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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Winter Haven - 804 properties found

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  • 381 SAN JOSE DR, WINTER HAVEN, FL 33884

    $237,50014 Days on yellowkey   MLS ID: S5151702

    For Sale S5151702 - 381 SAN JOSE DR, WINTER HAVEN, FL 33884 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1651
       Built: 1991
    Monthly Fee: $108
       Tax: $3,176 (2025)
    Community: Orchid Springs Patio Homes
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,674 (change assumption)
    Mortgage ($1,301) + Fees ($108) + Taxes in 2025 ($265)


    Taxes:$3,176

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1055 30TH ST NW, WINTER HAVEN, FL 33881

    $199,90043 Days on yellowkey   MLS ID: TB8507249

    REDUCED by $10,000 (4.8%) on 06/13/2026

    For Sale TB8507249 - 1055 30TH ST NW, WINTER HAVEN, FL 33881 13 photos

    Bed: 4   Bath: 1.0
    Liv Area Sq Ft: 1020
       Built: 1955   Tax: $1,715 (2025)
    Community: Rosewood Manor
    Single Family


    Estimated Monthly Payment: $1,238 (change assumption)
    Mortgage ($1,095) + Taxes in 2025 ($143)


    Taxes:$1,715

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2235 LAKERIDGE DR, WINTER HAVEN, FL 33881

    $300,00076 Days on yellowkey   MLS ID: P4938412

    REDUCED by $5,000 (1.6%) on 06/13/2026

    For Sale P4938412 - 2235 LAKERIDGE DR, WINTER HAVEN, FL 33881 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1893
       Built: 2015
    Monthly Fee: $65
       Tax: $2,614 (2025)
    Community: Lakeridge Estates
    Single Family


    Estimated Monthly Payment: $1,927 (change assumption)
    Mortgage ($1,644) + Fees ($65) + Taxes in 2025 ($218)


    Taxes:$2,614

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: None


  • 1508 MAJESTIC LN, WINTER HAVEN, FL 33880

    $327,50034 Days on yellowkey   MLS ID: L4962086

    For Sale L4962086 - 1508 MAJESTIC LN, WINTER HAVEN, FL 33880 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 2023
    Monthly Fee: $38
       Tax: $3,775 (2025)
    Community: Eagle Lndg Ph Ii
    Single Family


    Estimated Monthly Payment: $2,147 (change assumption)
    Mortgage ($1,794) + Fees ($38) + Taxes in 2025 ($315)


    Taxes:$3,775

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 136 LAKE RING DR, WINTER HAVEN, FL 33884

    $319,90055 Days on yellowkey   MLS ID: P4938606

    REDUCED by $5,000 (1.5%) on 05/29/2026

    For Sale P4938606 - 136 LAKE RING DR, WINTER HAVEN, FL 33884 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1728
       Built: 1975   Tax: $2,508 (2025)
    Community: Eloise Woods Lake Mariam Unit
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,962 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($209)


    Taxes:$2,508

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3426 HICKORY ST NW, WINTER HAVEN, FL 33881

    $220,00076 Days on yellowkey   MLS ID: O6398170

    REDUCED by $10,000 (4.3%) on 05/12/2026

    For Sale O6398170 - 3426 HICKORY ST NW, WINTER HAVEN, FL 33881 31 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1044
       Built: 1955   Tax: $2,004 (2025)
    Community: Biltmore Shores
    Single Family


    Estimated Monthly Payment: $1,372 (change assumption)
    Mortgage ($1,205) + Taxes in 2025 ($167)


    Taxes:$2,004

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1280 DENALI DR, WINTER HAVEN, FL 33881

    $409,000147 Days on yellowkey   MLS ID: G5107453

    INCREASED by $10,000 (2.5%) on 04/05/2026

    For Sale G5107453 - 1280 DENALI DR, WINTER HAVEN, FL 33881 32 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2566
       Built: 2024
    Monthly Fee: $92
       Tax: $6,203 (2025)
    Community: Lake Lucerne Ii
    Single Family


    Estimated Monthly Payment: $2,850 (change assumption)
    Mortgage ($2,241) + Fees ($92) + Taxes in 2025 ($517)


    Taxes:$6,203

    Elementary School: Bethune Academy

    High School: None

    Tax Year: 2025

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 5384 HOGAN LN, WINTER HAVEN, FL 33884

    $345,500346 Days on yellowkey   MLS ID: P4935506

    1 Days Off yellowkey (back on 6/13/2026)

    For Sale P4935506 - 5384 HOGAN LN, WINTER HAVEN, FL 33884 32 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1682
       Built: 2006
    Monthly Fee: $5

    Community: Lake Ashton West Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,898 (change assumption)
    Mortgage ($1,893) + Fees ($5) + Taxes in 2024 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3312 QUEENS COVE LOOP, WINTER HAVEN, FL 33880

    $319,90013 Days on yellowkey   MLS ID: L4962705

    For Sale L4962705 - 3312 QUEENS COVE LOOP, WINTER HAVEN, FL 33880 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1109
       Built: 1994
    Monthly Fee: $12
       Tax: $2,709 (2025)
    Community: Queens Cove Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $1,991 (change assumption)
    Mortgage ($1,753) + Fees ($12) + Taxes in 2025 ($226)


    Taxes:$2,709

    Elementary School: Eagle Lake Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 448 ITUNA CIR, WINTER HAVEN, FL 33881

    $318,90013 Days on yellowkey   MLS ID: L4962701

    For Sale L4962701 - 448 ITUNA CIR, WINTER HAVEN, FL 33881 4 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1744
       Built: 2026
    Monthly Fee: $50

    Community: Harbor At Lake Henry
    Single Family


    Estimated Monthly Payment: $1,797 (change assumption)
    Mortgage ($1,747) + Fees ($50) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 505 MAGGIE CIR, WINTER HAVEN, FL 33880

    $249,90037 Days on yellowkey   MLS ID: P4938744

    0 Days Off yellowkey (back on 6/12/2026)

    For Sale P4938744 - 505 MAGGIE CIR, WINTER HAVEN, FL 33880 65 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1592
       Built: 1973   Tax: $2,729 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,597 (change assumption)
    Mortgage ($1,369) + Taxes in 2025 ($227)


    Taxes:$2,729

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 614 SIDNEY CIR, WINTER HAVEN, FL 33880

    $399,99021 Days on yellowkey   MLS ID: O6413011

    For Sale O6413011 - 614 SIDNEY CIR, WINTER HAVEN, FL 33880 26 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1908
       Built: 1968   Tax: $3,517 (2025)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $2,485 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($293)


    Taxes:$3,517

    Elementary School: Sandhill Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 3006 ELM ST, WINTER HAVEN, FL 33881

    $215,00050 Days on yellowkey   MLS ID: P4938656

    For Sale P4938656 - 3006 ELM ST, WINTER HAVEN, FL 33881 34 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1172
       Built: 1955   Tax: $2,592 (2025)
    Community: Biltmore Shores
    Single Family


    Estimated Monthly Payment: $1,394 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($216)


    Taxes:$2,592

    Elementary School: Auburndale Central Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 6103 GREY HERON DR, WINTER HAVEN, FL 33881

    $295,00056 Days on yellowkey   MLS ID: O6403532

    REDUCED by $9,999 (3.3%) on 06/12/2026

    For Sale O6403532 - 6103 GREY HERON DR, WINTER HAVEN, FL 33881 13 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1828
       Built: 2018
    Monthly Fee: $15
       Tax: $5,214 (2025)
    Community: Lakeside Landings Ph 01
    Single Family


    Estimated Monthly Payment: $2,066 (change assumption)
    Mortgage ($1,616) + Fees ($15) + Taxes in 2025 ($434)


    Taxes:$5,214

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 357 RUBY LAKE LOOP, WINTER HAVEN, FL 33884

    $415,00097 Days on yellowkey   MLS ID: L4960449

    For Sale L4960449 - 357 RUBY LAKE LOOP, WINTER HAVEN, FL 33884 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2107
       Built: 1998
    Monthly Fee: $71
       Tax: $2,731 (2025)
    Community: Ruby Lake Ph 01
    Single Family


    Estimated Monthly Payment: $2,573 (change assumption)
    Mortgage ($2,274) + Fees ($71) + Taxes in 2025 ($228)


    Taxes:$2,731

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 820 AVENUE Z NW, WINTER HAVEN, FL 33881

    $197,50028 Days on yellowkey   MLS ID: S5150017

    SHORT SALE S5150017 - 820 AVENUE Z NW, WINTER HAVEN, FL 33881 1 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2082
       Built: 1925   Tax: $3,824 (2025)
    Community: Hartridge Manor
    Single Family


    Estimated Monthly Payment: $1,401 (change assumption)
    Mortgage ($1,082) + Taxes in 2025 ($319)


    Taxes:$3,824

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: None


  • 5780 LAKESIDE LANDINGS BLVD, WINTER HAVEN, FL 33881

    $315,00037 Days on yellowkey   MLS ID: P4938750

    For Sale P4938750 - 5780 LAKESIDE LANDINGS BLVD, WINTER HAVEN, FL 33881 39 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2526
       Built: 2016
    Monthly Fee: $15
       Tax: $4,656 (2025)
    Community: Lakeside Landings Ph 01
    Single Family


    Estimated Monthly Payment: $2,129 (change assumption)
    Mortgage ($1,726) + Fees ($15) + Taxes in 2025 ($388)


    Taxes:$4,656

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2968 PLANTATION RD, WINTER HAVEN, FL 33884

    $442,00097 Days on yellowkey   MLS ID: P4938120

    0 Days Off yellowkey (back on 5/30/2026)

    REDUCED by $23,000 (4.9%) on 04/23/2026

    For Sale P4938120 - 2968 PLANTATION RD, WINTER HAVEN, FL 33884 83 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2433
       Built: 1997
    Monthly Fee: $149
       Tax: $3,191 (2025)
    Community: Cypresswood Plantations
    Single Family


    Estimated Monthly Payment: $2,837 (change assumption)
    Mortgage ($2,422) + Fees ($149) + Taxes in 2025 ($266)


    Taxes:$3,191

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 780 OVERLOOK GROVE DR, WINTER HAVEN, FL 33884

    $272,50057 Days on yellowkey   MLS ID: L4960255

    REDUCED by $22,500 (7.6%) on 06/12/2026

    For Sale L4960255 - 780 OVERLOOK GROVE DR, WINTER HAVEN, FL 33884 45 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1583
       Built: 2013
    Monthly Fee: $38
       Tax: $4,294 (2025)
    Community: Overlook Rdg
    Single Family


    Estimated Monthly Payment: $1,889 (change assumption)
    Mortgage ($1,493) + Fees ($38) + Taxes in 2025 ($358)


    Taxes:$4,294

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 335 RUBY LAKE LOOP, WINTER HAVEN, FL 33884

    $484,90020 Days on yellowkey   MLS ID: L4962358

    0 Days Off yellowkey (back on 6/12/2026)

    For Sale L4962358 - 335 RUBY LAKE LOOP, WINTER HAVEN, FL 33884 66 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2406
       Built: 1999
    Monthly Fee: $71
       Tax: $3,154 (2025)
    Community: Ruby Lake Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,991 (change assumption)
    Mortgage ($2,657) + Fees ($71) + Taxes in 2025 ($263)


    Taxes:$3,154

    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.