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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Price: $300,000 to $399,000

Winter Haven - 287 properties found

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  • 4130 BEDFORD AVE, WINTER HAVEN, FL 33884

    $309,90032 Days on yellowkey   MLS ID: L4962090

    For Sale L4962090 - 4130 BEDFORD AVE, WINTER HAVEN, FL 33884 61 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1819
       Built: 2006
    Monthly Fee: $485
       Tax: $1,268 (2025)
    Community: Traditions Ph 01
    Single Family


    Estimated Monthly Payment: $2,289 (change assumption)
    Mortgage ($1,698) + Fees ($485) + Taxes in 2025 ($106)


    Taxes:$1,268

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 715 GROVE ST, WINTER HAVEN, FL 33881

    $300,00097 Days on yellowkey   MLS ID: O6383497

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

    For Sale O6383497 - 715 GROVE ST, WINTER HAVEN, FL 33881 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 2023
    Monthly Fee: $42
       Tax: $3,611 (2025)
    Community: Inman Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $1,987 (change assumption)
    Mortgage ($1,644) + Fees ($42) + Taxes in 2025 ($301)


    Taxes:$3,611

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 239 GOLF AIRE BLVD, WINTER HAVEN, FL 33884

    $394,000230 Days on yellowkey   MLS ID: P4936940

    REDUCED by $5,000 (1.3%) on 05/06/2026

    For Sale P4936940 - 239 GOLF AIRE BLVD, WINTER HAVEN, FL 33884 87 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2263
       Built: 1998
    Monthly Fee: $500
       Tax: $2,634 (2024)
    Community: Lake Bess Country Cc
    Single Family


    Estimated Monthly Payment: $2,878 (change assumption)
    Mortgage ($2,159) + Fees ($500) + Taxes in 2024 ($220)


    Taxes:$2,634

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 292 KRENSON BAY LOOP, WINTER HAVEN, FL 33881

    $329,90033 Days on yellowkey   MLS ID: L4962135

    For Sale L4962135 - 292 KRENSON BAY LOOP, WINTER HAVEN, FL 33881 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1820
       Built: 2024
    Monthly Fee: $58
       Tax: $3,981 (2025)
    Community: Krenson Bay
    Single Family


    Estimated Monthly Payment: $2,197 (change assumption)
    Mortgage ($1,808) + Fees ($58) + Taxes in 2025 ($332)


    Taxes:$3,981

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4526 RAPALLO AVE, WINTER HAVEN, FL 33884

    $330,77033 Days on yellowkey   MLS ID: L4962125

    0 Days Off yellowkey (back on 5/22/2026)

    For Sale L4962125 - 4526 RAPALLO AVE, WINTER HAVEN, FL 33884 4 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2005
       Built: 2026
    Monthly Fee: $18

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,830 (change assumption)
    Mortgage ($1,812) + Fees ($18) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1015 CORSO DR, WINTER HAVEN, FL 33884

    $374,900118 Days on yellowkey   MLS ID: C7522449

    For Sale C7522449 - 1015 CORSO DR, WINTER HAVEN, FL 33884 69 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3200
       Built: 2021
    Monthly Fee: $22
       Tax: $8,268 (2025)
    Community: Villamar Ph 2A
    Single Family


    Estimated Monthly Payment: $2,765 (change assumption)
    Mortgage ($2,054) + Fees ($22) + Taxes in 2025 ($689)


    Taxes:$8,268

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5323 MICKEY AVE, WINTER HAVEN, FL 33884

    $334,999314 Days on yellowkey   MLS ID: S5132794

    INCREASED by $5,000 (1.5%) on 05/22/2026

    For Sale S5132794 - 5323 MICKEY AVE, WINTER HAVEN, FL 33884 20 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2050
       Built: 2025
    Monthly Fee: $3

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,839 (change assumption)
    Mortgage ($1,836) + Fees ($3) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3920 GIORGIO DR, WINTER HAVEN, FL 33884

    $335,09042 Days on yellowkey   MLS ID: TB8505616

    0 Days Off yellowkey (back on 5/22/2026)

    For Sale TB8505616 - 3920 GIORGIO DR, WINTER HAVEN, FL 33884 6 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1840
       Built: 2026
    Monthly Fee: $154
       Tax: $1 (2026)
    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,990 (change assumption)
    Mortgage ($1,836) + Fees ($154) + Taxes in 2026 ($0)


    Taxes:$1

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2026

    Middle School: Denison Middle


  • 1340 DAISY FIELD DR, WINTER HAVEN, FL 33884

    $310,000328 Days on yellowkey   MLS ID: O6331865

    For Sale O6331865 - 1340 DAISY FIELD DR, WINTER HAVEN, FL 33884 22 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1882
       Built: 2024
    Monthly Fee: $69
       Tax: $2,968 (2025)
    Community: Harmony On Lake Eloise
    Single Family


    Estimated Monthly Payment: $2,015 (change assumption)
    Mortgage ($1,699) + Fees ($69) + Taxes in 2025 ($247)


    Taxes:$2,968

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3865 GIORGIO DR, WINTER HAVEN, FL 33884

    $328,48035 Days on yellowkey   MLS ID: TB8508578

    For Sale TB8508578 - 3865 GIORGIO DR, WINTER HAVEN, FL 33884 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1695
       Built: 2026
    Monthly Fee: $154
       Tax: $1 (2026)
    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,954 (change assumption)
    Mortgage ($1,800) + Fees ($154) + Taxes in 2026 ($0)


    Taxes:$1

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2026

    Middle School: Denison Middle


  • 340 VAIL DR, WINTER HAVEN, FL 33884

    $365,000146 Days on yellowkey   MLS ID: S5142678

    For Sale S5142678 - 340 VAIL DR, WINTER HAVEN, FL 33884 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2042
       Built: 1984
    Monthly Fee: $17
       Tax: $3,946 (2025)
    Community: Cedar Cove Ph 01
    Single Family


    Estimated Monthly Payment: $2,346 (change assumption)
    Mortgage ($2,000) + Fees ($17) + Taxes in 2025 ($329)


    Taxes:$3,946

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5347 MICKEY AVE, WINTER HAVEN, FL 33884

    $349,52185 Days on yellowkey   MLS ID: S5146851

    REDUCED by $478 (0.1%) on 05/20/2026

    For Sale S5146851 - 5347 MICKEY AVE, WINTER HAVEN, FL 33884 18 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: $1,953 (change assumption)
    Mortgage ($1,915) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3365 COSTELLO CIR, WINTER HAVEN, FL 33884

    $320,00035 Days on yellowkey   MLS ID: L4962031

    SHORT SALE L4962031 - 3365 COSTELLO CIR, WINTER HAVEN, FL 33884 62 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2522
       Built: 2023
    Monthly Fee: $211
       Tax: $7,389 (2025)
    Community: Villamar Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,580 (change assumption)
    Mortgage ($1,753) + Fees ($211) + Taxes in 2025 ($616)


    Taxes:$7,389

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5460 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $319,49954 Days on yellowkey   MLS ID: TB8504154

    REDUCED by $500 (0.2%) on 05/19/2026

    For Sale TB8504154 - 5460 SAN PIETRO DR, WINTER HAVEN, FL 33884 22 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2026
    Monthly Fee: $53
       Tax: $4,690 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,194 (change assumption)
    Mortgage ($1,751) + 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


  • 5393 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $394,99955 Days on yellowkey   MLS ID: TB8503618

    REDUCED by $5,000 (1.3%) on 05/19/2026

    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: $2,608 (change assumption)
    Mortgage ($2,164) + 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


  • 5381 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $334,99944 Days on yellowkey   MLS ID: TB8507171

    REDUCED by $5,000 (1.5%) on 05/19/2026

    For Sale TB8507171 - 5381 SAN PIETRO DR, WINTER HAVEN, FL 33884 1 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2226
       Built: 2026
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,113 (change assumption)
    Mortgage ($1,836) + 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


  • 5377 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $324,49944 Days on yellowkey   MLS ID: TB8507486

    REDUCED by $500 (0.2%) on 05/19/2026

    For Sale TB8507486 - 5377 SAN PIETRO DR, WINTER HAVEN, FL 33884 21 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2039
       Built: 2026
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,055 (change assumption)
    Mortgage ($1,778) + 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


  • 5373 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $364,99944 Days on yellowkey   MLS ID: TB8507170

    REDUCED by $1,446 (0.4%) on 05/19/2026

    For Sale TB8507170 - 5373 SAN PIETRO DR, WINTER HAVEN, FL 33884 22 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2471
       Built: 2026
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,277 (change assumption)
    Mortgage ($2,000) + 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


  • 731 CANBERRA RD, WINTER HAVEN, FL 33884

    $325,000215 Days on yellowkey   MLS ID: L4957294

    0 Days Off yellowkey (back on 5/6/2026)

    REDUCED by $10,000 (3.0%) on 04/25/2026

    For Sale L4957294 - 731 CANBERRA RD, WINTER HAVEN, FL 33884 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2140
       Built: 1989
    Monthly Fee: $17
       Tax: $2,207 (2024)
    Community: Cypresswood Patio Homes
    Single Family


    Estimated Monthly Payment: $1,982 (change assumption)
    Mortgage ($1,781) + Fees ($17) + Taxes in 2024 ($184)


    Taxes:$2,207

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4450 RAPALLO AVE, WINTER HAVEN, FL 33884

    $339,00089 Days on yellowkey   MLS ID: O6394240

    REDUCED by $6,000 (1.7%) on 05/18/2026

    For Sale O6394240 - 4450 RAPALLO AVE, WINTER HAVEN, FL 33884 19 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2480
       Built: 2024
    Monthly Fee: $18
       Tax: $6,608 (2025)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $2,426 (change assumption)
    Mortgage ($1,857) + Fees ($18) + Taxes in 2025 ($551)


    Taxes:$6,608

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None






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