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Osprey Condos For Sale - 44 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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  • 51 MACEWEN DR #5, OSPREY, FL 34229

    $235,00040 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


  • 1116 BEACHCOMBER CT #3, OSPREY, FL 34229

    $545,00057 Days on yellowkey   MLS ID: A4688310

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

    For Sale A4688310 - 1116 BEACHCOMBER CT #3, OSPREY, FL 34229 65 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2040
       Built: 2005
    Monthly Fee: $1,133
       Tax: $5,376 (2025)
    Community: Blackburn Point Marina Village
    Condo


    Estimated Monthly Payment: $4,567 (change assumption)
    Mortgage ($2,986) + Fees ($1,133) + Taxes in 2025 ($448)


    Taxes:$5,376

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 51 MACEWEN DR #12, OSPREY, FL 34229

    $275,00025 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

    $694,000102 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

    $235,000127 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


  • 242 HIDDEN BAY DR #603, OSPREY, FL 34229

    $550,000131 Days on yellowkey   MLS ID: C7520107

    0 Days Off yellowkey (back on 4/29/2026)

    For Sale C7520107 - 242 HIDDEN BAY DR #603, OSPREY, FL 34229 72 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1932
       Built: 1999   Tax: $4,840 (2025)
    Community: Hidden Bay
    Condo


    Estimated Monthly Payment: $3,417 (change assumption)
    Mortgage ($3,014) + Taxes in 2025 ($403)


    Taxes:$4,840

    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

    $660,000490 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


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

    $1,100,000134 Days on yellowkey   MLS ID: A4678422

    For Sale A4678422 - 385 N POINT RD #304, OSPREY, FL 34229 62 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2778
       Built: 2000
    Monthly Fee: $400
       Tax: $5,845 (2025)
    Community: Meridian At The Oaks Preserve
    Condo


    Estimated Monthly Payment: $6,914 (change assumption)
    Mortgage ($6,027) + Fees ($400) + Taxes in 2025 ($487)


    Taxes:$5,845

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Brookside Middle


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

    $785,00068 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


  • 232 WOODLAND DR #232, OSPREY, FL 34229

    $259,900198 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


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

    $700,000127 Days on yellowkey   MLS ID: A4678883

    REDUCED by $19,000 (2.6%) on 04/23/2026

    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: $4,462 (change assumption)
    Mortgage ($3,836) + 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


  • 250 HIDDEN BAY DR #301, OSPREY, FL 34229

    $725,000128 Days on yellowkey   MLS ID: A4679278

    For Sale A4679278 - 250 HIDDEN BAY DR #301, OSPREY, FL 34229 58 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2168
       Built: 2017   Tax: $7,792 (2025)
    Community: Edgewater At Hidden Bay
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,622 (change assumption)
    Mortgage ($3,973) + Taxes in 2025 ($649)


    Taxes:$7,792

    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

    $700,00046 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


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

    $625,00039 Days on yellowkey   MLS ID: A4690812

    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: $4,315 (change assumption)
    Mortgage ($3,425) + 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


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

    $1,399,00095 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


  • 51 MAC EWEN DR #14, OSPREY, FL 34229

    $285,00040 Days on yellowkey   MLS ID: A4690371

    For Sale A4690371 - 51 MAC EWEN DR #14, OSPREY, FL 34229 19 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 595
       Built: 1990
    Monthly Fee: $142
       Tax: $2,483 (2026)
    Community: Windsor Lodge At The Oaks
    Condo


    Estimated Monthly Payment: $1,911 (change assumption)
    Mortgage ($1,562) + Fees ($142) + Taxes in 2026 ($207)


    Taxes:$2,483

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2026

    Middle School: Sarasota Middle


  • 7303 JESSIE HARBOR DR #7303, OSPREY, FL 34229

    $474,900325 Days on yellowkey   MLS ID: D6142543

    For Sale D6142543 - 7303 JESSIE HARBOR DR #7303, OSPREY, FL 34229 61 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1883
       Built: 1985   Tax: $4,800 (2024)
    Community: Heron House
    Condo


    Estimated Monthly Payment: $3,002 (change assumption)
    Mortgage ($2,602) + Taxes in 2024 ($400)


    Taxes:$4,800

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $1,250,000116 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


  • 409 N POINT RD #1001, OSPREY, FL 34229

    $2,750,00053 Days on yellowkey   MLS ID: A4689096

    1 Days Off yellowkey (back on 4/8/2026)

    For Sale A4689096 - 409 N POINT RD #1001, OSPREY, FL 34229 30 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3029
       Built: 2004
    Monthly Fee: $400
       Tax: $16,089 (2025)
    Community: Meridian At The Oaks Preserve
    Spa: Yes

    Condo


    Estimated Monthly Payment: $16,809 (change assumption)
    Mortgage ($15,068) + Fees ($400) + Taxes in 2025 ($1,341)


    Taxes:$16,089

    Elementary School: Pine View School

    High School: Riverview High

    Tax Year: 2025

    Middle School: Pine View School


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

    $699,0001058 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


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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.