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Displaying: For Sale

Location: Osprey

Property Type(s): Single Family

Beds: 4 to 4

Osprey - 27 properties found

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  • 472 PARK TRACE BLVD, OSPREY, FL 34229

    $599,000144 Days on yellowkey   MLS ID: A4680326

    REDUCED by $10,000 (1.6%) on 06/23/2026

    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: $3,834 (change assumption)
    Mortgage ($3,282) + 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


  • 433 E MACEWEN DR, OSPREY, FL 34229

    $2,189,000175 Days on yellowkey   MLS ID: A4676505

    REDUCED by $61,000 (2.7%) on 06/23/2026

    For Sale A4676505 - 433 E MACEWEN DR, OSPREY, FL 34229 72 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4012
       Built: 1998
    Monthly Fee: $142
       Tax: $17,426 (2025)
    Community: Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,588 (change assumption)
    Mortgage ($11,994) + Fees ($142) + Taxes in 2025 ($1,452)


    Taxes:$17,426

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 401 WALLS WAY, OSPREY, FL 34229

    $1,775,000144 Days on yellowkey   MLS ID: A4680312

    1 Days Off yellowkey (back on 6/18/2026)

    REDUCED by $25,000 (1.4%) on 05/31/2026

    For Sale A4680312 - 401 WALLS WAY, OSPREY, FL 34229 51 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4387
       Built: 1990
    Monthly Fee: $133
       Tax: $16,158 (2025)
    Community: Oaks 2 Ph 1
    Single Family


    Estimated Monthly Payment: $11,205 (change assumption)
    Mortgage ($9,726) + Fees ($133) + Taxes in 2025 ($1,347)


    Taxes:$16,158

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4424 CONCHFISH LN, OSPREY, FL 34229

    $585,00034 Days on yellowkey   MLS ID: A4691622

    REDUCED by $30,000 (4.9%) on 06/07/2026

    For Sale A4691622 - 4424 CONCHFISH LN, OSPREY, FL 34229 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2370
       Built: 2017
    Monthly Fee: $125
       Tax: $4,467 (2026)
    Community: Palms/Casey Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,703 (change assumption)
    Mortgage ($3,205) + Fees ($125) + Taxes in 2026 ($372)


    Taxes:$4,467

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2026

    Middle School: Sarasota Middle


  • 1474 LANDVIEW LN, OSPREY, FL 34229

    $1,475,00010 Days on yellowkey   MLS ID: A4696853

    For Sale A4696853 - 1474 LANDVIEW LN, OSPREY, FL 34229 74 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3246
       Built: 1977
    Monthly Fee: $219
       Tax: $9,834 (2025)
    Community: Southbay Yacht & Racquet Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,120 (change assumption)
    Mortgage ($8,082) + Fees ($219) + Taxes in 2025 ($820)


    Taxes:$9,834

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 314 S SHORE DR, OSPREY, FL 34229

    $1,495,00029 Days on yellowkey   MLS ID: TB8510971

    REDUCED by $154,000 (9.3%) on 06/01/2026

    For Sale TB8510971 - 314 S SHORE DR, OSPREY, FL 34229 99 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3853
       Built: 1981
    Monthly Fee: $15
       Tax: $8,819 (2025)
    Community: Sorrento Shores Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,941 (change assumption)
    Mortgage ($8,192) + Fees ($15) + Taxes in 2025 ($735)


    Taxes:$8,819

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 4428 CONCHFISH LN, OSPREY, FL 34229

    $548,000370 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


  • 75 OSPREY POINT DR, OSPREY, FL 34229

    $1,649,00012 Days on yellowkey   MLS ID: A4695145

    For Sale A4695145 - 75 OSPREY POINT DR, OSPREY, FL 34229 70 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4001
       Built: 1983
    Monthly Fee: $950
       Tax: $14,636 (2025)
    Community: Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $11,205 (change assumption)
    Mortgage ($9,035) + Fees ($950) + Taxes in 2025 ($1,220)


    Taxes:$14,636

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 403 LONGBOW TRL, OSPREY, FL 34229

    $1,095,000218 Days on yellowkey   MLS ID: A4672081

    For Sale A4672081 - 403 LONGBOW TRL, OSPREY, FL 34229 99 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2770
       Built: 1978
    Monthly Fee: $42
       Tax: $9,020 (2024)
    Community: Pine Ranch
    Single Family


    Estimated Monthly Payment: $6,794 (change assumption)
    Mortgage ($6,000) + Fees ($42) + Taxes in 2024 ($752)


    Taxes:$9,020

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Sarasota Middle


  • 523 OAK BAY DR, OSPREY, FL 34229

    $540,00011 Days on yellowkey   MLS ID: A4696725

    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


  • 449 WEBBS COVE, OSPREY, FL 34229

    $2,650,00083 Days on yellowkey   MLS ID: A4688291

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale A4688291 - 449 WEBBS COVE, OSPREY, FL 34229 97 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 5287
       Built: 2006
    Monthly Fee: $492
       Tax: $10,623 (2025)
    Community: Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,897 (change assumption)
    Mortgage ($14,520) + Fees ($492) + Taxes in 2025 ($885)


    Taxes:$10,623

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 362 MACEWEN DR, OSPREY, FL 34229

    $2,249,000162 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


  • 104 PARK TRACE BLVD, OSPREY, FL 34229

    $550,000197 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


  • 759 FORDINGBRIDGE WAY, OSPREY, FL 34229

    $749,00068 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


  • 101 OSPREY POINT DR, OSPREY, FL 34229

    $4,790,00028 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


  • 49 OSPREY POINT DR, OSPREY, FL 34229

    $2,399,000222 Days on yellowkey   MLS ID: A4671762

    REDUCED by $101,000 (4.0%) on 05/03/2026

    For Sale A4671762 - 49 OSPREY POINT DR, OSPREY, FL 34229 96 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3953
       Built: 1989
    Monthly Fee: $475
       Tax: $14,206 (2024)
    Community: Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,804 (change assumption)
    Mortgage ($13,145) + Fees ($475) + Taxes in 2024 ($1,184)


    Taxes:$14,206

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Sarasota Middle


  • 538 DOVE POINTE DR, OSPREY, FL 34229

    $1,950,000228 Days on yellowkey   MLS ID: A4669491

    For Sale A4669491 - 538 DOVE POINTE DR, OSPREY, FL 34229 75 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4346
       Built: 2002
    Monthly Fee: $133
       Tax: $17,098 (2024)
    Community: Oaks 2 Ph 4-C Pt 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,242 (change assumption)
    Mortgage ($10,685) + Fees ($133) + Taxes in 2024 ($1,425)


    Taxes:$17,098

    Elementary School: Pine View School

    High School: Pine View School

    Tax Year: 2024

    Middle School: Pine View School


  • 854 MACEWEN DR, OSPREY, FL 34229

    $3,690,000247 Days on yellowkey   MLS ID: A4668918

    REDUCED by $100,000 (2.6%) on 05/01/2026

    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: $22,527 (change assumption)
    Mortgage ($20,219) + 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


  • 650 CRANE PRAIRIE WAY, OSPREY, FL 34229

    $799,990141 Days on yellowkey   MLS ID: A4680121

    For Sale A4680121 - 650 CRANE PRAIRIE WAY, OSPREY, FL 34229 64 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3183
       Built: 2005
    Monthly Fee: $427
       Tax: $8,138 (2025)
    Community: Willowbend Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,489 (change assumption)
    Mortgage ($4,383) + Fees ($427) + Taxes in 2025 ($678)


    Taxes:$8,138

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 324 BAYSHORE DR, OSPREY, FL 34229

    $3,995,000119 Days on yellowkey   MLS ID: A4683138

    REDUCED by $255,000 (6.0%) on 04/29/2026

    For Sale A4683138 - 324 BAYSHORE DR, OSPREY, FL 34229 40 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4389
       Built: 2000   Tax: $23,356 (2025)
    Community: Bay Acres - Resub
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $23,836 (change assumption)
    Mortgage ($21,890) + Taxes in 2025 ($1,946)


    Taxes:$23,356

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


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