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Winter Haven Single Family Homes For Sale - 704 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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  • 215 SANTA ROSA DR, WINTER HAVEN, FL 33884

    $329,90024 Days on yellowkey   MLS ID: TB8494313

    REDUCED by $20,000 (5.7%) on 04/21/2026

    For Sale TB8494313 - 215 SANTA ROSA DR, WINTER HAVEN, FL 33884 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2355
       Built: 1988
    Monthly Fee: $46
       Tax: $3,255 (2025)
    Community: Overlook Estates
    Single Family


    Estimated Monthly Payment: $2,125 (change assumption)
    Mortgage ($1,808) + Fees ($46) + Taxes in 2025 ($271)


    Taxes:$3,255

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1144 HIGH SEAS ST, WINTER HAVEN, FL 33880

    $319,000156 Days on yellowkey   MLS ID: B4902112

    For Sale B4902112 - 1144 HIGH SEAS ST, WINTER HAVEN, FL 33880 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1716
       Built: 2016
    Monthly Fee: $68
       Tax: $1,443 (2024)
    Community: Shores At Lake Sears
    Single Family


    Estimated Monthly Payment: $1,936 (change assumption)
    Mortgage ($1,748) + Fees ($68) + Taxes in 2024 ($120)


    Taxes:$1,443

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Westwood Middle


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

    $262,99975 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


  • 240 SANTA ROSA DR, WINTER HAVEN, FL 33884

    $434,900127 Days on yellowkey   MLS ID: L4958092

    For Sale L4958092 - 240 SANTA ROSA DR, WINTER HAVEN, FL 33884 25 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2850
       Built: 1988
    Monthly Fee: $46
       Tax: $2,790 (2023)
    Community: Overlook Ests Ph 3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,661 (change assumption)
    Mortgage ($2,383) + Fees ($46) + Taxes in 2023 ($233)


    Taxes:$2,790

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2023

    Middle School: Denison Middle


  • 1108 BRENTON MANOR DR, WINTER HAVEN, FL 33881

    $295,00089 Days on yellowkey   MLS ID: O6375346

    REDUCED by $4,900 (1.6%) on 04/27/2026

    For Sale O6375346 - 1108 BRENTON MANOR DR, WINTER HAVEN, FL 33881 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 2015
    Monthly Fee: $32
       Tax: $4,387 (2025)
    Community: Brenton Manor
    Single Family


    Estimated Monthly Payment: $2,014 (change assumption)
    Mortgage ($1,616) + Fees ($32) + Taxes in 2025 ($366)


    Taxes:$4,387

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3305 ROYAL TERN, WINTER HAVEN, FL 33881

    $240,00063 Days on yellowkey   MLS ID: O6385959

    SHORT SALE O6385959 - 3305 ROYAL TERN, WINTER HAVEN, FL 33881 39 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1725
       Built: 2021
    Monthly Fee: $10
       Tax: $6,004 (2025)
    Community: Lakeside Lndgs Ph 3
    Single Family


    Estimated Monthly Payment: $1,825 (change assumption)
    Mortgage ($1,315) + Fees ($10) + Taxes in 2025 ($500)


    Taxes:$6,004

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4019 CARTERET DR, WINTER HAVEN, FL 33884

    $269,99948 Days on yellowkey   MLS ID: S5145776

    REDUCED by $4,901 (1.8%) on 04/29/2026

    For Sale S5145776 - 4019 CARTERET DR, WINTER HAVEN, FL 33884 54 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1719
       Built: 2006
    Monthly Fee: $484
       Tax: $1,704 (2025)
    Community: Traditions Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,105 (change assumption)
    Mortgage ($1,479) + Fees ($484) + Taxes in 2025 ($142)


    Taxes:$1,704

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 271 INMAN BLVD, WINTER HAVEN, FL 33881

    $350,000146 Days on yellowkey   MLS ID: W7881213

    For Sale W7881213 - 271 INMAN BLVD, WINTER HAVEN, FL 33881 41 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2274
       Built: 2024
    Monthly Fee: $49
       Tax: $1,347 (2024)
    Community: Inman Groves
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,079 (change assumption)
    Mortgage ($1,918) + Fees ($49) + Taxes in 2024 ($112)


    Taxes:$1,347

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 720 OVERLOOK GROVE DR, WINTER HAVEN, FL 33884

    $300,00062 Days on yellowkey   MLS ID: O6386447

    3 Days Off yellowkey (back on 4/29/2026)

    For Sale O6386447 - 720 OVERLOOK GROVE DR, WINTER HAVEN, FL 33884 41 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1892
       Built: 2014
    Monthly Fee: $38
       Tax: $5,040 (2025)
    Community: Overlook Ridge
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,102 (change assumption)
    Mortgage ($1,644) + Fees ($38) + Taxes in 2025 ($420)


    Taxes:$5,040

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 140 1ST ST, WINTER HAVEN, FL 33880

    $309,50048 Days on yellowkey   MLS ID: TB8484176

    REDUCED by $500 (0.2%) on 04/26/2026

    For Sale TB8484176 - 140 1ST ST, WINTER HAVEN, FL 33880 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1682
       Built: 2026   Tax: $292 (2025)
    Community: Leslie J A Sub
    Single Family


    Estimated Monthly Payment: $1,720 (change assumption)
    Mortgage ($1,696) + Taxes in 2025 ($24)


    Taxes:$292

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 405 W LAKE ELBERT DR NE, WINTER HAVEN, FL 33881

    $75,000103 Days on yellowkey   MLS ID: O6374774

    3 Days Off yellowkey (back on 4/29/2026)

    REDUCED by $15,000 (16.7%) on 04/17/2026

    For Sale O6374774 - 405 W LAKE ELBERT DR NE, WINTER HAVEN, FL 33881 10 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2064
       Built: 1925   Tax: $524 (2025)
    Community: Lake Elbert Add
    Single Family


    Estimated Monthly Payment: $455 (change assumption)
    Mortgage ($411) + Taxes in 2025 ($44)


    Taxes:$524

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5352 NICKLAUS DR, WINTER HAVEN, FL 33884

    $349,90029 Days on yellowkey   MLS ID: L4960750

    REDUCED by $10,000 (2.8%) on 04/29/2026

    For Sale L4960750 - 5352 NICKLAUS DR, WINTER HAVEN, FL 33884 66 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2354
       Built: 2007
    Monthly Fee: $5
       Tax: $5,617 (2025)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $2,390 (change assumption)
    Mortgage ($1,917) + Fees ($5) + Taxes in 2025 ($468)


    Taxes:$5,617

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6040 NAVONA WAY, WINTER HAVEN, FL 33884

    $357,999217 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   Gar: 2
    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


  • 1059 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $365,00092 Days on yellowkey   MLS ID: S5142551

    REDUCED by $4,000 (1.1%) on 04/29/2026

    For Sale S5142551 - 1059 MICHELANGELO LN, WINTER HAVEN, FL 33884 21 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1844
       Built: 2024
    Monthly Fee: $55
       Tax: $3,878 (2025)
    Community: Estates/Lk Florence
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,378 (change assumption)
    Mortgage ($2,000) + Fees ($55) + Taxes in 2025 ($323)


    Taxes:$3,878

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 20 BREVARD DR SE, WINTER HAVEN, FL 33884

    $515,0007 Days on yellowkey   MLS ID: L4961284

    0 Days Off yellowkey (back on 4/29/2026)

    For Sale L4961284 - 20 BREVARD DR SE, WINTER HAVEN, FL 33884 67 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2340
       Built: 1976   Tax: $2,154 (2025)
    Community: Eloise Woods Lake Mariam Unit
    Single Family


    Estimated Monthly Payment: $3,001 (change assumption)
    Mortgage ($2,822) + Taxes in 2025 ($179)


    Taxes:$2,154

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 530 SANCTUARY BLVD, WINTER HAVEN, FL 33881

    $639,90068 Days on yellowkey   MLS ID: S5144344

    For Sale S5144344 - 530 SANCTUARY BLVD, WINTER HAVEN, FL 33881 51 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3619
       Built: 2023
    Monthly Fee: $83
       Tax: $7,594 (2025)
    Community: Sanctuary By The Lake Ph One
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,222 (change assumption)
    Mortgage ($3,506) + Fees ($83) + Taxes in 2025 ($633)


    Taxes:$7,594

    Elementary School: Lake Alfred Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 152 1ST ST, WINTER HAVEN, FL 33880

    $309,50048 Days on yellowkey   MLS ID: TB8484178

    REDUCED by $500 (0.2%) on 04/26/2026

    For Sale TB8484178 - 152 1ST ST, WINTER HAVEN, FL 33880 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1682
       Built: 2026   Tax: $158 (2025)
    Community: Leslie J A Sub
    Single Family


    Estimated Monthly Payment: $1,709 (change assumption)
    Mortgage ($1,696) + Taxes in 2025 ($13)


    Taxes:$158

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1586 MARTIN LUTHER KING BLVD NE, WINTER HAVEN, FL 33881

    $675,000178 Days on yellowkey   MLS ID: L4957040

    0 Days Off yellowkey (back on 3/30/2026)

    For Sale L4957040 - 1586 MARTIN LUTHER KING BLVD NE, WINTER HAVEN, FL 33881 60 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2493
       Built: 2023   Tax: $4,242 (2024)
    Community: Buckeye Heights
    Single Family


    Estimated Monthly Payment: $4,052 (change assumption)
    Mortgage ($3,699) + Taxes in 2024 ($354)


    Taxes:$4,242

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 516 LAKE DEXTER BLVD, WINTER HAVEN, FL 33884

    $230,000166 Days on yellowkey   MLS ID: P4937043

    REDUCED by $5,000 (2.1%) on 04/29/2026

    For Sale P4937043 - 516 LAKE DEXTER BLVD, WINTER HAVEN, FL 33884 27 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1131
       Built: 1986
    Monthly Fee: $31
       Tax: $3,136 (2024)
    Community: Lake Dexter Woods 01
    Single Family


    Estimated Monthly Payment: $1,553 (change assumption)
    Mortgage ($1,260) + Fees ($31) + Taxes in 2024 ($261)


    Taxes:$3,136

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4956 JACKSON ST, WINTER HAVEN, FL 33884

    $315,00076 Days on yellowkey   MLS ID: P4937828

    REDUCED by $15,000 (4.5%) on 04/15/2026

    For Sale P4937828 - 4956 JACKSON ST, WINTER HAVEN, FL 33884 38 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1876
       Built: 2023
    Monthly Fee: $67
       Tax: $836 (2024)
    Community: Jackson Lndg
    Single Family


    Estimated Monthly Payment: $1,863 (change assumption)
    Mortgage ($1,726) + Fees ($67) + Taxes in 2024 ($70)


    Taxes:$836

    Elementary School: Garden Grove Elem

    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.