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Winter Haven Homes For Sale & Real Estate - 1002 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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  • 3307 COSTELLO CIR, WINTER HAVEN, FL 33884

    $289,00041 Days on yellowkey   MLS ID: L4961494

    REDUCED by $5,900 (2.0%) on 06/14/2026

    For Sale L4961494 - 3307 COSTELLO CIR, WINTER HAVEN, FL 33884 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1553
       Built: 2023
    Monthly Fee: $17
       Tax: $4,645 (2025)
    Community: Villamar Ph Four
    Single Family


    Estimated Monthly Payment: $1,988 (change assumption)
    Mortgage ($1,584) + Fees ($17) + Taxes in 2025 ($387)


    Taxes:$4,645

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3022 HICKORY ST NW, WINTER HAVEN, FL 33881

    $265,000185 Days on yellowkey   MLS ID: A4674941

    REDUCED by $5,000 (1.9%) on 06/09/2026

    For Sale A4674941 - 3022 HICKORY ST NW, WINTER HAVEN, FL 33881 40 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1602
       Built: 1955   Tax: $1,866 (2024)
    Community: Biltmore Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,608 (change assumption)
    Mortgage ($1,452) + Taxes in 2024 ($156)


    Taxes:$1,866

    Elementary School: Auburndale Central Elem

    High School: Auburndale High School

    Tax Year: 2024

    Middle School: Westwood Middle


  • 1374 BENEVENTO DR, WINTER HAVEN, FL 33884

    $199,90080 Days on yellowkey   MLS ID: O6390730

    SHORT SALE O6390730 - 1374 BENEVENTO DR, WINTER HAVEN, FL 33884 3 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1849
       Built: 2020
    Monthly Fee: $15
       Tax: $5,650 (2025)
    Community: Villamar Ph 2
    Single Family


    Estimated Monthly Payment: $1,581 (change assumption)
    Mortgage ($1,095) + Fees ($15) + Taxes in 2025 ($471)


    Taxes:$5,650

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 226 RUBY LAKE LN, WINTER HAVEN, FL 33884

    $679,999274 Days on yellowkey   MLS ID: P4936048

    REDUCED by $19,901 (2.8%) on 06/14/2026

    For Sale P4936048 - 226 RUBY LAKE LN, WINTER HAVEN, FL 33884 53 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: $4,269 (change assumption)
    Mortgage ($3,726) + 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


  • 1676 TEAGAN LN, WINTER HAVEN, FL 33884

    $355,0009 Days on yellowkey   MLS ID: TB8514405

    REDUCED by $4,000 (1.1%) on 06/13/2026

    For Sale TB8514405 - 1676 TEAGAN LN, WINTER HAVEN, FL 33884 35 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2093
       Built: 2024
    Monthly Fee: $15
       Tax: $7,811 (2025)
    Community: Peace Crk Reserve
    Single Family


    Estimated Monthly Payment: $2,611 (change assumption)
    Mortgage ($1,945) + Fees ($15) + Taxes in 2025 ($651)


    Taxes:$7,811

    Elementary School: Bartow Elem Academy

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 1688 TEAGAN LN, WINTER HAVEN, FL 33884

    $285,00019 Days on yellowkey   MLS ID: TB8509963

    For Sale TB8509963 - 1688 TEAGAN LN, WINTER HAVEN, FL 33884 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1432
       Built: 2024
    Monthly Fee: $17
       Tax: $6,703 (2025)
    Community: Peace Creek Reserve
    Single Family


    Estimated Monthly Payment: $2,137 (change assumption)
    Mortgage ($1,562) + Fees ($17) + Taxes in 2025 ($559)


    Taxes:$6,703

    Elementary School: South Pointe Elementary

    High School: Mclaughlin Academy Of Excellence

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 871 REFLECTIONS LOOP E, WINTER HAVEN, FL 33884

    $213,000179 Days on yellowkey   MLS ID: O6367947

    For Sale O6367947 - 871 REFLECTIONS LOOP E, WINTER HAVEN, FL 33884 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1264
       Built: 2002
    Monthly Fee: $23
       Tax: $543 (2024)
    Community: Reflections East Ph 02
    Single Family


    Estimated Monthly Payment: $1,235 (change assumption)
    Mortgage ($1,167) + Fees ($23) + Taxes in 2024 ($45)


    Taxes:$543

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 511 HEATHER GLEN DR, WINTER HAVEN, FL 33884

    $287,000105 Days on yellowkey   MLS ID: P4938000

    0 Days Off yellowkey (back on 6/14/2026)

    For Sale P4938000 - 511 HEATHER GLEN DR, WINTER HAVEN, FL 33884 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1488
       Built: 2001
    Monthly Fee: $33
       Tax: $3,786 (2025)
    Community: Heather Glen Ph 02
    Single Family


    Estimated Monthly Payment: $1,921 (change assumption)
    Mortgage ($1,573) + Fees ($33) + Taxes in 2025 ($316)


    Taxes:$3,786

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2021 BUCKEYE RD NE, WINTER HAVEN, FL 33881

    $339,0002 Days on yellowkey   MLS ID: O6415489

    For Sale O6415489 - 2021 BUCKEYE RD NE, WINTER HAVEN, FL 33881 37 photos

    Bed: 4   Bath: 0.0
    Liv Area Sq Ft: 2144
       Built: 1984   Tax: $5,045 (2025)
    Community: Saxon-Myers Rep Ph 1
    Apartment


    Estimated Monthly Payment: $2,278 (change assumption)
    Mortgage ($1,857) + Taxes in 2025 ($420)


    Taxes:$5,045

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: None


  • 355 RUBY LAKE LOOP, WINTER HAVEN, FL 33884

    $474,99931 Days on yellowkey   MLS ID: K4903491

    2 Days Off yellowkey (back on 6/14/2026)

    For Sale K4903491 - 355 RUBY LAKE LOOP, WINTER HAVEN, FL 33884 40 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2648
       Built: 1998
    Monthly Fee: $71
       Tax: $4,848 (2025)
    Community: Ruby Lake Sub Ph Ii
    Single Family


    Estimated Monthly Payment: $3,078 (change assumption)
    Mortgage ($2,603) + Fees ($71) + Taxes in 2025 ($404)


    Taxes:$4,848

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5828 MARSH LANDING DR, WINTER HAVEN, FL 33881

    $387,500122 Days on yellowkey   MLS ID: L4958953

    For Sale L4958953 - 5828 MARSH LANDING DR, WINTER HAVEN, FL 33881 59 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2017
    Monthly Fee: $173
       Tax: $4,932 (2025)
    Community: Lakeside Landings Ph 01
    Single Family


    Estimated Monthly Payment: $2,707 (change assumption)
    Mortgage ($2,123) + Fees ($173) + Taxes in 2025 ($411)


    Taxes:$4,932

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2436 EDWIN ST NE, WINTER HAVEN, FL 33881

    $249,611134 Days on yellowkey   MLS ID: P4937644

    REDUCED by $100 (0.0%) on 06/14/2026

    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: $1,394 (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


  • 215 10TH WAHNETA ST W, WINTER HAVEN, FL 33880

    $147,099461 Days on yellowkey   MLS ID: P4934066

    REDUCED by $1 (0.0%) on 04/17/2026

    For Sale P4934066 - 215 10TH WAHNETA ST W, WINTER HAVEN, FL 33880 35 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 800
       Built: 1962   Tax: $475 (2023)
    Community: Wahneta Farms
    Spa: No

    Single Family


    Estimated Monthly Payment: $846 (change assumption)
    Mortgage ($806) + Taxes in 2023 ($40)


    Taxes:$475

    Elementary School: Wahneta Elem

    High School: Lake Region High

    Tax Year: 2023

    Middle School: Westwood Middle


  • 111 KRENSON BAY LOOP, WINTER HAVEN, FL 33881

    $284,999101 Days on yellowkey   MLS ID: S5145191

    REDUCED by $1 (0.0%) on 05/15/2026

    SHORT SALE S5145191 - 111 KRENSON BAY LOOP, WINTER HAVEN, FL 33881 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1543
       Built: 2023
    Monthly Fee: $83
       Tax: $3,628 (2025)
    Community: Krenson Bay
    Single Family


    Estimated Monthly Payment: $1,947 (change assumption)
    Mortgage ($1,562) + Fees ($83) + Taxes in 2025 ($302)


    Taxes:$3,628

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 6733 KENSINGTON DR NE, WINTER HAVEN, FL 33881

    $175,0001 Day on yellowkey   MLS ID: G5113718

    For Sale G5113718 - 6733 KENSINGTON DR NE, WINTER HAVEN, FL 33881 61 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1224
       Built: 1985
    Monthly Fee: $46
       Tax: $329 (2025)
    Community: Lake N Golf Estates
    Manufactured Home


    Estimated Monthly Payment: $1,032 (change assumption)
    Mortgage ($959) + Fees ($46) + Taxes in 2025 ($27)


    Taxes:$329

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2610 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $329,9001 Day on yellowkey   MLS ID: L4962574

    For Sale L4962574 - 2610 SAN MARCO WAY, WINTER HAVEN, FL 33884 36 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1819
       Built: 2023
    Monthly Fee: $13
       Tax: $3,953 (2024)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $2,150 (change assumption)
    Mortgage ($1,808) + Fees ($13) + Taxes in 2024 ($329)


    Taxes:$3,953

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: McLaughlin Academy Of Excellence


  • 2500 21ST ST NW #47, WINTER HAVEN, FL 33881

    $177,0001 Day on yellowkey   MLS ID: L4962052

    For Sale L4962052 - 2500 21ST ST NW #47, WINTER HAVEN, FL 33881 41 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1229
       Built: 1975
    Monthly Fee: $412
       Tax: $2,939 (2025)
    Community: Casa Del Sol Condo Village Ph 01
    Condo


    Estimated Monthly Payment: $1,627 (change assumption)
    Mortgage ($970) + Fees ($412) + Taxes in 2025 ($245)


    Taxes:$2,939

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880

    $290,00069 Days on yellowkey   MLS ID: L4960889

    For Sale L4960889 - 542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880 58 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1292
       Built: 2021
    Monthly Fee: $38
       Tax: $3,061 (2025)
    Community: Eagle Landing Phase I
    Single Family


    Estimated Monthly Payment: $1,882 (change assumption)
    Mortgage ($1,589) + Fees ($38) + Taxes in 2025 ($255)


    Taxes:$3,061

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2207 AVENUE F NW, WINTER HAVEN, FL 33880

    $252,90017 Days on yellowkey   MLS ID: TB8513310

    REDUCED by $2,100 (0.8%) on 06/13/2026

    For Sale TB8513310 - 2207 AVENUE F NW, WINTER HAVEN, FL 33880 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1310
       Built: 1946   Tax: $2,679 (2025)
    Community: Beymer Stoner Sub
    Single Family


    Estimated Monthly Payment: $1,609 (change assumption)
    Mortgage ($1,386) + Taxes in 2025 ($223)


    Taxes:$2,679

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 265 LAKE THOMAS DR, WINTER HAVEN, FL 33880

    $339,950110 Days on yellowkey   MLS ID: L4959685

    REDUCED by $9,000 (2.6%) on 05/14/2026

    For Sale L4959685 - 265 LAKE THOMAS DR, WINTER HAVEN, FL 33880 45 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1517
       Built: 1985   Tax: $1,169 (2025)
    Community: Timber Wood
    Single Family


    Estimated Monthly Payment: $1,960 (change assumption)
    Mortgage ($1,863) + Taxes in 2025 ($97)


    Taxes:$1,169

    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.