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Osprey, FL Homes for Sale — Page 6 | Realty.com
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182 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 182 Listings
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Homes for Sale in Osprey, FL

24 of 182 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas
  1. 14041 Bellagio Way 214 — photo50Active

    $700,000

    3 bd · 2 ba · 1,799 sqft

    14041 Bellagio Way 214, Osprey, FL

    Veronica Lee · COLDWELL BANKER REALTY

  2. 14041 Bellagio Way #214 — photo50Active

    $700,000

    3 bd · 2 ba · 1,799 sqft

    14041 Bellagio Way #214, Osprey, FL

    Veronica Lee · COLDWELL BANKER REALTY

  3. 1527 Buoy Lane — photoPrice Reduced52Active

    $1,165,000

    3 bd · 3 ba · 2,830 sqft

    1527 Buoy Lane, Osprey, FL

    Matthew Lewis · BRIGHT REALTY

  4. 1527 Buoy Ln — photoPrice Reduced52Active

    $1,100,000

    3 bd · 3 ba · 2,830 sqft

    1527 Buoy Ln, Osprey, FL

    Matthew Lewis · BRIGHT REALTY

  5. 313 Lookout Point Dr — photo100Active

    $5,999,999

    4 bd · 5 ba · 5,337 sqft

    313 Lookout Point Dr, Osprey, FL

    Natalie Gutwein · MICHAEL SAUNDERS & COMPANY

  6. 313 Lookout Point Drive — photo100Active

    $5,999,999

    4 bd · 5 ba · 5,337 sqft

    313 Lookout Point Drive, Osprey, FL

    Natalie Gutwein · MICHAEL SAUNDERS & COMPANY

  7. 570 Blackburn Point Rd #26 — photo4Active

    $36,000

    — bd · 0 ba · — sqft

    570 Blackburn Point Rd #26, Osprey, FL

    David Babel · BRIGHT REALTY

  8. 570 Blackburn Point Road 26 — photo4Active

    $36,000

    — bd · — ba · — sqft

    570 Blackburn Point Road 26, Osprey, FL

    David Babel · BRIGHT REALTY

  9. 14021 Bellagio Way #309 — photoPrice Reduced38Active

    $879,000

    3 bd · 3 ba · 2,199 sqft

    14021 Bellagio Way #309, Osprey, FL

    Tristin Hopler · COMPASS FLORIDA, LLC

  10. 3621 N Point Road 301 — photoPrice Reduced95Active

    $525,000

    3 bd · 3 ba · 2,680 sqft

    3621 N Point Road 301, Osprey, FL

    Steve Abbe · COLDWELL BANKER REALTY

  11. 3621 N Point Rd #301 — photoPrice Reduced95Active

    $525,000

    3 bd · 3 ba · 2,680 sqft

    3621 N Point Rd #301, Osprey, FL

    Steve Abbe · COLDWELL BANKER REALTY

  12. 409 N Point Road 601 — photo63Active

    $1,250,000

    3 bd · 3 ba · 2,594 sqft

    409 N Point Road 601, Osprey, FL

    Mark Lyda · GENEROUS PROPERTY

  13. 401 N Point Rd #1001 — photo60Active

    $1,995,000

    3 bd · 3 ba · 3,029 sqft

    401 N Point Rd #1001, Osprey, FL

    Mark Lyda · GENEROUS PROPERTY

  14. 401 N Point Road 1001 — photo60Active

    $1,995,000

    3 bd · 3 ba · 3,029 sqft

    401 N Point Road 1001, Osprey, FL

    Mark Lyda · GENEROUS PROPERTY

  15. 242 Hidden Bay Dr #602 — photoPrice Reduced36Active

    $700,000

    2 bd · 2 ba · 1,932 sqft

    242 Hidden Bay Dr #602, Osprey, FL

    Cathy Rustin · FIRST LIGHT REAL ESTATE

  16. 242 Hidden Bay Drive 602 — photoPrice Reduced36Active

    $700,000

    2 bd · 2 ba · 1,932 sqft

    242 Hidden Bay Drive 602, Osprey, FL

    Cathy Rustin · FIRST LIGHT REAL ESTATE

  17. 385 N Point Road 304 — photoPrice Reduced62Active

    $1,100,000

    3 bd · 3 ba · 2,778 sqft

    385 N Point Road 304, Osprey, FL

    Mark Lyda · GENEROUS PROPERTY

  18. 385 N Point Rd #304 — photoPrice Reduced62Active

    $1,100,000

    3 bd · 3 ba · 2,778 sqft

    385 N Point Rd #304, Osprey, FL

    Mark Lyda · GENEROUS PROPERTY

  19. 524 Sarabay Road — photoPrice Reduced41Active

    $419,000

    3 bd · 2 ba · 1,760 sqft

    524 Sarabay Road, Osprey, FL

    Ibett Giannone · SUN N SAND REAL ESTATE LLC

  20. 524 Sarabay Rd — photoPrice Reduced41Active

    $419,000

    3 bd · 2 ba · 1,760 sqft

    524 Sarabay Rd, Osprey, FL

    Ibett Giannone · SUN N SAND REAL ESTATE LLC

  21. 570 Blackburn Point Road 43 — photo4Active

    $115,000

    — bd · — ba · — sqft

    570 Blackburn Point Road 43, Osprey, FL

    David Babel · BRIGHT REALTY

  22. 570 Blackburn Point Rd #43 — photo4Active

    $115,000

    — bd · 0 ba · — sqft

    570 Blackburn Point Rd #43, Osprey, FL

    David Babel · BRIGHT REALTY

  23. 570 Blackburn Point Road 13 — photo4Active

    $109,000

    — bd · — ba · — sqft

    570 Blackburn Point Road 13, Osprey, FL

    David Babel · BRIGHT REALTY

  24. 570 Blackburn Point Rd #13 — photo4Active

    $109,000

    — bd · 0 ba · — sqft

    570 Blackburn Point Rd #13, Osprey, FL

    David Babel · BRIGHT REALTY

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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

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    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)