Osprey, FL Homes for Sale with Garage

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  $299,990

  • 2 Beds
  • 2 Baths
  • 1,135 Sq Ft

  4296 Expedition Way Unit 104, Osprey, FL 34229

  Welcome to Bay Street Village in Osprey, gorgeous gated community where maintenance-free living awaits. This immaculate end-unit condo freshly painted with new LVP stairs and flooring features 2 bedrooms, 2 bathrooms, garage, located beneath the unit and offers a private interior stairway leading to your second-floor residence. Open-concept living and dining area are perfect for entertaining

  Pamela Kurpiewski EXP REALTY LLC

  4296 Expedition Way Unit 104, Osprey, FL 34229
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  /99

  $1,095,000

  $102K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,770 Sq Ft

  403 Longbow Trail, Osprey, FL 34229

  Welcome to this beautifully maintained 4 bed, 3 bath property nestled on a 2-acre lot in one of Osprey's most desirable communities Pine Ranch. Located 15 minutes from Siesta Key and Nokomis Beach and is within a short distance from the nationally top-rated Pine View School, #1 High School in Florida and the natural beauty of the Legacy Trail. This charming home offers a perfect blend of comfort,

  Edward Bieker DALTON WADE INC

  403 Longbow Trail, Osprey, FL 34229
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  /100

  $5,999,999

  • 4 Beds
  • 4.5 Baths
  • 5,337 Sq Ft

  313 Lookout Point Dr, Osprey, FL 34229

  Bring your yacht. This is Sarasota waterfront living at its most refined. First time on the market, this custom-built John Cannon estate is perfectly positioned within Southbay Yacht & Racquet Club—one of Sarasota’s most exclusive waterfront communities offering a true private yacht club lifestyle within the neighborhood. With a deep-water marina reserved for residents, accommodating vessels up

  Natalie Gutwein MICHAEL SAUNDERS & COMPANY

  313 Lookout Point Dr, Osprey, FL 34229
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  $319,500

  $9K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,528 Sq Ft

  173 Navigation Cir Unit 107, Osprey, FL 34229

  Immaculate and lightly lived-in 3BR/2BA condo in the gated community of Bay Street Village, offering beautiful water views with a fountain from the main living areas, the primary suite, and the screened lanai. The popular Ibis floor plan features an open-concept kitchen, dining, and great room with 42" upper cabinets, granite countertops, a custom tile backsplash, and stainless-steel appliances.

  Tim Weller EXIT KING REALTY

  173 Navigation Cir Unit 107, Osprey, FL 34229
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  $1,795,000

  $55K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,411 Sq Ft

  206 Four Knot Ln, Osprey, FL 34229

  Offering 3 bedrooms, 2 baths, den/office, 2,411 square feet under air, a spacious living room, a 2-car garage, and a private 14' x 37' heated pool centrally positioned as the focal point of the home. This beautifully updated, move-in-ready residence blends luxury, comfort, and the ultimate coastal lifestyle in the highly sought-after waterfront Southbay Yacht & Racquet Club - Marina Community.

  Leighton Allenby REALTY ONE GROUP MVP

  206 Four Knot Ln, Osprey, FL 34229
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  $555,000

  Open Sun 1PM - 3PM $14K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,741 Sq Ft

  9532 Forest Hills Cir, Sarasota, FL 34238

  *One or more photos have been virtually staged* Experience luxurious living at its finest in this stunning, renovated villa located in the coveted Stoneybrook Golf & Country Club. Boasting stunning views of both the picturesque pond and the newly redesigned golf course, your dream home awaits! This spacious 2-bedroom, 2-bathroom villa offers over 1,700 sq ft of beautifully designed, open-concept

  Elisa Santamaria CORCORAN DWELLINGS REALTY

  9532 Forest Hills Cir, Sarasota, FL 34238
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  /100

  $2,099,999

  Open House 8/02 $400K PRICE DROP

  • 5 Beds
  • 6 Baths
  • 5,171 Sq Ft

  5301 Greenbrook Dr, Sarasota, FL 34238

  Opportunities like this are rare within the exclusive Legacy Estates at Esplanade on Palmer Ranch. This exceptional two-story Gulf Coast residence offers 5 bedrooms, 4 full baths, 2 half baths, and 5,171 square feet designed for luxury living, multigenerational flexibility, executive work-from-home, and elevated entertaining. Perfectly positioned on a private corner homesite with preserve views

  Mark Quire KELLER WILLIAMS ON THE WATER S

  5301 Greenbrook Dr, Sarasota, FL 34238
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  $550,000

  $65K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,007 Sq Ft

  9528 Hawksmoor Ln, Sarasota, FL 34238

  Welcome to 9528 Hawksmoor Lane, located in the highly sought-after gated community of Stoneybrook Estates on Palmer Ranch. This spacious home features over 2,000 sq. ft. of living space, a two-car garage, and a crystal-clear pool recently resurfaced. It is loaded with curb appeal, from the pavered driveway to the pavered pool deck. As you enter the home, you are greeted with a serene view of the

  Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY

  9528 Hawksmoor Ln, Sarasota, FL 34238
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  $759,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,926 Sq Ft

  5328 Popoli Way, Sarasota, FL 34238

  This stunning newly painted exterior Arezzo model is beautifully landscaped and located in Esplanade on Palmer Ranch - Sarasota’s premier gated resort-style community. This property, located on a quiet cull-de-sac street, is being offered TURNKEY, FULLY FURNISHED featuring over $75,000 in premium upgrades. The home features a light and airy open concept design with 3 bedrooms, 2 bathrooms plus a

  Pat Williams PAT WILLIAMS REALTY, LLC

  5328 Popoli Way, Sarasota, FL 34238
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  $4,795,000

  • 5 Beds
  • 3.5 Baths
  • 4,914 Sq Ft

  4678 Silent Creek Way, Nokomis, FL 34275

  Tucked away at the end of a quiet road on a breathtakingly private one-acre homesite, this extraordinary luxury gated estate overlooks the serene waters of South Creek with the untouched natural beauty of Oscar Scherer State Park creating an incomparable backdrop. Completely reimagined with a sophisticated contemporary aesthetic, this custom-built residence blends timeless architecture with

  Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4678 Silent Creek Way, Nokomis, FL 34275

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