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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Living Area Square Feet: 2500 to 2999

Winter Haven - 76 properties found

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  • 1394 OAKMONT DR, WINTER HAVEN, FL 33884

    $549,50039 Days on yellowkey   MLS ID: L4961930

    For Sale L4961930 - 1394 OAKMONT DR, WINTER HAVEN, FL 33884 98 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2606
       Built: 2018
    Monthly Fee: $5
       Tax: $10,681 (2025)
    Community: Lake Ashton West Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,906 (change assumption)
    Mortgage ($3,011) + Fees ($5) + Taxes in 2025 ($890)


    Taxes:$10,681

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4223 SAN ROCCO WAY, WINTER HAVEN, FL 33884

    $280,000244 Days on yellowkey   MLS ID: S5137072

    REDUCED by $45,000 (13.8%) on 06/17/2026

    SHORT SALE S5137072 - 4223 SAN ROCCO WAY, WINTER HAVEN, FL 33884 47 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2522
       Built: 2023
    Monthly Fee: $22
       Tax: $7,612 (2024)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $2,191 (change assumption)
    Mortgage ($1,534) + Fees ($22) + Taxes in 2024 ($634)


    Taxes:$7,612

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 15 LAKE HOWARD DR NW, WINTER HAVEN, FL 33880

    $240,00079 Days on yellowkey   MLS ID: TB8493899

    REDUCED by $10,000 (4.0%) on 06/23/2026

    For Sale TB8493899 - 15 LAKE HOWARD DR NW, WINTER HAVEN, FL 33880 30 photos

    Bed: 6   Bath: 4.0
    Liv Area Sq Ft: 2883
       Built: 1920   Tax: $5,897 (2025)
    Community: Leonards Sub
    Single Family


    Estimated Monthly Payment: $1,806 (change assumption)
    Mortgage ($1,315) + Taxes in 2025 ($491)


    Taxes:$5,897

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1328 DAISY FIELD DR, WINTER HAVEN, FL 33884

    $380,00075 Days on yellowkey   MLS ID: L4960820

    REDUCED by $10,000 (2.6%) on 05/19/2026

    For Sale L4960820 - 1328 DAISY FIELD DR, WINTER HAVEN, FL 33884 37 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2696
       Built: 2024
    Monthly Fee: $30
       Tax: $7,633 (2025)
    Community: Harmony/Lk Eloise Ph 1
    Single Family


    Estimated Monthly Payment: $2,748 (change assumption)
    Mortgage ($2,082) + Fees ($30) + Taxes in 2025 ($636)


    Taxes:$7,633

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6261 PINEHURST LOOP, WINTER HAVEN, FL 33884

    $585,000107 Days on yellowkey   MLS ID: L4959857

    For Sale L4959857 - 6261 PINEHURST LOOP, WINTER HAVEN, FL 33884 77 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2512
       Built: 2021
    Monthly Fee: $5
       Tax: $10,832 (2025)
    Community: Lake Ashton West Ph Ii North
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,113 (change assumption)
    Mortgage ($3,205) + Fees ($5) + Taxes in 2025 ($903)


    Taxes:$10,832

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 341 MANDOLIN LN, WINTER HAVEN, FL 33884

    $430,00018 Days on yellowkey   MLS ID: L4962452

    REDUCED by $9,000 (2.1%) on 06/24/2026

    For Sale L4962452 - 341 MANDOLIN LN, WINTER HAVEN, FL 33884 61 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2506
       Built: 2011
    Monthly Fee: $56
       Tax: $4,408 (2025)
    Community: Mandolin
    Single Family


    Estimated Monthly Payment: $2,779 (change assumption)
    Mortgage ($2,356) + Fees ($56) + Taxes in 2025 ($367)


    Taxes:$4,408

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1213 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $559,90040 Days on yellowkey   MLS ID: O6408212

    REDUCED by $5,000 (0.9%) on 06/19/2026

    For Sale O6408212 - 1213 MICHELANGELO LN, WINTER HAVEN, FL 33884 13 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2894
       Built: 2022
    Monthly Fee: $76
       Tax: $4,722 (2025)
    Community: Estates/Lk Florence
    Single Family


    Estimated Monthly Payment: $3,537 (change assumption)
    Mortgage ($3,068) + Fees ($76) + Taxes in 2025 ($394)


    Taxes:$4,722

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3600 JULIUS ESTATES BLVD, WINTER HAVEN, FL 33881

    $340,000299 Days on yellowkey   MLS ID: O6339978

    For Sale O6339978 - 3600 JULIUS ESTATES BLVD, WINTER HAVEN, FL 33881 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2526
       Built: 2014
    Monthly Fee: $105
       Tax: $3,256 (2024)
    Community: Lake Smart Estates
    Single Family


    Estimated Monthly Payment: $2,239 (change assumption)
    Mortgage ($1,863) + Fees ($105) + Taxes in 2024 ($271)


    Taxes:$3,256

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 605 SW SARNER PASS WAY W, WINTER HAVEN, FL 33881

    $399,000115 Days on yellowkey   MLS ID: G5108932

    REDUCED by $14,000 (3.4%) on 04/20/2026

    For Sale G5108932 - 605 SW SARNER PASS WAY W, WINTER HAVEN, FL 33881 53 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2676
       Built: 2022
    Monthly Fee: $76
       Tax: $4,782 (2025)
    Community: Lake Lucerne Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,661 (change assumption)
    Mortgage ($2,186) + Fees ($76) + Taxes in 2025 ($399)


    Taxes:$4,782

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Boone Middle


  • 1302 LAKE ELBERT DR SE, WINTER HAVEN, FL 33880

    $589,50019 Days on yellowkey   MLS ID: L4962421

    For Sale L4962421 - 1302 LAKE ELBERT DR SE, WINTER HAVEN, FL 33880 52 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2626
       Built: 1947   Tax: $7,971 (2025)
    Community: Elbert Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,894 (change assumption)
    Mortgage ($3,230) + Taxes in 2025 ($664)


    Taxes:$7,971

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5025 KAIA AVE, WINTER HAVEN, FL 33884

    $349,99043 Days on yellowkey   MLS ID: TB8502447

    0 Days Off yellowkey (back on 6/23/2026)

    REDUCED by $40 (0.0%) on 06/15/2026

    For Sale TB8502447 - 5025 KAIA AVE, WINTER HAVEN, FL 33884 8 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2631
       Built: 2026
    Monthly Fee: $15
       Tax: $5,000 (2025)
    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,349 (change assumption)
    Mortgage ($1,918) + Fees ($15) + Taxes in 2025 ($417)


    Taxes:$5,000

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 445 TALAMONE DR, WINTER HAVEN, FL 33884

    $555,00019 Days on yellowkey   MLS ID: P4938949

    REDUCED by $10,000 (1.8%) on 06/19/2026

    For Sale P4938949 - 445 TALAMONE DR, WINTER HAVEN, FL 33884 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2653
       Built: 2002
    Monthly Fee: $83
       Tax: $6,593 (2025)
    Community: Tuscany At Winterset
    Single Family


    Estimated Monthly Payment: $3,673 (change assumption)
    Mortgage ($3,041) + Fees ($83) + Taxes in 2025 ($549)


    Taxes:$6,593

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 440 PALMA CEIA RD, WINTER HAVEN, FL 33884

    $800,00014 Days on yellowkey   MLS ID: O6415193

    For Sale O6415193 - 440 PALMA CEIA RD, WINTER HAVEN, FL 33884 80 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2575
       Built: 2023
    Monthly Fee: $149
       Tax: $6,403 (2025)
    Community: Cypresswood Golf/Cc
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,066 (change assumption)
    Mortgage ($4,383) + Fees ($149) + Taxes in 2025 ($534)


    Taxes:$6,403

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 199 8TH ST SE, WINTER HAVEN, FL 33880

    $410,0002 Days on yellowkey   MLS ID: TB8521428

    For Sale TB8521428 - 199 8TH ST SE, WINTER HAVEN, FL 33880 66 photos

    Bed: 5   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2992
       Built: 1961   Tax: $4,446 (2025)
    Community: Nydeggers West Elbert Sub
    Single Family


    Estimated Monthly Payment: $2,617 (change assumption)
    Mortgage ($2,247) + Taxes in 2025 ($371)


    Taxes:$4,446

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 256 MEREDITH BLVD, WINTER HAVEN, FL 33881

    $339,99060 Days on yellowkey   MLS ID: G5111558

    0 Days Off yellowkey (back on 6/22/2026)

    REDUCED by $35,000 (9.3%) on 06/04/2026

    For Sale G5111558 - 256 MEREDITH BLVD, WINTER HAVEN, FL 33881 44 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2531
       Built: 2026
    Monthly Fee: $6
       Tax: $500 (2024)
    Community: Willowbrook
    Single Family


    Estimated Monthly Payment: $1,911 (change assumption)
    Mortgage ($1,863) + Fees ($6) + Taxes in 2024 ($42)


    Taxes:$500

    Elementary School: Lake Alfred Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 6121 FOREST RIDGE WAY, WINTER HAVEN, FL 33881

    $310,00079 Days on yellowkey   MLS ID: TB8491651

    4 Days Off yellowkey (back on 6/22/2026)

    REDUCED by $5,000 (1.6%) on 05/08/2026

    For Sale TB8491651 - 6121 FOREST RIDGE WAY, WINTER HAVEN, FL 33881 24 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2526
       Built: 2017
    Monthly Fee: $90
       Tax: $3,073 (2025)
    Community: Forest Ridge
    Single Family


    Estimated Monthly Payment: $2,045 (change assumption)
    Mortgage ($1,699) + Fees ($90) + Taxes in 2025 ($256)


    Taxes:$3,073

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 237 MCLEAN PT, WINTER HAVEN, FL 33884

    $699,000233 Days on yellowkey   MLS ID: L4957003

    REDUCED by $21,000 (2.9%) on 04/30/2026

    For Sale L4957003 - 237 MCLEAN PT, WINTER HAVEN, FL 33884 85 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 2961
       Built: 2001
    Monthly Fee: $238
       Tax: $6,631 (2024)
    Community: Renaissance
    Single Family


    Estimated Monthly Payment: $4,621 (change assumption)
    Mortgage ($3,830) + Fees ($238) + Taxes in 2024 ($553)


    Taxes:$6,631

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 472 ARCHAIC DR, WINTER HAVEN, FL 33880

    $538,00019 Days on yellowkey   MLS ID: L4962519

    3 Days Off yellowkey (back on 6/21/2026)

    For Sale L4962519 - 472 ARCHAIC DR, WINTER HAVEN, FL 33880 75 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2725
       Built: 2003
    Monthly Fee: $79
       Tax: $3,572 (2025)
    Community: Village Spirit Lake Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,325 (change assumption)
    Mortgage ($2,948) + Fees ($79) + Taxes in 2025 ($298)


    Taxes:$3,572

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 5331 MICKEY AVE, WINTER HAVEN, FL 33884

    $349,999233 Days on yellowkey   MLS ID: S5137804

    INCREASED by $5,000 (1.4%) on 06/11/2026

    For Sale S5137804 - 5331 MICKEY AVE, WINTER HAVEN, FL 33884 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2670
       Built: 2025
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,956 (change assumption)
    Mortgage ($1,918) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1000 LENA RUN CT, WINTER HAVEN, FL 33880

    $549,00018 Days on yellowkey   MLS ID: L4962371

    0 Days Off yellowkey (back on 6/21/2026)

    For Sale L4962371 - 1000 LENA RUN CT, WINTER HAVEN, FL 33880 50 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2624
       Built: 2007
    Monthly Fee: $129
       Tax: $3,309 (2025)
    Community: Hidden Creek
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,413 (change assumption)
    Mortgage ($3,008) + Fees ($129) + Taxes in 2025 ($276)


    Taxes:$3,309

    Elementary School: None

    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.