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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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  • 422 BLUE GARDEN LN, OSPREY, FL 34229

    $1,495,000276 Days on yellowkey   MLS ID: A4664436

    REDUCED by $55,000 (3.5%) on 05/28/2026

    For Sale A4664436 - 422 BLUE GARDEN LN, OSPREY, FL 34229 96 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3872
       Built: 1984
    Monthly Fee: $475
       Tax: $7,339 (2024)
    Community: Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,278 (change assumption)
    Mortgage ($8,192) + Fees ($475) + Taxes in 2024 ($612)


    Taxes:$7,339

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Sarasota Middle


  • 17 BAYHEAD LN, OSPREY, FL 34229

    $1,295,000157 Days on yellowkey   MLS ID: A4676710

    REDUCED by $5,000 (0.4%) on 04/29/2026

    For Sale A4676710 - 17 BAYHEAD LN, OSPREY, FL 34229 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2850
       Built: 1992
    Monthly Fee: $458
       Tax: $6,642 (2024)
    Community: Bishops Court At Oaks Preserve
    Single Family


    Estimated Monthly Payment: $8,107 (change assumption)
    Mortgage ($7,096) + Fees ($458) + Taxes in 2024 ($554)


    Taxes:$6,642

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2024

    Middle School: Brookside Middle


  • 110 PINE AVE, OSPREY, FL 34229

    $649,000439 Days on yellowkey   MLS ID: A4646339

    REDUCED by $50,000 (7.2%) on 06/09/2026

    For Sale A4646339 - 110 PINE AVE, OSPREY, FL 34229 11 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2058
       Built: 1977   Tax: $5,908 (2024)
    Community: Saunders V A Resub
    Single Family


    Estimated Monthly Payment: $4,048 (change assumption)
    Mortgage ($3,556) + Taxes in 2024 ($492)


    Taxes:$5,908

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 480 ORISKANY CT, OSPREY, FL 34229

    $1,535,000108 Days on yellowkey   MLS ID: A4684136

    REDUCED by $64,000 (4.0%) on 05/12/2026

    For Sale A4684136 - 480 ORISKANY CT, OSPREY, FL 34229 100 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3208
       Built: 1999
    Monthly Fee: $142
       Tax: $6,365 (2024)
    Community: The Oaks Club
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,083 (change assumption)
    Mortgage ($8,411) + Fees ($142) + Taxes in 2024 ($530)


    Taxes:$6,365

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Sarasota Middle


  • 6100 JESSIE HARBOR DR #202, OSPREY, FL 34229

    $850,00046 Days on yellowkey   MLS ID: A4690969

    For Sale A4690969 - 6100 JESSIE HARBOR DR #202, OSPREY, FL 34229 83 photos

    Bed: 3   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 3771
       Built: 2005
    Monthly Fee: $1,101
       Tax: $8,698 (2025)
    Community: Blackburn Harbor Residences
    Condo


    Estimated Monthly Payment: $6,483 (change assumption)
    Mortgage ($4,657) + Fees ($1,101) + Taxes in 2025 ($725)


    Taxes:$8,698

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1140 BEACHCOMBER CT #11, OSPREY, FL 34229

    $525,000114 Days on yellowkey   MLS ID: A4683755

    For Sale A4683755 - 1140 BEACHCOMBER CT #11, OSPREY, FL 34229 52 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2040
       Built: 2005   Tax: $5,401 (2025)
    Community: Blackburn Point Marina Village
    Condo


    Estimated Monthly Payment: $3,327 (change assumption)
    Mortgage ($2,877) + Taxes in 2025 ($450)


    Taxes:$5,401

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 1801 HIGHLAND RD, OSPREY, FL 34229

    $289,900275 Days on yellowkey   MLS ID: N6140508

    REDUCED by $10,000 (3.3%) on 06/03/2026

    For Sale N6140508 - 1801 HIGHLAND RD, OSPREY, FL 34229 41 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1165
       Built: 1999
    Monthly Fee: $150
       Tax: $2,578 (2025)
    Community: Towns-End Shores
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,953 (change assumption)
    Mortgage ($1,588) + Fees ($150) + Taxes in 2025 ($215)


    Taxes:$2,578

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 180 LOOKOUT POINT DR, OSPREY, FL 34229

    $2,199,900215 Days on yellowkey   MLS ID: A4672222

    REDUCED by $50,000 (2.2%) on 06/03/2026

    For Sale A4672222 - 180 LOOKOUT POINT DR, OSPREY, FL 34229 70 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3236
       Built: 1986
    Monthly Fee: $204
       Tax: $8,750 (2024)
    Community: Southbay Yacht & Racquet Club
    Spa: No

    Single Family


    Estimated Monthly Payment: $12,987 (change assumption)
    Mortgage ($12,054) + Fees ($204) + Taxes in 2024 ($729)


    Taxes:$8,750

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 104 PARK TRACE BLVD, OSPREY, FL 34229

    $550,000192 Days on yellowkey   MLS ID: A4674221

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

    REDUCED by $25,000 (4.3%) on 05/20/2026

    For Sale A4674221 - 104 PARK TRACE BLVD, OSPREY, FL 34229 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2557
       Built: 2002
    Monthly Fee: $58
       Tax: $7,427 (2024)
    Community: Park Trace Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,691 (change assumption)
    Mortgage ($3,014) + Fees ($58) + Taxes in 2024 ($619)


    Taxes:$7,427

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 365 S SHORE DR, OSPREY, FL 34229

    $1,349,000168 Days on yellowkey   MLS ID: N6142101

    REDUCED by $31,000 (2.2%) on 05/02/2026

    For Sale N6142101 - 365 S SHORE DR, OSPREY, FL 34229 95 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1824
       Built: 1968   Tax: $7,804 (2025)
    Community: Sorrento Shores
    Single Family


    Estimated Monthly Payment: $8,042 (change assumption)
    Mortgage ($7,392) + Taxes in 2025 ($650)


    Taxes:$7,804

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 393 N POINT RD #604, OSPREY, FL 34229

    $795,000501 Days on yellowkey   MLS ID: A4638035

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

    For Sale A4638035 - 393 N POINT RD #604, OSPREY, FL 34229 92 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2778
       Built: 2001
    Monthly Fee: $367
       Tax: $9,625 (2024)
    Community: Meridian At The Oaks Preserve
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,525 (change assumption)
    Mortgage ($4,356) + Fees ($367) + Taxes in 2024 ($802)


    Taxes:$9,625

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2024

    Middle School: Brookside Middle


  • 759 FORDINGBRIDGE WAY, OSPREY, FL 34229

    $749,00063 Days on yellowkey   MLS ID: O6399774

    REDUCED by $21,000 (2.7%) on 06/05/2026

    For Sale O6399774 - 759 FORDINGBRIDGE WAY, OSPREY, FL 34229 51 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2950
       Built: 2002
    Monthly Fee: $55
       Tax: $7,129 (2025)
    Community: Rivendell Woodlands
    Single Family


    Estimated Monthly Payment: $4,753 (change assumption)
    Mortgage ($4,104) + Fees ($55) + Taxes in 2025 ($594)


    Taxes:$7,129

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 570 BLACKBURN POINT RD #13, OSPREY, FL 34229

    $109,000190 Days on yellowkey   MLS ID: A4674344

    For Sale A4674344 - 570 BLACKBURN POINT RD #13, OSPREY, FL 34229 4 photos

    Bed:    Bath: 0.0    Tax: $644 (2024)
    Community: Dry Slips At Bellagio Village
    Dock-Rackominium


    Estimated Monthly Payment: $651 (change assumption)
    Mortgage ($597) + Taxes in 2024 ($54)


    Taxes:$644

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 570 BLACKBURN POINT RD #43, OSPREY, FL 34229

    $115,000189 Days on yellowkey   MLS ID: A4672823

    For Sale A4672823 - 570 BLACKBURN POINT RD #43, OSPREY, FL 34229 4 photos

    Bed:    Bath: 0.0
    Monthly Fee: $414
       Tax: $620 (2024)
    Community: Dry Slips At Bellagio Village
    Dock-Rackominium


    Estimated Monthly Payment: $1,096 (change assumption)
    Mortgage ($630) + Fees ($414) + Taxes in 2024 ($52)


    Taxes:$620

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $285,00059 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: 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


  • 25 SUGAR MILL DR, OSPREY, FL 34229

    $1,489,000147 Days on yellowkey   MLS ID: A4678423

    REDUCED by $61,000 (3.9%) on 06/04/2026

    For Sale A4678423 - 25 SUGAR MILL DR, OSPREY, FL 34229 74 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3066
       Built: 1998
    Monthly Fee: $483
       Tax: $7,845 (2025)
    Community: Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,295 (change assumption)
    Mortgage ($8,159) + Fees ($483) + Taxes in 2025 ($654)


    Taxes:$7,845

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 1367 THORNAPPLE DR, OSPREY, FL 34229

    $579,00015 Days on yellowkey   MLS ID: A4695210

    For Sale A4695210 - 1367 THORNAPPLE DR, OSPREY, FL 34229 60 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2182
       Built: 2003
    Monthly Fee: $397
       Tax: $5,745 (2025)
    Community: Willowbend Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,048 (change assumption)
    Mortgage ($3,173) + Fees ($397) + Taxes in 2025 ($479)


    Taxes:$5,745

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 742 HARMS DR, OSPREY, FL 34229

    $515,000261 Days on yellowkey   MLS ID: A4666421

    For Sale A4666421 - 742 HARMS DR, OSPREY, FL 34229 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1293
       Built: 1981   Tax: $5,620 (2024)
    Community: Harms Sub
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,290 (change assumption)
    Mortgage ($2,822) + Taxes in 2024 ($468)


    Taxes:$5,620

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 127 PARK TRACE BLVD, OSPREY, FL 34229

    $795,00045 Days on yellowkey   MLS ID: A4692408

    1 Days Off yellowkey (back on 5/22/2026)

    For Sale A4692408 - 127 PARK TRACE BLVD, OSPREY, FL 34229 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2463
       Built: 2003   Tax: $4,379 (2025)
    Community: Park Trace Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,721 (change assumption)
    Mortgage ($4,356) + Taxes in 2025 ($365)


    Taxes:$4,379

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


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

    $1,100,000153 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




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.