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Osprey Homes For Sale & Real Estate - 121 homes

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

Location: Osprey

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  • 242 HIDDEN BAY DR #602, OSPREY, FL 34229

    $719,00082 Days on yellowkey   MLS ID: A4678883

    For Sale A4678883 - 242 HIDDEN BAY DR #602, OSPREY, FL 34229 41 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1932
       Built: 1999   Tax: $7,518 (2025)
    Community: Baypointe Vista 1
    Condo


    Estimated Monthly Payment: $4,566 (change assumption)
    Mortgage ($3,940) + Taxes in 2025 ($626)


    Taxes:$7,518

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 353 S SHORE DR, OSPREY, FL 34229

    $1,200,00014 Days on yellowkey   MLS ID: A4688006

    For Sale A4688006 - 353 S SHORE DR, OSPREY, FL 34229 60 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1840
       Built: 1968
    Monthly Fee: $10
       Tax: $3,904 (2025)
    Community: Sorrento Shores Rep Of 2
    Single Family


    Estimated Monthly Payment: $6,910 (change assumption)
    Mortgage ($6,575) + Fees ($10) + Taxes in 2025 ($325)


    Taxes:$3,904

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 437 S SHORE DR, OSPREY, FL 34229

    $525,00021 Days on yellowkey   MLS ID: N6143587

    For Sale N6143587 - 437 S SHORE DR, OSPREY, FL 34229 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1947
       Built: 1976
    Monthly Fee: $10
       Tax: $4,187 (2025)
    Community: Sorrento Shores
    Single Family


    Estimated Monthly Payment: $3,236 (change assumption)
    Mortgage ($2,877) + Fees ($10) + Taxes in 2025 ($349)


    Taxes:$4,187

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 365 S SHORE DR, OSPREY, FL 34229

    $1,380,000104 Days on yellowkey   MLS ID: N6142101

    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: $8,212 (change assumption)
    Mortgage ($7,561) + 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


  • 479 SOUTH CREEK DR, OSPREY, FL 34229

    $2,495,000135 Days on yellowkey   MLS ID: N6141722

    For Sale N6141722 - 479 SOUTH CREEK DR, OSPREY, FL 34229 73 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4261
       Built: 1995
    Monthly Fee: $150
       Tax: $11,095 (2024)
    Community: South Creek
    Single Family


    Estimated Monthly Payment: $14,745 (change assumption)
    Mortgage ($13,671) + Fees ($150) + Taxes in 2024 ($925)


    Taxes:$11,095

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 570 BLACKBURN POINT RD #LNG42, OSPREY, FL 34229

    $39,00097 Days on yellowkey   MLS ID: A4677438

    For Sale A4677438 - 570 BLACKBURN POINT RD #LNG42, OSPREY, FL 34229 15 photos

    Bed:    Bath: 0.0    Tax: $278 (2025)
    Community: Dry Slips At Bellagio Village
    Dock-Rackominium


    Estimated Monthly Payment: $237 (change assumption)
    Mortgage ($214) + Taxes in 2025 ($23)


    Taxes:$278

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 244 WOODLAND DR #244, OSPREY, FL 34229

    $200,000181 Days on yellowkey   MLS ID: A4667419

    For Sale A4667419 - 244 WOODLAND DR #244, OSPREY, FL 34229 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1325
       Built: 1980   Tax: $2,685 (2025)
    Community: Pine Run Iii
    Condo


    Estimated Monthly Payment: $1,320 (change assumption)
    Mortgage ($1,096) + Taxes in 2025 ($224)


    Taxes:$2,685

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 597 OAK RIVER CT, OSPREY, FL 34229

    $699,000129 Days on yellowkey   MLS ID: A4673797

    0 Days Off yellowkey (back on 4/3/2026)

    For Sale A4673797 - 597 OAK RIVER CT, OSPREY, FL 34229 48 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2111
       Built: 1994
    Monthly Fee: $25
       Tax: $5,289 (2025)
    Community: Bay Oaks Estates
    Single Family


    Estimated Monthly Payment: $4,296 (change assumption)
    Mortgage ($3,830) + Fees ($25) + Taxes in 2025 ($441)


    Taxes:$5,289

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 447 N SHORE DR, OSPREY, FL 34229

    $515,35041 Days on yellowkey   MLS ID: A4684009

    REDUCED by $19,550 (3.7%) on 04/02/2026

    For Sale A4684009 - 447 N SHORE DR, OSPREY, FL 34229 45 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1874
       Built: 1964   Tax: $4,243 (2025)
    Community: Sorrento Shores
    Single Family


    Estimated Monthly Payment: $3,177 (change assumption)
    Mortgage ($2,824) + Taxes in 2025 ($354)


    Taxes:$4,243

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 1016 SCHERER WAY, OSPREY, FL 34229

    $950,00017 Days on yellowkey   MLS ID: A4687161

    0 Days Off yellowkey (back on 3/30/2026)

    For Sale A4687161 - 1016 SCHERER WAY, OSPREY, FL 34229 76 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2921
       Built: 2003
    Monthly Fee: $115
       Tax: $5,442 (2025)
    Community: Rivendell Unit 5 The Woodlands
    Single Family


    Estimated Monthly Payment: $5,774 (change assumption)
    Mortgage ($5,205) + Fees ($115) + Taxes in 2025 ($453)


    Taxes:$5,442

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 393 N POINT RD #401, OSPREY, FL 34229

    $785,00023 Days on yellowkey   MLS ID: A4686928

    REDUCED by $50,000 (6.0%) on 03/31/2026

    For Sale A4686928 - 393 N POINT RD #401, OSPREY, FL 34229 63 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2594
       Built: 2001
    Monthly Fee: $400
       Tax: $5,733 (2025)
    Community: Meridian At The Oaks Preserve
    Condo


    Estimated Monthly Payment: $5,179 (change assumption)
    Mortgage ($4,301) + Fees ($400) + Taxes in 2025 ($478)


    Taxes:$5,733

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 538 DOVE POINTE DR, OSPREY, FL 34229

    $1,950,000159 Days on yellowkey   MLS ID: A4669491

    For Sale A4669491 - 538 DOVE POINTE DR, OSPREY, FL 34229 75 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4346
       Built: 2002
    Monthly Fee: $133
       Tax: $17,098 (2024)
    Community: Oaks 2 Ph 4-C Pt 3
    Single Family


    Estimated Monthly Payment: $12,242 (change assumption)
    Mortgage ($10,685) + Fees ($133) + Taxes in 2024 ($1,425)


    Taxes:$17,098

    Elementary School: Pine View School

    High School: Pine View School

    Tax Year: 2024

    Middle School: Pine View School


  • 6100 JESSIE HARBOR DR #203, OSPREY, FL 34229

    $699,00059 Days on yellowkey   MLS ID: N6142959

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale N6142959 - 6100 JESSIE HARBOR DR #203, OSPREY, FL 34229 56 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2630
       Built: 2005   Tax: $6,713 (2025)
    Community: Blackburn Harbor Residences
    Condo


    Estimated Monthly Payment: $4,389 (change assumption)
    Mortgage ($3,830) + Taxes in 2025 ($559)


    Taxes:$6,713

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 1042 N CASEY KEY RD, OSPREY, FL 34229

    $3,750,000124 Days on yellowkey   MLS ID: A4674771

    For Sale A4674771 - 1042 N CASEY KEY RD, OSPREY, FL 34229 58 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 4781
       Built: 1995   Tax: $18,245 (2025)
    Community: Palmer
    Single Family


    Estimated Monthly Payment: $22,068 (change assumption)
    Mortgage ($20,547) + Taxes in 2025 ($1,520)


    Taxes:$18,245

    Elementary School: Pine View School

    High School: Pine View School

    Tax Year: 2025

    Middle School: Pine View School


  • 6100 JESSIE HARBOR DR #603, OSPREY, FL 34229

    $849,00098 Days on yellowkey   MLS ID: A4676824

    1 Days Off yellowkey (back on 3/31/2026)

    For Sale A4676824 - 6100 JESSIE HARBOR DR #603, OSPREY, FL 34229 43 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2630
       Built: 2005
    Monthly Fee: $1,101
       Tax: $7,091 (2025)
    Community: Blackburn Harbor Residences
    Condo


    Estimated Monthly Payment: $6,344 (change assumption)
    Mortgage ($4,652) + Fees ($1,101) + Taxes in 2025 ($591)


    Taxes:$7,091

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3603 N POINT RD #202, OSPREY, FL 34229

    $699,0001013 Days on yellowkey   MLS ID: A4575407

    For Sale A4575407 - 3603 N POINT RD #202, OSPREY, FL 34229 50 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 3147
       Built: 2007
    Monthly Fee: $400
       Tax: $4,135 (2022)
    Community: Meridian At The Oaks Preserve
    Condo


    Estimated Monthly Payment: $4,575 (change assumption)
    Mortgage ($3,830) + Fees ($400) + Taxes in 2022 ($345)


    Taxes:$4,135

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2022

    Middle School: Laurel Nokomis Middle


  • 1801 HIGHLAND RD, OSPREY, FL 34229

    $299,900211 Days on yellowkey   MLS ID: N6140508

    For Sale N6140508 - 1801 HIGHLAND RD, OSPREY, FL 34229 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1165
       Built: 1999
    Monthly Fee: $150
       Tax: $2,578 (2025)
    Community: Towns-End Shores
    Townhouse


    Estimated Monthly Payment: $2,008 (change assumption)
    Mortgage ($1,643) + Fees ($150) + Taxes in 2025 ($215)


    Taxes:$2,578

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 409 N POINT RD #502, OSPREY, FL 34229

    $599,000580 Days on yellowkey   MLS ID: A4621353

    For Sale A4621353 - 409 N POINT RD #502, OSPREY, FL 34229 48 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2055
       Built: 2004
    Monthly Fee: $400
       Tax: $4,345 (2023)
    Community: Meridian At The Oaks Preserve
    Condo


    Estimated Monthly Payment: $4,044 (change assumption)
    Mortgage ($3,282) + Fees ($400) + Taxes in 2023 ($362)


    Taxes:$4,345

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2023

    Middle School: Brookside Middle


  • 13 BAYHEAD LN, OSPREY, FL 34229

    $850,000377 Days on yellowkey   MLS ID: A4645829

    For Sale A4645829 - 13 BAYHEAD LN, OSPREY, FL 34229 62 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 2310
       Built: 2001
    Monthly Fee: $425
       Tax: $3,620 (2024)
    Community: Oaks
    Single Family


    Estimated Monthly Payment: $5,384 (change assumption)
    Mortgage ($4,657) + Fees ($425) + Taxes in 2024 ($302)


    Taxes:$3,620

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2024

    Middle School: Brookside Middle


  • 250 HIDDEN BAY DR #302, OSPREY, FL 34229

    $650,000274 Days on yellowkey   MLS ID: A4657042

    For Sale A4657042 - 250 HIDDEN BAY DR #302, OSPREY, FL 34229 65 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1937
       Built: 2017
    Monthly Fee: $1,558
       Tax: $5,249 (2024)
    Community: Hidden Bay
    Condo


    Estimated Monthly Payment: $5,557 (change assumption)
    Mortgage ($3,562) + Fees ($1,558) + Taxes in 2024 ($437)


    Taxes:$5,249

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle




Why Bother Searching Elsewhere for Osprey Homes for Sale and Other Real Estate?

Osprey home, townhome, condo, villa, and other listing sales 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 houses for sale in Osprey . You can use our website to view Multiple Listing Service (MLS) data on Osprey Real Estate. 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 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.