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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Price: $300,000 to $399,000

Winter Haven - 287 properties found

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  • 8 THE VILLAGE BLVD, WINTER HAVEN, FL 33880

    $349,90049 Days on yellowkey   MLS ID: O6404562

    1 Days Off yellowkey (back on 5/31/2026)

    For Sale O6404562 - 8 THE VILLAGE BLVD, WINTER HAVEN, FL 33880 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1973
       Built: 2002
    Monthly Fee: $79
       Tax: $2,778 (2025)
    Community: Village Spirit Lake Ph 02
    Single Family


    Estimated Monthly Payment: $2,228 (change assumption)
    Mortgage ($1,917) + Fees ($79) + Taxes in 2025 ($231)


    Taxes:$2,778

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3268 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881

    $300,00026 Days on yellowkey   MLS ID: S5150893

    For Sale S5150893 - 3268 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2020
    Monthly Fee: $43
       Tax: $3,896 (2025)
    Community: Country Walk/Winter Winter Hav
    Single Family


    Estimated Monthly Payment: $2,011 (change assumption)
    Mortgage ($1,644) + Fees ($43) + Taxes in 2025 ($325)


    Taxes:$3,896

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5312 NICKLAUS DR, WINTER HAVEN, FL 33884

    $334,90026 Days on yellowkey   MLS ID: O6411968

    For Sale O6411968 - 5312 NICKLAUS DR, WINTER HAVEN, FL 33884 60 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1700
       Built: 2006
    Monthly Fee: $5
       Tax: $7,640 (2025)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $2,477 (change assumption)
    Mortgage ($1,835) + Fees ($5) + Taxes in 2025 ($637)


    Taxes:$7,640

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 215 KILMER LN, WINTER HAVEN, FL 33884

    $379,99827 Days on yellowkey   MLS ID: O6409847

    For Sale O6409847 - 215 KILMER LN, WINTER HAVEN, FL 33884 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1680
       Built: 1965   Tax: $3,503 (2025)
    Community: Fla Highlands Co Sub
    Single Family


    Estimated Monthly Payment: $2,374 (change assumption)
    Mortgage ($2,082) + Taxes in 2025 ($292)


    Taxes:$3,503

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 836 VIENNA DR, WINTER HAVEN, FL 33884

    $334,84634 Days on yellowkey   MLS ID: L4962097

    1 Days Off yellowkey (back on 5/30/2026)

    For Sale L4962097 - 836 VIENNA DR, WINTER HAVEN, FL 33884 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1970
       Built: 2020
    Monthly Fee: $67
       Tax: $4,800 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $2,302 (change assumption)
    Mortgage ($1,835) + Fees ($67) + Taxes in 2025 ($400)


    Taxes:$4,800

    Elementary School: Chain O Lakes Elem

    High School: Lake Gibson High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 3308 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881

    $314,990120 Days on yellowkey   MLS ID: O6385130

    For Sale O6385130 - 3308 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881 25 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1851
       Built: 2020
    Monthly Fee: $30
       Tax: $4,862 (2025)
    Community: Country Walk/Winter Haven Ph 2
    Single Family


    Estimated Monthly Payment: $2,161 (change assumption)
    Mortgage ($1,726) + Fees ($30) + Taxes in 2025 ($405)


    Taxes:$4,862

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5755 MARSH LANDINGS DR, WINTER HAVEN, FL 33881

    $335,00035 Days on yellowkey   MLS ID: L4962032

    2 Days Off yellowkey (back on 5/29/2026)

    INCREASED by $10,100 (3.1%) on 05/28/2026

    For Sale L4962032 - 5755 MARSH LANDINGS DR, WINTER HAVEN, FL 33881 20 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2696
       Built: 2017
    Monthly Fee: $15
       Tax: $6,852 (2025)
    Community: Lakeside Landings Phase One
    Single Family


    Estimated Monthly Payment: $2,422 (change assumption)
    Mortgage ($1,836) + Fees ($15) + Taxes in 2025 ($571)


    Taxes:$6,852

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 132 ALACHUA DR, WINTER HAVEN, FL 33884

    $320,000120 Days on yellowkey   MLS ID: P4937917

    REDUCED by $1,000 (0.3%) on 05/01/2026

    For Sale P4937917 - 132 ALACHUA DR, WINTER HAVEN, FL 33884 43 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2466
       Built: 1976   Tax: $3,975 (2025)
    Community: Eloise Woods Lake Mariam Un
    Single Family


    Estimated Monthly Payment: $2,085 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($331)


    Taxes:$3,975

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 517 ITUNA CIR, WINTER HAVEN, FL 33881

    $313,71027 Days on yellowkey   MLS ID: L4962260

    0 Days Off yellowkey (back on 5/28/2026)

    For Sale L4962260 - 517 ITUNA CIR, WINTER HAVEN, FL 33881 1 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1715
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $1,769 (change assumption)
    Mortgage ($1,719) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 541 ADRIEL AVE, WINTER HAVEN, FL 33880

    $345,00050 Days on yellowkey   MLS ID: S5149295

    0 Days Off yellowkey (back on 5/28/2026)

    For Sale S5149295 - 541 ADRIEL AVE, WINTER HAVEN, FL 33880 79 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2280
       Built: 2007
    Monthly Fee: $9
       Tax: $4,216 (2025)
    Community: Ridge Acres Ph 02
    Single Family


    Estimated Monthly Payment: $2,251 (change assumption)
    Mortgage ($1,890) + Fees ($9) + Taxes in 2025 ($351)


    Taxes:$4,216

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1019 ROBIN LN, WINTER HAVEN, FL 33884

    $305,00037 Days on yellowkey   MLS ID: P4938690

    0 Days Off yellowkey (back on 5/28/2026)

    For Sale P4938690 - 1019 ROBIN LN, WINTER HAVEN, FL 33884 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1390
       Built: 2003
    Monthly Fee: $38
       Tax: $3,920 (2025)
    Community: Audubon Place
    Single Family


    Estimated Monthly Payment: $2,036 (change assumption)
    Mortgage ($1,671) + Fees ($38) + Taxes in 2025 ($327)


    Taxes:$3,920

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3901 GIORGIO DR, WINTER HAVEN, FL 33884

    $329,990149 Days on yellowkey   MLS ID: O6375585

    0 Days Off yellowkey (back on 5/28/2026)

    REDUCED by $1,270 (0.4%) on 05/05/2026

    For Sale O6375585 - 3901 GIORGIO DR, WINTER HAVEN, FL 33884 6 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1840
       Built: 2026
    Monthly Fee: $154
       Tax: $2,005 (2026)
    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,129 (change assumption)
    Mortgage ($1,808) + Fees ($154) + Taxes in 2026 ($167)


    Taxes:$2,005

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2026

    Middle School: Denison Middle


  • 1210 ZAMBRANA CT, WINTER HAVEN, FL 33884

    $339,00055 Days on yellowkey   MLS ID: O6401308

    REDUCED by $36,000 (9.6%) on 05/26/2026

    For Sale O6401308 - 1210 ZAMBRANA CT, WINTER HAVEN, FL 33884 41 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2360
       Built: 2021
    Monthly Fee: $13
       Tax: $6,968 (2024)
    Community: Villamar Ph 2
    Single Family


    Estimated Monthly Payment: $2,451 (change assumption)
    Mortgage ($1,857) + Fees ($13) + Taxes in 2024 ($581)


    Taxes:$6,968

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1806 17TH ST NW, WINTER HAVEN, FL 33881

    $360,00048 Days on yellowkey   MLS ID: L4961741

    0 Days Off yellowkey (back on 5/27/2026)

    For Sale L4961741 - 1806 17TH ST NW, WINTER HAVEN, FL 33881 43 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1750
       Built: 1925   Tax: $2,771 (2025)
    Community: Kenilworth Park
    Single Family


    Estimated Monthly Payment: $2,203 (change assumption)
    Mortgage ($1,973) + Taxes in 2025 ($231)


    Taxes:$2,771

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 5453 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $357,49970 Days on yellowkey   MLS ID: TB8497895

    REDUCED by $2,000 (0.6%) on 05/26/2026

    For Sale TB8497895 - 5453 SAN PIETRO DR, WINTER HAVEN, FL 33884 13 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2026
    Monthly Fee: $53
       Tax: $4,690 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,403 (change assumption)
    Mortgage ($1,959) + Fees ($53) + Taxes in 2025 ($391)


    Taxes:$4,690

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5764 ROYAL HILLS CIR, WINTER HAVEN, FL 33881

    $339,000137 Days on yellowkey   MLS ID: O6379870

    REDUCED by $10,500 (3.0%) on 05/19/2026

    For Sale O6379870 - 5764 ROYAL HILLS CIR, WINTER HAVEN, FL 33881 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2278
       Built: 2007
    Monthly Fee: $25
       Tax: $4,478 (2025)
    Community: Royal Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,256 (change assumption)
    Mortgage ($1,857) + Fees ($25) + Taxes in 2025 ($373)


    Taxes:$4,478

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Boone Middle


  • 6006 COUNTRY WALK LN, WINTER HAVEN, FL 33880

    $345,000393 Days on yellowkey   MLS ID: S5126942

    1 Days Off yellowkey (back on 5/23/2026)

    REDUCED by $14,999 (4.2%) on 04/27/2026

    For Sale S5126942 - 6006 COUNTRY WALK LN, WINTER HAVEN, FL 33880 42 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1809
       Built: 2004
    Monthly Fee: $21
       Tax: $4,291 (2024)
    Community: Country Walk Ph 03
    Single Family


    Estimated Monthly Payment: $2,269 (change assumption)
    Mortgage ($1,890) + Fees ($21) + Taxes in 2024 ($358)


    Taxes:$4,291

    Elementary School: Eagle Lake Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 5871 WINDRIDGE DR, WINTER HAVEN, FL 33881

    $359,00033 Days on yellowkey   MLS ID: O6409535

    For Sale O6409535 - 5871 WINDRIDGE DR, WINTER HAVEN, FL 33881 22 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3050
       Built: 2005
    Monthly Fee: $38
       Tax: $4,936 (2025)
    Community: Windridge
    Single Family


    Estimated Monthly Payment: $2,416 (change assumption)
    Mortgage ($1,967) + Fees ($38) + Taxes in 2025 ($411)


    Taxes:$4,936

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2371 BRASSIE CT, WINTER HAVEN, FL 33884

    $318,000105 Days on yellowkey   MLS ID: O6389688

    REDUCED by $1,999 (0.6%) on 05/20/2026

    For Sale O6389688 - 2371 BRASSIE CT, WINTER HAVEN, FL 33884 23 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2522
       Built: 2022
    Monthly Fee: $15
       Tax: $6,349 (2025)
    Community: Villamar Ph 3
    Single Family


    Estimated Monthly Payment: $2,287 (change assumption)
    Mortgage ($1,742) + Fees ($15) + Taxes in 2025 ($529)


    Taxes:$6,349

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 455 MAJESTIC GARDENS BLVD, WINTER HAVEN, FL 33880

    $349,900188 Days on yellowkey   MLS ID: B4902136

    2 Days Off yellowkey (back on 5/24/2026)

    REDUCED by $5,100 (1.4%) on 04/22/2026

    For Sale B4902136 - 455 MAJESTIC GARDENS BLVD, WINTER HAVEN, FL 33880 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1625
       Built: 2009
    Monthly Fee: $29
       Tax: $4,241 (2025)
    Community: Gardens Ph 01
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,300 (change assumption)
    Mortgage ($1,917) + Fees ($29) + Taxes in 2025 ($353)


    Taxes:$4,241

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None






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.