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Displaying: For Sale

Location: Osprey

Property Type(s): Single Family

Living Area Square Feet: 2500 to 2999

Osprey - 18 properties found

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  • 919 TRANQUILITY CIRCLE CIR, OSPREY, FL 34229

    $794,000106 Days on yellowkey   MLS ID: A4678841

    For Sale A4678841 - 919 TRANQUILITY CIRCLE CIR, OSPREY, FL 34229 64 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2854
       Built: 2001
    Monthly Fee: $158
       Tax: $6,368 (2025)
    Community: North Creek Ests
    Single Family


    Estimated Monthly Payment: $5,039 (change assumption)
    Mortgage ($4,351) + Fees ($158) + Taxes in 2025 ($531)


    Taxes:$6,368

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 408 YACHT HARBOR DR, OSPREY, FL 34229

    $1,375,0007 Days on yellowkey   MLS ID: A4691576

    0 Days Off yellowkey (back on 4/28/2026)

    For Sale A4691576 - 408 YACHT HARBOR DR, OSPREY, FL 34229 46 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2624
       Built: 1976
    Monthly Fee: $219
       Tax: $9,482 (2025)
    Community: Southbay Yacht & Racquet Club
    Single Family


    Estimated Monthly Payment: $8,543 (change assumption)
    Mortgage ($7,534) + Fees ($219) + Taxes in 2025 ($790)


    Taxes:$9,482

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14401 MASTHEAD DR, OSPREY, FL 34229

    $3,150,00061 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


  • 664 CRANE PRAIRIE WAY, OSPREY, FL 34229

    $887,00074 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


  • 17 BAYHEAD LN, OSPREY, FL 34229

    $1,295,000113 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


  • 759 FORDINGBRIDGE WAY, OSPREY, FL 34229

    $727,00019 Days on yellowkey   MLS ID: O6399774

    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: $4,633 (change assumption)
    Mortgage ($3,983) + Fees ($55) + Taxes in 2025 ($594)


    Taxes:$7,129

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 104 PARK TRACE BLVD, OSPREY, FL 34229

    $575,000148 Days on yellowkey   MLS ID: A4674221

    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: $3,828 (change assumption)
    Mortgage ($3,151) + Fees ($58) + Taxes in 2024 ($619)


    Taxes:$7,427

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 403 LONGBOW TRL, OSPREY, FL 34229

    $1,095,000169 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


  • 678 FAITH AVE, OSPREY, FL 34229

    $775,000145 Days on yellowkey   MLS ID: A4674865

    For Sale A4674865 - 678 FAITH AVE, OSPREY, FL 34229 51 photos

    Bed: 3   Bath: 3.0   Gar: 4
    Liv Area Sq Ft: 2583
       Built: 1995   Tax: $5,871 (2025)
    Community: Trinity Acres
    Single Family


    Estimated Monthly Payment: $4,736 (change assumption)
    Mortgage ($4,246) + Taxes in 2025 ($489)


    Taxes:$5,871

    Elementary School: Pine View School

    High School: None

    Tax Year: 2025

    Middle School: Pine View School


  • 113 BURNEY RD, OSPREY, FL 34229

    $999,50012 Days on yellowkey   MLS ID: A4690672

    For Sale A4690672 - 113 BURNEY RD, OSPREY, FL 34229 44 photos

    Bed: 3   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2502
       Built: 2020   Tax: $10,455 (2025)
    Community: Bel-Air
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,348 (change assumption)
    Mortgage ($5,477) + Taxes in 2025 ($871)


    Taxes:$10,455

    Elementary School: Pine View School

    High School: Pine View School

    Tax Year: 2025

    Middle School: Pine View School


  • 312 YACHT HARBOR DR, OSPREY, FL 34229

    $1,995,000214 Days on yellowkey   MLS ID: A4667293

    For Sale A4667293 - 312 YACHT HARBOR DR, OSPREY, FL 34229 69 photos

    Bed: 3   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 2572
       Built: 1978
    Monthly Fee: $219
       Tax: $14,066 (2024)
    Community: Southbay Yacht & Racquet Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,322 (change assumption)
    Mortgage ($10,931) + Fees ($219) + Taxes in 2024 ($1,172)


    Taxes:$14,066

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Sarasota Middle


  • 1602 SOUTHBAY DR, OSPREY, FL 34229

    $974,900231 Days on yellowkey   MLS ID: A4665288

    1 Days Off yellowkey (back on 4/13/2026)

    For Sale A4665288 - 1602 SOUTHBAY DR, OSPREY, FL 34229 56 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2980
       Built: 1986
    Monthly Fee: $204
       Tax: $9,955 (2024)
    Community: Southbay Yacht & Racquet Club
    Single Family


    Estimated Monthly Payment: $6,375 (change assumption)
    Mortgage ($5,342) + Fees ($204) + Taxes in 2024 ($830)


    Taxes:$9,955

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1471 SHOAL WAY, OSPREY, FL 34229

    $1,499,00071 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


  • 1527 BUOY LN, OSPREY, FL 34229

    $1,199,00028 Days on yellowkey   MLS ID: A4688266

    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: $7,487 (change assumption)
    Mortgage ($6,570) + 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


  • 571 PINE RANCH EAST RD, OSPREY, FL 34229

    $650,000221 Days on yellowkey   MLS ID: A4665938

    2 Days Off yellowkey (back on 4/6/2026)

    For Sale A4665938 - 571 PINE RANCH EAST RD, OSPREY, FL 34229 88 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2746
       Built: 1995
    Monthly Fee: $25
       Tax: $6,575 (2024)
    Community: Bay Oaks Estates Unit 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,134 (change assumption)
    Mortgage ($3,562) + Fees ($25) + Taxes in 2024 ($548)


    Taxes:$6,575

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 1016 SCHERER WAY, OSPREY, FL 34229

    $950,00037 Days on yellowkey   MLS ID: A4687161

    0 Days Off yellowkey (back on 3/30/2026)

    For Sale A4687161 - 1016 SCHERER WAY, OSPREY, FL 34229 76 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2921
       Built: 2003
    Monthly Fee: $115
       Tax: $5,442 (2025)
    Community: Rivendell Unit 5 The Woodlands
    Single Family


    Estimated Monthly Payment: $5,774 (change assumption)
    Mortgage ($5,205) + Fees ($115) + Taxes in 2025 ($453)


    Taxes:$5,442

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 360 N POINT RD, OSPREY, FL 34229

    $1,499,000   MLS ID: A4617671

    For Sale A4617671 - 360 N POINT RD, OSPREY, FL 34229 57 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 2913
       Built: 2023
    Community: Oaks 3 Ph 1
    Single Family


    Estimated Monthly Payment: $8,213 (change assumption)
    Mortgage ($8,213)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1211 LOST CREEK CT, OSPREY, FL 34229

    $829,000   MLS ID: A4680671

    For Sale A4680671 - 1211 LOST CREEK CT, OSPREY, FL 34229 42 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2876
       Built: 2002
    Community: Rivendell Woodlands
    Single Family


    Estimated Monthly Payment: $4,542 (change assumption)
    Mortgage ($4,542)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None






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.