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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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  • 1854 ELOISE COVE DR, WINTER HAVEN, FL 33884

    $450,000102 Days on yellowkey   MLS ID: L4958664

    For Sale L4958664 - 1854 ELOISE COVE DR, WINTER HAVEN, FL 33884 67 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2888
       Built: 2006
    Monthly Fee: $94
       Tax: $3,516 (2025)
    Community: Eloise Cove
    Single Family


    Estimated Monthly Payment: $2,853 (change assumption)
    Mortgage ($2,466) + Fees ($94) + Taxes in 2025 ($293)


    Taxes:$3,516

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 2112 RIVER HAWK LOOP, WINTER HAVEN, FL 33880

    $429,9004 Days on yellowkey   MLS ID: S5148856

    For Sale S5148856 - 2112 RIVER HAWK LOOP, WINTER HAVEN, FL 33880 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2378
       Built: 2026
    Monthly Fee: $98
       Tax: $228 (2025)
    Community: Residences Of Winter Haven
    Single Family


    Estimated Monthly Payment: $2,473 (change assumption)
    Mortgage ($2,356) + Fees ($98) + Taxes in 2025 ($19)


    Taxes:$228

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 104 SANDERLING DR, WINTER HAVEN, FL 33881

    $419,00041 Days on yellowkey   MLS ID: O6392989

    REDUCED by $6,000 (1.4%) on 05/02/2026

    For Sale O6392989 - 104 SANDERLING DR, WINTER HAVEN, FL 33881 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2277
       Built: 2004
    Monthly Fee: $34
       Tax: $6,245 (2025)
    Community: Hamilton West Ph 01
    Single Family


    Estimated Monthly Payment: $2,850 (change assumption)
    Mortgage ($2,296) + Fees ($34) + Taxes in 2025 ($520)


    Taxes:$6,245

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 144 BEVERLY DR, WINTER HAVEN, FL 33884

    $409,90024 Days on yellowkey   MLS ID: O6397768

    REDUCED by $10,100 (2.4%) on 04/28/2026

    For Sale O6397768 - 144 BEVERLY DR, WINTER HAVEN, FL 33884 63 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2492
       Built: 1963   Tax: $3,785 (2025)
    Community: Eloise Woods Lake Roy Unit
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,561 (change assumption)
    Mortgage ($2,246) + Taxes in 2025 ($315)


    Taxes:$3,785

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2968 PLANTATION RD, WINTER HAVEN, FL 33884

    $442,00045 Days on yellowkey   MLS ID: P4938120

    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


  • 5393 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $409,2454 Days on yellowkey   MLS ID: TB8503618

    For Sale TB8503618 - 5393 SAN PIETRO DR, WINTER HAVEN, FL 33884 20 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3016
       Built: 2026
    Monthly Fee: $53
       Tax: $4,690 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,686 (change assumption)
    Mortgage ($2,242) + 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


  • 4 GROVE CT SE, WINTER HAVEN, FL 33884

    $429,9004 Days on yellowkey   MLS ID: O6401108

    For Sale O6401108 - 4 GROVE CT SE, WINTER HAVEN, FL 33884 49 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 1983
       Built: 1977   Tax: $2,779 (2025)
    Community: Lake Winterset Acres
    Single Family


    Estimated Monthly Payment: $2,587 (change assumption)
    Mortgage ($2,356) + Taxes in 2025 ($232)


    Taxes:$2,779

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5122 KINSLEY DR, WINTER HAVEN, FL 33884

    $422,94887 Days on yellowkey   MLS ID: S5143312

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

    For Sale S5143312 - 5122 KINSLEY DR, WINTER HAVEN, FL 33884 21 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3030
       Built: 2026
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $2,355 (change assumption)
    Mortgage ($2,317) + 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


  • 5200 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884

    $475,000308 Days on yellowkey   MLS ID: P4935325

    2 Days Off yellowkey (back on 4/25/2026)

    REDUCED by $35,000 (6.9%) on 04/16/2026

    For Sale P4935325 - 5200 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884 72 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2443
       Built: 2008
    Monthly Fee: $5
       Tax: $6,051 (2024)
    Community: Lake Ashton West Ph 01
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,112 (change assumption)
    Mortgage ($2,603) + Fees ($5) + Taxes in 2024 ($504)


    Taxes:$6,051

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 240 SANTA ROSA DR, WINTER HAVEN, FL 33884

    $434,900131 Days on yellowkey   MLS ID: L4958092

    For Sale L4958092 - 240 SANTA ROSA DR, WINTER HAVEN, FL 33884 25 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2850
       Built: 1988
    Monthly Fee: $46
       Tax: $2,790 (2023)
    Community: Overlook Ests Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,661 (change assumption)
    Mortgage ($2,383) + Fees ($46) + Taxes in 2023 ($233)


    Taxes:$2,790

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2023

    Middle School: Denison Middle


  • 3108 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881

    $423,00077 Days on yellowkey   MLS ID: L4959442

    1 Days Off yellowkey (back on 4/28/2026)

    REDUCED by $3,000 (0.7%) on 04/23/2026

    For Sale L4959442 - 3108 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2249
       Built: 2004
    Monthly Fee: $25
       Tax: $5,809 (2025)
    Community: Buckeye Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,827 (change assumption)
    Mortgage ($2,318) + Fees ($25) + Taxes in 2025 ($484)


    Taxes:$5,809

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4020 CARTERET DR, WINTER HAVEN, FL 33884

    $419,90055 Days on yellowkey   MLS ID: O6389154

    For Sale O6389154 - 4020 CARTERET DR, WINTER HAVEN, FL 33884 33 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2282
       Built: 2015
    Monthly Fee: $484
       Tax: $3,537 (2025)
    Community: Traditions
    Single Family


    Estimated Monthly Payment: $3,080 (change assumption)
    Mortgage ($2,301) + Fees ($484) + Taxes in 2025 ($295)


    Taxes:$3,537

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Academy Of Excellence


  • 132 BROAD ST, WINTER HAVEN, FL 33881

    $469,00041 Days on yellowkey   MLS ID: P4938236

    For Sale P4938236 - 132 BROAD ST, WINTER HAVEN, FL 33881 60 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2672
       Built: 2016
    Monthly Fee: $74
       Tax: $3,868 (2025)
    Community: Hampton Cove
    Single Family


    Estimated Monthly Payment: $2,966 (change assumption)
    Mortgage ($2,570) + Fees ($74) + Taxes in 2025 ($322)


    Taxes:$3,868

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1936 CROSSROADS BLVD, WINTER HAVEN, FL 33881

    $495,00059 Days on yellowkey   MLS ID: L4959864

    REDUCED by $4,900 (1.0%) on 04/13/2026

    For Sale L4959864 - 1936 CROSSROADS BLVD, WINTER HAVEN, FL 33881 49 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2467
       Built: 2018
    Monthly Fee: $133
       Tax: $2,645 (2025)
    Community: Crossroads At Lake Region
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,066 (change assumption)
    Mortgage ($2,712) + Fees ($133) + Taxes in 2025 ($220)


    Taxes:$2,645

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3971 ISLAND LAKES DR, WINTER HAVEN, FL 33881

    $474,900168 Days on yellowkey   MLS ID: P4936971

    REDUCED by $5,000 (1.0%) on 04/17/2026

    For Sale P4936971 - 3971 ISLAND LAKES DR, WINTER HAVEN, FL 33881 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2023
       Built: 2014
    Monthly Fee: $17
       Tax: $4,603 (2024)
    Community: Island Lakes
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,003 (change assumption)
    Mortgage ($2,602) + Fees ($17) + Taxes in 2024 ($384)


    Taxes:$4,603

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 496 TERRANOVA ST, WINTER HAVEN, FL 33884

    $449,00088 Days on yellowkey   MLS ID: O6380041

    REDUCED by $11,000 (2.4%) on 04/11/2026

    For Sale O6380041 - 496 TERRANOVA ST, WINTER HAVEN, FL 33884 45 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2357
       Built: 2004
    Monthly Fee: $56
       Tax: $6,005 (2025)
    Community: Terranova Ph 02
    Single Family


    Estimated Monthly Payment: $3,017 (change assumption)
    Mortgage ($2,460) + Fees ($56) + Taxes in 2025 ($500)


    Taxes:$6,005

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 314 TERRANOVA BLVD, WINTER HAVEN, FL 33884

    $425,00011 Days on yellowkey   MLS ID: O6401702

    For Sale O6401702 - 314 TERRANOVA BLVD, WINTER HAVEN, FL 33884 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1884
       Built: 2006
    Monthly Fee: $55
       Tax: $5,141 (2025)
    Community: Terranova Ph Iv
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,812 (change assumption)
    Mortgage ($2,329) + Fees ($55) + Taxes in 2025 ($428)


    Taxes:$5,141

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 737 SANTA MARIA DR, WINTER HAVEN, FL 33884

    $478,00012 Days on yellowkey   MLS ID: P4938535

    For Sale P4938535 - 737 SANTA MARIA DR, WINTER HAVEN, FL 33884 72 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2571
       Built: 1993
    Monthly Fee: $46
       Tax: $3,220 (2025)
    Community: Overlook Estates
    Single Family


    Estimated Monthly Payment: $2,933 (change assumption)
    Mortgage ($2,619) + Fees ($46) + Taxes in 2025 ($268)


    Taxes:$3,220

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1151 CAREFREE COVE DR, WINTER HAVEN, FL 33881

    $435,000161 Days on yellowkey   MLS ID: TB8450979

    REDUCED by $4,000 (0.9%) on 04/22/2026

    For Sale TB8450979 - 1151 CAREFREE COVE DR, WINTER HAVEN, FL 33881 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1734
       Built: 1984   Tax: $4,375 (2024)
    Community: Carefree Cove
    Single Family


    Estimated Monthly Payment: $2,748 (change assumption)
    Mortgage ($2,384) + Taxes in 2024 ($365)


    Taxes:$4,375

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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