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Winter Haven Homes For Sale & Real Estate - 824 homes

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

Location: Winter Haven

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  • 3348 RALEIGH DR, WINTER HAVEN, FL 33884

    $227,400141 Days on yellowkey   MLS ID: P4937125

    REDUCED by $2,500 (1.1%) on 04/04/2026

    For Sale P4937125 - 3348 RALEIGH DR, WINTER HAVEN, FL 33884 29 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1185
       Built: 2017
    Monthly Fee: $504
       Tax: $1,294 (2024)
    Community: Traditions Ph 02
    Single Family


    Estimated Monthly Payment: $1,858 (change assumption)
    Mortgage ($1,246) + Fees ($504) + Taxes in 2024 ($108)


    Taxes:$1,294

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 212 GOLF AIRE BLVD, WINTER HAVEN, FL 33884

    $299,90013 Days on yellowkey   MLS ID: L4960757

    For Sale L4960757 - 212 GOLF AIRE BLVD, WINTER HAVEN, FL 33884 61 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1792
       Built: 2000
    Monthly Fee: $500
       Tax: $3,461 (2025)
    Community: Lake Bess Country Club
    Single Family


    Estimated Monthly Payment: $2,432 (change assumption)
    Mortgage ($1,643) + Fees ($500) + Taxes in 2025 ($288)


    Taxes:$3,461

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 228 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880

    $330,00014 Days on yellowkey   MLS ID: O6395083

    For Sale O6395083 - 228 SPIRIT LANDINGS CIR, WINTER HAVEN, FL 33880 28 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 1941
       Built: 2023
    Monthly Fee: $93
       Tax: $4,592 (2025)
    Community: Spirit Lndgs
    Single Family


    Estimated Monthly Payment: $2,284 (change assumption)
    Mortgage ($1,808) + Fees ($93) + Taxes in 2025 ($383)


    Taxes:$4,592

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 4270 ROBERTA DR, WINTER HAVEN, FL 33881

    $315,00064 Days on yellowkey   MLS ID: O6381790

    For Sale O6381790 - 4270 ROBERTA DR, WINTER HAVEN, FL 33881 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1851
       Built: 2019
    Monthly Fee: $25
       Tax: $2,961 (2025)
    Community: Buckeye Ridge
    Single Family


    Estimated Monthly Payment: $1,998 (change assumption)
    Mortgage ($1,726) + Fees ($25) + Taxes in 2025 ($247)


    Taxes:$2,961

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6006 COUNTRY WALK LN, WINTER HAVEN, FL 33880

    $359,999324 Days on yellowkey   MLS ID: S5126942

    REDUCED by $5,000 (1.4%) on 04/04/2026

    For Sale S5126942 - 6006 COUNTRY WALK LN, WINTER HAVEN, FL 33880 42 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1809
       Built: 2004
    Monthly Fee: $21
       Tax: $4,291 (2024)
    Community: Country Walk Ph 03
    Single Family


    Estimated Monthly Payment: $2,351 (change assumption)
    Mortgage ($1,973) + Fees ($21) + Taxes in 2024 ($358)


    Taxes:$4,291

    Elementary School: Eagle Lake Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 403 SE AVENUE J SE, WINTER HAVEN, FL 33880

    $299,00094 Days on yellowkey   MLS ID: L4958448

    0 Days Off yellowkey (back on 3/15/2026)

    For Sale L4958448 - 403 SE AVENUE J SE, WINTER HAVEN, FL 33880 37 photos

    Bed: 3   Bath: 0.0
    Liv Area Sq Ft: 1460
       Built: 1922   Tax: $2,178 (2025)
    Community: Pine Crest Heights
    Apartment


    Estimated Monthly Payment: $1,820 (change assumption)
    Mortgage ($1,638) + Taxes in 2025 ($182)


    Taxes:$2,178

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1917 QUAIL FIELDS CIR, WINTER HAVEN, FL 33884

    $313,990149 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 Middle


  • 1913 QUAIL FIELDS CIR, WINTER HAVEN, FL 33884

    $335,990149 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 Middle


  • 123 ELOISE OAKS DR, WINTER HAVEN, FL 33884

    $395,00015 Days on yellowkey   MLS ID: L4960769

    For Sale L4960769 - 123 ELOISE OAKS DR, WINTER HAVEN, FL 33884 52 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2029
       Built: 2018
    Monthly Fee: $56

    Community: Eloise Oaks
    Single Family


    Estimated Monthly Payment: $2,220 (change assumption)
    Mortgage ($2,164) + Fees ($56) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 2123 CARTGATE LANE, WINTER HAVEN, FL 33884

    $301,366684 Days on yellowkey   MLS ID: P4930644

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

    For Sale P4930644 - 2123 CARTGATE LANE, WINTER HAVEN, FL 33884 44 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2024
    Monthly Fee: $15
       Tax: $3,144 (2024)
    Community: Villamar Phase 3
    Single Family


    Estimated Monthly Payment: $1,928 (change assumption)
    Mortgage ($1,651) + Fees ($15) + Taxes in 2024 ($262)


    Taxes:$3,144

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Mclaughlin Middle


  • 2208 LAKE BLVD, WINTER HAVEN, FL 33881

    $215,00074 Days on yellowkey   MLS ID: L4959022

    1 Days Off yellowkey (back on 3/19/2026)

    For Sale L4959022 - 2208 LAKE BLVD, WINTER HAVEN, FL 33881 42 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1044
       Built: 1954   Tax: $2,551 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,391 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($213)


    Taxes:$2,551

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1511 GAINES RD, WINTER HAVEN, FL 33880

    $155,00012 Days on yellowkey   MLS ID: TB8493080

    For Sale TB8493080 - 1511 GAINES RD, WINTER HAVEN, FL 33880 20 photos

    Bed: 3   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 860
       Built: 1974   Tax: $2,075 (2025)
    Community: Acreage & Unrec
    Mobile Home


    Estimated Monthly Payment: $1,022 (change assumption)
    Mortgage ($849) + Taxes in 2025 ($173)


    Taxes:$2,075

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1640 NW PEARCE RD, WINTER HAVEN, FL 33881

    $345,000260 Days on yellowkey   MLS ID: L4954651

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

    For Sale L4954651 - 1640 NW PEARCE RD, WINTER HAVEN, FL 33881 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1421
       Built: 2025
    Community: Lake View Sub Pb 3 Pg 80
    Single Family


    Estimated Monthly Payment: $1,890 (change assumption)
    Mortgage ($1,890) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 953 6TH ST SE, WINTER HAVEN, FL 33880

    $925,00026 Days on yellowkey   MLS ID: L4960452

    For Sale L4960452 - 953 6TH ST SE, WINTER HAVEN, FL 33880 12 photos

    Bed: 10   Bath: 0.0
    Liv Area Sq Ft: 4440
       Built: 1955   Tax: $10,338 (2025)
    Community: Hackles Add
    Apartment


    Estimated Monthly Payment: $5,930 (change assumption)
    Mortgage ($5,068) + Taxes in 2025 ($862)


    Taxes:$10,338

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4576 BACK NINE DR, WINTER HAVEN, FL 33884

    $344,500105 Days on yellowkey   MLS ID: P4937279

    For Sale P4937279 - 4576 BACK NINE DR, WINTER HAVEN, FL 33884 90 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1514
       Built: 2019
    Monthly Fee: $5
       Tax: $1,937 (2025)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $2,054 (change assumption)
    Mortgage ($1,888) + Fees ($5) + Taxes in 2025 ($161)


    Taxes:$1,937

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6625 THORNHILL RD, WINTER HAVEN, FL 33880

    $299,900377 Days on yellowkey   MLS ID: L4951980

    For Sale L4951980 - 6625 THORNHILL RD, WINTER HAVEN, FL 33880 35 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1221
       Built: 2024   Tax: $569 (2024)
    Community: Thornhill Oaks
    Single Family


    Estimated Monthly Payment: $1,691 (change assumption)
    Mortgage ($1,643) + Taxes in 2024 ($47)


    Taxes:$569

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Westwood Middle


  • 2805 WINGFOOT CT, WINTER HAVEN, FL 33884

    $245,50045 Days on yellowkey   MLS ID: B4902197

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

    For Sale B4902197 - 2805 WINGFOOT CT, WINTER HAVEN, FL 33884 47 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1602
       Built: 1987
    Monthly Fee: $295
       Tax: $1,543 (2025)
    Community: Cypress Wood
    Villa


    Estimated Monthly Payment: $1,769 (change assumption)
    Mortgage ($1,345) + Fees ($295) + Taxes in 2025 ($129)


    Taxes:$1,543

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1700 6TH ST NW #A38, WINTER HAVEN, FL 33881

    $82,500282 Days on yellowkey   MLS ID: P4935379

    REDUCED by $2,000 (2.4%) on 04/04/2026

    For Sale P4935379 - 1700 6TH ST NW #A38, WINTER HAVEN, FL 33881 21 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 840
       Built: 1964
    Monthly Fee: $350
       Tax: $594 (2024)
    Community: Winter Haven Harbour Apts Condo
    Condo


    Estimated Monthly Payment: $852 (change assumption)
    Mortgage ($452) + Fees ($350) + Taxes in 2024 ($50)


    Taxes:$594

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5132 SYLAS JAX AVE, WINTER HAVEN, FL 33884

    $370,09013 Days on yellowkey   MLS ID: L4960822

    0 Days Off yellowkey (back on 4/3/2026)

    For Sale L4960822 - 5132 SYLAS JAX AVE, WINTER HAVEN, FL 33884 5 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2587
       Built: 2026
    Monthly Fee: $17

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $2,045 (change assumption)
    Mortgage ($2,028) + Fees ($17) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 287 INMAN BLVD, WINTER HAVEN, FL 33881

    $315,00013 Days on yellowkey   MLS ID: S5147134

    For Sale S5147134 - 287 INMAN BLVD, WINTER HAVEN, FL 33881 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 2023
    Monthly Fee: $49
       Tax: $3,542 (2025)
    Community: Inman Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $2,070 (change assumption)
    Mortgage ($1,726) + Fees ($49) + Taxes in 2025 ($295)


    Taxes:$3,542

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle




Why Bother Searching Elsewhere for Winter Haven Homes for Sale and Other Real Estate?

Winter Haven home, townhome, condo, villa, and other listing sales 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 houses for sale in Winter Haven . You can use our website to view Multiple Listing Service (MLS) data on Winter Haven Real Estate. 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 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.