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Winter Haven Homes For Sale & Real Estate - 892 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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  • 231 AVENUE A NE, WINTER HAVEN, FL 33881

    $210,00011 Days on yellowkey   MLS ID: L4960914

    For Sale L4960914 - 231 AVENUE A NE, WINTER HAVEN, FL 33881 11 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1144
       Built: 1920   Tax: $2,944 (2025)
    Community: Winter Haven Heights
    Single Family


    Estimated Monthly Payment: $1,396 (change assumption)
    Mortgage ($1,151) + Taxes in 2025 ($245)


    Taxes:$2,944

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 319 AVENUE A NE, WINTER HAVEN, FL 33881

    $325,0006 Days on yellowkey   MLS ID: O6397767

    For Sale O6397767 - 319 AVENUE A NE, WINTER HAVEN, FL 33881 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1521
       Built: 2024   Tax: $4,507 (2025)
    Community: Winter Haven Heights
    Single Family


    Estimated Monthly Payment: $2,156 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($376)


    Taxes:$4,507

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1166 SAWGRASS DR, WINTER HAVEN, FL 33884

    $445,00082 Days on yellowkey   MLS ID: P4937603

    3 Days Off yellowkey (back on 4/20/2026)

    For Sale P4937603 - 1166 SAWGRASS DR, WINTER HAVEN, FL 33884 41 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2045
       Built: 2022
    Monthly Fee: $5
       Tax: $9,673 (2025)
    Community: Lake Ashton West Ph Ii South
    Single Family


    Estimated Monthly Payment: $3,249 (change assumption)
    Mortgage ($2,438) + Fees ($5) + Taxes in 2025 ($806)


    Taxes:$9,673

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 212 GOLF AIRE BLVD, WINTER HAVEN, FL 33884

    $299,90018 Days on yellowkey   MLS ID: L4960757

    0 Days Off yellowkey (back on 4/20/2026)

    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


  • 226 RUBY LAKE LN, WINTER HAVEN, FL 33884

    $699,900220 Days on yellowkey   MLS ID: P4936048

    For Sale P4936048 - 226 RUBY LAKE LN, WINTER HAVEN, FL 33884 56 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2295
       Built: 2001
    Monthly Fee: $63
       Tax: $5,762 (2024)
    Community: Ruby Lake Ph 04
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,378 (change assumption)
    Mortgage ($3,835) + Fees ($63) + Taxes in 2024 ($480)


    Taxes:$5,762

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 241 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881

    $280,000132 Days on yellowkey   MLS ID: S5139974

    For Sale S5139974 - 241 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1725
       Built: 2020
    Monthly Fee: $17
       Tax: $6,605 (2024)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $2,102 (change assumption)
    Mortgage ($1,534) + Fees ($17) + Taxes in 2024 ($550)


    Taxes:$6,605

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 2128 34TH ST NW, WINTER HAVEN, FL 33881

    $215,0005 Days on yellowkey   MLS ID: TB8498110

    For Sale TB8498110 - 2128 34TH ST NW, WINTER HAVEN, FL 33881 28 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2100
       Built: 1956   Tax: $2,817 (2025)
    Community: Inwood Unit 4
    Single Family


    Estimated Monthly Payment: $1,413 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($235)


    Taxes:$2,817

    Elementary School: Fred G. Garnier Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 184 LAKE OTIS RD, WINTER HAVEN, FL 33884

    $499,99926 Days on yellowkey   MLS ID: L4960608

    REDUCED by $25,001 (4.8%) on 04/20/2026

    For Sale L4960608 - 184 LAKE OTIS RD, WINTER HAVEN, FL 33884 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2921
       Built: 1969
    Monthly Fee: $100
       Tax: $4,680 (2025)
    Community: Lakewood Tr 173
    Single Family


    Estimated Monthly Payment: $3,230 (change assumption)
    Mortgage ($2,740) + Fees ($100) + Taxes in 2025 ($390)


    Taxes:$4,680

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2436 EDWIN ST NE, WINTER HAVEN, FL 33881

    $249,74780 Days on yellowkey   MLS ID: P4937644

    REDUCED by $1 (0.0%) on 04/20/2026

    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: $1,395 (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


  • 5445 CHANDLER DR, WINTER HAVEN, FL 33884

    $319,50035 Days on yellowkey   MLS ID: S5146003

    For Sale S5146003 - 5445 CHANDLER DR, WINTER HAVEN, FL 33884 39 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3010
       Built: 2006
    Monthly Fee: $48
       Tax: $5,827 (2025)
    Community: Bentley Place
    Single Family


    Estimated Monthly Payment: $2,284 (change assumption)
    Mortgage ($1,751) + Fees ($48) + Taxes in 2025 ($486)


    Taxes:$5,827

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3890 BEDFORD AVE, WINTER HAVEN, FL 33884

    $395,0003 Days on yellowkey   MLS ID: L4961088

    For Sale L4961088 - 3890 BEDFORD AVE, WINTER HAVEN, FL 33884 68 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2322
       Built: 2019
    Monthly Fee: $485
       Tax: $5,156 (2025)
    Community: Traditions Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,079 (change assumption)
    Mortgage ($2,164) + Fees ($485) + Taxes in 2025 ($430)


    Taxes:$5,156

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 272 ARBUTHNOT ST, WINTER HAVEN, FL 33881

    $290,0001 Day on yellowkey   MLS ID: P4938493

    For Sale P4938493 - 272 ARBUTHNOT ST, WINTER HAVEN, FL 33881 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1452
       Built: 2021
    Monthly Fee: $83
       Tax: $4,337 (2025)
    Community: Sanctuary By The Lake Ph 2
    Single Family


    Estimated Monthly Payment: $2,033 (change assumption)
    Mortgage ($1,589) + Fees ($83) + Taxes in 2025 ($361)


    Taxes:$4,337

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7167 SUMMIT DR, WINTER HAVEN, FL 33884

    $369,0002 Days on yellowkey   MLS ID: L4961223

    For Sale L4961223 - 7167 SUMMIT DR, WINTER HAVEN, FL 33884 12 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1888
       Built: 2005
    Monthly Fee: $22
       Tax: $4,150 (2025)
    Community: Summit East Ph 01
    Single Family


    Estimated Monthly Payment: $2,390 (change assumption)
    Mortgage ($2,022) + Fees ($22) + Taxes in 2025 ($346)


    Taxes:$4,150

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 408 TALAMONE DR, WINTER HAVEN, FL 33884

    $499,9002 Days on yellowkey   MLS ID: B4902241

    For Sale B4902241 - 408 TALAMONE DR, WINTER HAVEN, FL 33884 78 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2333
       Built: 2005
    Monthly Fee: $83
       Tax: $3,765 (2025)
    Community: Tuscany/Winterset
    Single Family


    Estimated Monthly Payment: $3,136 (change assumption)
    Mortgage ($2,739) + Fees ($83) + Taxes in 2025 ($314)


    Taxes:$3,765

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: None


  • 814 TURNER LN, WINTER HAVEN, FL 33881

    $369,000228 Days on yellowkey   MLS ID: S5134153

    For Sale S5134153 - 814 TURNER LN, WINTER HAVEN, FL 33881 24 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2696
       Built: 2023
    Monthly Fee: $49
       Tax: $5,461 (2024)
    Community: Inman Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $2,526 (change assumption)
    Mortgage ($2,022) + Fees ($49) + Taxes in 2024 ($455)


    Taxes:$5,461

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 961 DREXEL AVE NE, WINTER HAVEN, FL 33881

    $315,00057 Days on yellowkey   MLS ID: L4959592

    REDUCED by $5,000 (1.6%) on 04/19/2026

    For Sale L4959592 - 961 DREXEL AVE NE, WINTER HAVEN, FL 33881 57 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1856
       Built: 1948   Tax: $3,409 (2025)
    Community: Anna Mar
    Single Family


    Estimated Monthly Payment: $2,010 (change assumption)
    Mortgage ($1,726) + Taxes in 2025 ($284)


    Taxes:$3,409

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 104 WODEN WAY, WINTER HAVEN, FL 33884

    $379,000362 Days on yellowkey   MLS ID: P4934554

    REDUCED by $26,000 (6.4%) on 04/19/2026

    For Sale P4934554 - 104 WODEN WAY, WINTER HAVEN, FL 33884 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2218
       Built: 1981
    Monthly Fee: $382
       Tax: $4,453 (2024)
    Community: Valhalla
    Villa


    Estimated Monthly Payment: $2,830 (change assumption)
    Mortgage ($2,077) + Fees ($382) + Taxes in 2024 ($371)


    Taxes:$4,453

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3365 RALEIGH DR, WINTER HAVEN, FL 33884

    $229,999173 Days on yellowkey   MLS ID: P4936886

    0 Days Off yellowkey (back on 4/19/2026)

    For Sale P4936886 - 3365 RALEIGH DR, WINTER HAVEN, FL 33884 40 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1295
       Built: 2017
    Monthly Fee: $463
       Tax: $2,126 (2024)
    Community: Traditions Ph 02
    Single Family


    Estimated Monthly Payment: $1,900 (change assumption)
    Mortgage ($1,260) + Fees ($463) + Taxes in 2024 ($177)


    Taxes:$2,126

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Mclaughlin Academy Of Excellence


  • 5351 MICKEY AVE, WINTER HAVEN, FL 33884

    $299,999152 Days on yellowkey   MLS ID: S5138935

    INCREASED by $10,049 (3.5%) on 04/13/2026

    For Sale S5138935 - 5351 MICKEY AVE, WINTER HAVEN, FL 33884 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1700
       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 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3050 CRUMP RD, WINTER HAVEN, FL 33881

    $779,00078 Days on yellowkey   MLS ID: L4959091

    REDUCED by $10,900 (1.4%) on 04/19/2026

    For Sale L4959091 - 3050 CRUMP RD, WINTER HAVEN, FL 33881 98 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2397
       Built: 1982   Tax: $10,845 (2025)
    Community: Magnolia Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,172 (change assumption)
    Mortgage ($4,268) + Taxes in 2025 ($904)


    Taxes:$10,845

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.