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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Living Area Square Feet: 1500 to 1999

Winter Haven - 311 properties found

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  • 1406 MEADOW DR NE, WINTER HAVEN, FL 33881

    $265,00030 Days on yellowkey   MLS ID: P4938800

    For Sale P4938800 - 1406 MEADOW DR NE, WINTER HAVEN, FL 33881 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1678
       Built: 1979   Tax: $5,064 (2025)
    Community: Buckeye Heights
    Single Family


    Estimated Monthly Payment: $1,874 (change assumption)
    Mortgage ($1,452) + Taxes in 2025 ($422)


    Taxes:$5,064

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 125 EDGEWATER DR, WINTER HAVEN, FL 33881

    $210,000118 Days on yellowkey   MLS ID: S5144744

    4 Days Off yellowkey (back on 5/26/2026)

    SHORT SALE S5144744 - 125 EDGEWATER DR, WINTER HAVEN, FL 33881 13 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1703
       Built: 1971   Tax: $3,721 (2025)
    Community: Carefree Cove
    Single Family


    Estimated Monthly Payment: $1,461 (change assumption)
    Mortgage ($1,151) + Taxes in 2025 ($310)


    Taxes:$3,721

    Elementary School: Lake Alfred Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 6006 COUNTRY WALK LN, WINTER HAVEN, FL 33880

    $345,000394 Days on yellowkey   MLS ID: S5126942

    1 Days Off yellowkey (back on 5/23/2026)

    REDUCED by $14,999 (4.2%) on 04/27/2026

    For Sale S5126942 - 6006 COUNTRY WALK LN, WINTER HAVEN, FL 33880 42 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1809
       Built: 2004
    Monthly Fee: $21
       Tax: $4,291 (2024)
    Community: Country Walk Ph 03
    Single Family


    Estimated Monthly Payment: $2,269 (change assumption)
    Mortgage ($1,890) + Fees ($21) + Taxes in 2024 ($358)


    Taxes:$4,291

    Elementary School: Eagle Lake Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 455 MAJESTIC GARDENS BLVD, WINTER HAVEN, FL 33880

    $349,900189 Days on yellowkey   MLS ID: B4902136

    2 Days Off yellowkey (back on 5/24/2026)

    REDUCED by $5,100 (1.4%) on 04/22/2026

    For Sale B4902136 - 455 MAJESTIC GARDENS BLVD, WINTER HAVEN, FL 33880 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1625
       Built: 2009
    Monthly Fee: $29
       Tax: $4,241 (2025)
    Community: Gardens Ph 01
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,300 (change assumption)
    Mortgage ($1,917) + Fees ($29) + Taxes in 2025 ($353)


    Taxes:$4,241

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4130 BEDFORD AVE, WINTER HAVEN, FL 33884

    $309,90033 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

    $300,00098 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


  • 4114 FISHERMANS LNDG, WINTER HAVEN, FL 33884

    $295,00038 Days on yellowkey   MLS ID: L4961951

    For Sale L4961951 - 4114 FISHERMANS LNDG, WINTER HAVEN, FL 33884 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1992
       Built: 1986
    Monthly Fee: $83
       Tax: $3,800 (2025)
    Community: Cypress Landing Ph 01
    Single Family


    Estimated Monthly Payment: $2,016 (change assumption)
    Mortgage ($1,616) + Fees ($83) + Taxes in 2025 ($317)


    Taxes:$3,800

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 292 KRENSON BAY LOOP, WINTER HAVEN, FL 33881

    $329,90034 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


  • 2638 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $298,900311 Days on yellowkey   MLS ID: S5132867

    REDUCED by $1,100 (0.4%) on 05/22/2026

    SHORT SALE S5132867 - 2638 SAN MARCO WAY, WINTER HAVEN, FL 33884 23 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1707
       Built: 2023
    Monthly Fee: $17
       Tax: $5,812 (2024)
    Community: Villamar Ph Four
    Single Family


    Estimated Monthly Payment: $2,139 (change assumption)
    Mortgage ($1,638) + Fees ($17) + Taxes in 2024 ($484)


    Taxes:$5,812

    Elementary School: Chain O Lakes Elem

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3920 GIORGIO DR, WINTER HAVEN, FL 33884

    $335,09043 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


  • 525 DRAYTON RD, WINTER HAVEN, FL 33884

    $289,900129 Days on yellowkey   MLS ID: R4910727

    0 Days Off yellowkey (back on 4/24/2026)

    REDUCED by $4,100 (1.4%) on 03/31/2026

    For Sale R4910727 - 525 DRAYTON RD, WINTER HAVEN, FL 33884 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1876
       Built: 2006
    Monthly Fee: $31
       Tax: $4,580 (2025)
    Community: Savanna Pointe
    Single Family


    Estimated Monthly Payment: $2,001 (change assumption)
    Mortgage ($1,588) + Fees ($31) + Taxes in 2025 ($382)


    Taxes:$4,580

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 268 MEREDITH BLVD, WINTER HAVEN, FL 33881

    $299,99096 Days on yellowkey   MLS ID: G5109922

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

    For Sale G5109922 - 268 MEREDITH BLVD, WINTER HAVEN, FL 33881 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1938
       Built: 2025
    Monthly Fee: $6
       Tax: $500 (2024)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $1,691 (change assumption)
    Mortgage ($1,644) + Fees ($6) + Taxes in 2024 ($42)


    Taxes:$500

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 3588 RALEIGH DR, WINTER HAVEN, FL 33884

    $262,500136 Days on yellowkey   MLS ID: L4959265

    REDUCED by $6,000 (2.2%) on 05/21/2026

    For Sale L4959265 - 3588 RALEIGH DR, WINTER HAVEN, FL 33884 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1719
       Built: 2007
    Monthly Fee: $485
       Tax: $1,555 (2025)
    Community: Traditions Ph 02
    Single Family


    Estimated Monthly Payment: $2,053 (change assumption)
    Mortgage ($1,438) + Fees ($485) + Taxes in 2025 ($130)


    Taxes:$1,555

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2213 ROSE BLVD, WINTER HAVEN, FL 33881

    $289,90059 Days on yellowkey   MLS ID: L4961368

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

    REDUCED by $10,000 (3.3%) on 05/14/2026

    For Sale L4961368 - 2213 ROSE BLVD, WINTER HAVEN, FL 33881 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1851
       Built: 2018
    Monthly Fee: $25
       Tax: $2,962 (2025)
    Community: Buckeye Rdg
    Single Family


    Estimated Monthly Payment: $1,860 (change assumption)
    Mortgage ($1,588) + Fees ($25) + Taxes in 2025 ($247)


    Taxes:$2,962

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1340 DAISY FIELD DR, WINTER HAVEN, FL 33884

    $310,000329 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

    $328,48036 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


  • 5024 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884

    $299,90040 Days on yellowkey   MLS ID: P4938726

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale P4938726 - 5024 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884 99 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1784
       Built: 2007
    Monthly Fee: $5
       Tax: $3,423 (2025)
    Community: Lake Ashton West Ph I
    Single Family


    Estimated Monthly Payment: $1,933 (change assumption)
    Mortgage ($1,643) + Fees ($5) + Taxes in 2025 ($285)


    Taxes:$3,423

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3843 ELOISE ESTATES CT, WINTER HAVEN, FL 33881

    $280,000258 Days on yellowkey   MLS ID: P4936639

    For Sale P4936639 - 3843 ELOISE ESTATES CT, WINTER HAVEN, FL 33881 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1600
       Built: 2014
    Monthly Fee: $88
       Tax: $3,237 (2024)
    Community: Lake Smart Estates
    Single Family


    Estimated Monthly Payment: $1,892 (change assumption)
    Mortgage ($1,534) + Fees ($88) + Taxes in 2024 ($270)


    Taxes:$3,237

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1473 LUCERNE LOOP RD NE, WINTER HAVEN, FL 33881

    $275,00038 Days on yellowkey   MLS ID: TB8509100

    For Sale TB8509100 - 1473 LUCERNE LOOP RD NE, WINTER HAVEN, FL 33881 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1599
       Built: 2019
    Monthly Fee: $30
       Tax: $4,065 (2025)
    Community: Lucerne Park
    Single Family


    Estimated Monthly Payment: $1,876 (change assumption)
    Mortgage ($1,507) + Fees ($30) + Taxes in 2025 ($339)


    Taxes:$4,065

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Boone Middle


  • 1646 TRESSEL CT, WINTER HAVEN, FL 33881

    $290,00070 Days on yellowkey   MLS ID: P4938246

    For Sale P4938246 - 1646 TRESSEL CT, WINTER HAVEN, FL 33881 46 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2020
    Monthly Fee: $50
       Tax: $4,864 (2025)
    Community: Buckeye Trace
    Single Family


    Estimated Monthly Payment: $2,044 (change assumption)
    Mortgage ($1,589) + Fees ($50) + Taxes in 2025 ($405)


    Taxes:$4,864

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None






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