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Homes For Sale in Osprey 34229 - 133 homes

34229 zip code is located in Sarasota County, Florida. Find homes for sale in Osprey 34229 from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Osprey 34229 homes for sale.

Location: Osprey , 34229

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  • 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


  • 184 EXPLORER DR, OSPREY, FL 34229

    $294,90046 Days on yellowkey   MLS ID: A4692249

    For Sale A4692249 - 184 EXPLORER DR, OSPREY, FL 34229 30 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1244
       Built: 2016
    Monthly Fee: $475
       Tax: $3,474 (2025)
    Community: Bay Street Village
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,380 (change assumption)
    Mortgage ($1,616) + Fees ($475) + Taxes in 2025 ($289)


    Taxes:$3,474

    Elementary School: Pine View School

    High School: Pine View School

    Tax Year: 2025

    Middle School: Pine View School


  • 1486 LANDVIEW LN, OSPREY, FL 34229

    $850,000219 Days on yellowkey   MLS ID: D6144630

    0 Days Off yellowkey (back on 5/3/2026)

    For Sale D6144630 - 1486 LANDVIEW LN, OSPREY, FL 34229 78 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1869
       Built: 1977
    Monthly Fee: $204
       Tax: $7,488 (2025)
    Community: Southbay Yacht & Racquet Club
    Single Family


    Estimated Monthly Payment: $5,485 (change assumption)
    Mortgage ($4,657) + Fees ($204) + Taxes in 2025 ($624)


    Taxes:$7,488

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis 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


  • 107 SORRENTO DR, OSPREY, FL 34229

    $425,000106 Days on yellowkey   MLS ID: N6143210

    REDUCED by $24,000 (5.3%) on 04/12/2026

    For Sale N6143210 - 107 SORRENTO DR, OSPREY, FL 34229 51 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1284
       Built: 1963
    Monthly Fee: $10
       Tax: $2,566 (2025)
    Community: Sorrento Shores
    Single Family


    Estimated Monthly Payment: $2,553 (change assumption)
    Mortgage ($2,329) + Fees ($10) + Taxes in 2025 ($214)


    Taxes:$2,566

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 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


  • 854 MACEWEN DR, OSPREY, FL 34229

    $3,690,000242 Days on yellowkey   MLS ID: A4668918

    REDUCED by $100,000 (2.6%) on 05/01/2026

    For Sale A4668918 - 854 MACEWEN DR, OSPREY, FL 34229 69 photos

    Bed: 4   Bath: 5.0   Gar: 4
    Liv Area Sq Ft: 9081
       Built: 2003
    Monthly Fee: $133
       Tax: $26,109 (2024)
    Community: Oaks 2 Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $22,527 (change assumption)
    Mortgage ($20,219) + Fees ($133) + Taxes in 2024 ($2,176)


    Taxes:$26,109

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 650 CRANE PRAIRIE WAY, OSPREY, FL 34229

    $799,990136 Days on yellowkey   MLS ID: A4680121

    For Sale A4680121 - 650 CRANE PRAIRIE WAY, OSPREY, FL 34229 64 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3183
       Built: 2005
    Monthly Fee: $427
       Tax: $8,138 (2025)
    Community: Willowbend Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,489 (change assumption)
    Mortgage ($4,383) + Fees ($427) + Taxes in 2025 ($678)


    Taxes:$8,138

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 324 BAYSHORE DR, OSPREY, FL 34229

    $3,995,000114 Days on yellowkey   MLS ID: A4683138

    REDUCED by $255,000 (6.0%) on 04/29/2026

    For Sale A4683138 - 324 BAYSHORE DR, OSPREY, FL 34229 40 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4389
       Built: 2000   Tax: $23,356 (2025)
    Community: Bay Acres - Resub
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $23,836 (change assumption)
    Mortgage ($21,890) + Taxes in 2025 ($1,946)


    Taxes:$23,356

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis 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


  • 909 MACEWEN DR, OSPREY, FL 34229

    $1,595,000643 Days on yellowkey   MLS ID: A4621683

    For Sale A4621683 - 909 MACEWEN DR, OSPREY, FL 34229 62 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4241
       Built: 1991
    Monthly Fee: $133
       Tax: $9,867 (2023)
    Community: Oaks 2 Phase 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,695 (change assumption)
    Mortgage ($8,740) + Fees ($133) + Taxes in 2023 ($822)


    Taxes:$9,867

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2023

    Middle School: Laurel Nokomis Middle


  • 348 TROPIC DR, OSPREY, FL 34229

    $109,900249 Days on yellowkey   MLS ID: A4668240

    INCREASED by $900 (0.8%) on 04/28/2026

    For Sale A4668240 - 348 TROPIC DR, OSPREY, FL 34229 34 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 864
       Built: 1977
    Monthly Fee: $215
       Tax: $884 (2024)
    Community: Arbors
    Manufactured Home


    Estimated Monthly Payment: $891 (change assumption)
    Mortgage ($602) + Fees ($215) + Taxes in 2024 ($74)


    Taxes:$884

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 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


  • 113 BURNEY RD, OSPREY, FL 34229

    $999,50056 Days on yellowkey   MLS ID: A4690672

    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


  • 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


  • 313 LOOKOUT POINT DR, OSPREY, FL 34229

    $5,999,99972 Days on yellowkey   MLS ID: A4688995

    For Sale A4688995 - 313 LOOKOUT POINT DR, OSPREY, FL 34229 100 photos

    Bed: 4   Bath: 4.5   Gar: 5
    Liv Area Sq Ft: 5337
       Built: 2016
    Monthly Fee: $219
       Tax: $20,559 (2025)
    Community: Southbay Yacht & Racquet Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $34,808 (change assumption)
    Mortgage ($32,876) + Fees ($219) + Taxes in 2025 ($1,713)


    Taxes:$20,559

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 33 BISHOPS COURT RD #118, OSPREY, FL 34229

    $679,000152 Days on yellowkey   MLS ID: A4678425

    For Sale A4678425 - 33 BISHOPS COURT RD #118, OSPREY, FL 34229 69 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1890
       Built: 1984
    Monthly Fee: $400
       Tax: $3,750 (2025)
    Community: Oaks
    Spa: No

    Townhouse


    Estimated Monthly Payment: $4,433 (change assumption)
    Mortgage ($3,720) + Fees ($400) + Taxes in 2025 ($312)


    Taxes:$3,750

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Brookside Middle


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

    $1,399,000114 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


  • 1602 SOUTHBAY DR, OSPREY, FL 34229

    $974,900275 Days on yellowkey   MLS ID: A4665288

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

    For Sale A4665288 - 1602 SOUTHBAY DR, OSPREY, FL 34229 56 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2980
       Built: 1986
    Monthly Fee: $204
       Tax: $9,955 (2024)
    Community: Southbay Yacht & Racquet Club
    Single Family


    Estimated Monthly Payment: $6,375 (change assumption)
    Mortgage ($5,342) + Fees ($204) + Taxes in 2024 ($830)


    Taxes:$9,955

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 472 PARK TRACE BLVD, OSPREY, FL 34229

    $609,000139 Days on yellowkey   MLS ID: A4680326

    For Sale A4680326 - 472 PARK TRACE BLVD, OSPREY, FL 34229 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2217
       Built: 2002
    Monthly Fee: $58
       Tax: $5,925 (2025)
    Community: Park Trace Estates
    Single Family


    Estimated Monthly Payment: $3,889 (change assumption)
    Mortgage ($3,337) + Fees ($58) + Taxes in 2025 ($494)


    Taxes:$5,925

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle




Why Bother Searching Elsewhere for 34229 Homes for Sale and Other Osprey Real Estate?

34229, Osprey home, townhome, condo, villa, and other listing rental 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 the 34229 zip code. You can use our website to view Multiple Listing Service (MLS) data on 34229, 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 34229, 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.