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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Price: $300,000 to $399,000

Winter Haven - 251 properties found

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  • 126 HOMEWOOD DR, WINTER HAVEN, FL 33880

    $335,00082 Days on yellowkey   MLS ID: L4959293

    For Sale L4959293 - 126 HOMEWOOD DR, WINTER HAVEN, FL 33880 83 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 1994   Tax: $1,396 (2025)
    Community: Homewood Sub
    Single Family


    Estimated Monthly Payment: $1,952 (change assumption)
    Mortgage ($1,836) + Taxes in 2025 ($116)


    Taxes:$1,396

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3827 POMELO DR, WINTER HAVEN, FL 33881

    $329,49027 Days on yellowkey   MLS ID: O6396937

    For Sale O6396937 - 3827 POMELO DR, WINTER HAVEN, FL 33881 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2026
    Monthly Fee: $69
       Tax: $2,606 (2025)
    Community: Harmony On Lake Eloise Phase 4
    Single Family


    Estimated Monthly Payment: $2,092 (change assumption)
    Mortgage ($1,805) + Fees ($69) + Taxes in 2025 ($217)


    Taxes:$2,606

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1109 BRIMSTONE CIR, WINTER HAVEN, FL 33884

    $330,000140 Days on yellowkey   MLS ID: L4957925

    For Sale L4957925 - 1109 BRIMSTONE CIR, WINTER HAVEN, FL 33884 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1697
       Built: 2023
    Monthly Fee: $30
       Tax: $3,769 (2025)
    Community: Harmony/Lk Eloise Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,152 (change assumption)
    Mortgage ($1,808) + Fees ($30) + Taxes in 2025 ($314)


    Taxes:$3,769

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1799 CARNOSTIE RD, WINTER HAVEN, FL 33884

    $309,00056 Days on yellowkey   MLS ID: P4938087

    For Sale P4938087 - 1799 CARNOSTIE RD, WINTER HAVEN, FL 33884 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1680
       Built: 2022
    Monthly Fee: $18
       Tax: $5,703 (2025)
    Community: Villamar Ph 3
    Single Family


    Estimated Monthly Payment: $2,186 (change assumption)
    Mortgage ($1,693) + Fees ($18) + Taxes in 2025 ($475)


    Taxes:$5,703

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Middle


  • 1215 26TH ST NW, WINTER HAVEN, FL 33881

    $379,00054 Days on yellowkey   MLS ID: S5145609

    For Sale S5145609 - 1215 26TH ST NW, WINTER HAVEN, FL 33881 40 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 2083
       Built: 1940   Tax: $4,946 (2025)
    Community: Inwood #1
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,489 (change assumption)
    Mortgage ($2,077) + Taxes in 2025 ($412)


    Taxes:$4,946

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 310 17TH ST NE, WINTER HAVEN, FL 33881

    $300,00094 Days on yellowkey   MLS ID: L4958640

    0 Days Off yellowkey (back on 4/7/2026)

    For Sale L4958640 - 310 17TH ST NE, WINTER HAVEN, FL 33881 48 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1796
       Built: 1958   Tax: $2,575 (2025)
    Community: Lake Elbert Heights Unit 2 2Nd Replat
    Single Family


    Estimated Monthly Payment: $1,858 (change assumption)
    Mortgage ($1,644) + Taxes in 2025 ($215)


    Taxes:$2,575

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 356 STERLING DR, WINTER HAVEN, FL 33884

    $332,00066 Days on yellowkey   MLS ID: L4959652

    0 Days Off yellowkey (back on 4/6/2026)

    REDUCED by $3,000 (0.9%) on 04/03/2026

    For Sale L4959652 - 356 STERLING DR, WINTER HAVEN, FL 33884 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1535
       Built: 2001
    Monthly Fee: $24
       Tax: $3,462 (2025)
    Community: Berryhill
    Single Family


    Estimated Monthly Payment: $2,132 (change assumption)
    Mortgage ($1,819) + Fees ($24) + Taxes in 2025 ($289)


    Taxes:$3,462

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 405 LAKE NED RD, WINTER HAVEN, FL 33884

    $339,90073 Days on yellowkey   MLS ID: L4959581

    0 Days Off yellowkey (back on 4/6/2026)

    For Sale L4959581 - 405 LAKE NED RD, WINTER HAVEN, FL 33884 61 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2256
       Built: 1969   Tax: $1,648 (2025)
    Community: Fla Highlands Co Sub
    Single Family


    Estimated Monthly Payment: $2,000 (change assumption)
    Mortgage ($1,862) + Taxes in 2025 ($137)


    Taxes:$1,648

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1630 TEAGAN LN, WINTER HAVEN, FL 33884

    $315,000108 Days on yellowkey   MLS ID: A4678440

    0 Days Off yellowkey (back on 4/3/2026)

    For Sale A4678440 - 1630 TEAGAN LN, WINTER HAVEN, FL 33884 54 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1880
       Built: 2025
    Monthly Fee: $16
       Tax: $3,665 (2025)
    Community: Peace Crk Reserve
    Single Family


    Estimated Monthly Payment: $2,047 (change assumption)
    Mortgage ($1,726) + Fees ($16) + Taxes in 2025 ($305)


    Taxes:$3,665

    Elementary School: Bartow Elem Academy

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Bartow Middle


  • 1124 SAWGRASS DR, WINTER HAVEN, FL 33884

    $360,000391 Days on yellowkey   MLS ID: P4934195

    REDUCED by $8,000 (2.2%) on 04/06/2026

    For Sale P4934195 - 1124 SAWGRASS DR, WINTER HAVEN, FL 33884 85 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 2022
    Monthly Fee: $5
       Tax: $5,743 (2024)
    Community: Lake Ashton West Ph Ii South
    Single Family


    Estimated Monthly Payment: $2,456 (change assumption)
    Mortgage ($1,973) + Fees ($5) + Taxes in 2024 ($479)


    Taxes:$5,743

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3927 PALAZZO PL, WINTER HAVEN, FL 33884

    $305,00074 Days on yellowkey   MLS ID: O6383833

    For Sale O6383833 - 3927 PALAZZO PL, WINTER HAVEN, FL 33884 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1597
       Built: 2023
    Monthly Fee: $40
       Tax: $4,716 (2025)
    Community: Villamar Ph 4
    Single Family


    Estimated Monthly Payment: $2,104 (change assumption)
    Mortgage ($1,671) + Fees ($40) + Taxes in 2025 ($393)


    Taxes:$4,716

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4270 ROBERTA DR, WINTER HAVEN, FL 33881

    $315,00082 Days on yellowkey   MLS ID: O6381790

    For Sale O6381790 - 4270 ROBERTA DR, WINTER HAVEN, FL 33881 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1851
       Built: 2019
    Monthly Fee: $25
       Tax: $2,961 (2025)
    Community: Buckeye Ridge
    Single Family


    Estimated Monthly Payment: $1,998 (change assumption)
    Mortgage ($1,726) + Fees ($25) + Taxes in 2025 ($247)


    Taxes:$2,961

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4576 BACK NINE DR, WINTER HAVEN, FL 33884

    $344,500123 Days on yellowkey   MLS ID: P4937279

    For Sale P4937279 - 4576 BACK NINE DR, WINTER HAVEN, FL 33884 90 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1514
       Built: 2019
    Monthly Fee: $5
       Tax: $1,937 (2025)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $2,054 (change assumption)
    Mortgage ($1,888) + Fees ($5) + Taxes in 2025 ($161)


    Taxes:$1,937

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5132 SYLAS JAX AVE, WINTER HAVEN, FL 33884

    $370,09031 Days on yellowkey   MLS ID: L4960822

    0 Days Off yellowkey (back on 4/3/2026)

    For Sale L4960822 - 5132 SYLAS JAX AVE, WINTER HAVEN, FL 33884 5 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2587
       Built: 2026
    Monthly Fee: $17

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $2,045 (change assumption)
    Mortgage ($2,028) + Fees ($17) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 287 INMAN BLVD, WINTER HAVEN, FL 33881

    $315,00031 Days on yellowkey   MLS ID: S5147134

    For Sale S5147134 - 287 INMAN BLVD, WINTER HAVEN, FL 33881 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 2023
    Monthly Fee: $49
       Tax: $3,542 (2025)
    Community: Inman Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $2,070 (change assumption)
    Mortgage ($1,726) + Fees ($49) + Taxes in 2025 ($295)


    Taxes:$3,542

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 688 AUGUSTA RD, WINTER HAVEN, FL 33884

    $337,00068 Days on yellowkey   MLS ID: P4937966

    For Sale P4937966 - 688 AUGUSTA RD, WINTER HAVEN, FL 33884 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1586
       Built: 1980
    Monthly Fee: $137
       Tax: $3,636 (2025)
    Community: Cypresswood Fairway Patio Homes
    Single Family


    Estimated Monthly Payment: $2,287 (change assumption)
    Mortgage ($1,847) + Fees ($137) + Taxes in 2025 ($303)


    Taxes:$3,636

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2800 SUNSET DR NW, WINTER HAVEN, FL 33881

    $349,000319 Days on yellowkey   MLS ID: P4935252

    For Sale P4935252 - 2800 SUNSET DR NW, WINTER HAVEN, FL 33881 52 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1536
       Built: 1972   Tax: $1,432 (2024)
    Community: Idylwild Heights
    Single Family


    Estimated Monthly Payment: $2,032 (change assumption)
    Mortgage ($1,912) + Taxes in 2024 ($119)


    Taxes:$1,432

    Elementary School: Walter Caldwell Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Westwood Middle


  • 6036 NAVONA WAY, WINTER HAVEN, FL 33884

    $304,999221 Days on yellowkey   MLS ID: TB8431493

    1 Days Off yellowkey (back on 3/19/2026)

    For Sale TB8431493 - 6036 NAVONA WAY, WINTER HAVEN, FL 33884 29 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2039
       Built: 2025
    Monthly Fee: $18
       Tax: $8,495 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,397 (change assumption)
    Mortgage ($1,671) + Fees ($18) + Taxes in 2025 ($708)


    Taxes:$8,495

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 4057 GIORGIO DR, WINTER HAVEN, FL 33884

    $317,99080 Days on yellowkey   MLS ID: O6382512

    1 Days Off yellowkey (back on 4/3/2026)

    For Sale O6382512 - 4057 GIORGIO DR, WINTER HAVEN, FL 33884 1 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2305
       Built: 2026
    Monthly Fee: $18
       Tax: $3,148 (2025)
    Community: Villamar Phase 6 And Phase 6D
    Single Family


    Estimated Monthly Payment: $2,023 (change assumption)
    Mortgage ($1,742) + Fees ($18) + Taxes in 2025 ($262)


    Taxes:$3,148

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Middle


  • 5337 HOGAN LN, WINTER HAVEN, FL 33884

    $359,000193 Days on yellowkey   MLS ID: TB8440646

    For Sale TB8440646 - 5337 HOGAN LN, WINTER HAVEN, FL 33884 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1833
       Built: 2006
    Monthly Fee: $5
       Tax: $4,665 (2024)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $2,361 (change assumption)
    Mortgage ($1,967) + Fees ($5) + Taxes in 2024 ($389)


    Taxes:$4,665

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.