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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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  • 1337 COPPERWOOD DR, OSPREY, FL 34229

    $550,000198 Days on yellowkey   MLS ID: A4666722

    REDUCED by $19,000 (3.3%) on 04/02/2026

    For Sale A4666722 - 1337 COPPERWOOD DR, OSPREY, FL 34229 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2172
       Built: 2004
    Monthly Fee: $397
       Tax: $4,420 (2025)
    Community: Willowbend Phase 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,779 (change assumption)
    Mortgage ($3,014) + Fees ($397) + Taxes in 2025 ($368)


    Taxes:$4,420

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 4226 FRONTIER LN #103, OSPREY, FL 34229

    $319,0009 Days on yellowkey   MLS ID: A4687965

    For Sale A4687965 - 4226 FRONTIER LN #103, OSPREY, FL 34229 36 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1135
       Built: 2018
    Monthly Fee: $475
       Tax: $3,542 (2025)
    Community: Bay Street Village
    Condo


    Estimated Monthly Payment: $2,518 (change assumption)
    Mortgage ($1,748) + Fees ($475) + Taxes in 2025 ($295)


    Taxes:$3,542

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 140 SUGAR MILL DR, OSPREY, FL 34229

    $1,695,00037 Days on yellowkey   MLS ID: A4684805

    For Sale A4684805 - 140 SUGAR MILL DR, OSPREY, FL 34229 74 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3286
       Built: 1989
    Monthly Fee: $483
       Tax: $12,040 (2025)
    Community: Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,774 (change assumption)
    Mortgage ($9,287) + Fees ($483) + Taxes in 2025 ($1,003)


    Taxes:$12,040

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 7303 JESSIE HARBOR DR #7303, OSPREY, FL 34229

    $474,900281 Days on yellowkey   MLS ID: D6142543

    For Sale D6142543 - 7303 JESSIE HARBOR DR #7303, OSPREY, FL 34229 61 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1883
       Built: 1985   Tax: $4,800 (2024)
    Community: Heron House
    Condo


    Estimated Monthly Payment: $3,002 (change assumption)
    Mortgage ($2,602) + Taxes in 2024 ($400)


    Taxes:$4,800

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 120 VILLA DR #120, OSPREY, FL 34229

    $510,000366 Days on yellowkey   MLS ID: N6138441

    REDUCED by $5,000 (1.0%) on 04/01/2026

    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: $3,745 (change assumption)
    Mortgage ($2,794) + 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


  • 472 PARK TRACE BLVD, OSPREY, FL 34229

    $609,00076 Days on yellowkey   MLS ID: A4680326

    For Sale A4680326 - 472 PARK TRACE BLVD, OSPREY, FL 34229 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2217
       Built: 2002
    Monthly Fee: $58
       Tax: $5,925 (2025)
    Community: Park Trace Estates
    Single Family


    Estimated Monthly Payment: $3,889 (change assumption)
    Mortgage ($3,337) + Fees ($58) + Taxes in 2025 ($494)


    Taxes:$5,925

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 1116 BEACHCOMBER CT #3, OSPREY, FL 34229

    $545,00013 Days on yellowkey   MLS ID: A4688310

    For Sale A4688310 - 1116 BEACHCOMBER CT #3, OSPREY, FL 34229 65 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2040
       Built: 2005
    Monthly Fee: $1,133
       Tax: $5,376 (2025)
    Community: Blackburn Point Marina Village
    Condo


    Estimated Monthly Payment: $4,567 (change assumption)
    Mortgage ($2,986) + Fees ($1,133) + Taxes in 2025 ($448)


    Taxes:$5,376

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 296 PINE RANCH TRL, OSPREY, FL 34229

    $1,250,000327 Days on yellowkey   MLS ID: A4653218

    For Sale A4653218 - 296 PINE RANCH TRL, OSPREY, FL 34229 82 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3481
       Built: 1995   Tax: $5,492 (2024)
    Community: Pine Ranch East
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,307 (change assumption)
    Mortgage ($6,849) + Taxes in 2024 ($458)


    Taxes:$5,492

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Sarasota Middle


  • 107 SORRENTO DR, OSPREY, FL 34229

    $425,00043 Days on yellowkey   MLS ID: N6143210

    REDUCED by $24,000 (5.3%) on 04/12/2026

    For Sale N6143210 - 107 SORRENTO DR, OSPREY, FL 34229 51 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1284
       Built: 1963
    Monthly Fee: $10
       Tax: $2,566 (2025)
    Community: Sorrento Shores
    Single Family


    Estimated Monthly Payment: $2,553 (change assumption)
    Mortgage ($2,329) + Fees ($10) + Taxes in 2025 ($214)


    Taxes:$2,566

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 408 PARK TRACE BLVD, OSPREY, FL 34229

    $625,00042 Days on yellowkey   MLS ID: A4685004

    REDUCED by $5,000 (0.8%) on 04/11/2026

    For Sale A4685004 - 408 PARK TRACE BLVD, OSPREY, FL 34229 34 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1840
       Built: 2003
    Monthly Fee: $54
       Tax: $4,652 (2025)
    Community: Park Trace Estates
    Single Family


    Estimated Monthly Payment: $3,866 (change assumption)
    Mortgage ($3,425) + Fees ($54) + Taxes in 2025 ($388)


    Taxes:$4,652

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 362 MACEWEN DR, OSPREY, FL 34229

    $2,249,00094 Days on yellowkey   MLS ID: A4676567

    For Sale A4676567 - 362 MACEWEN DR, OSPREY, FL 34229 55 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4117
       Built: 1998
    Monthly Fee: $142
       Tax: $10,742 (2025)
    Community: The Oaks
    Single Family


    Estimated Monthly Payment: $13,360 (change assumption)
    Mortgage ($12,323) + Fees ($142) + Taxes in 2025 ($895)


    Taxes:$10,742

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 32 BAY AVE, OSPREY, FL 34229

    $415,000187 Days on yellowkey   MLS ID: N6140978

    2 Days Off yellowkey (back on 4/9/2026)

    For Sale N6140978 - 32 BAY AVE, OSPREY, FL 34229 51 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2148
       Built: 1962
    Monthly Fee: $13
       Tax: $3,612 (2024)
    Community: Bay Acres - Resub
    Single Family


    Estimated Monthly Payment: $2,588 (change assumption)
    Mortgage ($2,274) + Fees ($13) + Taxes in 2024 ($301)


    Taxes:$3,612

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4235 EXPEDITION WAY #102, OSPREY, FL 34229

    $379,90012 Days on yellowkey   MLS ID: N6143716

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale N6143716 - 4235 EXPEDITION WAY #102, OSPREY, FL 34229 71 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1574
       Built: 2016   Tax: $4,410 (2025)
    Community: Bay Street Village
    Condo


    Estimated Monthly Payment: $2,449 (change assumption)
    Mortgage ($2,082) + Taxes in 2025 ($367)


    Taxes:$4,410

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 409 N POINT RD #601, OSPREY, FL 34229

    $1,250,00072 Days on yellowkey   MLS ID: A4679994

    For Sale A4679994 - 409 N POINT RD #601, OSPREY, FL 34229 63 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2594
       Built: 2004
    Monthly Fee: $400
       Tax: $10,238 (2025)
    Community: Meridian At The Oaks Preserve
    Condo


    Estimated Monthly Payment: $8,102 (change assumption)
    Mortgage ($6,849) + Fees ($400) + Taxes in 2025 ($853)


    Taxes:$10,238

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 348 TROPIC DR, OSPREY, FL 34229

    $109,000186 Days on yellowkey   MLS ID: A4668240

    For Sale A4668240 - 348 TROPIC DR, OSPREY, FL 34229 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 864
       Built: 1977
    Monthly Fee: $215
       Tax: $884 (2024)
    Community: Arbors
    Manufactured Home


    Estimated Monthly Payment: $886 (change assumption)
    Mortgage ($597) + Fees ($215) + Taxes in 2024 ($74)


    Taxes:$884

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 385 NORTH POINT RD #701, OSPREY, FL 34229

    $1,399,00051 Days on yellowkey   MLS ID: A4683454

    For Sale A4683454 - 385 NORTH POINT RD #701, OSPREY, FL 34229 97 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2594
       Built: 2000
    Monthly Fee: $400
       Tax: $6,082 (2025)
    Community: Meridan At The Oaks Preserve
    Condo


    Estimated Monthly Payment: $8,572 (change assumption)
    Mortgage ($7,666) + Fees ($400) + Taxes in 2025 ($507)


    Taxes:$6,082

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 819 SHADOW BAY WAY, OSPREY, FL 34229

    $615,00045 Days on yellowkey   MLS ID: N6143162

    REDUCED by $24,000 (3.8%) on 04/08/2026

    For Sale N6143162 - 819 SHADOW BAY WAY, OSPREY, FL 34229 43 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2145
       Built: 2002
    Monthly Fee: $170
       Tax: $6,288 (2024)
    Community: Rivendell
    Single Family


    Estimated Monthly Payment: $4,064 (change assumption)
    Mortgage ($3,370) + Fees ($170) + Taxes in 2024 ($524)


    Taxes:$6,288

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Venice Area Middle


  • 1471 SHOAL WAY, OSPREY, FL 34229

    $1,499,00052 Days on yellowkey   MLS ID: A4683702

    For Sale A4683702 - 1471 SHOAL WAY, OSPREY, FL 34229 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2798
       Built: 1985
    Monthly Fee: $219
       Tax: $6,036 (2025)
    Community: Southbay Yacht & Racquet Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,935 (change assumption)
    Mortgage ($8,213) + Fees ($219) + Taxes in 2025 ($503)


    Taxes:$6,036

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 409 N POINT RD #1001, OSPREY, FL 34229

    $2,750,0009 Days on yellowkey   MLS ID: A4689096

    1 Days Off yellowkey (back on 4/8/2026)

    For Sale A4689096 - 409 N POINT RD #1001, OSPREY, FL 34229 30 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3029
       Built: 2004
    Monthly Fee: $400
       Tax: $16,089 (2025)
    Community: Meridian At The Oaks Preserve
    Spa: Yes

    Condo


    Estimated Monthly Payment: $16,809 (change assumption)
    Mortgage ($15,068) + Fees ($400) + Taxes in 2025 ($1,341)


    Taxes:$16,089

    Elementary School: Pine View School

    High School: Riverview High

    Tax Year: 2025

    Middle School: Pine View School


  • 313 LOOKOUT POINT DR, OSPREY, FL 34229

    $5,999,9999 Days on yellowkey   MLS ID: A4688995

    For Sale A4688995 - 313 LOOKOUT POINT DR, OSPREY, FL 34229 100 photos

    Bed: 4   Bath: 4.5   Gar: 5
    Liv Area Sq Ft: 5337
       Built: 2016   Tax: $20,559 (2025)
    Community: Southbay Yacht & Racquet Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $34,589 (change assumption)
    Mortgage ($32,876) + Taxes in 2025 ($1,713)


    Taxes:$20,559

    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.