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Winter Haven Single Family Homes For Sale - 620 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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  • 2036 WHISPERING TRAILS BLVD, WINTER HAVEN, FL 33884

    $230,00048 Days on yellowkey   MLS ID: P4937721

    2 Days Off yellowkey (back on 4/6/2026)

    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: $1,628 (change assumption)
    Mortgage ($1,260) + Fees ($96) + Taxes in 2025 ($272)


    Taxes:$3,259

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3119 LAUREL OAK LN, WINTER HAVEN, FL 33884

    $299,900161 Days on yellowkey   MLS ID: L4957104

    2 Days Off yellowkey (back on 4/6/2026)

    For Sale L4957104 - 3119 LAUREL OAK LN, WINTER HAVEN, FL 33884 21 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1754
       Built: 2025
    Monthly Fee: $17

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,660 (change assumption)
    Mortgage ($1,643) + Fees ($17) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 201 RICHBURG RD, WINTER HAVEN, FL 33880

    $110,000271 Days on yellowkey   MLS ID: L4954499

    3 Days Off yellowkey (back on 9/3/2025)

    For Sale L4954499 - 201 RICHBURG RD, WINTER HAVEN, FL 33880 2 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 816
       Built: 1960   Tax: $618 (2024)
    Community: None
    Single Family


    Estimated Monthly Payment: $654 (change assumption)
    Mortgage ($603) + Taxes in 2024 ($52)


    Taxes:$618

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2362 BRASSIE CT, WINTER HAVEN, FL 33884

    $274,90054 Days on yellowkey   MLS ID: O6384404

    For Sale O6384404 - 2362 BRASSIE CT, WINTER HAVEN, FL 33884 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1260
       Built: 2022
    Monthly Fee: $18
       Tax: $5,003 (2025)
    Community: Villmar
    Single Family


    Estimated Monthly Payment: $1,941 (change assumption)
    Mortgage ($1,506) + Fees ($18) + Taxes in 2025 ($417)


    Taxes:$5,003

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1454 GRAND CAYMAN CIR, WINTER HAVEN, FL 33884

    $272,00010 Days on yellowkey   MLS ID: O6396319

    For Sale O6396319 - 1454 GRAND CAYMAN CIR, WINTER HAVEN, FL 33884 50 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1366
       Built: 1987
    Monthly Fee: $45
       Tax: $2,901 (2025)
    Community: Lake Dexter Moorings
    Single Family


    Estimated Monthly Payment: $1,777 (change assumption)
    Mortgage ($1,490) + Fees ($45) + Taxes in 2025 ($242)


    Taxes:$2,901

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2438 4TH ST NE, WINTER HAVEN, FL 33881

    $239,90036 Days on yellowkey   MLS ID: L4960053

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

    For Sale L4960053 - 2438 4TH ST NE, WINTER HAVEN, FL 33881 26 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1135
       Built: 2026   Tax: $223 (2025)
    Community: Lincoln Sub
    Single Family


    Estimated Monthly Payment: $1,333 (change assumption)
    Mortgage ($1,314) + Taxes in 2025 ($19)


    Taxes:$223

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1280 DENALI DR, WINTER HAVEN, FL 33881

    $409,00076 Days on yellowkey   MLS ID: G5107453

    INCREASED by $10,000 (2.5%) on 04/05/2026

    For Sale G5107453 - 1280 DENALI DR, WINTER HAVEN, FL 33881 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2566
       Built: 2024
    Monthly Fee: $92
       Tax: $6,203 (2025)
    Community: Lake Lucerne Ii
    Single Family


    Estimated Monthly Payment: $2,850 (change assumption)
    Mortgage ($2,241) + Fees ($92) + Taxes in 2025 ($517)


    Taxes:$6,203

    Elementary School: Bethune Academy

    High School: None

    Tax Year: 2025

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 1148 TYLER LOOP, WINTER HAVEN, FL 33884

    $265,00027 Days on yellowkey   MLS ID: L4960292

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

    SHORT SALE L4960292 - 1148 TYLER LOOP, WINTER HAVEN, FL 33884 13 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2093
       Built: 2024
    Monthly Fee: $16
       Tax: $7,039 (2025)
    Community: Peace River Reserve
    Single Family


    Estimated Monthly Payment: $2,055 (change assumption)
    Mortgage ($1,452) + Fees ($16) + Taxes in 2025 ($587)


    Taxes:$7,039

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3108 COUNTRY CLUB CIR, WINTER HAVEN, FL 33881

    $289,99028 Days on yellowkey   MLS ID: S5146052

    REDUCED by $6,000 (2.0%) on 04/03/2026

    For Sale S5146052 - 3108 COUNTRY CLUB CIR, WINTER HAVEN, FL 33881 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1672
       Built: 2018
    Monthly Fee: $30
       Tax: $2,950 (2025)
    Community: Country Walk/Winter Haven
    Single Family


    Estimated Monthly Payment: $1,865 (change assumption)
    Mortgage ($1,589) + Fees ($30) + Taxes in 2025 ($246)


    Taxes:$2,950

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3927 PALAZZO PL, WINTER HAVEN, FL 33884

    $305,00055 Days on yellowkey   MLS ID: O6383833

    For Sale O6383833 - 3927 PALAZZO PL, WINTER HAVEN, FL 33884 46 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1597
       Built: 2023
    Monthly Fee: $40
       Tax: $4,716 (2025)
    Community: Villamar Ph 4
    Single Family


    Estimated Monthly Payment: $2,104 (change assumption)
    Mortgage ($1,671) + Fees ($40) + Taxes in 2025 ($393)


    Taxes:$4,716

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2664 COUNTRY CLUB RD N, WINTER HAVEN, FL 33881

    $525,00052 Days on yellowkey   MLS ID: L4959468

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

    For Sale L4959468 - 2664 COUNTRY CLUB RD N, WINTER HAVEN, FL 33881 61 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2696
       Built: 2001   Tax: $6,393 (2025)
    Community: Poinsettia Park
    Single Family


    Estimated Monthly Payment: $3,409 (change assumption)
    Mortgage ($2,877) + Taxes in 2025 ($533)


    Taxes:$6,393

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4612 REYNOSA DR SW, WINTER HAVEN, FL 33880

    $320,000251 Days on yellowkey   MLS ID: V4944212

    SHORT SALE V4944212 - 4612 REYNOSA DR SW, WINTER HAVEN, FL 33880 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1716
       Built: 1984   Tax: $4,573 (2024)
    Community: Plaza Sub
    Single Family


    Estimated Monthly Payment: $2,134 (change assumption)
    Mortgage ($1,753) + Taxes in 2024 ($381)


    Taxes:$4,573

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Westwood Middle


  • 2519 AVENUE E SW, WINTER HAVEN, FL 33880

    $312,000112 Days on yellowkey   MLS ID: TB8458652

    For Sale TB8458652 - 2519 AVENUE E SW, WINTER HAVEN, FL 33880 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1675
       Built: 2025   Tax: $310 (2024)
    Community: West Winter Haven
    Single Family


    Estimated Monthly Payment: $1,735 (change assumption)
    Mortgage ($1,710) + Taxes in 2024 ($26)


    Taxes:$310

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Westwood Middle


  • 312 TOWHEE RD, WINTER HAVEN, FL 33881

    $349,000134 Days on yellowkey   MLS ID: B4902119

    For Sale B4902119 - 312 TOWHEE RD, WINTER HAVEN, FL 33881 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2020
       Built: 2005
    Monthly Fee: $34
       Tax: $2,621 (2024)
    Community: Hamilton West Ph 01
    Single Family


    Estimated Monthly Payment: $2,165 (change assumption)
    Mortgage ($1,912) + Fees ($34) + Taxes in 2024 ($218)


    Taxes:$2,621

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 461 FISH HAWK DR, WINTER HAVEN, FL 33884

    $435,00082 Days on yellowkey   MLS ID: O6376115

    INCREASED by $20,000 (4.8%) on 04/04/2026

    For Sale O6376115 - 461 FISH HAWK DR, WINTER HAVEN, FL 33884 60 photos

    Bed: 6   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3920
       Built: 2006
    Monthly Fee: $45
       Tax: $6,577 (2024)
    Community: Hart Lake Cove Ph 02
    Single Family


    Estimated Monthly Payment: $2,977 (change assumption)
    Mortgage ($2,384) + Fees ($45) + Taxes in 2024 ($548)


    Taxes:$6,577

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 205 TERRANOVA BLVD, WINTER HAVEN, FL 33884

    $469,90048 Days on yellowkey   MLS ID: P4937479

    REDUCED by $7,100 (1.5%) on 04/01/2026

    For Sale P4937479 - 205 TERRANOVA BLVD, WINTER HAVEN, FL 33884 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2211
       Built: 2004
    Monthly Fee: $55
       Tax: $5,216 (2025)
    Community: Terranova Ph 02
    Single Family


    Estimated Monthly Payment: $3,064 (change assumption)
    Mortgage ($2,575) + Fees ($55) + Taxes in 2025 ($435)


    Taxes:$5,216

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3348 RALEIGH DR, WINTER HAVEN, FL 33884

    $227,400140 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

    $299,90012 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

    $330,00013 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

    $315,00063 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




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.