with Gated Entrance Single-Family Homes for Sale in Osprey, FL Between Free and $6,700,000

(1 - 15 of 1,819)
  1. No Storm Damage in this Beautifully updated home in the coveted Founders Club! Featuring 3 Bedrooms, 4 Baths, Den and a flexible Bonus Room which could function as a 4th Bedroom, Game Room, Media Room, or additional Office Space. Major renovation ...
    Jennifer Bright ·22 hours ago on RealtyWW
  2. Rarely available Taylor Morrison Boca Grande Model in Skye Ranch! This brand new 4 bed 2.5 bath is ready for immediate occupancy! The home features many upgrades including a sitting room in the Primary bedroom, an added game room, electrical upgra...
    Liza Deaett ·10 hours ago on RealtyWW
  3. Lovingly maintained by the original owners and move-in ready. Welcome to your low-maintenance haven, designed with seasonal residents and empty-nesters in mind! Ideally on a shimmering lake lot in the highly desirable planned community of Islandwa...
    Maryanne Kurtz ·10 hours ago on RealtyWW
  4. Elegant Custom Home in Gated Hidden Lakes Club, located minutes from Venice Island! Discover this stunning 6-bedroom, 4.5-bathroom custom home in the highly desirable, gated Hidden Lakes Club. Ideally located, this exquisite property is just minut...
    Elke Von Oertzen ·20 hours ago on RealtyWW
  5. Welcome to the Milano Community, a beautiful, gated neighborhood featuring 456 homes. The amenities include pickleball courts, bocce ball, and a community center with a large pool and spa. The dog park offers shaded areas for owners to relax while...
    Morgan Stepien ·18 hours ago on RealtyWW
  6. This stunning 5+ acre Oakford updated multi-home estate is your opportunity to own a peaceful retreat nestled among majestic oaks, dry pastures, and a fully stocked pond. This property is impeccably landscaped with woods that border over 1, 000 ac...
    Lisa Michel ·19 hours ago on RealtyWW
  7. This beautiful Deer Creek home with great curb appeal sits on a spectacular lot with towering oaks and provides a tranquil setting, privacy, and lake views.The home feels much larger than its 2500+ sf with vaulted ceilings, numerous windows with p...
    June Howell ·20 hours ago on RealtyWW
  8. PRICED TO SELL- originally listed for almost $100, 000 more!!!! This METICULOUSLY MAINTAINED gem in the GATED community of WILLOW CHASE is perfect for the first time home buyer, seasoned investor or those wanting an easy lock and leave second home...
    Jayne Del Medico ·23 hours ago on RealtyWW
  9. Welcome to the Venetian Golf and River Club, one of Sarasota County's most desired neighborhoods. As you drive through the 24-hour secure gate guard, you begin your journey to one of the most amenities rich communities in the county. Golfers, turn...
    Linda Carlstrom ·1 day ago on RealtyWW
  10. Welcome to 9291 Swaying Branch Road, a luxurious retreat nestled within a prestigious 270-acre gated community in the heart of Sarasota, FL. This exclusive enclave features 54 custom-designed homes, each uniquely crafted with no architectural repe...
    Brian Wood ·1 day ago on RealtyWW
  11. Beautifully upgraded Edison model with a seldom available 3-car garage on a very private homesite located at the back and quiet section of the community. This sought after Great Room floor plan offers 3BR plus a Den/Office and is ideal for Florida...
    Ron And Bozena Suponcic ·1 day ago on RealtyWW
  12. Discover the epitome of lakefront living in this exquisite Spanish-Mediterranean pool home, nestled within the exclusive, gated community of The Preserve at Heron Lake. Sitting on a spacious, meticulously landscaped lot with a paver driveway and l...
    Ayers And Associates Real Estate ·1 day ago on RealtyWW
  13. Prepare to fall in love with this exquisite 4-bedroom, plus den/office, 3-bath masterpiece boasting 3, 489 square feet of elegant living space in the highly sought-after Woodlands II community of Bent Tree Village. This gated upscale established n...
    Carlos Santos ·1 day ago on RealtyWW
  14. One or more photo(s) has been virtually staged. SHOWS LIKE A MODEL HOME! MOVE IN READY!!!! Welcome to your tropical oasis in the tranquil and meticulously landscaped award winning community of Villagewalk in Palmer Ranch! Gated community offering ...
    Becky Mallari ·1 day ago on RealtyWW
  15. Discover the quiet elegance of this newer 2022-built residence in Worthington, a prestigious gated community that harmoniously blends modern style with tranquil surroundings. Designed with intention, this home showcases a refined palette, beautifu...
    Roger Pettingell ·2 days ago on RealtyWW
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