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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Living Area Square Feet: 2500 to 2999

Winter Haven - 64 properties found

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  • 5429 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $389,999154 Days on yellowkey   MLS ID: TB8452537

    REDUCED by $5,000 (1.3%) on 05/03/2026

    For Sale TB8452537 - 5429 SAN PIETRO DR, WINTER HAVEN, FL 33884 20 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2892
       Built: 2025
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,414 (change assumption)
    Mortgage ($2,137) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,688

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1930 AUSTIN TER, WINTER HAVEN, FL 33884

    $499,9006 Days on yellowkey   MLS ID: S5148834

    For Sale S5148834 - 1930 AUSTIN TER, WINTER HAVEN, FL 33884 59 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2544
       Built: 2004
    Monthly Fee: $92
       Tax: $5,504 (2025)
    Community: Woodpointe Ph 1
    Single Family


    Estimated Monthly Payment: $3,290 (change assumption)
    Mortgage ($2,739) + Fees ($92) + Taxes in 2025 ($459)


    Taxes:$5,504

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1854 ELOISE COVE DR, WINTER HAVEN, FL 33884

    $450,000102 Days on yellowkey   MLS ID: L4958664

    For Sale L4958664 - 1854 ELOISE COVE DR, WINTER HAVEN, FL 33884 67 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2888
       Built: 2006
    Monthly Fee: $94
       Tax: $3,516 (2025)
    Community: Eloise Cove
    Single Family


    Estimated Monthly Payment: $2,853 (change assumption)
    Mortgage ($2,466) + Fees ($94) + Taxes in 2025 ($293)


    Taxes:$3,516

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 740 SQUIRES GROVE DR, WINTER HAVEN, FL 33880

    $364,99072 Days on yellowkey   MLS ID: S5144206

    REDUCED by $5,000 (1.4%) on 05/02/2026

    For Sale S5144206 - 740 SQUIRES GROVE DR, WINTER HAVEN, FL 33880 35 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2022
    Monthly Fee: $64
       Tax: $5,142 (2025)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $2,492 (change assumption)
    Mortgage ($2,000) + Fees ($64) + Taxes in 2025 ($429)


    Taxes:$5,142

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 44 LAKE ELOISE CT, WINTER HAVEN, FL 33884

    $619,5003 Days on yellowkey   MLS ID: P4938605

    For Sale P4938605 - 44 LAKE ELOISE CT, WINTER HAVEN, FL 33884 2 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2916
       Built: 1989
    Monthly Fee: $42
       Tax: $4,168 (2025)
    Community: Harbour Estates
    Single Family


    Estimated Monthly Payment: $3,784 (change assumption)
    Mortgage ($3,394) + Fees ($42) + Taxes in 2025 ($347)


    Taxes:$4,168

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 814 TURNER LN, WINTER HAVEN, FL 33881

    $369,000241 Days on yellowkey   MLS ID: S5134153

    For Sale S5134153 - 814 TURNER LN, WINTER HAVEN, FL 33881 24 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2696
       Built: 2023
    Monthly Fee: $49
       Tax: $5,461 (2024)
    Community: Inman Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $2,526 (change assumption)
    Mortgage ($2,022) + Fees ($49) + Taxes in 2024 ($455)


    Taxes:$5,461

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5335 MICKEY AVE, WINTER HAVEN, FL 33884

    $364,999182 Days on yellowkey   MLS ID: S5137808

    2 Days Off yellowkey (back on 4/8/2026)

    For Sale S5137808 - 5335 MICKEY AVE, WINTER HAVEN, FL 33884 22 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2807
       Built: 2025
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $2,038 (change assumption)
    Mortgage ($2,000) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 237 MCLEAN PT, WINTER HAVEN, FL 33884

    $699,000182 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


  • 240 SANTA ROSA DR, WINTER HAVEN, FL 33884

    $434,900131 Days on yellowkey   MLS ID: L4958092

    For Sale L4958092 - 240 SANTA ROSA DR, WINTER HAVEN, FL 33884 25 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2850
       Built: 1988
    Monthly Fee: $46
       Tax: $2,790 (2023)
    Community: Overlook Ests Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,661 (change assumption)
    Mortgage ($2,383) + Fees ($46) + Taxes in 2023 ($233)


    Taxes:$2,790

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2023

    Middle School: Denison Middle


  • 1328 DAISY FIELD DR, WINTER HAVEN, FL 33884

    $399,99024 Days on yellowkey   MLS ID: L4960820

    REDUCED by $15,010 (3.6%) on 04/29/2026

    For Sale L4960820 - 1328 DAISY FIELD DR, WINTER HAVEN, FL 33884 42 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: $2,858 (change assumption)
    Mortgage ($2,192) + Fees ($30) + Taxes in 2025 ($636)


    Taxes:$7,633

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 132 BROAD ST, WINTER HAVEN, FL 33881

    $469,00041 Days on yellowkey   MLS ID: P4938236

    For Sale P4938236 - 132 BROAD ST, WINTER HAVEN, FL 33881 60 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2672
       Built: 2016
    Monthly Fee: $74
       Tax: $3,868 (2025)
    Community: Hampton Cove
    Single Family


    Estimated Monthly Payment: $2,966 (change assumption)
    Mortgage ($2,570) + Fees ($74) + Taxes in 2025 ($322)


    Taxes:$3,868

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1787 LAKEHILL DR, WINTER HAVEN, FL 33884

    $759,9007 Days on yellowkey   MLS ID: P4938572

    For Sale P4938572 - 1787 LAKEHILL DR, WINTER HAVEN, FL 33884 41 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2944
       Built: 2024
    Monthly Fee: $86
       Tax: $1,460 (2024)
    Community: Woodpointe Phase Three
    Single Family


    Estimated Monthly Payment: $4,371 (change assumption)
    Mortgage ($4,164) + Fees ($86) + Taxes in 2024 ($122)


    Taxes:$1,460

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 3480 JULIUS ESTATES BLVD, WINTER HAVEN, FL 33881

    $299,000108 Days on yellowkey   MLS ID: S5141950

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

    For Sale S5141950 - 3480 JULIUS ESTATES BLVD, WINTER HAVEN, FL 33881 35 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2795
       Built: 2012
    Monthly Fee: $40
       Tax: $5,650 (2025)
    Community: Lake Smart Estates
    Single Family


    Estimated Monthly Payment: $2,149 (change assumption)
    Mortgage ($1,638) + Fees ($40) + Taxes in 2025 ($471)


    Taxes:$5,650

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 220 RUBY LAKE LN, WINTER HAVEN, FL 33884

    $799,90027 Days on yellowkey   MLS ID: P4938358

    For Sale P4938358 - 220 RUBY LAKE LN, WINTER HAVEN, FL 33884 52 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2705
       Built: 2001
    Monthly Fee: $71
       Tax: $7,665 (2025)
    Community: Ruby Lake Ph 04
    Single Family


    Estimated Monthly Payment: $5,093 (change assumption)
    Mortgage ($4,383) + Fees ($71) + Taxes in 2025 ($639)


    Taxes:$7,665

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1117 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $390,00046 Days on yellowkey   MLS ID: O6392049

    REDUCED by $10,000 (2.5%) on 04/22/2026

    For Sale O6392049 - 1117 MICHELANGELO LN, WINTER HAVEN, FL 33884 72 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2626
       Built: 2023
    Monthly Fee: $89
       Tax: $4,323 (2025)
    Community: Estates/Lk Florence
    Single Family


    Estimated Monthly Payment: $2,586 (change assumption)
    Mortgage ($2,137) + Fees ($89) + Taxes in 2025 ($360)


    Taxes:$4,323

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 256 MEREDITH BLVD, WINTER HAVEN, FL 33881

    $374,9909 Days on yellowkey   MLS ID: G5111558

    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: $2,102 (change assumption)
    Mortgage ($2,055) + 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


  • 305 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881

    $340,00082 Days on yellowkey   MLS ID: O6381073

    REDUCED by $10,000 (2.9%) on 04/25/2026

    For Sale O6381073 - 305 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881 49 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2696
       Built: 2020
    Monthly Fee: $17
       Tax: $6,152 (2025)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $2,393 (change assumption)
    Mortgage ($1,863) + Fees ($17) + Taxes in 2025 ($513)


    Taxes:$6,152

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 920 GOTTHARD PASS DR, WINTER HAVEN, FL 33881

    $394,999103 Days on yellowkey   MLS ID: S5142092

    For Sale S5142092 - 920 GOTTHARD PASS DR, WINTER HAVEN, FL 33881 55 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2654
       Built: 2021   Tax: $5,532 (2025)
    Community: Lake Lucerne Ph 5
    Single Family


    Estimated Monthly Payment: $2,625 (change assumption)
    Mortgage ($2,164) + Taxes in 2025 ($461)


    Taxes:$5,532

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Boone Middle


  • 1726 UPLAND LN, WINTER HAVEN, FL 33884

    $386,99012 Days on yellowkey   MLS ID: W7885114

    For Sale W7885114 - 1726 UPLAND LN, WINTER HAVEN, FL 33884 21 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2797
       Built: 2026
    Monthly Fee: $63

    Community: Ashton Covey
    Single Family


    Estimated Monthly Payment: $2,183 (change assumption)
    Mortgage ($2,120) + Fees ($63) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2026

    Middle School: Mclaughlin Academy Of Excellence


  • 1 LAKE ELOISE LN, WINTER HAVEN, FL 33884

    $535,00087 Days on yellowkey   MLS ID: L4959150

    For Sale L4959150 - 1 LAKE ELOISE LN, WINTER HAVEN, FL 33884 81 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2550
       Built: 2004
    Monthly Fee: $42
       Tax: $4,168 (2025)
    Community: Harbour Estates
    Single Family


    Estimated Monthly Payment: $3,321 (change assumption)
    Mortgage ($2,931) + Fees ($42) + Taxes in 2025 ($347)


    Taxes:$4,168

    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.