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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Beds: 4 to 4

Winter Haven - 284 properties found

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  • 240 SANTA ROSA DR, WINTER HAVEN, FL 33884

    $439,000182 Days on yellowkey   MLS ID: L4958092

    1 Days Off yellowkey (back on 5/29/2026)

    INCREASED by $4,100 (0.9%) on 05/17/2026

    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: $2,684 (change assumption)
    Mortgage ($2,405) + 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


  • 239 SUNFISH DR, WINTER HAVEN, FL 33881

    $315,00055 Days on yellowkey   MLS ID: O6403244

    3 Days Off yellowkey (back on 6/2/2026)

    REDUCED by $10,000 (3.1%) on 05/13/2026

    For Sale O6403244 - 239 SUNFISH DR, WINTER HAVEN, FL 33881 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1996
       Built: 2021
    Monthly Fee: $92
       Tax: $5,146 (2025)
    Community: Lake Lucurne
    Single Family


    Estimated Monthly Payment: $2,247 (change assumption)
    Mortgage ($1,726) + Fees ($92) + Taxes in 2025 ($429)


    Taxes:$5,146

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Boone Middle


  • 3744 GIORGIO DR, WINTER HAVEN, FL 33884

    $274,900148 Days on yellowkey   MLS ID: O6377486

    2 Days Off yellowkey (back on 6/2/2026)

    REDUCED by $9,690 (3.4%) on 05/29/2026

    For Sale O6377486 - 3744 GIORGIO DR, WINTER HAVEN, FL 33884 26 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $17
       Tax: $6,636 (2025)
    Community: Villamar Phase 6
    Single Family


    Estimated Monthly Payment: $2,076 (change assumption)
    Mortgage ($1,506) + Fees ($17) + Taxes in 2025 ($553)


    Taxes:$6,636

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 148 LAKE OTIS RD, WINTER HAVEN, FL 33884

    $459,000156 Days on yellowkey   MLS ID: L4958667

    For Sale L4958667 - 148 LAKE OTIS RD, WINTER HAVEN, FL 33884 45 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2663
       Built: 1974
    Monthly Fee: $100
       Tax: $6,141 (2025)
    Community: Lakewood
    Single Family


    Estimated Monthly Payment: $3,127 (change assumption)
    Mortgage ($2,515) + Fees ($100) + Taxes in 2025 ($512)


    Taxes:$6,141

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2117 HIGH POINT AVE SW, WINTER HAVEN, FL 33880

    $389,90051 Days on yellowkey   MLS ID: L4960940

    2 Days Off yellowkey (back on 6/1/2026)

    For Sale L4960940 - 2117 HIGH POINT AVE SW, WINTER HAVEN, FL 33880 34 photos

    Bed: 4   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2485
       Built: 1977   Tax: $6,491 (2025)
    Community: High Point
    Single Family


    Estimated Monthly Payment: $2,677 (change assumption)
    Mortgage ($2,136) + Taxes in 2025 ($541)


    Taxes:$6,491

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: None


  • 4020 CARTERET DR, WINTER HAVEN, FL 33884

    $405,900106 Days on yellowkey   MLS ID: O6389154

    REDUCED by $14,000 (3.3%) on 05/22/2026

    For Sale O6389154 - 4020 CARTERET DR, WINTER HAVEN, FL 33884 28 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2282
       Built: 2015
    Monthly Fee: $484
       Tax: $3,537 (2025)
    Community: Traditions
    Single Family


    Estimated Monthly Payment: $3,003 (change assumption)
    Mortgage ($2,224) + Fees ($484) + Taxes in 2025 ($295)


    Taxes:$3,537

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 1212 W LAKE BUCKEYE DR, WINTER HAVEN, FL 33881

    $375,00049 Days on yellowkey   MLS ID: L4961610

    1 Days Off yellowkey (back on 5/20/2026)

    For Sale L4961610 - 1212 W LAKE BUCKEYE DR, WINTER HAVEN, FL 33881 41 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2395
       Built: 1962   Tax: $1,991 (2025)
    Community: Buckeye Hills
    Single Family


    Estimated Monthly Payment: $2,221 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($166)


    Taxes:$1,991

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 390 16TH ST NE, WINTER HAVEN, FL 33881

    $238,900126 Days on yellowkey   MLS ID: P4937879

    0 Days Off yellowkey (back on 6/1/2026)

    REDUCED by $1,000 (0.4%) on 04/07/2026

    For Sale P4937879 - 390 16TH ST NE, WINTER HAVEN, FL 33881 25 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2178
       Built: 1959   Tax: $3,631 (2025)
    Community: Lake Elbert Heights Unit 02 02 Rep
    Single Family


    Estimated Monthly Payment: $1,612 (change assumption)
    Mortgage ($1,309) + Taxes in 2025 ($303)


    Taxes:$3,631

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1117 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $384,90097 Days on yellowkey   MLS ID: O6392049

    REDUCED by $5,100 (1.3%) on 06/01/2026

    For Sale O6392049 - 1117 MICHELANGELO LN, WINTER HAVEN, FL 33884 71 photos

    Bed: 4   Bath: 2.5   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: $2,558 (change assumption)
    Mortgage ($2,109) + Fees ($89) + Taxes in 2025 ($360)


    Taxes:$4,323

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1787 LAKEHILL DR, WINTER HAVEN, FL 33884

    $759,90058 Days on yellowkey   MLS ID: P4938572

    2 Days Off yellowkey (back on 5/31/2026)

    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


  • 1908 CROSSROADS BLVD, WINTER HAVEN, FL 33881

    $419,000328 Days on yellowkey   MLS ID: P4935563

    REDUCED by $900 (0.2%) on 05/30/2026

    For Sale P4935563 - 1908 CROSSROADS BLVD, WINTER HAVEN, FL 33881 54 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2781
       Built: 2008
    Monthly Fee: $133
       Tax: $3,762 (2024)
    Community: Crossroads At Lake Region
    Single Family


    Estimated Monthly Payment: $2,742 (change assumption)
    Mortgage ($2,296) + Fees ($133) + Taxes in 2024 ($314)


    Taxes:$3,762

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 215 KILMER LN, WINTER HAVEN, FL 33884

    $379,99827 Days on yellowkey   MLS ID: O6409847

    For Sale O6409847 - 215 KILMER LN, WINTER HAVEN, FL 33884 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1680
       Built: 1965   Tax: $3,503 (2025)
    Community: Fla Highlands Co Sub
    Single Family


    Estimated Monthly Payment: $2,374 (change assumption)
    Mortgage ($2,082) + Taxes in 2025 ($292)


    Taxes:$3,503

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3308 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881

    $314,990120 Days on yellowkey   MLS ID: O6385130

    For Sale O6385130 - 3308 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1851
       Built: 2020
    Monthly Fee: $30
       Tax: $4,862 (2025)
    Community: Country Walk/Winter Haven Ph 2
    Single Family


    Estimated Monthly Payment: $2,161 (change assumption)
    Mortgage ($1,726) + Fees ($30) + Taxes in 2025 ($405)


    Taxes:$4,862

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 292 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880

    $280,000419 Days on yellowkey   MLS ID: O6305100

    5 Days Off yellowkey (back on 5/27/2026)

    REDUCED by $19,000 (6.4%) on 04/20/2026

    SHORT SALE O6305100 - 292 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2332
       Built: 2023
    Monthly Fee: $102
       Tax: $4,760 (2024)
    Community: Spirit Lndgs
    Single Family


    Estimated Monthly Payment: $2,033 (change assumption)
    Mortgage ($1,534) + Fees ($102) + Taxes in 2024 ($397)


    Taxes:$4,760

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1015 CAREFREE COVE DR, WINTER HAVEN, FL 33881

    $220,00093 Days on yellowkey   MLS ID: L4960484

    INCREASED by $30,100 (15.9%) on 05/29/2026

    SHORT SALE L4960484 - 1015 CAREFREE COVE DR, WINTER HAVEN, FL 33881 34 photos

    Bed: 4   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1104
       Built: 1972   Tax: $3,182 (2025)
    Community: Carefree Cove
    Single Family


    Estimated Monthly Payment: $1,471 (change assumption)
    Mortgage ($1,205) + Taxes in 2025 ($265)


    Taxes:$3,182

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 225 FRANKLIN CT, WINTER HAVEN, FL 33881

    $427,500153 Days on yellowkey   MLS ID: L4958723

    0 Days Off yellowkey (back on 5/24/2026)

    For Sale L4958723 - 225 FRANKLIN CT, WINTER HAVEN, FL 33881 57 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2362
       Built: 2014
    Monthly Fee: $74
       Tax: $5,287 (2025)
    Community: Hampton Cove
    Single Family


    Estimated Monthly Payment: $2,857 (change assumption)
    Mortgage ($2,342) + Fees ($74) + Taxes in 2025 ($441)


    Taxes:$5,287

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 517 ITUNA CIR, WINTER HAVEN, FL 33881

    $313,71027 Days on yellowkey   MLS ID: L4962260

    0 Days Off yellowkey (back on 5/28/2026)

    For Sale L4962260 - 517 ITUNA CIR, WINTER HAVEN, FL 33881 1 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1715
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $1,769 (change assumption)
    Mortgage ($1,719) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 541 ADRIEL AVE, WINTER HAVEN, FL 33880

    $345,00050 Days on yellowkey   MLS ID: S5149295

    0 Days Off yellowkey (back on 5/28/2026)

    For Sale S5149295 - 541 ADRIEL AVE, WINTER HAVEN, FL 33880 79 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2280
       Built: 2007
    Monthly Fee: $9
       Tax: $4,216 (2025)
    Community: Ridge Acres Ph 02
    Single Family


    Estimated Monthly Payment: $2,251 (change assumption)
    Mortgage ($1,890) + Fees ($9) + Taxes in 2025 ($351)


    Taxes:$4,216

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3901 GIORGIO DR, WINTER HAVEN, FL 33884

    $329,990149 Days on yellowkey   MLS ID: O6375585

    0 Days Off yellowkey (back on 5/28/2026)

    REDUCED by $1,270 (0.4%) on 05/05/2026

    For Sale O6375585 - 3901 GIORGIO DR, WINTER HAVEN, FL 33884 6 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1840
       Built: 2026
    Monthly Fee: $154
       Tax: $2,005 (2026)
    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,129 (change assumption)
    Mortgage ($1,808) + Fees ($154) + Taxes in 2026 ($167)


    Taxes:$2,005

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2026

    Middle School: Denison Middle


  • 1210 ZAMBRANA CT, WINTER HAVEN, FL 33884

    $339,00055 Days on yellowkey   MLS ID: O6401308

    REDUCED by $36,000 (9.6%) on 05/26/2026

    For Sale O6401308 - 1210 ZAMBRANA CT, WINTER HAVEN, FL 33884 41 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2360
       Built: 2021
    Monthly Fee: $13
       Tax: $6,968 (2024)
    Community: Villamar Ph 2
    Single Family


    Estimated Monthly Payment: $2,451 (change assumption)
    Mortgage ($1,857) + Fees ($13) + Taxes in 2024 ($581)


    Taxes:$6,968

    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.