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Winter Haven Single Family Homes For Sale - 666 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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  • 4502 RAPALLO AVE, WINTER HAVEN, FL 33884

    $340,9907 Days on yellowkey   MLS ID: L4961043

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

    For Sale L4961043 - 4502 RAPALLO AVE, WINTER HAVEN, FL 33884 4 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: $1,886 (change assumption)
    Mortgage ($1,868) + Fees ($18) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 851 VIENNA DR, WINTER HAVEN, FL 33884

    $285,0007 Days on yellowkey   MLS ID: L4961034

    For Sale L4961034 - 851 VIENNA DR, WINTER HAVEN, FL 33884 45 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1569
       Built: 2022
    Monthly Fee: $15
       Tax: $6,253 (2025)
    Community: Villamar Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,098 (change assumption)
    Mortgage ($1,562) + Fees ($15) + Taxes in 2025 ($521)


    Taxes:$6,253

    Elementary School: Chain O Lakes Elem

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1 BROGDEN CT SE, WINTER HAVEN, FL 33880

    $825,00032 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


  • 120 GROVE BRANCH RD, WINTER HAVEN, FL 33880

    $304,900146 Days on yellowkey   MLS ID: P4937143

    For Sale P4937143 - 120 GROVE BRANCH RD, WINTER HAVEN, FL 33880 49 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1851
       Built: 2020
    Monthly Fee: $57
       Tax: $4,019 (2024)
    Community: Squires Grove
    Single Family


    Estimated Monthly Payment: $2,063 (change assumption)
    Mortgage ($1,671) + Fees ($57) + Taxes in 2024 ($335)


    Taxes:$4,019

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1228 DENALI DR, WINTER HAVEN, FL 33881

    $315,000229 Days on yellowkey   MLS ID: P4936142

    For Sale P4936142 - 1228 DENALI DR, WINTER HAVEN, FL 33881 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1707
       Built: 2023
    Monthly Fee: $73
       Tax: $4,208 (2024)
    Community: Lake Lucerne Ii
    Single Family


    Estimated Monthly Payment: $2,150 (change assumption)
    Mortgage ($1,726) + Fees ($73) + Taxes in 2024 ($351)


    Taxes:$4,208

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1540 AVENUE C NE, WINTER HAVEN, FL 33881

    $245,000394 Days on yellowkey   MLS ID: R4909059

    SHORT SALE R4909059 - 1540 AVENUE C NE, WINTER HAVEN, FL 33881 7 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1344
       Built: 1958   Tax: $2,407 (2024)
    Community: Lake Elbert Heights Unit 02 02 Rep
    Single Family


    Estimated Monthly Payment: $1,543 (change assumption)
    Mortgage ($1,342) + Taxes in 2024 ($201)


    Taxes:$2,407

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 416 CORSO LOOP, WINTER HAVEN, FL 33884

    $364,50012 Days on yellowkey   MLS ID: P4938389

    For Sale P4938389 - 416 CORSO LOOP, WINTER HAVEN, FL 33884 73 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2021
    Monthly Fee: $18
       Tax: $7,428 (2025)
    Community: Villamar Ph 1
    Single Family


    Estimated Monthly Payment: $2,634 (change assumption)
    Mortgage ($1,997) + Fees ($18) + Taxes in 2025 ($619)


    Taxes:$7,428

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Middle


  • 1085 BRENTON MANOR DR, WINTER HAVEN, FL 33881

    $290,000131 Days on yellowkey   MLS ID: TB8448346

    For Sale TB8448346 - 1085 BRENTON MANOR DR, WINTER HAVEN, FL 33881 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2015
    Monthly Fee: $32
       Tax: $2,217 (2024)
    Community: Brenton Manor
    Single Family


    Estimated Monthly Payment: $1,806 (change assumption)
    Mortgage ($1,589) + Fees ($32) + Taxes in 2024 ($185)


    Taxes:$2,217

    Elementary School: Alta Vista Elem

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Dundee Ridge Middle


  • 603 SIDNEY CIR, WINTER HAVEN, FL 33880

    $255,00033 Days on yellowkey   MLS ID: P4938186

    REDUCED by $10,000 (3.8%) on 04/13/2026

    For Sale P4938186 - 603 SIDNEY CIR, WINTER HAVEN, FL 33880 21 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1204
       Built: 1981   Tax: $954 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,477 (change assumption)
    Mortgage ($1,397) + Taxes in 2025 ($80)


    Taxes:$954

    Elementary School: Inwood Elem

    High School: Tenoroc Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 511 HEATHER GLEN DR, WINTER HAVEN, FL 33884

    $287,00050 Days on yellowkey   MLS ID: P4938000

    For Sale P4938000 - 511 HEATHER GLEN DR, WINTER HAVEN, FL 33884 32 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


  • 3426 HICKORY ST NW, WINTER HAVEN, FL 33881

    $230,00010 Days on yellowkey   MLS ID: O6398170

    For Sale O6398170 - 3426 HICKORY ST NW, WINTER HAVEN, FL 33881 32 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1044
       Built: 1955   Tax: $2,004 (2025)
    Community: Biltmore Shores
    Single Family


    Estimated Monthly Payment: $1,427 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($167)


    Taxes:$2,004

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1600 N LAKE SHIPP DR SW, WINTER HAVEN, FL 33880

    $475,000185 Days on yellowkey   MLS ID: TB8438899

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

    For Sale TB8438899 - 1600 N LAKE SHIPP DR SW, WINTER HAVEN, FL 33880 41 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3201
       Built: 1923   Tax: $9,301 (2024)
    Community: Orangewood Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,378 (change assumption)
    Mortgage ($2,603) + Taxes in 2024 ($775)


    Taxes:$9,301

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3473 RALEIGH DR, WINTER HAVEN, FL 33884

    $210,00030 Days on yellowkey   MLS ID: L4960477

    REDUCED by $5,000 (2.3%) on 04/13/2026

    For Sale L4960477 - 3473 RALEIGH DR, WINTER HAVEN, FL 33884 31 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1118
       Built: 2006
    Monthly Fee: $456
       Tax: $1,929 (2025)
    Community: Traditions Ph 01
    Single Family


    Estimated Monthly Payment: $1,767 (change assumption)
    Mortgage ($1,151) + Fees ($456) + Taxes in 2025 ($161)


    Taxes:$1,929

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3033 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881

    $305,000250 Days on yellowkey   MLS ID: L4955159

    For Sale L4955159 - 3033 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2004
    Monthly Fee: $33
       Tax: $4,035 (2024)
    Community: Buckeye Pointe
    Single Family


    Estimated Monthly Payment: $2,040 (change assumption)
    Mortgage ($1,671) + Fees ($33) + Taxes in 2024 ($336)


    Taxes:$4,035

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 228 KRENSON BAY LOOP, WINTER HAVEN, FL 33881

    $289,000199 Days on yellowkey   MLS ID: O6349627

    0 Days Off yellowkey (back on 2/26/2026)

    FORECLOSURE O6349627 - 228 KRENSON BAY LOOP, WINTER HAVEN, FL 33881 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1801
       Built: 2022
    Monthly Fee: $75
       Tax: $4,510 (2024)
    Community: Krenson Bay
    Single Family


    Estimated Monthly Payment: $2,034 (change assumption)
    Mortgage ($1,584) + Fees ($75) + Taxes in 2024 ($376)


    Taxes:$4,510

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2518 14TH CT SE, WINTER HAVEN, FL 33884

    $209,00010 Days on yellowkey   MLS ID: L4961012

    0 Days Off yellowkey (back on 4/10/2026)

    For Sale L4961012 - 2518 14TH CT SE, WINTER HAVEN, FL 33884 16 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1806
       Built: 1970   Tax: $1,875 (2025)
    Community: South Roy Shores
    Single Family


    Estimated Monthly Payment: $1,301 (change assumption)
    Mortgage ($1,145) + Taxes in 2025 ($156)


    Taxes:$1,875

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 108 LAKE REGION BLVD N, WINTER HAVEN, FL 33881

    $425,000138 Days on yellowkey   MLS ID: L4957549

    REDUCED by $14,000 (3.2%) on 04/13/2026

    For Sale L4957549 - 108 LAKE REGION BLVD N, WINTER HAVEN, FL 33881 52 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2495
       Built: 1996
    Monthly Fee: $85
       Tax: $3,479 (2025)
    Community: Gates Of Lake Region
    Single Family


    Estimated Monthly Payment: $2,704 (change assumption)
    Mortgage ($2,329) + Fees ($85) + Taxes in 2025 ($290)


    Taxes:$3,479

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 111 KRENSON BAY LOOP, WINTER HAVEN, FL 33881

    $295,00046 Days on yellowkey   MLS ID: S5145191

    REDUCED by $10,000 (3.3%) on 04/13/2026

    SHORT SALE S5145191 - 111 KRENSON BAY LOOP, WINTER HAVEN, FL 33881 38 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: $2,002 (change assumption)
    Mortgage ($1,616) + Fees ($83) + Taxes in 2025 ($302)


    Taxes:$3,628

    Elementary School: Jewett School of the Arts

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: None


  • 2105 9TH ST NE, WINTER HAVEN, FL 33881

    $249,90020 Days on yellowkey   MLS ID: O6395140

    For Sale O6395140 - 2105 9TH ST NE, WINTER HAVEN, FL 33881 31 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1042
       Built: 1967   Tax: $2,442 (2025)
    Community: Lake Idyll Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,573 (change assumption)
    Mortgage ($1,369) + Taxes in 2025 ($204)


    Taxes:$2,442

    Elementary School: Elbert Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 104 SANDERLING DR, WINTER HAVEN, FL 33881

    $425,00027 Days on yellowkey   MLS ID: O6392989

    For Sale O6392989 - 104 SANDERLING DR, WINTER HAVEN, FL 33881 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2277
       Built: 2004
    Monthly Fee: $34
       Tax: $6,245 (2025)
    Community: Hamilton West Ph 01
    Single Family


    Estimated Monthly Payment: $2,883 (change assumption)
    Mortgage ($2,329) + Fees ($34) + Taxes in 2025 ($520)


    Taxes:$6,245

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.