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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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  • 615 ITUNA CIR E, WINTER HAVEN, FL 33881

    $343,800162 Days on yellowkey   MLS ID: L4958575

    INCREASED by $1,900 (0.6%) on 06/22/2026

    For Sale L4958575 - 615 ITUNA CIR E, WINTER HAVEN, FL 33881 5 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2227
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $1,934 (change assumption)
    Mortgage ($1,884) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 812 ANDREW ST, WINTER HAVEN, FL 33881

    $344,99047 Days on yellowkey   MLS ID: O6406531

    0 Days Off yellowkey (back on 6/22/2026)

    REDUCED by $5,000 (1.4%) on 06/17/2026

    For Sale O6406531 - 812 ANDREW ST, WINTER HAVEN, FL 33881 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2371
       Built: 2026
    Monthly Fee: $6
       Tax: $2,808 (2025)
    Community: Willowbrook North
    Single Family


    Estimated Monthly Payment: $2,130 (change assumption)
    Mortgage ($1,890) + Fees ($6) + Taxes in 2025 ($234)


    Taxes:$2,808

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 6194 GREY HERON DR, WINTER HAVEN, FL 33881

    $300,00042 Days on yellowkey   MLS ID: L4961808

    For Sale L4961808 - 6194 GREY HERON DR, WINTER HAVEN, FL 33881 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1711
       Built: 2018
    Monthly Fee: $15
       Tax: $5,910 (2025)
    Community: Lakeside Landings Ph 01
    Single Family


    Estimated Monthly Payment: $2,151 (change assumption)
    Mortgage ($1,644) + Fees ($15) + Taxes in 2025 ($493)


    Taxes:$5,910

    Elementary School: Lake Alfred Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: None


  • 3060 ROYAL ST, WINTER HAVEN, FL 33884

    $379,0008 Days on yellowkey   MLS ID: P4938883

    For Sale P4938883 - 3060 ROYAL ST, WINTER HAVEN, FL 33884 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1829
       Built: 2023
    Monthly Fee: $65
       Tax: $4,645 (2025)
    Community: Orleans
    Single Family


    Estimated Monthly Payment: $2,529 (change assumption)
    Mortgage ($2,077) + Fees ($65) + Taxes in 2025 ($387)


    Taxes:$4,645

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 129 MORNING GLORY CIR, WINTER HAVEN, FL 33884

    $304,99994 Days on yellowkey   MLS ID: P4938153

    INCREASED by $99 (0.0%) on 05/26/2026

    For Sale P4938153 - 129 MORNING GLORY CIR, WINTER HAVEN, FL 33884 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1888
       Built: 2002
    Monthly Fee: $52
       Tax: $3,638 (2025)
    Community: Morningside Ph 02
    Single Family


    Estimated Monthly Payment: $2,026 (change assumption)
    Mortgage ($1,671) + Fees ($52) + Taxes in 2025 ($303)


    Taxes:$3,638

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 276 TERRANOVA BLVD, WINTER HAVEN, FL 33884

    $369,99910 Days on yellowkey   MLS ID: TB8519660

    REDUCED by $5,000 (1.3%) on 06/22/2026

    For Sale TB8519660 - 276 TERRANOVA BLVD, WINTER HAVEN, FL 33884 37 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2262
       Built: 2005
    Monthly Fee: $55
       Tax: $2,996 (2025)
    Community: Terranova Ph 04
    Single Family


    Estimated Monthly Payment: $2,332 (change assumption)
    Mortgage ($2,027) + Fees ($55) + Taxes in 2025 ($250)


    Taxes:$2,996

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 509 CLAYTON CIR, WINTER HAVEN, FL 33880

    $305,000119 Days on yellowkey   MLS ID: O6385911

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

    For Sale O6385911 - 509 CLAYTON CIR, WINTER HAVEN, FL 33880 46 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1040
       Built: 1974   Tax: $2,876 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,911 (change assumption)
    Mortgage ($1,671) + Taxes in 2025 ($240)


    Taxes:$2,876

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 507 LAKE LULU DR, WINTER HAVEN, FL 33880

    $309,99942 Days on yellowkey   MLS ID: L4961910

    1 Days Off yellowkey (back on 6/22/2026)

    REDUCED by $5,000 (1.6%) on 06/08/2026

    For Sale L4961910 - 507 LAKE LULU DR, WINTER HAVEN, FL 33880 42 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1829
       Built: 1961   Tax: $4,193 (2025)
    Community: Southeast Terrace
    Single Family


    Estimated Monthly Payment: $2,048 (change assumption)
    Mortgage ($1,699) + Taxes in 2025 ($349)


    Taxes:$4,193

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3014 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881

    $309,99013 Days on yellowkey   MLS ID: R4911379

    For Sale R4911379 - 3014 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 2022
    Monthly Fee: $33
       Tax: $3,544 (2025)
    Community: Buckeye Pointe
    Single Family


    Estimated Monthly Payment: $2,027 (change assumption)
    Mortgage ($1,699) + Fees ($33) + Taxes in 2025 ($295)


    Taxes:$3,544

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1787 WHITE ELEPHANT LOOP, WINTER HAVEN, FL 33884

    $303,900460 Days on yellowkey   MLS ID: TB8364733

    For Sale TB8364733 - 1787 WHITE ELEPHANT LOOP, 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


  • 328 VAIL DR, WINTER HAVEN, FL 33884

    $330,00033 Days on yellowkey   MLS ID: TB8511866

    REDUCED by $5,000 (1.5%) on 06/16/2026

    For Sale TB8511866 - 328 VAIL DR, WINTER HAVEN, FL 33884 58 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1712
       Built: 1984
    Monthly Fee: $13
       Tax: $3,387 (2025)
    Community: Cedar Cove Ph 01
    Single Family


    Estimated Monthly Payment: $2,103 (change assumption)
    Mortgage ($1,808) + Fees ($13) + Taxes in 2025 ($282)


    Taxes:$3,387

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5331 MICKEY AVE, WINTER HAVEN, FL 33884

    $349,999234 Days on yellowkey   MLS ID: S5137804

    INCREASED by $5,000 (1.4%) on 06/11/2026

    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: $1,956 (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


  • 2783 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $312,99066 Days on yellowkey   MLS ID: O6400792

    REDUCED by $17,000 (5.2%) on 06/21/2026

    For Sale O6400792 - 2783 SAN MARCO WAY, WINTER HAVEN, FL 33884 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2298
       Built: 2025
    Monthly Fee: $18
       Tax: $3,035 (2025)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $1,986 (change assumption)
    Mortgage ($1,715) + Fees ($18) + Taxes in 2025 ($253)


    Taxes:$3,035

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2775 SAN MARCO WAY, WINTER HAVEN, FL 33884

    $319,99066 Days on yellowkey   MLS ID: O6400845

    REDUCED by $25,000 (7.2%) on 06/21/2026

    For Sale O6400845 - 2775 SAN MARCO WAY, WINTER HAVEN, FL 33884 7 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1564
       Built: 2026
    Monthly Fee: $193
       Tax: $3,035 (2025)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $2,199 (change assumption)
    Mortgage ($1,753) + Fees ($193) + Taxes in 2025 ($253)


    Taxes:$3,035

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 54 LAKE LINK CIR SE, WINTER HAVEN, FL 33884

    $349,9996 Days on yellowkey   MLS ID: L4962810

    For Sale L4962810 - 54 LAKE LINK CIR SE, WINTER HAVEN, FL 33884 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1752
       Built: 1970   Tax: $4,039 (2025)
    Community: Lake Link Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,254 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($337)


    Taxes:$4,039

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 81 DUVAL RD, WINTER HAVEN, FL 33884

    $389,90021 Days on yellowkey   MLS ID: K4903531

    1 Days Off yellowkey (back on 6/21/2026)

    For Sale K4903531 - 81 DUVAL RD, WINTER HAVEN, FL 33884 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1893
       Built: 1974   Tax: $2,879 (2025)
    Community: Eloise Woods East Lake Mariam Unit
    Single Family


    Estimated Monthly Payment: $2,376 (change assumption)
    Mortgage ($2,136) + Taxes in 2025 ($240)


    Taxes:$2,879

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 516 ALACHUA DR, WINTER HAVEN, FL 33884

    $369,0005 Days on yellowkey   MLS ID: O6416706

    For Sale O6416706 - 516 ALACHUA DR, WINTER HAVEN, FL 33884 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1699
       Built: 1973   Tax: $3,301 (2025)
    Community: Eloise Woods East Lake Mariam Unit
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,297 (change assumption)
    Mortgage ($2,022) + Taxes in 2025 ($275)


    Taxes:$3,301

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 5638 ROYAL HILLS ST, WINTER HAVEN, FL 33881

    $329,90022 Days on yellowkey   MLS ID: L4962424

    REDUCED by $10,000 (2.9%) on 06/20/2026

    For Sale L4962424 - 5638 ROYAL HILLS ST, WINTER HAVEN, FL 33881 19 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2012
       Built: 2006
    Monthly Fee: $25
       Tax: $4,064 (2025)
    Community: Royal Hills
    Single Family


    Estimated Monthly Payment: $2,171 (change assumption)
    Mortgage ($1,808) + Fees ($25) + Taxes in 2025 ($339)


    Taxes:$4,064

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Boone Middle


  • 1739 UPLAND LN, WINTER HAVEN, FL 33884

    $326,99064 Days on yellowkey   MLS ID: W7885115

    For Sale W7885115 - 1739 UPLAND LN, WINTER HAVEN, FL 33884 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1815
       Built: 2026
    Monthly Fee: $63

    Community: Ashton Covey
    Single Family


    Estimated Monthly Payment: $1,855 (change assumption)
    Mortgage ($1,792) + Fees ($63) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2026

    Middle School: McLaughlin Academy Of Excellence


  • 1726 UPLAND LN, WINTER HAVEN, FL 33884

    $386,99064 Days on yellowkey   MLS ID: W7885114

    For Sale W7885114 - 1726 UPLAND LN, WINTER HAVEN, FL 33884 21 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 2797
       Built: 2026
    Monthly Fee: $63

    Community: Ashton Covey
    Single Family


    Estimated Monthly Payment: $2,183 (change assumption)
    Mortgage ($2,120) + Fees ($63) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2026

    Middle School: McLaughlin Academy Of Excellence






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.