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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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  • 302 STERLING DR, WINTER HAVEN, FL 33884

    $365,000Listed 06/24/2026 3:50PM   MLS ID: O6419370

    SHORT SALE O6419370 - 302 STERLING DR, WINTER HAVEN, FL 33884 0 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2460
       Built: 1994
    Monthly Fee: $24
       Tax: $2,764 (2025)
    Community: Berryhill
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,254 (change assumption)
    Mortgage ($2,000) + Fees ($24) + Taxes in 2025 ($230)


    Taxes:$2,764

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 306 TERRANOVA BLVD, WINTER HAVEN, FL 33884

    $390,0001 Day on yellowkey   MLS ID: TB8522219

    For Sale TB8522219 - 306 TERRANOVA BLVD, WINTER HAVEN, FL 33884 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2413
       Built: 2006
    Monthly Fee: $55
       Tax: $6,079 (2025)
    Community: Terranova Ph 04
    Single Family


    Estimated Monthly Payment: $2,699 (change assumption)
    Mortgage ($2,137) + Fees ($55) + Taxes in 2025 ($507)


    Taxes:$6,079

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 6457 DOMIZIO DR, WINTER HAVEN, FL 33884

    $309,49098 Days on yellowkey   MLS ID: O6392165

    2 Days Off yellowkey (back on 6/24/2026)

    INCREASED by $500 (0.2%) on 04/07/2026

    For Sale O6392165 - 6457 DOMIZIO DR, WINTER HAVEN, FL 33884 31 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2326
       Built: 2025
    Monthly Fee: $53
       Tax: $32 (2024)
    Community: Villa Mar 40'S
    Single Family


    Estimated Monthly Payment: $1,751 (change assumption)
    Mortgage ($1,696) + Fees ($53) + Taxes in 2024 ($3)


    Taxes:$32

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 2323 BRASSIE CT, WINTER HAVEN, FL 33884

    $313,967253 Days on yellowkey   MLS ID: L4956626

    2 Days Off yellowkey (back on 5/21/2026)

    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


  • 1525 LEAMINGTON LN, WINTER HAVEN, FL 33884

    $299,366391 Days on yellowkey   MLS ID: L4952865

    1 Days Off yellowkey (back on 5/21/2026)

    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


  • 1871 EMILY DR, WINTER HAVEN, FL 33884

    $312,50044 Days on yellowkey   MLS ID: S5149517

    For Sale S5149517 - 1871 EMILY DR, WINTER HAVEN, FL 33884 66 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2012
       Built: 2005
    Monthly Fee: $38
       Tax: $3,862 (2025)
    Community: Emily Estates
    Single Family


    Estimated Monthly Payment: $2,072 (change assumption)
    Mortgage ($1,712) + Fees ($38) + Taxes in 2025 ($322)


    Taxes:$3,862

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 6224 BOTTICELLA BLVD, WINTER HAVEN, FL 33884

    $289,4908 Days on yellowkey   MLS ID: O6417853

    1 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $5,000 (1.7%) on 06/19/2026

    For Sale O6417853 - 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


  • 23 OAKWOOD RD, WINTER HAVEN, FL 33880

    $574,90055 Days on yellowkey   MLS ID: L4961490

    For Sale L4961490 - 23 OAKWOOD RD, WINTER HAVEN, FL 33880 65 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2125
       Built: 1994   Tax: $5,836 (2025)
    Community: N/A
    Single Family


    Estimated Monthly Payment: $3,636 (change assumption)
    Mortgage ($3,150) + Taxes in 2025 ($486)


    Taxes:$5,836

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $398,50048 Days on yellowkey   MLS ID: P4938677

    0 Days Off yellowkey (back on 5/15/2026)

    For Sale P4938677 - 58 LAKE LINK CIR SE, WINTER HAVEN, FL 33884 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2000
       Built: 1971   Tax: $5,997 (2025)
    Community: Lake Link Estates
    Single Family


    Estimated Monthly Payment: $2,683 (change assumption)
    Mortgage ($2,184) + Taxes in 2025 ($500)


    Taxes:$5,997

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 419 PINELLAS RD, WINTER HAVEN, FL 33884

    $399,9993 Days on yellowkey   MLS ID: TB8521750

    For Sale TB8521750 - 419 PINELLAS RD, WINTER HAVEN, FL 33884 55 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2248
       Built: 1974   Tax: $1,726 (2025)
    Community: Eloise Woods Lake Mariam Unit
    Single Family


    Estimated Monthly Payment: $2,336 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($144)


    Taxes:$1,726

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884

    $579,90078 Days on yellowkey   MLS ID: L4960893

    For Sale L4960893 - 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884 75 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2354
       Built: 2007
    Monthly Fee: $5
       Tax: $4,690 (2025)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $3,573 (change assumption)
    Mortgage ($3,177) + Fees ($5) + Taxes in 2025 ($391)


    Taxes:$4,690

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 128 AVENUE D SW, WINTER HAVEN, FL 33880

    $185,00062 Days on yellowkey   MLS ID: L4961329

    REDUCED by $15,000 (7.5%) on 06/24/2026

    For Sale L4961329 - 128 AVENUE D SW, WINTER HAVEN, FL 33880 1 photos

    Bed: 5   Bath: 1.5
    Liv Area Sq Ft: 2200
       Built: 1925   Tax: $3,693 (2025)
    Community: South College Add Rev
    Single Family


    Estimated Monthly Payment: $1,321 (change assumption)
    Mortgage ($1,014) + Taxes in 2025 ($308)


    Taxes:$3,693

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 516 REGGIE RD, WINTER HAVEN, FL 33884

    $325,0001 Day on yellowkey   MLS ID: O6418177

    For Sale O6418177 - 516 REGGIE RD, WINTER HAVEN, FL 33884 56 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2024
    Monthly Fee: $16
       Tax: $7,811 (2025)
    Community: Peace Crk Reserve
    Single Family


    Estimated Monthly Payment: $2,448 (change assumption)
    Mortgage ($1,781) + Fees ($16) + Taxes in 2025 ($651)


    Taxes:$7,811

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1138 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $394,90076 Days on yellowkey   MLS ID: S5147440

    0 Days Off yellowkey (back on 6/23/2026)

    REDUCED by $5,000 (1.3%) on 05/29/2026

    For Sale S5147440 - 1138 MICHELANGELO LN, WINTER HAVEN, FL 33884 72 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2386
       Built: 2023
    Monthly Fee: $55
       Tax: $4,275 (2025)
    Community: Estates/Lk Florence
    Single Family


    Estimated Monthly Payment: $2,575 (change assumption)
    Mortgage ($2,164) + Fees ($55) + Taxes in 2025 ($356)


    Taxes:$4,275

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 408 TALAMONE DR, WINTER HAVEN, FL 33884

    $499,90038 Days on yellowkey   MLS ID: P4938753

    For Sale P4938753 - 408 TALAMONE DR, WINTER HAVEN, FL 33884 65 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


  • 6337 BOTTICELLA BLVD, WINTER HAVEN, FL 33884

    $295,99068 Days on yellowkey   MLS ID: W7884986

    11 Days Off yellowkey (back on 6/23/2026)

    For Sale W7884986 - 6337 BOTTICELLA BLVD, WINTER HAVEN, FL 33884 16 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2370
       Built: 2026
    Monthly Fee: $19

    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $1,641 (change assumption)
    Mortgage ($1,622) + Fees ($19) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 23 CASARENA CT, WINTER HAVEN, FL 33881

    $219,90063 Days on yellowkey   MLS ID: S5148554

    REDUCED by $10,100 (4.4%) on 06/19/2026

    For Sale S5148554 - 23 CASARENA CT, WINTER HAVEN, FL 33881 50 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2045
       Built: 1984
    Monthly Fee: $310
       Tax: $3,909 (2025)
    Community: Casarena/Lks
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,841 (change assumption)
    Mortgage ($1,205) + Fees ($310) + Taxes in 2025 ($326)


    Taxes:$3,909

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 3614 PLYMOUTH DR, WINTER HAVEN, FL 33884

    $320,0003 Days on yellowkey   MLS ID: TB8522011

    For Sale TB8522011 - 3614 PLYMOUTH DR, WINTER HAVEN, FL 33884 57 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2006
    Monthly Fee: $504
       Tax: $2,165 (2025)
    Community: Traditions Ph 01
    Single Family


    Estimated Monthly Payment: $2,438 (change assumption)
    Mortgage ($1,753) + Fees ($504) + Taxes in 2025 ($180)


    Taxes:$2,165

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: None


  • 2820 SAM MARCY WAY E, WINTER HAVEN, FL 33884

    $351,3703 Days on yellowkey   MLS ID: L4962977

    0 Days Off yellowkey (back on 6/22/2026)

    For Sale L4962977 - 2820 SAM MARCY WAY E, WINTER HAVEN, FL 33884 5 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2227
       Built: 2026
    Monthly Fee: $18

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,943 (change assumption)
    Mortgage ($1,925) + Fees ($18) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2112 RIVER HAWK LOOP, WINTER HAVEN, FL 33880

    $429,90056 Days on yellowkey   MLS ID: S5148856

    For Sale S5148856 - 2112 RIVER HAWK LOOP, WINTER HAVEN, FL 33880 39 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






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