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Homes For Sale in Osprey 34229 - 129 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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  • 116 WOODLAND PL #116, OSPREY, FL 34229

    $254,90051 Days on yellowkey   MLS ID: A4696616

    REDUCED by $15,000 (5.6%) on 06/23/2026

    For Sale A4696616 - 116 WOODLAND PL #116, OSPREY, FL 34229 45 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1325
       Built: 1979
    Monthly Fee: $820
       Tax: $1,893 (2025)
    Community: Pine Run Ii
    Condo


    Estimated Monthly Payment: $2,374 (change assumption)
    Mortgage ($1,397) + Fees ($820) + Taxes in 2025 ($158)


    Taxes:$1,893

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 4428 CONCHFISH LN, OSPREY, FL 34229

    $548,000409 Days on yellowkey   MLS ID: A4656074

    For Sale A4656074 - 4428 CONCHFISH LN, OSPREY, FL 34229 13 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1861
       Built: 2018
    Monthly Fee: $147
       Tax: $5,936 (2024)
    Community: Palms/Casey Key
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,644 (change assumption)
    Mortgage ($3,003) + Fees ($147) + Taxes in 2024 ($495)


    Taxes:$5,936

    Elementary School: Laurel Nokomis Elementary

    High School: Pine View School

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 89 NAVIGATION CIR, OSPREY, FL 34229

    $320,00071 Days on yellowkey   MLS ID: A4694435

    REDUCED by $25,000 (7.2%) on 06/27/2026

    For Sale A4694435 - 89 NAVIGATION CIR, OSPREY, FL 34229 61 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1449
       Built: 2014   Tax: $3,931 (2025)
    Community: Bay Street Village
    Condo


    Estimated Monthly Payment: $2,081 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($328)


    Taxes:$3,931

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 759 FORDINGBRIDGE WAY, OSPREY, FL 34229

    $715,000107 Days on yellowkey   MLS ID: O6399774

    REDUCED by $34,000 (4.5%) on 07/09/2026

    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: $4,567 (change assumption)
    Mortgage ($3,918) + Fees ($55) + Taxes in 2025 ($594)


    Taxes:$7,129

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 429 PATTERSON AVE, OSPREY, FL 34229

    $449,00036 Days on yellowkey   MLS ID: A4697505

    1 Days Off yellowkey (back on 7/8/2026)

    For Sale A4697505 - 429 PATTERSON AVE, OSPREY, FL 34229 46 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1173
       Built: 1979   Tax: $4,251 (2025)
    Community: Osprey Park 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,814 (change assumption)
    Mortgage ($2,460) + Taxes in 2025 ($354)


    Taxes:$4,251

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: None


  • 121 N CASEY KEY RD, OSPREY, FL 34229

    $6,475,000301 Days on yellowkey   MLS ID: A4667263

    For Sale A4667263 - 121 N CASEY KEY RD, OSPREY, FL 34229 66 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


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

    $694,000165 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


  • OSPREY, FL 34229

    $799,00026 Days on yellowkey   MLS ID: A4699089

    For Sale A4699089 - OSPREY, FL 34229 45 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2607
       Built: 2001
    Monthly Fee: $58
       Tax: $5,777 (2025)
    Community: Park Trace Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,917 (change assumption)
    Mortgage ($4,378) + Fees ($58) + Taxes in 2025 ($481)


    Taxes:$5,777

    Elementary School: Pine View School

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 14021 BELLAGIO WAY #404, OSPREY, FL 34229

    $1,100,00096 Days on yellowkey   MLS ID: N6144070

    REDUCED by $75,000 (6.4%) on 07/07/2026

    For Sale N6144070 - 14021 BELLAGIO WAY #404, OSPREY, FL 34229 70 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2187
       Built: 2006
    Monthly Fee: $1,644
       Tax: $5,636 (2025)
    Community: Villas At Bellagio Harbor Village
    Condo


    Estimated Monthly Payment: $8,141 (change assumption)
    Mortgage ($6,027) + Fees ($1,644) + Taxes in 2025 ($470)


    Taxes:$5,636

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 480 BLACKBURN POINT RD #5, OSPREY, FL 34229

    $249,00030 Days on yellowkey   MLS ID: A4698854

    1 Days Off yellowkey (back on 7/6/2026)

    For Sale A4698854 - 480 BLACKBURN POINT RD #5, OSPREY, FL 34229 5 photos

    Bed:    Bath: 0.0
    Built: 2006
       Tax: $1,092 (2025)
    Community: Wet Slips At Bellagio Harbor Village
    Dock-Rackominium


    Estimated Monthly Payment: $1,455 (change assumption)
    Mortgage ($1,364) + Taxes in 2025 ($91)


    Taxes:$1,092

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1361 NEW FOREST LN, OSPREY, FL 34229

    $535,00099 Days on yellowkey   MLS ID: A4691036

    REDUCED by $10,000 (1.8%) on 07/07/2026

    For Sale A4691036 - 1361 NEW FOREST LN, OSPREY, FL 34229 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2074
       Built: 2002
    Monthly Fee: $292
       Tax: $5,783 (2025)
    Community: Rivendell Woodlands
    Single Family


    Estimated Monthly Payment: $3,705 (change assumption)
    Mortgage ($2,931) + Fees ($292) + Taxes in 2025 ($482)


    Taxes:$5,783

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 409 NORTH POINT RD #401, OSPREY, FL 34229

    $560,000102 Days on yellowkey   MLS ID: A4690812

    REDUCED by $65,000 (10.4%) on 07/07/2026

    For Sale A4690812 - 409 NORTH POINT RD #401, OSPREY, FL 34229 90 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2594
       Built: 2004
    Monthly Fee: $367
       Tax: $6,285 (2025)
    Community: Meridian At The Oaks Preserve
    Spa: No

    Condo


    Estimated Monthly Payment: $3,959 (change assumption)
    Mortgage ($3,068) + Fees ($367) + Taxes in 2025 ($524)


    Taxes:$6,285

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 523 OAK BAY DR, OSPREY, FL 34229

    $540,00050 Days on yellowkey   MLS ID: A4696725

    1 Days Off yellowkey (back on 7/3/2026)

    For Sale A4696725 - 523 OAK BAY DR, OSPREY, FL 34229 97 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2399
       Built: 1998
    Monthly Fee: $25
       Tax: $3,448 (2025)
    Community: Bay Oaks Estates
    Single Family


    Estimated Monthly Payment: $3,271 (change assumption)
    Mortgage ($2,959) + Fees ($25) + Taxes in 2025 ($287)


    Taxes:$3,448

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


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

    $599,000116 Days on yellowkey   MLS ID: C7524397

    4 Days Off yellowkey (back on 6/25/2026)

    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


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

    $35,900205 Days on yellowkey   MLS ID: A4677438

    1 Days Off yellowkey (back on 6/30/2026)

    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


  • 110 WOODLAND PL #110, OSPREY, FL 34229

    $215,00050 Days on yellowkey   MLS ID: A4696738

    REDUCED by $10,000 (4.4%) on 06/26/2026

    For Sale A4696738 - 110 WOODLAND PL #110, OSPREY, FL 34229 50 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1325
       Built: 1979   Tax: $2,840 (2025)
    Community: Pine Run Ii
    Condo


    Estimated Monthly Payment: $1,415 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($237)


    Taxes:$2,840

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 570 BLACKBURN POINT RD #23, OSPREY, FL 34229

    $98,00038 Days on yellowkey   MLS ID: A4697977

    For Sale A4697977 - 570 BLACKBURN POINT RD #23, OSPREY, FL 34229 3 photos

    Bed:    Bath: 0.0
    Built: 2006
       Tax: $378 (2025)
    Community: Dry Slips At Bellagio Village
    Dock-Rackominium


    Estimated Monthly Payment: $568 (change assumption)
    Mortgage ($537) + Taxes in 2025 ($32)


    Taxes:$378

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3603 N POINT RD #702, OSPREY, FL 34229

    $1,395,000519 Days on yellowkey   MLS ID: A4642397

    For Sale A4642397 - 3603 N POINT RD #702, OSPREY, FL 34229 61 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2545
       Built: 2007
    Monthly Fee: $400
       Tax: $10,442 (2024)
    Community: Meridian At The Oaks Preserve
    Spa: No

    Condo


    Estimated Monthly Payment: $8,914 (change assumption)
    Mortgage ($7,644) + Fees ($400) + Taxes in 2024 ($870)


    Taxes:$10,442

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2024

    Middle School: Brookside Middle


  • 156 BISHOPS COURT RD, OSPREY, FL 34229

    $1,289,00085 Days on yellowkey   MLS ID: A4691664

    For Sale A4691664 - 156 BISHOPS COURT RD, OSPREY, FL 34229 84 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3112
       Built: 1990
    Monthly Fee: $858
       Tax: $8,394 (2025)
    Community: Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,620 (change assumption)
    Mortgage ($7,063) + Fees ($858) + Taxes in 2025 ($700)


    Taxes:$8,394

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 854 MACEWEN DR, OSPREY, FL 34229

    $3,640,000286 Days on yellowkey   MLS ID: A4668918

    REDUCED by $50,000 (1.4%) on 06/28/2026

    For Sale A4668918 - 854 MACEWEN DR, OSPREY, FL 34229 70 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: $22,253 (change assumption)
    Mortgage ($19,945) + 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




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.