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Winter Haven Single Family Homes For Sale - 691 homes

Winter Haven Single Family Homes for Sale are located in Polk County, Florida. Find single family homes for sale in Winter Haven with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Haven single family houses.

Location: Winter Haven

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  • 737 SANTA MARIA DR, WINTER HAVEN, FL 33884

    $478,000Listed 04/22/2026 9:01PM   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


  • 131 TREMONT DR, WINTER HAVEN, FL 33884

    $50,000Listed 04/22/2026 9:17PM   MLS ID: O6401182

    For Sale O6401182 - 131 TREMONT DR, WINTER HAVEN, FL 33884 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1366
       Built: 1977   Tax: $1,353 (2025)
    Community: Eloise Woods Lake Roy
    Single Family


    Estimated Monthly Payment: $387 (change assumption)
    Mortgage ($274) + Taxes in 2025 ($113)


    Taxes:$1,353

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1739 UPLAND LN, WINTER HAVEN, FL 33884

    $326,990Listed 04/22/2026 6:10PM   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

    $386,990Listed 04/22/2026 5:44PM   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


  • 592 ITUNA CIR, WINTER HAVEN, FL 33881

    $389,955Listed 04/22/2026 1:03PM   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


  • 717 BAYSIDE BLVD, WINTER HAVEN, FL 33881

    $334,765Listed 04/22/2026 12:54PM   MLS ID: L4961317

    For Sale L4961317 - 717 BAYSIDE BLVD, WINTER HAVEN, FL 33881 4 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1819
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $1,884 (change assumption)
    Mortgage ($1,834) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 443 ITUNA CIR, WINTER HAVEN, FL 33881

    $319,120Listed 04/22/2026 12:47PM   MLS ID: L4961315

    For Sale L4961315 - 443 ITUNA CIR, WINTER HAVEN, FL 33881 4 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1644
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $1,799 (change assumption)
    Mortgage ($1,749) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6212 BOTTICELLA BLVD, WINTER HAVEN, FL 33884

    $299,490Listed 04/22/2026 10:15AM   MLS ID: O6401328

    For Sale O6401328 - 6212 BOTTICELLA BLVD, WINTER HAVEN, FL 33884 32 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2112
       Built: 2026
    Monthly Fee: $320
       Tax: $32 (2025)
    Community: Villa Mar 40'S
    Single Family


    Estimated Monthly Payment: $1,964 (change assumption)
    Mortgage ($1,641) + Fees ($320) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 853 AVENUE R NE, WINTER HAVEN, FL 33881

    $264,9001 Day on yellowkey   MLS ID: P4938521

    For Sale P4938521 - 853 AVENUE R NE, WINTER HAVEN, FL 33881 8 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1384
       Built: 2026   Tax: $400 (2025)
    Community: Jewett Mary B
    Single Family


    Estimated Monthly Payment: $1,485 (change assumption)
    Mortgage ($1,451) + Taxes in 2025 ($33)


    Taxes:$400

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1347 OAKMONT DR, WINTER HAVEN, FL 33884

    $384,90032 Days on yellowkey   MLS ID: L4960249

    For Sale L4960249 - 1347 OAKMONT DR, WINTER HAVEN, FL 33884 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1712
       Built: 2020
    Monthly Fee: $5
       Tax: $3,921 (2025)
    Community: Lake Ashton West Ph 2 South
    Single Family


    Estimated Monthly Payment: $2,441 (change assumption)
    Mortgage ($2,109) + Fees ($5) + Taxes in 2025 ($327)


    Taxes:$3,921

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • WINTER HAVEN, FL 33880

    $390,000181 Days on yellowkey   MLS ID: TB8441385

    REDUCED by $9,500 (2.4%) on 04/22/2026

    For Sale TB8441385 - WINTER HAVEN, FL 33880 13 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2242
       Built: 2007
    Monthly Fee: $15
       Tax: $3,305 (2024)
    Community: Ridge Acres Ph Ii
    Single Family


    Estimated Monthly Payment: $2,427 (change assumption)
    Mortgage ($2,137) + Fees ($15) + Taxes in 2024 ($275)


    Taxes:$3,305

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2036 WHISPERING TRAILS BLVD, WINTER HAVEN, FL 33884

    $228,00056 Days on yellowkey   MLS ID: P4937721

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

    REDUCED by $2,000 (0.9%) on 04/22/2026

    For Sale P4937721 - 2036 WHISPERING TRAILS BLVD, WINTER HAVEN, FL 33884 34 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1148
       Built: 2006
    Monthly Fee: $96
       Tax: $3,259 (2025)
    Community: Whispering Trails Ph 01
    Single Family


    Estimated Monthly Payment: $1,617 (change assumption)
    Mortgage ($1,249) + Fees ($96) + Taxes in 2025 ($272)


    Taxes:$3,259

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1117 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $390,00035 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


  • 6056 NAVONA WAY, WINTER HAVEN, FL 33884

    $269,999259 Days on yellowkey   MLS ID: TB8415411

    REDUCED by $12,000 (4.3%) on 04/21/2026

    For Sale TB8415411 - 6056 NAVONA WAY, WINTER HAVEN, FL 33884 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1615
       Built: 2025
    Monthly Fee: $18
       Tax: $2,271 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $1,687 (change assumption)
    Mortgage ($1,479) + Fees ($18) + Taxes in 2025 ($189)


    Taxes:$2,271

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 265 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881

    $239,990Listed 04/22/2026 2:47PM   MLS ID: S5147785

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

    For Sale S5147785 - 265 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1426
       Built: 2020
    Monthly Fee: $17
       Tax: $5,036 (2024)
    Community: 407-872-7608 Hoa
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,752 (change assumption)
    Mortgage ($1,315) + Fees ($17) + Taxes in 2024 ($420)


    Taxes:$5,036

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 3732 GIORGIO DR, WINTER HAVEN, FL 33884

    $270,500Listed 04/22/2026 12:44PM   MLS ID: S5147116

    SHORT SALE S5147116 - 3732 GIORGIO DR, WINTER HAVEN, FL 33884 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1713
       Built: 2024
    Monthly Fee: $15
       Tax: $6,432 (2025)
    Community: Villamar Ph 6 & Ph 6D
    Single Family


    Estimated Monthly Payment: $2,033 (change assumption)
    Mortgage ($1,482) + Fees ($15) + Taxes in 2025 ($536)


    Taxes:$6,432

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 4040 CARTERET, WINTER HAVEN, FL 33884

    $259,00019 Days on yellowkey   MLS ID: B4902225

    REDUCED by $10,000 (3.7%) on 04/22/2026

    For Sale B4902225 - 4040 CARTERET, WINTER HAVEN, FL 33884 27 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1599
       Built: 2006
    Monthly Fee: $484
       Tax: $1,588 (2024)
    Community: Traditions Phase 1
    Single Family


    Estimated Monthly Payment: $2,036 (change assumption)
    Mortgage ($1,419) + Fees ($484) + Taxes in 2024 ($132)


    Taxes:$1,588

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1491 AXEL CIR, WINTER HAVEN, FL 33880

    $499,90072 Days on yellowkey   MLS ID: P4937768

    For Sale P4937768 - 1491 AXEL CIR, WINTER HAVEN, FL 33880 52 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3022
       Built: 2023
    Monthly Fee: $71
       Tax: $4,969 (2025)
    Community: Pinnacle Point
    Single Family


    Estimated Monthly Payment: $3,224 (change assumption)
    Mortgage ($2,739) + Fees ($71) + Taxes in 2025 ($414)


    Taxes:$4,969

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 264 RUBY LAKE LN, WINTER HAVEN, FL 33884

    $699,000190 Days on yellowkey   MLS ID: P4936678

    1 Days Off yellowkey (back on 3/30/2026)

    For Sale P4936678 - 264 RUBY LAKE LN, WINTER HAVEN, FL 33884 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2217
       Built: 1999
    Monthly Fee: $71
       Tax: $5,543 (2024)
    Community: Ruby Lake Ph 04
    Single Family


    Estimated Monthly Payment: $4,363 (change assumption)
    Mortgage ($3,830) + Fees ($71) + Taxes in 2024 ($462)


    Taxes:$5,543

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 220 RUBY LAKE LN, WINTER HAVEN, FL 33884

    $799,90016 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




Why Bother Searching Elsewhere for Winter Haven Single Family Homes for Sale?

Winter Haven home, townhome, and condo, villa, and other listing sale data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on single family homes for sale in Winter Haven . You can use our website to view Multiple Listing Service (MLS) data on Winter Haven single family homes. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Haven single family home listings.



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.