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Homes Under $2.5M in Osprey, FL
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3 bedsWith a pool

Homes Under $2.5M in Osprey, FL

Homes Under $2.5M in Osprey, FL

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24 of 92 Listings
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Homes Under $2.5M in Osprey, FL

24 of 92 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 3621 N Point Rd #603 — photoNew32Active

    $1,295,000

    3 bd · 3 ba · 2,680 sqft

    3621 N Point Rd #603, Osprey, FL

    Steve Abbe · COLDWELL BANKER REALTY

  2. 403 Longbow Trl — photo78Active

    $1,100,000

    4 bd · 3 ba · 2,770 sqft

    403 Longbow Trl, Osprey, FL

    Carlos Santos · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3. 455 Oak Point Rd — photo89Active

    $600,000

    4 bd · 3 ba · 3,192 sqft

    455 Oak Point Rd, Osprey, FL

    Todd Currey · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4. 232 Hidden Bay Dr #303 — photo53Active

    $569,000

    2 bd · 2 ba · 1,943 sqft

    232 Hidden Bay Dr #303, Osprey, FL

    Thomas Hedge, JR · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5. 227 Saint James Park — photo97Active

    $775,000

    2 bd · 2 ba · 2,071 sqft

    227 Saint James Park, Osprey, FL

    Deborah Miller, PLLC · RE/MAX PALM

  6. 819 Golden Pond Ct — photo51Active

    $799,000

    4 bd · 3 ba · 2,474 sqft

    819 Golden Pond Ct, Osprey, FL

    Dana Cook Westmark · MICHAEL SAUNDERS & COMPANY

  7. 409 N Point Rd #601 — photo93Active

    $1,175,000

    3 bd · 3 ba · 2,594 sqft

    409 N Point Rd #601, Osprey, FL

    Steve Abbe · COLDWELL BANKER REALTY

  8. 168 Coastal Hammock Ct — photo59Active

    $1,900,000

    3 bd · 4 ba · 3,924 sqft

    168 Coastal Hammock Ct, Osprey, FL

    Lenore Treiman · MICHAEL SAUNDERS & COMPANY

  9. 250 Hidden Bay Dr #301 — photo58Active

    $695,000

    3 bd · 3 ba · 2,168 sqft

    250 Hidden Bay Dr #301, Osprey, FL

    Per Nordstrom, PA · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  10. 14041 Bellagio Way #315 — photo100Active

    $640,000

    3 bd · 2 ba · 1,736 sqft

    14041 Bellagio Way #315, Osprey, FL

    Dawn Bear · WILLIAM RAVEIS - FLORIDA LLC

  11. 1474 Landview Ln — photo79Active

    $1,485,999

    4 bd · 3 ba · 3,246 sqft

    1474 Landview Ln, Osprey, FL

    Angela Fowler · ANGELA FOWLER REAL ESTATE, LLC

  12. 642 Trenton Way — photo95Active

    $2,150,000

    4 bd · 5 ba · 3,939 sqft

    642 Trenton Way, Osprey, FL

    Steve Abbe · COLDWELL BANKER REALTY

  13. 335 Park Trace Blvd — photo70Active

    $739,000

    3 bd · 2 ba · 2,326 sqft

    335 Park Trace Blvd, Osprey, FL

    Kim Klee · COLDWELL BANKER REALTY

  14. 102 Windward Dr — photo54Active

    $1,047,000

    3 bd · 3 ba · 2,134 sqft

    102 Windward Dr, Osprey, FL

    Adam Leinwand · FUTURE HOME REALTY INC

  15. 570 Blackburn Point Rd #Siesta 25 — photo7Active

    $149,900

    — bd · 0 ba · — sqft

    570 Blackburn Point Rd #Siesta 25, Osprey, FL

    David Babel · BRIGHT REALTY

  16. 366 S Creek Ct — photo56Active

    $1,049,000

    4 bd · 3 ba · 2,775 sqft

    366 S Creek Ct, Osprey, FL

    EJ Stukenborg · KELLER WILLIAMS ON THE WATER S

  17. 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

  18. 120 Villa Dr #120 — photoPrice Reduced36Active

    $455,000

    2 bd · 2 ba · 1,404 sqft

    120 Villa Dr #120, Osprey, FL

    Antonio Lopez · MANGROVE REALTY ASSOCIATES

  19. 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

  20. 145 Edgewood Dr — photo31Active

    $175,000

    2 bd · 2 ba · 960 sqft

    145 Edgewood Dr, Osprey, FL

    Mark Lyda · GENEROUS PROPERTY

  21. 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

  22. 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

  23. 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

  24. 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…4

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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

    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 30, 2026

    Median sale price
    $500,000$305,000–$1,075,000 typical range
    Price per sq. ft.
    $302
    Sales
    21
    Paid in cash
    61.9%

    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.