12

Osprey, FL Open Houses

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  • /84

    $1,289,000

    Open House 6/28
    • 3 Beds
    • 3.5 Baths
    • 3,112 Sq Ft

    156 Bishopscourt Rd, Osprey, FL 34229

    One or more photo(s) has been virtually staged. Designed by renowned architect Frank Folsom Smith, this timeless residence is privately positioned on an expansive double lot at the end of a quiet cul-de-sac within The Oaks Preserve. The property is framed by lush conservation views and mature oak canopies and blends classic architectural character with thoughtfully curated updates. Professional

    Joel Schemmel DOUGLAS ELLIMAN

    156 Bishopscourt Rd, Osprey, FL 34229
  • /99

    $1,495,000

    Open Sun 1PM - 4PM $154K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,853 Sq Ft

    314 S Shore Dr, Osprey, FL 34229

    Rare Gulf-access waterfront opportunity in desirable Sorrento Shores in Osprey. This spacious residence is set on a generous 0.54-acre waterfront lot with a private dock, screened pool, outdoor kitchen/grill area, paver patio, mature landscaping, and peaceful canal views. The home offers 3 bedrooms, 3 full baths, 3,853 sq ft, and a large flex room currently used as a studio with possible 4th

    Jonathan Minerick HOMECOIN.COM

    314 S Shore Dr, Osprey, FL 34229
  • /38

    $635,000

    Open Sat 1PM - 3PM $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,045 Sq Ft

    12645 Promenade Estates Blvd, Osprey, FL 34238

    Welcome to this beautifully cared-for 3-bedroom, 2.5-bath home nestled within the sought-after gated community of Promenade Estates in Palmer Ranch. Thoughtfully designed for both everyday comfort and entertaining, this home offers an open-concept layout with split bedrooms that provide both functionality and privacy. The spacious main living areas create a bright and inviting atmosphere perfect

    Julie Franklin FINE PROPERTIES

    12645 Promenade Estates Blvd, Osprey, FL 34238
  • /36

    $299,000

    Open Sat 1AM - 3PM $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,135 Sq Ft

    4226 Frontier Ln Unit 103, Osprey, FL 34229

    Coastal convenience meets effortless living, just minutes from Siesta Key, America’s #1 beach. Welcome to 4226 Frontier Lane, a beautifully maintained 2-bedroom, 2-bath walk-up condo in the gated community of Bay Street Village, offering exceptional value and an easy Florida lifestyle. Built for peace of mind with hurricane impact windows concrete-block construction. A private ground-level garage

    Kate Kwiecinski COLDWELL BANKER REALTY

    4226 Frontier Ln Unit 103, Osprey, FL 34229
  • /35

    $270,000

    Open Sat 1PM - 3PM $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,135 Sq Ft

    4271 Expedition Way Unit 103, Osprey, FL 34229

    Virtually Staged. Live where everyday life feels simple, connected, and close to everything you love. Located in the gated community of Bay Street Village in Osprey, this beautifully maintained second-floor condo offers the perfect blend of comfort, convenience, and a relaxed Florida lifestyle. Just minutes from Nokomis Beach, Siesta Key, the Legacy Trail, Oscar Scherer State Park, and an

    Toni Zarghami KW COASTAL LIVING III

    4271 Expedition Way Unit 103, Osprey, FL 34229
  • /61

    $1,950,000

    Open Sat 1PM - 4PM
    • 5 Beds
    • 5.5 Baths
    • 4,885 Sq Ft

    97 Sugar Mill Dr, Osprey, FL 34229

    Welcome to an exceptional estate in The Oaks Bayside, where timeless elegance meets modern luxury in one of Sarasota County’s most prestigious gated communities. Perfectly positioned on a private, lush homesite beneath a canopy of majestic oaks, this stunning 5-bedroom, 6-bath residence offers the ideal blend of space, sophistication, and serenity. Step inside to discover a thoughtfully designed

    Maria 'Indy' Domenech PALM PARADISE REALTY GROUP

    97 Sugar Mill Dr, Osprey, FL 34229
  • /52

    $599,000

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

    557 Crane Prairie Way, Osprey, FL 34229

    Welcome to this impeccably maintained, MAINTENANCE FREE home in the highly desirable Willowbend community, with tranquil LAKEVIEWS, exceptional amenities and an unbeatable LOCATION. Built by renowned Lee Wetherington and lovingly maintained by its original owner, this quality-constructed residence features a spacious open split-bedroom floor plan with 3 bedrooms plus den, 2 baths, and abundant

    Lori Lockhart COLDWELL BANKER REALTY

    557 Crane Prairie Way, Osprey, FL 34229
  • /74

    $1,475,000

    Open Sun 1AM - 3PM
    • 4 Beds
    • 3 Baths
    • 3,246 Sq Ft

    1474 Landview Ln, Osprey, FL 34229

    Elevated luxury throughout this Southbay beauty! Step inside this one of a kind two story home and you will feel like you are a top notch resort! You will enter the foyer overlooking the living room and dining room area, just perfect for entertaining highlighting a built-in buffet with wine cooler. Open the sliding glass doors ahead and enter the exquisite out door living area, heated salt water

    Pat Williams PAT WILLIAMS REALTY, LLC

    1474 Landview Ln, Osprey, FL 34229
  • /61

    $345,000

    Open Sat 1PM - 3PM
    • 2 Beds
    • 2 Baths
    • 1,449 Sq Ft

    89 Navigation Cir, Osprey, FL 34229

    Virtually Staged. Hidden within the gated community of Bay Street Village, this rarely available first-floor waterfront residence blends peaceful lakefront living with the convenience of Sarasota’s vibrant Gulf Coast lifestyle. From tranquil water views and warm Florida sunsets to nearby beaches, dining, shopping, and entertainment, this beautifully positioned condo creates the perfect balance of

    Jozefina Polimirova KW COASTAL LIVING II

    89 Navigation Cir, Osprey, FL 34229
  • /41

    $700,000

    Open Sat 1PM - 4PM $19K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,932 Sq Ft

    242 Hidden Bay Dr Unit 602, Osprey, FL 34229

    Penthouse Waterfront Residence | Enclosed Sunroom | Private Two-Car Garage | Optional Furnishings | Gated Bayfront Community This 6th-floor penthouse waterfront condominium at Hidden Bay offers unobstructed views of Little Sarasota Bay, the Intracoastal Waterway, and the Gulf beyond Casey Key. Designed to capture light and water views throughout the main living areas, the open floor plan features

    Cathy Rustin FIRST LIGHT REAL ESTATE

    242 Hidden Bay Dr Unit 602, Osprey, FL 34229
  • /79

    $328,000

    Open Sun 1:30PM - 3PM
    • 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
  • /71

    $569,000

    Open Sun 1PM - 3PM
    • 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

Home Prices in Osprey, FL

Home Price Trends

Median Sale Price
$650,000
Median Single Family Sale Price
$850,000
Median Townhouse Sale Price
$467,000
Median 2 Bedroom Sale Price
$362,500
Median 1 Bedroom Sale Price
$217,500
Average Price Per Sq Ft
$373
Number of Homes for Sale
118
Last 12 months Home Sales
188
Months of Supply
7.50
Median List Price
$739,000
Median Change From 1st List Price
9%
Median Home Sale Price YoY Change
-13%
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