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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Living Area Square Feet: 1500 to 1999

Winter Haven - 281 properties found

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  • 4872 SUMMERFIELD CIR, WINTER HAVEN, FL 33881

    $275,00091 Days on yellowkey   MLS ID: O6378710

    0 Days Off yellowkey (back on 4/23/2026)

    For Sale O6378710 - 4872 SUMMERFIELD CIR, WINTER HAVEN, FL 33881 21 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1782
       Built: 2015
    Monthly Fee: $36
       Tax: $4,544 (2025)
    Community: Country Club Estates
    Single Family


    Estimated Monthly Payment: $1,921 (change assumption)
    Mortgage ($1,507) + Fees ($36) + Taxes in 2025 ($379)


    Taxes:$4,544

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4004 GIORGIO DR, WINTER HAVEN, FL 33884

    $304,990178 Days on yellowkey   MLS ID: O6355059

    51 Days Off yellowkey (back on 3/17/2026)

    For Sale O6355059 - 4004 GIORGIO DR, WINTER HAVEN, FL 33884 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2025
    Monthly Fee: $17
       Tax: $3,148 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,950 (change assumption)
    Mortgage ($1,671) + Fees ($17) + Taxes in 2025 ($262)


    Taxes:$3,148

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Academy Of Excellence


  • 321 SQUIRES GROVE DR, WINTER HAVEN, FL 33880

    $229,90025 Days on yellowkey   MLS ID: A4688897

    For Sale A4688897 - 321 SQUIRES GROVE DR, WINTER HAVEN, FL 33880 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1616
       Built: 2007   Tax: $1,610 (2025)
    Community: Squires Grove
    Single Family


    Estimated Monthly Payment: $1,394 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($134)


    Taxes:$1,610

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 221 GOLF AIRE BLVD, WINTER HAVEN, FL 33884

    $315,00057 Days on yellowkey   MLS ID: L4959992

    For Sale L4959992 - 221 GOLF AIRE BLVD, WINTER HAVEN, FL 33884 71 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1645
       Built: 1999
    Monthly Fee: $500
       Tax: $2,554 (2025)
    Community: Lake Bess Country Club
    Single Family


    Estimated Monthly Payment: $2,439 (change assumption)
    Mortgage ($1,726) + Fees ($500) + Taxes in 2025 ($213)


    Taxes:$2,554

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 802 MARCIA LOOP, WINTER HAVEN, FL 33884

    $359,90067 Days on yellowkey   MLS ID: P4937120

    For Sale P4937120 - 802 MARCIA LOOP, WINTER HAVEN, FL 33884 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1539
       Built: 2003
    Monthly Fee: $27
       Tax: $2,905 (2024)
    Community: Crystals Landing
    Single Family


    Estimated Monthly Payment: $2,241 (change assumption)
    Mortgage ($1,972) + Fees ($27) + Taxes in 2024 ($242)


    Taxes:$2,905

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 860 NW 5TH ST, WINTER HAVEN, FL 33881

    $270,000203 Days on yellowkey   MLS ID: O6351679

    5 Days Off yellowkey (back on 1/19/2026)

    For Sale O6351679 - 860 NW 5TH ST, WINTER HAVEN, FL 33881 12 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1550
       Built: 2025   Tax: $35 (2025)
    Community: Ida Lake Sub
    Single Family


    Estimated Monthly Payment: $1,482 (change assumption)
    Mortgage ($1,479) + Taxes in 2025 ($3)


    Taxes:$35

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 718 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880

    $333,998159 Days on yellowkey   MLS ID: O6363455

    INCREASED by $6,999 (2.1%) on 04/17/2026

    For Sale O6363455 - 718 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880 38 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 2023
    Monthly Fee: $38
       Tax: $3,912 (2024)
    Community: Eagle Landing Phase Ii
    Single Family


    Estimated Monthly Payment: $2,194 (change assumption)
    Mortgage ($1,830) + Fees ($38) + Taxes in 2024 ($326)


    Taxes:$3,912

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1864 EMILY DR, WINTER HAVEN, FL 33884

    $293,900173 Days on yellowkey   MLS ID: TB8447490

    REDUCED by $3,100 (1.0%) on 04/23/2026

    For Sale TB8447490 - 1864 EMILY DR, WINTER HAVEN, FL 33884 43 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1836
       Built: 2005
    Monthly Fee: $25
       Tax: $3,788 (2024)
    Community: Emily Estates
    Single Family


    Estimated Monthly Payment: $1,951 (change assumption)
    Mortgage ($1,610) + Fees ($25) + Taxes in 2024 ($316)


    Taxes:$3,788

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 717 BAYSIDE BLVD, WINTER HAVEN, FL 33881

    $334,76512 Days on yellowkey   MLS ID: L4961317

    For Sale L4961317 - 717 BAYSIDE BLVD, WINTER HAVEN, FL 33881 4 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1819
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $1,884 (change assumption)
    Mortgage ($1,834) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 443 ITUNA CIR, WINTER HAVEN, FL 33881

    $319,12012 Days on yellowkey   MLS ID: L4961315

    For Sale L4961315 - 443 ITUNA CIR, WINTER HAVEN, FL 33881 4 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1644
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $1,799 (change assumption)
    Mortgage ($1,749) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3732 GIORGIO DR, WINTER HAVEN, FL 33884

    $270,50012 Days on yellowkey   MLS ID: S5147116

    SHORT SALE S5147116 - 3732 GIORGIO DR, WINTER HAVEN, FL 33884 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1713
       Built: 2024
    Monthly Fee: $15
       Tax: $6,432 (2025)
    Community: Villamar Ph 6 & Ph 6D
    Single Family


    Estimated Monthly Payment: $2,033 (change assumption)
    Mortgage ($1,482) + Fees ($15) + Taxes in 2025 ($536)


    Taxes:$6,432

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1347 OAKMONT DR, WINTER HAVEN, FL 33884

    $384,90043 Days on yellowkey   MLS ID: L4960249

    For Sale L4960249 - 1347 OAKMONT DR, WINTER HAVEN, FL 33884 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1712
       Built: 2020
    Monthly Fee: $5
       Tax: $3,921 (2025)
    Community: Lake Ashton West Ph 2 South
    Single Family


    Estimated Monthly Payment: $2,441 (change assumption)
    Mortgage ($2,109) + Fees ($5) + Taxes in 2025 ($327)


    Taxes:$3,921

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4040 CARTERET, WINTER HAVEN, FL 33884

    $259,00030 Days on yellowkey   MLS ID: B4902225

    REDUCED by $10,000 (3.7%) on 04/22/2026

    For Sale B4902225 - 4040 CARTERET, WINTER HAVEN, FL 33884 27 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1599
       Built: 2006
    Monthly Fee: $484
       Tax: $1,588 (2024)
    Community: Traditions Phase 1
    Single Family


    Estimated Monthly Payment: $2,036 (change assumption)
    Mortgage ($1,419) + Fees ($484) + Taxes in 2024 ($132)


    Taxes:$1,588

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 455 MAJESTIC GARDENS BLVD, WINTER HAVEN, FL 33880

    $349,900137 Days on yellowkey   MLS ID: B4902136

    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


  • 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


  • 140 SOLIS DR, WINTER HAVEN, FL 33880

    $316,900180 Days on yellowkey   MLS ID: S5137785

    For Sale S5137785 - 140 SOLIS DR, WINTER HAVEN, FL 33880 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1814
       Built: 2019
    Monthly Fee: $65
       Tax: $2,678 (2024)
    Community: Solis Gardens
    Single Family


    Estimated Monthly Payment: $2,025 (change assumption)
    Mortgage ($1,736) + Fees ($65) + Taxes in 2024 ($223)


    Taxes:$2,678

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 3161 ROYAL TERN DR, WINTER HAVEN, FL 33881

    $259,000403 Days on yellowkey   MLS ID: S5123505

    2 Days Off yellowkey (back on 4/22/2026)

    SHORT SALE S5123505 - 3161 ROYAL TERN DR, WINTER HAVEN, FL 33881 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2020
    Monthly Fee: $10
       Tax: $4,056 (2024)
    Community: Lakeside Landings Phase 3
    Single Family


    Estimated Monthly Payment: $1,767 (change assumption)
    Mortgage ($1,419) + Fees ($10) + Taxes in 2024 ($338)


    Taxes:$4,056

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Stambaugh Middle


  • 3396 AVENUE U NW, WINTER HAVEN, FL 33881

    $287,99028 Days on yellowkey   MLS ID: L4960885

    REDUCED by $2,000 (0.7%) on 04/22/2026

    For Sale L4960885 - 3396 AVENUE U NW, WINTER HAVEN, FL 33881 30 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1592
       Built: 1961   Tax: $2,872 (2025)
    Community: Inwood No 4 Pb 9 Pgs 35A & 35B
    Single Family


    Estimated Monthly Payment: $1,817 (change assumption)
    Mortgage ($1,578) + Taxes in 2025 ($239)


    Taxes:$2,872

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 305 ARBUTHNOT ST, WINTER HAVEN, FL 33881

    $299,99913 Days on yellowkey   MLS ID: P4938517

    For Sale P4938517 - 305 ARBUTHNOT ST, WINTER HAVEN, FL 33881 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1758
       Built: 2022
    Monthly Fee: $83
       Tax: $4,009 (2025)
    Community: Sanctuary By The Lake Ph 2
    Single Family


    Estimated Monthly Payment: $2,061 (change assumption)
    Mortgage ($1,644) + Fees ($83) + Taxes in 2025 ($334)


    Taxes:$4,009

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 851 VIENNA DR, WINTER HAVEN, FL 33884

    $279,90021 Days on yellowkey   MLS ID: L4961034

    REDUCED by $5,100 (1.8%) on 04/21/2026

    For Sale L4961034 - 851 VIENNA DR, WINTER HAVEN, FL 33884 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1569
       Built: 2022
    Monthly Fee: $15
       Tax: $6,253 (2025)
    Community: Villamar Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,070 (change assumption)
    Mortgage ($1,534) + Fees ($15) + Taxes in 2025 ($521)


    Taxes:$6,253

    Elementary School: Chain O Lakes Elem

    High School: None

    Tax Year: 2025

    Middle School: None






Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.