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Osprey, FL Homes for Sale | Realty.com
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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 101 Listings
Map

Homes for Sale in Osprey, FL

24 of 101 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 117 Bishops Court Rd — photo100Active

    $850,000

    3 bd · 2 ba · 2,270 sqft

    117 Bishops Court Rd, Osprey, FL

    Rosalie Phillips · MICHAEL SAUNDERS & COMPANY

  2. 758 Sarabay Rd #5 — photoNew47Active

    $598,000

    2 bd · 2 ba · 1,574 sqft

    758 Sarabay Rd #5, Osprey, FL

    Beth Sargent · PREMIER SOTHEBYS INTL REALTY

  3. 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

  4. 871 Macewen Dr — photo67Active

    $3,190,000

    5 bd · 6 ba · 5,218 sqft

    871 Macewen Dr, Osprey, FL

    Katy McBrayer · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  5. 403 Longbow Trl — photo73Active

    $1,100,000

    4 bd · 3 ba · 2,770 sqft

    403 Longbow Trl, Osprey, FL

    Carlos Santos · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  6. 455 Oak Point Rd — photoOpen house Sun, Nov 1 · 1:00 PM89Active

    $600,000

    4 bd · 3 ba · 3,192 sqft

    455 Oak Point Rd, Osprey, FL

    Todd Currey · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  7. 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

  8. 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

  9. 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

  10. 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

  11. 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

  12. 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

  13. 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

  14. 642 Trenton Way — photo95Active

    $2,150,000

    4 bd · 5 ba · 3,939 sqft

    642 Trenton Way, Osprey, FL

    Steve Abbe · COLDWELL BANKER REALTY

  15. 335 Park Trace Blvd — photoOpen house Sun, Nov 1 · 1:00 PM70Active

    $739,000

    3 bd · 2 ba · 2,326 sqft

    335 Park Trace Blvd, Osprey, FL

    Kim Klee · COLDWELL BANKER REALTY

  16. 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

  17. 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

  18. 366 S Creek Ct — photo45Active

    $1,049,000

    4 bd · 3 ba · 2,775 sqft

    366 S Creek Ct, Osprey, FL

    EJ Stukenborg · KELLER WILLIAMS ON THE WATER S

  19. 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

  20. 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

  21. 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

  22. 145 Edgewood Dr — photo31Active

    $175,000

    2 bd · 2 ba · 960 sqft

    145 Edgewood Dr, Osprey, FL

    Mark Lyda · GENEROUS PROPERTY

  23. 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

  24. 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

12…5

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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

    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.

    Nearby areas

    ZIP codes

    • 33981 (482)
    • 34293 (473)
    • 34211 (439)
    • 34236 (351)
    • 34287 (338)
    • 34209 (317)
    • 34275 (303)
    • 34242 (295)

    Cities

    • Sarasota (2,492)
    • Bradenton (1,922)
    • Port Charlotte (1,311)
    • North Port (921)
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    • Englewood (494)
    • Nokomis (285)
    • Longboat Key (283)