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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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  • 448 FERNANDEZ ST, WINTER HAVEN, FL 33880

    $310,00055 Days on yellowkey   MLS ID: P4938380

    0 Days Off yellowkey (back on 5/2/2026)

    REDUCED by $10,000 (3.1%) on 04/23/2026

    For Sale P4938380 - 448 FERNANDEZ ST, WINTER HAVEN, FL 33880 27 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1394
       Built: 2002   Tax: $2,840 (2025)
    Community: Ridge Acres Ph 04
    Manufactured Home


    Estimated Monthly Payment: $1,935 (change assumption)
    Mortgage ($1,699) + 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


  • 6502 OAK HAMMOCK LN, WINTER HAVEN, FL 33884

    $169,000211 Days on yellowkey   MLS ID: P4936840

    For Sale P4936840 - 6502 OAK HAMMOCK LN, WINTER HAVEN, FL 33884 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1512
       Built: 1998
    Monthly Fee: $65
       Tax: $1,088 (2025)
    Community: Garden Grove Oaks
    Manufactured Home


    Estimated Monthly Payment: $1,082 (change assumption)
    Mortgage ($926) + Fees ($65) + Taxes in 2025 ($91)


    Taxes:$1,088

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2656 WYNDSOR OAKS WAY, WINTER HAVEN, FL 33884

    $750,00036 Days on yellowkey   MLS ID: TB8501985

    For Sale TB8501985 - 2656 WYNDSOR OAKS WAY, WINTER HAVEN, FL 33884 33 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 3703
       Built: 2007
    Monthly Fee: $267
       Tax: $9,056 (2025)
    Community: Wyndsor At Lake Winterset
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,131 (change assumption)
    Mortgage ($4,109) + Fees ($267) + Taxes in 2025 ($755)


    Taxes:$9,056

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2 CASARENA CT, WINTER HAVEN, FL 33881

    $320,000127 Days on yellowkey   MLS ID: L4958770

    For Sale L4958770 - 2 CASARENA CT, WINTER HAVEN, FL 33881 44 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2377
       Built: 1983
    Monthly Fee: $310
       Tax: $5,755 (2025)
    Community: Casarena On Lakes
    Single Family


    Estimated Monthly Payment: $2,543 (change assumption)
    Mortgage ($1,753) + Fees ($310) + Taxes in 2025 ($480)


    Taxes:$5,755

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1776 6TH ST NW #303, WINTER HAVEN, FL 33881

    $115,000776 Days on yellowkey   MLS ID: P4929979

    For Sale P4929979 - 1776 6TH ST NW #303, WINTER HAVEN, FL 33881 21 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1347
       Built: 1974   Tax: $550 (2023)
    Community: Lakeridge Condo
    Condo


    Estimated Monthly Payment: $676 (change assumption)
    Mortgage ($630) + Taxes in 2023 ($46)


    Taxes:$550

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 740 SQUIRES GROVE DR, WINTER HAVEN, FL 33880

    $364,990102 Days on yellowkey   MLS ID: S5144206

    REDUCED by $5,000 (1.4%) on 05/02/2026

    For Sale S5144206 - 740 SQUIRES GROVE DR, WINTER HAVEN, FL 33880 35 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2022
    Monthly Fee: $64
       Tax: $5,142 (2025)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $2,492 (change assumption)
    Mortgage ($2,000) + Fees ($64) + Taxes in 2025 ($429)


    Taxes:$5,142

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1640 NW PEARCE RD, WINTER HAVEN, FL 33881

    $330,000308 Days on yellowkey   MLS ID: L4954651

    REDUCED by $15,000 (4.3%) on 05/02/2026

    For Sale L4954651 - 1640 NW PEARCE RD, WINTER HAVEN, FL 33881 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1421
       Built: 2025
    Community: Lake View Sub Pb 3 Pg 80
    Single Family


    Estimated Monthly Payment: $1,808 (change assumption)
    Mortgage ($1,808) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 119 ALLEN AVE, WINTER HAVEN, FL 33880

    $250,000346 Days on yellowkey   MLS ID: TB8399712

    SHORT SALE TB8399712 - 119 ALLEN AVE, WINTER HAVEN, FL 33880 9 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1520
       Built: 1961   Tax: $3,776 (2024)
    Community: Jan Phyl Village
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,684 (change assumption)
    Mortgage ($1,370) + Taxes in 2024 ($315)


    Taxes:$3,776

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 333 LAKE HOWARD DR NW #203C, WINTER HAVEN, FL 33880

    $118,00033 Days on yellowkey   MLS ID: L4961519

    For Sale L4961519 - 333 LAKE HOWARD DR NW #203C, WINTER HAVEN, FL 33880 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1030
       Built: 1973   Tax: $361 (2025)
    Community: Imperial Harboursphases 01 & 02
    Condo


    Estimated Monthly Payment: $677 (change assumption)
    Mortgage ($647) + Taxes in 2025 ($30)


    Taxes:$361

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1633 NANTUCKET WAY, WINTER HAVEN, FL 33884

    $338,90033 Days on yellowkey   MLS ID: O6403149

    For Sale O6403149 - 1633 NANTUCKET WAY, WINTER HAVEN, FL 33884 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1863
       Built: 2025
    Monthly Fee: $95

    Community: Peach Crossings
    Single Family


    Estimated Monthly Payment: $1,952 (change assumption)
    Mortgage ($1,857) + Fees ($95) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 1561 VIENNA SQUARE DR, WINTER HAVEN, FL 33884

    $229,500565 Days on yellowkey   MLS ID: P4932767

    For Sale P4932767 - 1561 VIENNA SQUARE DR, WINTER HAVEN, FL 33884 44 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1231
       Built: 2014
    Monthly Fee: $430
       Tax: $1,843 (2024)
    Community: Vienna Square
    Villa


    Estimated Monthly Payment: $1,841 (change assumption)
    Mortgage ($1,258) + Fees ($430) + Taxes in 2024 ($154)


    Taxes:$1,843

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 107 MANDOLIN DR, WINTER HAVEN, FL 33884

    $299,000139 Days on yellowkey   MLS ID: P4937501

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

    For Sale P4937501 - 107 MANDOLIN DR, WINTER HAVEN, FL 33884 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2013
    Monthly Fee: $55
       Tax: $4,514 (2025)
    Community: Mandolin
    Single Family


    Estimated Monthly Payment: $2,069 (change assumption)
    Mortgage ($1,638) + Fees ($55) + Taxes in 2025 ($376)


    Taxes:$4,514

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 2925 DAYTON DR, WINTER HAVEN, FL 33884

    $284,500166 Days on yellowkey   MLS ID: P4937324

    For Sale P4937324 - 2925 DAYTON DR, WINTER HAVEN, FL 33884 54 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2006
    Monthly Fee: $485
       Tax: $2,954 (2025)
    Community: Traditions Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,290 (change assumption)
    Mortgage ($1,559) + Fees ($485) + Taxes in 2025 ($246)


    Taxes:$2,954

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14 ENCLAVE DR, WINTER HAVEN, FL 33884

    $229,900302 Days on yellowkey   MLS ID: P4935733

    REDUCED by $10,000 (4.2%) on 05/01/2026

    For Sale P4935733 - 14 ENCLAVE DR, WINTER HAVEN, FL 33884 31 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1368
       Built: 1995
    Monthly Fee: $429
       Tax: $3,033 (2024)
    Community: Cypresswood Enclave Ph 01
    Villa


    Estimated Monthly Payment: $1,941 (change assumption)
    Mortgage ($1,260) + Fees ($429) + Taxes in 2024 ($253)


    Taxes:$3,033

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6450 HOLLYBERRY LN NE, WINTER HAVEN, FL 33881

    $188,50063 Days on yellowkey   MLS ID: L4960650

    REDUCED by $1,000 (0.5%) on 04/28/2026

    For Sale L4960650 - 6450 HOLLYBERRY LN NE, WINTER HAVEN, FL 33881 28 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1144
       Built: 1984
    Monthly Fee: $34
       Tax: $2,520 (2025)
    Community: Brookhaven Village
    Manufactured Home


    Estimated Monthly Payment: $1,277 (change assumption)
    Mortgage ($1,033) + Fees ($34) + Taxes in 2025 ($210)


    Taxes:$2,520

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 204 KINGSHILL CT SE, WINTER HAVEN, FL 33884

    $262,40056 Days on yellowkey   MLS ID: O6393480

    REDUCED by $7,500 (2.8%) on 05/01/2026

    For Sale O6393480 - 204 KINGSHILL CT SE, WINTER HAVEN, FL 33884 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1437
       Built: 1991
    Monthly Fee: $8
       Tax: $3,704 (2025)
    Community: Planters Walk
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,754 (change assumption)
    Mortgage ($1,438) + Fees ($8) + Taxes in 2025 ($309)


    Taxes:$3,704

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 6010 NAVONA WAY, WINTER HAVEN, FL 33884

    $279,99969 Days on yellowkey   MLS ID: TB8490929

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

    REDUCED by $20,000 (6.7%) on 04/21/2026

    For Sale TB8490929 - 6010 NAVONA WAY, WINTER HAVEN, FL 33884 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1615
       Built: 2025
    Monthly Fee: $53
       Tax: $2,689 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $1,811 (change assumption)
    Mortgage ($1,534) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,689

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • WINTER HAVEN, FL 33880

    $390,000222 Days on yellowkey   MLS ID: TB8441385

    REDUCED by $9,500 (2.4%) on 04/22/2026

    SHORT SALE TB8441385 - WINTER HAVEN, FL 33880 13 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2242
       Built: 2007
    Monthly Fee: $15
       Tax: $3,305 (2024)
    Community: Ridge Acres Ph Ii
    Single Family


    Estimated Monthly Payment: $2,427 (change assumption)
    Mortgage ($2,137) + Fees ($15) + Taxes in 2024 ($275)


    Taxes:$3,305

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4507 RAPALLO AVE, WINTER HAVEN, FL 33884

    $302,900117 Days on yellowkey   MLS ID: L4959233

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

    For Sale L4959233 - 4507 RAPALLO AVE, WINTER HAVEN, FL 33884 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1754
       Built: 2025
    Monthly Fee: $18

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,678 (change assumption)
    Mortgage ($1,660) + Fees ($18) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1 BROGDEN CT SE, WINTER HAVEN, FL 33880

    $825,00076 Days on yellowkey   MLS ID: L4960380

    REDUCED by $9,900 (1.2%) on 04/13/2026

    For Sale L4960380 - 1 BROGDEN CT SE, WINTER HAVEN, FL 33880 38 photos

    Bed: 4   Bath: 3.0   Gar: 5
    Liv Area Sq Ft: 3020
       Built: 2022   Tax: $9,754 (2025)
    Community: Brogden Point Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,333 (change assumption)
    Mortgage ($4,520) + Taxes in 2025 ($813)


    Taxes:$9,754

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison 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.