Homes for Sale in 34242

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  /48

  $1,795,000

  • 4 Beds
  • 3 Baths
  • 2,244 Sq Ft

  5143 Sandy Beach Ave, Sarasota, FL 34242

  Just bring your wardrobe! Welcome to this beautifully updated and fully furnished and equipped 4-bedroom, 3-bath cottage-style home in one of Siesta Key’s most sought-after neighborhoods - just a short stroll to public beach access at top-rated Siesta Key Beach. Meticulously renovated in 2025, this true turnkey entertainer's paradise offers a vacation-every-day lifestyle complete with thoughtful

  Hannah Thorn VREELAND REAL ESTATE LLC

  5143 Sandy Beach Ave, Sarasota, FL 34242
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  /71

  $45,000

  • 4 Beds
  • 3 Baths
  • 2,460 Sq Ft

  915 Seaside Dr Unit 405, WEEKS 22-23, Sarasota, FL 34242

  Fractional Ownership. FRACTIONAL OWNERSHIP **GUARANTEED GULF FRONT DELUXE UNIT**Imagine a perfect family retreat every year for Memorial Weekend on world famous Siesta Key Beach!Why not let the Hyatt Vacation Club manage all your entertainment and luxury high-end.GULF FRONT WITH GULF VIEW accommodations! For local residents and all owners, enjoy the alternative lifestyle for two

  Ethel Lovelace MICHAEL SAUNDERS & COMPANY

  915 Seaside Dr Unit 405, WEEKS 22-23, Sarasota, FL 34242
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  /75

  $2,350,000

  • 4 Beds
  • 4 Baths
  • 2,977 Sq Ft

  7345 Pine Needle Rd, Sarasota, FL 34242

  Beautifully renovated 4-bedroom, 4-bath pool home tucked behind the gates of the exclusive Sanderling Club. Surrounded by a grandfathered privacy wall and lush tropical foliage, the property is just steps from your own private beach. 2023 updates include - new roof, hurricane-impact windows/sliders and plumbing. Meticulously renovated in 2025–2026 with top-of-the-line finishes throughout the

  Amy Nadell COLDWELL BANKER REALTY

  7345 Pine Needle Rd, Sarasota, FL 34242
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  /71

  $500,000

  $75K PRICE DROP

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

  225 Hourglass Way Unit 106, Sarasota, FL 34242

  Step into your own island retreat with this rare END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for effortless living,

  Harriet Stopher COLDWELL BANKER REALTY

  225 Hourglass Way Unit 106, Sarasota, FL 34242
• 

  

  

  /22

  $1,399,000

  • Land
  • 18,295 Sq Ft
  • $3,330,952 per Acre

  0 Sharswood Ln, Sarasota, FL 34242

  This is an exceptional opportunity to develop your custom home in an exclusive gated waterfront community just a few minutes from Siesta Key Beach, world-famous for its white powdery quartz sand. This elevated large private lot comes with a deeded boat slip on the bay, offering luxury indoor and outdoor living and a high-quality lifestyle. This is the last available lot in Space Bay, one of the

  Mariana Georgieva HORIZON REALTY INTERNATIONAL

  0 Sharswood Ln, Sarasota, FL 34242
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  /76

  $4,799,000

  $451K PRICE DROP

  • 6 Beds
  • 5 Baths
  • 4,015 Sq Ft

  1140 Seaside Dr Unit 301 & Penthouse, Sarasota, FL 34242

  PRICE REDUCED OVER $450,000! An exceptional opportunity to own TWO stunning residences in one purchase, located beach block to the powdery white sands of world-renowned Crescent Beach. Beach House Residences #301 AND the Penthouse together create a rare, turnkey coastal retreat where modern elegance and relaxed island living exist in harmony. Offered fully furnished and move-in ready, this

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1140 Seaside Dr Unit 301 & Penthouse, Sarasota, FL 34242
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  /15

  $4,795,000

  New Construction $800K PRICE INCREASE

  • 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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  /48

  $5,750,000

  New Construction

  • 5 Beds
  • 8 Baths
  • 4,191 Sq Ft

  5547 Avenida Del Mare, Sarasota, FL 34242

  Experience elevated coastal living in this exceptional 5-bedroom, 5.3-bath contemporary retreat, ideally located just steps from world-famous Siesta Public Beach and a short stroll to Siesta Village, where boutique shopping, dining, lively nightlife, and island charm await. Thoughtfully designed for effortless resort-style living, this four-level residence offers breathtaking Gulf views,

  Thomas Cail RE/MAX ALLIANCE GROUP

  5547 Avenida Del Mare, Sarasota, FL 34242
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  /25

  $2,900,000

  • Land
  • 18,295 Sq Ft
  • $6,904,762 per Acre

  3601 White Ln, Sarasota, FL 34242

  INCREDIBLE LOCATION!....INCREDIBLE BOATING WATER!....INCREDIBLE SIZED LOT!.....Rarely Available EXPANSIVE 18,000+ square foot SAILBOAT WATERFRONT property with nearly 80' Seawall providing, for the Boating Enthusiast, easy access to Hansen Bayou, Sarasota Bay & the Gulf!.......Nestled on a Quiet Street near the North Bridge of Siesta, allowing Privacy as well as Quick and Easy Proximity to both

  Michael A Martino KELLER WILLIAMS ON THE WATER S

  3601 White Ln, Sarasota, FL 34242
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  /57

  $2,900,000

  $300K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,854 Sq Ft

  238 Island Cir, Sarasota, FL 34242

  Welcome to your dream island retreat, perfectly nestled in the heart of Siesta Key’s Palm Island, just minutes away from the world-famous Siesta Beach and vibrant Siesta Village. This beautifully renovated 4-bedroom, 4-bathroom home is the epitome of coastal luxury, offering the ultimate island lifestyle where you can enjoy sun, sand, and all the amenities of this exclusive locale. Meticulously

  Thomas Cail RE/MAX ALLIANCE GROUP

  238 Island Cir, Sarasota, FL 34242
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  /37

  $1,845,000

  • Land
  • 40,946 Sq Ft
  • $1,962,766 per Acre

  7723 Sanderling Rd, Sarasota, FL 34242

  Positioned on nearly an acre within the prestigious, guard-gated enclave of The Sanderling Club on Siesta Key, this exceptional waterfront homesite presents a rare opportunity to create a custom coastal estate in one of Sarasota’s most coveted communities. With over 180 feet of frontage on Heron Lagoon and the Gulf across the street, expansive water views and sunsets are everywhere creating the

  Joel Schemmel DOUGLAS ELLIMAN

  7723 Sanderling Rd, Sarasota, FL 34242
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  /59

  $1,350,000

  $50K PRICE DROP Pre-Foreclosure

  • 4 Beds
  • 4 Baths
  • 2,927 Sq Ft

  4646 Gleason Ave, Sarasota, FL 34242

  Experience the epitome of luxury with this stunning home that defines coastal elegance. Nestled on a quiet island street, this Florida Coastal masterpiece is set on a large 12,805 square foot lot with 75 ft of private lakefront overlooking the serene waters of Lake Norma, on our famed Siesta Key.Renovated with meticulous attention to detail, this newly updated home features an expansive,

  Victor Maravi Passara KELLER WILLIAMS ON THE WATER S

  4646 Gleason Ave, Sarasota, FL 34242
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  /53

  $2,239,000

  $150K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,396 Sq Ft

  5966 Midnight Pass Rd Unit G-67, Sarasota, FL 34242

  Fully insured, fully compliant building with clean structural inspections, funded reserves, new elevators and roof, and the rare and lucrative 3-day rental flexibility. The unit is stocked and move-in as well as rental-ready. Just bring your suitcase.Own a piece of paradise at the Palm Bay Club tower, where Siesta Key sunsets and Gulf views become a part of daily life.Positioned

  Ryan Skrzypkowski COLDWELL BANKER REALTY

  5966 Midnight Pass Rd Unit G-67, Sarasota, FL 34242
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  /50

  $995,000

  • 3 Beds
  • 2 Baths
  • 1,412 Sq Ft

  734 Canal Rd, Sarasota, FL 34242

  Endless possibilities just two blocks from Siesta Beach! Whether you're looking to remodel the structure or build a new island retreat, opportunity awaits. A prime 12,229-square-foot property in sought-after community of Siesta Isles, just two blocks from the powdery white sands of Siesta Beach, ranked the #1 beach in the USA. This property offers a rare chance to create your dream home in one of

  Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

  734 Canal Rd, Sarasota, FL 34242
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  /18

  $575,000

  $55K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 753 Sq Ft

  925 Beach Rd Unit 310, Sarasota, FL 34242

  Siesta Key 2BR/1BA condo updated in 2021 with sweeping Gulf views from a private balcony. Bright, open living area flows to the outdoors. Prime island location close to dining and shops. A standout coastal retreat or investment. Come enjoy the Siesta Key lifestyle!

  Colin Mooney BRICK STREET REALTY

  925 Beach Rd Unit 310, Sarasota, FL 34242
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  /86

  $1,340,000

  Open House 9/26

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

  445 Reid St, Sarasota, FL 34242

  Your search is over. Look no further. Offered turnkey furnished, this 3-bed, 2-bath coastal chic oasis with saltwater pool on Siesta Key boasts 1,750 square feet under air with new tile flooring throughout, all new appliances, new washer & dryer, new water heater and pool pump. New kitchen cabinetry and countertops, new cabinetry in both baths, new ceiling fans, and brand new Trex decking on the

  Robin Leonardi MICHAEL SAUNDERS & COMPANY

  445 Reid St, Sarasota, FL 34242
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  /37

  $850,000

  $80K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,215 Sq Ft

  6518 Midnight Pass Rd Unit 209, Sarasota, FL 34242

  Experience true beachfront living on world-famous Siesta Key. This turnkey-furnished 2-bedroom, 2-bath residence offers an exceptional opportunity to own along Siesta Key’s shoreline, combining Gulf views with impressive short-term rental income potential. Located just steps from the island’s iconic powder-white sand, this inviting condominium is designed for comfort, convenience, and effortless

  David Leventhal COLDWELL BANKER REALTY

  6518 Midnight Pass Rd Unit 209, Sarasota, FL 34242
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  /42

  $1,224,000

  $71K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,241 Sq Ft

  5107 Saint Albans Ave, Sarasota, FL 34242

  Virtually Staged. Welcome to this beautifully renovated ranch-style home, ideally located within minutes to the #1 beach in the United States—Siesta Key Beach! Set on an oversized lot, this property offers a private outdoor oasis with a relaxing pool surrounded by lush, mature landscaping, perfect for entertaining or unwinding after a day at the beach. Designed for effortless single-level living,

  Austin Solari FINE PROPERTIES

  5107 Saint Albans Ave, Sarasota, FL 34242
• 

  

  /20

  $2,999,000

  New Construction $2M PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 2,735 Sq Ft

  7401-B Midnight Pass Rd, Sarasota, FL 34242

  Pre-Construction. To be built. Seller Will Consider All Offers.Pre-construction new construction land and home package offered with Yoder Homes as the builder, ideally located for Siesta Key–area waterfront living with direct Sarasota Bay access. This all–concrete block home is thoughtfully designed with high-end luxury finishes, including a Thermador appliance package, designer lighting,

  Michelle Shiver KELLER WILLIAMS ON THE WATER S

  7401-B Midnight Pass Rd, Sarasota, FL 34242
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  /58

  $1,124,000

  $101K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,521 Sq Ft

  6140 Midnight Pass Rd Unit 603, Sarasota, FL 34242

  Perched on the 6th floor with sweeping, unobstructed western views of the Gulf and world famous Crescent Beach, this spectacular Siesta Key condo delivers front row sunsets and frequent dolphin sightings, stretching from Point of Rocks to north Siesta Key. Ideally positioned above the gulf front pool and spa, this partially furnished island retreat is move in ready and features a full length

  Suki Scollo COLDWELL BANKER REALTY

  6140 Midnight Pass Rd Unit 603, Sarasota, FL 34242

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