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Homes For Sale in Osprey 34229 - 123 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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  • 1811 HIGHLAND RD, OSPREY, FL 34229

    $422,000167 Days on yellowkey   MLS ID: TB8443161

    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: $2,821 (change assumption)
    Mortgage ($2,312) + Fees ($150) + Taxes in 2024 ($358)


    Taxes:$4,299

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1019 SCHERER WAY, OSPREY, FL 34229

    $735,000103 Days on yellowkey   MLS ID: N6142144

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

    For Sale N6142144 - 1019 SCHERER WAY, OSPREY, FL 34229 56 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2498
       Built: 2004
    Monthly Fee: $120
       Tax: $6,107 (2025)
    Community: Rivendell The Woodlands
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,656 (change assumption)
    Mortgage ($4,027) + Fees ($120) + Taxes in 2025 ($509)


    Taxes:$6,107

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 75 OSPREY POINT DR, OSPREY, FL 34229

    $1,695,000148 Days on yellowkey   MLS ID: A4672439

    For Sale A4672439 - 75 OSPREY POINT DR, OSPREY, FL 34229 92 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4001
       Built: 1983
    Monthly Fee: $967
       Tax: $14,229 (2024)
    Community: Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $11,440 (change assumption)
    Mortgage ($9,287) + Fees ($967) + Taxes in 2024 ($1,186)


    Taxes:$14,229

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 570 BLACKBURN POINT RD #35, OSPREY, FL 34229

    $99,50019 Days on yellowkey   MLS ID: A4687906

    0 Days Off yellowkey (back on 4/14/2026)

    For Sale A4687906 - 570 BLACKBURN POINT RD #35, OSPREY, FL 34229 5 photos

    Bed:    Bath: 0.0
    Monthly Fee: $391
       Tax: $402 (2025)
    Community: Dry Slips At Bellagio Village
    Dock-Rackominium


    Estimated Monthly Payment: $970 (change assumption)
    Mortgage ($545) + Fees ($391) + Taxes in 2025 ($33)


    Taxes:$402

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 312 YACHT HARBOR DR, OSPREY, FL 34229

    $1,995,000195 Days on yellowkey   MLS ID: A4667293

    For Sale A4667293 - 312 YACHT HARBOR DR, OSPREY, FL 34229 69 photos

    Bed: 3   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 2572
       Built: 1978
    Monthly Fee: $219
       Tax: $14,066 (2024)
    Community: Southbay Yacht & Racquet Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,322 (change assumption)
    Mortgage ($10,931) + Fees ($219) + Taxes in 2024 ($1,172)


    Taxes:$14,066

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Sarasota Middle


  • 730 SARABAY RD, OSPREY, FL 34229

    $4,995,000148 Days on yellowkey   MLS ID: A4672618

    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


  • 522 LUMINARY BLVD, OSPREY, FL 34229

    $647,00069 Days on yellowkey   MLS ID: A4676528

    For Sale A4676528 - 522 LUMINARY BLVD, OSPREY, FL 34229 53 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2320
       Built: 2005
    Monthly Fee: $420
       Tax: $4,456 (2025)
    Community: Willowbend Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,336 (change assumption)
    Mortgage ($3,545) + Fees ($420) + Taxes in 2025 ($371)


    Taxes:$4,456

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 121 N CASEY KEY RD, OSPREY, FL 34229

    $6,475,000194 Days on yellowkey   MLS ID: A4667263

    For Sale A4667263 - 121 N CASEY KEY RD, OSPREY, FL 34229 65 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 4096
       Built: 1969
    Monthly Fee: $33
       Tax: $37,172 (2024)
    Community: Casey Key
    Spa: No

    Single Family


    Estimated Monthly Payment: $38,609 (change assumption)
    Mortgage ($35,479) + Fees ($33) + Taxes in 2024 ($3,098)


    Taxes:$37,172

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 228 SAINT JAMES PARK, OSPREY, FL 34229

    $1,695,00027 Days on yellowkey   MLS ID: A4686681

    For Sale A4686681 - 228 SAINT JAMES PARK, OSPREY, FL 34229 100 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2425
       Built: 1997
    Monthly Fee: $142
       Tax: $10,787 (2025)
    Community: Oaks 2 Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,328 (change assumption)
    Mortgage ($9,287) + Fees ($142) + Taxes in 2025 ($899)


    Taxes:$10,787

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 76 OSPREY POINT DR, OSPREY, FL 34229

    $1,590,000143 Days on yellowkey   MLS ID: A4672843

    For Sale A4672843 - 76 OSPREY POINT DR, OSPREY, FL 34229 66 photos

    Bed: 3   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4364
       Built: 1986
    Monthly Fee: $475
       Tax: $13,509 (2024)
    Community: Oaks Bayside
    Single Family


    Estimated Monthly Payment: $10,313 (change assumption)
    Mortgage ($8,712) + Fees ($475) + Taxes in 2024 ($1,126)


    Taxes:$13,509

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Sarasota Middle


  • 120 CANDYCE DR, OSPREY, FL 34229

    $650,000162 Days on yellowkey   MLS ID: A4667108

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

    For Sale A4667108 - 120 CANDYCE DR, OSPREY, FL 34229 23 photos

    Bed: 3   Bath: 2.0   Gar: 4
    Liv Area Sq Ft: 2103
       Built: 1962   Tax: $10,123 (2024)
    Community: Sorrento Shores
    Single Family


    Estimated Monthly Payment: $4,405 (change assumption)
    Mortgage ($3,562) + Taxes in 2024 ($844)


    Taxes:$10,123

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 135 WOODLAND PL, OSPREY, FL 34229

    $269,00017 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


  • 232 WOODLAND DR #232, OSPREY, FL 34229

    $264,900154 Days on yellowkey   MLS ID: A4671600

    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: $1,635 (change assumption)
    Mortgage ($1,451) + 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


  • 1602 SOUTHBAY DR, OSPREY, FL 34229

    $974,900212 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


  • 854 MACEWEN DR, OSPREY, FL 34229

    $3,790,000179 Days on yellowkey   MLS ID: A4668918

    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: $23,075 (change assumption)
    Mortgage ($20,767) + 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


  • 1202 JESSIE HARBOR DR #1204, OSPREY, FL 34229

    $599,0009 Days on yellowkey   MLS ID: C7524397

    For Sale C7524397 - 1202 JESSIE HARBOR DR #1204, OSPREY, FL 34229 49 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2006
       Built: 2004
    Monthly Fee: $980
       Tax: $6,502 (2025)
    Community: Blackburn Harbor Waterfront Vi
    Condo


    Estimated Monthly Payment: $4,804 (change assumption)
    Mortgage ($3,282) + Fees ($980) + Taxes in 2025 ($542)


    Taxes:$6,502

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 480 ORISKANY CT, OSPREY, FL 34229

    $1,599,00045 Days on yellowkey   MLS ID: A4684136

    REDUCED by $96,000 (5.7%) on 04/12/2026

    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: $9,434 (change assumption)
    Mortgage ($8,761) + 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


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

    $725,00084 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


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

    $679,900106 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


  • 1486 LANDVIEW LN, OSPREY, FL 34229

    $850,000156 Days on yellowkey   MLS ID: D6144630

    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




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.