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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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  • 1540 AVENUE C NE, WINTER HAVEN, FL 33881

    $245,000390 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


  • 1033 SAWGRASS DR, WINTER HAVEN, FL 33884

    $364,00076 Days on yellowkey   MLS ID: P4937685

    REDUCED by $5,000 (1.4%) on 04/13/2026

    For Sale P4937685 - 1033 SAWGRASS DR, WINTER HAVEN, FL 33884 67 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1879
       Built: 2022
    Monthly Fee: $5
       Tax: $7,458 (2025)
    Community: Lake Ashton West Ph Ii South
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,621 (change assumption)
    Mortgage ($1,994) + Fees ($5) + Taxes in 2025 ($621)


    Taxes:$7,458

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 416 CORSO LOOP, WINTER HAVEN, FL 33884

    $364,5008 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

    $290,000127 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

    $255,00029 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


  • 9468 WATERFORD OAKS DR, WINTER HAVEN, FL 33884

    $799,00077 Days on yellowkey   MLS ID: O6378003

    For Sale O6378003 - 9468 WATERFORD OAKS DR, WINTER HAVEN, FL 33884 71 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 2905
       Built: 2017
    Monthly Fee: $188
       Tax: $7,196 (2025)
    Community: Waterford Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,166 (change assumption)
    Mortgage ($4,378) + Fees ($188) + Taxes in 2025 ($600)


    Taxes:$7,196

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 2646 RUTLEDGE CT, WINTER HAVEN, FL 33884

    $215,000224 Days on yellowkey   MLS ID: O6339713

    REDUCED by $10,000 (4.4%) on 04/13/2026

    For Sale O6339713 - 2646 RUTLEDGE CT, WINTER HAVEN, FL 33884 23 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1419
       Built: 2006
    Monthly Fee: $250
       Tax: $1,325 (2024)
    Community: Traditions Ph 01
    Townhouse


    Estimated Monthly Payment: $1,538 (change assumption)
    Mortgage ($1,178) + Fees ($250) + Taxes in 2024 ($110)


    Taxes:$1,325

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 511 HEATHER GLEN DR, WINTER HAVEN, FL 33884

    $287,00046 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

    $230,0006 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

    $475,000181 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

    $210,00026 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


  • 6457 DOMIZIO DR, WINTER HAVEN, FL 33884

    $309,49028 Days on yellowkey   MLS ID: O6392165

    INCREASED by $500 (0.2%) on 04/07/2026

    For Sale O6392165 - 6457 DOMIZIO DR, WINTER HAVEN, FL 33884 31 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2326
       Built: 2025
    Monthly Fee: $320
       Tax: $32 (2024)
    Community: Villa Mar 40'S
    Single Family


    Estimated Monthly Payment: $2,018 (change assumption)
    Mortgage ($1,696) + Fees ($320) + Taxes in 2024 ($3)


    Taxes:$32

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 3033 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881

    $305,000246 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

    $289,000195 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


  • 622 RIDGE TER, WINTER HAVEN, FL 33881

    $155,00093 Days on yellowkey   MLS ID: L4958521

    For Sale L4958521 - 622 RIDGE TER, WINTER HAVEN, FL 33881 34 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1073
       Built: 1997
    Monthly Fee: $250
       Tax: $1,644 (2025)
    Community: Winter Ridge Condo
    Condo


    Estimated Monthly Payment: $1,236 (change assumption)
    Mortgage ($849) + Fees ($250) + Taxes in 2025 ($137)


    Taxes:$1,644

    Elementary School: Lake Alfred Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 6473 PEPPERTREE PATH NE, WINTER HAVEN, FL 33881

    $146,0006 Days on yellowkey   MLS ID: P4938365

    For Sale P4938365 - 6473 PEPPERTREE PATH NE, WINTER HAVEN, FL 33881 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1107
       Built: 1987
    Monthly Fee: $34
       Tax: $1,847 (2025)
    Community: Brookhaven Village First Add
    Manufactured Home


    Estimated Monthly Payment: $988 (change assumption)
    Mortgage ($800) + Fees ($34) + Taxes in 2025 ($154)


    Taxes:$1,847

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $209,0006 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

    $425,000134 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

    $295,00042 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


  • 3112 ST CHARLES PL, WINTER HAVEN, FL 33884

    $300,000185 Days on yellowkey   MLS ID: O6351027

    SHORT SALE O6351027 - 3112 ST CHARLES PL, WINTER HAVEN, FL 33884 27 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1829
       Built: 2023
    Monthly Fee: $75
       Tax: $3,361 (2024)
    Community: Orleans
    Single Family


    Estimated Monthly Payment: $1,999 (change assumption)
    Mortgage ($1,644) + Fees ($75) + Taxes in 2024 ($280)


    Taxes:$3,361

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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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.