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Displaying: For Sale

Location: Osprey

Property Type(s): Single Family

Beds: 3 to 3

Osprey - 42 properties found

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  • 1337 COPPERWOOD DR, OSPREY, FL 34229

    $550,000216 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


  • 1361 NEW FOREST LN, OSPREY, FL 34229

    $550,00010 Days on yellowkey   MLS ID: A4691036

    For Sale A4691036 - 1361 NEW FOREST LN, OSPREY, FL 34229 39 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: $3,788 (change assumption)
    Mortgage ($3,014) + 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


  • 408 PARK TRACE BLVD, OSPREY, FL 34229

    $615,00060 Days on yellowkey   MLS ID: A4685004

    REDUCED by $10,000 (1.6%) on 04/24/2026

    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: $3,811 (change assumption)
    Mortgage ($3,370) + Fees ($54) + Taxes in 2025 ($388)


    Taxes:$4,652

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 365 S SHORE DR, OSPREY, FL 34229

    $1,349,000123 Days on yellowkey   MLS ID: N6142101

    REDUCED by $31,000 (2.2%) on 05/02/2026

    For Sale N6142101 - 365 S SHORE DR, OSPREY, FL 34229 95 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1824
       Built: 1968   Tax: $7,804 (2025)
    Community: Sorrento Shores
    Single Family


    Estimated Monthly Payment: $8,042 (change assumption)
    Mortgage ($7,392) + Taxes in 2025 ($650)


    Taxes:$7,804

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 4429 CONCHFISH LN, OSPREY, FL 34229

    $535,0003 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


  • 14401 MASTHEAD DR, OSPREY, FL 34229

    $3,150,00060 Days on yellowkey   MLS ID: A4684834

    REDUCED by $100,000 (3.1%) on 05/01/2026

    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: $17,976 (change assumption)
    Mortgage ($17,260) + 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


  • 422 BLUE GARDEN LN, OSPREY, FL 34229

    $1,550,000231 Days on yellowkey   MLS ID: A4664436

    REDUCED by $50,000 (3.1%) on 05/01/2026

    For Sale A4664436 - 422 BLUE GARDEN LN, OSPREY, FL 34229 100 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: $9,580 (change assumption)
    Mortgage ($8,493) + 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


  • 562 OAK BAY DR, OSPREY, FL 34229

    $560,0007 Days on yellowkey   MLS ID: A4690387

    For Sale A4690387 - 562 OAK BAY DR, OSPREY, FL 34229 79 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2414
       Built: 1995
    Monthly Fee: $25
       Tax: $3,524 (2025)
    Community: Bay Oaks Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,387 (change assumption)
    Mortgage ($3,068) + Fees ($25) + Taxes in 2025 ($294)


    Taxes:$3,524

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 664 CRANE PRAIRIE WAY, OSPREY, FL 34229

    $887,00073 Days on yellowkey   MLS ID: A4681662

    REDUCED by $10,000 (1.1%) on 04/08/2026

    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: $5,752 (change assumption)
    Mortgage ($4,860) + 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


  • 293 TURQUOISE LN, OSPREY, FL 34229

    $910,000479 Days on yellowkey   MLS ID: A4633961

    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: $6,013 (change assumption)
    Mortgage ($4,986) + 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


  • 522 LUMINARY BLVD, OSPREY, FL 34229

    $639,00087 Days on yellowkey   MLS ID: A4676528

    REDUCED by $8,000 (1.2%) on 04/30/2026

    For Sale A4676528 - 522 LUMINARY BLVD, OSPREY, FL 34229 53 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2320
       Built: 2005
    Monthly Fee: $420
       Tax: $4,456 (2025)
    Community: Willowbend Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,293 (change assumption)
    Mortgage ($3,501) + Fees ($420) + Taxes in 2025 ($371)


    Taxes:$4,456

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 352 GLENWOOD AVE, OSPREY, FL 34229

    $429,500349 Days on yellowkey   MLS ID: N6138982

    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: $2,716 (change assumption)
    Mortgage ($2,353) + Taxes in 2024 ($363)


    Taxes:$4,355

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 17 BAYHEAD LN, OSPREY, FL 34229

    $1,295,000112 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


  • 909 MACEWEN DR, OSPREY, FL 34229

    $1,595,000598 Days on yellowkey   MLS ID: A4621683

    For Sale A4621683 - 909 MACEWEN DR, OSPREY, FL 34229 62 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4241
       Built: 1991
    Monthly Fee: $133
       Tax: $9,867 (2023)
    Community: Oaks 2 Phase 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,695 (change assumption)
    Mortgage ($8,740) + Fees ($133) + Taxes in 2023 ($822)


    Taxes:$9,867

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2023

    Middle School: Laurel Nokomis Middle


  • 102 WINDWARD DR, OSPREY, FL 34229

    $650,000166 Days on yellowkey   MLS ID: A4671793

    REDUCED by $40,000 (5.8%) on 04/26/2026

    For Sale A4671793 - 102 WINDWARD DR, OSPREY, FL 34229 78 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2134
       Built: 1986
    Monthly Fee: $219
       Tax: $3,540 (2024)
    Community: Southbay Yacht & Racquet Club
    Single Family


    Estimated Monthly Payment: $4,076 (change assumption)
    Mortgage ($3,562) + Fees ($219) + Taxes in 2024 ($295)


    Taxes:$3,540

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 402 MACEWEN DR, OSPREY, FL 34229

    $1,750,00020 Days on yellowkey   MLS ID: A4690018

    For Sale A4690018 - 402 MACEWEN DR, OSPREY, FL 34229 78 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3565
       Built: 1999
    Monthly Fee: $142
       Tax: $13,762 (2025)
    Community: Oaks
    Single Family


    Estimated Monthly Payment: $10,878 (change assumption)
    Mortgage ($9,589) + Fees ($142) + Taxes in 2025 ($1,147)


    Taxes:$13,762

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 25 SUGAR MILL DR, OSPREY, FL 34229

    $1,550,000102 Days on yellowkey   MLS ID: A4678423

    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: $9,630 (change assumption)
    Mortgage ($8,493) + 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


  • 353 S SHORE DR, OSPREY, FL 34229

    $1,150,00033 Days on yellowkey   MLS ID: A4688006

    REDUCED by $50,000 (4.2%) on 04/18/2026

    For Sale A4688006 - 353 S SHORE DR, OSPREY, FL 34229 60 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1840
       Built: 1968
    Monthly Fee: $10
       Tax: $3,904 (2025)
    Community: Sorrento Shores Rep Of 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,637 (change assumption)
    Mortgage ($6,301) + Fees ($10) + Taxes in 2025 ($325)


    Taxes:$3,904

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 480 ORISKANY CT, OSPREY, FL 34229

    $1,599,00063 Days on yellowkey   MLS ID: A4684136

    REDUCED by $96,000 (5.7%) on 04/12/2026

    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: $9,434 (change assumption)
    Mortgage ($8,761) + 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


  • 61 BAYHEAD LN, OSPREY, FL 34229

    $1,185,00019 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


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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.