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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Winter Haven - 809 properties found

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  • 277 MARIPOSA, WINTER HAVEN, FL 33884

    $215,00062 Days on yellowkey   MLS ID: L4961311

    For Sale L4961311 - 277 MARIPOSA, WINTER HAVEN, FL 33884 42 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1142
       Built: 1977
    Monthly Fee: $5
       Tax: $2,118 (2025)
    Community: Florida Highland Co
    Single Family


    Estimated Monthly Payment: $1,360 (change assumption)
    Mortgage ($1,178) + Fees ($5) + Taxes in 2025 ($177)


    Taxes:$2,118

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2105 9TH ST NE, WINTER HAVEN, FL 33881

    $245,00086 Days on yellowkey   MLS ID: O6395140

    REDUCED by $9,900 (3.9%) on 05/21/2026

    For Sale O6395140 - 2105 9TH ST NE, WINTER HAVEN, FL 33881 33 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1042
       Built: 1967   Tax: $2,442 (2025)
    Community: Lake Idyll Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,546 (change assumption)
    Mortgage ($1,342) + Taxes in 2025 ($204)


    Taxes:$2,442

    Elementary School: Elbert Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 4048 PHOENICIAN WAY, WINTER HAVEN, FL 33884

    $435,000220 Days on yellowkey   MLS ID: O6361389

    REDUCED by $10,000 (2.2%) on 04/20/2026

    For Sale O6361389 - 4048 PHOENICIAN WAY, WINTER HAVEN, FL 33884 54 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2354
       Built: 2007
    Monthly Fee: $5
       Tax: $8,124 (2024)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $3,065 (change assumption)
    Mortgage ($2,384) + Fees ($5) + Taxes in 2024 ($677)


    Taxes:$8,124

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2371 BRASSIE CT, WINTER HAVEN, FL 33884

    $318,000106 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

    $349,900189 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


  • 511 MARCIA LOOP, WINTER HAVEN, FL 33884

    $284,900213 Days on yellowkey   MLS ID: L4957392

    For Sale L4957392 - 511 MARCIA LOOP, WINTER HAVEN, FL 33884 46 photos

    Bed: 4   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2159
       Built: 1993
    Monthly Fee: $27
       Tax: $3,345 (2025)
    Community: Crystals Landing
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $1,867 (change assumption)
    Mortgage ($1,561) + Fees ($27) + Taxes in 2025 ($279)


    Taxes:$3,345

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1854 ELOISE COVE DR, WINTER HAVEN, FL 33884

    $440,000154 Days on yellowkey   MLS ID: L4958664

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

    REDUCED by $5,000 (1.1%) on 05/19/2026

    For Sale L4958664 - 1854 ELOISE COVE DR, WINTER HAVEN, FL 33884 67 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2888
       Built: 2006
    Monthly Fee: $94
       Tax: $3,516 (2025)
    Community: Eloise Cove
    Single Family


    Estimated Monthly Payment: $2,798 (change assumption)
    Mortgage ($2,411) + Fees ($94) + Taxes in 2025 ($293)


    Taxes:$3,516

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 603 MAGGIE CIR, WINTER HAVEN, FL 33880

    $255,00033 Days on yellowkey   MLS ID: O6410507

    For Sale O6410507 - 603 MAGGIE CIR, WINTER HAVEN, FL 33880 34 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1482
       Built: 1973   Tax: $3,025 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,649 (change assumption)
    Mortgage ($1,397) + Taxes in 2025 ($252)


    Taxes:$3,025

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4130 BEDFORD AVE, WINTER HAVEN, FL 33884

    $309,90033 Days on yellowkey   MLS ID: L4962090

    For Sale L4962090 - 4130 BEDFORD AVE, WINTER HAVEN, FL 33884 61 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1819
       Built: 2006
    Monthly Fee: $485
       Tax: $1,268 (2025)
    Community: Traditions Ph 01
    Single Family


    Estimated Monthly Payment: $2,289 (change assumption)
    Mortgage ($1,698) + Fees ($485) + Taxes in 2025 ($106)


    Taxes:$1,268

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 715 GROVE ST, WINTER HAVEN, FL 33881

    $300,00098 Days on yellowkey   MLS ID: O6383497

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

    For Sale O6383497 - 715 GROVE ST, WINTER HAVEN, FL 33881 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1560
       Built: 2023
    Monthly Fee: $42
       Tax: $3,611 (2025)
    Community: Inman Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $1,987 (change assumption)
    Mortgage ($1,644) + Fees ($42) + Taxes in 2025 ($301)


    Taxes:$3,611

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 239 GOLF AIRE BLVD, WINTER HAVEN, FL 33884

    $394,000231 Days on yellowkey   MLS ID: P4936940

    REDUCED by $5,000 (1.3%) on 05/06/2026

    For Sale P4936940 - 239 GOLF AIRE BLVD, WINTER HAVEN, FL 33884 87 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2263
       Built: 1998
    Monthly Fee: $500
       Tax: $2,634 (2024)
    Community: Lake Bess Country Cc
    Single Family


    Estimated Monthly Payment: $2,878 (change assumption)
    Mortgage ($2,159) + Fees ($500) + Taxes in 2024 ($220)


    Taxes:$2,634

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 104 SANDERLING DR, WINTER HAVEN, FL 33881

    $419,00093 Days on yellowkey   MLS ID: O6392989

    REDUCED by $6,000 (1.4%) on 05/02/2026

    For Sale O6392989 - 104 SANDERLING DR, WINTER HAVEN, FL 33881 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2277
       Built: 2004
    Monthly Fee: $34
       Tax: $6,245 (2025)
    Community: Hamilton West Ph 01
    Single Family


    Estimated Monthly Payment: $2,850 (change assumption)
    Mortgage ($2,296) + Fees ($34) + Taxes in 2025 ($520)


    Taxes:$6,245

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 183 LAKE THOMAS, WINTER HAVEN, FL 33880

    $460,000128 Days on yellowkey   MLS ID: P4937839

    For Sale P4937839 - 183 LAKE THOMAS, WINTER HAVEN, FL 33880 52 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2385
       Built: 2005   Tax: $5,292 (2024)
    Community: Lake Thomas Woods Eight Add
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,961 (change assumption)
    Mortgage ($2,520) + Taxes in 2024 ($441)


    Taxes:$5,292

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 292 KRENSON BAY LOOP, WINTER HAVEN, FL 33881

    $329,90034 Days on yellowkey   MLS ID: L4962135

    For Sale L4962135 - 292 KRENSON BAY LOOP, WINTER HAVEN, FL 33881 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1820
       Built: 2024
    Monthly Fee: $58
       Tax: $3,981 (2025)
    Community: Krenson Bay
    Single Family


    Estimated Monthly Payment: $2,197 (change assumption)
    Mortgage ($1,808) + Fees ($58) + Taxes in 2025 ($332)


    Taxes:$3,981

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5110 KINSLEY DR, WINTER HAVEN, FL 33884

    $420,10434 Days on yellowkey   MLS ID: S5150452

    For Sale S5150452 - 5110 KINSLEY DR, WINTER HAVEN, FL 33884 26 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3030
       Built: 2026
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $2,340 (change assumption)
    Mortgage ($2,302) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5118 KINSLEY DR, WINTER HAVEN, FL 33884

    $418,95034 Days on yellowkey   MLS ID: S5150451

    For Sale S5150451 - 5118 KINSLEY DR, WINTER HAVEN, FL 33884 26 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3030
       Built: 2026
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $2,334 (change assumption)
    Mortgage ($2,296) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4526 RAPALLO AVE, WINTER HAVEN, FL 33884

    $330,77034 Days on yellowkey   MLS ID: L4962125

    0 Days Off yellowkey (back on 5/22/2026)

    For Sale L4962125 - 4526 RAPALLO AVE, WINTER HAVEN, FL 33884 4 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2005
       Built: 2026
    Monthly Fee: $18

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,830 (change assumption)
    Mortgage ($1,812) + Fees ($18) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 409 21ST ST SW, WINTER HAVEN, FL 33880

    $550,00035 Days on yellowkey   MLS ID: P4938761

    For Sale P4938761 - 409 21ST ST SW, WINTER HAVEN, FL 33880 53 photos

    Bed: 4   Bath: 1.0   Gar: 2
    Liv Area Sq Ft: 2322
       Built: 1926   Tax: $5,112 (2025)
    Community: West Winter Haven
    Single Family


    Estimated Monthly Payment: $3,440 (change assumption)
    Mortgage ($3,014) + Taxes in 2025 ($426)


    Taxes:$5,112

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2638 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $298,900311 Days on yellowkey   MLS ID: S5132867

    REDUCED by $1,100 (0.4%) on 05/22/2026

    SHORT SALE S5132867 - 2638 SAN MARCO WAY, WINTER HAVEN, FL 33884 23 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1707
       Built: 2023
    Monthly Fee: $17
       Tax: $5,812 (2024)
    Community: Villamar Ph Four
    Single Family


    Estimated Monthly Payment: $2,139 (change assumption)
    Mortgage ($1,638) + Fees ($17) + Taxes in 2024 ($484)


    Taxes:$5,812

    Elementary School: Chain O Lakes Elem

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5017 KAIA AVE, WINTER HAVEN, FL 33884

    $249,990258 Days on yellowkey   MLS ID: O6343014

    0 Days Off yellowkey (back on 3/19/2026)

    For Sale O6343014 - 5017 KAIA AVE, WINTER HAVEN, FL 33884 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1269
       Built: 2025
    Monthly Fee: $15
       Tax: $5,000 (2025)
    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,801 (change assumption)
    Mortgage ($1,370) + Fees ($15) + Taxes in 2025 ($417)


    Taxes:$5,000

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle






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.