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Osprey Homes For Sale & Real Estate - 133 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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  • 448 E MACEWEN DR, OSPREY, FL 34229

    $2,100,000117 Days on yellowkey   MLS ID: A4687195

    0 Days Off yellowkey (back on 7/11/2026)

    For Sale A4687195 - 448 E MACEWEN DR, OSPREY, FL 34229 52 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3768
       Built: 1998
    Monthly Fee: $142
       Tax: $9,639 (2025)
    Community: Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,452 (change assumption)
    Mortgage ($11,507) + Fees ($142) + Taxes in 2025 ($803)


    Taxes:$9,639

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 18 N CASEY KEY RD, OSPREY, FL 34229

    $1,750,000276 Days on yellowkey   MLS ID: A4669083

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

    REDUCED by $250,000 (12.5%) on 05/08/2026

    For Sale A4669083 - 18 N CASEY KEY RD, OSPREY, FL 34229 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1977
       Built: 1973   Tax: $24,015 (2024)
    Community: Casey Key
    Single Family


    Estimated Monthly Payment: $11,590 (change assumption)
    Mortgage ($9,589) + Taxes in 2024 ($2,001)


    Taxes:$24,015

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 422 BLUE GARDEN LN, OSPREY, FL 34229

    $1,445,000311 Days on yellowkey   MLS ID: A4664436

    REDUCED by $50,000 (3.3%) on 07/10/2026

    For Sale A4664436 - 422 BLUE GARDEN LN, OSPREY, FL 34229 100 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: $9,004 (change assumption)
    Mortgage ($7,918) + 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


  • 127 PARK TRACE BLVD, OSPREY, FL 34229

    $795,00080 Days on yellowkey   MLS ID: A4692408

    1 Days Off yellowkey (back on 5/22/2026)

    For Sale A4692408 - 127 PARK TRACE BLVD, OSPREY, FL 34229 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2463
       Built: 2003   Tax: $4,379 (2025)
    Community: Park Trace Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,721 (change assumption)
    Mortgage ($4,356) + Taxes in 2025 ($365)


    Taxes:$4,379

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 759 FORDINGBRIDGE WAY, OSPREY, FL 34229

    $715,00098 Days on yellowkey   MLS ID: O6399774

    REDUCED by $34,000 (4.5%) on 07/09/2026

    For Sale O6399774 - 759 FORDINGBRIDGE WAY, OSPREY, FL 34229 51 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2950
       Built: 2002
    Monthly Fee: $55
       Tax: $7,129 (2025)
    Community: Rivendell Woodlands
    Single Family


    Estimated Monthly Payment: $4,567 (change assumption)
    Mortgage ($3,918) + Fees ($55) + Taxes in 2025 ($594)


    Taxes:$7,129

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 429 PATTERSON AVE, OSPREY, FL 34229

    $449,00027 Days on yellowkey   MLS ID: A4697505

    1 Days Off yellowkey (back on 7/8/2026)

    For Sale A4697505 - 429 PATTERSON AVE, OSPREY, FL 34229 46 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1173
       Built: 1979   Tax: $4,251 (2025)
    Community: Osprey Park 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,814 (change assumption)
    Mortgage ($2,460) + Taxes in 2025 ($354)


    Taxes:$4,251

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: None


  • 121 N CASEY KEY RD, OSPREY, FL 34229

    $6,475,000292 Days on yellowkey   MLS ID: A4667263

    For Sale A4667263 - 121 N CASEY KEY RD, OSPREY, FL 34229 66 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 4096
       Built: 1969
    Monthly Fee: $33
       Tax: $37,172 (2024)
    Community: Casey Key
    Spa: No

    Single Family


    Estimated Monthly Payment: $38,609 (change assumption)
    Mortgage ($35,479) + Fees ($33) + Taxes in 2024 ($3,098)


    Taxes:$37,172

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 260 HIDDEN BAY DR #304, OSPREY, FL 34229

    $694,000156 Days on yellowkey   MLS ID: N6142969

    REDUCED by $5,000 (0.7%) on 04/14/2026

    For Sale N6142969 - 260 HIDDEN BAY DR #304, OSPREY, FL 34229 70 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1950
       Built: 2019   Tax: $6,342 (2025)
    Community: Edgewater/Hidden Bay Ph 2 Bldg
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,331 (change assumption)
    Mortgage ($3,803) + Taxes in 2025 ($529)


    Taxes:$6,342

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • OSPREY, FL 34229

    $799,00017 Days on yellowkey   MLS ID: A4699089

    For Sale A4699089 - OSPREY, FL 34229 45 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2607
       Built: 2001
    Monthly Fee: $58
       Tax: $5,777 (2025)
    Community: Park Trace Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,917 (change assumption)
    Mortgage ($4,378) + Fees ($58) + Taxes in 2025 ($481)


    Taxes:$5,777

    Elementary School: Pine View School

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 14021 BELLAGIO WAY #404, OSPREY, FL 34229

    $1,100,00087 Days on yellowkey   MLS ID: N6144070

    REDUCED by $75,000 (6.4%) on 07/07/2026

    For Sale N6144070 - 14021 BELLAGIO WAY #404, OSPREY, FL 34229 70 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2187
       Built: 2006
    Monthly Fee: $1,644
       Tax: $5,636 (2025)
    Community: Villas At Bellagio Harbor Village
    Condo


    Estimated Monthly Payment: $8,141 (change assumption)
    Mortgage ($6,027) + Fees ($1,644) + Taxes in 2025 ($470)


    Taxes:$5,636

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 480 BLACKBURN POINT RD #5, OSPREY, FL 34229

    $249,00021 Days on yellowkey   MLS ID: A4698854

    1 Days Off yellowkey (back on 7/6/2026)

    For Sale A4698854 - 480 BLACKBURN POINT RD #5, OSPREY, FL 34229 5 photos

    Bed:    Bath: 0.0
    Built: 2006
       Tax: $1,092 (2025)
    Community: Wet Slips At Bellagio Harbor Village
    Dock-Rackominium


    Estimated Monthly Payment: $1,455 (change assumption)
    Mortgage ($1,364) + Taxes in 2025 ($91)


    Taxes:$1,092

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6100 JESSIE HARBOR DR #202, OSPREY, FL 34229

    $850,00081 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

    $949,00042 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

    $535,00090 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


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

    $560,00093 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

    $425,000147 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


  • 1367 THORNAPPLE DR, OSPREY, FL 34229

    $569,00050 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

    $540,00041 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

    $999,50091 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


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

    $599,000107 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




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.