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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Living Area Square Feet: 2500 to 2999

Winter Haven - 76 properties found

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  • 1726 UPLAND LN, WINTER HAVEN, FL 33884

    $386,99063 Days on yellowkey   MLS ID: W7885114

    For Sale W7885114 - 1726 UPLAND LN, WINTER HAVEN, FL 33884 21 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2797
       Built: 2026
    Monthly Fee: $63

    Community: Ashton Covey
    Single Family


    Estimated Monthly Payment: $2,183 (change assumption)
    Mortgage ($2,120) + Fees ($63) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2026

    Middle School: McLaughlin Academy Of Excellence


  • 258 TERRANOVA BLVD, WINTER HAVEN, FL 33880

    $414,00049 Days on yellowkey   MLS ID: TB8499276

    REDUCED by $5,000 (1.2%) on 06/20/2026

    For Sale TB8499276 - 258 TERRANOVA BLVD, WINTER HAVEN, FL 33880 62 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2639
       Built: 2006
    Monthly Fee: $55
       Tax: $6,791 (2025)
    Community: Terranova Phase Iv
    Single Family


    Estimated Monthly Payment: $2,889 (change assumption)
    Mortgage ($2,268) + Fees ($55) + Taxes in 2025 ($566)


    Taxes:$6,791

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 814 SUN BURST RD, WINTER HAVEN, FL 33880

    $329,00098 Days on yellowkey   MLS ID: S5145959

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

    For Sale S5145959 - 814 SUN BURST RD, WINTER HAVEN, FL 33880 49 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2023
    Monthly Fee: $47
       Tax: $6,036 (2025)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $2,353 (change assumption)
    Mortgage ($1,803) + Fees ($47) + Taxes in 2025 ($503)


    Taxes:$6,036

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5457 HOGAN LN, WINTER HAVEN, FL 33884

    $589,00078 Days on yellowkey   MLS ID: P4938326

    1 Days Off yellowkey (back on 6/19/2026)

    For Sale P4938326 - 5457 HOGAN LN, WINTER HAVEN, FL 33884 80 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2676
       Built: 2013
    Monthly Fee: $5
       Tax: $8,313 (2025)
    Community: Lake Ashton West Atlee Add
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,925 (change assumption)
    Mortgage ($3,227) + Fees ($5) + Taxes in 2025 ($693)


    Taxes:$8,313

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3097 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881

    $449,00023 Days on yellowkey   MLS ID: S5150948

    For Sale S5150948 - 3097 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881 59 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2577
       Built: 2004
    Monthly Fee: $33
       Tax: $4,587 (2025)
    Community: Buckeye Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,875 (change assumption)
    Mortgage ($2,460) + Fees ($33) + Taxes in 2025 ($382)


    Taxes:$4,587

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 184 LAKE OTIS RD, WINTER HAVEN, FL 33884

    $479,90090 Days on yellowkey   MLS ID: L4960608

    REDUCED by $9,100 (1.9%) on 06/17/2026

    For Sale L4960608 - 184 LAKE OTIS RD, WINTER HAVEN, FL 33884 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2921
       Built: 1969
    Monthly Fee: $100
       Tax: $4,680 (2025)
    Community: Lakewood Tr 173
    Single Family


    Estimated Monthly Payment: $3,120 (change assumption)
    Mortgage ($2,630) + Fees ($100) + Taxes in 2025 ($390)


    Taxes:$4,680

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 4253 STAFFORD DR, WINTER HAVEN, FL 33880

    $384,8008 Days on yellowkey   MLS ID: A4697252

    For Sale A4697252 - 4253 STAFFORD DR, WINTER HAVEN, FL 33880 27 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2631
       Built: 1985   Tax: $2,553 (2025)
    Community: Lake Thomas Woods Add 02
    Single Family


    Estimated Monthly Payment: $2,321 (change assumption)
    Mortgage ($2,108) + Taxes in 2025 ($213)


    Taxes:$2,553

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 44 LAKE ELOISE CT, WINTER HAVEN, FL 33884

    $619,50054 Days on yellowkey   MLS ID: P4938605

    For Sale P4938605 - 44 LAKE ELOISE CT, WINTER HAVEN, FL 33884 58 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2916
       Built: 1989
    Monthly Fee: $42
       Tax: $4,168 (2025)
    Community: Harbour Estates
    Single Family


    Estimated Monthly Payment: $3,784 (change assumption)
    Mortgage ($3,394) + Fees ($42) + Taxes in 2025 ($347)


    Taxes:$4,168

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 241 GREENFIELD RD, WINTER HAVEN, FL 33884

    $349,950126 Days on yellowkey   MLS ID: L4959462

    REDUCED by $10,000 (2.8%) on 06/16/2026

    For Sale L4959462 - 241 GREENFIELD RD, WINTER HAVEN, FL 33884 43 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2523
       Built: 1976
    Monthly Fee: $152
       Tax: $4,915 (2025)
    Community: Cypresswood
    Single Family


    Estimated Monthly Payment: $2,479 (change assumption)
    Mortgage ($1,917) + Fees ($152) + Taxes in 2025 ($410)


    Taxes:$4,915

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5429 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $374,999205 Days on yellowkey   MLS ID: TB8452537

    0 Days Off yellowkey (back on 6/16/2026)

    REDUCED by $5,000 (1.3%) on 06/09/2026

    For Sale TB8452537 - 5429 SAN PIETRO DR, WINTER HAVEN, FL 33884 20 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2892
       Built: 2025
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,332 (change assumption)
    Mortgage ($2,055) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,688

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3228 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881

    $369,000231 Days on yellowkey   MLS ID: TB8443346

    REDUCED by $400 (0.1%) on 06/15/2026

    For Sale TB8443346 - 3228 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881 51 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2020
    Monthly Fee: $30
       Tax: $5,440 (2024)
    Community: Country Walk/Winter Haven Ph 2
    Single Family


    Estimated Monthly Payment: $2,505 (change assumption)
    Mortgage ($2,022) + Fees ($30) + Taxes in 2024 ($453)


    Taxes:$5,440

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2925 E LAKE HARTRIDGE DR, WINTER HAVEN, FL 33881

    $399,0009 Days on yellowkey   MLS ID: L4962765

    For Sale L4962765 - 2925 E LAKE HARTRIDGE DR, WINTER HAVEN, FL 33881 33 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2684
       Built: 1960
    Monthly Fee: $7
       Tax: $2,061 (2025)
    Community: Pine Terrace Rep
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,365 (change assumption)
    Mortgage ($2,186) + Fees ($7) + Taxes in 2025 ($172)


    Taxes:$2,061

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2118 EDGEWATER CIR, WINTER HAVEN, FL 33880

    $411,000116 Days on yellowkey   MLS ID: TB8480830

    INCREASED by $12,000 (3.0%) on 06/15/2026

    For Sale TB8480830 - 2118 EDGEWATER CIR, WINTER HAVEN, FL 33880 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2763
       Built: 2017
    Monthly Fee: $14
       Tax: $4,291 (2025)
    Community: Edgewater Manor
    Single Family


    Estimated Monthly Payment: $2,624 (change assumption)
    Mortgage ($2,252) + Fees ($14) + Taxes in 2025 ($358)


    Taxes:$4,291

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 592 ITUNA CIR, WINTER HAVEN, FL 33881

    $389,95563 Days on yellowkey   MLS ID: L4961319

    1 Days Off yellowkey (back on 6/15/2026)

    For Sale L4961319 - 592 ITUNA CIR, WINTER HAVEN, FL 33881 5 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2819
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $2,187 (change assumption)
    Mortgage ($2,137) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 355 RUBY LAKE LOOP, WINTER HAVEN, FL 33884

    $474,99941 Days on yellowkey   MLS ID: K4903491

    2 Days Off yellowkey (back on 6/14/2026)

    For Sale K4903491 - 355 RUBY LAKE LOOP, WINTER HAVEN, FL 33884 40 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2648
       Built: 1998
    Monthly Fee: $71
       Tax: $4,848 (2025)
    Community: Ruby Lake Sub Ph Ii
    Single Family


    Estimated Monthly Payment: $3,078 (change assumption)
    Mortgage ($2,603) + Fees ($71) + Taxes in 2025 ($404)


    Taxes:$4,848

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1280 DENALI DR, WINTER HAVEN, FL 33881

    $409,000146 Days on yellowkey   MLS ID: G5107453

    INCREASED by $10,000 (2.5%) on 04/05/2026

    For Sale G5107453 - 1280 DENALI DR, WINTER HAVEN, FL 33881 32 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2566
       Built: 2024
    Monthly Fee: $92
       Tax: $6,203 (2025)
    Community: Lake Lucerne Ii
    Single Family


    Estimated Monthly Payment: $2,850 (change assumption)
    Mortgage ($2,241) + Fees ($92) + Taxes in 2025 ($517)


    Taxes:$6,203

    Elementary School: Bethune Academy

    High School: None

    Tax Year: 2025

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 5780 LAKESIDE LANDINGS BLVD, WINTER HAVEN, FL 33881

    $315,00036 Days on yellowkey   MLS ID: P4938750

    For Sale P4938750 - 5780 LAKESIDE LANDINGS BLVD, WINTER HAVEN, FL 33881 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2526
       Built: 2016
    Monthly Fee: $15
       Tax: $4,656 (2025)
    Community: Lakeside Landings Ph 01
    Single Family


    Estimated Monthly Payment: $2,129 (change assumption)
    Mortgage ($1,726) + Fees ($15) + Taxes in 2025 ($388)


    Taxes:$4,656

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1217 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $450,00025 Days on yellowkey   MLS ID: P4938819

    REDUCED by $15,000 (3.2%) on 06/11/2026

    For Sale P4938819 - 1217 MICHELANGELO LN, WINTER HAVEN, FL 33884 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2960
       Built: 2023
    Monthly Fee: $57
       Tax: $5,498 (2025)
    Community: Estates/Lk Florence
    Single Family


    Estimated Monthly Payment: $2,981 (change assumption)
    Mortgage ($2,466) + Fees ($57) + Taxes in 2025 ($458)


    Taxes:$5,498

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1797 HUMMINGBIRD RD, WINTER HAVEN, FL 33884

    $476,99014 Days on yellowkey   MLS ID: O6415738

    For Sale O6415738 - 1797 HUMMINGBIRD RD, WINTER HAVEN, FL 33884 53 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2787
       Built: 2026
    Monthly Fee: $30
       Tax: $2,606 (2025)
    Community: Harmony On Lake Eloise Phase 4
    Single Family


    Estimated Monthly Payment: $2,861 (change assumption)
    Mortgage ($2,614) + Fees ($30) + Taxes in 2025 ($217)


    Taxes:$2,606

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1210 W LAKE HAMILTON DR, WINTER HAVEN, FL 33881

    $620,00015 Days on yellowkey   MLS ID: L4962611

    For Sale L4962611 - 1210 W LAKE HAMILTON DR, WINTER HAVEN, FL 33881 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2701
       Built: 1965   Tax: $6,603 (2025)
    Community: Pollard Shores
    Single Family


    Estimated Monthly Payment: $3,947 (change assumption)
    Mortgage ($3,397) + Taxes in 2025 ($550)


    Taxes:$6,603

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None






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