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Osprey Condos For Sale - 41 condos

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

Location: Osprey

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

    $785,00087 Days on yellowkey   MLS ID: A4686928

    0 Days Off yellowkey (back on 4/27/2026)

    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
    Spa: Yes

    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


  • 14021 BELLAGIO WAY #404, OSPREY, FL 34229

    $1,175,00052 Days on yellowkey   MLS ID: N6144070

    REDUCED by $114,000 (8.8%) on 05/28/2026

    For Sale N6144070 - 14021 BELLAGIO WAY #404, OSPREY, FL 34229 77 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: $8,552 (change assumption)
    Mortgage ($6,438) + Fees ($1,644) + Taxes in 2025 ($470)


    Taxes:$5,636

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4304 EXPEDITION WAY WAY #105, OSPREY, FL 34229

    $328,000104 Days on yellowkey   MLS ID: N6143250

    REDUCED by $1,000 (0.3%) on 05/20/2026

    For Sale N6143250 - 4304 EXPEDITION WAY WAY #105, OSPREY, FL 34229 77 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1528
       Built: 2018   Tax: $3,781 (2025)
    Community: Bay Street Village
    Condo


    Estimated Monthly Payment: $2,112 (change assumption)
    Mortgage ($1,797) + Taxes in 2025 ($315)


    Taxes:$3,781

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 754 PINE RUN DR #754, OSPREY, FL 34229

    $269,00038 Days on yellowkey   MLS ID: A4693150

    For Sale A4693150 - 754 PINE RUN DR #754, OSPREY, FL 34229 45 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1379
       Built: 1973   Tax: $3,176 (2025)
    Community: Pine Run I
    Spa: No

    Condo


    Estimated Monthly Payment: $1,739 (change assumption)
    Mortgage ($1,474) + Taxes in 2025 ($265)


    Taxes:$3,176

    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

    $599,00072 Days on yellowkey   MLS ID: C7524397

    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


  • 5100 JESSIE HARBOR DR #403, OSPREY, FL 34229

    $650,000169 Days on yellowkey   MLS ID: A4676382

    REDUCED by $29,900 (4.4%) on 05/21/2026

    For Sale A4676382 - 5100 JESSIE HARBOR DR #403, OSPREY, FL 34229 44 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2143
       Built: 2004
    Monthly Fee: $1,027
       Tax: $5,647 (2025)
    Community: Blackburn Harbor Residences
    Condo


    Estimated Monthly Payment: $5,059 (change assumption)
    Mortgage ($3,562) + Fees ($1,027) + Taxes in 2025 ($471)


    Taxes:$5,647

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


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

    $749,00038 Days on yellowkey   MLS ID: A4690813

    For Sale A4690813 - 280 HIDDEN BAY DR #302, OSPREY, FL 34229 39 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1937
       Built: 2024   Tax: $7,907 (2025)
    Community: Edgewater/Hidden Bay Ph 3
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,763 (change assumption)
    Mortgage ($4,104) + Taxes in 2025 ($659)


    Taxes:$7,907

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 14041 BELLAGIO WAY #218, OSPREY, FL 34229

    $999,000210 Days on yellowkey   MLS ID: A4672639

    0 Days Off yellowkey (back on 5/14/2026)

    REDUCED by $100,000 (9.1%) on 04/03/2026

    For Sale A4672639 - 14041 BELLAGIO WAY #218, OSPREY, FL 34229 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2086
       Built: 2006
    Monthly Fee: $1,649
       Tax: $6,459 (2024)
    Community: Villas At Bellagio Harbor Village
    Condo


    Estimated Monthly Payment: $7,661 (change assumption)
    Mortgage ($5,474) + Fees ($1,649) + Taxes in 2024 ($538)


    Taxes:$6,459

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 393 N POINT RD #301, OSPREY, FL 34229

    $625,000115 Days on yellowkey   MLS ID: A4682548

    0 Days Off yellowkey (back on 5/13/2026)

    For Sale A4682548 - 393 N POINT RD #301, OSPREY, FL 34229 85 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2594
       Built: 2001
    Monthly Fee: $400
       Tax: $3,652 (2025)
    Community: Meridian At The Oaks Preserve
    Condo


    Estimated Monthly Payment: $4,129 (change assumption)
    Mortgage ($3,425) + Fees ($400) + Taxes in 2025 ($304)


    Taxes:$3,652

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 51 MACEWEN DR #5, OSPREY, FL 34229

    $235,00059 Days on yellowkey   MLS ID: A4689838

    REDUCED by $65,000 (21.7%) on 05/11/2026

    For Sale A4689838 - 51 MACEWEN DR #5, OSPREY, FL 34229 44 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 595
       Built: 1990
    Monthly Fee: $142
       Tax: $3,079 (2025)
    Community: Windsor Lodge At The Oaks
    Condo


    Estimated Monthly Payment: $1,686 (change assumption)
    Mortgage ($1,288) + Fees ($142) + Taxes in 2025 ($257)


    Taxes:$3,079

    Elementary School: Laurel Nokomis Elementary

    High School: Pine View School

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 51 MACEWEN DR #12, OSPREY, FL 34229

    $275,00044 Days on yellowkey   MLS ID: A4690540

    For Sale A4690540 - 51 MACEWEN DR #12, OSPREY, FL 34229 71 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 623
       Built: 1990
    Monthly Fee: $142
       Tax: $3,079 (2025)
    Community: Oaks
    Condo


    Estimated Monthly Payment: $1,905 (change assumption)
    Mortgage ($1,507) + Fees ($142) + Taxes in 2025 ($257)


    Taxes:$3,079

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


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

    $694,000121 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


  • 51 MACEWEN DR #11, OSPREY, FL 34229

    $235,000146 Days on yellowkey   MLS ID: A4679180

    For Sale A4679180 - 51 MACEWEN DR #11, OSPREY, FL 34229 42 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 623
       Built: 1990
    Monthly Fee: $142
       Tax: $2,367 (2025)
    Community: The Oaks Club
    Spa: No

    Condo


    Estimated Monthly Payment: $1,627 (change assumption)
    Mortgage ($1,288) + Fees ($142) + Taxes in 2025 ($197)


    Taxes:$2,367

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 385 N POINT RD #402, OSPREY, FL 34229

    $660,000509 Days on yellowkey   MLS ID: A4635708

    For Sale A4635708 - 385 N POINT RD #402, OSPREY, FL 34229 62 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2055
       Built: 2000
    Monthly Fee: $400
       Tax: $5,877 (2024)
    Community: Meridian At The Oaks Preserve
    Spa: No

    Condo


    Estimated Monthly Payment: $4,506 (change assumption)
    Mortgage ($3,616) + Fees ($400) + Taxes in 2024 ($490)


    Taxes:$5,877

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2024

    Middle School: Brookside Middle


  • 232 WOODLAND DR #232, OSPREY, FL 34229

    $259,900217 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


  • 14041 BELLAGIO WAY #214, OSPREY, FL 34229

    $700,00065 Days on yellowkey   MLS ID: A4689731

    For Sale A4689731 - 14041 BELLAGIO WAY #214, OSPREY, FL 34229 52 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1799
       Built: 2006
    Monthly Fee: $1,248
       Tax: $6,254 (2025)
    Community: Villas At Bellagio Harbor Village
    Spa: No

    Condo


    Estimated Monthly Payment: $5,605 (change assumption)
    Mortgage ($3,836) + Fees ($1,248) + Taxes in 2025 ($521)


    Taxes:$6,254

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 385 NORTH POINT RD #701, OSPREY, FL 34229

    $1,399,000114 Days on yellowkey   MLS ID: A4683454

    For Sale A4683454 - 385 NORTH POINT RD #701, OSPREY, FL 34229 97 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2594
       Built: 2000
    Monthly Fee: $400
       Tax: $6,082 (2025)
    Community: Meridian At The Oaks Preserve
    Condo


    Estimated Monthly Payment: $8,572 (change assumption)
    Mortgage ($7,666) + Fees ($400) + Taxes in 2025 ($507)


    Taxes:$6,082

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 409 N POINT RD #601, OSPREY, FL 34229

    $1,250,000135 Days on yellowkey   MLS ID: A4679994

    For Sale A4679994 - 409 N POINT RD #601, OSPREY, FL 34229 63 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2594
       Built: 2004
    Monthly Fee: $400
       Tax: $10,238 (2025)
    Community: Meridian At The Oaks Preserve
    Condo


    Estimated Monthly Payment: $8,102 (change assumption)
    Mortgage ($6,849) + Fees ($400) + Taxes in 2025 ($853)


    Taxes:$10,238

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Brookside Middle


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

    $699,0001077 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


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

    $599,000644 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


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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.