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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Winter Haven - 711 properties found

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  • 525 DRAYTON RD, WINTER HAVEN, FL 33884

    $289,90078 Days on yellowkey   MLS ID: R4910727

    0 Days Off yellowkey (back on 4/24/2026)

    REDUCED by $4,100 (1.4%) on 03/31/2026

    For Sale R4910727 - 525 DRAYTON RD, WINTER HAVEN, FL 33884 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1876
       Built: 2006
    Monthly Fee: $31
       Tax: $4,580 (2025)
    Community: Savanna Pointe
    Single Family


    Estimated Monthly Payment: $2,001 (change assumption)
    Mortgage ($1,588) + Fees ($31) + Taxes in 2025 ($382)


    Taxes:$4,580

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Academy Of Excellence


  • 2130 34TH ST NW, WINTER HAVEN, FL 33881

    $165,00012 Days on yellowkey   MLS ID: A4691160

    For Sale A4691160 - 2130 34TH ST NW, WINTER HAVEN, FL 33881 6 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1068
       Built: 1960   Tax: $2,134 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,082 (change assumption)
    Mortgage ($904) + Taxes in 2025 ($178)


    Taxes:$2,134

    Elementary School: Fred G. Garnier Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 314 TERRANOVA BLVD, WINTER HAVEN, FL 33884

    $425,00012 Days on yellowkey   MLS ID: O6401702

    For Sale O6401702 - 314 TERRANOVA BLVD, WINTER HAVEN, FL 33884 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1884
       Built: 2006
    Monthly Fee: $55
       Tax: $5,141 (2025)
    Community: Terranova Ph Iv
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,812 (change assumption)
    Mortgage ($2,329) + Fees ($55) + Taxes in 2025 ($428)


    Taxes:$5,141

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 445 MCKENNA DR, WINTER HAVEN, FL 33881

    $299,00012 Days on yellowkey   MLS ID: O6400933

    For Sale O6400933 - 445 MCKENNA DR, WINTER HAVEN, FL 33881 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1694
       Built: 2021
    Monthly Fee: $17
       Tax: $7,037 (2025)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $2,242 (change assumption)
    Mortgage ($1,638) + Fees ($17) + Taxes in 2025 ($586)


    Taxes:$7,037

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7 TWILIGHT LN, WINTER HAVEN, FL 33884

    $219,00012 Days on yellowkey   MLS ID: O6401069

    For Sale O6401069 - 7 TWILIGHT LN, WINTER HAVEN, FL 33884 37 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 938
       Built: 1972   Tax: $2,848 (2025)
    Community: Haven Grove Manor
    Single Family


    Estimated Monthly Payment: $1,437 (change assumption)
    Mortgage ($1,200) + Taxes in 2025 ($237)


    Taxes:$2,848

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 111 KRENSON BAY LOOP, WINTER HAVEN, FL 33881

    $285,00061 Days on yellowkey   MLS ID: S5145191

    REDUCED by $10,000 (3.4%) on 04/23/2026

    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: $1,947 (change assumption)
    Mortgage ($1,562) + 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


  • 262 SANTA ROSA DR, WINTER HAVEN, FL 33884

    $350,00055 Days on yellowkey   MLS ID: L4960100

    REDUCED by $45,000 (11.4%) on 04/23/2026

    For Sale L4960100 - 262 SANTA ROSA DR, WINTER HAVEN, FL 33884 41 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2336
       Built: 1987
    Monthly Fee: $46
       Tax: $739 (2025)
    Community: Overlook Estates
    Single Family


    Estimated Monthly Payment: $2,025 (change assumption)
    Mortgage ($1,918) + Fees ($46) + Taxes in 2025 ($62)


    Taxes:$739

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3142 WHISPERING TRAILS ST, WINTER HAVEN, FL 33884

    $370,00067 Days on yellowkey   MLS ID: O6386254

    For Sale O6386254 - 3142 WHISPERING TRAILS ST, WINTER HAVEN, FL 33884 56 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2203
       Built: 2006
    Monthly Fee: $95
       Tax: $3,991 (2025)
    Community: Whispering Trails Ph 01
    Single Family


    Estimated Monthly Payment: $2,455 (change assumption)
    Mortgage ($2,027) + Fees ($95) + Taxes in 2025 ($333)


    Taxes:$3,991

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1150 HIGH SEAS ST, WINTER HAVEN, FL 33880

    $274,800146 Days on yellowkey   MLS ID: O6366431

    REDUCED by $4,100 (1.5%) on 04/23/2026

    For Sale O6366431 - 1150 HIGH SEAS ST, WINTER HAVEN, FL 33880 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1702
       Built: 2013
    Monthly Fee: $67
       Tax: $3,910 (2024)
    Community: Shores At Lake Sears
    Single Family


    Estimated Monthly Payment: $1,899 (change assumption)
    Mortgage ($1,506) + Fees ($67) + Taxes in 2024 ($326)


    Taxes:$3,910

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 804 ANDREW ST, WINTER HAVEN, FL 33881

    $339,99036 Days on yellowkey   MLS ID: O6393645

    0 Days Off yellowkey (back on 4/23/2026)

    REDUCED by $26,700 (7.3%) on 04/07/2026

    For Sale O6393645 - 804 ANDREW ST, WINTER HAVEN, FL 33881 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2028
       Built: 2026
    Monthly Fee: $6
       Tax: $2,695 (2025)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $2,094 (change assumption)
    Mortgage ($1,863) + Fees ($6) + Taxes in 2025 ($225)


    Taxes:$2,695

    Elementary School: Lake Alfred Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 414 AVENUE C AVE NE, WINTER HAVEN, FL 33881

    $226,90092 Days on yellowkey   MLS ID: P4937606

    For Sale P4937606 - 414 AVENUE C AVE NE, WINTER HAVEN, FL 33881 18 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1140
       Built: 1922   Tax: $3,356 (2025)
    Community: Coker A B Add
    Single Family


    Estimated Monthly Payment: $1,523 (change assumption)
    Mortgage ($1,243) + Taxes in 2025 ($280)


    Taxes:$3,356

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3098 LAUREL OAK LN, WINTER HAVEN, FL 33884

    $299,00033 Days on yellowkey   MLS ID: O6390090

    REDUCED by $26,000 (8.0%) on 04/20/2026

    SHORT SALE O6390090 - 3098 LAUREL OAK LN, WINTER HAVEN, FL 33884 13 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1978
       Built: 2023
    Monthly Fee: $18
       Tax: $6,208 (2025)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $2,174 (change assumption)
    Mortgage ($1,638) + Fees ($18) + Taxes in 2025 ($517)


    Taxes:$6,208

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5331 MICKEY AVE, WINTER HAVEN, FL 33884

    $344,999183 Days on yellowkey   MLS ID: S5137804

    For Sale S5137804 - 5331 MICKEY AVE, WINTER HAVEN, FL 33884 21 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2670
       Built: 2025
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,928 (change assumption)
    Mortgage ($1,890) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5347 MICKEY AVE, WINTER HAVEN, FL 33884

    $349,99935 Days on yellowkey   MLS ID: S5146851

    INCREASED by $478 (0.1%) on 04/21/2026

    For Sale S5146851 - 5347 MICKEY AVE, WINTER HAVEN, FL 33884 18 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2077
       Built: 2026
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,956 (change assumption)
    Mortgage ($1,918) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 940 OLEANDER DR SE, WINTER HAVEN, FL 33880

    $250,000109 Days on yellowkey   MLS ID: S5141917

    For Sale S5141917 - 940 OLEANDER DR SE, WINTER HAVEN, FL 33880 26 photos

    Bed: 2   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1527
       Built: 1958   Tax: $3,326 (2025)
    Community: Cooper Estates
    Single Family


    Estimated Monthly Payment: $1,647 (change assumption)
    Mortgage ($1,370) + Taxes in 2025 ($277)


    Taxes:$3,326

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4872 SUMMERFIELD CIR, WINTER HAVEN, FL 33881

    $275,00092 Days on yellowkey   MLS ID: O6378710

    0 Days Off yellowkey (back on 4/23/2026)

    For Sale O6378710 - 4872 SUMMERFIELD CIR, WINTER HAVEN, FL 33881 21 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1782
       Built: 2015
    Monthly Fee: $36
       Tax: $4,544 (2025)
    Community: Country Club Estates
    Single Family


    Estimated Monthly Payment: $1,921 (change assumption)
    Mortgage ($1,507) + Fees ($36) + Taxes in 2025 ($379)


    Taxes:$4,544

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2307 SCARLET AVE, WINTER HAVEN, FL 33884

    $260,000186 Days on yellowkey   MLS ID: S5137553

    For Sale S5137553 - 2307 SCARLET AVE, WINTER HAVEN, FL 33884 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1343
       Built: 2024
    Monthly Fee: $11
       Tax: $5,533 (2025)
    Community: Peace Creek Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,897 (change assumption)
    Mortgage ($1,425) + Fees ($11) + Taxes in 2025 ($461)


    Taxes:$5,533

    Elementary School: Spook Hill Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Mclaughlin Academy Of Excellence


  • 4004 GIORGIO DR, WINTER HAVEN, FL 33884

    $304,990179 Days on yellowkey   MLS ID: O6355059

    51 Days Off yellowkey (back on 3/17/2026)

    For Sale O6355059 - 4004 GIORGIO DR, WINTER HAVEN, FL 33884 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2025
    Monthly Fee: $17
       Tax: $3,148 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,950 (change assumption)
    Mortgage ($1,671) + Fees ($17) + Taxes in 2025 ($262)


    Taxes:$3,148

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Academy Of Excellence


  • 4656 MAGNOLIA PRESERVE LOOP, WINTER HAVEN, FL 33880

    $319,98940 Days on yellowkey   MLS ID: L4960603

    REDUCED by $4,911 (1.5%) on 04/23/2026

    For Sale L4960603 - 4656 MAGNOLIA PRESERVE LOOP, WINTER HAVEN, FL 33880 18 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2007
    Monthly Fee: $32
       Tax: $4,387 (2025)
    Community: Magnolia Preserve
    Single Family


    Estimated Monthly Payment: $2,151 (change assumption)
    Mortgage ($1,753) + Fees ($32) + Taxes in 2025 ($366)


    Taxes:$4,387

    Elementary School: Eagle Lake Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 3228 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881

    $379,900181 Days on yellowkey   MLS ID: TB8443346

    REDUCED by $3,000 (0.8%) on 04/23/2026

    For Sale TB8443346 - 3228 COUNTRY WALK CLUB CIR, WINTER HAVEN, FL 33881 51 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2020
    Monthly Fee: $30
       Tax: $5,440 (2024)
    Community: Country Walk/Winter Haven Ph 2
    Single Family


    Estimated Monthly Payment: $2,565 (change assumption)
    Mortgage ($2,082) + Fees ($30) + Taxes in 2024 ($453)


    Taxes:$5,440

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.