Siesta Key, FL Homes for Sale with Pool

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  /71

  $1,799,000

  $200K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  915 Seaside Dr Unit 412, Sarasota, FL 34242

  Welcome to a premier Siesta Key Beach condo that delivers the ultimate combination of luxury coastal living and high-performing rental income potential. This beautifully updated 3-bedroom, 2-bath condominium is professionally managed through an established onsite program, offering owners a seamless, turnkey experience with the ability to enjoy the home personally while also participating in a

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  915 Seaside Dr Unit 412, Sarasota, FL 34242
• Explore Siesta Key

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  /96

  $2,290,000

  $100K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,856 Sq Ft

  3941 Hamilton Club Cir Unit 9, Sarasota, FL 34242

  Welcome to coastal luxury living in the exclusive Hamilton Club community on Siesta Key. This beautifully updated 3-bedroom, 3.5-bath waterfront residence offers an exceptional blend of elegance, comfort, and boating convenience in one of the island’s most desirable locations. Designed for effortless everyday living and entertaining, the home features a private elevator, impact-rated windows and

  

  Jennifer Thompson

  WILLIAM RAVEIS - FLORIDA LLC

  3941 Hamilton Club Cir Unit 9, Sarasota, FL 34242
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  /35

  $719,000

  $30K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,463 Sq Ft

  1200 E Peppertree Ln Unit 302, Sarasota, FL 34242

  PRICE IMPROVEMENT OF $20.000!! Turnkey coastal living in the desirable mid-rise tower at Peppertree Bay on Siesta Key. This sought-after split-plan residence offers bright open living spaces, exceptional privacy, and the convenience of effortless island living with resort-style Gulf-to-Bay amenities just moments from world-famous Siesta Beach. Offered fully turnkey furnished, this beautifully

  

  Renee Nadiv

  WILLIAM RAVEIS - FLORIDA LLC

  1200 E Peppertree Ln Unit 302, Sarasota, FL 34242
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  /50

  $625,000

  • 2 Beds
  • 1 Bath
  • 836 Sq Ft

  6154 Midnight Pass Rd Unit 1, Sarasota, FL 34242

  Welcome to Casa Blanca, one of Siesta Key's most sought-after beachfront communities. This beautifully renovated two-bedroom, one-bath villa is ideally located on the Gulf side of Midnight Pass Road, just steps from the world-famous white quartz sands and turquoise waters of Crescent Beach. Situated near Point of Rocks, residents and guests enjoy some of the island's best beach walking, shelling,

  

  Jennifer Thompson

  WILLIAM RAVEIS - FLORIDA LLC

  6154 Midnight Pass Rd Unit 1, Sarasota, FL 34242
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  /55

  $373,900

  Open Sun 1PM - 3PM $56K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 780 Sq Ft

  1350 N Portofino Dr Unit 107, Sarasota, FL 34242

  SIESTA HARBOR...55+...BEAUTIFUL CANAL & Intercoastal Water Way VISTAS with boats slowly IDILYING By and YOU HAVE BEACH ACCESS. BRING YOUR BOAT up to 30' because it only costs $1,000 ANNUALLY to berth your boat at your home! BUT WAIT till you see this TOTALLY RENOVATED BEAUTIFUL 1 bedroom 2 full bathroom condo! NEW, NEW, NEW...everything is new...Ceramic tile flooring, baseboards, interior doors &

  

  Scotty Ledford

  VUE REALTY, LLC

  1350 N Portofino Dr Unit 107, Sarasota, FL 34242
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  /92

  $575,000

  $75K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,259 Sq Ft

  5600 Beach Way Dr Unit 201, Sarasota, FL 34242

  SELLER SAYS BRING ALL OFFERS! MAJOR PRICE IMPROVEMENT!! Reduced over 75k! Have you ever wondered what it's like to own a Siesta Key sunset? Throw on your swimsuit, grab a towel and take a short stroll across the street, because here at Beach Way, you can't get much closer! Embrace your very own next-level Florida lifestyle with this exceptional opportunity. This second floor 2-bedroom, 2-bathroom

  

  Ashley Nevadomski

  WILLIAM RAVEIS - FLORIDA LLC

  5600 Beach Way Dr Unit 201, Sarasota, FL 34242
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  /96

  $2,800,000

  $200K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,689 Sq Ft

  339 Treasure Boat Way, Sarasota, FL 34242

  Elegant Siesta Key Waterfront Living. Don’t just move. Arrive! Enter into your residence, and the world falls away. Picture-perfect postcard views from nearly every room await to welcome you home. Nestled on an unrivaled point at the intersection of the Grand Canal’s most impressive waterways, this newly renovated, rare find offers you the complete package. Luxury finishes, high-tech resilience,

  

  Tonna Gruber

  COLDWELL BANKER REALTY

  339 Treasure Boat Way, Sarasota, FL 34242
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  /52

  $584,500

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,287 Sq Ft

  6415 Midnight Pass Rd Unit 705, Sarasota, FL 34242

  Welcome to the best location on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Walk to bars, restaurants, the beach. You can walk across the street and rent a boat. Speaking of boats you can dock your boat on our giant seawall for $10.00... yes...ten dollars a month. Your new condominium is an open floor

  

  Anthony DeLuca

  DELUCA REALTY INC

  6415 Midnight Pass Rd Unit 705, Sarasota, FL 34242
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  /59

  $125,000

  • 3 Beds
  • 3 Baths
  • 1,780 Sq Ft

  915 Seaside Dr Unit 606, Weeks 14-17, Sarasota, FL 34242

  Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an exceptional Siesta Key Beach residence. This is a rare opportunity to own four consecutive winter weeks (Weeks 14–17), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  915 Seaside Dr Unit 606, Weeks 14-17, Sarasota, FL 34242
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  /96

  $449,900

  Open Sun 1PM - 3PM

  • 1 Bed
  • 2 Baths
  • 780 Sq Ft

  1257 S Portofino Dr Unit 104, Sarasota, FL 34242

  Bring your boat and dock steps from your back door.. Turnkey living in Siesta Harbor, a 55+ waterfront community, with beautiful canal water views and private beach access. This fully renovated 1-bedroom, 2-bath condo offers an open floor plan, updated kitchen and bathrooms, newer impact sliding doors, and a newer HVAC system (2021). Enjoy peaceful water views from the enclosed lanai as boats

  

  Suzy Kolaz

  KELLER WILLIAMS ON THE WATER S

  1257 S Portofino Dr Unit 104, Sarasota, FL 34242
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  /50

  $48,000

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  915 Seaside Dr Unit 312, Weeks 16-17, Sarasota, FL 34242

  Fractional Ownership. Experience luxury beachfront living with this Winter Fractional Package offering a 1/16th share of ownership at The Residences on Siesta Key Beach. This is a rare opportunity to own a piece of paradise on one of America’s top-rated beaches while enjoying the comfort, convenience, and services of a luxury resort. This expansive residence features a primary suite, junior

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  915 Seaside Dr Unit 312, Weeks 16-17, Sarasota, FL 34242
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  /24

  $349,000

  $26K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 797 Sq Ft

  5641 Midnight Pass Rd Unit 904, Sarasota, FL 34242

  PRICE IMPROVEMENT. Exceptional Value on Siesta Key Rarely available and beautifully updated, this second-floor 1-bedroom, 1-bathroom residence in White Sands Village offers the perfect blend of coastal living and investment opportunity. Ideally located just across the street from Siesta Key Beach, the condo also enjoys a coveted view of the lush interior courtyard, providing a peaceful and serene

  

  Jim Gammello

  WILLIAM RAVEIS - FLORIDA LLC

  5641 Midnight Pass Rd Unit 904, Sarasota, FL 34242
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  /53

  $400,000

  $75K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 845 Sq Ft

  1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242

  Welcome to the world-famous Siesta Key! Now available a second-floor one-bedroom, one-bath condominium in the desirable Gulf and Bay Club Bayside. This particular condo had zero flood or storm damage. This home is just waiting for your personal touch! Enjoy direct deeded beach access just across the street to Siesta Key Beach and live a true resort-style life with wonderful amenities at your

  

  Jessica Ross, PA

  COLDWELL BANKER REALTY

  1200 Siesta Bayside Dr Unit 1200G, Sarasota, FL 34242
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  /64

  $595,800

  • 2 Beds
  • 2 Baths
  • 1,287 Sq Ft

  6415 Midnight Pass Rd Unit 306, Sarasota, FL 34242

  Welcome to one of the best locations on Siesta Key. The Anchorage is located on the corner of Stickney Point and Midnight Pass. It’s all about convenience and living the good life. Location is fantastic! Wait until you see the grounds! You have the best of both worlds. Your new condominium is a 2 bedroom 2 bathroom split plan with brand-new hurricane sliding doors. Inside you have abundant

  

  Anthony DeLuca

  DELUCA REALTY INC

  6415 Midnight Pass Rd Unit 306, Sarasota, FL 34242
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  /52

  $75,000

  • 3 Beds
  • 3 Baths
  • 1,780 Sq Ft

  915 Seaside Dr Unit 504, Weeks 6-7, Sarasota, FL 34242

  Fractional Ownership. Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Package—featuring one-sixteenth ownership of an extraordinary Siesta Key Beach residence. Your dream of owning a new, high-end home on America’s #1 beach can now be a reality, offering an effortless way to enjoy the best of beachfront living without compromise. Step into an

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  915 Seaside Dr Unit 504, Weeks 6-7, Sarasota, FL 34242
• 

  

  /13

  $6,400,000

  • 8 Beds
  • 8.5 Baths
  • 5,313 Sq Ft

  5610 Avenida Del Mare, Sarasota, FL 34242

  Prime Siesta Key investment opportunity or dream family compound just steps from the world-famous Siesta Key Public Beach! This exceptional multi-family property features two beautifully updated duplexes (totaling 8 bedrooms and 8.5 baths across 5,331 sq ft) on combined large lots, offering flexible zoning for short-term rentals (1-7 days), long-term income, or a luxurious private residence.

  

  Tonna Gruber

  COLDWELL BANKER REALTY

  5610 Avenida Del Mare, Sarasota, FL 34242
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  /72

  $1,199,000

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

  20 Whispering Sands Dr Unit 501, Sarasota, FL 34242

  Experience full gulf-front views and the lifestyle of island living on the world-renowned Siesta Key beach. This beautiful fifth-floor end-unit residence is in the south tower of Whispering Sands, a community in the heart of Siesta Key Village. This property offers the ideal blend of serenity and convenience. Residents enjoy private beach access and 800 feet of quartz sand beach, yet you are just

  

  Christopher Bush

  PREMIER SOTHEBY'S INTERNATIONAL REALTY

  20 Whispering Sands Dr Unit 501, Sarasota, FL 34242
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  /44

  $115,000

  • 3 Beds
  • 3 Baths
  • 1,900 Sq Ft

  915 Seaside Dr Unit 410, Weeks 4-7, Sarasota, FL 34242

  Fractional Ownership. Experience the ultimate in coastal luxury with this Premium Winter Fractional Ownership Package, offering 2 one sixteenth ownership packages of an exceptional Siesta Key Beach residence. This is a rare opportunity to own four consecutive winter weeks (Weeks 4-7), plus 2 additional float weeks—providing extended beachfront living during the most desirable season on America’s

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  915 Seaside Dr Unit 410, Weeks 4-7, Sarasota, FL 34242
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  /51

  $60,000

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

  915 Seaside Dr Unit 511, Weeks 16-17, Sarasota, FL 34242

  Fractional Ownership. Experience elevated beachfront living with this Deluxe, Guaranteed Gulf View, Spring (April) Fractional Ownership opportunity—offering one-sixteenth ownership on Siesta Key Beach, consistently ranked as America’s #1 beach. This rare fractional real estate offering delivers luxury coastal living, prime spring usage, and true Gulf-front views without the full-ownership price

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  915 Seaside Dr Unit 511, Weeks 16-17, Sarasota, FL 34242
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  /90

  $6,400,000

  • 12 Beds
  • 11 Baths
  • 5,313 Sq Ft

  662 Calle Del Otono, Siesta Key, FL 34242

  Charming mini-resort with lagoon-style pool and waterfall, sun decks, tropical landscaped gardens. Just steps from Siesta Key Public Beach. Free Trolley transports guests to Siesta Key Village for shopping, dining and a supermarket. Income Producing Property priced to sell at a Seven Cap. Two lots, 19 & 20 with 2 Duplexes.

  

  Tonna Gruber

  COLDWELL BANKER REALTY

  662 Calle Del Otono, Siesta Key, FL 34242
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  /52

  $59,000

  $16K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,780 Sq Ft

  915 Seaside Dr Unit 606, Weeks 12-13, Sarasota, FL 34242

  Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  915 Seaside Dr Unit 606, Weeks 12-13, Sarasota, FL 34242
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  /56

  $759,000

  • 3 Beds
  • 2 Baths
  • 1,562 Sq Ft

  104 Whispering Sands Dr Unit V27, Sarasota, FL 34242

  NEWLY REMODELED 3-bedroom, 2-bath freestanding villa with attached 2-car garage in Whispering Sands, one of Siesta Key's premier Gulf-front communities. Offering 1,562 SF of beautifully updated living space, this move-in-ready residence is just a short two-minute walk to your PRIVATE beach access on Siesta Key's world-famous quartz sand beach, consistently ranked among the nation's best.*****

  

  Tracy Srodes

  FINE PROPERTIES

  104 Whispering Sands Dr Unit V27, Sarasota, FL 34242
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  /37

  $825,000

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  4822 Ocean Blvd Unit 3D, Sarasota, FL 34242

  This condominium at Siesta Towers offers two master suites. Welcome to this extraordinary living experience and location where every day you can enjoy the gulf views and the palm trees dotting the horizon. Swim and relax in the heated outdoor pool that sits right on the waterfront. Enjoy a drink on the cocktail pier while you watch the dolphins swim or bask in the glowing light of the stunning

  

  Daniel Robinson

  HOUWZER INC

  4822 Ocean Blvd Unit 3D, Sarasota, FL 34242
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  /51

  $100,000

  • 2 Beds
  • 3 Baths
  • 1,750 Sq Ft

  915 Seaside Dr Unit 402, Weeks 10-13, Sarasota, FL 34242

  Fractional Ownership. Unique opportunity to own four consecutive weeks in March on Siesta Key Beach. Experience luxury beachfront living with this Winter Fractional Package, offering a 1/8th ownership share at The Residences on Siesta Key Beach. This rare offering provides the opportunity to own a piece of paradise on one of America’s most celebrated beaches while enjoying the comfort,

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  915 Seaside Dr Unit 402, Weeks 10-13, Sarasota, FL 34242
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  /53

  $59,000

  $16K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,255 Sq Ft

  915 Seaside Dr Unit 607, Weeks 14-15, Sarasota, FL 34242

  Fractional Ownership. Winter Fractional Package – 1/16th Share of Ownership-Your dream of owning a luxury home on Siesta Key Beach can now be a reality! Experience an enviable lifestyle on America’s #1 rated beach through this exclusive Winter Fractional Ownership Package at The Residences on Siesta Key Beach, Hyatt Vacation Club. Enjoy all the benefits of luxury beachfront living without the

  

  Kelly Mooney

  DOUGLAS ELLIMAN

  915 Seaside Dr Unit 607, Weeks 14-15, Sarasota, FL 34242
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  /24

  $575,000

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  6006 Midnight Pass Rd Unit 51, Sarasota, FL 34242

  PRIVATE BEACHFRONT CONDO! Experience the ultimate Siesta Key lifestyle with this beautifully updated, TURNKEY FURNISHED 1-bedroom, 1-bath residence in the highly sought-after Casa Mar community, offering 300ft of GULF/OCEAN FRONT, WATERFRONT, WATER ACCESS to the world-famous Siesta Key Beach. This property is ALREADY GENERATING INCOME with a strong short term rental history, making it an

  

  Daniel Hut

  HUT REALTY, LLC

  6006 Midnight Pass Rd Unit 51, Sarasota, FL 34242
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  /100

  $4,800,000

  New Construction

  • 4 Beds
  • 5.5 Baths
  • 3,765 Sq Ft

  533 Venice Ln, Sarasota, FL 34242

  Virtually Staged. Under Construction. New Construction. This stunning new waterfront home is perfectly positioned on Siesta Key’s Grand Canal, offering excellent boating water with quick access to Sarasota Bay. The residence features 4 bedrooms, 5 full baths (including a pool bath), and 1 half bath, along with two laundry rooms conveniently located on the first and third floors. A spacious

  

  Cassandra Meyer

  BRIGHT REALTY

  533 Venice Ln, Sarasota, FL 34242
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  /100

  $4,950,000

  New Construction

  • 4 Beds
  • 5.5 Baths
  • 4,158 Sq Ft

  527 Venice Ln, Sarasota, FL 34242

  Virtually Staged. Under Construction. Be the first owner of this exceptional new construction home. Enjoy gorgeous, wide Grand Canal views with quick access to Sarasota Bay—a true boater’s dream. This home showcases high-end construction at its core, featuring a standing seam metal roof, hurricane-impact windows and sliders, elegant stone detailing, and meticulous craftsmanship throughout—no

  

  Cassandra Meyer

  BRIGHT REALTY

  527 Venice Ln, Sarasota, FL 34242
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  /99

  $5,392,000

  New Construction

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

  4819 Higel Ave, Sarasota, FL 34242

  Virtually Staged. 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

  

  Cassandra Meyer

  BRIGHT REALTY

  4819 Higel Ave, Sarasota, FL 34242
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  /100

  $2,249,000

  $451K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,541 Sq Ft

  5012 Higel Ave, Sarasota, FL 34242

  Virtually Staged. Discover this FULLY RENOVATED four-bedroom, three-bathroom sanctuary spanning 3,541 square feet, where luxury living meets WATERFRONT tranquility. Situated on almost a half acre lot, with rear views facing west for colorful sunsets, this meticulously crafted residence boasts a heated pool, a floating dock and long seawall inviting water enthusiasts to enjoy exploring the canals

  Rachelle Tirey PREFERRED SHORE LLC

  5012 Higel Ave, Sarasota, FL 34242
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  /73

  $5,985,000

  $915K PRICE DROP

  • 5 Beds
  • 7 Baths
  • 6,928 Sq Ft

  5132 Jungle Plum Rd, Sarasota, FL 34242

  Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm

  Joel Schemmel DOUGLAS ELLIMAN

  5132 Jungle Plum Rd, Sarasota, FL 34242
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  /49

  $1,050,000

  Open Sun 2PM - 4PM $22K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,168 Sq Ft

  611 Venice Ln, Sarasota, FL 34242

  Island living meets easy everyday comfort in this turnkey furnished Siesta Key pool home. With 3 bedrooms, 2 bathrooms, approximately 2,168 square feet of living space and a 2-car garage, there is room for full-time living, a vacation getaway, or a high-demand rental.Built of concrete block, this Ruth Richmond home offers peace of mind with major updates already done: brand new metal roof

  Christine Pope MICHAEL SAUNDERS & COMPANY

  611 Venice Ln, Sarasota, FL 34242
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  /45

  $549,000

  • 1 Bed
  • 1 Bath
  • 728 Sq Ft

  5830 Midnight Pass Rd Unit 51, Sarasota, FL 34242

  Wonderful gulf side attached villa in an all ground level association, so no milestone inspections required. Fantastic opportunity to own your own slice of paradise. This 1 bed, 1 bath villa located at Jamaica Royale is ready for immediate occupancy. This beachfront complex is the perfect place to relax and unwind. Featuring 3 pools, beachfront lounge chairs, grills, shuffleboard, and other

  Steve Cavanaugh TIDELINE REAL ESTATE BROKERS

  5830 Midnight Pass Rd Unit 51, Sarasota, FL 34242
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  /50

  $2,400,000

  • 4 Beds
  • 3.5 Baths
  • 2,965 Sq Ft

  5073 Higel Ave, Sarasota, FL 34242

  Welcome to luxury coastal living on Siesta Key. Perfectly positioned in the exclusive Sara Sands community, this fully remodeled 4-bedroom, 3.5-bath waterfront residence offers the ultimate blend of modern elegance, boating lifestyle, and relaxed Florida luxury. Situated on a deep-water canal with quick access to Sarasota Bay and the Gulf, this exceptional property features a private dock and

  Abraham Ruth REALTY HUB

  5073 Higel Ave, Sarasota, FL 34242
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  /46

  $649,000

  • 1 Bed
  • 1 Bath
  • 728 Sq Ft

  5830 Midnight Pass Rd Unit 3, Sarasota, FL 34242

  Wonderful gulf side attached villa in an all ground level association, so no milestone inspections required. This completely updated, open floor plan. Upgrades galore!! Fantastic rental history! The HOA installed a new roof on the property in 2023, too! Jamaica Royale allows short term rentals so this could be a great investment property or keep it for your own second home. This is the closest

  Steve Cavanaugh TIDELINE REAL ESTATE BROKERS

  5830 Midnight Pass Rd Unit 3, Sarasota, FL 34242
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  /60

  $1,999,999

  $249K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,774 Sq Ft

  5361 Siesta Ct, Sarasota, FL 34242

  PRICE IMPROVEMENT! Experience tranquility and peace of mind in Siesta Key! Located in the highly sought-after neighborhood of Siesta Cove, this 4-bedroom, 2.5-bath home has been meticulously maintained and generously updated. The current owners completed extensive renovations including a newly remodeled primary bathroom, a custom locally handcrafted iron front door, and stunning iron interior

  David James CHARLES RUTENBERG REALTY INC

  5361 Siesta Ct, Sarasota, FL 34242
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  /57

  $2,450,000

  Open Sun 1PM - 4PM $240K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,341 Sq Ft

  4508 Woodside Rd, Sarasota, FL 34242

  The Fastest Open-Water Access Available on Siesta Key Under $2.5 MillionLess than 3 minutes to Sarasota Bay, 95 feet of waterfront, and a 75-foot dock designed for serious boating enthusiasts. If you’ve been searching for a waterfront home that prioritizes boating convenience over lengthy canal runs, this is one of the most compelling opportunities currently available on Siesta Key.Why

  Derek Edwards KELLER WILLIAMS ON THE WATER S

  4508 Woodside Rd, Sarasota, FL 34242
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  /77

  $3,475,000

  New Construction $183K PRICE DROP

  • 3 Beds
  • 4.5 Baths
  • 3,034 Sq Ft

  5103 Windward Ave, Sarasota, FL 34242

  Completed new construction! Built safely and securely ten feet above the island’s flood plain, 5103 Windward is unparalleled new construction with saltwater boating access to the Intracoastal Waterway and Gulf beyond. Along the water’s edge, this homesite spans nearly 1/3 acre on the Grand Canal with 90 ft. of new seawall. The central Siesta Key location makes getting to the spectacular white

  Karen Greco GRECO REAL ESTATE

  5103 Windward Ave, Sarasota, FL 34242
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  /50

  $2,200,000

  • 4 Beds
  • 2 Baths
  • 2,073 Sq Ft

  589 Commonwealth Ln, Sarasota, FL 34242

  Welcome to your canal front pool home on beautiful Siesta Key. It is a 4 bedroom,2 full bathroom home on approximately .24 acres (10,623 sq ft).It was built in 1972 and now rebuilt in 2026. The house is 2,154 sq ft under air with a 2 car garage which is 462 sq ft. There are brand new Champion windows and sliders,throughout all hurricane impact resistant. The new HVAC system was put in in 2024,

  June Mceleavy PREMIER PLUS REALTY

  589 Commonwealth Ln, Sarasota, FL 34242
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  /67

  $775,000

  • 2 Beds
  • 2 Baths
  • 894 Sq Ft

  6312 Midnight Pass Rd Unit 305S, Sarasota, FL 34242

  Positioned directly on the sands of world-famous Siesta Key, this 2-bedroom, 2-bath en-suite condominium offers the perfect blend of personal getaway and income-producing investment. Fully furnished and thoughtfully configured for vacation living, this residence is already an active vacation rental with proven historical returns, making it an ideal opportunity for buyers seeking a property that

  Ryndie Brusco MICHAEL SAUNDERS & COMPANY

  6312 Midnight Pass Rd Unit 305S, Sarasota, FL 34242

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