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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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  • 22 LAKE LINK DR SE, WINTER HAVEN, FL 33884

    $359,99732 Days on yellowkey   MLS ID: O6394657

    For Sale O6394657 - 22 LAKE LINK DR SE, WINTER HAVEN, FL 33884 42 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1777
       Built: 1971   Tax: $3,975 (2025)
    Community: Lake Link Estates
    Single Family


    Estimated Monthly Payment: $2,304 (change assumption)
    Mortgage ($1,973) + Taxes in 2025 ($331)


    Taxes:$3,975

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 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


  • 1742 UPLAND LN, WINTER HAVEN, FL 33884

    $380,99012 Days on yellowkey   MLS ID: W7885110

    For Sale W7885110 - 1742 UPLAND LN, WINTER HAVEN, FL 33884 17 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2250
       Built: 2026
    Monthly Fee: $63

    Community: Ashton Covey
    Single Family


    Estimated Monthly Payment: $2,151 (change assumption)
    Mortgage ($2,088) + 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


  • 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


  • 7167 SUMMIT DR, WINTER HAVEN, FL 33884

    $369,00015 Days on yellowkey   MLS ID: L4961223

    0 Days Off yellowkey (back on 4/25/2026)

    For Sale L4961223 - 7167 SUMMIT DR, WINTER HAVEN, FL 33884 12 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1888
       Built: 2005
    Monthly Fee: $22
       Tax: $4,150 (2025)
    Community: Summit East Ph 01
    Single Family


    Estimated Monthly Payment: $2,390 (change assumption)
    Mortgage ($2,022) + Fees ($22) + Taxes in 2025 ($346)


    Taxes:$4,150

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4450 RAPALLO AVE, WINTER HAVEN, FL 33884

    $345,00038 Days on yellowkey   MLS ID: O6394240

    For Sale O6394240 - 4450 RAPALLO AVE, WINTER HAVEN, FL 33884 19 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2480
       Built: 2024
    Monthly Fee: $18
       Tax: $6,608 (2025)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $2,459 (change assumption)
    Mortgage ($1,890) + Fees ($18) + Taxes in 2025 ($551)


    Taxes:$6,608

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 226 HILL CT, WINTER HAVEN, FL 33881

    $320,00017 Days on yellowkey   MLS ID: L4961129

    For Sale L4961129 - 226 HILL CT, WINTER HAVEN, FL 33881 56 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1821
       Built: 2002
    Monthly Fee: $150
       Tax: $1,898 (2025)
    Community: Hartridge Hills
    Single Family


    Estimated Monthly Payment: $2,062 (change assumption)
    Mortgage ($1,753) + Fees ($150) + Taxes in 2025 ($158)


    Taxes:$1,898

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 202 SAINT LUCIE RD, WINTER HAVEN, FL 33884

    $328,99911 Days on yellowkey   MLS ID: L4961340

    For Sale L4961340 - 202 SAINT LUCIE RD, WINTER HAVEN, FL 33884 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1764
       Built: 1973   Tax: $3,069 (2025)
    Community: Eloise Woods East Lake Mariam Unit
    Single Family


    Estimated Monthly Payment: $2,058 (change assumption)
    Mortgage ($1,803) + Taxes in 2025 ($256)


    Taxes:$3,069

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison 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


  • 1739 UPLAND LN, WINTER HAVEN, FL 33884

    $326,99012 Days on yellowkey   MLS ID: W7885115

    For Sale W7885115 - 1739 UPLAND LN, WINTER HAVEN, FL 33884 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1815
       Built: 2026
    Monthly Fee: $63

    Community: Ashton Covey
    Single Family


    Estimated Monthly Payment: $1,855 (change assumption)
    Mortgage ($1,792) + 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


  • 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


  • 1917 QUAIL FIELDS CIR, WINTER HAVEN, FL 33884

    $313,990167 Days on yellowkey   MLS ID: W7880880

    For Sale W7880880 - 1917 QUAIL FIELDS CIR, WINTER HAVEN, FL 33884 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1549
       Built: 2026
    Monthly Fee: $63

    Community: Ashton Covey
    Single Family


    Estimated Monthly Payment: $1,783 (change assumption)
    Mortgage ($1,720) + 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


  • 1913 QUAIL FIELDS CIR, WINTER HAVEN, FL 33884

    $335,990167 Days on yellowkey   MLS ID: W7880879

    For Sale W7880879 - 1913 QUAIL FIELDS CIR, WINTER HAVEN, FL 33884 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2021
       Built: 2026
    Monthly Fee: $63

    Community: Ashton Covey
    Single Family


    Estimated Monthly Payment: $1,904 (change assumption)
    Mortgage ($1,841) + 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


  • 1325 DIEGO TER, WINTER HAVEN, FL 33884

    $310,000140 Days on yellowkey   MLS ID: O6367451

    For Sale O6367451 - 1325 DIEGO TER, WINTER HAVEN, FL 33884 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1933
       Built: 2024
    Monthly Fee: $16
       Tax: $6,300 (2025)
    Community: Peace Creek Reserve 40'S
    Single Family


    Estimated Monthly Payment: $2,240 (change assumption)
    Mortgage ($1,699) + Fees ($16) + Taxes in 2025 ($525)


    Taxes:$6,300

    Elementary School: Wahneta Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2783 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $349,99014 Days on yellowkey   MLS ID: O6400792

    For Sale O6400792 - 2783 SAN MARCO WAY, WINTER HAVEN, FL 33884 50 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2298
       Built: 2025
    Monthly Fee: $18
       Tax: $3,035 (2025)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $2,189 (change assumption)
    Mortgage ($1,918) + Fees ($18) + Taxes in 2025 ($253)


    Taxes:$3,035

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3686 PLYMOUTH DR, WINTER HAVEN, FL 33884

    $369,900188 Days on yellowkey   MLS ID: P4936787

    For Sale P4936787 - 3686 PLYMOUTH DR, WINTER HAVEN, FL 33884 52 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2404
       Built: 2015
    Monthly Fee: $485
       Tax: $3,398 (2025)
    Community: Traditions Ph 02
    Single Family


    Estimated Monthly Payment: $2,795 (change assumption)
    Mortgage ($2,027) + Fees ($485) + Taxes in 2025 ($283)


    Taxes:$3,398

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 803 ANDREW ST, WINTER HAVEN, FL 33881

    $349,990189 Days on yellowkey   MLS ID: O6355618

    0 Days Off yellowkey (back on 4/24/2026)

    REDUCED by $15,000 (4.1%) on 04/07/2026

    For Sale O6355618 - 803 ANDREW ST, WINTER HAVEN, FL 33881 33 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2072
       Built: 2025
    Monthly Fee: $6
       Tax: $2,808 (2025)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $2,158 (change assumption)
    Mortgage ($1,918) + Fees ($6) + Taxes in 2025 ($234)


    Taxes:$2,808

    Elementary School: Lake Alfred Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1327 SALISBURY DR, WINTER HAVEN, FL 33881

    $334,90019 Days on yellowkey   MLS ID: TB8498339

    For Sale TB8498339 - 1327 SALISBURY DR, WINTER HAVEN, FL 33881 33 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2358
       Built: 2018
    Monthly Fee: $38
       Tax: $5,334 (2025)
    Community: Dundee Station
    Single Family


    Estimated Monthly Payment: $2,318 (change assumption)
    Mortgage ($1,835) + Fees ($38) + Taxes in 2025 ($445)


    Taxes:$5,334

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 262 SANTA ROSA DR, WINTER HAVEN, FL 33884

    $350,00054 Days on yellowkey   MLS ID: L4960100

    REDUCED by $45,000 (11.4%) on 04/23/2026

    For Sale L4960100 - 262 SANTA ROSA DR, WINTER HAVEN, FL 33884 41 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2336
       Built: 1987
    Monthly Fee: $46
       Tax: $739 (2025)
    Community: Overlook Estates
    Single Family


    Estimated Monthly Payment: $2,025 (change assumption)
    Mortgage ($1,918) + Fees ($46) + Taxes in 2025 ($62)


    Taxes:$739

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3142 WHISPERING TRAILS ST, WINTER HAVEN, FL 33884

    $370,00066 Days on yellowkey   MLS ID: O6386254

    For Sale O6386254 - 3142 WHISPERING TRAILS ST, WINTER HAVEN, FL 33884 56 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2203
       Built: 2006
    Monthly Fee: $95
       Tax: $3,991 (2025)
    Community: Whispering Trails Ph 01
    Single Family


    Estimated Monthly Payment: $2,455 (change assumption)
    Mortgage ($2,027) + Fees ($95) + Taxes in 2025 ($333)


    Taxes:$3,991

    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.