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Osprey, FL Homes for Sale | Realty.com
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184 listings
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3 bedsWith a pool

Homes for Sale in Osprey, FL

Homes for Sale in Osprey, FL

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24 of 184 Listings
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Homes for Sale in Osprey, FL

24 of 184 Listings

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Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 401 N Point Rd #404 — photo85Active

    $1,025,000

    3 bd · 3 ba · 2,778 sqft

    401 N Point Rd #404, Osprey, FL

    Steve Abbe · COLDWELL BANKER REALTY

  2. 120 Villa Dr #120 — photoNew36Active

    $465,000

    2 bd · 2 ba · 1,404 sqft

    120 Villa Dr #120, Osprey, FL

    Antonio Lopez · MANGROVE REALTY ASSOCIATES

  3. 422 Blue Garden Ln — photoNew95Active

    $1,445,000

    3 bd · 4 ba · 3,872 sqft

    422 Blue Garden Ln, Osprey, FL

    Steve Abbe · COLDWELL BANKER REALTY

  4. 145 Edgewood Dr — photo31Active

    $175,000

    2 bd · 2 ba · 960 sqft

    145 Edgewood Dr, Osprey, FL

    Mark Lyda · GENEROUS PROPERTY

  5. 401 N Point Rd #703 — photo56Active

    $1,200,000

    3 bd · 3 ba · 2,203 sqft

    401 N Point Rd #703, Osprey, FL

    Mark Lyda · GENEROUS PROPERTY

  6. 717 Pine Run Dr. #717 — photo34Active

    $159,900

    1 bd · 1 ba · 586 sqft

    717 Pine Run Dr. #717, Osprey, FL

    Pat Williams · PAT WILLIAMS REALTY, LLC

  7. 250 Hidden Bay Dr #302 — photoOpen house Sun, Oct 11 · 1:00 PM87Active

    $625,000

    3 bd · 2 ba · 1,937 sqft

    250 Hidden Bay Dr #302, Osprey, FL

    Pan Steele · COLDWELL BANKER REALTY

  8. 275 Lookout Point Dr — photo96Active

    $4,590,000

    5 bd · 5 ba · 5,279 sqft

    275 Lookout Point Dr, Osprey, FL

    Natalie Gutwein · MICHAEL SAUNDERS & COMPANY

  9. 1104 Mallard Marsh Dr — photo59Active

    $799,000

    3 bd · 3 ba · 2,678 sqft

    1104 Mallard Marsh Dr, Osprey, FL

    Todd Currey · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  10. 385 North Point Rd #701 — photo100Active

    $1,399,000

    3 bd · 3 ba · 2,594 sqft

    385 North Point Rd #701, Osprey, FL

    Judy Wright, PA · MICHAEL SAUNDERS & COMPANY

  11. 7303 Jessie Harbor Dr #7303 — photoOpen house Sun, Oct 11 · 1:00 AM35Active

    $449,000

    3 bd · 2 ba · 1,883 sqft

    7303 Jessie Harbor Dr #7303, Osprey, FL

    Mairead Smialek · COLDWELL BANKER REALTY

  12. 385 N Point Rd #401 — photo100Active

    $695,000

    3 bd · 3 ba · 2,594 sqft

    385 N Point Rd #401, Osprey, FL

    Steve Abbe · COLDWELL BANKER REALTY

  13. 650 Oaks Creek Ct — photo100Active

    $3,700,000

    4 bd · 4 ba · 4,314 sqft

    650 Oaks Creek Ct, Osprey, FL

    Steve Abbe · COLDWELL BANKER REALTY

  14. 3603 N Point Rd #202 — photo50Active

    $629,400

    3 bd · 3 ba · 3,147 sqft

    3603 N Point Rd #202, Osprey, FL

    Mark Lyda · GENEROUS PROPERTY

  15. 1346 Thornapple Dr — photo55Active

    $540,000

    3 bd · 2 ba · 2,248 sqft

    1346 Thornapple Dr, Osprey, FL

    Debra Robinson · RE/MAX ALLIANCE GROUP

  16. 33 Bishops Court Rd #118 — photo69Active

    $679,000

    2 bd · 3 ba · 1,890 sqft

    33 Bishops Court Rd #118, Osprey, FL

    Mark Lyda · GENEROUS PROPERTY

  17. 256 Sugar Mill — photo59Active

    $1,399,000

    3 bd · 3 ba · 2,695 sqft

    256 Sugar Mill, Osprey, FL

    Ivan Bovkun · KIMBERLITE WEST REALTY LLC

  18. 256 Sugar Mill — photo59Active

    $1,399,000

    3 bd · 3 ba · 2,695 sqft

    256 Sugar Mill, Osprey, FL

    Ivan Bovkun · KIMBERLITE WEST REALTY LLC

  19. 324 Osprey Point Dr — photo100Active

    $3,700,000

    5 bd · 5 ba · 6,234 sqft

    324 Osprey Point Dr, Osprey, FL

    Steve Abbe · COLDWELL BANKER REALTY

  20. 23 Siesta Cir W — photo59Active

    $165,000

    2 bd · 2 ba · 924 sqft

    23 Siesta Cir W, Osprey, FL

    Karen Geiger · COLDWELL BANKER SARASOTA CENT.

  21. 324 Osprey Point Drive — photo100Active

    $3,700,000

    5 bd · 5 ba · 6,234 sqft

    324 Osprey Point Drive, Osprey, FL

    Steve Abbe · COLDWELL BANKER REALTY

  22. 23 Siesta Circle W — photo59Active

    $165,000

    2 bd · 2 ba · 924 sqft

    23 Siesta Circle W, Osprey, FL

    Karen Geiger · COLDWELL BANKER SARASOTA CENT.

  23. 3621 North Point Road 403 — photo100Active

    $700,000

    3 bd · 3 ba · 2,680 sqft

    3621 North Point Road 403, Osprey, FL

    Steve Abbe · COLDWELL BANKER REALTY

  24. 17 Bayhead Lane — photo100Active

    $1,295,000

    3 bd · 2 ba · 2,850 sqft

    17 Bayhead Lane, Osprey, FL

    Steve Abbe · COLDWELL BANKER REALTY

12…8

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas

    Osprey, FL community profile

    Area
    7.9 sq. mi.

    Source: HJN community data

    Osprey housing market

    September 2026 · This period is still settling

    Osprey 12-month median sale price trend

    Selling at 96.2% of asking price

    Buyers here are paying below asking. MLS · 16 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 22, 2026

    Median sale price
    $635,000$380,000–$1,250,000 typical range
    Price per sq. ft.
    $363
    Sales
    13
    Paid in cash
    46.2%

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $797,000
    Homes for sale
    83
    Median days on market
    111 days

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

    Median home size
    2,254 sq. ft.

    Nearby areas

    ZIP codes

    • 34293 (883)
    • 34211 (848)
    • 33981 (772)
    • 34236 (635)
    • 34287 (600)
    • 34209 (576)
    • 34275 (560)
    • 34210 (554)

    Cities

    • Sarasota (2,326)
    • SARASOTA (2,279)
    • Bradenton (1,867)
    • BRADENTON (1,857)
    • Port Charlotte (1,188)
    • PORT CHARLOTTE (984)
    • North Port (862)
    • NORTH PORT (824)