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Displaying: For Sale

Location: Osprey

Property Type(s): Single Family

Price: $1,000,000+

Osprey - 38 properties found

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  • 403 LONGBOW TRL, OSPREY, FL 34229

    $1,095,000219 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


  • 1527 BUOY LN, OSPREY, FL 34229

    $1,165,00078 Days on yellowkey   MLS ID: A4688266

    REDUCED by $34,000 (2.8%) on 06/23/2026

    For Sale A4688266 - 1527 BUOY LN, OSPREY, FL 34229 52 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2830
       Built: 1989
    Monthly Fee: $204
       Tax: $8,555 (2025)
    Community: Southbay Yacht & Racquet Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,300 (change assumption)
    Mortgage ($6,383) + Fees ($204) + Taxes in 2025 ($713)


    Taxes:$8,555

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Venice Area Middle


  • 433 E MACEWEN DR, OSPREY, FL 34229

    $2,189,000176 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


  • 25 SUGAR MILL DR, OSPREY, FL 34229

    $1,489,000153 Days on yellowkey   MLS ID: A4678423

    0 Days Off yellowkey (back on 6/22/2026)

    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


  • 401 WALLS WAY, OSPREY, FL 34229

    $1,775,000145 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


  • 1474 LANDVIEW LN, OSPREY, FL 34229

    $1,475,00011 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

    $1,495,00030 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


  • 180 LOOKOUT POINT DR, OSPREY, FL 34229

    $2,199,900221 Days on yellowkey   MLS ID: A4672222

    REDUCED by $50,000 (2.2%) on 06/03/2026

    For Sale A4672222 - 180 LOOKOUT POINT DR, OSPREY, FL 34229 70 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3236
       Built: 1986
    Monthly Fee: $204
       Tax: $8,750 (2024)
    Community: Southbay Yacht & Racquet Club
    Spa: No

    Single Family


    Estimated Monthly Payment: $12,987 (change assumption)
    Mortgage ($12,054) + Fees ($204) + Taxes in 2024 ($729)


    Taxes:$8,750

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 97 SUGAR MILL DR, OSPREY, FL 34229

    $1,950,00054 Days on yellowkey   MLS ID: A4691789

    For Sale A4691789 - 97 SUGAR MILL DR, OSPREY, FL 34229 61 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 4885
       Built: 1990
    Monthly Fee: $483
       Tax: $16,651 (2025)
    Community: Oaks
    Single Family


    Estimated Monthly Payment: $12,555 (change assumption)
    Mortgage ($10,685) + Fees ($483) + Taxes in 2025 ($1,388)


    Taxes:$16,651

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14401 MASTHEAD DR, OSPREY, FL 34229

    $2,995,000111 Days on yellowkey   MLS ID: A4684834

    REDUCED by $155,000 (4.9%) on 06/12/2026

    For Sale A4684834 - 14401 MASTHEAD DR, OSPREY, FL 34229 96 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2665
       Built: 2017
    Monthly Fee: $643
       Tax: $874 (2025)
    Community: Bayside
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $17,126 (change assumption)
    Mortgage ($16,411) + Fees ($643) + Taxes in 2025 ($73)


    Taxes:$874

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 156 BISHOPS COURT RD, OSPREY, FL 34229

    $1,289,00047 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


  • 360 N POINT RD, OSPREY, FL 34229

    $1,495,00016 Days on yellowkey   MLS ID: A4695959

    For Sale A4695959 - 360 N POINT RD, OSPREY, FL 34229 49 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2913
       Built: 2022
    Monthly Fee: $400
       Tax: $9,588 (2025)
    Community: Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,391 (change assumption)
    Mortgage ($8,192) + Fees ($400) + Taxes in 2025 ($799)


    Taxes:$9,588

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 75 OSPREY POINT DR, OSPREY, FL 34229

    $1,649,00013 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


  • 61 BAYHEAD LN, OSPREY, FL 34229

    $1,185,00070 Days on yellowkey   MLS ID: A4685559

    For Sale A4685559 - 61 BAYHEAD LN, OSPREY, FL 34229 100 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3180
       Built: 1993
    Monthly Fee: $458
       Tax: $4,573 (2025)
    Community: Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,332 (change assumption)
    Mortgage ($6,493) + Fees ($458) + Taxes in 2025 ($381)


    Taxes:$4,573

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 449 WEBBS COVE, OSPREY, FL 34229

    $2,650,00084 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


  • 292 TURQUOISE LN, OSPREY, FL 34229

    $1,050,00029 Days on yellowkey   MLS ID: A4694515

    For Sale A4694515 - 292 TURQUOISE LN, OSPREY, FL 34229 89 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2255
       Built: 2001
    Monthly Fee: $400
       Tax: $6,536 (2025)
    Community: Emerald Woods At Oaks 03 Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,698 (change assumption)
    Mortgage ($5,753) + Fees ($400) + Taxes in 2025 ($545)


    Taxes:$6,536

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 362 MACEWEN DR, OSPREY, FL 34229

    $2,249,000163 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


  • 422 BLUE GARDEN LN, OSPREY, FL 34229

    $1,495,000282 Days on yellowkey   MLS ID: A4664436

    REDUCED by $55,000 (3.5%) on 05/28/2026

    For Sale A4664436 - 422 BLUE GARDEN LN, OSPREY, FL 34229 96 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3872
       Built: 1984
    Monthly Fee: $475
       Tax: $7,339 (2024)
    Community: Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,278 (change assumption)
    Mortgage ($8,192) + Fees ($475) + Taxes in 2024 ($612)


    Taxes:$7,339

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Sarasota Middle


  • 17 BAYHEAD LN, OSPREY, FL 34229

    $1,295,000163 Days on yellowkey   MLS ID: A4676710

    REDUCED by $5,000 (0.4%) on 04/29/2026

    For Sale A4676710 - 17 BAYHEAD LN, OSPREY, FL 34229 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2850
       Built: 1992
    Monthly Fee: $458
       Tax: $6,642 (2024)
    Community: Bishops Court At Oaks Preserve
    Single Family


    Estimated Monthly Payment: $8,107 (change assumption)
    Mortgage ($7,096) + Fees ($458) + Taxes in 2024 ($554)


    Taxes:$6,642

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2024

    Middle School: Brookside Middle


  • 480 ORISKANY CT, OSPREY, FL 34229

    $1,535,000114 Days on yellowkey   MLS ID: A4684136

    REDUCED by $64,000 (4.0%) on 05/12/2026

    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: $9,083 (change assumption)
    Mortgage ($8,411) + 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


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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.