31-acre lot, making it the perfect retreat for those who appreciate both privacy and

  Christopher Grant GRANT TEAM REAL ESTATE, LLC

  5239 Siesta Cove Dr, Sarasota, FL 34242
• 

  /2

  $1,165,000 Sold Jun 13, 2025

  • 1,173 Sq Ft
  • $993/SF
  • 3 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1971

  5916 Midnight Pass Rd Unit 404, Sarasota, FL 34242

  Resort Gated condominium in Siesta Key with 300' of beachfront with powdery sand to enjoy the most beautiful sunsets.All buildings are in 13 acre property to provide all the amenities they have. This unit has 2 bedrooms, 2 baths and is in Building W, second building from the beach. Beautifully furnished, 3 days min rentals. Great Income property with on-site management makes this one of

  Gloria Totti-Cervoni COLDWELL BANKER REALTY

  5916 Midnight Pass Rd Unit 404, Sarasota, FL 34242

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