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Osprey Homes For Sale & Real Estate - 140 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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  • 6100 JESSIE HARBOR DR #202, OSPREY, FL 34229

    $850,00073 Days on yellowkey   MLS ID: A4690969

    For Sale A4690969 - 6100 JESSIE HARBOR DR #202, OSPREY, FL 34229 83 photos

    Bed: 3   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 3771
       Built: 2005
    Monthly Fee: $1,101
       Tax: $8,698 (2025)
    Community: Blackburn Harbor Residences
    Condo


    Estimated Monthly Payment: $6,483 (change assumption)
    Mortgage ($4,657) + Fees ($1,101) + Taxes in 2025 ($725)


    Taxes:$8,698

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14041 BELLAGIO WAY #318, OSPREY, FL 34229

    $949,00034 Days on yellowkey   MLS ID: A4696101

    REDUCED by $50,000 (5.0%) on 07/07/2026

    For Sale A4696101 - 14041 BELLAGIO WAY #318, OSPREY, FL 34229 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2086
       Built: 2006
    Monthly Fee: $1,512
       Tax: $7,362 (2025)
    Community: Villas At Bellagio Harbor Village
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,325 (change assumption)
    Mortgage ($5,200) + Fees ($1,512) + Taxes in 2025 ($614)


    Taxes:$7,362

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1361 NEW FOREST LN, OSPREY, FL 34229

    $535,00082 Days on yellowkey   MLS ID: A4691036

    REDUCED by $10,000 (1.8%) on 07/07/2026

    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: $3,705 (change assumption)
    Mortgage ($2,931) + 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


  • 1474 LANDVIEW LN, OSPREY, FL 34229

    $1,400,00032 Days on yellowkey   MLS ID: A4696853

    REDUCED by $75,000 (5.1%) on 07/07/2026

    For Sale A4696853 - 1474 LANDVIEW LN, OSPREY, FL 34229 74 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3246
       Built: 1977
    Monthly Fee: $219
       Tax: $9,834 (2025)
    Community: Southbay Yacht & Racquet Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,710 (change assumption)
    Mortgage ($7,671) + Fees ($219) + Taxes in 2025 ($820)


    Taxes:$9,834

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 409 NORTH POINT RD #401, OSPREY, FL 34229

    $560,00085 Days on yellowkey   MLS ID: A4690812

    REDUCED by $65,000 (10.4%) on 07/07/2026

    For Sale A4690812 - 409 NORTH POINT RD #401, OSPREY, FL 34229 90 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2594
       Built: 2004
    Monthly Fee: $367
       Tax: $6,285 (2025)
    Community: Meridian At The Oaks Preserve
    Spa: No

    Condo


    Estimated Monthly Payment: $3,959 (change assumption)
    Mortgage ($3,068) + Fees ($367) + Taxes in 2025 ($524)


    Taxes:$6,285

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 764 SARABAY RD #8, OSPREY, FL 34229

    $425,000139 Days on yellowkey   MLS ID: A4683747

    REDUCED by $25,000 (5.6%) on 06/29/2026

    For Sale A4683747 - 764 SARABAY RD #8, OSPREY, FL 34229 64 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1392
       Built: 1981
    Monthly Fee: $1,617
       Tax: $2,936 (2025)
    Community: Heron Bay Club Sec I
    Villa


    Estimated Monthly Payment: $4,190 (change assumption)
    Mortgage ($2,329) + Fees ($1,617) + Taxes in 2025 ($245)


    Taxes:$2,936

    Elementary School: Pine View School

    High School: Pine View School

    Tax Year: 2025

    Middle School: Pine View School


  • 786 SARABAY RD #19, OSPREY, FL 34229

    $489,000181 Days on yellowkey   MLS ID: A4677900

    For Sale A4677900 - 786 SARABAY RD #19, OSPREY, FL 34229 60 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1555
       Built: 1981
    Monthly Fee: $1,617
       Tax: $3,489 (2025)
    Community: Heron Bay Club Sec I
    Spa: No

    Villa


    Estimated Monthly Payment: $4,587 (change assumption)
    Mortgage ($2,679) + Fees ($1,617) + Taxes in 2025 ($291)


    Taxes:$3,489

    Elementary School: Pine View School

    High School: Pine View School

    Tax Year: 2025

    Middle School: Pine View School


  • 678 FAITH AVE, OSPREY, FL 34229

    $749,000216 Days on yellowkey   MLS ID: A4674865

    1 Days Off yellowkey (back on 7/4/2026)

    REDUCED by $26,000 (3.4%) on 05/08/2026

    For Sale A4674865 - 678 FAITH AVE, OSPREY, FL 34229 51 photos

    Bed: 3   Bath: 3.0   Gar: 4
    Liv Area Sq Ft: 2583
       Built: 1995   Tax: $5,871 (2025)
    Community: Trinity Acres
    Single Family


    Estimated Monthly Payment: $4,593 (change assumption)
    Mortgage ($4,104) + Taxes in 2025 ($489)


    Taxes:$5,871

    Elementary School: Pine View School

    High School: None

    Tax Year: 2025

    Middle School: Pine View School


  • 1367 THORNAPPLE DR, OSPREY, FL 34229

    $569,00042 Days on yellowkey   MLS ID: A4695210

    1 Days Off yellowkey (back on 7/3/2026)

    REDUCED by $10,000 (1.7%) on 07/03/2026

    For Sale A4695210 - 1367 THORNAPPLE DR, OSPREY, FL 34229 60 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2182
       Built: 2003
    Monthly Fee: $397
       Tax: $5,745 (2025)
    Community: Willowbend Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,993 (change assumption)
    Mortgage ($3,118) + Fees ($397) + Taxes in 2025 ($479)


    Taxes:$5,745

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 523 OAK BAY DR, OSPREY, FL 34229

    $540,00033 Days on yellowkey   MLS ID: A4696725

    1 Days Off yellowkey (back on 7/3/2026)

    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


  • 113 BURNEY RD, OSPREY, FL 34229

    $999,50083 Days on yellowkey   MLS ID: A4690672

    0 Days Off yellowkey (back on 6/20/2026)

    For Sale A4690672 - 113 BURNEY RD, OSPREY, FL 34229 44 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2502
       Built: 2020   Tax: $10,455 (2025)
    Community: Bel-Air
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,348 (change assumption)
    Mortgage ($5,477) + Taxes in 2025 ($871)


    Taxes:$10,455

    Elementary School: Pine View School

    High School: Pine View School

    Tax Year: 2025

    Middle School: Pine View School


  • 232 WOODLAND DR #232, OSPREY, FL 34229

    $259,900244 Days on yellowkey   MLS ID: A4671600

    0 Days Off yellowkey (back on 4/25/2026)

    REDUCED by $5,000 (1.9%) on 04/20/2026

    For Sale A4671600 - 232 WOODLAND DR #232, OSPREY, FL 34229 47 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1325
       Built: 1980   Tax: $2,202 (2025)
    Community: Pine Run Iii
    Condo


    Estimated Monthly Payment: $1,608 (change assumption)
    Mortgage ($1,424) + Taxes in 2025 ($184)


    Taxes:$2,202

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 1202 JESSIE HARBOR DR #1204, OSPREY, FL 34229

    $599,00099 Days on yellowkey   MLS ID: C7524397

    4 Days Off yellowkey (back on 6/25/2026)

    For Sale C7524397 - 1202 JESSIE HARBOR DR #1204, OSPREY, FL 34229 49 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2006
       Built: 2004
    Monthly Fee: $980
       Tax: $6,502 (2025)
    Community: Blackburn Harbor Waterfront Vi
    Condo


    Estimated Monthly Payment: $4,804 (change assumption)
    Mortgage ($3,282) + Fees ($980) + Taxes in 2025 ($542)


    Taxes:$6,502

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 180 LOOKOUT POINT DR, OSPREY, FL 34229

    $2,199,900242 Days on yellowkey   MLS ID: A4672222

    REDUCED by $50,000 (2.2%) on 06/03/2026

    For Sale A4672222 - 180 LOOKOUT POINT DR, OSPREY, FL 34229 70 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3236
       Built: 1986
    Monthly Fee: $204
       Tax: $8,750 (2024)
    Community: Southbay Yacht & Racquet Club
    Spa: No

    Single Family


    Estimated Monthly Payment: $12,987 (change assumption)
    Mortgage ($12,054) + Fees ($204) + Taxes in 2024 ($729)


    Taxes:$8,750

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 212 WASHINGTON AVE, OSPREY, FL 34229

    $427,00073 Days on yellowkey   MLS ID: O6404307

    For Sale O6404307 - 212 WASHINGTON AVE, OSPREY, FL 34229 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1478
       Built: 1999   Tax: $3,294 (2025)
    Community: Ogburns T B Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,614 (change assumption)
    Mortgage ($2,340) + Taxes in 2025 ($275)


    Taxes:$3,294

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 919 TRANQUILITY CIR, OSPREY, FL 34229

    $774,90021 Days on yellowkey   MLS ID: N6144801

    0 Days Off yellowkey (back on 7/1/2026)

    For Sale N6144801 - 919 TRANQUILITY CIR, OSPREY, FL 34229 62 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2854
       Built: 2001
    Monthly Fee: $158
       Tax: $6,634 (2025)
    Community: North Creek Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,957 (change assumption)
    Mortgage ($4,246) + Fees ($158) + Taxes in 2025 ($553)


    Taxes:$6,634

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 401 N POINT RD #304, OSPREY, FL 34229

    $695,000351 Days on yellowkey   MLS ID: A4659785

    REDUCED by $5,000 (0.7%) on 06/30/2026

    For Sale A4659785 - 401 N POINT RD #304, OSPREY, FL 34229 95 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2778
       Built: 2003
    Monthly Fee: $367
       Tax: $8,473 (2024)
    Community: Meridian At The Oaks Preserve
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,881 (change assumption)
    Mortgage ($3,808) + Fees ($367) + Taxes in 2024 ($706)


    Taxes:$8,473

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2024

    Middle School: Brookside Middle


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

    $35,900188 Days on yellowkey   MLS ID: A4677438

    1 Days Off yellowkey (back on 6/30/2026)

    REDUCED by $3,100 (7.9%) on 05/06/2026

    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: $220 (change assumption)
    Mortgage ($197) + Taxes in 2025 ($23)


    Taxes:$278

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 110 WOODLAND PL #110, OSPREY, FL 34229

    $215,00033 Days on yellowkey   MLS ID: A4696738

    REDUCED by $10,000 (4.4%) on 06/26/2026

    For Sale A4696738 - 110 WOODLAND PL #110, OSPREY, FL 34229 50 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1325
       Built: 1979   Tax: $2,840 (2025)
    Community: Pine Run Ii
    Condo


    Estimated Monthly Payment: $1,415 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($237)


    Taxes:$2,840

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 570 BLACKBURN POINT RD #23, OSPREY, FL 34229

    $98,00021 Days on yellowkey   MLS ID: A4697977

    For Sale A4697977 - 570 BLACKBURN POINT RD #23, OSPREY, FL 34229 3 photos

    Bed:    Bath: 0.0
    Built: 2006
       Tax: $378 (2025)
    Community: Dry Slips At Bellagio Village
    Dock-Rackominium


    Estimated Monthly Payment: $568 (change assumption)
    Mortgage ($537) + Taxes in 2025 ($32)


    Taxes:$378

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.