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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Price: $400,000 to $499,000

Winter Haven - 51 properties found

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  • 247 S LAKE PANSY DR, WINTER HAVEN, FL 33881

    $479,90021 Days on yellowkey   MLS ID: TB8496517

    For Sale TB8496517 - 247 S LAKE PANSY DR, WINTER HAVEN, FL 33881 56 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2247
       Built: 1986
    Monthly Fee: $136
       Tax: $2,948 (2025)
    Community: Hartridge Hills
    Single Family


    Estimated Monthly Payment: $3,011 (change assumption)
    Mortgage ($2,630) + Fees ($136) + Taxes in 2025 ($246)


    Taxes:$2,948

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5357 HOGAN LN, WINTER HAVEN, FL 33884

    $440,000264 Days on yellowkey   MLS ID: P4935902

    0 Days Off yellowkey (back on 4/21/2026)

    For Sale P4935902 - 5357 HOGAN LN, WINTER HAVEN, FL 33884 71 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2363
       Built: 2006
    Monthly Fee: $5
       Tax: $6,216 (2024)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $2,934 (change assumption)
    Mortgage ($2,411) + Fees ($5) + Taxes in 2024 ($518)


    Taxes:$6,216

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 461 FISH HAWK DR, WINTER HAVEN, FL 33884

    $435,000101 Days on yellowkey   MLS ID: O6376115

    INCREASED by $20,000 (4.8%) on 04/04/2026

    For Sale O6376115 - 461 FISH HAWK DR, WINTER HAVEN, FL 33884 60 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3920
       Built: 2006
    Monthly Fee: $45
       Tax: $6,577 (2024)
    Community: Hart Lake Cove Ph 02
    Single Family


    Estimated Monthly Payment: $2,977 (change assumption)
    Mortgage ($2,384) + Fees ($45) + Taxes in 2024 ($548)


    Taxes:$6,577

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 446 TERRANOVA ST, WINTER HAVEN, FL 33884

    $425,00070 Days on yellowkey   MLS ID: P4937910

    REDUCED by $10,000 (2.3%) on 04/21/2026

    For Sale P4937910 - 446 TERRANOVA ST, WINTER HAVEN, FL 33884 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2121
       Built: 2004
    Monthly Fee: $664
       Tax: $2,816 (2025)
    Community: Terranova Ph 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,227 (change assumption)
    Mortgage ($2,329) + Fees ($664) + Taxes in 2025 ($235)


    Taxes:$2,816

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 225 FRANKLIN CT, WINTER HAVEN, FL 33881

    $427,500102 Days on yellowkey   MLS ID: L4958723

    For Sale L4958723 - 225 FRANKLIN CT, WINTER HAVEN, FL 33881 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2362
       Built: 2014
    Monthly Fee: $74
       Tax: $5,287 (2025)
    Community: Hampton Cove
    Single Family


    Estimated Monthly Payment: $2,857 (change assumption)
    Mortgage ($2,342) + Fees ($74) + Taxes in 2025 ($441)


    Taxes:$5,287

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 4048 PHOENICIAN WAY, WINTER HAVEN, FL 33884

    $435,000168 Days on yellowkey   MLS ID: O6361389

    REDUCED by $10,000 (2.2%) on 04/20/2026

    For Sale O6361389 - 4048 PHOENICIAN WAY, WINTER HAVEN, FL 33884 53 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2354
       Built: 2007
    Monthly Fee: $5
       Tax: $8,124 (2024)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $3,065 (change assumption)
    Mortgage ($2,384) + Fees ($5) + Taxes in 2024 ($677)


    Taxes:$8,124

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6308 PINEHURST LOOP, WINTER HAVEN, FL 33884

    $456,900110 Days on yellowkey   MLS ID: A4678252

    For Sale A4678252 - 6308 PINEHURST LOOP, WINTER HAVEN, FL 33884 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2045
       Built: 2022
    Monthly Fee: $5
       Tax: $9,887 (2025)
    Community: Lake Ashton West Ph Ii North
    Single Family


    Estimated Monthly Payment: $3,332 (change assumption)
    Mortgage ($2,503) + Fees ($5) + Taxes in 2025 ($824)


    Taxes:$9,887

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1600 N LAKE SHIPP DR SW, WINTER HAVEN, FL 33880

    $475,000199 Days on yellowkey   MLS ID: TB8438899

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

    For Sale TB8438899 - 1600 N LAKE SHIPP DR SW, WINTER HAVEN, FL 33880 41 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3201
       Built: 1923   Tax: $9,301 (2024)
    Community: Orangewood Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,378 (change assumption)
    Mortgage ($2,603) + Taxes in 2024 ($775)


    Taxes:$9,301

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 108 LAKE REGION BLVD N, WINTER HAVEN, FL 33881

    $425,000152 Days on yellowkey   MLS ID: L4957549

    REDUCED by $14,000 (3.2%) on 04/13/2026

    For Sale L4957549 - 108 LAKE REGION BLVD N, WINTER HAVEN, FL 33881 52 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2495
       Built: 1996
    Monthly Fee: $85
       Tax: $3,479 (2025)
    Community: Gates Of Lake Region
    Single Family


    Estimated Monthly Payment: $2,704 (change assumption)
    Mortgage ($2,329) + Fees ($85) + Taxes in 2025 ($290)


    Taxes:$3,479

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 900 LAKE JESSIE DR, WINTER HAVEN, FL 33881

    $469,90037 Days on yellowkey   MLS ID: S5146723

    For Sale S5146723 - 900 LAKE JESSIE DR, WINTER HAVEN, FL 33881 49 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1828
       Built: 1948   Tax: $4,023 (2025)
    Community: East View Pkwy
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,910 (change assumption)
    Mortgage ($2,575) + Taxes in 2025 ($335)


    Taxes:$4,023

    Elementary School: Auburndale Central Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 6212 PINEHURST LOOP, WINTER HAVEN, FL 33884

    $405,000255 Days on yellowkey   MLS ID: P4935966

    For Sale P4935966 - 6212 PINEHURST LOOP, WINTER HAVEN, FL 33884 79 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2175
       Built: 2022
    Monthly Fee: $5
       Tax: $5,880 (2024)
    Community: Lake Ashton West Ph Ii North
    Single Family


    Estimated Monthly Payment: $2,714 (change assumption)
    Mortgage ($2,219) + Fees ($5) + Taxes in 2024 ($490)


    Taxes:$5,880

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4504 RIVIERA DR, WINTER HAVEN, FL 33884

    $449,00066 Days on yellowkey   MLS ID: P4937990

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale P4937990 - 4504 RIVIERA DR, WINTER HAVEN, FL 33884 45 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2614
       Built: 1986   Tax: $2,327 (2025)
    Community: Cypress Grove Ph 04
    Single Family


    Estimated Monthly Payment: $2,654 (change assumption)
    Mortgage ($2,460) + Taxes in 2025 ($194)


    Taxes:$2,327

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1988 CROSSROADS BLVD, WINTER HAVEN, FL 33881

    $489,000195 Days on yellowkey   MLS ID: L4956715

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

    For Sale L4956715 - 1988 CROSSROADS BLVD, WINTER HAVEN, FL 33881 100 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2781
       Built: 2008
    Monthly Fee: $133
       Tax: $3,358 (2025)
    Community: Crossroads/Lk Region
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,092 (change assumption)
    Mortgage ($2,679) + Fees ($133) + Taxes in 2025 ($280)


    Taxes:$3,358

    Elementary School: None

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1051 LENA RUN CT, WINTER HAVEN, FL 33880

    $477,55582 Days on yellowkey   MLS ID: L4959294

    For Sale L4959294 - 1051 LENA RUN CT, WINTER HAVEN, FL 33880 43 photos

    Bed: 4   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2428
       Built: 2016
    Monthly Fee: $123
       Tax: $3,613 (2025)
    Community: Hidden Creek
    Single Family


    Estimated Monthly Payment: $3,041 (change assumption)
    Mortgage ($2,617) + Fees ($123) + Taxes in 2025 ($301)


    Taxes:$3,613

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1280 DENALI DR, WINTER HAVEN, FL 33881

    $409,00095 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 33 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


  • 236 W LAKE INA DR, WINTER HAVEN, FL 33884

    $430,00032 Days on yellowkey   MLS ID: O6395853

    For Sale O6395853 - 236 W LAKE INA DR, WINTER HAVEN, FL 33884 61 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2576
       Built: 1979   Tax: $4,971 (2025)
    Community: Eloise Woods Lake Roy Unit Pb 14 Pg 19
    Single Family


    Estimated Monthly Payment: $2,770 (change assumption)
    Mortgage ($2,356) + Taxes in 2025 ($414)


    Taxes:$4,971

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1096 SANDPIPER LOOP, WINTER HAVEN, FL 33881

    $442,50033 Days on yellowkey   MLS ID: S5146706

    For Sale S5146706 - 1096 SANDPIPER LOOP, WINTER HAVEN, FL 33881 48 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2536
       Built: 2022
    Monthly Fee: $60
       Tax: $739 (2025)
    Community: Chestnut Crk
    Single Family


    Estimated Monthly Payment: $2,546 (change assumption)
    Mortgage ($2,425) + Fees ($60) + Taxes in 2025 ($62)


    Taxes:$739

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2984 PLANTATION RD, WINTER HAVEN, FL 33884

    $455,00049 Days on yellowkey   MLS ID: P4938154

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

    For Sale P4938154 - 2984 PLANTATION RD, WINTER HAVEN, FL 33884 38 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2520
       Built: 1991
    Monthly Fee: $137
       Tax: $3,236 (2025)
    Community: Cypresswood Plantations
    Single Family


    Estimated Monthly Payment: $2,900 (change assumption)
    Mortgage ($2,493) + Fees ($137) + Taxes in 2025 ($270)


    Taxes:$3,236

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1774 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884

    $409,90056 Days on yellowkey   MLS ID: TB8484190

    For Sale TB8484190 - 1774 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884 31 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2244
       Built: 2025
    Monthly Fee: $95

    Community: Peach Crossings
    Single Family


    Estimated Monthly Payment: $2,341 (change assumption)
    Mortgage ($2,246) + Fees ($95) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 1790 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884

    $403,90056 Days on yellowkey   MLS ID: TB8484188

    For Sale TB8484188 - 1790 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884 25 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2244
       Built: 2025
    Monthly Fee: $95
       Tax: $730 (2025)
    Community: Peach Crossings
    Single Family


    Estimated Monthly Payment: $2,369 (change assumption)
    Mortgage ($2,213) + Fees ($95) + Taxes in 2025 ($61)


    Taxes:$730

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


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