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Winter Haven Single Family Homes For Sale - 615 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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  • 6040 NAVONA WAY, WINTER HAVEN, FL 33884

    $357,999202 Days on yellowkey   MLS ID: TB8431485

    0 Days Off yellowkey (back on 3/26/2026)

    For Sale TB8431485 - 6040 NAVONA WAY, WINTER HAVEN, FL 33884 25 photos

    Bed: 5   Bath: 3.0
    Liv Area Sq Ft: 2470
       Built: 2025
    Monthly Fee: $18
       Tax: $8,495 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,688 (change assumption)
    Mortgage ($1,962) + Fees ($18) + Taxes in 2025 ($708)


    Taxes:$8,495

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 4160 GIORGIO DR, WINTER HAVEN, FL 33884

    $283,490119 Days on yellowkey   MLS ID: O6366024

    For Sale O6366024 - 4160 GIORGIO DR, WINTER HAVEN, FL 33884 27 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $18
       Tax: $3,035 (2025)
    Community: Villamar Phase 6 And Phase 6D
    Single Family


    Estimated Monthly Payment: $1,824 (change assumption)
    Mortgage ($1,553) + Fees ($18) + Taxes in 2025 ($253)


    Taxes:$3,035

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Middle


  • 406 RUBY LAKE PL, WINTER HAVEN, FL 33884

    $629,00034 Days on yellowkey   MLS ID: TB8484755

    0 Days Off yellowkey (back on 3/29/2026)

    For Sale TB8484755 - 406 RUBY LAKE PL, WINTER HAVEN, FL 33884 58 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2835
       Built: 1999
    Monthly Fee: $71
       Tax: $7,328 (2025)
    Community: Ruby Lake Ph 04
    Single Family


    Estimated Monthly Payment: $4,128 (change assumption)
    Mortgage ($3,446) + Fees ($71) + Taxes in 2025 ($611)


    Taxes:$7,328

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3015 AVENUE I NW, WINTER HAVEN, FL 33881

    $179,900350 Days on yellowkey   MLS ID: O6304872

    For Sale O6304872 - 3015 AVENUE I NW, WINTER HAVEN, FL 33881 17 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1050
       Built: 1959   Tax: $1,951 (2024)
    Community: Westwood Sub
    Single Family


    Estimated Monthly Payment: $1,148 (change assumption)
    Mortgage ($986) + Taxes in 2024 ($163)


    Taxes:$1,951

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4454 GLENNS LNDG, WINTER HAVEN, FL 33884

    $259,00044 Days on yellowkey   MLS ID: P4938011

    For Sale P4938011 - 4454 GLENNS LNDG, WINTER HAVEN, FL 33884 48 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1526
       Built: 1991
    Monthly Fee: $83
       Tax: $2,292 (2025)
    Community: Cypress Landing Ph 03
    Single Family


    Estimated Monthly Payment: $1,693 (change assumption)
    Mortgage ($1,419) + Fees ($83) + Taxes in 2025 ($191)


    Taxes:$2,292

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3971 ISLAND LAKES DR, WINTER HAVEN, FL 33881

    $479,900149 Days on yellowkey   MLS ID: P4936971

    For Sale P4936971 - 3971 ISLAND LAKES DR, WINTER HAVEN, FL 33881 26 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2023
       Built: 2014
    Monthly Fee: $17
       Tax: $4,603 (2024)
    Community: Island Lakes
    Single Family


    Estimated Monthly Payment: $3,030 (change assumption)
    Mortgage ($2,630) + Fees ($17) + Taxes in 2024 ($384)


    Taxes:$4,603

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1097 SANDPIPER LOOP, WINTER HAVEN, FL 33881

    $420,00044 Days on yellowkey   MLS ID: L4959736

    For Sale L4959736 - 1097 SANDPIPER LOOP, WINTER HAVEN, FL 33881 29 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1912
       Built: 2022
    Monthly Fee: $63
       Tax: $3,339 (2025)
    Community: Chestnut Creek
    Single Family


    Estimated Monthly Payment: $2,643 (change assumption)
    Mortgage ($2,301) + Fees ($63) + Taxes in 2025 ($278)


    Taxes:$3,339

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 340 VAIL DR, WINTER HAVEN, FL 33884

    $365,00076 Days on yellowkey   MLS ID: S5142678

    For Sale S5142678 - 340 VAIL DR, WINTER HAVEN, FL 33884 42 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2042
       Built: 1984
    Monthly Fee: $17
       Tax: $3,946 (2025)
    Community: Cedar Cove Ph 01
    Single Family


    Estimated Monthly Payment: $2,346 (change assumption)
    Mortgage ($2,000) + Fees ($17) + Taxes in 2025 ($329)


    Taxes:$3,946

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1985 SARAH ST, WINTER HAVEN, FL 33884

    $298,00083 Days on yellowkey   MLS ID: TB8467800

    For Sale TB8467800 - 1985 SARAH ST, WINTER HAVEN, FL 33884 13 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1874
       Built: 2025
    Monthly Fee: $14
       Tax: $3,665 (2024)
    Community: Peace Crk Reserve
    Single Family


    Estimated Monthly Payment: $1,952 (change assumption)
    Mortgage ($1,633) + Fees ($14) + Taxes in 2024 ($305)


    Taxes:$3,665

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 2651 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $355,00096 Days on yellowkey   MLS ID: TB8462844

    0 Days Off yellowkey (back on 3/21/2026)

    For Sale TB8462844 - 2651 SAN MARCO WAY, WINTER HAVEN, FL 33884 35 photos

    Bed: 5   Bath: 3.5
    Liv Area Sq Ft: 3200
       Built: 2022
    Monthly Fee: $22
       Tax: $5,331 (2025)
    Community: Villamar Ph Four
    Single Family


    Estimated Monthly Payment: $2,411 (change assumption)
    Mortgage ($1,945) + Fees ($22) + Taxes in 2025 ($444)


    Taxes:$5,331

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: None


  • 29 GOLF VIEW CIR NE, WINTER HAVEN, FL 33881

    $300,000132 Days on yellowkey   MLS ID: TB8453876

    SHORT SALE TB8453876 - 29 GOLF VIEW CIR NE, WINTER HAVEN, FL 33881 23 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1604
       Built: 1962   Tax: $4,496 (2024)
    Community: North Lake Elbert Heights
    Single Family


    Estimated Monthly Payment: $2,018 (change assumption)
    Mortgage ($1,644) + Taxes in 2024 ($375)


    Taxes:$4,496

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 3050 CRUMP RD, WINTER HAVEN, FL 33881

    $789,90072 Days on yellowkey   MLS ID: L4959091

    For Sale L4959091 - 3050 CRUMP RD, WINTER HAVEN, FL 33881 98 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2397
       Built: 1982   Tax: $10,845 (2025)
    Community: Magnolia Shores
    Single Family


    Estimated Monthly Payment: $5,232 (change assumption)
    Mortgage ($4,328) + Taxes in 2025 ($904)


    Taxes:$10,845

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2747 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $299,990712 Days on yellowkey   MLS ID: O6202057

    For Sale O6202057 - 2747 SAN MARCO WAY, WINTER HAVEN, FL 33884 44 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1680
       Built: 2025
    Monthly Fee: $13
       Tax: $907 (2024)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $1,732 (change assumption)
    Mortgage ($1,644) + Fees ($13) + Taxes in 2024 ($76)


    Taxes:$907

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 241 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881

    $280,000126 Days on yellowkey   MLS ID: S5139974

    For Sale S5139974 - 241 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881 41 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1725
       Built: 2020
    Monthly Fee: $17
       Tax: $6,605 (2024)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $2,102 (change assumption)
    Mortgage ($1,534) + Fees ($17) + Taxes in 2024 ($550)


    Taxes:$6,605

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2024

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 2007 40TH ST NW, WINTER HAVEN, FL 33881

    $275,000446 Days on yellowkey   MLS ID: S5119269

    0 Days Off yellowkey (back on 3/28/2026)

    For Sale S5119269 - 2007 40TH ST NW, WINTER HAVEN, FL 33881 10 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 3304
       Built: 1957   Tax: $4,257 (2024)
    Community: Not In Subdivision
    Single Family


    Estimated Monthly Payment: $1,862 (change assumption)
    Mortgage ($1,507) + Taxes in 2024 ($355)


    Taxes:$4,257

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1117 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $400,00027 Days on yellowkey   MLS ID: O6392049

    For Sale O6392049 - 1117 MICHELANGELO LN, WINTER HAVEN, FL 33884 72 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2626
       Built: 2023
    Monthly Fee: $89
       Tax: $4,323 (2025)
    Community: Estates/Lk Florence
    Single Family


    Estimated Monthly Payment: $2,641 (change assumption)
    Mortgage ($2,192) + Fees ($89) + Taxes in 2025 ($360)


    Taxes:$4,323

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13 BOGEY DR, WINTER HAVEN, FL 33881

    $1,895,00092 Days on yellowkey   MLS ID: L4958559

    For Sale L4958559 - 13 BOGEY DR, WINTER HAVEN, FL 33881 100 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 4708
       Built: 1994   Tax: $7,481 (2025)
    Community: N/A
    Single Family


    Estimated Monthly Payment: $11,007 (change assumption)
    Mortgage ($10,383) + Taxes in 2025 ($623)


    Taxes:$7,481

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1650 NW PEARCE RD, WINTER HAVEN, FL 33881

    $345,000259 Days on yellowkey   MLS ID: L4954652

    0 Days Off yellowkey (back on 2/10/2026)

    For Sale L4954652 - 1650 NW PEARCE RD, WINTER HAVEN, FL 33881 37 photos

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


    Estimated Monthly Payment: $1,890 (change assumption)
    Mortgage ($1,890) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4450 RAPALLO AVE, WINTER HAVEN, FL 33884

    $348,00019 Days on yellowkey   MLS ID: O6394240

    For Sale O6394240 - 4450 RAPALLO AVE, WINTER HAVEN, FL 33884 19 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2480
       Built: 2024
    Monthly Fee: $13
       Tax: $6,608 (2025)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $2,470 (change assumption)
    Mortgage ($1,907) + Fees ($13) + Taxes in 2025 ($551)


    Taxes:$6,608

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 352 ALEXZANDER WAY, WINTER HAVEN, FL 33881

    $279,00019 Days on yellowkey   MLS ID: L4960645

    For Sale L4960645 - 352 ALEXZANDER WAY, WINTER HAVEN, FL 33881 34 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1867
       Built: 2021
    Monthly Fee: $86
       Tax: $4,088 (2024)
    Community: Jace Lndg
    Single Family


    Estimated Monthly Payment: $1,955 (change assumption)
    Mortgage ($1,529) + Fees ($86) + Taxes in 2024 ($341)


    Taxes:$4,088

    Elementary School: Walter Caldwell Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    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.