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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Price: $200,000 to $299,000

Winter Haven - 290 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


  • 2307 SCARLET AVE, WINTER HAVEN, FL 33884

    $260,000185 Days on yellowkey   MLS ID: S5137553

    For Sale S5137553 - 2307 SCARLET AVE, WINTER HAVEN, FL 33884 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1343
       Built: 2024
    Monthly Fee: $11
       Tax: $5,533 (2025)
    Community: Peace Creek Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,897 (change assumption)
    Mortgage ($1,425) + Fees ($11) + Taxes in 2025 ($461)


    Taxes:$5,533

    Elementary School: Spook Hill Elem

    High School: Winter Haven Senior

    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


  • 1022 NW 30TH ST, WINTER HAVEN, FL 33881

    $250,00053 Days on yellowkey   MLS ID: P4938094

    For Sale P4938094 - 1022 NW 30TH ST, WINTER HAVEN, FL 33881 20 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1129
       Built: 1955   Tax: $2,147 (2025)
    Community: Rosewood Manor
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,549 (change assumption)
    Mortgage ($1,370) + Taxes in 2025 ($179)


    Taxes:$2,147

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood 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


  • 3420 AVENUE T NW, WINTER HAVEN, FL 33881

    $225,00012 Days on yellowkey   MLS ID: L4961252

    For Sale L4961252 - 3420 AVENUE T NW, WINTER HAVEN, FL 33881 30 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1088
       Built: 1952   Tax: $1,476 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,356 (change assumption)
    Mortgage ($1,233) + Taxes in 2025 ($123)


    Taxes:$1,476

    Elementary School: None

    High School: None

    Tax Year: 2025

    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


  • 853 AVENUE R NE, WINTER HAVEN, FL 33881

    $264,90013 Days on yellowkey   MLS ID: P4938521

    For Sale P4938521 - 853 AVENUE R NE, WINTER HAVEN, FL 33881 8 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1384
       Built: 2026   Tax: $400 (2025)
    Community: Jewett Mary B
    Single Family


    Estimated Monthly Payment: $1,485 (change assumption)
    Mortgage ($1,451) + Taxes in 2025 ($33)


    Taxes:$400

    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


  • 2036 WHISPERING TRAILS BLVD, WINTER HAVEN, FL 33884

    $228,00067 Days on yellowkey   MLS ID: P4937721

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

    REDUCED by $2,000 (0.9%) on 04/22/2026

    For Sale P4937721 - 2036 WHISPERING TRAILS BLVD, WINTER HAVEN, FL 33884 34 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1148
       Built: 2006
    Monthly Fee: $96
       Tax: $3,259 (2025)
    Community: Whispering Trails Ph 01
    Single Family


    Estimated Monthly Payment: $1,617 (change assumption)
    Mortgage ($1,249) + Fees ($96) + Taxes in 2025 ($272)


    Taxes:$3,259

    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


  • 94 LAKE DAISY BLVD, WINTER HAVEN, FL 33884

    $275,000218 Days on yellowkey   MLS ID: P4936428

    For Sale P4936428 - 94 LAKE DAISY BLVD, WINTER HAVEN, FL 33884 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1375
       Built: 1990   Tax: $3,460 (2024)
    Community: Lake Daisywood
    Single Family


    Estimated Monthly Payment: $1,795 (change assumption)
    Mortgage ($1,507) + Taxes in 2024 ($288)


    Taxes:$3,460

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: None


  • 2285 AVENUE C SW, WINTER HAVEN, FL 33880

    $279,90090 Days on yellowkey   MLS ID: S5142523

    For Sale S5142523 - 2285 AVENUE C SW, WINTER HAVEN, FL 33880 33 photos

    Bed: 4   Bath: 2.0   Gar: 4
    Liv Area Sq Ft: 2325
       Built: 1962   Tax: $4,529 (2025)
    Community: West Winter Haven
    Single Family


    Estimated Monthly Payment: $1,911 (change assumption)
    Mortgage ($1,534) + Taxes in 2025 ($377)


    Taxes:$4,529

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 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


  • 2796 WHISPERING TRAILS DR, WINTER HAVEN, FL 33884

    $215,500552 Days on yellowkey   MLS ID: S5114687

    For Sale S5114687 - 2796 WHISPERING TRAILS DR, WINTER HAVEN, FL 33884 11 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1158
       Built: 2009
    Monthly Fee: $79
       Tax: $2,652 (2024)
    Community: Whispering Trails Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,481 (change assumption)
    Mortgage ($1,181) + Fees ($79) + Taxes in 2024 ($221)


    Taxes:$2,652

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 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


  • 3420 AVENUE R NW, WINTER HAVEN, FL 33881

    $215,00013 Days on yellowkey   MLS ID: S5148239

    For Sale S5148239 - 3420 AVENUE R NW, WINTER HAVEN, FL 33881 14 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 672
       Built: 1947   Tax: $1,927 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,339 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($161)


    Taxes:$1,927

    Elementary School: Inwood Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 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


  • 1601 ROSELAWN ST SW, WINTER HAVEN, FL 33880

    $257,000185 Days on yellowkey   MLS ID: O6356028

    For Sale O6356028 - 1601 ROSELAWN ST SW, WINTER HAVEN, FL 33880 13 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1099
       Built: 1960   Tax: $3,654 (2024)
    Community: Tranquility Park 02 Rep
    Single Family


    Estimated Monthly Payment: $1,713 (change assumption)
    Mortgage ($1,408) + Taxes in 2024 ($305)


    Taxes:$3,654

    Elementary School: Lake Shipp Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 6524 DOMIZIO DR, WINTER HAVEN, FL 33884

    $274,99065 Days on yellowkey   MLS ID: W7883481

    REDUCED by $5,000 (1.8%) on 04/21/2026

    For Sale W7883481 - 6524 DOMIZIO DR, WINTER HAVEN, FL 33884 20 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1848
       Built: 2025
    Monthly Fee: $19

    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $1,526 (change assumption)
    Mortgage ($1,507) + Fees ($19) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2026

    Middle School: Denison Middle






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.