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Winter Haven Homes For Sale & Real Estate - 1041 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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  • 3865 GIORGIO DR, WINTER HAVEN, FL 33884

    $299,48054 Days on yellowkey   MLS ID: TB8508578

    REDUCED by $29,000 (8.8%) on 07/09/2026

    For Sale TB8508578 - 3865 GIORGIO DR, WINTER HAVEN, FL 33884 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1695
       Built: 2026
    Monthly Fee: $154
       Tax: $1 (2026)
    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,795 (change assumption)
    Mortgage ($1,641) + Fees ($154) + Taxes in 2026 ($0)


    Taxes:$1

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2026

    Middle School: Denison Middle


  • 3924 GIORGIO DR, WINTER HAVEN, FL 33884

    $274,10062 Days on yellowkey   MLS ID: TB8502451

    REDUCED by $35,000 (11.3%) on 07/09/2026

    For Sale TB8502451 - 3924 GIORGIO DR, WINTER HAVEN, FL 33884 7 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1483
       Built: 2026
    Monthly Fee: $15

    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,517 (change assumption)
    Mortgage ($1,502) + Fees ($15) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5041 KAIA AVE, WINTER HAVEN, FL 33884

    $250,99962 Days on yellowkey   MLS ID: TB8502452

    REDUCED by $5,000 (2.0%) on 07/09/2026

    For Sale TB8502452 - 5041 KAIA AVE, WINTER HAVEN, FL 33884 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1269
       Built: 2026
    Monthly Fee: $15
       Tax: $5,000 (2025)
    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,807 (change assumption)
    Mortgage ($1,375) + Fees ($15) + Taxes in 2025 ($417)


    Taxes:$5,000

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5029 KAIA AVE, WINTER HAVEN, FL 33884

    $279,99062 Days on yellowkey   MLS ID: TB8502450

    REDUCED by $5,000 (1.8%) on 07/09/2026

    For Sale TB8502450 - 5029 KAIA AVE, WINTER HAVEN, FL 33884 7 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1607
       Built: 2026
    Monthly Fee: $14

    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,548 (change assumption)
    Mortgage ($1,534) + Fees ($14) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 83 JENNI ASHLEY CT, WINTER HAVEN, FL 33884

    $849,00063 Days on yellowkey   MLS ID: TB8506932

    REDUCED by $26,000 (3.0%) on 07/09/2026

    For Sale TB8506932 - 83 JENNI ASHLEY CT, WINTER HAVEN, FL 33884 57 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3799
       Built: 1994
    Monthly Fee: $83
       Tax: $5,583 (2025)
    Community: Skidmore
    Single Family


    Estimated Monthly Payment: $5,200 (change assumption)
    Mortgage ($4,652) + Fees ($83) + Taxes in 2025 ($465)


    Taxes:$5,583

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 180 SOLIS DR, WINTER HAVEN, FL 33880

    $274,00021 Days on yellowkey   MLS ID: P4939000

    For Sale P4939000 - 180 SOLIS DR, WINTER HAVEN, FL 33880 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1460
       Built: 2018
    Monthly Fee: $65
       Tax: $3,064 (2025)
    Community: Solis Gardens
    Single Family


    Estimated Monthly Payment: $1,822 (change assumption)
    Mortgage ($1,501) + Fees ($65) + Taxes in 2025 ($255)


    Taxes:$3,064

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1645 CRUMP RD, WINTER HAVEN, FL 33881

    $1,050,00017 Days on yellowkey   MLS ID: P4939113

    0 Days Off yellowkey (back on 7/2/2026)

    For Sale P4939113 - 1645 CRUMP RD, WINTER HAVEN, FL 33881 57 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3612
       Built: 2003   Tax: $7,380 (2025)
    Community: Lake Regions Country Place
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,368 (change assumption)
    Mortgage ($5,753) + Taxes in 2025 ($615)


    Taxes:$7,380

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1819 SANDHILL LN, WINTER HAVEN, FL 33884

    $345,00027 Days on yellowkey   MLS ID: K4903563

    REDUCED by $9,000 (2.5%) on 07/09/2026

    For Sale K4903563 - 1819 SANDHILL LN, WINTER HAVEN, FL 33884 80 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2045
       Built: 2002
    Monthly Fee: $149
       Tax: $3,960 (2025)
    Community: Sand Hill Lane
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,369 (change assumption)
    Mortgage ($1,890) + Fees ($149) + Taxes in 2025 ($330)


    Taxes:$3,960

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1144 HIGH SEAS ST, WINTER HAVEN, FL 33880

    $310,00013 Days on yellowkey   MLS ID: L4963179

    For Sale L4963179 - 1144 HIGH SEAS ST, WINTER HAVEN, FL 33880 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1716
       Built: 2016
    Monthly Fee: $69
       Tax: $1,443 (2024)
    Community: Shores At Lake Sears
    Single Family


    Estimated Monthly Payment: $1,888 (change assumption)
    Mortgage ($1,699) + Fees ($69) + Taxes in 2024 ($120)


    Taxes:$1,443

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Westwood Middle


  • 567 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880

    $375,00066 Days on yellowkey   MLS ID: S5149475

    For Sale S5149475 - 567 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880 32 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2193
       Built: 2021
    Monthly Fee: $38
       Tax: $5,084 (2025)
    Community: Eagle Lndg Ph I
    Single Family


    Estimated Monthly Payment: $2,516 (change assumption)
    Mortgage ($2,055) + Fees ($38) + Taxes in 2025 ($424)


    Taxes:$5,084

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1097 SANDPIPER LOOP, WINTER HAVEN, FL 33881

    $410,000133 Days on yellowkey   MLS ID: L4959736

    REDUCED by $10,000 (2.4%) on 07/02/2026

    For Sale L4959736 - 1097 SANDPIPER LOOP, WINTER HAVEN, FL 33881 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1912
       Built: 2022
    Monthly Fee: $63
       Tax: $3,339 (2025)
    Community: Chestnut Creek
    Single Family


    Estimated Monthly Payment: $2,588 (change assumption)
    Mortgage ($2,247) + Fees ($63) + Taxes in 2025 ($278)


    Taxes:$3,339

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6228 BOTTICELLA BLVD, WINTER HAVEN, FL 33884

    $296,4905 Days on yellowkey   MLS ID: O6423296

    1 Days Off yellowkey (back on 7/9/2026)

    For Sale O6423296 - 6228 BOTTICELLA BLVD, WINTER HAVEN, FL 33884 25 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2326
       Built: 2026
    Monthly Fee: $53
       Tax: $32 (2025)
    Community: Villa Mar 40'S
    Single Family


    Estimated Monthly Payment: $1,680 (change assumption)
    Mortgage ($1,625) + Fees ($53) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1063 BRIMSTONE CIR, WINTER HAVEN, FL 33884

    $339,000117 Days on yellowkey   MLS ID: P4938156

    REDUCED by $10,000 (2.9%) on 07/09/2026

    For Sale P4938156 - 1063 BRIMSTONE CIR, WINTER HAVEN, FL 33884 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2476
       Built: 2024
    Monthly Fee: $30
       Tax: $6,401 (2025)
    Community: Harmony/Lk Eloise Ph 1
    Single Family


    Estimated Monthly Payment: $2,421 (change assumption)
    Mortgage ($1,857) + Fees ($30) + Taxes in 2025 ($533)


    Taxes:$6,401

    Elementary School: John Snively Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1185 SANDPIPER LOOP, WINTER HAVEN, FL 33881

    $569,9007 Days on yellowkey   MLS ID: L4963274

    For Sale L4963274 - 1185 SANDPIPER LOOP, WINTER HAVEN, FL 33881 87 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2410
       Built: 2023
    Monthly Fee: $63
       Tax: $4,918 (2025)
    Community: Chestnut Creek
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,595 (change assumption)
    Mortgage ($3,123) + Fees ($63) + Taxes in 2025 ($410)


    Taxes:$4,918

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1604 2ND ST NW, WINTER HAVEN, FL 33881

    $499,99920 Days on yellowkey   MLS ID: O6419175

    0 Days Off yellowkey (back on 7/9/2026)

    For Sale O6419175 - 1604 2ND ST NW, WINTER HAVEN, FL 33881 10 photos

    Bed: 8   Bath: 0.0
    Liv Area Sq Ft: 2800
       Built: 1963   Tax: $5,034 (2025)
    Community: Beg 212Pt7 Ft S Of Nw Cor Of E1/2 Of Se1/4 Of Ne1/
    Apartment


    Estimated Monthly Payment: $3,159 (change assumption)
    Mortgage ($2,740) + Taxes in 2025 ($419)


    Taxes:$5,034

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5872 ROYAL HILLS CIR, WINTER HAVEN, FL 33881

    $290,00034 Days on yellowkey   MLS ID: P4938974

    0 Days Off yellowkey (back on 7/6/2026)

    REDUCED by $20,000 (6.5%) on 06/23/2026

    For Sale P4938974 - 5872 ROYAL HILLS CIR, WINTER HAVEN, FL 33881 34 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1730
       Built: 2006
    Monthly Fee: $25
       Tax: $3,749 (2025)
    Community: Royal Hills
    Single Family


    Estimated Monthly Payment: $1,926 (change assumption)
    Mortgage ($1,589) + Fees ($25) + Taxes in 2025 ($312)


    Taxes:$3,749

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 321 ALEXZANDER WAY, WINTER HAVEN, FL 33881

    $365,50015 Days on yellowkey   MLS ID: TB8524056

    For Sale TB8524056 - 321 ALEXZANDER WAY, WINTER HAVEN, FL 33881 35 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2696
       Built: 2021
    Monthly Fee: $83
       Tax: $5,965 (2025)
    Community: Jace Lndg
    Single Family


    Estimated Monthly Payment: $2,583 (change assumption)
    Mortgage ($2,003) + Fees ($83) + Taxes in 2025 ($497)


    Taxes:$5,965

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1501 7TH ST SE, WINTER HAVEN, FL 33880

    $360,00097 Days on yellowkey   MLS ID: A4689208

    REDUCED by $5,000 (1.4%) on 07/09/2026

    For Sale A4689208 - 1501 7TH ST SE, WINTER HAVEN, FL 33880 16 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 2806
       Built: 1959   Tax: $5,528 (2025)
    Community: Highland Estates
    Single Family


    Estimated Monthly Payment: $2,433 (change assumption)
    Mortgage ($1,973) + Taxes in 2025 ($461)


    Taxes:$5,528

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1680 32ND ST NW, WINTER HAVEN, FL 33881

    $229,99927 Days on yellowkey   MLS ID: O6416312

    REDUCED by $10,000 (4.2%) on 07/09/2026

    For Sale O6416312 - 1680 32ND ST NW, WINTER HAVEN, FL 33881 24 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1104
       Built: 1956   Tax: $2,771 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,491 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($231)


    Taxes:$2,771

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3214 AVENUE Q NW, WINTER HAVEN, FL 33881

    $199,99954 Days on yellowkey   MLS ID: O6408954

    REDUCED by $18,000 (8.3%) on 07/09/2026

    For Sale O6408954 - 3214 AVENUE Q NW, WINTER HAVEN, FL 33881 25 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 936
       Built: 1960   Tax: $2,530 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,307 (change assumption)
    Mortgage ($1,096) + Taxes in 2025 ($211)


    Taxes:$2,530

    Elementary School: Garden Grove Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood 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.