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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Living Area Square Feet: 2000 to 2499

Winter Haven - 176 properties found

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  • 3050 CRUMP RD, WINTER HAVEN, FL 33881

    $768,900143 Days on yellowkey   MLS ID: L4959091

    REDUCED by $100 (0.0%) on 06/13/2026

    For Sale L4959091 - 3050 CRUMP RD, WINTER HAVEN, FL 33881 98 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2397
       Built: 1982   Tax: $10,845 (2025)
    Community: Magnolia Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,117 (change assumption)
    Mortgage ($4,213) + Taxes in 2025 ($904)


    Taxes:$10,845

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 357 RUBY LAKE LOOP, WINTER HAVEN, FL 33884

    $415,00097 Days on yellowkey   MLS ID: L4960449

    For Sale L4960449 - 357 RUBY LAKE LOOP, WINTER HAVEN, FL 33884 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2107
       Built: 1998
    Monthly Fee: $71
       Tax: $2,731 (2025)
    Community: Ruby Lake Ph 01
    Single Family


    Estimated Monthly Payment: $2,573 (change assumption)
    Mortgage ($2,274) + Fees ($71) + Taxes in 2025 ($228)


    Taxes:$2,731

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 820 AVENUE Z NW, WINTER HAVEN, FL 33881

    $197,50028 Days on yellowkey   MLS ID: S5150017

    SHORT SALE S5150017 - 820 AVENUE Z NW, WINTER HAVEN, FL 33881 1 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2082
       Built: 1925   Tax: $3,824 (2025)
    Community: Hartridge Manor
    Single Family


    Estimated Monthly Payment: $1,401 (change assumption)
    Mortgage ($1,082) + Taxes in 2025 ($319)


    Taxes:$3,824

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: None


  • 2968 PLANTATION RD, WINTER HAVEN, FL 33884

    $442,00097 Days on yellowkey   MLS ID: P4938120

    0 Days Off yellowkey (back on 5/30/2026)

    REDUCED by $23,000 (4.9%) on 04/23/2026

    For Sale P4938120 - 2968 PLANTATION RD, WINTER HAVEN, FL 33884 83 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2433
       Built: 1997
    Monthly Fee: $149
       Tax: $3,191 (2025)
    Community: Cypresswood Plantations
    Single Family


    Estimated Monthly Payment: $2,837 (change assumption)
    Mortgage ($2,422) + Fees ($149) + Taxes in 2025 ($266)


    Taxes:$3,191

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 335 RUBY LAKE LOOP, WINTER HAVEN, FL 33884

    $484,90020 Days on yellowkey   MLS ID: L4962358

    0 Days Off yellowkey (back on 6/12/2026)

    For Sale L4962358 - 335 RUBY LAKE LOOP, WINTER HAVEN, FL 33884 66 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2406
       Built: 1999
    Monthly Fee: $71
       Tax: $3,154 (2025)
    Community: Ruby Lake Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,991 (change assumption)
    Mortgage ($2,657) + Fees ($71) + Taxes in 2025 ($263)


    Taxes:$3,154

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 601 LAKE PANSY DR NW, WINTER HAVEN, FL 33881

    $765,900162 Days on yellowkey   MLS ID: P4937480

    REDUCED by $30,000 (3.8%) on 06/12/2026

    For Sale P4937480 - 601 LAKE PANSY DR NW, WINTER HAVEN, FL 33881 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2140
       Built: 1977   Tax: $760 (2025)
    Community: Not In Subdivision
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,260 (change assumption)
    Mortgage ($4,197) + Taxes in 2025 ($63)


    Taxes:$760

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1095 W LAKE HAMILTON DR, WINTER HAVEN, FL 33881

    $749,90056 Days on yellowkey   MLS ID: L4961524

    REDUCED by $27,800 (3.6%) on 06/12/2026

    For Sale L4961524 - 1095 W LAKE HAMILTON DR, WINTER HAVEN, FL 33881 95 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2363
       Built: 1997
    Monthly Fee: $17
       Tax: $6,592 (2025)
    Community: Hamilton Ridge
    Single Family


    Estimated Monthly Payment: $4,675 (change assumption)
    Mortgage ($4,109) + Fees ($17) + Taxes in 2025 ($549)


    Taxes:$6,592

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 12 CHERRY BLOSSOM LN, WINTER HAVEN, FL 33884

    $610,00059 Days on yellowkey   MLS ID: O6401292

    For Sale O6401292 - 12 CHERRY BLOSSOM LN, WINTER HAVEN, FL 33884 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2100
       Built: 1985
    Monthly Fee: $21
       Tax: $2,131 (2025)
    Community: Sundance Ranch Estates
    Single Family


    Estimated Monthly Payment: $3,541 (change assumption)
    Mortgage ($3,342) + Fees ($21) + Taxes in 2025 ($178)


    Taxes:$2,131

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1192 NORMANDY HEIGHTS CIR, WINTER HAVEN, FL 33880

    $338,00069 Days on yellowkey   MLS ID: L4961188

    REDUCED by $6,900 (2.0%) on 05/08/2026

    For Sale L4961188 - 1192 NORMANDY HEIGHTS CIR, WINTER HAVEN, FL 33880 48 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2093
       Built: 2009
    Monthly Fee: $50
       Tax: $4,839 (2025)
    Community: Normandy Heights
    Single Family


    Estimated Monthly Payment: $2,305 (change assumption)
    Mortgage ($1,852) + Fees ($50) + Taxes in 2025 ($403)


    Taxes:$4,839

    Elementary School: Lake Shipp Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 100 ALACHUA DR, WINTER HAVEN, FL 33884

    $549,00055 Days on yellowkey   MLS ID: B4902232

    REDUCED by $15,900 (2.8%) on 06/11/2026

    For Sale B4902232 - 100 ALACHUA DR, WINTER HAVEN, FL 33884 63 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 2002
       Built: 1963   Tax: $3,744 (2025)
    Community: Eloise Woods Lake Mariam Unit
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,320 (change assumption)
    Mortgage ($3,008) + Taxes in 2025 ($312)


    Taxes:$3,744

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6224 BOTTICELLA BLVD, WINTER HAVEN, FL 33884

    $289,49021 Days on yellowkey   MLS ID: O6413722

    1 Days Off yellowkey (back on 6/11/2026)

    For Sale O6413722 - 6224 BOTTICELLA BLVD, WINTER HAVEN, FL 33884 15 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2112
       Built: 2026
    Monthly Fee: $53
       Tax: $32 (2025)
    Community: Villa Mar 40'S
    Single Family


    Estimated Monthly Payment: $1,642 (change assumption)
    Mortgage ($1,586) + Fees ($53) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 106 JARDIN LN, WINTER HAVEN, FL 33884

    $419,900164 Days on yellowkey   MLS ID: L4958336

    For Sale L4958336 - 106 JARDIN LN, WINTER HAVEN, FL 33884 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2319
       Built: 2001
    Monthly Fee: $308
       Tax: $5,361 (2025)
    Community: Gardens Interlochen
    Single Family


    Estimated Monthly Payment: $3,056 (change assumption)
    Mortgage ($2,301) + Fees ($308) + Taxes in 2025 ($447)


    Taxes:$5,361

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 884 CAMBRIDGE DR, WINTER HAVEN, FL 33881

    $275,00059 Days on yellowkey   MLS ID: TB8502061

    0 Days Off yellowkey (back on 6/10/2026)

    SHORT SALE TB8502061 - 884 CAMBRIDGE DR, WINTER HAVEN, FL 33881 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2368
       Built: 2021
    Monthly Fee: $17
       Tax: $7,314 (2025)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $2,133 (change assumption)
    Mortgage ($1,507) + Fees ($17) + Taxes in 2025 ($610)


    Taxes:$7,314

    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


  • 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


  • 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


  • 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


  • 5444 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $324,99990 Days on yellowkey   MLS ID: TB8491382

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

    REDUCED by $5,000 (1.5%) on 06/04/2026

    For Sale TB8491382 - 5444 SAN PIETRO DR, WINTER HAVEN, FL 33884 33 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2226
       Built: 2025
    Monthly Fee: $53
       Tax: $2,689 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,058 (change assumption)
    Mortgage ($1,781) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,689

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3686 PLYMOUTH DR, WINTER HAVEN, FL 33884

    $369,900240 Days on yellowkey   MLS ID: P4936787

    0 Days Off yellowkey (back on 6/5/2026)

    For Sale P4936787 - 3686 PLYMOUTH DR, WINTER HAVEN, FL 33884 52 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2404
       Built: 2015
    Monthly Fee: $485
       Tax: $3,398 (2025)
    Community: Traditions Ph 02
    Single Family


    Estimated Monthly Payment: $2,795 (change assumption)
    Mortgage ($2,027) + Fees ($485) + Taxes in 2025 ($283)


    Taxes:$3,398

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None






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