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Winter Haven Homes For Sale & Real Estate - 971 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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  • 111 KRENSON BAY LOOP, WINTER HAVEN, FL 33881

    $284,99989 Days on yellowkey   MLS ID: S5145191

    REDUCED by $1 (0.0%) on 05/15/2026

    SHORT SALE S5145191 - 111 KRENSON BAY LOOP, WINTER HAVEN, FL 33881 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1543
       Built: 2023
    Monthly Fee: $83
       Tax: $3,628 (2025)
    Community: Krenson Bay
    Single Family


    Estimated Monthly Payment: $1,947 (change assumption)
    Mortgage ($1,562) + Fees ($83) + Taxes in 2025 ($302)


    Taxes:$3,628

    Elementary School: Jewett School of the Arts

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: None


  • 1108 BRENTON MANOR DR, WINTER HAVEN, FL 33881

    $285,000122 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


  • 305 ARBUTHNOT ST, WINTER HAVEN, FL 33881

    $275,00042 Days on yellowkey   MLS ID: P4938517

    REDUCED by $24,999 (8.3%) on 05/10/2026

    For Sale P4938517 - 305 ARBUTHNOT ST, WINTER HAVEN, FL 33881 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1758
       Built: 2022
    Monthly Fee: $83
       Tax: $4,009 (2025)
    Community: Sanctuary By The Lake Ph 2
    Single Family


    Estimated Monthly Payment: $1,924 (change assumption)
    Mortgage ($1,507) + Fees ($83) + Taxes in 2025 ($334)


    Taxes:$4,009

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 215 KILMER LN, WINTER HAVEN, FL 33884

    $379,9985 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


  • 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884

    $579,90055 Days on yellowkey   MLS ID: L4960893

    For Sale L4960893 - 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884 75 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2354
       Built: 2007
    Monthly Fee: $5
       Tax: $4,690 (2025)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $3,573 (change assumption)
    Mortgage ($3,177) + Fees ($5) + Taxes in 2025 ($391)


    Taxes:$4,690

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2500 21ST ST NW #15, WINTER HAVEN, FL 33881

    $182,00060 Days on yellowkey   MLS ID: S5147117

    REDUCED by $2,000 (1.1%) on 05/30/2026

    For Sale S5147117 - 2500 21ST ST NW #15, WINTER HAVEN, FL 33881 21 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1184
       Built: 1976   Tax: $2,616 (2025)
    Community: Casa Del Sol Condo Village Ph 02
    Condo


    Estimated Monthly Payment: $1,215 (change assumption)
    Mortgage ($997) + Taxes in 2025 ($218)


    Taxes:$2,616

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • WINTER HAVEN, FL 33884

    $499,00010 Days on yellowkey   MLS ID: S5150298

    For Sale S5150298 - WINTER HAVEN, FL 33884 37 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3778
       Built: 1950   Tax: $8,897 (2025)
    Community: Elbert Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,476 (change assumption)
    Mortgage ($2,734) + Taxes in 2025 ($741)


    Taxes:$8,897

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 900 LAKE JESSIE DR, WINTER HAVEN, FL 33881

    $469,90066 Days on yellowkey   MLS ID: S5146723

    For Sale S5146723 - 900 LAKE JESSIE DR, WINTER HAVEN, FL 33881 50 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1828
       Built: 1948   Tax: $4,023 (2025)
    Community: East View Pkwy
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,910 (change assumption)
    Mortgage ($2,575) + Taxes in 2025 ($335)


    Taxes:$4,023

    Elementary School: Auburndale Central Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 551 LAKE SMART BLVD, WINTER HAVEN, FL 33881

    $344,90064 Days on yellowkey   MLS ID: S5146731

    REDUCED by $15,000 (4.2%) on 05/30/2026

    For Sale S5146731 - 551 LAKE SMART BLVD, WINTER HAVEN, FL 33881 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2020
    Monthly Fee: $50
       Tax: $4,211 (2025)
    Community: Lake Smart Pointe
    Single Family


    Estimated Monthly Payment: $2,291 (change assumption)
    Mortgage ($1,890) + Fees ($50) + Taxes in 2025 ($351)


    Taxes:$4,211

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3023 SAINT PAUL DR, WINTER HAVEN, FL 33880

    $550,00090 Days on yellowkey   MLS ID: P4938041

    0 Days Off yellowkey (back on 3/13/2026)

    For Sale P4938041 - 3023 SAINT PAUL DR, WINTER HAVEN, FL 33880 44 photos

    Bed: 8   Bath: 0.0
    Liv Area Sq Ft: 3456
       Built: 1983   Tax: $5,541 (2025)
    Community: Winter Lake Manor
    Apartment


    Estimated Monthly Payment: $3,475 (change assumption)
    Mortgage ($3,014) + Taxes in 2025 ($462)


    Taxes:$5,541

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 836 VIENNA DR, WINTER HAVEN, FL 33884

    $334,84612 Days on yellowkey   MLS ID: L4962097

    1 Days Off yellowkey (back on 5/30/2026)

    For Sale L4962097 - 836 VIENNA DR, WINTER HAVEN, FL 33884 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1970
       Built: 2020
    Monthly Fee: $67
       Tax: $4,800 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $2,302 (change assumption)
    Mortgage ($1,835) + Fees ($67) + Taxes in 2025 ($400)


    Taxes:$4,800

    Elementary School: Chain O Lakes Elem

    High School: Lake Gibson High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 1558 DREXEL AVE NE, WINTER HAVEN, FL 33881

    $384,00049 Days on yellowkey   MLS ID: L4960971

    REDUCED by $15,500 (3.9%) on 05/21/2026

    For Sale L4960971 - 1558 DREXEL AVE NE, WINTER HAVEN, FL 33881 37 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1160
       Built: 1957   Tax: $2,598 (2025)
    Community: Lake Elbert Heights Unit 01 02 Rep
    Single Family


    Estimated Monthly Payment: $2,321 (change assumption)
    Mortgage ($2,104) + Taxes in 2025 ($216)


    Taxes:$2,598

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 100 ALACHUA DR, WINTER HAVEN, FL 33884

    $564,90032 Days on yellowkey   MLS ID: B4902232

    REDUCED by $10,100 (1.8%) on 05/30/2026

    For Sale B4902232 - 100 ALACHUA DR, WINTER HAVEN, FL 33884 63 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 2002
       Built: 1963   Tax: $3,744 (2025)
    Community: Eloise Woods Lake Mariam Unit
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,407 (change assumption)
    Mortgage ($3,095) + Taxes in 2025 ($312)


    Taxes:$3,744

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2968 PLANTATION RD, WINTER HAVEN, FL 33884

    $442,00074 Days on yellowkey   MLS ID: P4938120

    0 Days Off yellowkey (back on 5/30/2026)

    REDUCED by $23,000 (4.9%) on 04/23/2026

    For Sale P4938120 - 2968 PLANTATION RD, WINTER HAVEN, FL 33884 83 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2433
       Built: 1997
    Monthly Fee: $149
       Tax: $3,191 (2025)
    Community: Cypresswood Plantations
    Single Family


    Estimated Monthly Payment: $2,837 (change assumption)
    Mortgage ($2,422) + Fees ($149) + Taxes in 2025 ($266)


    Taxes:$3,191

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6710 WINTERSET GARDENS RD, WINTER HAVEN, FL 33884

    $535,00028 Days on yellowkey   MLS ID: P4938608

    1 Days Off yellowkey (back on 5/21/2026)

    For Sale P4938608 - 6710 WINTERSET GARDENS RD, WINTER HAVEN, FL 33884 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2268
       Built: 2017
    Monthly Fee: $8
       Tax: $3,349 (2025)
    Community: Winterset Gardens
    Single Family


    Estimated Monthly Payment: $3,219 (change assumption)
    Mortgage ($2,931) + Fees ($8) + Taxes in 2025 ($279)


    Taxes:$3,349

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1452 AXEL CIR, WINTER HAVEN, FL 33880

    $296,5004 Days on yellowkey   MLS ID: TB8513583

    For Sale TB8513583 - 1452 AXEL CIR, WINTER HAVEN, FL 33880 16 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1842
       Built: 2022
    Monthly Fee: $71
       Tax: $3,731 (2025)
    Community: Pinnacle Point
    Single Family


    Estimated Monthly Payment: $2,007 (change assumption)
    Mortgage ($1,625) + Fees ($71) + Taxes in 2025 ($311)


    Taxes:$3,731

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 4519 RAPALLO AVE, WINTER HAVEN, FL 33884

    $339,9004 Days on yellowkey   MLS ID: P4938826

    For Sale P4938826 - 4519 RAPALLO AVE, WINTER HAVEN, FL 33884 46 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2074
       Built: 2025
    Monthly Fee: $18
       Tax: $2,401 (2025)
    Community: Villamar Ph 6 & Ph 6D
    Single Family


    Estimated Monthly Payment: $2,081 (change assumption)
    Mortgage ($1,862) + Fees ($18) + Taxes in 2025 ($200)


    Taxes:$2,401

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3305 ROYAL TERN DR, WINTER HAVEN, FL 33881

    $240,00096 Days on yellowkey   MLS ID: O6385959

    3 Days Off yellowkey (back on 5/18/2026)

    SHORT SALE O6385959 - 3305 ROYAL TERN DR, WINTER HAVEN, FL 33881 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1725
       Built: 2021
    Monthly Fee: $10
       Tax: $6,004 (2025)
    Community: Lakeside Lndgs Ph 3
    Single Family


    Estimated Monthly Payment: $1,825 (change assumption)
    Mortgage ($1,315) + Fees ($10) + Taxes in 2025 ($500)


    Taxes:$6,004

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3308 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881

    $314,99098 Days on yellowkey   MLS ID: O6385130

    For Sale O6385130 - 3308 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1851
       Built: 2020
    Monthly Fee: $30
       Tax: $4,862 (2025)
    Community: Country Walk/Winter Haven Ph 2
    Single Family


    Estimated Monthly Payment: $2,161 (change assumption)
    Mortgage ($1,726) + Fees ($30) + Taxes in 2025 ($405)


    Taxes:$4,862

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 605 SW SARNER PASS WAY W, WINTER HAVEN, FL 33881

    $399,00093 Days on yellowkey   MLS ID: G5108932

    REDUCED by $14,000 (3.4%) on 04/20/2026

    For Sale G5108932 - 605 SW SARNER PASS WAY W, WINTER HAVEN, FL 33881 53 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2676
       Built: 2022
    Monthly Fee: $76
       Tax: $4,782 (2025)
    Community: Lake Lucerne Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,661 (change assumption)
    Mortgage ($2,186) + Fees ($76) + Taxes in 2025 ($399)


    Taxes:$4,782

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Boone 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.