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2 Bedroom Homes in Osprey, FL
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12 listings
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3 bedsWith a pool

2 Bedroom Homes in Osprey, FL

2 Bedroom Homes in Osprey, FL

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12 Listings
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2 Bedroom Homes in Osprey, FL

12 Listings

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Thomas O'Leary

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Lic. #BK3453168

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  1. 758 Sarabay Rd #5 — photo47Active

    $598,000

    2 bd · 2 ba · 1,574 sqft

    758 Sarabay Rd #5, Osprey, FL

    Beth Sargent · PREMIER SOTHEBYS INTL REALTY

  2. 232 Hidden Bay Dr #303 — photoOpen house Sun, Nov 8 · 1:00 PM53Active

    $569,000

    2 bd · 2 ba · 1,943 sqft

    232 Hidden Bay Dr #303, Osprey, FL

    Thomas Hedge, JR · PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3. 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

  4. 145 Edgewood Dr — photo31Active

    $175,000

    2 bd · 2 ba · 960 sqft

    145 Edgewood Dr, Osprey, FL

    Mark Lyda · GENEROUS PROPERTY

  5. 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

  6. 23 Siesta Cir W — photoOpen house Sun, Nov 8 · 1:00 PM59Active

    $165,000

    2 bd · 2 ba · 924 sqft

    23 Siesta Cir W, Osprey, FL

    Karen Geiger · COLDWELL BANKER SARASOTA CENT.

  7. 5100 Jessie Harbor Dr #404 — photoOpen house Sun, Nov 8 · 1:00 PM62Active

    $599,000

    2 bd · 2 ba · 2,143 sqft

    5100 Jessie Harbor Dr #404, Osprey, FL

    Stuart Lawrence · MICHAEL SAUNDERS & COMPANY

  8. 780 Sarabay Rd #16 — photoPrice Reduced54Active

    $424,900

    2 bd · 2 ba · 1,574 sqft

    780 Sarabay Rd #16, Osprey, FL

    Mark Segreto · RMS ELITE PROPERTIES

  9. 7204 Jessie Harbor Dr #7204 — photo43Active

    $395,000

    2 bd · 2 ba · 1,255 sqft

    7204 Jessie Harbor Dr #7204, Osprey, FL

    Mark Lyda · GENEROUS PROPERTY

  10. 116 Woodland Pl #116 — photoPrice ReducedOpen house Sat, Nov 7 · 1:00 PM48Active

    $242,900

    2 bd · 2 ba · 1,325 sqft

    116 Woodland Pl #116, Osprey, FL

    Pat Williams · PAT WILLIAMS REALTY, LLC

  11. 1811 Highland Rd — photoPrice Reduced19Active

    $425,000

    2 bd · 2 ba · 1,725 sqft

    1811 Highland Rd, Osprey, FL

    Stephen Hachey · REALTY OF RIVERVIEW LLC

  12. 348 Tropic Dr — photoPrice Reduced34Active

    $104,900

    2 bd · 2 ba · 864 sqft

    348 Tropic Dr, Osprey, FL

    John Alexander · FINE PROPERTIES

About 2 Bedroom Homes in Osprey, FL

2 Bedroom Homes in Osprey, FL: 12 active listings as of November 5, 2026, 21:58 UTC.

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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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    Thomas O'Leary

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    Osprey, FL community profile

    Area
    7.9 sq. mi.

    Source: HJN community data

    Osprey housing market

    October 2026 · This period is still settling

    Osprey 12-month median sale price trend

    Selling at 94.3% of asking price

    Buyers here are paying below asking. MLS · 22 sales · as of Oct 30, 2026

    Homes that sold · County records, as of Oct 20, 2026

    Median sale price
    $670,000$331,250–$1,471,875 typical range
    Price per sq. ft.
    $267
    Sales
    18
    Paid in cash
    66.7%

    Homes on the market · MLS, as of Oct 18, 2026–Oct 30, 2026

    Median list price
    $806,500
    Homes for sale
    88
    Median days on market
    56 days

    Price trend · Assessor repeat sales, as of Oct 31, 2026

    Year-over-year
    -3.2%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    2,254 sq. ft.