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Displaying: For Sale

Location: Holiday

Property Type(s): Single Family

Holiday - 220 properties found

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  • 1159 FERNWOOD DR, HOLIDAY, FL 34690

    $269,900102 Days on yellowkey   MLS ID: TB8466585

    0 Days Off yellowkey (back on 4/27/2026)

    For Sale TB8466585 - 1159 FERNWOOD DR, HOLIDAY, FL 34690 20 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1778
       Built: 1974   Tax: $4,428 (2025)
    Community: Forest Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,848 (change assumption)
    Mortgage ($1,479) + Taxes in 2025 ($369)


    Taxes:$4,428

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3332 WILSON DR, HOLIDAY, FL 34691

    $315,00018 Days on yellowkey   MLS ID: W7884874

    REDUCED by $5,000 (1.6%) on 04/27/2026

    For Sale W7884874 - 3332 WILSON DR, HOLIDAY, FL 34691 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1444
       Built: 1978   Tax: $3,616 (2025)
    Community: Tahitian Dev Sub
    Single Family


    Estimated Monthly Payment: $2,027 (change assumption)
    Mortgage ($1,726) + Taxes in 2025 ($301)


    Taxes:$3,616

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 3551 DARLINGTON RD, HOLIDAY, FL 34691

    $250,00011 Days on yellowkey   MLS ID: TB8500750

    1 Days Off yellowkey (back on 4/27/2026)

    For Sale TB8500750 - 3551 DARLINGTON RD, HOLIDAY, FL 34691 31 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1368
       Built: 1971   Tax: $3,375 (2025)
    Community: Aloha Gardens
    Single Family


    Estimated Monthly Payment: $1,651 (change assumption)
    Mortgage ($1,370) + Taxes in 2025 ($281)


    Taxes:$3,375

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1166 CHANCELLOR DR, HOLIDAY, FL 34690

    $499,900102 Days on yellowkey   MLS ID: W7882202

    REDUCED by $40,000 (7.4%) on 04/27/2026

    For Sale W7882202 - 1166 CHANCELLOR DR, HOLIDAY, FL 34690 51 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1761
       Built: 1973   Tax: $3,473 (2024)
    Community: Forest Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,029 (change assumption)
    Mortgage ($2,739) + Taxes in 2024 ($289)


    Taxes:$3,473

    Elementary School: Sunray Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2024

    Middle School: Paul R. Smith Middle-PO


  • 3811 CEDARWOOD DR, HOLIDAY, FL 34691

    $230,0008 Days on yellowkey   MLS ID: TB8500211

    For Sale TB8500211 - 3811 CEDARWOOD DR, HOLIDAY, FL 34691 17 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 948
       Built: 1968   Tax: $2,252 (2025)
    Community: Tahitian Homes
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,448 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($188)


    Taxes:$2,252

    Elementary School: Gulfside Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 3423 FOXHALL DR, HOLIDAY, FL 34691

    $475,00010 Days on yellowkey   MLS ID: TB8500487

    For Sale TB8500487 - 3423 FOXHALL DR, HOLIDAY, FL 34691 56 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2387
       Built: 1991
    Monthly Fee: $48
       Tax: $3,287 (2025)
    Community: Glenwood Gulf Trace
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,925 (change assumption)
    Mortgage ($2,603) + Fees ($48) + Taxes in 2025 ($274)


    Taxes:$3,287

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 3421 OVERLAND DR, HOLIDAY, FL 34691

    $245,00018 Days on yellowkey   MLS ID: W7884751

    For Sale W7884751 - 3421 OVERLAND DR, HOLIDAY, FL 34691 37 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1344
       Built: 1974   Tax: $3,392 (2025)
    Community: Beacon Square
    Single Family


    Estimated Monthly Payment: $1,625 (change assumption)
    Mortgage ($1,342) + Taxes in 2025 ($283)


    Taxes:$3,392

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3552 BLUEBELL LN, HOLIDAY, FL 34691

    $180,00062 Days on yellowkey   MLS ID: TB8479068

    SHORT SALE TB8479068 - 3552 BLUEBELL LN, HOLIDAY, FL 34691 21 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 900
       Built: 1972   Tax: $1,461 (2025)
    Community: Beacon Square
    Single Family


    Estimated Monthly Payment: $1,108 (change assumption)
    Mortgage ($986) + Taxes in 2025 ($122)


    Taxes:$1,461

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 5313 BOARDWALK ST, HOLIDAY, FL 34690

    $430,00081 Days on yellowkey   MLS ID: TB8474625

    1 Days Off yellowkey (back on 4/26/2026)

    REDUCED by $14,000 (3.2%) on 04/20/2026

    For Sale TB8474625 - 5313 BOARDWALK ST, HOLIDAY, FL 34690 69 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1848
       Built: 1998   Tax: $5,602 (2024)
    Community: Park Place
    Single Family


    Estimated Monthly Payment: $2,823 (change assumption)
    Mortgage ($2,356) + Taxes in 2024 ($467)


    Taxes:$5,602

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1741 FAIRFIELD ST, HOLIDAY, FL 34691

    $325,0009 Days on yellowkey   MLS ID: TB8498724

    For Sale TB8498724 - 1741 FAIRFIELD ST, HOLIDAY, FL 34691 67 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1882
       Built: 1974   Tax: $4,545 (2025)
    Community: Holiday Lake Estates
    Single Family


    Estimated Monthly Payment: $2,159 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($379)


    Taxes:$4,545

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3233 SALISBURY DR, HOLIDAY, FL 34691

    $279,90054 Days on yellowkey   MLS ID: W7883730

    REDUCED by $5,100 (1.8%) on 04/25/2026

    For Sale W7883730 - 3233 SALISBURY DR, HOLIDAY, FL 34691 39 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1659
       Built: 1972   Tax: $759 (2025)
    Community: Holiday Lake Estates
    Single Family


    Estimated Monthly Payment: $1,597 (change assumption)
    Mortgage ($1,534) + Taxes in 2025 ($63)


    Taxes:$759

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5606 BELLEZA DR, HOLIDAY, FL 34690

    $215,90071 Days on yellowkey   MLS ID: W7883295

    For Sale W7883295 - 5606 BELLEZA DR, HOLIDAY, FL 34690 56 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1458
       Built: 1974   Tax: $4,130 (2025)
    Community: La Villa Gardens
    Single Family


    Estimated Monthly Payment: $1,527 (change assumption)
    Mortgage ($1,183) + Taxes in 2025 ($344)


    Taxes:$4,130

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 2406 SOCIETY DR, HOLIDAY, FL 34691

    $250,00010 Days on yellowkey   MLS ID: TB8499606

    For Sale TB8499606 - 2406 SOCIETY DR, HOLIDAY, FL 34691 64 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1198
       Built: 1975   Tax: $3,572 (2025)
    Community: Aloha Gardens
    Single Family


    Estimated Monthly Payment: $1,667 (change assumption)
    Mortgage ($1,370) + Taxes in 2025 ($298)


    Taxes:$3,572

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 1955 DARTMOUTH DR, HOLIDAY, FL 34691

    $435,00038 Days on yellowkey   MLS ID: TB8490706

    For Sale TB8490706 - 1955 DARTMOUTH DR, HOLIDAY, FL 34691 54 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1679
       Built: 1974   Tax: $4,793 (2025)
    Community: Holiday Lake Estates
    Single Family


    Estimated Monthly Payment: $2,783 (change assumption)
    Mortgage ($2,384) + Taxes in 2025 ($399)


    Taxes:$4,793

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3022 JACKSON DR, HOLIDAY, FL 34691

    $450,00046 Days on yellowkey   MLS ID: TB8487847

    For Sale TB8487847 - 3022 JACKSON DR, HOLIDAY, FL 34691 72 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1837
       Built: 1981   Tax: $3,179 (2025)
    Community: Tahitian Dev
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,731 (change assumption)
    Mortgage ($2,466) + Taxes in 2025 ($265)


    Taxes:$3,179

    Elementary School: Gulf Trace Elementary

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 3303 WILLIAMSBURG LOOP, HOLIDAY, FL 34691

    $220,00012 Days on yellowkey   MLS ID: TB8498940

    For Sale TB8498940 - 3303 WILLIAMSBURG LOOP, HOLIDAY, FL 34691 31 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 848
       Built: 1968   Tax: $1,907 (2025)
    Community: Beacon Square
    Single Family


    Estimated Monthly Payment: $1,364 (change assumption)
    Mortgage ($1,205) + Taxes in 2025 ($159)


    Taxes:$1,907

    Elementary School: Anclote Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Gulf Middle-PO


  • 4130 CRESTFIELD AVE, HOLIDAY, FL 34691

    $224,90010 Days on yellowkey   MLS ID: W7884920

    For Sale W7884920 - 4130 CRESTFIELD AVE, HOLIDAY, FL 34691 34 photos

    Bed: 2   Bath: 1.0   Gar: 2
    Liv Area Sq Ft: 1004
       Built: 1966   Tax: $2,816 (2025)
    Community: Beacon Square
    Single Family


    Estimated Monthly Payment: $1,467 (change assumption)
    Mortgage ($1,232) + Taxes in 2025 ($235)


    Taxes:$2,816

    Elementary School: Mittye P. Locke-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO


  • 4326 WESTWOOD DR, HOLIDAY, FL 34691

    $214,00063 Days on yellowkey   MLS ID: TB8481721

    3 Days Off yellowkey (back on 4/25/2026)

    REDUCED by $4,000 (1.8%) on 04/14/2026

    For Sale TB8481721 - 4326 WESTWOOD DR, HOLIDAY, FL 34691 40 photos

    Bed: 3   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1023
       Built: 1969   Tax: $552 (2025)
    Community: Westwood Sub
    Single Family


    Estimated Monthly Payment: $1,219 (change assumption)
    Mortgage ($1,173) + Taxes in 2025 ($46)


    Taxes:$552

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2906 WINDRIDGE DR, HOLIDAY, FL 34691

    $369,900263 Days on yellowkey   MLS ID: TB8406249

    REDUCED by $3,329,100 (90.0%) on 04/22/2026

    For Sale TB8406249 - 2906 WINDRIDGE DR, HOLIDAY, FL 34691 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1647
       Built: 1986
    Monthly Fee: $48
       Tax: $5,548 (2024)
    Community: Windridge Gulf Trace
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,537 (change assumption)
    Mortgage ($2,027) + Fees ($48) + Taxes in 2024 ($462)


    Taxes:$5,548

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3641 HARVARD DR, HOLIDAY, FL 34691

    $249,90017 Days on yellowkey   MLS ID: TB8499046

    1 Days Off yellowkey (back on 4/24/2026)

    For Sale TB8499046 - 3641 HARVARD DR, HOLIDAY, FL 34691 47 photos

    Bed: 3   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 980
       Built: 1968   Tax: $2,819 (2025)
    Community: Holiday Lake Estates
    Single Family


    Estimated Monthly Payment: $1,604 (change assumption)
    Mortgage ($1,369) + Taxes in 2025 ($235)


    Taxes:$2,819

    Elementary School: Gulfside Elementary-PO

    High School: Anclote High-PO

    Tax Year: 2025

    Middle School: Paul R. Smith Middle-PO






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