Osprey, FL Real Estate & Homes For Sale

120 homes

  • 441 N  Shore Dr, Osprey, FL 34229
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    NEW - 1 DAY AGO0.34 ACRES
    $550,000
    2bd
    2ba
    1,334 sqft (on 0.34 acres)
    441 N Shore Dr,
    Osprey, FL 34229
    PELICAN REALTY CORP
  • 1768 S  Creek Ln, Osprey, FL 34229
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    0.29 ACRES
    $895,000
    3bd
    2ba
    2,837 sqft (on 0.29 acres)
    1768 S Creek Ln,
    Osprey, FL 34229
    EXP REALTY LLC
  • 120 Woodland Pl #120, Osprey, FL 34229
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    MICHAEL SAUNDERS & COMPANY
  • 148 Osprey Point Dr   #35, Osprey, FL 34229
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    0.74 ACRES
    PREMIER SOTHEBYS INTL REALTY
  • 236 Hidden Bay Dr #504, Osprey, FL 34229
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    RE/MAX ALLIANCE GROUP
  • Hidden Bay Dr #7, Osprey, FL 34229
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    0.55 ACRES
    SVN COMMERCIAL ADVISORY GROUP
  • 109 Woodland Pl, Osprey, FL 34229
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    $292,000
    2bd
    2ba
    1,223 sqft
    109 Woodland Pl,
    Osprey, FL 34229
    COMPASS FLORIDA LLC
  • 3621 N  Point Rd #601, Osprey, FL 34229
    $1,340,000
    3bd
    3ba
    2,680 sqft
    3621 N Point Rd #601,
    Osprey, FL 34229
    THE SARASOTA REAL ESTATE COMP.
  • 117 Villa Dr #117, Osprey, FL 34229
    $585,000
    2bd
    2ba
    1,411 sqft
    117 Villa Dr #117,
    Osprey, FL 34229
    THE ORANGE REAL ESTATE GROUP
  • 280 Hidden Bay Dr #302, Osprey, FL 34229
    NEW CONSTRUCTION
    PREMIER SOTHEBYS INTL REALTY
  • 280 Hidden Bay Dr #204, Osprey, FL 34229
    NEW CONSTRUCTION
    PREMIER SOTHEBYS INTL REALTY
  • 280 Hidden Bay Dr #C203, Osprey, FL 34229
    NEW CONSTRUCTION
    PREMIER SOTHEBYS INTL REALTY
  • 140 N  Casey Key Rd, Osprey, FL 34229
    OPEN SAT, 11-3PM0.49 ACRES
    $3,400,000
    3bd
    4ba
    2,473 sqft (on 0.49 acres)
    140 N Casey Key Rd,
    Osprey, FL 34229
    LPT REALTY
  • 2509 Bayshore Rd, Nokomis, FL 34275
    0.63 ACRES
    $4,599,000
    5bd
    5ba
    4,712 sqft (on 0.63 acres)
    2509 Bayshore Rd,
    Nokomis, FL 34275
    PREMIER SOTHEBYS INTL REALTY
  • 110 Woodland Pl   #110, Osprey, FL 34229
    COLDWELL BANKER REALTY
  • 242 Washington Ave, Osprey, FL 34229
    RE/MAX PLATINUM REALTY
  • 449 S  Shore Dr, Osprey, FL 34229
    0.45 ACRES
    $925,000
    3bd
    3ba
    2,564 sqft (on 0.45 acres)
    449 S Shore Dr,
    Osprey, FL 34229
    COLDWELL BANKER REALTY
  • 57 Bishops Court Rd #121, Osprey, FL 34229
    COLDWELL BANKER REALTY
  • 1251 Windward Dr, Osprey, FL 34229
    OPEN SUN, 1-3PM0.28 ACRES
    $965,000
    3bd
    2ba
    2,015 sqft (on 0.28 acres)
    1251 Windward Dr,
    Osprey, FL 34229
    HORIZON REALTY INTERNATIONAL
  • 515 Oak Bay Dr, Osprey, FL 34229
    $639,000
    3bd
    2ba
    1,977 sqft
    515 Oak Bay Dr,
    Osprey, FL 34229
    RE/MAX ALLIANCE GROUP
  • 385 N  Point Rd #304, Osprey, FL 34229
    COLDWELL BANKER REALTY
  • 199 Palm Air Dr, Osprey, FL 34229
    $165,000
    2bd
    2ba
    959 sqft
    199 Palm Air Dr,
    Osprey, FL 34229
    KELLER WILLIAMS ISLAND LIFE REAL ESTATE
  • 767 Pine Run Dr, Osprey, FL 34229
    $209,900
    1bd
    1ba
    736 sqft
    767 Pine Run Dr,
    Osprey, FL 34229
    COMPASS FLORIDA LLC
  • 308 Kensey Ln, Osprey, FL 34229
    0.35 ACRES
    $460,000
    2bd
    2ba
    1,304 sqft (on 0.35 acres)
    308 Kensey Ln,
    Osprey, FL 34229
    UKEEPCOMMISSION REAL ESTATE
  • 14 Blake Way, Osprey, FL 34229
    0.92 ACRES
    $1,995,000
    3bd
    3ba
    3,674 sqft (on 0.92 acres)
    14 Blake Way,
    Osprey, FL 34229
    MICHAEL SAUNDERS & COMPANY
  • 36 Siesta Cir W, Osprey, FL 34229
    $155,000
    2bd
    2ba
    673 sqft
    36 Siesta Cir W,
    Osprey, FL 34229
    KELLER WILLIAMS CLASSIC GROUP
  • 26 Siesta Cir W, Osprey, FL 34229
    $145,500
    2bd
    1ba
    770 sqft
    26 Siesta Cir W,
    Osprey, FL 34229
    KELLER WILLIAMS CLASSIC GROUP
  • 165 Sugar Mill Dr, Osprey, FL 34229
    0.35 ACRES
    $1,995,000
    4bd
    5ba
    3,912 sqft (on 0.35 acres)
    165 Sugar Mill Dr,
    Osprey, FL 34229
    COLDWELL BANKER REALTY
  • 497 Webbs Cv, Osprey, FL 34229
    0.45 ACRES
    $3,600,000
    5bd
    7ba
    6,863 sqft (on 0.45 acres)
    497 Webbs Cv,
    Osprey, FL 34229
    BERKSHIRE HATHAWAY HOMESERVICE
  • 12 Bishops Court Rd, Osprey, FL 34229
    0.28 ACRES
    $995,000
    3bd
    4ba
    3,182 sqft (on 0.28 acres)
    12 Bishops Court Rd,
    Osprey, FL 34229
    COLDWELL BANKER SARASOTA CENT.
  • 750 Fordingbridge Way, Osprey, FL 34229
    MICHAEL SAUNDERS & COMPANY
  • 601 Fernwalk Ln, Osprey, FL 34229
    0.7 ACRES
    $3,995,000
    4bd
    6ba
    5,453 sqft (on 0.70 acres)
    601 Fernwalk Ln,
    Osprey, FL 34229
    GENEROUS PROPERTY
  • 1523 Danforth Ln, Osprey, FL 34229
    0.31 ACRES
    $1,100,000
    4bd
    3ba
    4,031 sqft (on 0.31 acres)
    1523 Danforth Ln,
    Osprey, FL 34229
    COLDWELL BANKER REALTY
  • 401 N  Point Rd #301, Osprey, FL 34229
    COLDWELL BANKER REALTY
  • 223 Hidden Bay Dr #304, Osprey, FL 34229
    SARASOTA REAL ESTATE GROUP
  • 555 Meadow Sweet Cir, Osprey, FL 34229
    KELLER WILLIAMS ON THE WATER S
  • 14021 Bellagio Way #308, Osprey, FL 34229
    RE/MAX ALLIANCE GROUP
  • 630 Rivendell Blvd, Osprey, FL 34229
    OPEN SUN, 1-4PM0.25 ACRES
    $795,000
    4bd
    3ba
    2,326 sqft (on 0.25 acres)
    630 Rivendell Blvd,
    Osprey, FL 34229
    RE/MAX ALLIANCE GROUP
  • 325 Osprey Point Dr, Osprey, FL 34229
    0.37 ACRES
    $1,689,900
    3bd
    5ba
    3,905 sqft (on 0.37 acres)
    325 Osprey Point Dr,
    Osprey, FL 34229
    GENEROUS PROPERTY

Osprey, FL Real Estate Trends

Learn about the Osprey, FL housing market through trends and averages.

Affordability of Living in Osprey, FL

The median home value is $739,481
MonthMedian home value
April 2023$742k
May 2023$743k
June 2023$743k
July 2023$741k
August 2023$739k
September 2023$738k
October 2023$741k
November 2023$742k
December 2023$743k
January 2024$742k
February 2024$740k
March 2024$739k
View as a graph
Trends and affordability stats are provided by third party data sources.

Average Home Value in Osprey, FL, by Home Size

Currently, there are 1 new listing and 120 homes for sale in Osprey.
Home SizeHome Value*
2 bedrooms (34 homes)$397,479
3 bedrooms (66 homes)$769,691
4 bedrooms (9 homes)$1,036,854
*Home value over the past month

What Locals Say about Osprey

  • Lindsey W.
    "It’s a quiet and low key suburb area of Sarasota county. It’s very accessible to I-75 and Nokomis beach and about a 25 minute drive to siesta key beach. "
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  • Mary V.
    "I am retired now but my commute to Stickney Point was only about 10 min and downtown was about 25 min during rush hour when there is no construction "
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  • Mary V.
    "Pineview School is very close, nice safe area for children. CVS and Publix are also close, as well as Historic Spanish Pointe. The beach is ten minutes or less."
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  • Bob T.
    "I don’t commute....retired. There are no sidewalks here and our street has a large amount of speeders making walking dangerous. Some neighbors park on the county right of way destroying our water flow/drainage which has caused flooding here. Many homes are unkept even though there is an active hoa."
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  • Bob T.
    "Neighborhood is pet friendly. Wide road we walking dogs. Only problem noticed now is daily construction vehicles speeding in neighborhood."
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  • Larysathor
    "Well, the Mother Nature taking its tall, water level raised over last ten years and a lot of beaches are washed out to nonexistence."
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  • Brenda F. D.
    "Neighborhood is beautiful love the area close to everything and beaches and shopping . Local restaurant "
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  • Michelle C.
    "I've lived in this neighborhood for twenty years +. My neighbors are the friendliest. We all look out for each other and lend a hand when needed. Can't think of anywhere else I'd want to live."
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  • nancybuscher
    "This quiet, beautifully landscaped, pet friendly subdivision is close to beaches, shopping, restaurants, cultural events in Sarasota and Venice, beside Oscar Scherer State Park for hickers & boaters, and has easy access to airports by way of US41 & I-75."
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  • info
    "Centrally located, minutes to beaches and shopping"
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  • bookwoman39
    "Wonderful community, close to Sarasota and all restaurants, cultural activities, etc. The condo development is a designated bird sanctuary. Nice pools, exercise room, community room. Good neighbors. What the development lacks is diversity. "
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  • trishmainey1111
    "Osprey Florida is one of the most beautiful, accessible communities in Florida. Ten minutes to the white sands beach and ten minutes to I-75. "
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  • Gail L.
    "I work here, belong to the club and have lived in the neighborhood for the last 12 years it is one of 5 golf communities I have belonged to and bar none my favorite due to the people that live here. They are multicultural, down to earth and just fabulous. This is a community that rates above the rest . it is very common for folks to move up and down in house sizes and styles as their lifestyles change. Give me a call as I'd love to show you around. "
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511