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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Winter Haven - 804 properties found

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  • 2935 PLANTATION RD, WINTER HAVEN, FL 33884

    $588,90092 Days on yellowkey   MLS ID: L4959891

    REDUCED by $10,000 (1.7%) on 06/09/2026

    For Sale L4959891 - 2935 PLANTATION RD, WINTER HAVEN, FL 33884 32 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2724
       Built: 1983
    Monthly Fee: $149
       Tax: $2,732 (2025)
    Community: Cypresswood Plantation
    Single Family


    Estimated Monthly Payment: $3,603 (change assumption)
    Mortgage ($3,227) + Fees ($149) + Taxes in 2025 ($228)


    Taxes:$2,732

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3408 COSTELLO CIR, WINTER HAVEN, FL 33884

    $315,00027 Days on yellowkey   MLS ID: O6411460

    INCREASED by $10,000 (3.3%) on 06/01/2026

    For Sale O6411460 - 3408 COSTELLO CIR, WINTER HAVEN, FL 33884 15 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1713
       Built: 2025
    Monthly Fee: $18
       Tax: $3,036 (2025)
    Community: Villamar Ph 6 & Ph 6D
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,997 (change assumption)
    Mortgage ($1,726) + Fees ($18) + Taxes in 2025 ($253)


    Taxes:$3,036

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5456 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $349,49953 Days on yellowkey   MLS ID: TB8504505

    0 Days Off yellowkey (back on 6/9/2026)

    REDUCED by $500 (0.1%) on 05/19/2026

    For Sale TB8504505 - 5456 SAN PIETRO DR, WINTER HAVEN, FL 33884 19 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2471
       Built: 2026
    Monthly Fee: $53
       Tax: $4,690 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,359 (change assumption)
    Mortgage ($1,915) + Fees ($53) + Taxes in 2025 ($391)


    Taxes:$4,690

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 693 SQUIRES GROVE DR, WINTER HAVEN, FL 33880

    $264,90057 Days on yellowkey   MLS ID: TB8502032

    REDUCED by $5,100 (1.9%) on 06/09/2026

    For Sale TB8502032 - 693 SQUIRES GROVE DR, WINTER HAVEN, FL 33880 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2022
    Monthly Fee: $49
       Tax: $4,173 (2025)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $1,848 (change assumption)
    Mortgage ($1,451) + Fees ($49) + Taxes in 2025 ($348)


    Taxes:$4,173

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1660 HUMMINGBIRD RD, WINTER HAVEN, FL 33884

    $292,99048 Days on yellowkey   MLS ID: O6406327

    1 Days Off yellowkey (back on 6/8/2026)

    For Sale O6406327 - 1660 HUMMINGBIRD RD, WINTER HAVEN, FL 33884 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1593
       Built: 2026
    Monthly Fee: $30
       Tax: $3,144 (2025)
    Community: Harmony On Lake Eloise Phase 2
    Single Family


    Estimated Monthly Payment: $1,897 (change assumption)
    Mortgage ($1,605) + Fees ($30) + Taxes in 2025 ($262)


    Taxes:$3,144

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3098 LAUREL OAK LN, WINTER HAVEN, FL 33884

    $260,00084 Days on yellowkey   MLS ID: O6390090

    REDUCED by $15,000 (5.5%) on 06/09/2026

    SHORT SALE O6390090 - 3098 LAUREL OAK LN, WINTER HAVEN, FL 33884 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1978
       Built: 2023
    Monthly Fee: $18
       Tax: $6,208 (2025)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $1,960 (change assumption)
    Mortgage ($1,425) + Fees ($18) + Taxes in 2025 ($517)


    Taxes:$6,208

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1601 ROSELAWN ST SW, WINTER HAVEN, FL 33880

    $256,500237 Days on yellowkey   MLS ID: O6356028

    REDUCED by $500 (0.2%) on 06/09/2026

    For Sale O6356028 - 1601 ROSELAWN ST SW, WINTER HAVEN, FL 33880 13 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1099
       Built: 1960   Tax: $3,654 (2024)
    Community: Tranquility Park 02 Rep
    Single Family


    Estimated Monthly Payment: $1,710 (change assumption)
    Mortgage ($1,405) + Taxes in 2024 ($305)


    Taxes:$3,654

    Elementary School: Lake Shipp Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 2782 ADELINE AVE, WINTER HAVEN, FL 33881

    $279,90099 Days on yellowkey   MLS ID: O6391785

    REDUCED by $2,090 (0.7%) on 05/29/2026

    For Sale O6391785 - 2782 ADELINE AVE, WINTER HAVEN, FL 33881 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1328
       Built: 2026
    Monthly Fee: $8
       Tax: $3,456 (2025)
    Community: Willowbrook South
    Single Family


    Estimated Monthly Payment: $1,830 (change assumption)
    Mortgage ($1,534) + Fees ($8) + Taxes in 2025 ($288)


    Taxes:$3,456

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 217 4TH JPV ST, WINTER HAVEN, FL 33880

    $245,00020 Days on yellowkey   MLS ID: L4962456

    For Sale L4962456 - 217 4TH JPV ST, WINTER HAVEN, FL 33880 20 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1064
       Built: 1962   Tax: $1,280 (2025)
    Community: Jan Phyl Village Unit 03 A
    Single Family


    Estimated Monthly Payment: $1,449 (change assumption)
    Mortgage ($1,342) + Taxes in 2025 ($107)


    Taxes:$1,280

    Elementary School: Fred G. Garnier Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 6003 LIVE OAK DR, WINTER HAVEN, FL 33880

    $364,999105 Days on yellowkey   MLS ID: S5145500

    2 Days Off yellowkey (back on 6/9/2026)

    REDUCED by $4,000 (1.1%) on 05/16/2026

    For Sale S5145500 - 6003 LIVE OAK DR, WINTER HAVEN, FL 33880 43 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1907
       Built: 2006
    Monthly Fee: $20
       Tax: $2,549 (2025)
    Community: Oak Preserve Ph 02
    Single Family


    Estimated Monthly Payment: $2,232 (change assumption)
    Mortgage ($2,000) + Fees ($20) + Taxes in 2025 ($212)


    Taxes:$2,549

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4815 KHLOE CT, WINTER HAVEN, FL 33884

    $281,99017 Days on yellowkey   MLS ID: O6414954

    INCREASED by $2,090 (0.7%) on 06/09/2026

    For Sale O6414954 - 4815 KHLOE CT, WINTER HAVEN, FL 33884 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2026
    Monthly Fee: $18
       Tax: $3,036 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,816 (change assumption)
    Mortgage ($1,545) + Fees ($18) + Taxes in 2025 ($253)


    Taxes:$3,036

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 276 MEREDITH BLVD, WINTER HAVEN, FL 33881

    $329,99017 Days on yellowkey   MLS ID: G5113493

    0 Days Off yellowkey (back on 6/8/2026)

    For Sale G5113493 - 276 MEREDITH BLVD, WINTER HAVEN, FL 33881 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2110
       Built: 2025
    Monthly Fee: $7
       Tax: $500 (2025)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $1,857 (change assumption)
    Mortgage ($1,808) + Fees ($7) + Taxes in 2025 ($42)


    Taxes:$500

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 151 1ST ST S, WINTER HAVEN, FL 33880

    $258,00017 Days on yellowkey   MLS ID: O6413676

    For Sale O6413676 - 151 1ST ST S, WINTER HAVEN, FL 33880 2 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1259
       Built: 2024   Tax: $2,032 (2025)
    Community: Leslie J A Sub
    Single Family


    Estimated Monthly Payment: $1,583 (change assumption)
    Mortgage ($1,414) + Taxes in 2025 ($169)


    Taxes:$2,032

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2362 BRASSIE CT, WINTER HAVEN, FL 33884

    $273,900125 Days on yellowkey   MLS ID: O6384404

    REDUCED by $1,000 (0.4%) on 06/08/2026

    For Sale O6384404 - 2362 BRASSIE CT, WINTER HAVEN, FL 33884 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1260
       Built: 2022
    Monthly Fee: $18
       Tax: $5,003 (2025)
    Community: Villmar
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,936 (change assumption)
    Mortgage ($1,501) + Fees ($18) + Taxes in 2025 ($417)


    Taxes:$5,003

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3322 OAK HILL PL, WINTER HAVEN, FL 33884

    $333,00055 Days on yellowkey   MLS ID: O6404080

    0 Days Off yellowkey (back on 6/8/2026)

    REDUCED by $4,000 (1.2%) on 05/21/2026

    For Sale O6404080 - 3322 OAK HILL PL, WINTER HAVEN, FL 33884 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2006
    Monthly Fee: $155

    Community: Oakgrove Sub
    Single Family


    Estimated Monthly Payment: $1,980 (change assumption)
    Mortgage ($1,825) + Fees ($155) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2954 PLANTATION RD, WINTER HAVEN, FL 33884

    $744,90028 Days on yellowkey   MLS ID: P4938830

    0 Days Off yellowkey (back on 6/8/2026)

    For Sale P4938830 - 2954 PLANTATION RD, WINTER HAVEN, FL 33884 90 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4190
       Built: 1989
    Monthly Fee: $137
       Tax: $7,558 (2025)
    Community: Cypress Plantations
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,848 (change assumption)
    Mortgage ($4,082) + Fees ($137) + Taxes in 2025 ($630)


    Taxes:$7,558

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1522 ECKART DR, WINTER HAVEN, FL 33881

    $359,99985 Days on yellowkey   MLS ID: L4959745

    REDUCED by $19,901 (5.2%) on 06/08/2026

    For Sale L4959745 - 1522 ECKART DR, WINTER HAVEN, FL 33881 60 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1524
       Built: 1982   Tax: $3,192 (2025)
    Community: Rochelle Gardens
    Single Family


    Estimated Monthly Payment: $2,239 (change assumption)
    Mortgage ($1,973) + Taxes in 2025 ($266)


    Taxes:$3,192

    Elementary School: Lake Alfred Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 447 SAN JOSE DR, WINTER HAVEN, FL 33884

    $239,900134 Days on yellowkey   MLS ID: P4937807

    For Sale P4937807 - 447 SAN JOSE DR, WINTER HAVEN, FL 33884 51 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1600
       Built: 1980
    Monthly Fee: $5
       Tax: $1,532 (2025)
    Community: Orchid Springs Patio Homes
    Single Family


    Estimated Monthly Payment: $1,447 (change assumption)
    Mortgage ($1,314) + Fees ($5) + Taxes in 2025 ($128)


    Taxes:$1,532

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 441 MCKENNA DR, WINTER HAVEN, FL 33881

    $335,00076 Days on yellowkey   MLS ID: O6398240

    REDUCED by $18,000 (5.1%) on 05/26/2026

    For Sale O6398240 - 441 MCKENNA DR, WINTER HAVEN, FL 33881 36 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2360
       Built: 2021
    Monthly Fee: $17
       Tax: $6,548 (2025)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $2,398 (change assumption)
    Mortgage ($1,836) + Fees ($17) + Taxes in 2025 ($546)


    Taxes:$6,548

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1215 26TH ST NW, WINTER HAVEN, FL 33881

    $374,000106 Days on yellowkey   MLS ID: S5145609

    REDUCED by $5,000 (1.3%) on 05/08/2026

    For Sale S5145609 - 1215 26TH ST NW, WINTER HAVEN, FL 33881 40 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 2083
       Built: 1940   Tax: $4,946 (2025)
    Community: Inwood #1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,461 (change assumption)
    Mortgage ($2,049) + Taxes in 2025 ($412)


    Taxes:$4,946

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None






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