Siesta Key, FL Homes for Sale

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  $4,500,000 New Construction

  • 3 Beds
  • 4.5 Baths
  • 3,716 Sq Ft

  7401-B Midnight Pass Rd, Sarasota, FL 34242

  Pre-Construction. To be built. Siesta Key Re-Construction OpportunityEnvision your dream home on this exclusive 1-acre flag lot with water access to Sarasota Bay. Custom-built by Cannon Homes, this luxury residence offers the flexibility to use the current floorplan or choose a design that better suits your vision. Construction is estimated at approximately 18 months from

  Michelle Shiver KELLER WILLIAMS ON THE WATER S

  7401-B Midnight Pass Rd, Sarasota, FL 34242
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  $3,367,000 New Construction

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

  616 Mangrove Point Rd, Sarasota, FL 34242

  Pre-Construction. To be built. Island retreat meets waterfront luxury in this custom-built masterpiece by renowned builder Allegra Homes. Situated in an exclusive Siesta Key location, this "Laurie Coastal" floor plan offers an extraordinary 2,757 sq. ft. of open, bright living space. Designed with the utmost attention to detail, the home includes 3 spacious bedrooms, 3.5 baths, a study, and a

  Karen Greco GRECO REAL ESTATE

  616 Mangrove Point Rd, Sarasota, FL 34242
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  $3,990,000 New Construction

  • 5 Beds
  • 4 Baths
  • 3,329 Sq Ft

  4815 Featherbed Ln, Sarasota, FL 34242

  Just Completed! This brand-new, custom waterfront home on Siesta Key is now move-in ready, built above current elevation code with a brand-new raised seawall and dock, offering an unparalleled display of high-end, designer finishes throughout. The home features a spacious, open-floor plan with 5 bedrooms, 4 full bathrooms, and a sizable chef's kitchen complete with custom-designed cabinetry, an

  Marco Guadagnini PREFERRED SHORE LLC

  4815 Featherbed Ln, Sarasota, FL 34242
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  $5,392,000 New Construction

  • 4 Beds
  • 6 Baths
  • 4,220 Sq Ft

  4819 Higel Ave, Sarasota, FL 34242

  New Construction. Come see this coastal Siesta Key home located on the Grand Canal. The home is located on prime waterfront property with the best views of the Grand Canal, which provides easy access to the bay. A boater's dream! This three-level waterfront property offers the best in luxurious living, with four spacious bedrooms and four full baths and two half baths. Step inside the

  Cassandra Meyer BRIGHT REALTY

  4819 Higel Ave, Sarasota, FL 34242
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  $6,200,000 New Construction

  • 5 Beds
  • 6.5 Baths
  • 4,042 Sq Ft

  1150 Windsong Ln Unit 400, Sarasota, FL 34242

  Pre-Construction. To be built. Under-Construction. Introducing AZURE Siesta Key! A truly extraordinary opportunity for luxury and lifestyle to combine for an unforgettable experience. This stunning condominium exudes elegance and sophistication. Nestled along a private road, AZURE Siesta Key sets the standard for modern coastal living. With a seamless blend of luxury and comfort, this penthouse

  Molly Higdon KELLER WILLIAMS ON THE WATER S

  1150 Windsong Ln Unit 400, Sarasota, FL 34242
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  $3,200,000 New Construction

  • 4 Beds
  • 4 Baths
  • 2,332 Sq Ft

  1150 Windsong Ln Unit 300, Sarasota, FL 34242

  Pre-Construction. To be built. Under-Construction. Introducing AZURE Siesta Key! A truly extraordinary opportunity for luxury and lifestyle to combine for an unforgettable experience. This stunning condominium exudes elegance and sophistication. Nestled along a private road, AZURE Siesta Key sets the standard for modern coastal living. With a seamless blend of luxury and comfort, this condo

  Molly Higdon KELLER WILLIAMS ON THE WATER S

  1150 Windsong Ln Unit 300, Sarasota, FL 34242
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  $3,200,000 New Construction

  • 4 Beds
  • 4 Baths
  • 2,332 Sq Ft

  1150 Windsong Ln Unit 200, Sarasota, FL 34242

  Pre-Construction. To be built. Under-Construction. Introducing AZURE Siesta Key! A truly extraordinary opportunity for luxury and lifestyle to combine for an unforgettable experience. This stunning condominium exudes elegance and sophistication. Nestled along a private road, AZURE Siesta Key sets the standard for modern coastal living. With a seamless blend of luxury and comfort, this condo

  Molly Higdon KELLER WILLIAMS ON THE WATER S

  1150 Windsong Ln Unit 200, Sarasota, FL 34242
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  $5,399,000 New Construction

  • 4 Beds
  • 6 Baths
  • 4,007 Sq Ft

  4544 Woodside Rd, Sarasota, FL 34242

  Under Construction. Welcome to your dream home on Siesta Key! This home, crafted by the esteemed custom home builder Maglich Homes, boasts over 4,000 square feet of luxurious living space with an open floor plan designed to maximize natural light and showcase breathtaking canal views. Situated on the pristine Grand Canal, this exquisite residence offers unparalleled access to the water, with just

  Thomas Cail RE/MAX ALLIANCE GROUP

  4544 Woodside Rd, Sarasota, FL 34242
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  $8,500,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 6,206 Sq Ft

  89 Beach Rd Unit 202 & 203, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Experience luxury living at its finest in this breathtaking one-of-a-kind new construction condominium nestled directly on the pristine shores of world famous Siesta Beach. Spanning over 6200 square feet, this exclusive residence offers unparalleled opulence and panoramic views of the azure waters and fiery sunsets. Elegance meets convenience with a

  Thomas Cail RE/MAX ALLIANCE GROUP

  89 Beach Rd Unit 202 & 203, Sarasota, FL 34242
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  $4,985,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 4,132 Sq Ft

  558 Venice Ln, Sarasota, FL 34242

  Under Construction. Award winning custom home builder Heritage Builders Welcomes you to this stunning coastal contemporary home located in Siesta Key. This two-level waterfront property offers the best in luxurious living, with four spacious bedrooms and four and a half baths. As you step inside, you are greeted by an open and bright foyer that leads to the grand room with vistas of the pool and

  Leif Schmidt HB REALTY GROUP INC.

  558 Venice Ln, Sarasota, FL 34242
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  $4,795,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,995 Sq Ft

  601 Tremont St, Sarasota, FL 34242

  One or more photo(s) has been virtually staged. Under Construction. Set in a hammock of old growth oak trees and mature landscaping, this masterpiece of a home sits on over 1/3 of an acre and is located on one of the most treasured streets on Siesta Key. It is just a short walk from The Out-of-Door Academy, minutes from the world-famous Siesta Key Village and another few blocks to our cherished

  Robert Sherman PREMIER SOTHEBY'S INTERNATIONAL REALTY

  601 Tremont St, Sarasota, FL 34242
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  $1,149,000 Pre-Foreclosure

  • 4 Beds
  • 2 Baths
  • 1,860 Sq Ft

  752 Tropical Cir, Sarasota, FL 34242

  Upon arrival, you'll be captivated by the charming exterior of this coastal-inspired home. Surrounded by lush greenery and swaying palm trees, the property exudes a sense of tranquility and relaxation from the moment you step foot onto the grounds. Stepping inside, you'll find a beautifully appointed interior that combines modern comfort with coastal charm. The open-concept living area features

  Curtis Ware KW COASTAL LIVING III

  752 Tropical Cir, Sarasota, FL 34242
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  $879,900

  • 2 Beds
  • 2 Baths
  • 1,725 Sq Ft

  129 Pierson Ln, Sarasota, FL 34242

  Single family home on OVERSIZED LOT(over 2) in A+ Siesta Key location. Walk to Shell Beach in 5 minutes. This home sustained storm damage, has been gutted and is being sold as-is.

  William True TRUE REAL ESTATE INC

  129 Pierson Ln, Sarasota, FL 34242
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  $1,068,000

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

  6480 Midnight Pass Rd Unit 311, Sarasota, FL 34242

  Siesta Breakers #311 – Turnkey Beachfront Condo with Income PotentialPrime opportunity to own a fully furnished 2-bedroom, 2-bathroom condo directly on Crescent Beach, Siesta Key—no roads to cross! Located in the sought-after Siesta Breakers community, this unit offers immediate rental income with transferable bookings and weekly rental allowance.Property Features:Direct beachfront access with

  Robert Bevington SHOWTIME REALTY

  6480 Midnight Pass Rd Unit 311, Sarasota, FL 34242
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  $1,150,000

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

  6480 Midnight Pass Rd Unit 315, Sarasota, FL 34242

  Step into this beautifully refreshed 2-bedroom, 2-bathroom condo offering 1,285 sq ft of upscale comfort with breathtaking views of the Gulf of Mexico. Nearly every feature is under three years old—including stylish furnishings, bedroom carpet, fresh interior paint, a modern master shower, washer and dryer, refrigerator, and a brand-new AC installed in April 2025. Located on the desirable Siesta

  Kelly Baldwin COLDWELL BANKER REALTY

  6480 Midnight Pass Rd Unit 315, Sarasota, FL 34242
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  $4,500,000

  • 4 Beds
  • 3 Baths
  • 3,471 Sq Ft

  1444 Ridgewood Ln, Sarasota, FL 34231

  Nestled along the pristine bay-front of Sarasota, this rare waterfront property offers an unparalleled opportunity for builders and investors alike. Boasting an impressive 255 feet of water frontage, this 4-bedroom, 3-bath home is perfectly positioned to capture breathtaking sunsets and panoramic bay views. Whether you choose to renovate the existing residence or create a custom luxury estate to

  Barbara Dumbaugh MICHAEL SAUNDERS & COMPANY

  1444 Ridgewood Ln, Sarasota, FL 34231
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  $1,998,000

  • 3 Beds
  • 3 Baths
  • 2,628 Sq Ft

  3721 Flamingo Ave, Sarasota, FL 34242

  Once in a lifetime opportunity to Restore a One-of-A-Kind Ben Baldwin Mid-Century Modern home. Architect and Designer Ben Baldwin was recognized internationally as the leading force in the Modern Movement of American Design and Architecture. Over the years he collaborated with I.M. Pei designing among others, the New York studio of Adolph Gottlieb. 3721 Flamingo Ave was Mr. Baldwin's winter home.

  Sandra McCourtney FINE PROPERTIES

  3721 Flamingo Ave, Sarasota, FL 34242
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  $5,950,000

  • 4 Beds
  • 4.5 Baths
  • 6,827 Sq Ft

  749 Freeling Dr, Sarasota, FL 34242

  Experience coastal elegance and ultimate island living in this extraordinary gated waterfront estate, Casa della Fontana, the Fountain House. This home offers the ideal blend of luxury, privacy, and convenience on a tranquil street on Siesta Key's coveted north end. Just minutes from everything on and off the island, this residence is poised on a deep sailboat water bayou just off Sarasota Bay

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  749 Freeling Dr, Sarasota, FL 34242
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  $7,400,000 Open Sun 1PM - 4PM

  • 4 Beds
  • 6 Baths
  • 4,711 Sq Ft

  3550 Flamingo Ave, Sarasota, FL 34242

  READY FOR OCCUPANCY. CONSTRUCTION COMPLETED. LOWEST NEW CONSTRUCTION price on highly desirable North Siesta Key. Situated on 1/3 acre with 102 feet of wide canal waterfront and no bridges to the bay. The 4,711 square foot home is solid block construction on all levels. The house has been thoughtfully designed, maximizing privacy and use of space. The main level features a designer kitchen with an

  Barbara May MICHAEL SAUNDERS & COMPANY

  3550 Flamingo Ave, Sarasota, FL 34242

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