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Ranch Style Homes for Sale in Osprey, FL

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  • /78

    $1,750,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 3.5 Baths
    • 3,565 Sq Ft

    402 E MacEwen Dr, Osprey, FL 34229

    Tucked behind the private gates of The Oaks Club side, in one of Sarasota’s most prestigious and sought-after country club enclaves, this exquisite residence captures the essence of refined Florida living. Ideally situated just moments from the clubhouse and overlooking the manicured fairways of the Eagle Course, the home offers a rare blend of privacy, scale, and serene golf course vistas that

    Steven Kepecz, PA COLDWELL BANKER REALTY

    402 E MacEwen Dr, Osprey, FL 34229
  • /64

    $794,000

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

    919 Tranquility Cir, Osprey, FL 34229

    *BRAND NEW BARREL TILE ROOF (APRIL 2026)* WOW! AND A TOTAL OF 55,000 PRICE ADJUSTMENT! RARE OPPORTUNITY to own this stunning former John Cannon model home on peaceful Tranquility Circle . This pristine 4BR/3.5BA pool home is a kayaker and nature lover’s paradise on North Creek with direct access to Little Sarasota Bay via Kayak or Canoe offering abundant wildlife and serene water views. Enjoy

    Ann Winger TIDELINE REAL ESTATE BROKERS

    919 Tranquility Cir, Osprey, FL 34229
  • /47

    $575,000

    • 4 Beds
    • 3 Baths
    • 2,557 Sq Ft

    104 Park Trace Blvd, Osprey, FL 34229

    Welcome to this elegant and spacious luxury pool home offering over 2,500 square feet of refined living in one of the most desirable communities along the Gulf Coast. With a freshly painted exterior, stunning hardwood floors throughout, and an exceptional layout designed for both comfort and style, this residence is move-in ready and perfectly suited for modern living. Boasting four bedrooms,

    Lisa Morreale PREMIER SOTHEBY'S INTERNATIONAL REALTY

    104 Park Trace Blvd, Osprey, FL 34229
  • /100

    $1,550,000

    • 3 Beds
    • 3.5 Baths
    • 3,872 Sq Ft

    422 Blue Garden Ln, Osprey, FL 34229

    A grand traditional residence, this 3-bedroom, 3.5-bath home is tucked into lush tropical landscaping on a quiet cul-de-sac in The Oaks Bayside. Double entry doors open to a marble foyer and wood floors that set the tone for quality throughout. Just off the entry, a cozy den with fireplace sits opposite a spacious guest suite. The heart of the home is the light-filled great room, with formal

    Steve Abbe COLDWELL BANKER REALTY

    422 Blue Garden Ln, Osprey, FL 34229
  • /36

    $550,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,172 Sq Ft

    1337 Copperwood Dr, Osprey, FL 34229

    This stunning Lee Wetherington-built home in Osprey's Willowbend community beautifully combines Florida's natural charm with elegant living. The desirable Willow floor plan with a sparkling pool and lanai offers a serene private space, just a short distance to the community's heated pool and spa. Inside, the home showcases meticulous attention to detail with features such as high ceilings,

    Todd Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1337 Copperwood Dr, Osprey, FL 34229
  • /86

    $2,150,000

    • 4 Beds
    • 4.5 Baths
    • 3,939 Sq Ft

    642 Trenton Way, Osprey, FL 34229

    Beautifully updated and carefully maintained, this Rutenberg-designed home is idyllically situated on a half-acre corner lot surrounded by beautiful landscaping with views of the lake and the 14th Fairway of the Heron Course. This 4 bedroom residence has 4 full baths, 1 half bath, a formal living room with pool views, a separate formal dining room, and an open gourmet kitchen with gas cooktop,

    Steve Abbe COLDWELL BANKER REALTY

    642 Trenton Way, Osprey, FL 34229
  • /82

    $1,150,000 Open Sun 1PM - 4PM

    • 5 Beds
    • 3.5 Baths
    • 3,481 Sq Ft

    296 Pine Ranch Trail, Osprey, FL 34229

    **THIS PROPERTY QUALIFIES FOR A LENDER INCENTIVE (up to $8,000) IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.** & SELLER IS OFFERING A $25,000.00 CREDIT toward rate buy down/closing cost with acceptable contract. Welcome to your private retreat nestled in one of Osprey’s most desirable enclaves. This beautifully situated home rests on a lush greenbelt lot that borders the fairways of a

    Deborah Frederick ASHTON LAKES REALTY INC

    296 Pine Ranch Trail, Osprey, FL 34229

Home Trends in Osprey, FL

Housing Trends

Median Sale Price
$669,000
Median Single Family Sale Price
$882,500
Median Townhouse Sale Price
$467,000
Median 2 Bedroom Sale Price
$307,000
Median 1 Bedroom Sale Price
$217,500
Average Price Per Sq Ft
$384
Number of Homes for Sale
135
Last 12 months Home Sales
185
Months of Supply
8.80
Median List Price
$750,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
-13%
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