REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search


Displaying: For Sale

Location: Osprey

Property Type(s): Condos

Beds: 2 to 2

Osprey - 12 properties found

Sort:
  • 5100 JESSIE HARBOR DR #304, OSPREY, FL 34229

    $735,00012 Days on yellowkey   MLS ID: A4690942

    For Sale A4690942 - 5100 JESSIE HARBOR DR #304, OSPREY, FL 34229 71 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2143
       Built: 2004   Tax: $6,004 (2025)
    Community: Blackburn Harbor Residences
    Condo


    Estimated Monthly Payment: $4,528 (change assumption)
    Mortgage ($4,027) + Taxes in 2025 ($500)


    Taxes:$6,004

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 4271 EXPEDITION WAY #103, OSPREY, FL 34229

    $290,00024 Days on yellowkey   MLS ID: A4689541

    For Sale A4689541 - 4271 EXPEDITION WAY #103, OSPREY, FL 34229 35 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1135
       Built: 2017   Tax: $3,507 (2025)
    Community: Bay Street Village
    Condo


    Estimated Monthly Payment: $1,881 (change assumption)
    Mortgage ($1,589) + Taxes in 2025 ($292)


    Taxes:$3,507

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


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

    $550,000105 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


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

    $694,00076 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


  • 232 WOODLAND DR #232, OSPREY, FL 34229

    $259,900172 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

    $700,000101 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


  • 244 WOODLAND DR #244, OSPREY, FL 34229

    $200,000200 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


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

    $679,900124 Days on yellowkey   MLS ID: A4676382

    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: $5,223 (change assumption)
    Mortgage ($3,725) + 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


  • 291 HIDDEN BAY DR #102, OSPREY, FL 34229

    $399,00088 Days on yellowkey   MLS ID: A4681398

    5 Days Off yellowkey (back on 4/20/2026)

    For Sale A4681398 - 291 HIDDEN BAY DR #102, OSPREY, FL 34229 58 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1479
       Built: 2000   Tax: $4,266 (2025)
    Community: Hidden Bay / Lake Vista
    Condo


    Estimated Monthly Payment: $2,542 (change assumption)
    Mortgage ($2,186) + Taxes in 2025 ($355)


    Taxes:$4,266

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 4173 FRONTIER LN #4173, OSPREY, FL 34229

    $289,00024 Days on yellowkey   MLS ID: A4689582

    2 Days Off yellowkey (back on 4/15/2026)

    For Sale A4689582 - 4173 FRONTIER LN #4173, OSPREY, FL 34229 51 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1135
       Built: 2019   Tax: $2,478 (2025)
    Community: Bay Street Village
    Condo


    Estimated Monthly Payment: $1,790 (change assumption)
    Mortgage ($1,584) + Taxes in 2025 ($206)


    Taxes:$2,478

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 135 WOODLAND PL, OSPREY, FL 34229

    $269,00035 Days on yellowkey   MLS ID: A4687664

    1 Days Off yellowkey (back on 4/13/2026)

    For Sale A4687664 - 135 WOODLAND PL, OSPREY, FL 34229 82 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1316
       Built: 1979   Tax: $2,660 (2025)
    Community: Pine Run Ii
    Condo


    Estimated Monthly Payment: $1,696 (change assumption)
    Mortgage ($1,474) + Taxes in 2025 ($222)


    Taxes:$2,660

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 4226 FRONTIER LN #103, OSPREY, FL 34229

    $319,00027 Days on yellowkey   MLS ID: A4687965

    For Sale A4687965 - 4226 FRONTIER LN #103, OSPREY, FL 34229 36 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1135
       Built: 2018
    Monthly Fee: $475
       Tax: $3,542 (2025)
    Community: Bay Street Village
    Condo


    Estimated Monthly Payment: $2,518 (change assumption)
    Mortgage ($1,748) + Fees ($475) + Taxes in 2025 ($295)


    Taxes:$3,542

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle






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.