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Open Houses in 34229

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  • /67

    $1,099,000 Open Sun 1PM - 3PM

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

    919 Tranquility Cir, Osprey, FL 34229

    RARE OPPORTUNITY to own this stunning former John Cannon model home PLUS the adjacent buildable lot on peaceful Tranquility Circle. This pristine 4BR/3.5BA pool home is a kayaker and nature lover’s paradise, with direct access to North Creek, which leads to Little Sarasota Bay, offering abundant wildlife and serene water views. Enjoy an open, spacious split-plan layout with Four bedrooms, formal

    Mike Winger TIDELINE REAL ESTATE BROKERS

    919 Tranquility Cir, Osprey, FL 34229
  • /77

    $850,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,894 Sq Ft

    123 Windward Dr, Osprey, FL 34229

    This immaculate and meticulously maintained 3-bedroom, 2-bath home in the sought-after Southbay Yacht & Racquet community is move-in ready and packed with beautiful updates. The open-concept kitchen has been tastefully remodeled with stainless steel appliances, center isle and lighting, and both bathrooms have also been updated. Natural light fills the home through replaced windows and elegant

    David Cyr WILLIAM RAVEIS REAL ESTATE

    123 Windward Dr, Osprey, FL 34229
  • /55

    $429,900 Open House 1/04

    • 2 Beds
    • 2 Baths
    • 1,574 Sq Ft

    780 Sarabay Rd Unit 16, Osprey, FL 34229

    Waterfront Villa - Private Courtyard & 2- Car Garage - Maintenance Free Living. Single story home-like living. Fish off the Pier or sit on the dock & enjoy the sunsets! Welcome to Heron Bay Club, an exclusive enclave of just 25 uniquely designed villas situated on 11 acres along the Little Sarasota Bay across from Casey Key. This spacious 2-bedroom, 2-bath villa features a versatile bonus

    Mark Segreto RMS ELITE PROPERTIES

    780 Sarabay Rd Unit 16, Osprey, FL 34229
  • /66

    $699,000 Open Sun 1AM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,929 Sq Ft

    1303 Thornapple Dr, Osprey, FL 34229

    INCREDIBLE Pool Home in INCREDIBLE Community!...You Will Be Impressed by this Well-Appointed FURNISHED Lee Wetherington residence with NEW Barrel Tile ROOF (Nov 2025) in Sought After Willowbend----ideally located near the Community Fitness Center, Pool, Pickleball Courts & Playground.....Generous-Sized Living Spaces with Bright/Spacious Open Floor Plan affording ease of INDOOR/OUTDOOR LIVING

    Michael A Martino KELLER WILLIAMS ON THE WATER S

    1303 Thornapple Dr, Osprey, FL 34229
  • /78

    $800,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 2,134 Sq Ft

    102 Windward Dr, Osprey, FL 34229

    Located in the desirable Southbay Yacht & Racquet Club, this 3-bedroom, 2.5-bath pool home with mature landscaping offers a functional layout and excellent community amenities. The home features a double-door front entry, a spacious great room with cathedral ceiling, an oversized garage, and a large private lot. Interior highlights include double primary bedrooms, tiled walk-in showers in both

    David Cyr WILLIAM RAVEIS REAL ESTATE

    102 Windward Dr, Osprey, FL 34229
  • /41

    $193,000 Open Sat 2PM - 5PM

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    238 Palm Air Dr, Osprey, FL 34229

    AN ARBORS BEAUTY in one of Florida’s most-sought-after 55+ parks. You won’t believe how BIG and BEAUTIFUL this home is !! Over 1,152 square feet of centrally-cooled comfort. Large living room. New laminate flooring. A chef’s kitchen. Comfy throughout. 2 LANAIS: (1) Front lanai with new windows and new tile flooring; (2) Side lanai is carpeted, screened and ready for relaxing. Both lanais add more

    John Alexander FINE PROPERTIES

    238 Palm Air Dr, Osprey, FL 34229
  • /39

    $660,000 Open House 1/03

    • 3 Beds
    • 2 Baths
    • 2,279 Sq Ft

    804 Shadow Bay Way, Osprey, FL 34229

    Located in one of Osprey’s most desirable neighborhoods, this well-maintained 3 bedroom, 2 bath home with a den offers an unbeatable location just a short walk to Pine View School and minutes to Casey Key and Siesta Key. Enjoy peaceful pond and greenbelt views from the screened lanai, which features a covered sitting area, pool, and a separate patio with hot tub. The open, split floor plan

    Andrew Foltz PREFERRED SHORE LLC

    804 Shadow Bay Way, Osprey, FL 34229
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