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Winter Haven Homes For Sale & Real Estate - 982 homes

Winter Haven homes for sale are located in Polk County, Florida. Find homes in Winter Haven for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Haven houses.

Location: Winter Haven

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  • 5780 LAKESIDE LANDINGS BLVD, WINTER HAVEN, FL 33881

    $315,00010 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


  • 2165 CASTLE PT #2165, WINTER HAVEN, FL 33880

    $155,00011 Days on yellowkey   MLS ID: S5150150

    For Sale S5150150 - 2165 CASTLE PT #2165, WINTER HAVEN, FL 33880 13 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1128
       Built: 1981
    Monthly Fee: $135
       Tax: $256 (2025)
    Community: Stonebridge
    Spa: Yes

    Condo


    Estimated Monthly Payment: $1,006 (change assumption)
    Mortgage ($849) + Fees ($135) + Taxes in 2025 ($21)


    Taxes:$256

    Elementary School: Lake Shipp Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 3304 COSTELLO CIR, WINTER HAVEN, FL 33884

    $279,00028 Days on yellowkey   MLS ID: S5148883

    4 Days Off yellowkey (back on 5/15/2026)

    For Sale S5148883 - 3304 COSTELLO CIR, WINTER HAVEN, FL 33884 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1553
       Built: 2023
    Monthly Fee: $22
       Tax: $4,644 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,938 (change assumption)
    Mortgage ($1,529) + Fees ($22) + Taxes in 2025 ($387)


    Taxes:$4,644

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 100 ALACHUA DR, WINTER HAVEN, FL 33884

    $575,00028 Days on yellowkey   MLS ID: B4902232

    For Sale B4902232 - 100 ALACHUA DR, WINTER HAVEN, FL 33884 63 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 2002
       Built: 1963   Tax: $3,744 (2025)
    Community: Eloise Woods Lake Mariam Unit
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,463 (change assumption)
    Mortgage ($3,151) + Taxes in 2025 ($312)


    Taxes:$3,744

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3334 FOX RIDGE DR, WINTER HAVEN, FL 33884

    $349,900225 Days on yellowkey   MLS ID: P4936715

    REDUCED by $12,600 (3.5%) on 05/19/2026

    For Sale P4936715 - 3334 FOX RIDGE DR, WINTER HAVEN, FL 33884 51 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1542
       Built: 1985   Tax: $2,467 (2025)
    Community: Fox Ridge Ph 01
    Single Family


    Estimated Monthly Payment: $2,123 (change assumption)
    Mortgage ($1,917) + Taxes in 2025 ($206)


    Taxes:$2,467

    Elementary School: Garden Grove Elem

    High School: None

    Tax Year: 2025

    Middle School: None


  • 283 WINTER RIDGE BLVD #283, WINTER HAVEN, FL 33881

    $147,50036 Days on yellowkey   MLS ID: L4961145

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale L4961145 - 283 WINTER RIDGE BLVD #283, WINTER HAVEN, FL 33881 23 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1073
       Built: 1994   Tax: $426 (2025)
    Community: Winter Ridge Condo
    Condo


    Estimated Monthly Payment: $844 (change assumption)
    Mortgage ($808) + Taxes in 2025 ($36)


    Taxes:$426

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2270 FIRESTONE PL, WINTER HAVEN, FL 33884

    $185,000190 Days on yellowkey   MLS ID: TB8440562

    For Sale TB8440562 - 2270 FIRESTONE PL, WINTER HAVEN, FL 33884 24 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1439
       Built: 1984
    Monthly Fee: $280
       Tax: $2,725 (2024)
    Community: Cypresswood Golf Villas Gi-4
    Villa


    Estimated Monthly Payment: $1,521 (change assumption)
    Mortgage ($1,014) + Fees ($280) + Taxes in 2024 ($227)


    Taxes:$2,725

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4 GROVE CT SE, WINTER HAVEN, FL 33884

    $429,90029 Days on yellowkey   MLS ID: O6401108

    For Sale O6401108 - 4 GROVE CT SE, WINTER HAVEN, FL 33884 49 photos

    Bed: 4   Bath: 2.5   Gar: 3
    Liv Area Sq Ft: 1983
       Built: 1977   Tax: $2,779 (2025)
    Community: Lake Winterset Acres
    Single Family


    Estimated Monthly Payment: $2,587 (change assumption)
    Mortgage ($2,356) + Taxes in 2025 ($232)


    Taxes:$2,779

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 4920 OLD LUCERNE PARK RD NE, WINTER HAVEN, FL 33881

    $295,00094 Days on yellowkey   MLS ID: P4937956

    0 Days Off yellowkey (back on 5/19/2026)

    For Sale P4937956 - 4920 OLD LUCERNE PARK RD NE, WINTER HAVEN, FL 33881 62 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 640
       Built: 1978   Tax: $2,282 (2025)
    Community: Lucerne Shores
    Single Family


    Estimated Monthly Payment: $1,807 (change assumption)
    Mortgage ($1,616) + Taxes in 2025 ($190)


    Taxes:$2,282

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3349 COSTELLO CIR, WINTER HAVEN, FL 33884

    $249,990178 Days on yellowkey   MLS ID: O6364268

    REDUCED by $1,000 (0.4%) on 04/03/2026

    For Sale O6364268 - 3349 COSTELLO CIR, WINTER HAVEN, FL 33884 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1516
       Built: 2023
    Monthly Fee: $17
       Tax: $6,563 (2024)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $1,934 (change assumption)
    Mortgage ($1,370) + Fees ($17) + Taxes in 2024 ($547)


    Taxes:$6,563

    Elementary School: Chain O Lakes Elem

    High School: None

    Tax Year: 2024

    Middle School: None


  • 136 MADERA DR, WINTER HAVEN, FL 33880

    $175,000239 Days on yellowkey   MLS ID: L4956309

    SHORT SALE L4956309 - 136 MADERA DR, WINTER HAVEN, FL 33880 19 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1448
       Built: 1996   Tax: $2,625 (2026)
    Community: Madera Park Sub
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,178 (change assumption)
    Mortgage ($959) + Taxes in 2026 ($219)


    Taxes:$2,625

    Elementary School: Wahneta Elem

    High School: Lake Region High

    Tax Year: 2026

    Middle School: Westwood Middle


  • 154 2ND STREET SW #Unit 7, WINTER HAVEN, FL 33880

    $495,00011 Days on yellowkey   MLS ID: L4961765

    For Sale L4961765 - 154 2ND STREET SW #Unit 7, WINTER HAVEN, FL 33880 25 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1640
       Built: 2015
    Monthly Fee: $550
       Tax: $5,073 (2025)
    Community: Raingarden
    Townhouse


    Estimated Monthly Payment: $3,685 (change assumption)
    Mortgage ($2,712) + Fees ($550) + Taxes in 2025 ($423)


    Taxes:$5,073

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5456 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $349,49926 Days on yellowkey   MLS ID: TB8504505

    REDUCED by $500 (0.1%) on 05/19/2026

    For Sale TB8504505 - 5456 SAN PIETRO DR, WINTER HAVEN, FL 33884 19 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2471
       Built: 2026
    Monthly Fee: $53
       Tax: $4,690 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,359 (change assumption)
    Mortgage ($1,915) + Fees ($53) + Taxes in 2025 ($391)


    Taxes:$4,690

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5460 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $319,49928 Days on yellowkey   MLS ID: TB8504154

    REDUCED by $500 (0.2%) on 05/19/2026

    For Sale TB8504154 - 5460 SAN PIETRO DR, WINTER HAVEN, FL 33884 22 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2038
       Built: 2026
    Monthly Fee: $53
       Tax: $4,690 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,194 (change assumption)
    Mortgage ($1,751) + Fees ($53) + Taxes in 2025 ($391)


    Taxes:$4,690

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5393 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $394,99929 Days on yellowkey   MLS ID: TB8503618

    REDUCED by $5,000 (1.3%) on 05/19/2026

    For Sale TB8503618 - 5393 SAN PIETRO DR, WINTER HAVEN, FL 33884 20 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3016
       Built: 2026
    Monthly Fee: $53
       Tax: $4,690 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,608 (change assumption)
    Mortgage ($2,164) + Fees ($53) + Taxes in 2025 ($391)


    Taxes:$4,690

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5381 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $334,99918 Days on yellowkey   MLS ID: TB8507171

    REDUCED by $5,000 (1.5%) on 05/19/2026

    For Sale TB8507171 - 5381 SAN PIETRO DR, WINTER HAVEN, FL 33884 1 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2226
       Built: 2026
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,113 (change assumption)
    Mortgage ($1,836) + 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


  • 5377 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $324,49918 Days on yellowkey   MLS ID: TB8507486

    REDUCED by $500 (0.2%) on 05/19/2026

    For Sale TB8507486 - 5377 SAN PIETRO DR, WINTER HAVEN, FL 33884 21 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2039
       Built: 2026
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,055 (change assumption)
    Mortgage ($1,778) + 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


  • 5373 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $364,99918 Days on yellowkey   MLS ID: TB8507170

    REDUCED by $1,446 (0.4%) on 05/19/2026

    For Sale TB8507170 - 5373 SAN PIETRO DR, WINTER HAVEN, FL 33884 22 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2471
       Built: 2026
    Monthly Fee: $53
       Tax: $2,688 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,277 (change assumption)
    Mortgage ($2,000) + 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


  • 476 SQUIRES GROVE DR, WINTER HAVEN, FL 33880

    $290,00035 Days on yellowkey   MLS ID: O6401564

    1 Days Off yellowkey (back on 5/19/2026)

    For Sale O6401564 - 476 SQUIRES GROVE DR, WINTER HAVEN, FL 33880 23 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1767
       Built: 2018
    Monthly Fee: $60
       Tax: $3,467 (2025)
    Community: Squires Grove
    Single Family


    Estimated Monthly Payment: $1,938 (change assumption)
    Mortgage ($1,589) + Fees ($60) + Taxes in 2025 ($289)


    Taxes:$3,467

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3025 SILVERADO TER, WINTER HAVEN, FL 33884

    $199,000282 Days on yellowkey   MLS ID: P4935949

    REDUCED by $36,000 (15.3%) on 05/11/2026

    SHORT SALE P4935949 - 3025 SILVERADO TER, WINTER HAVEN, FL 33884 33 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1281
       Built: 1988
    Monthly Fee: $125
       Tax: $1,918 (2024)
    Community: Cypress Pond
    Single Family


    Estimated Monthly Payment: $1,375 (change assumption)
    Mortgage ($1,090) + Fees ($125) + Taxes in 2024 ($160)


    Taxes:$1,918

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




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Winter Haven home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Winter Haven. You can use our website to view Multiple Listing Service (MLS) data on Winter Haven Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Haven listings.



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.