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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Living Area Square Feet: 1500 to 1999

Winter Haven - 311 properties found

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  • 140 1ST ST, WINTER HAVEN, FL 33880

    $294,900104 Days on yellowkey   MLS ID: TB8484176

    REDUCED by $5,000 (1.7%) on 06/05/2026

    For Sale TB8484176 - 140 1ST ST, WINTER HAVEN, FL 33880 44 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1682
       Built: 2026   Tax: $292 (2025)
    Community: Leslie J A Sub
    Single Family


    Estimated Monthly Payment: $1,640 (change assumption)
    Mortgage ($1,616) + Taxes in 2025 ($24)


    Taxes:$292

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4747 MANDOLIN LOOP, WINTER HAVEN, FL 33884

    $284,900218 Days on yellowkey   MLS ID: P4937079

    0 Days Off yellowkey (back on 6/5/2026)

    REDUCED by $5,000 (1.7%) on 06/01/2026

    For Sale P4937079 - 4747 MANDOLIN LOOP, WINTER HAVEN, FL 33884 35 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1506
       Built: 2011
    Monthly Fee: $42
       Tax: $4,813 (2024)
    Community: Mandolin 02
    Single Family


    Estimated Monthly Payment: $2,004 (change assumption)
    Mortgage ($1,561) + Fees ($42) + Taxes in 2024 ($401)


    Taxes:$4,813

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 996 SUMMER GLEN DR, WINTER HAVEN, FL 33880

    $314,90021 Days on yellowkey   MLS ID: O6412843

    For Sale O6412843 - 996 SUMMER GLEN DR, WINTER HAVEN, FL 33880 16 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1851
       Built: 2019
    Monthly Fee: $25
       Tax: $3,961 (2025)
    Community: Coventry Cove Ph Il
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,081 (change assumption)
    Mortgage ($1,725) + Fees ($25) + Taxes in 2025 ($330)


    Taxes:$3,961

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 257 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881

    $287,950154 Days on yellowkey   MLS ID: P4937588

    For Sale P4937588 - 257 MEADOWBROOK BLVD, WINTER HAVEN, FL 33881 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1725
       Built: 2020
    Monthly Fee: $17
       Tax: $6,306 (2025)
    Community: Lucerne Park Reserve
    Single Family


    Estimated Monthly Payment: $2,120 (change assumption)
    Mortgage ($1,578) + Fees ($17) + Taxes in 2025 ($526)


    Taxes:$6,306

    Elementary School: Lake Alfred Elem

    High School: Haines City Senior High

    Tax Year: 2025

    Middle School: Daniel Jenkins Academy of Technology Middle


  • 688 AUGUSTA RD, WINTER HAVEN, FL 33884

    $337,000120 Days on yellowkey   MLS ID: P4937966

    For Sale P4937966 - 688 AUGUSTA RD, WINTER HAVEN, FL 33884 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1586
       Built: 1980
    Monthly Fee: $137
       Tax: $3,636 (2025)
    Community: Cypresswood Fairway Patio Homes
    Single Family


    Estimated Monthly Payment: $2,287 (change assumption)
    Mortgage ($1,847) + Fees ($137) + Taxes in 2025 ($303)


    Taxes:$3,636

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 317 AVENUE G SE, WINTER HAVEN, FL 33880

    $255,00046 Days on yellowkey   MLS ID: O6406631

    REDUCED by $10,000 (3.8%) on 06/04/2026

    For Sale O6406631 - 317 AVENUE G SE, WINTER HAVEN, FL 33880 21 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1610
       Built: 1957   Tax: $3,447 (2025)
    Community: Havencrest Add
    Single Family


    Estimated Monthly Payment: $1,684 (change assumption)
    Mortgage ($1,397) + Taxes in 2025 ($287)


    Taxes:$3,447

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1405 AVENUE H SW, WINTER HAVEN, FL 33880

    $245,00049 Days on yellowkey   MLS ID: O6403332

    REDUCED by $5,000 (2.0%) on 06/04/2026

    For Sale O6403332 - 1405 AVENUE H SW, WINTER HAVEN, FL 33880 18 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1502
       Built: 1956   Tax: $2,377 (2025)
    Community: Hanna Sub
    Single Family


    Estimated Monthly Payment: $1,541 (change assumption)
    Mortgage ($1,342) + Taxes in 2025 ($198)


    Taxes:$2,377

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 428 GLENEAGLES CT, WINTER HAVEN, FL 33884

    $289,000104 Days on yellowkey   MLS ID: L4960230

    1 Days Off yellowkey (back on 6/4/2026)

    For Sale L4960230 - 428 GLENEAGLES CT, WINTER HAVEN, FL 33884 37 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1621
       Built: 1979
    Monthly Fee: $129
       Tax: $1,717 (2025)
    Community: Cypresswood Patio Homes
    Single Family


    Estimated Monthly Payment: $1,856 (change assumption)
    Mortgage ($1,584) + Fees ($129) + Taxes in 2025 ($143)


    Taxes:$1,717

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 940 OLEANDER DR SE, WINTER HAVEN, FL 33880

    $250,000160 Days on yellowkey   MLS ID: S5141917

    For Sale S5141917 - 940 OLEANDER DR SE, WINTER HAVEN, FL 33880 26 photos

    Bed: 2   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1527
       Built: 1958   Tax: $3,326 (2025)
    Community: Cooper Estates
    Single Family


    Estimated Monthly Payment: $1,647 (change assumption)
    Mortgage ($1,370) + Taxes in 2025 ($277)


    Taxes:$3,326

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3928 GIORGIO DR, WINTER HAVEN, FL 33884

    $314,15022 Days on yellowkey   MLS ID: TB8512545

    For Sale TB8512545 - 3928 GIORGIO DR, WINTER HAVEN, FL 33884 7 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1607
       Built: 2026
    Monthly Fee: $14
       Tax: $1 (2026)
    Community: Villamar
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,735 (change assumption)
    Mortgage ($1,721) + Fees ($14) + Taxes in 2026 ($0)


    Taxes:$1

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2026

    Middle School: Denison Middle


  • 5135 KINSLEY DR, WINTER HAVEN, FL 33884

    $319,950394 Days on yellowkey   MLS ID: S5127745

    INCREASED by $4,951 (1.6%) on 05/05/2026

    For Sale S5127745 - 5135 KINSLEY DR, WINTER HAVEN, FL 33884 17 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1919
       Built: 2025
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,791 (change assumption)
    Mortgage ($1,753) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 554 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880

    $269,99957 Days on yellowkey   MLS ID: O6402516

    REDUCED by $4,001 (1.5%) on 06/03/2026

    For Sale O6402516 - 554 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1628
       Built: 2021
    Monthly Fee: $38
       Tax: $3,739 (2025)
    Community: Eagle Lndg Ph I
    Single Family


    Estimated Monthly Payment: $1,829 (change assumption)
    Mortgage ($1,479) + Fees ($38) + Taxes in 2025 ($312)


    Taxes:$3,739

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 441 SAN JOSE DR, WINTER HAVEN, FL 33884

    $275,000412 Days on yellowkey   MLS ID: P4934776

    REDUCED by $10,000 (3.5%) on 04/14/2026

    For Sale P4934776 - 441 SAN JOSE DR, WINTER HAVEN, FL 33884 37 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1843
       Built: 1984
    Monthly Fee: $5
       Tax: $1,000 (2024)
    Community: Orchid Springs Patio Homes
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,595 (change assumption)
    Mortgage ($1,507) + Fees ($5) + Taxes in 2024 ($83)


    Taxes:$1,000

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 943 SUMMER GLEN DR, WINTER HAVEN, FL 33880

    $325,00099 Days on yellowkey   MLS ID: O6386883

    For Sale O6386883 - 943 SUMMER GLEN DR, WINTER HAVEN, FL 33880 12 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1846
       Built: 2019
    Monthly Fee: $30
       Tax: $2,755 (2025)
    Community: Coventry Cove Ph Ii
    Single Family


    Estimated Monthly Payment: $2,040 (change assumption)
    Mortgage ($1,781) + Fees ($30) + Taxes in 2025 ($230)


    Taxes:$2,755

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 4140 SOPHIA BLVD, WINTER HAVEN, FL 33880

    $274,90073 Days on yellowkey   MLS ID: TB8495461

    REDUCED by $5,000 (1.8%) on 06/03/2026

    For Sale TB8495461 - 4140 SOPHIA BLVD, WINTER HAVEN, FL 33880 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1711
       Built: 2017
    Monthly Fee: $25
       Tax: $4,540 (2025)
    Community: Buckeye Ridge
    Single Family


    Estimated Monthly Payment: $1,910 (change assumption)
    Mortgage ($1,506) + Fees ($25) + Taxes in 2025 ($378)


    Taxes:$4,540

    Elementary School: Elbert Elem

    High School: Chain of Lakes Collegiate High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 3180 COUNTRY CLUB CIR, WINTER HAVEN, FL 33881

    $260,000154 Days on yellowkey   MLS ID: W7882124

    INCREASED by $10,000 (4.0%) on 05/18/2026

    SHORT SALE W7882124 - 3180 COUNTRY CLUB CIR, WINTER HAVEN, FL 33881 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1732
       Built: 2019
    Monthly Fee: $30
       Tax: $4,663 (2025)
    Community: Country Walk/Winter Haven
    Single Family


    Estimated Monthly Payment: $1,843 (change assumption)
    Mortgage ($1,425) + Fees ($30) + Taxes in 2025 ($389)


    Taxes:$4,663

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 718 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880

    $326,999211 Days on yellowkey   MLS ID: O6363455

    REDUCED by $2,001 (0.6%) on 06/03/2026

    For Sale O6363455 - 718 EAGLE LANDING BLVD, WINTER HAVEN, FL 33880 38 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 2023
    Monthly Fee: $38
       Tax: $3,912 (2024)
    Community: Eagle Landing Phase Ii
    Single Family


    Estimated Monthly Payment: $2,156 (change assumption)
    Mortgage ($1,792) + Fees ($38) + Taxes in 2024 ($326)


    Taxes:$3,912

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 22 LAKE LINK DR SE, WINTER HAVEN, FL 33884

    $339,99784 Days on yellowkey   MLS ID: O6394657

    0 Days Off yellowkey (back on 6/3/2026)

    REDUCED by $5,000 (1.4%) on 05/28/2026

    For Sale O6394657 - 22 LAKE LINK DR SE, WINTER HAVEN, FL 33884 42 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1777
       Built: 1971   Tax: $3,975 (2025)
    Community: Lake Link Estates
    Single Family


    Estimated Monthly Payment: $2,194 (change assumption)
    Mortgage ($1,863) + Taxes in 2025 ($331)


    Taxes:$3,975

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3212 ROYAL TERN DR, WINTER HAVEN, FL 33881

    $238,50023 Days on yellowkey   MLS ID: S5151131

    For Sale S5151131 - 3212 ROYAL TERN DR, WINTER HAVEN, FL 33881 17 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1725
       Built: 2020
    Monthly Fee: $12
       Tax: $5,952 (2025)
    Community: Lakeside Lndgs Ph 3
    Single Family


    Estimated Monthly Payment: $1,815 (change assumption)
    Mortgage ($1,307) + Fees ($12) + Taxes in 2025 ($496)


    Taxes:$5,952

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 310 17TH ST NE, WINTER HAVEN, FL 33881

    $300,000146 Days on yellowkey   MLS ID: L4958640

    0 Days Off yellowkey (back on 6/2/2026)

    For Sale L4958640 - 310 17TH ST NE, WINTER HAVEN, FL 33881 48 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1796
       Built: 1958   Tax: $2,575 (2025)
    Community: Lake Elbert Heights Unit 2 2Nd Replat
    Single Family


    Estimated Monthly Payment: $1,858 (change assumption)
    Mortgage ($1,644) + Taxes in 2025 ($215)


    Taxes:$2,575

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    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.