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Homes For Sale in Osprey 34229 - 131 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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  • 570 BLACKBURN POINT RD #43, OSPREY, FL 34229

    $115,000191 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

    $285,00061 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

    $1,489,000149 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

    $579,00017 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

    $515,000263 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

    $795,00047 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

    $1,100,000155 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


  • 101 OSPREY POINT DR, OSPREY, FL 34229

    $4,790,00025 Days on yellowkey   MLS ID: A4694716

    For Sale A4694716 - 101 OSPREY POINT DR, OSPREY, FL 34229 65 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5087
       Built: 1985
    Monthly Fee: $950
       Tax: $12,940 (2025)
    Community: The Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $28,274 (change assumption)
    Mortgage ($26,246) + Fees ($950) + Taxes in 2025 ($1,078)


    Taxes:$12,940

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 393 N POINT RD #401, OSPREY, FL 34229

    $785,00089 Days on yellowkey   MLS ID: A4686928

    0 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $50,000 (6.0%) on 03/31/2026

    For Sale A4686928 - 393 N POINT RD #401, OSPREY, FL 34229 63 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2594
       Built: 2001
    Monthly Fee: $400
       Tax: $5,733 (2025)
    Community: Meridian At The Oaks Preserve
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,179 (change assumption)
    Mortgage ($4,301) + Fees ($400) + Taxes in 2025 ($478)


    Taxes:$5,733

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 320 TROPIC DR, OSPREY, FL 34229

    $195,00040 Days on yellowkey   MLS ID: A4692490

    For Sale A4692490 - 320 TROPIC DR, OSPREY, FL 34229 37 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1199
       Built: 1980
    Monthly Fee: $430
       Tax: $1,983 (2025)
    Community: Arbors
    Manufactured Home


    Estimated Monthly Payment: $1,664 (change assumption)
    Mortgage ($1,068) + Fees ($430) + Taxes in 2025 ($165)


    Taxes:$1,983

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 18 N CASEY KEY RD, OSPREY, FL 34229

    $1,750,000243 Days on yellowkey   MLS ID: A4669083

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

    REDUCED by $250,000 (12.5%) on 05/08/2026

    For Sale A4669083 - 18 N CASEY KEY RD, OSPREY, FL 34229 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1977
       Built: 1973   Tax: $24,015 (2024)
    Community: Casey Key
    Single Family


    Estimated Monthly Payment: $11,590 (change assumption)
    Mortgage ($9,589) + Taxes in 2024 ($2,001)


    Taxes:$24,015

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 4296 EXPEDITION WAY #104, OSPREY, FL 34229

    $299,99021 Days on yellowkey   MLS ID: A4694926

    For Sale A4694926 - 4296 EXPEDITION WAY #104, OSPREY, FL 34229 49 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1135
       Built: 2017   Tax: $3,507 (2025)
    Community: Bay Street Village
    Townhouse


    Estimated Monthly Payment: $1,936 (change assumption)
    Mortgage ($1,644) + Taxes in 2025 ($292)


    Taxes:$3,507

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 352 GLENWOOD AVE, OSPREY, FL 34229

    $417,000396 Days on yellowkey   MLS ID: N6138982

    REDUCED by $12,500 (2.9%) on 05/29/2026

    For Sale N6138982 - 352 GLENWOOD AVE, OSPREY, FL 34229 36 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1300
       Built: 2021   Tax: $4,355 (2024)
    Community: Siesta Rev Resub Of Pt
    Single Family


    Estimated Monthly Payment: $2,648 (change assumption)
    Mortgage ($2,285) + Taxes in 2024 ($363)


    Taxes:$4,355

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 212 WASHINGTON AVE, OSPREY, FL 34229

    $427,00048 Days on yellowkey   MLS ID: O6404307

    0 Days Off yellowkey (back on 5/28/2026)

    For Sale O6404307 - 212 WASHINGTON AVE, OSPREY, FL 34229 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1478
       Built: 1999   Tax: $3,294 (2025)
    Community: Ogburns T B Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,614 (change assumption)
    Mortgage ($2,340) + Taxes in 2025 ($275)


    Taxes:$3,294

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 121 N CASEY KEY RD, OSPREY, FL 34229

    $6,475,000259 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


  • 14021 BELLAGIO WAY #404, OSPREY, FL 34229

    $1,175,00054 Days on yellowkey   MLS ID: N6144070

    REDUCED by $114,000 (8.8%) on 05/28/2026

    For Sale N6144070 - 14021 BELLAGIO WAY #404, OSPREY, FL 34229 77 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: $8,552 (change assumption)
    Mortgage ($6,438) + Fees ($1,644) + Taxes in 2025 ($470)


    Taxes:$5,636

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 293 TURQUOISE LN, OSPREY, FL 34229

    $875,000526 Days on yellowkey   MLS ID: A4633961

    REDUCED by $35,000 (3.8%) on 05/28/2026

    For Sale A4633961 - 293 TURQUOISE LN, OSPREY, FL 34229 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2271
       Built: 2001
    Monthly Fee: $400
       Tax: $7,520 (2024)
    Community: Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,821 (change assumption)
    Mortgage ($4,794) + Fees ($400) + Taxes in 2024 ($627)


    Taxes:$7,520

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2024

    Middle School: Brookside Middle


  • 4429 CONCHFISH LN, OSPREY, FL 34229

    $535,00050 Days on yellowkey   MLS ID: A4689967

    For Sale A4689967 - 4429 CONCHFISH LN, OSPREY, FL 34229 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2004
       Built: 2018
    Monthly Fee: $147
       Tax: $5,968 (2025)
    Community: Palms/Casey Key
    Single Family


    Estimated Monthly Payment: $3,576 (change assumption)
    Mortgage ($2,931) + Fees ($147) + Taxes in 2025 ($497)


    Taxes:$5,968

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 4304 EXPEDITION WAY WAY #105, OSPREY, FL 34229

    $328,000106 Days on yellowkey   MLS ID: N6143250

    REDUCED by $1,000 (0.3%) on 05/20/2026

    For Sale N6143250 - 4304 EXPEDITION WAY WAY #105, OSPREY, FL 34229 77 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1528
       Built: 2018   Tax: $3,781 (2025)
    Community: Bay Street Village
    Condo


    Estimated Monthly Payment: $2,112 (change assumption)
    Mortgage ($1,797) + Taxes in 2025 ($315)


    Taxes:$3,781

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 664 CRANE PRAIRIE WAY, OSPREY, FL 34229

    $875,000120 Days on yellowkey   MLS ID: A4681662

    0 Days Off yellowkey (back on 5/24/2026)

    REDUCED by $12,000 (1.4%) on 05/14/2026

    For Sale A4681662 - 664 CRANE PRAIRIE WAY, OSPREY, FL 34229 63 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2870
       Built: 2003
    Monthly Fee: $437
       Tax: $5,460 (2025)
    Community: Willowbend Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,686 (change assumption)
    Mortgage ($4,794) + Fees ($437) + Taxes in 2025 ($455)


    Taxes:$5,460

    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.