Osprey, FL Real Estate & Homes For Sale

126 homes

  • 308 Kensey Ln, Osprey, FL 34229
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    NEW - 1 DAY AGO0.35 ACRES
    $495,000
    2bd
    2ba
    1,304 sqft (on 0.35 acres)
    308 Kensey Ln,
    Osprey, FL 34229
    UKEEPCOMMISSION REAL ESTATE
  • 14 Blake Way, Osprey, FL 34229
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    NEW - 1 DAY AGO0.92 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
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    NEW - 2 DAYS AGO
    $155,000
    2bd
    2ba
    673 sqft
    36 Siesta Cir W,
    Osprey, FL 34229
    KELLER WILLIAMS CLASSIC GROUP
  • 26 Siesta Cir W, Osprey, FL 34229
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    NEW - 2 DAYS AGO
    $145,500
    2bd
    1ba
    770 sqft
    26 Siesta Cir W,
    Osprey, FL 34229
    KELLER WILLIAMS CLASSIC GROUP
  • 165 Sugar Mill Dr, Osprey, FL 34229
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    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
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    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
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    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
  • 281 Sun Air Cir, Osprey, FL 34229
    $175,000
    2bd
    2ba
    959 sqft
    281 Sun Air Cir,
    Osprey, FL 34229
    KELLER WILLIAMS ISLAND LIFE REAL ESTATE
  • 375 El Greco Dr, Osprey, FL 34229
    0.34 ACRES
    $829,900
    3bd
    2ba
    2,027 sqft (on 0.34 acres)
    375 El Greco Dr,
    Osprey, FL 34229
    BRIGHT REALTY
  • 555 Meadow Sweet Cir, Osprey, FL 34229
    OPEN SAT, 10-1PM
    KELLER WILLIAMS ON THE WATER S
  • 14021 Bellagio Way #308, Osprey, FL 34229
    OPEN SAT, 1-3PM
    RE/MAX ALLIANCE GROUP
  • 630 Rivendell Blvd, Osprey, FL 34229
    0.25 ACRES
    $839,000
    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
  • 4236 Expedition Way #106, Osprey, FL 34229
    OPEN MON, 11-2PM
    RE/MAX ALLIANCE GROUP
  • 216 Woodland Dr #216, Osprey, FL 34229
    PAT WILLIAMS REALTY, LLC
  • 188 Dory Ln, Osprey, FL 34229
    0.34 ACRES
    $815,000
    3bd
    2ba
    2,069 sqft (on 0.34 acres)
    188 Dory Ln,
    Osprey, FL 34229
    MICHAEL SAUNDERS & COMPANY
  • 17 Bay Head Ln, Osprey, FL 34229
    0.38 ACRES
    $775,000
    3bd
    2ba
    2,335 sqft (on 0.38 acres)
    17 Bay Head Ln,
    Osprey, FL 34229
    MICHAEL SAUNDERS & COMPANY
  • 1192 Mallard Marsh Dr, Osprey, FL 34229
    0.25 ACRES
    $855,000
    3bd
    3ba
    2,695 sqft (on 0.25 acres)
    1192 Mallard Marsh Dr,
    Osprey, FL 34229
    M H FOGARTY AND COMPANY LLC
  • 409 N  Point Rd #603, Osprey, FL 34229
    COLDWELL BANKER REALTY
  • 511 Latitude Ln, Osprey, FL 34229
    $647,000
    3bd
    2ba
    2,165 sqft
    511 Latitude Ln,
    Osprey, FL 34229
    PREMIER SOTHEBYS INTL REALTY
  • 84 Bishops Court Rd, Osprey, FL 34229
    $1,295,000
    3bd
    3ba
    2,573 sqft
    84 Bishops Court Rd,
    Osprey, FL 34229
    COLDWELL BANKER SARASOTA CENT.
  • 743 Anna Hope Ln, Osprey, FL 34229
    $629,000
    3bd
    2ba
    2,150 sqft
    743 Anna Hope Ln,
    Osprey, FL 34229
    COLDWELL BANKER REALTY
  • 226 Palm Air Dr, Osprey, FL 34229
    $299,000
    2bd
    2ba
    1,726 sqft
    226 Palm Air Dr,
    Osprey, FL 34229
    COLDWELL BANKER SARASOTA CENT.
  • 2267 Jessie Harbor Dr #2103, Osprey, FL 34229
    WILLIAM RAVEIS REAL ESTATE
  • 1219 Chalet Ct, Osprey, FL 34229
    $639,900
    3bd
    2ba
    2,165 sqft
    1219 Chalet Ct,
    Osprey, FL 34229
    RE/MAX PALM REALTY OF VENICE
  • 570 Crane Prairie Way, Osprey, FL 34229
    KELLER WILLIAMS CLASSIC GROUP
  • 427 Washington Ave, Osprey, FL 34229
    $410,000
    3bd
    2ba
    1,120 sqft
    427 Washington Ave,
    Osprey, FL 34229
    EXP REALTY LLC
  • 201 Saint James Park, Osprey, FL 34229
    0.25 ACRES
    $1,095,000
    3bd
    3ba
    2,855 sqft (on 0.25 acres)
    201 Saint James Park,
    Osprey, FL 34229
    ROSEBAY INTERNATIONAL REALTY INC
  • 101 Sugar Mill Dr, Osprey, FL 34229
    NEW CONSTRUCTION0.38 ACRES
    $3,200,000
    3bd
    3ba
    3,875 sqft (on 0.38 acres)
    101 Sugar Mill Dr,
    Osprey, FL 34229
    COLDWELL BANKER REALTY
  • 456 N  Washington Ave #50, Osprey, FL 34229
    COLDWELL BANKER REALTY
  • 603 Oak Bay Dr, Osprey, FL 34229
    0.26 ACRES
    $675,000
    3bd
    2ba
    2,312 sqft (on 0.26 acres)
    603 Oak Bay Dr,
    Osprey, FL 34229
    COLDWELL BANKER REALTY
  • 508 Meadow Sweet Cir, Osprey, FL 34229
    FLORIDA HOME TEAM LLC
  • 260 Hidden Bay Dr #303, Osprey, FL 34229
    KELLER WILLIAMS CLASSIC GROUP
  • 260 Hidden Bay Dr #504, Osprey, FL 34229
    COLDWELL BANKER REALTY
  • 1109 Scherer Way, Osprey, FL 34229
    0.3 ACRES
    $729,000
    3bd
    2ba
    2,125 sqft (on 0.30 acres)
    1109 Scherer Way,
    Osprey, FL 34229
    PREMIER SOTHEBYS INTL REALTY

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 $730,869
MonthMedian home value
March 2023$729k
April 2023$732k
May 2023$734k
June 2023$733k
July 2023$731k
August 2023$730k
September 2023$729k
October 2023$731k
November 2023$732k
December 2023$733k
January 2024$732k
February 2024$731k
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 10 new listings and 126 homes for sale in Osprey.
Home SizeHome Value*
2 bedrooms (31 homes)$396,546
3 bedrooms (71 homes)$760,977
4 bedrooms (12 homes)$1,013,185
*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