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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Beds: 4 to 4

Winter Haven - 284 properties found

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  • 1059 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $364,500147 Days on yellowkey   MLS ID: S5142551

    REDUCED by $500 (0.1%) on 06/23/2026

    For Sale S5142551 - 1059 MICHELANGELO LN, WINTER HAVEN, FL 33884 33 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: $2,375 (change assumption)
    Mortgage ($1,997) + 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


  • 4948 KAIA, WINTER HAVEN, FL 33884

    $281,900168 Days on yellowkey   MLS ID: O6370131

    REDUCED by $2,000 (0.7%) on 06/10/2026

    For Sale O6370131 - 4948 KAIA, WINTER HAVEN, FL 33884 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $203
       Tax: $3,396 (2025)
    Community: Villamar Phase 6 Pb 203 Pg 7-17 Lot 225
    Single Family


    Estimated Monthly Payment: $2,031 (change assumption)
    Mortgage ($1,545) + Fees ($203) + Taxes in 2025 ($283)


    Taxes:$3,396

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 302 STERLING DR, WINTER HAVEN, FL 33884

    $365,000Listed 06/24/2026 3:50PM   MLS ID: O6419370

    SHORT SALE O6419370 - 302 STERLING DR, WINTER HAVEN, FL 33884 0 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2460
       Built: 1994
    Monthly Fee: $24
       Tax: $2,764 (2025)
    Community: Berryhill
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,254 (change assumption)
    Mortgage ($2,000) + Fees ($24) + Taxes in 2025 ($230)


    Taxes:$2,764

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 306 TERRANOVA BLVD, WINTER HAVEN, FL 33884

    $390,0001 Day on yellowkey   MLS ID: TB8522219

    For Sale TB8522219 - 306 TERRANOVA BLVD, WINTER HAVEN, FL 33884 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2413
       Built: 2006
    Monthly Fee: $55
       Tax: $6,079 (2025)
    Community: Terranova Ph 04
    Single Family


    Estimated Monthly Payment: $2,699 (change assumption)
    Mortgage ($2,137) + Fees ($55) + Taxes in 2025 ($507)


    Taxes:$6,079

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 2323 BRASSIE CT, WINTER HAVEN, FL 33884

    $313,967252 Days on yellowkey   MLS ID: L4956626

    2 Days Off yellowkey (back on 5/21/2026)

    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


  • 1525 LEAMINGTON LN, WINTER HAVEN, FL 33884

    $299,366390 Days on yellowkey   MLS ID: L4952865

    1 Days Off yellowkey (back on 5/21/2026)

    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


  • 1871 EMILY DR, WINTER HAVEN, FL 33884

    $312,50043 Days on yellowkey   MLS ID: S5149517

    For Sale S5149517 - 1871 EMILY DR, WINTER HAVEN, FL 33884 66 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2012
       Built: 2005
    Monthly Fee: $38
       Tax: $3,862 (2025)
    Community: Emily Estates
    Single Family


    Estimated Monthly Payment: $2,072 (change assumption)
    Mortgage ($1,712) + Fees ($38) + Taxes in 2025 ($322)


    Taxes:$3,862

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 815 LAKE JESSIE DR, WINTER HAVEN, FL 33881

    $615,00040 Days on yellowkey   MLS ID: S5149974

    REDUCED by $5,000 (0.8%) on 06/24/2026

    For Sale S5149974 - 815 LAKE JESSIE DR, WINTER HAVEN, FL 33881 67 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4128
       Built: 1949   Tax: $7,136 (2025)
    Community: East View Pkwy
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,964 (change assumption)
    Mortgage ($3,370) + Taxes in 2025 ($595)


    Taxes:$7,136

    Elementary School: Auburndale Central Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 23 OAKWOOD RD, WINTER HAVEN, FL 33880

    $574,90054 Days on yellowkey   MLS ID: L4961490

    For Sale L4961490 - 23 OAKWOOD RD, WINTER HAVEN, FL 33880 65 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2125
       Built: 1994   Tax: $5,836 (2025)
    Community: N/A
    Single Family


    Estimated Monthly Payment: $3,636 (change assumption)
    Mortgage ($3,150) + Taxes in 2025 ($486)


    Taxes:$5,836

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 419 PINELLAS RD, WINTER HAVEN, FL 33884

    $399,9992 Days on yellowkey   MLS ID: TB8521750

    For Sale TB8521750 - 419 PINELLAS RD, WINTER HAVEN, FL 33884 55 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2248
       Built: 1974   Tax: $1,726 (2025)
    Community: Eloise Woods Lake Mariam Unit
    Single Family


    Estimated Monthly Payment: $2,336 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($144)


    Taxes:$1,726

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1 BROGDEN CT SE, WINTER HAVEN, FL 33880

    $799,90097 Days on yellowkey   MLS ID: L4960380

    REDUCED by $25,100 (3.0%) on 06/22/2026

    For Sale L4960380 - 1 BROGDEN CT SE, WINTER HAVEN, FL 33880 39 photos

    Bed: 4   Bath: 3.0   Gar: 5
    Liv Area Sq Ft: 3020
       Built: 2022   Tax: $9,754 (2025)
    Community: Brogden Point Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,196 (change assumption)
    Mortgage ($4,383) + Taxes in 2025 ($813)


    Taxes:$9,754

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 341 MANDOLIN LN, WINTER HAVEN, FL 33884

    $430,00018 Days on yellowkey   MLS ID: L4962452

    REDUCED by $9,000 (2.1%) on 06/24/2026

    For Sale L4962452 - 341 MANDOLIN LN, WINTER HAVEN, FL 33884 61 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2506
       Built: 2011
    Monthly Fee: $56
       Tax: $4,408 (2025)
    Community: Mandolin
    Single Family


    Estimated Monthly Payment: $2,779 (change assumption)
    Mortgage ($2,356) + Fees ($56) + Taxes in 2025 ($367)


    Taxes:$4,408

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4045 GIORGIO DR, WINTER HAVEN, FL 33884

    $300,9901 Day on yellowkey   MLS ID: O6419297

    For Sale O6419297 - 4045 GIORGIO DR, WINTER HAVEN, FL 33884 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2026
    Monthly Fee: $18
       Tax: $3,147 (2025)
    Community: Villamar Phase 6 And Phase 6D
    Single Family


    Estimated Monthly Payment: $1,929 (change assumption)
    Mortgage ($1,649) + Fees ($18) + Taxes in 2025 ($262)


    Taxes:$3,147

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 516 REGGIE RD, WINTER HAVEN, FL 33884

    $325,0001 Day on yellowkey   MLS ID: O6418177

    For Sale O6418177 - 516 REGGIE RD, WINTER HAVEN, FL 33884 56 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2024
    Monthly Fee: $16
       Tax: $7,811 (2025)
    Community: Peace Crk Reserve
    Single Family


    Estimated Monthly Payment: $2,448 (change assumption)
    Mortgage ($1,781) + Fees ($16) + Taxes in 2025 ($651)


    Taxes:$7,811

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 4663 OSTERO ST, WINTER HAVEN, FL 33884

    $279,9001 Day on yellowkey   MLS ID: O6415737

    For Sale O6415737 - 4663 OSTERO ST, WINTER HAVEN, FL 33884 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2026
    Monthly Fee: $18
       Tax: $3,035 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,805 (change assumption)
    Mortgage ($1,534) + Fees ($18) + Taxes in 2025 ($253)


    Taxes:$3,035

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 1213 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $559,90040 Days on yellowkey   MLS ID: O6408212

    REDUCED by $5,000 (0.9%) on 06/19/2026

    For Sale O6408212 - 1213 MICHELANGELO LN, WINTER HAVEN, FL 33884 13 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2894
       Built: 2022
    Monthly Fee: $76
       Tax: $4,722 (2025)
    Community: Estates/Lk Florence
    Single Family


    Estimated Monthly Payment: $3,537 (change assumption)
    Mortgage ($3,068) + Fees ($76) + Taxes in 2025 ($394)


    Taxes:$4,722

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3600 JULIUS ESTATES BLVD, WINTER HAVEN, FL 33881

    $340,000299 Days on yellowkey   MLS ID: O6339978

    For Sale O6339978 - 3600 JULIUS ESTATES BLVD, WINTER HAVEN, FL 33881 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2526
       Built: 2014
    Monthly Fee: $105
       Tax: $3,256 (2024)
    Community: Lake Smart Estates
    Single Family


    Estimated Monthly Payment: $2,239 (change assumption)
    Mortgage ($1,863) + Fees ($105) + Taxes in 2024 ($271)


    Taxes:$3,256

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 119 ALLEN AVE, WINTER HAVEN, FL 33880

    $250,000367 Days on yellowkey   MLS ID: TB8399712

    SHORT SALE TB8399712 - 119 ALLEN AVE, WINTER HAVEN, FL 33880 9 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1520
       Built: 1961   Tax: $3,776 (2024)
    Community: Jan Phyl Village
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,684 (change assumption)
    Mortgage ($1,370) + Taxes in 2024 ($315)


    Taxes:$3,776

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 605 SW SARNER PASS WAY W, WINTER HAVEN, FL 33881

    $399,000115 Days on yellowkey   MLS ID: G5108932

    REDUCED by $14,000 (3.4%) on 04/20/2026

    For Sale G5108932 - 605 SW SARNER PASS WAY W, WINTER HAVEN, FL 33881 53 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2676
       Built: 2022
    Monthly Fee: $76
       Tax: $4,782 (2025)
    Community: Lake Lucerne Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,661 (change assumption)
    Mortgage ($2,186) + Fees ($76) + Taxes in 2025 ($399)


    Taxes:$4,782

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Boone Middle


  • 528 MCKENNA DR, WINTER HAVEN, FL 33881

    $375,00050 Days on yellowkey   MLS ID: TB8505250

    For Sale TB8505250 - 528 MCKENNA DR, WINTER HAVEN, FL 33881 16 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1964
       Built: 2021
    Monthly Fee: $17
       Tax: $7,508 (2025)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $2,697 (change assumption)
    Mortgage ($2,055) + Fees ($17) + Taxes in 2025 ($626)


    Taxes:$7,508

    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.