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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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  • 5331 MICKEY AVE, WINTER HAVEN, FL 33884

    $344,999182 Days on yellowkey   MLS ID: S5137804

    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: $1,928 (change assumption)
    Mortgage ($1,890) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3228 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881

    $379,900180 Days on yellowkey   MLS ID: TB8443346

    REDUCED by $3,000 (0.8%) on 04/23/2026

    For Sale TB8443346 - 3228 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881 51 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2020
    Monthly Fee: $30
       Tax: $5,440 (2024)
    Community: Country Walk/Winter Haven Ph 2
    Single Family


    Estimated Monthly Payment: $2,565 (change assumption)
    Mortgage ($2,082) + Fees ($30) + Taxes in 2024 ($453)


    Taxes:$5,440

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 737 SANTA MARIA DR, WINTER HAVEN, FL 33884

    $478,00012 Days on yellowkey   MLS ID: P4938535

    For Sale P4938535 - 737 SANTA MARIA DR, WINTER HAVEN, FL 33884 72 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2571
       Built: 1993
    Monthly Fee: $46
       Tax: $3,220 (2025)
    Community: Overlook Estates
    Single Family


    Estimated Monthly Payment: $2,933 (change assumption)
    Mortgage ($2,619) + Fees ($46) + Taxes in 2025 ($268)


    Taxes:$3,220

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 592 ITUNA CIR, WINTER HAVEN, FL 33881

    $389,95512 Days on yellowkey   MLS ID: L4961319

    For Sale L4961319 - 592 ITUNA CIR, WINTER HAVEN, FL 33881 5 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2819
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $2,187 (change assumption)
    Mortgage ($2,137) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 605 HONEY BELL RD, WINTER HAVEN, FL 33880

    $359,000192 Days on yellowkey   MLS ID: L4956825

    For Sale L4956825 - 605 HONEY BELL RD, WINTER HAVEN, FL 33880 73 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2022
    Monthly Fee: $56
       Tax: $5,154 (2024)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $2,453 (change assumption)
    Mortgage ($1,967) + Fees ($56) + Taxes in 2024 ($430)


    Taxes:$5,154

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6121 FOREST RIDGE WAY, WINTER HAVEN, FL 33881

    $315,00028 Days on yellowkey   MLS ID: TB8491651

    REDUCED by $10,000 (3.1%) on 04/22/2026

    For Sale TB8491651 - 6121 FOREST RIDGE WAY, WINTER HAVEN, FL 33881 30 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: $2,072 (change assumption)
    Mortgage ($1,726) + Fees ($90) + Taxes in 2025 ($256)


    Taxes:$3,073

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 184 LAKE OTIS RD, WINTER HAVEN, FL 33884

    $499,99939 Days on yellowkey   MLS ID: L4960608

    REDUCED by $25,001 (4.8%) on 04/20/2026

    For Sale L4960608 - 184 LAKE OTIS RD, WINTER HAVEN, FL 33884 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2921
       Built: 1969
    Monthly Fee: $100
       Tax: $4,680 (2025)
    Community: Lakewood Tr 173
    Single Family


    Estimated Monthly Payment: $3,230 (change assumption)
    Mortgage ($2,740) + Fees ($100) + Taxes in 2025 ($390)


    Taxes:$4,680

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


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

    $250,00028 Days on yellowkey   MLS ID: TB8493899

    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: $1,861 (change assumption)
    Mortgage ($1,370) + Taxes in 2025 ($491)


    Taxes:$5,897

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 979 SUN BURST RD, WINTER HAVEN, FL 33880

    $319,90049 Days on yellowkey   MLS ID: L4960253

    1 Days Off yellowkey (back on 4/17/2026)

    REDUCED by $10,000 (3.0%) on 04/13/2026

    For Sale L4960253 - 979 SUN BURST RD, WINTER HAVEN, FL 33880 18 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2022
    Monthly Fee: $56
       Tax: $6,036 (2025)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $2,312 (change assumption)
    Mortgage ($1,753) + Fees ($56) + Taxes in 2025 ($503)


    Taxes:$6,036

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 241 GREENFIELD RD, WINTER HAVEN, FL 33884

    $369,95075 Days on yellowkey   MLS ID: L4959462

    REDUCED by $10,000 (2.6%) on 03/31/2026

    For Sale L4959462 - 241 GREENFIELD RD, WINTER HAVEN, FL 33884 43 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2523
       Built: 1976
    Monthly Fee: $152
       Tax: $4,915 (2025)
    Community: Cypresswood
    Single Family


    Estimated Monthly Payment: $2,589 (change assumption)
    Mortgage ($2,027) + Fees ($152) + Taxes in 2025 ($410)


    Taxes:$4,915

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9468 WATERFORD OAKS DR, WINTER HAVEN, FL 33884

    $799,00095 Days on yellowkey   MLS ID: O6378003

    1 Days Off yellowkey (back on 4/17/2026)

    For Sale O6378003 - 9468 WATERFORD OAKS DR, WINTER HAVEN, FL 33884 71 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 2905
       Built: 2017
    Monthly Fee: $188
       Tax: $7,196 (2025)
    Community: Waterford Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,166 (change assumption)
    Mortgage ($4,378) + Fees ($188) + Taxes in 2025 ($600)


    Taxes:$7,196

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 2371 BRASSIE CT, WINTER HAVEN, FL 33884

    $319,99954 Days on yellowkey   MLS ID: O6389688

    For Sale O6389688 - 2371 BRASSIE CT, WINTER HAVEN, FL 33884 23 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2522
       Built: 2022
    Monthly Fee: $15
       Tax: $6,349 (2025)
    Community: Villamar Ph 3
    Single Family


    Estimated Monthly Payment: $2,297 (change assumption)
    Mortgage ($1,753) + Fees ($15) + Taxes in 2025 ($529)


    Taxes:$6,349

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 821 SUN BURST RD, WINTER HAVEN, FL 33880

    $360,000602 Days on yellowkey   MLS ID: O6239172

    For Sale O6239172 - 821 SUN BURST RD, WINTER HAVEN, FL 33880 86 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2601
       Built: 2022
    Monthly Fee: $48
       Tax: $838 (2023)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $2,090 (change assumption)
    Mortgage ($1,973) + Fees ($48) + Taxes in 2023 ($70)


    Taxes:$838

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 2118 EDGEWATER CIR, WINTER HAVEN, FL 33880

    $399,00065 Days on yellowkey   MLS ID: TB8480830

    REDUCED by $26,000 (6.1%) on 04/15/2026

    For Sale TB8480830 - 2118 EDGEWATER CIR, WINTER HAVEN, FL 33880 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2763
       Built: 2017
    Monthly Fee: $14
       Tax: $4,291 (2025)
    Community: Edgewater Manor
    Single Family


    Estimated Monthly Payment: $2,558 (change assumption)
    Mortgage ($2,186) + Fees ($14) + Taxes in 2025 ($358)


    Taxes:$4,291

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1392 AXEL CIR, WINTER HAVEN, FL 33880

    $370,00021 Days on yellowkey   MLS ID: S5147603

    For Sale S5147603 - 1392 AXEL CIR, WINTER HAVEN, FL 33880 14 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2523
       Built: 2022
    Monthly Fee: $71
       Tax: $4,581 (2025)
    Community: Pinnacle Point
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,480 (change assumption)
    Mortgage ($2,027) + Fees ($71) + Taxes in 2025 ($382)


    Taxes:$4,581

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 416 CORSO LOOP, WINTER HAVEN, FL 33884

    $364,50026 Days on yellowkey   MLS ID: P4938389

    For Sale P4938389 - 416 CORSO LOOP, WINTER HAVEN, FL 33884 73 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2021
    Monthly Fee: $18
       Tax: $7,428 (2025)
    Community: Villamar Ph 1
    Single Family


    Estimated Monthly Payment: $2,634 (change assumption)
    Mortgage ($1,997) + Fees ($18) + Taxes in 2025 ($619)


    Taxes:$7,428

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Middle


  • 814 SUN BURST RD, WINTER HAVEN, FL 33880

    $329,00047 Days on yellowkey   MLS ID: S5145959

    5 Days Off yellowkey (back on 4/13/2026)

    For Sale S5145959 - 814 SUN BURST RD, WINTER HAVEN, FL 33880 49 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2023
    Monthly Fee: $47
       Tax: $6,036 (2025)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $2,353 (change assumption)
    Mortgage ($1,803) + Fees ($47) + Taxes in 2025 ($503)


    Taxes:$6,036

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4504 RIVIERA DR, WINTER HAVEN, FL 33884

    $449,00066 Days on yellowkey   MLS ID: P4937990

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

    For Sale P4937990 - 4504 RIVIERA DR, WINTER HAVEN, FL 33884 45 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2614
       Built: 1986   Tax: $2,327 (2025)
    Community: Cypress Grove Ph 04
    Single Family


    Estimated Monthly Payment: $2,654 (change assumption)
    Mortgage ($2,460) + Taxes in 2025 ($194)


    Taxes:$2,327

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1988 CROSSROADS BLVD, WINTER HAVEN, FL 33881

    $489,000195 Days on yellowkey   MLS ID: L4956715

    1 Days Off yellowkey (back on 3/25/2026)

    For Sale L4956715 - 1988 CROSSROADS BLVD, WINTER HAVEN, FL 33881 100 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2781
       Built: 2008
    Monthly Fee: $133
       Tax: $3,358 (2025)
    Community: Crossroads/Lk Region
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,092 (change assumption)
    Mortgage ($2,679) + Fees ($133) + Taxes in 2025 ($280)


    Taxes:$3,358

    Elementary School: None

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3935 PALAZZO PL, WINTER HAVEN, FL 33884

    $290,00056 Days on yellowkey   MLS ID: L4960079

    SHORT SALE L4960079 - 3935 PALAZZO PL, WINTER HAVEN, FL 33884 43 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2601
       Built: 2023
    Monthly Fee: $250
       Tax: $6,788 (2025)
    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,405 (change assumption)
    Mortgage ($1,589) + Fees ($250) + Taxes in 2025 ($566)


    Taxes:$6,788

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin 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.