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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Living Area Square Feet: 2000 to 2499

Winter Haven - 177 properties found

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  • 1569 LEMON AVE, WINTER HAVEN, FL 33881

    $349,90019 Days on yellowkey   MLS ID: TB8490457

    2 Days Off yellowkey (back on 4/22/2026)

    For Sale TB8490457 - 1569 LEMON AVE, WINTER HAVEN, FL 33881 15 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2016
    Monthly Fee: $23
       Tax: $5,582 (2025)
    Community: Eagle Crest
    Single Family


    Estimated Monthly Payment: $2,405 (change assumption)
    Mortgage ($1,917) + Fees ($23) + Taxes in 2025 ($465)


    Taxes:$5,582

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1580 LEAMINGTON LN, WINTER HAVEN, FL 33884

    $294,366541 Days on yellowkey   MLS ID: L4948737

    REDUCED by $5,000 (1.7%) on 05/01/2026

    For Sale L4948737 - 1580 LEAMINGTON LN, WINTER HAVEN, FL 33884 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2025
    Monthly Fee: $15
       Tax: $813 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,696 (change assumption)
    Mortgage ($1,613) + Fees ($15) + Taxes in 2025 ($68)


    Taxes:$813

    Elementary School: Chain O Lakes Elem

    High School: Lake Gibson High

    Tax Year: 2025

    Middle School: Mclaughlin Academy Of Excellence


  • 2323 BRASSIE CT, WINTER HAVEN, FL 33884

    $313,967201 Days on yellowkey   MLS ID: L4956626

    REDUCED by $5,000 (1.6%) on 05/01/2026

    For Sale L4956626 - 2323 BRASSIE CT, WINTER HAVEN, FL 33884 4 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2405
       Built: 2025
    Monthly Fee: $68
       Tax: $7,100 (2025)
    Community: Villa Mar Phase 3
    Single Family


    Estimated Monthly Payment: $2,380 (change assumption)
    Mortgage ($1,720) + Fees ($68) + Taxes in 2025 ($592)


    Taxes:$7,100

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Berkley Accelerated Middle


  • 2327 BRASSIE CT, WINTER HAVEN, FL 33884

    $295,529201 Days on yellowkey   MLS ID: L4956621

    REDUCED by $10,000 (3.3%) on 05/01/2026

    For Sale L4956621 - 2327 BRASSIE CT, WINTER HAVEN, FL 33884 4 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2202
       Built: 2025
    Monthly Fee: $17
       Tax: $3,122 (2024)
    Community: Villa Mar Phase 3
    Single Family


    Estimated Monthly Payment: $1,896 (change assumption)
    Mortgage ($1,619) + Fees ($17) + Taxes in 2024 ($260)


    Taxes:$3,122

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Berkley Accelerated Middle


  • 2335 BRASSIE CT, WINTER HAVEN, FL 33884

    $295,529294 Days on yellowkey   MLS ID: L4954447

    REDUCED by $10,000 (3.3%) on 05/01/2026

    For Sale L4954447 - 2335 BRASSIE CT, WINTER HAVEN, FL 33884 5 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2202
       Built: 2025
    Monthly Fee: $17
       Tax: $3,079 (2024)
    Community: Villa Mar Phase 3
    Single Family


    Estimated Monthly Payment: $1,893 (change assumption)
    Mortgage ($1,619) + Fees ($17) + Taxes in 2024 ($257)


    Taxes:$3,079

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Berkley Accelerated Middle


  • 1533 LEAMINGTON LN, WINTER HAVEN, FL 33884

    $304,366294 Days on yellowkey   MLS ID: L4954446

    REDUCED by $5,000 (1.6%) on 05/01/2026

    For Sale L4954446 - 1533 LEAMINGTON LN, WINTER HAVEN, FL 33884 5 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2025
    Monthly Fee: $17
       Tax: $3,122 (2024)
    Community: Villa Mar Phase 3
    Single Family


    Estimated Monthly Payment: $1,945 (change assumption)
    Mortgage ($1,668) + Fees ($17) + Taxes in 2024 ($260)


    Taxes:$3,122

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Berkley Accelerated Middle


  • 1525 LEAMINGTON LN, WINTER HAVEN, FL 33884

    $299,366339 Days on yellowkey   MLS ID: L4952865

    REDUCED by $5,000 (1.6%) on 05/01/2026

    For Sale L4952865 - 1525 LEAMINGTON LN, WINTER HAVEN, FL 33884 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2025
    Monthly Fee: $67
       Tax: $7,400 (2025)
    Community: Villa Mar Phase 3
    Single Family


    Estimated Monthly Payment: $2,324 (change assumption)
    Mortgage ($1,640) + Fees ($67) + Taxes in 2025 ($617)


    Taxes:$7,400

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Berkley Accelerated Middle


  • 2925 DAYTON DR, WINTER HAVEN, FL 33884

    $284,500136 Days on yellowkey   MLS ID: P4937324

    For Sale P4937324 - 2925 DAYTON DR, WINTER HAVEN, FL 33884 54 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2006
    Monthly Fee: $485
       Tax: $2,954 (2025)
    Community: Traditions Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,290 (change assumption)
    Mortgage ($1,559) + Fees ($485) + Taxes in 2025 ($246)


    Taxes:$2,954

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 31 LAKE LINK CIR SE, WINTER HAVEN, FL 33884

    $279,900340 Days on yellowkey   MLS ID: S5127874

    REDUCED by $5,100 (1.8%) on 05/01/2026

    SHORT SALE S5127874 - 31 LAKE LINK CIR SE, WINTER HAVEN, FL 33884 49 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2223
       Built: 1971   Tax: $4,080 (2024)
    Community: Lake Link Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,874 (change assumption)
    Mortgage ($1,534) + Taxes in 2024 ($340)


    Taxes:$4,080

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 132 ALACHUA DR, WINTER HAVEN, FL 33884

    $320,00069 Days on yellowkey   MLS ID: P4937917

    REDUCED by $1,000 (0.3%) on 05/01/2026

    For Sale P4937917 - 132 ALACHUA DR, WINTER HAVEN, FL 33884 43 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2466
       Built: 1976   Tax: $3,975 (2025)
    Community: Eloise Woods Lake Mariam Un
    Single Family


    Estimated Monthly Payment: $2,085 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($331)


    Taxes:$3,975

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • WINTER HAVEN, FL 33880

    $390,000192 Days on yellowkey   MLS ID: TB8441385

    REDUCED by $9,500 (2.4%) on 04/22/2026

    SHORT SALE TB8441385 - WINTER HAVEN, FL 33880 13 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2242
       Built: 2007
    Monthly Fee: $15
       Tax: $3,305 (2024)
    Community: Ridge Acres Ph Ii
    Single Family


    Estimated Monthly Payment: $2,427 (change assumption)
    Mortgage ($2,137) + Fees ($15) + Taxes in 2024 ($275)


    Taxes:$3,305

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5580 STATE ROAD 542 W, WINTER HAVEN, FL 33880

    $235,000173 Days on yellowkey   MLS ID: A4671922

    1 Days Off yellowkey (back on 5/1/2026)

    For Sale A4671922 - 5580 STATE ROAD 542 W, WINTER HAVEN, FL 33880 32 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2174
       Built: 1952   Tax: $1,740 (2024)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,433 (change assumption)
    Mortgage ($1,288) + Taxes in 2024 ($145)


    Taxes:$1,740

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1586 MARTIN LUTHER KING BLVD NE, WINTER HAVEN, FL 33881

    $675,000182 Days on yellowkey   MLS ID: L4957040

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

    For Sale L4957040 - 1586 MARTIN LUTHER KING BLVD NE, WINTER HAVEN, FL 33881 60 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2493
       Built: 2023   Tax: $4,242 (2024)
    Community: Buckeye Heights
    Single Family


    Estimated Monthly Payment: $4,052 (change assumption)
    Mortgage ($3,699) + Taxes in 2024 ($354)


    Taxes:$4,242

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 548 MARTIN LUTHER KING BLVD NE, WINTER HAVEN, FL 33881

    $160,000208 Days on yellowkey   MLS ID: L4956442

    For Sale L4956442 - 548 MARTIN LUTHER KING BLVD NE, WINTER HAVEN, FL 33881 3 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2182
       Built: 1970   Tax: $3,632 (2024)
    Community: Campbell & Henry Sub
    Single Family


    Estimated Monthly Payment: $1,179 (change assumption)
    Mortgage ($877) + Taxes in 2024 ($303)


    Taxes:$3,632

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


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

    $777,7004 Days on yellowkey   MLS ID: L4961524

    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: $4,828 (change assumption)
    Mortgage ($4,261) + Fees ($17) + Taxes in 2025 ($549)


    Taxes:$6,592

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1210 ZAMBRANA CT, WINTER HAVEN, FL 33884

    $375,0004 Days on yellowkey   MLS ID: O6401308

    For Sale O6401308 - 1210 ZAMBRANA CT, WINTER HAVEN, FL 33884 41 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2360
       Built: 2021
    Monthly Fee: $13
       Tax: $6,968 (2024)
    Community: Villamar Ph 2
    Single Family


    Estimated Monthly Payment: $2,648 (change assumption)
    Mortgage ($2,055) + Fees ($13) + Taxes in 2024 ($581)


    Taxes:$6,968

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 408 TALAMONE DR, WINTER HAVEN, FL 33884

    $499,90015 Days on yellowkey   MLS ID: B4902241

    For Sale B4902241 - 408 TALAMONE DR, WINTER HAVEN, FL 33884 78 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2333
       Built: 2005
    Monthly Fee: $83
       Tax: $3,765 (2025)
    Community: Tuscany/Winterset
    Single Family


    Estimated Monthly Payment: $3,136 (change assumption)
    Mortgage ($2,739) + Fees ($83) + Taxes in 2025 ($314)


    Taxes:$3,765

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: None


  • 5307 MICKEY AVE, WINTER HAVEN, FL 33884

    $329,99945 Days on yellowkey   MLS ID: S5146225

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

    For Sale S5146225 - 5307 MICKEY AVE, WINTER HAVEN, FL 33884 19 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2077
       Built: 2026
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,846 (change assumption)
    Mortgage ($1,808) + Fees ($38) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 5355 MICKEY AVE, WINTER HAVEN, FL 33884

    $339,950153 Days on yellowkey   MLS ID: S5139501

    1 Days Off yellowkey (back on 3/6/2026)

    For Sale S5139501 - 5355 MICKEY AVE, WINTER HAVEN, FL 33884 19 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2077
       Built: 2025
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,901 (change assumption)
    Mortgage ($1,863) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6165 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884

    $469,000154 Days on yellowkey   MLS ID: P4937082

    1 Days Off yellowkey (back on 4/30/2026)

    For Sale P4937082 - 6165 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884 99 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2045
       Built: 2019
    Monthly Fee: $5
       Tax: $4,742 (2025)
    Community: Lake Ashton West Ph Ii North
    Single Family


    Estimated Monthly Payment: $2,970 (change assumption)
    Mortgage ($2,570) + Fees ($5) + Taxes in 2025 ($395)


    Taxes:$4,742

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None






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