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Winter Haven Homes For Sale & Real Estate - 824 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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  • 321 SQUIRES GROVE DR, WINTER HAVEN, FL 33880

    $229,9007 Days on yellowkey   MLS ID: A4688897

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale A4688897 - 321 SQUIRES GROVE DR, WINTER HAVEN, FL 33880 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1616
       Built: 2007   Tax: $1,610 (2025)
    Community: Squires Grove
    Single Family


    Estimated Monthly Payment: $1,394 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($134)


    Taxes:$1,610

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1936 CROSSROADS BLVD, WINTER HAVEN, FL 33881

    $495,00041 Days on yellowkey   MLS ID: L4959864

    REDUCED by $4,900 (1.0%) on 04/13/2026

    For Sale L4959864 - 1936 CROSSROADS BLVD, WINTER HAVEN, FL 33881 49 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2467
       Built: 2018
    Monthly Fee: $133
       Tax: $2,645 (2025)
    Community: Crossroads At Lake Region
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,066 (change assumption)
    Mortgage ($2,712) + Fees ($133) + Taxes in 2025 ($220)


    Taxes:$2,645

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4494 RAPALLO AVE, WINTER HAVEN, FL 33884

    $316,90021 Days on yellowkey   MLS ID: L4960627

    1 Days Off yellowkey (back on 4/13/2026)

    For Sale L4960627 - 4494 RAPALLO AVE, WINTER HAVEN, FL 33884 22 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2005
       Built: 2026
    Monthly Fee: $18

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,754 (change assumption)
    Mortgage ($1,736) + Fees ($18) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4747 MANDOLIN LOOP, WINTER HAVEN, FL 33884

    $299,900148 Days on yellowkey   MLS ID: P4937079

    REDUCED by $5,000 (1.6%) on 04/13/2026

    For Sale P4937079 - 4747 MANDOLIN LOOP, WINTER HAVEN, FL 33884 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1506
       Built: 2011
    Monthly Fee: $42
       Tax: $4,813 (2024)
    Community: Mandolin 02
    Single Family


    Estimated Monthly Payment: $2,086 (change assumption)
    Mortgage ($1,643) + Fees ($42) + Taxes in 2024 ($401)


    Taxes:$4,813

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 820 SUN BURST RD, WINTER HAVEN, FL 33880

    $299,9004 Days on yellowkey   MLS ID: TB8496883

    For Sale TB8496883 - 820 SUN BURST RD, WINTER HAVEN, FL 33880 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1851
       Built: 2022
    Monthly Fee: $58
       Tax: $5,255 (2025)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $2,139 (change assumption)
    Mortgage ($1,643) + Fees ($58) + Taxes in 2025 ($438)


    Taxes:$5,255

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 113 4TH JPV ST, WINTER HAVEN, FL 33880

    $237,5004 Days on yellowkey   MLS ID: P4938317

    For Sale P4938317 - 113 4TH JPV ST, WINTER HAVEN, FL 33880 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1606
       Built: 1957   Tax: $2,861 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,540 (change assumption)
    Mortgage ($1,301) + Taxes in 2025 ($238)


    Taxes:$2,861

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1334 STATELY OAKS DR NW, WINTER HAVEN, FL 33881

    $256,9007 Days on yellowkey   MLS ID: S5147546

    For Sale S5147546 - 1334 STATELY OAKS DR NW, WINTER HAVEN, FL 33881 38 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1334
       Built: 1972   Tax: $3,240 (2025)
    Community: Stately Oaks
    Single Family


    Estimated Monthly Payment: $1,678 (change assumption)
    Mortgage ($1,408) + Taxes in 2025 ($270)


    Taxes:$3,240

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 4040 CARTERET, WINTER HAVEN, FL 33884

    $269,00012 Days on yellowkey   MLS ID: B4902225

    For Sale B4902225 - 4040 CARTERET, WINTER HAVEN, FL 33884 27 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1599
       Built: 2006
    Monthly Fee: $484
       Tax: $1,588 (2024)
    Community: Traditions Phase 1
    Single Family


    Estimated Monthly Payment: $2,090 (change assumption)
    Mortgage ($1,474) + Fees ($484) + Taxes in 2024 ($132)


    Taxes:$1,588

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2145 RIVER HAWK LOOP, WINTER HAVEN, FL 33880

    $349,90050 Days on yellowkey   MLS ID: S5143804

    For Sale S5143804 - 2145 RIVER HAWK LOOP, WINTER HAVEN, FL 33880 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1905
       Built: 2026
    Monthly Fee: $98
       Tax: $228 (2025)
    Community: Residences At Winter Haven
    Single Family


    Estimated Monthly Payment: $2,034 (change assumption)
    Mortgage ($1,917) + Fees ($98) + Taxes in 2025 ($19)


    Taxes:$228

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2775 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $332,990396 Days on yellowkey   MLS ID: O6290604

    For Sale O6290604 - 2775 SAN MARCO WAY, WINTER HAVEN, FL 33884 7 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1564
       Built: 2026
    Monthly Fee: $193
       Tax: $3,035 (2024)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $2,270 (change assumption)
    Mortgage ($1,825) + Fees ($193) + Taxes in 2024 ($253)


    Taxes:$3,035

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 5840 GREY HERON DR, WINTER HAVEN, FL 33881

    $257,00012 Days on yellowkey   MLS ID: L4960838

    0 Days Off yellowkey (back on 4/12/2026)

    For Sale L4960838 - 5840 GREY HERON DR, WINTER HAVEN, FL 33881 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1747
       Built: 2016
    Monthly Fee: $10
       Tax: $3,990 (2025)
    Community: Lakeside Landings Ph 01
    Single Family


    Estimated Monthly Payment: $1,751 (change assumption)
    Mortgage ($1,408) + Fees ($10) + Taxes in 2025 ($333)


    Taxes:$3,990

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 268 MEREDITH BLVD, WINTER HAVEN, FL 33881

    $299,99026 Days on yellowkey   MLS ID: G5109922

    For Sale G5109922 - 268 MEREDITH BLVD, WINTER HAVEN, FL 33881 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1938
       Built: 2025
    Monthly Fee: $6
       Tax: $500 (2024)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $1,691 (change assumption)
    Mortgage ($1,644) + Fees ($6) + Taxes in 2024 ($42)


    Taxes:$500

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 6107 GRAND OAKS DR SE, WINTER HAVEN, FL 33884

    $189,000374 Days on yellowkey   MLS ID: P4934363

    REDUCED by $5,000 (2.6%) on 04/07/2026

    For Sale P4934363 - 6107 GRAND OAKS DR SE, WINTER HAVEN, FL 33884 70 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1340
       Built: 1998
    Monthly Fee: $130
       Tax: $884 (2024)
    Community: Garden Grove Oaks
    Manufactured Home


    Estimated Monthly Payment: $1,239 (change assumption)
    Mortgage ($1,036) + Fees ($130) + Taxes in 2024 ($74)


    Taxes:$884

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 130 AUDUBON RD, WINTER HAVEN, FL 33884

    $346,000136 Days on yellowkey   MLS ID: P4937128

    2 Days Off yellowkey (back on 4/12/2026)

    For Sale P4937128 - 130 AUDUBON RD, WINTER HAVEN, FL 33884 46 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2503
       Built: 1975   Tax: $4,627 (2024)
    Community: Garden Grove South Ph 01 & 02
    Single Family


    Estimated Monthly Payment: $2,281 (change assumption)
    Mortgage ($1,896) + Taxes in 2024 ($386)


    Taxes:$4,627

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 731 CANBERRA RD, WINTER HAVEN, FL 33884

    $335,000146 Days on yellowkey   MLS ID: L4957294

    For Sale L4957294 - 731 CANBERRA RD, WINTER HAVEN, FL 33884 51 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2140
       Built: 1989
    Monthly Fee: $17
       Tax: $2,207 (2024)
    Community: Cypresswood Patio Homes
    Single Family


    Estimated Monthly Payment: $2,036 (change assumption)
    Mortgage ($1,836) + Fees ($17) + Taxes in 2024 ($184)


    Taxes:$2,207

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 312 DONALD LN, WINTER HAVEN, FL 33880

    $199,000222 Days on yellowkey   MLS ID: O6342130

    For Sale O6342130 - 312 DONALD LN, WINTER HAVEN, FL 33880 25 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 840
       Built: 1994   Tax: $1,879 (2024)
    Community: Tanamora
    Manufactured Home


    Estimated Monthly Payment: $1,247 (change assumption)
    Mortgage ($1,090) + Taxes in 2024 ($157)


    Taxes:$1,879

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 448 FERNANDEZ ST, WINTER HAVEN, FL 33880

    $320,0007 Days on yellowkey   MLS ID: P4938380

    For Sale P4938380 - 448 FERNANDEZ ST, WINTER HAVEN, FL 33880 2 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1344
       Built: 2002
    Monthly Fee: $31
       Tax: $2,840 (2025)
    Community: Ridge Acres Ph 04
    Manufactured Home


    Estimated Monthly Payment: $2,021 (change assumption)
    Mortgage ($1,753) + Fees ($31) + Taxes in 2025 ($237)


    Taxes:$2,840

    Elementary School: Frank E. Brigham Academy

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2348 ISLE ROYALE CT SE, WINTER HAVEN, FL 33880

    $217,900436 Days on yellowkey   MLS ID: L4950490

    For Sale L4950490 - 2348 ISLE ROYALE CT SE, WINTER HAVEN, FL 33880 52 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1281
       Built: 1997
    Monthly Fee: $240
       Tax: $1,344 (2024)
    Community: Townhouses At Park Lake 01 Rep
    Townhouse


    Estimated Monthly Payment: $1,546 (change assumption)
    Mortgage ($1,194) + Fees ($240) + Taxes in 2024 ($112)


    Taxes:$1,344

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 441 MCKENNA DR, WINTER HAVEN, FL 33881

    $363,0006 Days on yellowkey   MLS ID: O6398240

    For Sale O6398240 - 441 MCKENNA DR, WINTER HAVEN, FL 33881 36 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2360
       Built: 2021
    Monthly Fee: $17
       Tax: $6,548 (2025)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $2,552 (change assumption)
    Mortgage ($1,989) + Fees ($17) + Taxes in 2025 ($546)


    Taxes:$6,548

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5268 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884

    $579,9008 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




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.