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Osprey Single Family Homes For Sale - 77 homes

Osprey Single Family Homes for Sale are located in Sarasota County, Florida. Find single family homes for sale in Osprey with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Osprey single family houses.

Location: Osprey

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  • 4428 CONCHFISH LN, OSPREY, FL 34229

    $548,000371 Days on yellowkey   MLS ID: A4656074

    For Sale A4656074 - 4428 CONCHFISH LN, OSPREY, FL 34229 13 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1861
       Built: 2018
    Monthly Fee: $147
       Tax: $5,936 (2024)
    Community: Palms/Casey Key
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,644 (change assumption)
    Mortgage ($3,003) + Fees ($147) + Taxes in 2024 ($495)


    Taxes:$5,936

    Elementary School: Laurel Nokomis Elementary

    High School: Pine View School

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 408 PARK TRACE BLVD, OSPREY, FL 34229

    $595,000111 Days on yellowkey   MLS ID: A4685004

    2 Days Off yellowkey (back on 6/16/2026)

    REDUCED by $20,000 (3.3%) on 06/01/2026

    For Sale A4685004 - 408 PARK TRACE BLVD, OSPREY, FL 34229 34 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1840
       Built: 2003
    Monthly Fee: $54
       Tax: $4,652 (2025)
    Community: Park Trace Estates
    Single Family


    Estimated Monthly Payment: $3,702 (change assumption)
    Mortgage ($3,260) + Fees ($54) + Taxes in 2025 ($388)


    Taxes:$4,652

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1361 NEW FOREST LN, OSPREY, FL 34229

    $545,00061 Days on yellowkey   MLS ID: A4691036

    REDUCED by $5,000 (0.9%) on 06/15/2026

    For Sale A4691036 - 1361 NEW FOREST LN, OSPREY, FL 34229 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2074
       Built: 2002
    Monthly Fee: $292
       Tax: $5,783 (2025)
    Community: Rivendell Woodlands
    Single Family


    Estimated Monthly Payment: $3,760 (change assumption)
    Mortgage ($2,986) + Fees ($292) + Taxes in 2025 ($482)


    Taxes:$5,783

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 156 BISHOPS COURT RD, OSPREY, FL 34229

    $1,289,00047 Days on yellowkey   MLS ID: A4691664

    For Sale A4691664 - 156 BISHOPS COURT RD, OSPREY, FL 34229 84 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3112
       Built: 1990
    Monthly Fee: $858
       Tax: $8,394 (2025)
    Community: Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,620 (change assumption)
    Mortgage ($7,063) + Fees ($858) + Taxes in 2025 ($700)


    Taxes:$8,394

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 360 N POINT RD, OSPREY, FL 34229

    $1,495,00016 Days on yellowkey   MLS ID: A4695959

    For Sale A4695959 - 360 N POINT RD, OSPREY, FL 34229 49 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2913
       Built: 2022
    Monthly Fee: $400
       Tax: $9,588 (2025)
    Community: Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,391 (change assumption)
    Mortgage ($8,192) + Fees ($400) + Taxes in 2025 ($799)


    Taxes:$9,588

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 75 OSPREY POINT DR, OSPREY, FL 34229

    $1,649,00013 Days on yellowkey   MLS ID: A4695145

    For Sale A4695145 - 75 OSPREY POINT DR, OSPREY, FL 34229 70 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4001
       Built: 1983
    Monthly Fee: $950
       Tax: $14,636 (2025)
    Community: Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $11,205 (change assumption)
    Mortgage ($9,035) + Fees ($950) + Taxes in 2025 ($1,220)


    Taxes:$14,636

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 523 OAK BAY DR, OSPREY, FL 34229

    $540,00012 Days on yellowkey   MLS ID: A4696725

    For Sale A4696725 - 523 OAK BAY DR, OSPREY, FL 34229 97 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2399
       Built: 1998
    Monthly Fee: $25
       Tax: $3,448 (2025)
    Community: Bay Oaks Estates
    Single Family


    Estimated Monthly Payment: $3,271 (change assumption)
    Mortgage ($2,959) + Fees ($25) + Taxes in 2025 ($287)


    Taxes:$3,448

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 21 BAYHEAD LN, OSPREY, FL 34229

    $789,000282 Days on yellowkey   MLS ID: A4664085

    REDUCED by $61,000 (7.2%) on 06/12/2026

    For Sale A4664085 - 21 BAYHEAD LN, OSPREY, FL 34229 92 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2246
       Built: 2002
    Monthly Fee: $458
       Tax: $4,221 (2024)
    Community: Bishopscourt At The Oaks Preserve
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,133 (change assumption)
    Mortgage ($4,323) + Fees ($458) + Taxes in 2024 ($352)


    Taxes:$4,221

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2024

    Middle School: Brookside Middle


  • 157 LOOKOUT POINT DR, OSPREY, FL 34229

    $875,00027 Days on yellowkey   MLS ID: A4694878

    0 Days Off yellowkey (back on 6/11/2026)

    For Sale A4694878 - 157 LOOKOUT POINT DR, OSPREY, FL 34229 73 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1859
       Built: 1981
    Monthly Fee: $219
       Tax: $4,950 (2025)
    Community: Southbay Yacht & Racquet Club
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,426 (change assumption)
    Mortgage ($4,794) + Fees ($219) + Taxes in 2025 ($413)


    Taxes:$4,950

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 61 BAYHEAD LN, OSPREY, FL 34229

    $1,185,00070 Days on yellowkey   MLS ID: A4685559

    For Sale A4685559 - 61 BAYHEAD LN, OSPREY, FL 34229 100 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3180
       Built: 1993
    Monthly Fee: $458
       Tax: $4,573 (2025)
    Community: Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,332 (change assumption)
    Mortgage ($6,493) + Fees ($458) + Taxes in 2025 ($381)


    Taxes:$4,573

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 449 WEBBS COVE, OSPREY, FL 34229

    $2,650,00084 Days on yellowkey   MLS ID: A4688291

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale A4688291 - 449 WEBBS COVE, OSPREY, FL 34229 97 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 5287
       Built: 2006
    Monthly Fee: $492
       Tax: $10,623 (2025)
    Community: Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,897 (change assumption)
    Mortgage ($14,520) + Fees ($492) + Taxes in 2025 ($885)


    Taxes:$10,623

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 204 WINDWARD DR, OSPREY, FL 34229

    $999,00044 Days on yellowkey   MLS ID: A4693139

    REDUCED by $51,000 (4.9%) on 06/10/2026

    For Sale A4693139 - 204 WINDWARD DR, OSPREY, FL 34229 73 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2486
       Built: 1986
    Monthly Fee: $219
       Tax: $4,761 (2025)
    Community: Southbay Yacht & Racquet Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,090 (change assumption)
    Mortgage ($5,474) + Fees ($219) + Taxes in 2025 ($397)


    Taxes:$4,761

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 292 TURQUOISE LN, OSPREY, FL 34229

    $1,050,00029 Days on yellowkey   MLS ID: A4694515

    For Sale A4694515 - 292 TURQUOISE LN, OSPREY, FL 34229 89 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2255
       Built: 2001
    Monthly Fee: $400
       Tax: $6,536 (2025)
    Community: Emerald Woods At Oaks 03 Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,698 (change assumption)
    Mortgage ($5,753) + Fees ($400) + Taxes in 2025 ($545)


    Taxes:$6,536

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 362 MACEWEN DR, OSPREY, FL 34229

    $2,249,000163 Days on yellowkey   MLS ID: A4676567

    For Sale A4676567 - 362 MACEWEN DR, OSPREY, FL 34229 55 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4117
       Built: 1998
    Monthly Fee: $142
       Tax: $10,742 (2025)
    Community: The Oaks
    Single Family


    Estimated Monthly Payment: $13,360 (change assumption)
    Mortgage ($12,323) + Fees ($142) + Taxes in 2025 ($895)


    Taxes:$10,742

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 422 BLUE GARDEN LN, OSPREY, FL 34229

    $1,495,000282 Days on yellowkey   MLS ID: A4664436

    REDUCED by $55,000 (3.5%) on 05/28/2026

    For Sale A4664436 - 422 BLUE GARDEN LN, OSPREY, FL 34229 96 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3872
       Built: 1984
    Monthly Fee: $475
       Tax: $7,339 (2024)
    Community: Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,278 (change assumption)
    Mortgage ($8,192) + Fees ($475) + Taxes in 2024 ($612)


    Taxes:$7,339

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Sarasota Middle


  • 17 BAYHEAD LN, OSPREY, FL 34229

    $1,295,000163 Days on yellowkey   MLS ID: A4676710

    REDUCED by $5,000 (0.4%) on 04/29/2026

    For Sale A4676710 - 17 BAYHEAD LN, OSPREY, FL 34229 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2850
       Built: 1992
    Monthly Fee: $458
       Tax: $6,642 (2024)
    Community: Bishops Court At Oaks Preserve
    Single Family


    Estimated Monthly Payment: $8,107 (change assumption)
    Mortgage ($7,096) + Fees ($458) + Taxes in 2024 ($554)


    Taxes:$6,642

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2024

    Middle School: Brookside Middle


  • 110 PINE AVE, OSPREY, FL 34229

    $649,000445 Days on yellowkey   MLS ID: A4646339

    REDUCED by $50,000 (7.2%) on 06/09/2026

    For Sale A4646339 - 110 PINE AVE, OSPREY, FL 34229 11 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2058
       Built: 1977   Tax: $5,908 (2024)
    Community: Saunders V A Resub
    Single Family


    Estimated Monthly Payment: $4,048 (change assumption)
    Mortgage ($3,556) + Taxes in 2024 ($492)


    Taxes:$5,908

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 480 ORISKANY CT, OSPREY, FL 34229

    $1,535,000114 Days on yellowkey   MLS ID: A4684136

    REDUCED by $64,000 (4.0%) on 05/12/2026

    For Sale A4684136 - 480 ORISKANY CT, OSPREY, FL 34229 100 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3208
       Built: 1999
    Monthly Fee: $142
       Tax: $6,365 (2024)
    Community: The Oaks Club
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,083 (change assumption)
    Mortgage ($8,411) + Fees ($142) + Taxes in 2024 ($530)


    Taxes:$6,365

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Sarasota Middle


  • 104 PARK TRACE BLVD, OSPREY, FL 34229

    $550,000198 Days on yellowkey   MLS ID: A4674221

    0 Days Off yellowkey (back on 6/6/2026)

    REDUCED by $25,000 (4.3%) on 05/20/2026

    For Sale A4674221 - 104 PARK TRACE BLVD, OSPREY, FL 34229 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2557
       Built: 2002
    Monthly Fee: $58
       Tax: $7,427 (2024)
    Community: Park Trace Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,691 (change assumption)
    Mortgage ($3,014) + Fees ($58) + Taxes in 2024 ($619)


    Taxes:$7,427

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 365 S SHORE DR, OSPREY, FL 34229

    $1,349,000174 Days on yellowkey   MLS ID: N6142101

    REDUCED by $31,000 (2.2%) on 05/02/2026

    For Sale N6142101 - 365 S SHORE DR, OSPREY, FL 34229 95 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1824
       Built: 1968   Tax: $7,804 (2025)
    Community: Sorrento Shores
    Single Family


    Estimated Monthly Payment: $8,042 (change assumption)
    Mortgage ($7,392) + Taxes in 2025 ($650)


    Taxes:$7,804

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle




Why Bother Searching Elsewhere for Osprey Single Family Homes for Sale?

Osprey home, townhome, and condo, villa, and other listing sale data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on single family homes for sale in Osprey . You can use our website to view Multiple Listing Service (MLS) data on Osprey single family homes. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Osprey single family home listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.