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

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

Sort:
  • 524 SARABAY RD, OSPREY, FL 34229

    $419,000174 Days on yellowkey   MLS ID: A4676179

    For Sale A4676179 - 524 SARABAY RD, OSPREY, FL 34229 41 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1760
       Built: 1956   Tax: $1,926 (2025)
    Community: Bay Acres - Resub
    Single Family


    Estimated Monthly Payment: $2,456 (change assumption)
    Mortgage ($2,296) + Taxes in 2025 ($161)


    Taxes:$1,926

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 120 VILLA DR #120, OSPREY, FL 34229

    $497,000429 Days on yellowkey   MLS ID: N6138441

    REDUCED by $13,000 (2.5%) on 04/25/2026

    For Sale N6138441 - 120 VILLA DR #120, OSPREY, FL 34229 55 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1404
       Built: 1978
    Monthly Fee: $529
       Tax: $5,056 (2025)
    Community: Sorrento Villas 1
    Villa


    Estimated Monthly Payment: $3,674 (change assumption)
    Mortgage ($2,723) + Fees ($529) + Taxes in 2025 ($421)


    Taxes:$5,056

    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


  • 272 FOUR KNOT LN, OSPREY, FL 34229

    $1,095,00036 Days on yellowkey   MLS ID: N6144313

    1 Days Off yellowkey (back on 5/16/2026)

    For Sale N6144313 - 272 FOUR KNOT LN, OSPREY, FL 34229 80 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2723
       Built: 1978
    Monthly Fee: $219
       Tax: $5,738 (2025)
    Community: Southbay Yacht & Racquet Club
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,697 (change assumption)
    Mortgage ($6,000) + Fees ($219) + Taxes in 2025 ($478)


    Taxes:$5,738

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 852 MACEWEN DR, OSPREY, FL 34229

    $2,395,000333 Days on yellowkey   MLS ID: A4659276

    For Sale A4659276 - 852 MACEWEN DR, OSPREY, FL 34229 73 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4519
       Built: 1992
    Monthly Fee: $133
       Tax: $12,855 (2024)
    Community: Oaks 2 Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,327 (change assumption)
    Mortgage ($13,123) + Fees ($133) + Taxes in 2024 ($1,071)


    Taxes:$12,855

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis 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


  • 730 SARABAY RD, OSPREY, FL 34229

    $4,995,000211 Days on yellowkey   MLS ID: A4672618

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

    For Sale A4672618 - 730 SARABAY RD, OSPREY, FL 34229 42 photos

    Bed: 4   Bath: 5.5   Gar: 7
    Liv Area Sq Ft: 6308
       Built: 2011   Tax: $47,200 (2024)
    Community: Sarabay Acres
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $31,303 (change assumption)
    Mortgage ($27,369) + Taxes in 2024 ($3,933)


    Taxes:$47,200

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 186 WINDWARD DR, OSPREY, FL 34229

    $599,900161 Days on yellowkey   MLS ID: N6142087

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

    REDUCED by $49,600 (7.6%) on 05/07/2026

    For Sale N6142087 - 186 WINDWARD DR, OSPREY, FL 34229 93 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2505
       Built: 1983
    Monthly Fee: $204
       Tax: $7,566 (2025)
    Community: Southbay Yacht & Racquet Club
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,122 (change assumption)
    Mortgage ($3,287) + Fees ($204) + Taxes in 2025 ($631)


    Taxes:$7,566

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 447 N SHORE DR, OSPREY, FL 34229

    $499,000105 Days on yellowkey   MLS ID: A4684009

    REDUCED by $16,350 (3.2%) on 05/12/2026

    For Sale A4684009 - 447 N SHORE DR, OSPREY, FL 34229 45 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1874
       Built: 1964   Tax: $4,243 (2025)
    Community: Sorrento Shores
    Single Family


    Estimated Monthly Payment: $3,088 (change assumption)
    Mortgage ($2,734) + Taxes in 2025 ($354)


    Taxes:$4,243

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 1811 HIGHLAND RD, OSPREY, FL 34229

    $417,000230 Days on yellowkey   MLS ID: TB8443161

    REDUCED by $5,000 (1.2%) on 05/12/2026

    For Sale TB8443161 - 1811 HIGHLAND RD, OSPREY, FL 34229 19 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1725
       Built: 1997
    Monthly Fee: $150
       Tax: $4,299 (2024)
    Community: Towns-End Shores
    Spa: No

    Townhouse


    Estimated Monthly Payment: $2,793 (change assumption)
    Mortgage ($2,285) + Fees ($150) + Taxes in 2024 ($358)


    Taxes:$4,299

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 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


  • 222 GLENWOOD AVE, OSPREY, FL 34229

    $275,00043 Days on yellowkey   MLS ID: TB8504427

    0 Days Off yellowkey (back on 5/9/2026)

    For Sale TB8504427 - 222 GLENWOOD AVE, OSPREY, FL 34229 53 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 952
       Built: 1990   Tax: $3,409 (2025)
    Community: Tb Ogburns Add
    Single Family


    Estimated Monthly Payment: $1,791 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($284)


    Taxes:$3,409

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 678 FAITH AVE, OSPREY, FL 34229

    $749,000189 Days on yellowkey   MLS ID: A4674865

    REDUCED by $26,000 (3.4%) on 05/08/2026

    For Sale A4674865 - 678 FAITH AVE, OSPREY, FL 34229 51 photos

    Bed: 3   Bath: 3.0   Gar: 4
    Liv Area Sq Ft: 2583
       Built: 1995   Tax: $5,871 (2025)
    Community: Trinity Acres
    Single Family


    Estimated Monthly Payment: $4,593 (change assumption)
    Mortgage ($4,104) + Taxes in 2025 ($489)


    Taxes:$5,871

    Elementary School: Pine View School

    High School: None

    Tax Year: 2025

    Middle School: Pine View School


  • 570 BLACKBURN POINT RD #LNG42, OSPREY, FL 34229

    $35,900161 Days on yellowkey   MLS ID: A4677438

    REDUCED by $3,100 (7.9%) on 05/06/2026

    For Sale A4677438 - 570 BLACKBURN POINT RD #LNG42, OSPREY, FL 34229 15 photos

    Bed:    Bath: 0.0    Tax: $278 (2025)
    Community: Dry Slips At Bellagio Village
    Dock-Rackominium


    Estimated Monthly Payment: $220 (change assumption)
    Mortgage ($197) + Taxes in 2025 ($23)


    Taxes:$278

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 764 SARABAY RD #8, OSPREY, FL 34229

    $450,000112 Days on yellowkey   MLS ID: A4683747

    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: $1,650
       Tax: $2,936 (2025)
    Community: Heron Bay Club Sec I
    Villa


    Estimated Monthly Payment: $4,360 (change assumption)
    Mortgage ($2,466) + Fees ($1,650) + 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


  • 236 SAINT JAMES PARK, OSPREY, FL 34229

    $2,700,000448 Days on yellowkey   MLS ID: A4644125

    For Sale A4644125 - 236 SAINT JAMES PARK, OSPREY, FL 34229 88 photos

    Bed: 6   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 6246
       Built: 1986
    Monthly Fee: $283
       Tax: $22,433 (2024)
    Community: Oaks 2 Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,947 (change assumption)
    Mortgage ($14,794) + Fees ($283) + Taxes in 2024 ($1,869)


    Taxes:$22,433

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 538 DOVE POINTE DR, OSPREY, FL 34229

    $1,950,000223 Days on yellowkey   MLS ID: A4669491

    For Sale A4669491 - 538 DOVE POINTE DR, OSPREY, FL 34229 75 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4346
       Built: 2002
    Monthly Fee: $133
       Tax: $17,098 (2024)
    Community: Oaks 2 Ph 4-C Pt 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,242 (change assumption)
    Mortgage ($10,685) + Fees ($133) + Taxes in 2024 ($1,425)


    Taxes:$17,098

    Elementary School: Pine View School

    High School: Pine View School

    Tax Year: 2024

    Middle School: Pine View School


  • 600 EAGLE WATCH LN, OSPREY, FL 34229

    $2,195,000240 Days on yellowkey   MLS ID: A4668497

    0 Days Off yellowkey (back on 5/6/2026)

    For Sale A4668497 - 600 EAGLE WATCH LN, OSPREY, FL 34229 91 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3681
       Built: 1992
    Monthly Fee: $133
       Tax: $14,836 (2024)
    Community: Oaks 2 Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,396 (change assumption)
    Mortgage ($12,027) + Fees ($133) + Taxes in 2024 ($1,236)


    Taxes:$14,836

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Sarasota Middle


  • 135 TINA ISLAND DR, OSPREY, FL 34229

    $3,295,00044 Days on yellowkey   MLS ID: A4692366

    For Sale A4692366 - 135 TINA ISLAND DR, OSPREY, FL 34229 47 photos

    Bed: 3   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 2572
       Built: 1965
    Monthly Fee: $10
       Tax: $12,575 (2025)
    Community: Sorrento Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $19,112 (change assumption)
    Mortgage ($18,054) + Fees ($10) + Taxes in 2025 ($1,048)


    Taxes:$12,575

    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.