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Winter Haven Homes For Sale & Real Estate - 983 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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  • 4952 KAIA AVE, WINTER HAVEN, FL 33884

    $281,900255 Days on yellowkey   MLS ID: O6345029

    REDUCED by $4,190 (1.5%) on 05/29/2026

    For Sale O6345029 - 4952 KAIA AVE, WINTER HAVEN, FL 33884 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $17
       Tax: $1,047 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,649 (change assumption)
    Mortgage ($1,545) + Fees ($17) + Taxes in 2025 ($87)


    Taxes:$1,047

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 5147 KINSLEY DR, WINTER HAVEN, FL 33884

    $299,999367 Days on yellowkey   MLS ID: S5127810

    REDUCED by $23,636 (7.3%) on 05/20/2026

    For Sale S5127810 - 5147 KINSLEY DR, WINTER HAVEN, FL 33884 17 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1919
       Built: 2025
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,682 (change assumption)
    Mortgage ($1,644) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3642 QUEENS COVE BLVD, WINTER HAVEN, FL 33880

    $245,00019 Days on yellowkey   MLS ID: O6406940

    For Sale O6406940 - 3642 QUEENS COVE BLVD, WINTER HAVEN, FL 33880 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1396
       Built: 2005
    Monthly Fee: $12
       Tax: $3,427 (2025)
    Community: Queens Cove Ph 04
    Single Family


    Estimated Monthly Payment: $1,640 (change assumption)
    Mortgage ($1,342) + Fees ($12) + Taxes in 2025 ($286)


    Taxes:$3,427

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 225 FRANKLIN CT, WINTER HAVEN, FL 33881

    $427,500128 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


  • 328 VAIL DR, WINTER HAVEN, FL 33884

    $335,0007 Days on yellowkey   MLS ID: TB8511866

    REDUCED by $10,000 (2.9%) on 05/29/2026

    For Sale TB8511866 - 328 VAIL DR, WINTER HAVEN, FL 33884 42 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1712
       Built: 1984
    Monthly Fee: $13
       Tax: $3,387 (2025)
    Community: Cedar Cove Ph 01
    Single Family


    Estimated Monthly Payment: $2,131 (change assumption)
    Mortgage ($1,836) + Fees ($13) + Taxes in 2025 ($282)


    Taxes:$3,387

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 514 AVENUE C NE, WINTER HAVEN, FL 33881

    $579,000135 Days on yellowkey   MLS ID: L4958429

    REDUCED by $10,500 (1.8%) on 05/07/2026

    For Sale L4958429 - 514 AVENUE C NE, WINTER HAVEN, FL 33881 25 photos

    Bed: 9   Bath: 0.0
    Liv Area Sq Ft: 3196
       Built: 1930   Tax: $3,335 (2025)
    Community: Coker A B Add
    Apartment


    Estimated Monthly Payment: $3,450 (change assumption)
    Mortgage ($3,173) + Taxes in 2025 ($278)


    Taxes:$3,335

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2436 EDWIN ST NE, WINTER HAVEN, FL 33881

    $249,721119 Days on yellowkey   MLS ID: P4937644

    REDUCED by $1 (0.0%) on 05/29/2026

    For Sale P4937644 - 2436 EDWIN ST NE, WINTER HAVEN, FL 33881 36 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1813
       Built: 2026   Tax: $313 (2025)
    Community: Smart Sub
    Spa: No

    Manufactured Home


    Estimated Monthly Payment: $1,394 (change assumption)
    Mortgage ($1,368) + Taxes in 2025 ($26)


    Taxes:$313

    Elementary School: Elbert Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1522 ECKART DR, WINTER HAVEN, FL 33881

    $379,90059 Days on yellowkey   MLS ID: L4959745

    REDUCED by $10,099 (2.6%) on 05/01/2026

    For Sale L4959745 - 1522 ECKART DR, WINTER HAVEN, FL 33881 60 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1524
       Built: 1982   Tax: $3,192 (2025)
    Community: Rochelle Gardens
    Single Family


    Estimated Monthly Payment: $2,348 (change assumption)
    Mortgage ($2,082) + Taxes in 2025 ($266)


    Taxes:$3,192

    Elementary School: Lake Alfred Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 454 VILLAGE CIR SW, WINTER HAVEN, FL 33880

    $135,00052 Days on yellowkey   MLS ID: L4960932

    REDUCED by $4,000 (2.9%) on 05/06/2026

    For Sale L4960932 - 454 VILLAGE CIR SW, WINTER HAVEN, FL 33880 46 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1620
       Built: 1988
    Monthly Fee: $55
       Tax: $1,302 (2025)
    Community: Village Park
    Manufactured Home


    Estimated Monthly Payment: $903 (change assumption)
    Mortgage ($740) + Fees ($55) + Taxes in 2025 ($109)


    Taxes:$1,302

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 343 STERLING DR, WINTER HAVEN, FL 33884

    $259,9001 Day on yellowkey   MLS ID: L4962251

    For Sale L4962251 - 343 STERLING DR, WINTER HAVEN, FL 33884 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1372
       Built: 1991
    Monthly Fee: $27
       Tax: $1,543 (2025)
    Community: Berryhill
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,580 (change assumption)
    Mortgage ($1,424) + Fees ($27) + Taxes in 2025 ($129)


    Taxes:$1,543

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1108 BRENTON MANOR DR, WINTER HAVEN, FL 33881

    $285,000119 Days on yellowkey   MLS ID: O6375346

    REDUCED by $10,000 (3.4%) on 05/19/2026

    For Sale O6375346 - 1108 BRENTON MANOR DR, WINTER HAVEN, FL 33881 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 2015
    Monthly Fee: $32
       Tax: $4,387 (2025)
    Community: Brenton Manor
    Single Family


    Estimated Monthly Payment: $1,959 (change assumption)
    Mortgage ($1,562) + Fees ($32) + Taxes in 2025 ($366)


    Taxes:$4,387

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2207 AVENUE F NW, WINTER HAVEN, FL 33880

    $255,0001 Day on yellowkey   MLS ID: TB8513310

    For Sale TB8513310 - 2207 AVENUE F NW, WINTER HAVEN, FL 33880 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1310
       Built: 1946   Tax: $2,679 (2025)
    Community: Beymer Stoner Sub
    Single Family


    Estimated Monthly Payment: $1,621 (change assumption)
    Mortgage ($1,397) + Taxes in 2025 ($223)


    Taxes:$2,679

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 820 AVENUE Z NW, WINTER HAVEN, FL 33881

    $197,5002 Days on yellowkey   MLS ID: S5150017

    SHORT SALE S5150017 - 820 AVENUE Z NW, WINTER HAVEN, FL 33881 1 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2082
       Built: 1925   Tax: $3,824 (2025)
    Community: Hartridge Manor
    Single Family


    Estimated Monthly Payment: $1,401 (change assumption)
    Mortgage ($1,082) + Taxes in 2025 ($319)


    Taxes:$3,824

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: None


  • 517 ITUNA CIR, WINTER HAVEN, FL 33881

    $313,7102 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


  • 215 KILMER LN, WINTER HAVEN, FL 33884

    $379,9982 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


  • 460 PINEHURST CT, WINTER HAVEN, FL 33884

    $249,0002 Days on yellowkey   MLS ID: L4962087

    For Sale L4962087 - 460 PINEHURST CT, WINTER HAVEN, FL 33884 52 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1660
       Built: 1980
    Monthly Fee: $144
       Tax: $3,311 (2025)
    Community: Cypresswood Patio Homes
    Single Family


    Estimated Monthly Payment: $1,784 (change assumption)
    Mortgage ($1,364) + Fees ($144) + Taxes in 2025 ($276)


    Taxes:$3,311

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 28 CASARENA CT, WINTER HAVEN, FL 33881

    $175,00068 Days on yellowkey   MLS ID: S5146381

    REDUCED by $10,000 (5.4%) on 05/28/2026

    For Sale S5146381 - 28 CASARENA CT, WINTER HAVEN, FL 33881 8 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2045
       Built: 1989
    Monthly Fee: $310
       Tax: $3,928 (2025)
    Community: Casarena On Lakes
    Spa: No

    Townhouse


    Estimated Monthly Payment: $1,596 (change assumption)
    Mortgage ($959) + Fees ($310) + Taxes in 2025 ($327)


    Taxes:$3,928

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2470 SALZBURG LOOP, WINTER HAVEN, FL 33884

    $280,000257 Days on yellowkey   MLS ID: O6344501

    For Sale O6344501 - 2470 SALZBURG LOOP, WINTER HAVEN, FL 33884 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1935
       Built: 2009
    Monthly Fee: $250
       Tax: $4,141 (2024)
    Community: Vienna Square Ph 01
    Single Family


    Estimated Monthly Payment: $2,129 (change assumption)
    Mortgage ($1,534) + Fees ($250) + Taxes in 2024 ($345)


    Taxes:$4,141

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 306/308 AVE P NW, WINTER HAVEN, FL 33881

    $449,00081 Days on yellowkey   MLS ID: L4960150

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

    REDUCED by $1,000 (0.2%) on 05/12/2026

    For Sale L4960150 - 306/308 AVE P NW, WINTER HAVEN, FL 33881 18 photos

    Bed: 4   Bath: 0.0
    Liv Area Sq Ft: 2804
       Built: 2025
    Community: Harrington A B Sub
    Apartment


    Estimated Monthly Payment: $2,460 (change assumption)
    Mortgage ($2,460) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Fred G. Garnier Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 683 BROADMOOR CIR #683, WINTER HAVEN, FL 33884

    $198,000458 Days on yellowkey   MLS ID: P4933896

    For Sale P4933896 - 683 BROADMOOR CIR #683, WINTER HAVEN, FL 33884 46 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1139
       Built: 1981
    Monthly Fee: $320
       Tax: $2,750 (2024)
    Community: Cypresswood
    Villa


    Estimated Monthly Payment: $1,634 (change assumption)
    Mortgage ($1,085) + Fees ($320) + Taxes in 2024 ($229)


    Taxes:$2,750

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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.