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Winter Haven Single Family Homes For Sale - 704 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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  • 231 AVENUE A NE, WINTER HAVEN, FL 33881

    $210,00015 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


  • 1166 SAWGRASS DR, WINTER HAVEN, FL 33884

    $445,00086 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

    $299,90022 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

    $699,900224 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


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

    $215,0009 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

    $499,99930 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


  • 5445 CHANDLER DR, WINTER HAVEN, FL 33884

    $319,50039 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

    $395,0007 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

    $290,0006 Days 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


  • 408 TALAMONE DR, WINTER HAVEN, FL 33884

    $499,9006 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

    $369,000232 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

    $315,00061 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


  • 3365 RALEIGH DR, WINTER HAVEN, FL 33884

    $229,999177 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


  • 6337 BOTTICELLA BLVD, WINTER HAVEN, FL 33884

    $332,7107 Days on yellowkey   MLS ID: W7884986

    For Sale W7884986 - 6337 BOTTICELLA BLVD, WINTER HAVEN, FL 33884 16 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2370
       Built: 2026
    Monthly Fee: $19

    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $1,842 (change assumption)
    Mortgage ($1,823) + Fees ($19) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 221 AVENUE F SE, WINTER HAVEN, FL 33880

    $185,00016 Days on yellowkey   MLS ID: L4960995

    For Sale L4960995 - 221 AVENUE F SE, WINTER HAVEN, FL 33880 37 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 804
       Built: 1948   Tax: $1,272 (2025)
    Community: Berry J B Sub
    Single Family


    Estimated Monthly Payment: $1,120 (change assumption)
    Mortgage ($1,014) + Taxes in 2025 ($106)


    Taxes:$1,272

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 142 AVENUE B SE, WINTER HAVEN, FL 33880

    $226,99992 Days on yellowkey   MLS ID: S5142319

    REDUCED by $2,001 (0.9%) on 04/19/2026

    For Sale S5142319 - 142 AVENUE B SE, WINTER HAVEN, FL 33880 15 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1080
       Built: 1948   Tax: $1,594 (2025)
    Community: Haven Terrace
    Single Family


    Estimated Monthly Payment: $1,377 (change assumption)
    Mortgage ($1,244) + Taxes in 2025 ($133)


    Taxes:$1,594

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1028 S LAKE MARIAM DR, WINTER HAVEN, FL 33884

    $850,00030 Days on yellowkey   MLS ID: P4938222

    For Sale P4938222 - 1028 S LAKE MARIAM DR, WINTER HAVEN, FL 33884 72 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3255
       Built: 2005
    Monthly Fee: $25
       Tax: $5,715 (2025)
    Community: Waters Lake Mariam
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,159 (change assumption)
    Mortgage ($4,657) + Fees ($25) + Taxes in 2025 ($476)


    Taxes:$5,715

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 624 AVENUE A NE, WINTER HAVEN, FL 33881

    $269,00043 Days on yellowkey   MLS ID: L4960120

    For Sale L4960120 - 624 AVENUE A NE, WINTER HAVEN, FL 33881 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1913
       Built: 1937   Tax: $3,979 (2025)
    Community: Revised Map Of Fernwood Add
    Single Family


    Estimated Monthly Payment: $1,806 (change assumption)
    Mortgage ($1,474) + Taxes in 2025 ($332)


    Taxes:$3,979

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1033 SAWGRASS DR, WINTER HAVEN, FL 33884

    $364,00085 Days on yellowkey   MLS ID: P4937685

    REDUCED by $5,000 (1.4%) on 04/13/2026

    For Sale P4937685 - 1033 SAWGRASS DR, WINTER HAVEN, FL 33884 67 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1879
       Built: 2022
    Monthly Fee: $5
       Tax: $7,458 (2025)
    Community: Lake Ashton West Ph Ii South
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,621 (change assumption)
    Mortgage ($1,994) + Fees ($5) + Taxes in 2025 ($621)


    Taxes:$7,458

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 292 MEREDITH BLVD, WINTER HAVEN, FL 33881

    $329,990102 Days on yellowkey   MLS ID: G5106667

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

    For Sale G5106667 - 292 MEREDITH BLVD, WINTER HAVEN, FL 33881 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2110
       Built: 2025
    Monthly Fee: $75
       Tax: $500 (2025)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $1,925 (change assumption)
    Mortgage ($1,808) + Fees ($75) + Taxes in 2025 ($42)


    Taxes:$500

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle




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.