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Osprey, FL Homes for Sale | Realty.com
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96 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 96 Listings
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Homes for Sale in Osprey, FL

24 of 96 Listings

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TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 401 N Point Rd #404 — photo100Active

    $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 — photo36Active

    $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 — photo95Active

    $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. 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

  6. 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

  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. 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

  10. 7303 Jessie Harbor Dr #7303 — photoOpen house Sun, Oct 11 · 1:00 PM35Active

    $449,000

    3 bd · 2 ba · 1,883 sqft

    7303 Jessie Harbor Dr #7303, Osprey, FL

    Mairead Smialek · COLDWELL BANKER REALTY

  11. 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

  12. 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

  13. 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

  14. 1346 Thornapple Dr — photo55Active

    $540,000

    3 bd · 2 ba · 2,248 sqft

    1346 Thornapple Dr, Osprey, FL

    Debra Robinson · RE/MAX ALLIANCE GROUP

  15. 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

  16. 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

  17. 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.

  18. 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

  19. 3621 N Point Rd #403 — photo100Active

    $700,000

    3 bd · 3 ba · 2,680 sqft

    3621 N Point Rd #403, Osprey, FL

    Steve Abbe · COLDWELL BANKER REALTY

  20. 17 Bayhead Ln — photoOpen house Sun, Oct 11 · 1:00 AM100Active

    $1,295,000

    3 bd · 2 ba · 2,850 sqft

    17 Bayhead Ln, Osprey, FL

    Steve Abbe · COLDWELL BANKER REALTY

  21. 700 Shadow Bay Way — photo19Active

    $655,000

    3 bd · 3 ba · 2,792 sqft

    700 Shadow Bay Way, Osprey, FL

    Kara Money · KARA MONEY LLC

  22. 109 Woodland Pl — photoPrice Reduced44Active

    $244,900

    2 bd · 2 ba · 1,223 sqft

    109 Woodland Pl, Osprey, FL

    Monica DeSomma · PREFERRED SHORE LLC

  23. 402 Macewen Dr — photo82Active

    $1,590,000

    3 bd · 4 ba · 3,565 sqft

    402 Macewen Dr, Osprey, FL

    Steve Abbe · COLDWELL BANKER REALTY

  24. 141 Sugar Mill Dr — photo100Active

    $1,700,000

    3 bd · 3 ba · 3,118 sqft

    141 Sugar Mill Dr, Osprey, FL

    Steve Abbe · COLDWELL BANKER REALTY

12…4

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Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.
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    Your local brokerage

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    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 (456)
    • 34211 (438)
    • 33981 (424)
    • 34236 (328)
    • 34287 (314)
    • 34209 (298)
    • 34275 (285)
    • 34210 (281)

    Cities

    • Sarasota (2,334)
    • Bradenton (1,882)
    • Port Charlotte (1,189)
    • North Port (882)
    • Venice (807)
    • Englewood (475)
    • Nokomis (268)
    • Longboat Key (260)