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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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  • 5452 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $349,99989 Days on yellowkey   MLS ID: TB8491409

    0 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $10,000 (2.8%) on 04/21/2026

    For Sale TB8491409 - 5452 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: $2,689 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,195 (change assumption)
    Mortgage ($1,918) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,689

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5457 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $359,99989 Days on yellowkey   MLS ID: TB8491423

    0 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $5,000 (1.4%) on 04/21/2026

    For Sale TB8491423 - 5457 SAN PIETRO DR, WINTER HAVEN, FL 33884 26 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2025
    Monthly Fee: $53
       Tax: $2,689 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,250 (change assumption)
    Mortgage ($1,973) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,689

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 202 SAINT LUCIE RD, WINTER HAVEN, FL 33884

    $328,99962 Days on yellowkey   MLS ID: L4961340

    For Sale L4961340 - 202 SAINT LUCIE RD, WINTER HAVEN, FL 33884 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1764
       Built: 1973   Tax: $3,069 (2025)
    Community: Eloise Woods East Lake Mariam Unit
    Single Family


    Estimated Monthly Payment: $2,058 (change assumption)
    Mortgage ($1,803) + Taxes in 2025 ($256)


    Taxes:$3,069

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 920 GOTTHARD PASS DR, WINTER HAVEN, FL 33881

    $394,999154 Days on yellowkey   MLS ID: S5142092

    For Sale S5142092 - 920 GOTTHARD PASS DR, WINTER HAVEN, FL 33881 55 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2654
       Built: 2021   Tax: $5,532 (2025)
    Community: Lake Lucerne Ph 5
    Single Family


    Estimated Monthly Payment: $2,625 (change assumption)
    Mortgage ($2,164) + Taxes in 2025 ($461)


    Taxes:$5,532

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Boone Middle


  • 1325 DIEGO TER, WINTER HAVEN, FL 33884

    $310,000191 Days on yellowkey   MLS ID: O6367451

    For Sale O6367451 - 1325 DIEGO TER, WINTER HAVEN, FL 33884 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1933
       Built: 2024
    Monthly Fee: $16
       Tax: $6,300 (2025)
    Community: Peace Creek Reserve 40'S
    Single Family


    Estimated Monthly Payment: $2,240 (change assumption)
    Mortgage ($1,699) + Fees ($16) + Taxes in 2025 ($525)


    Taxes:$6,300

    Elementary School: Wahneta Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 3142 WHISPERING TRAILS ST, WINTER HAVEN, FL 33884

    $370,000117 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


  • 804 ANDREW ST, WINTER HAVEN, FL 33881

    $339,99086 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


  • 1347 OAKMONT DR, WINTER HAVEN, FL 33884

    $384,90094 Days on yellowkey   MLS ID: L4960249

    For Sale L4960249 - 1347 OAKMONT DR, WINTER HAVEN, FL 33884 47 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1712
       Built: 2020
    Monthly Fee: $5
       Tax: $3,921 (2025)
    Community: Lake Ashton West Ph 2 South
    Single Family


    Estimated Monthly Payment: $2,441 (change assumption)
    Mortgage ($2,109) + Fees ($5) + Taxes in 2025 ($327)


    Taxes:$3,921

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 112 PAINE DR, WINTER HAVEN, FL 33884

    $315,000199 Days on yellowkey   MLS ID: L4957763

    REDUCED by $35,000 (10.0%) on 04/21/2026

    For Sale L4957763 - 112 PAINE DR, WINTER HAVEN, FL 33884 36 photos

    Bed: 5   Bath: 2.0
    Liv Area Sq Ft: 2078
       Built: 1965   Tax: $3,343 (2024)
    Community: Fla Highlands Co Sub
    Single Family


    Estimated Monthly Payment: $2,005 (change assumption)
    Mortgage ($1,726) + Taxes in 2024 ($279)


    Taxes:$3,343

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 3890 BEDFORD AVE, WINTER HAVEN, FL 33884

    $395,00067 Days on yellowkey   MLS ID: L4961088

    For Sale L4961088 - 3890 BEDFORD AVE, WINTER HAVEN, FL 33884 68 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2322
       Built: 2019
    Monthly Fee: $485
       Tax: $5,156 (2025)
    Community: Traditions Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,079 (change assumption)
    Mortgage ($2,164) + Fees ($485) + Taxes in 2025 ($430)


    Taxes:$5,156

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4495 MANDOLIN BLVD, WINTER HAVEN, FL 33884

    $335,000134 Days on yellowkey   MLS ID: R4910695

    REDUCED by $20,000 (5.6%) on 04/16/2026

    For Sale R4910695 - 4495 MANDOLIN BLVD, WINTER HAVEN, FL 33884 47 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1903
       Built: 2011
    Monthly Fee: $56
       Tax: $2,554 (2025)
    Community: Mandolin
    Single Family


    Estimated Monthly Payment: $2,104 (change assumption)
    Mortgage ($1,836) + Fees ($56) + Taxes in 2025 ($213)


    Taxes:$2,554

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 821 SUN BURST RD, WINTER HAVEN, FL 33880

    $360,000653 Days on yellowkey   MLS ID: O6239172

    For Sale O6239172 - 821 SUN BURST RD, WINTER HAVEN, FL 33880 86 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2601
       Built: 2022
    Monthly Fee: $48
       Tax: $838 (2023)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $2,090 (change assumption)
    Mortgage ($1,973) + Fees ($48) + Taxes in 2023 ($70)


    Taxes:$838

    Elementary School: None

    High School: None

    Tax Year: 2023

    Middle School: None


  • 1392 AXEL CIR, WINTER HAVEN, FL 33880

    $370,00072 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


  • 1301 EVALYN DR SE, WINTER HAVEN, FL 33880

    $300,000173 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


  • 2733 ATTWATER LOOP, WINTER HAVEN, FL 33884

    $359,500166 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


  • 2800 SUNSET DR NW, WINTER HAVEN, FL 33881

    $349,000370 Days on yellowkey   MLS ID: P4935252

    For Sale P4935252 - 2800 SUNSET DR NW, WINTER HAVEN, FL 33881 52 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1536
       Built: 1972   Tax: $1,432 (2024)
    Community: Idylwild Heights
    Single Family


    Estimated Monthly Payment: $2,032 (change assumption)
    Mortgage ($1,912) + Taxes in 2024 ($119)


    Taxes:$1,432

    Elementary School: Walter Caldwell Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Westwood Middle


  • 974 LUNAR LN, WINTER HAVEN, FL 33884

    $339,506338 Days on yellowkey   MLS ID: R4909641

    5 Days Off yellowkey (back on 3/31/2026)

    For Sale R4909641 - 974 LUNAR LN, WINTER HAVEN, FL 33884 1 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1816
       Built: 2025
    Monthly Fee: $63

    Community: Crescent Pointe
    Single Family


    Estimated Monthly Payment: $1,923 (change assumption)
    Mortgage ($1,860) + Fees ($63) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Mclaughlin Middle


  • 5163 KINSLEY DR, WINTER HAVEN, FL 33884

    $339,999345 Days on yellowkey   MLS ID: S5130838

    For Sale S5130838 - 5163 KINSLEY DR, WINTER HAVEN, FL 33884 19 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2077
       Built: 2025
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,901 (change assumption)
    Mortgage ($1,863) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1509 COVEY RISE TER, WINTER HAVEN, FL 33884

    $357,83599 Days on yellowkey   MLS ID: W7883981

    4 Days Off yellowkey (back on 3/26/2026)

    For Sale W7883981 - 1509 COVEY RISE TER, WINTER HAVEN, FL 33884 22 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2021
       Built: 2026
    Community: Ashton Covey
    Single Family


    Estimated Monthly Payment: $1,961 (change assumption)
    Mortgage ($1,961)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1114 BRIMSTONE CIR, WINTER HAVEN, FL 33884

    $399,00091 Days on yellowkey   MLS ID: O6392519

    For Sale O6392519 - 1114 BRIMSTONE CIR, WINTER HAVEN, FL 33884 47 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2476
       Built: 2024
    Community: Harmony/Lk Eloise Ph 1
    Single Family


    Estimated Monthly Payment: $2,186 (change assumption)
    Mortgage ($2,186)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    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.