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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Price: $300,000 to $399,000

Winter Haven - 251 properties found

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  • 2118 EDGEWATER CIR, WINTER HAVEN, FL 33880

    $399,00065 Days on yellowkey   MLS ID: TB8480830

    REDUCED by $26,000 (6.1%) on 04/15/2026

    For Sale TB8480830 - 2118 EDGEWATER CIR, WINTER HAVEN, FL 33880 29 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2763
       Built: 2017
    Monthly Fee: $14
       Tax: $4,291 (2025)
    Community: Edgewater Manor
    Single Family


    Estimated Monthly Payment: $2,558 (change assumption)
    Mortgage ($2,186) + Fees ($14) + Taxes in 2025 ($358)


    Taxes:$4,291

    Elementary School: Chain O Lakes Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 953 CAMBRIDGE DR, WINTER HAVEN, FL 33881

    $395,00059 Days on yellowkey   MLS ID: O6386825

    For Sale O6386825 - 953 CAMBRIDGE DR, WINTER HAVEN, FL 33881 62 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2364
       Built: 2022
    Monthly Fee: $17
       Tax: $6,877 (2025)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $2,754 (change assumption)
    Mortgage ($2,164) + Fees ($17) + Taxes in 2025 ($573)


    Taxes:$6,877

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1650 NW PEARCE RD, WINTER HAVEN, FL 33881

    $345,000278 Days on yellowkey   MLS ID: L4954652

    0 Days Off yellowkey (back on 2/10/2026)

    For Sale L4954652 - 1650 NW PEARCE RD, WINTER HAVEN, FL 33881 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1421
       Built: 2025
    Community: Lake View Sub Pb 3 Pg 80
    Single Family


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


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1392 AXEL CIR, WINTER HAVEN, FL 33880

    $370,00021 Days on yellowkey   MLS ID: S5147603

    For Sale S5147603 - 1392 AXEL CIR, WINTER HAVEN, FL 33880 14 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2523
       Built: 2022
    Monthly Fee: $71
       Tax: $4,581 (2025)
    Community: Pinnacle Point
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,480 (change assumption)
    Mortgage ($2,027) + Fees ($71) + Taxes in 2025 ($382)


    Taxes:$4,581

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 3901 GIORGIO DR, WINTER HAVEN, FL 33884

    $331,26098 Days on yellowkey   MLS ID: O6375585

    INCREASED by $20 (0.0%) on 04/14/2026

    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: $2,136 (change assumption)
    Mortgage ($1,815) + 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


  • 4502 RAPALLO AVE, WINTER HAVEN, FL 33884

    $340,99021 Days on yellowkey   MLS ID: L4961043

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale L4961043 - 4502 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: $1,886 (change assumption)
    Mortgage ($1,868) + Fees ($18) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 120 GROVE BRANCH RD, WINTER HAVEN, FL 33880

    $304,900160 Days on yellowkey   MLS ID: P4937143

    For Sale P4937143 - 120 GROVE BRANCH RD, WINTER HAVEN, FL 33880 49 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1851
       Built: 2020
    Monthly Fee: $57
       Tax: $4,019 (2024)
    Community: Squires Grove
    Single Family


    Estimated Monthly Payment: $2,063 (change assumption)
    Mortgage ($1,671) + Fees ($57) + Taxes in 2024 ($335)


    Taxes:$4,019

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1228 DENALI DR, WINTER HAVEN, FL 33881

    $315,000243 Days on yellowkey   MLS ID: P4936142

    For Sale P4936142 - 1228 DENALI DR, WINTER HAVEN, FL 33881 24 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1707
       Built: 2023
    Monthly Fee: $73
       Tax: $4,208 (2024)
    Community: Lake Lucerne Ii
    Single Family


    Estimated Monthly Payment: $2,150 (change assumption)
    Mortgage ($1,726) + Fees ($73) + Taxes in 2024 ($351)


    Taxes:$4,208

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 416 CORSO LOOP, WINTER HAVEN, FL 33884

    $364,50026 Days on yellowkey   MLS ID: P4938389

    For Sale P4938389 - 416 CORSO LOOP, WINTER HAVEN, FL 33884 73 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2021
    Monthly Fee: $18
       Tax: $7,428 (2025)
    Community: Villamar Ph 1
    Single Family


    Estimated Monthly Payment: $2,634 (change assumption)
    Mortgage ($1,997) + Fees ($18) + Taxes in 2025 ($619)


    Taxes:$7,428

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Mclaughlin Middle


  • 3033 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881

    $305,000264 Days on yellowkey   MLS ID: L4955159

    For Sale L4955159 - 3033 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881 43 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2070
       Built: 2004
    Monthly Fee: $33
       Tax: $4,035 (2024)
    Community: Buckeye Pointe
    Single Family


    Estimated Monthly Payment: $2,040 (change assumption)
    Mortgage ($1,671) + Fees ($33) + Taxes in 2024 ($336)


    Taxes:$4,035

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1629 NANTUCKET WAY, WINTER HAVEN, FL 33884

    $303,90040 Days on yellowkey   MLS ID: TB8490344

    For Sale TB8490344 - 1629 NANTUCKET WAY, WINTER HAVEN, FL 33884 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1526
       Built: 2025
    Monthly Fee: $95

    Community: Peach Crossings
    Single Family


    Estimated Monthly Payment: $1,760 (change assumption)
    Mortgage ($1,665) + Fees ($95) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 1802 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884

    $344,900408 Days on yellowkey   MLS ID: TB8364884

    For Sale TB8364884 - 1802 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884 20 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1863
       Built: 2025
    Monthly Fee: $95

    Community: Peach Crossings
    Single Family


    Estimated Monthly Payment: $1,985 (change assumption)
    Mortgage ($1,890) + Fees ($95) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 814 SUN BURST RD, WINTER HAVEN, FL 33880

    $329,00047 Days on yellowkey   MLS ID: S5145959

    5 Days Off yellowkey (back on 4/13/2026)

    For Sale S5145959 - 814 SUN BURST RD, WINTER HAVEN, FL 33880 49 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2023
    Monthly Fee: $47
       Tax: $6,036 (2025)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $2,353 (change assumption)
    Mortgage ($1,803) + Fees ($47) + Taxes in 2025 ($503)


    Taxes:$6,036

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5323 MICKEY AVE, WINTER HAVEN, FL 33884

    $329,999263 Days on yellowkey   MLS ID: S5132794

    INCREASED by $5,000 (1.5%) on 04/13/2026

    For Sale S5132794 - 5323 MICKEY AVE, WINTER HAVEN, FL 33884 20 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2050
       Built: 2025
    Monthly Fee: $3

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,811 (change assumption)
    Mortgage ($1,808) + Fees ($3) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4494 RAPALLO AVE, WINTER HAVEN, FL 33884

    $316,90039 Days on yellowkey   MLS ID: L4960627

    1 Days Off yellowkey (back on 4/13/2026)

    For Sale L4960627 - 4494 RAPALLO AVE, WINTER HAVEN, FL 33884 22 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: $1,754 (change assumption)
    Mortgage ($1,736) + Fees ($18) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 551 LAKE SMART BLVD, WINTER HAVEN, FL 33881

    $359,90035 Days on yellowkey   MLS ID: S5146731

    For Sale S5146731 - 551 LAKE SMART BLVD, WINTER HAVEN, FL 33881 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1936
       Built: 2020
    Monthly Fee: $50
       Tax: $4,211 (2025)
    Community: Lake Smart Pointe
    Single Family


    Estimated Monthly Payment: $2,373 (change assumption)
    Mortgage ($1,972) + Fees ($50) + Taxes in 2025 ($351)


    Taxes:$4,211

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1301 EVALYN DR SE, WINTER HAVEN, FL 33880

    $300,000122 Days on yellowkey   MLS ID: L4957933

    For Sale L4957933 - 1301 EVALYN DR SE, WINTER HAVEN, FL 33880 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1817
       Built: 1954   Tax: $3,748 (2025)
    Community: Elbert Hills
    Single Family


    Estimated Monthly Payment: $1,956 (change assumption)
    Mortgage ($1,644) + Taxes in 2025 ($312)


    Taxes:$3,748

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5389 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $354,99961 Days on yellowkey   MLS ID: TB8482823

    0 Days Off yellowkey (back on 3/23/2026)

    For Sale TB8482823 - 5389 SAN PIETRO DR, WINTER HAVEN, FL 33884 25 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2025
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,222 (change assumption)
    Mortgage ($1,945) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,688

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 232 COLLEGE GROVE CIR NE, WINTER HAVEN, FL 33881

    $350,00027 Days on yellowkey   MLS ID: L4960890

    For Sale L4960890 - 232 COLLEGE GROVE CIR NE, WINTER HAVEN, FL 33881 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2087
       Built: 1985   Tax: $2,372 (2025)
    Community: College Grove Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,115 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($198)


    Taxes:$2,372

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 2733 ATTWATER LOOP, WINTER HAVEN, FL 33884

    $359,500115 Days on yellowkey   MLS ID: P4937444

    For Sale P4937444 - 2733 ATTWATER LOOP, WINTER HAVEN, FL 33884 57 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2032
       Built: 2018
    Monthly Fee: $485
       Tax: $2,824 (2025)
    Community: Traditions Ph 02
    Single Family


    Estimated Monthly Payment: $2,690 (change assumption)
    Mortgage ($1,970) + Fees ($485) + Taxes in 2025 ($235)


    Taxes:$2,824

    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.