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Winter Haven Single Family Homes For Sale - 708 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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  • 1633 NANTUCKET WAY, WINTER HAVEN, FL 33884

    $338,9001 Day 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


  • 3304 COSTELLO CIR, WINTER HAVEN, FL 33884

    $279,0001 Day on yellowkey   MLS ID: S5148883

    For Sale S5148883 - 3304 COSTELLO CIR, WINTER HAVEN, FL 33884 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1553
       Built: 2023
    Monthly Fee: $22
       Tax: $4,644 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,938 (change assumption)
    Mortgage ($1,529) + Fees ($22) + Taxes in 2025 ($387)


    Taxes:$4,644

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 100 ALACHUA DR, WINTER HAVEN, FL 33884

    $575,0001 Day on yellowkey   MLS ID: B4902232

    For Sale B4902232 - 100 ALACHUA DR, WINTER HAVEN, FL 33884 63 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 2002
       Built: 1963   Tax: $3,744 (2025)
    Community: Eloise Woods Lake Mariam Unit
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,463 (change assumption)
    Mortgage ($3,151) + Taxes in 2025 ($312)


    Taxes:$3,744

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 542 EAGLE LANDING BOULEVARD, WINTER HAVEN, FL 33880

    $290,00026 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


  • 2519 AVENUE E SW, WINTER HAVEN, FL 33880

    $309,000129 Days on yellowkey   MLS ID: TB8458652

    REDUCED by $3,000 (1.0%) on 04/25/2026

    For Sale TB8458652 - 2519 AVENUE E SW, WINTER HAVEN, FL 33880 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1675
       Built: 2025   Tax: $310 (2024)
    Community: West Winter Haven
    Single Family


    Estimated Monthly Payment: $1,719 (change assumption)
    Mortgage ($1,693) + Taxes in 2024 ($26)


    Taxes:$310

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Westwood Middle


  • 624 HONEY BELL RD, WINTER HAVEN, FL 33880

    $292,000122 Days on yellowkey   MLS ID: S5140630

    REDUCED by $2,000 (0.7%) on 05/01/2026

    For Sale S5140630 - 624 HONEY BELL RD, WINTER HAVEN, FL 33880 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2022
    Monthly Fee: $49
       Tax: $281 (2024)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $1,672 (change assumption)
    Mortgage ($1,600) + Fees ($49) + Taxes in 2024 ($23)


    Taxes:$281

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 107 MANDOLIN DR, WINTER HAVEN, FL 33884

    $299,000107 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


  • 303 DILLON ST, WINTER HAVEN, FL 33880

    $275,00022 Days on yellowkey   MLS ID: TB8496082

    For Sale TB8496082 - 303 DILLON ST, WINTER HAVEN, FL 33880 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1464
       Built: 1975   Tax: $3,612 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,808 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($301)


    Taxes:$3,612

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 144 BEVERLY DR, WINTER HAVEN, FL 33884

    $409,90022 Days on yellowkey   MLS ID: O6397768

    REDUCED by $10,100 (2.4%) on 04/28/2026

    For Sale O6397768 - 144 BEVERLY DR, WINTER HAVEN, FL 33884 63 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2492
       Built: 1963   Tax: $3,785 (2025)
    Community: Eloise Woods Lake Roy Unit
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,561 (change assumption)
    Mortgage ($2,246) + Taxes in 2025 ($315)


    Taxes:$3,785

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2968 PLANTATION RD, WINTER HAVEN, FL 33884

    $442,00043 Days on yellowkey   MLS ID: P4938120

    REDUCED by $23,000 (4.9%) on 04/23/2026

    For Sale P4938120 - 2968 PLANTATION RD, WINTER HAVEN, FL 33884 83 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2433
       Built: 1997
    Monthly Fee: $149
       Tax: $3,191 (2025)
    Community: Cypresswood Plantations
    Single Family


    Estimated Monthly Payment: $2,837 (change assumption)
    Mortgage ($2,422) + Fees ($149) + Taxes in 2025 ($266)


    Taxes:$3,191

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1569 LEMON AVE, WINTER HAVEN, FL 33881

    $349,90017 Days on yellowkey   MLS ID: TB8490457

    2 Days Off yellowkey (back on 4/22/2026)

    For Sale TB8490457 - 1569 LEMON AVE, WINTER HAVEN, FL 33881 15 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2151
       Built: 2016
    Monthly Fee: $23
       Tax: $5,582 (2025)
    Community: Eagle Crest
    Single Family


    Estimated Monthly Payment: $2,405 (change assumption)
    Mortgage ($1,917) + Fees ($23) + Taxes in 2025 ($465)


    Taxes:$5,582

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1701 36TH ST NW, WINTER HAVEN, FL 33881

    $262,99977 Days on yellowkey   MLS ID: S5143914

    REDUCED by $2,000 (0.8%) on 04/29/2026

    For Sale S5143914 - 1701 36TH ST NW, WINTER HAVEN, FL 33881 45 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1815
       Built: 1960   Tax: $2,806 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,675 (change assumption)
    Mortgage ($1,441) + Taxes in 2025 ($234)


    Taxes:$2,806

    Elementary School: Frank E. Brigham Academy

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1580 LEAMINGTON LN, WINTER HAVEN, FL 33884

    $294,366539 Days on yellowkey   MLS ID: L4948737

    REDUCED by $5,000 (1.7%) on 05/01/2026

    For Sale L4948737 - 1580 LEAMINGTON LN, WINTER HAVEN, FL 33884 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2025
    Monthly Fee: $15
       Tax: $813 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,696 (change assumption)
    Mortgage ($1,613) + Fees ($15) + Taxes in 2025 ($68)


    Taxes:$813

    Elementary School: Chain O Lakes Elem

    High School: Lake Gibson High

    Tax Year: 2025

    Middle School: Mclaughlin Academy Of Excellence


  • 2323 BRASSIE CT, WINTER HAVEN, FL 33884

    $313,967199 Days on yellowkey   MLS ID: L4956626

    REDUCED by $5,000 (1.6%) on 05/01/2026

    For Sale L4956626 - 2323 BRASSIE CT, WINTER HAVEN, FL 33884 4 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2405
       Built: 2025
    Monthly Fee: $68
       Tax: $7,100 (2025)
    Community: Villa Mar Phase 3
    Single Family


    Estimated Monthly Payment: $2,380 (change assumption)
    Mortgage ($1,720) + Fees ($68) + Taxes in 2025 ($592)


    Taxes:$7,100

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Berkley Accelerated Middle


  • 2327 BRASSIE CT, WINTER HAVEN, FL 33884

    $295,529199 Days on yellowkey   MLS ID: L4956621

    REDUCED by $10,000 (3.3%) on 05/01/2026

    For Sale L4956621 - 2327 BRASSIE CT, WINTER HAVEN, FL 33884 4 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2202
       Built: 2025
    Monthly Fee: $17
       Tax: $3,122 (2024)
    Community: Villa Mar Phase 3
    Single Family


    Estimated Monthly Payment: $1,896 (change assumption)
    Mortgage ($1,619) + Fees ($17) + Taxes in 2024 ($260)


    Taxes:$3,122

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Berkley Accelerated Middle


  • 2335 BRASSIE CT, WINTER HAVEN, FL 33884

    $295,529292 Days on yellowkey   MLS ID: L4954447

    REDUCED by $10,000 (3.3%) on 05/01/2026

    For Sale L4954447 - 2335 BRASSIE CT, WINTER HAVEN, FL 33884 5 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2202
       Built: 2025
    Monthly Fee: $17
       Tax: $3,079 (2024)
    Community: Villa Mar Phase 3
    Single Family


    Estimated Monthly Payment: $1,893 (change assumption)
    Mortgage ($1,619) + Fees ($17) + Taxes in 2024 ($257)


    Taxes:$3,079

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Berkley Accelerated Middle


  • 1533 LEAMINGTON LN, WINTER HAVEN, FL 33884

    $304,366292 Days on yellowkey   MLS ID: L4954446

    REDUCED by $5,000 (1.6%) on 05/01/2026

    For Sale L4954446 - 1533 LEAMINGTON LN, WINTER HAVEN, FL 33884 5 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2025
    Monthly Fee: $17
       Tax: $3,122 (2024)
    Community: Villa Mar Phase 3
    Single Family


    Estimated Monthly Payment: $1,945 (change assumption)
    Mortgage ($1,668) + Fees ($17) + Taxes in 2024 ($260)


    Taxes:$3,122

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Berkley Accelerated Middle


  • 1525 LEAMINGTON LN, WINTER HAVEN, FL 33884

    $299,366337 Days on yellowkey   MLS ID: L4952865

    REDUCED by $5,000 (1.6%) on 05/01/2026

    For Sale L4952865 - 1525 LEAMINGTON LN, WINTER HAVEN, FL 33884 34 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2025
    Monthly Fee: $67
       Tax: $7,400 (2025)
    Community: Villa Mar Phase 3
    Single Family


    Estimated Monthly Payment: $2,324 (change assumption)
    Mortgage ($1,640) + Fees ($67) + Taxes in 2025 ($617)


    Taxes:$7,400

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Berkley Accelerated Middle


  • 2925 DAYTON DR, WINTER HAVEN, FL 33884

    $284,500134 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


  • 31 LAKE LINK CIR SE, WINTER HAVEN, FL 33884

    $279,900338 Days on yellowkey   MLS ID: S5127874

    REDUCED by $5,100 (1.8%) on 05/01/2026

    SHORT SALE S5127874 - 31 LAKE LINK CIR SE, WINTER HAVEN, FL 33884 49 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2223
       Built: 1971   Tax: $4,080 (2024)
    Community: Lake Link Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,874 (change assumption)
    Mortgage ($1,534) + Taxes in 2024 ($340)


    Taxes:$4,080

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle




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.