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Winter Haven Homes For Sale & Real Estate - 1003 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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  • 3050 CRUMP RD, WINTER HAVEN, FL 33881

    $769,000131 Days on yellowkey   MLS ID: L4959091

    REDUCED by $10,000 (1.3%) on 06/01/2026

    For Sale L4959091 - 3050 CRUMP RD, WINTER HAVEN, FL 33881 98 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2397
       Built: 1982   Tax: $10,845 (2025)
    Community: Magnolia Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,117 (change assumption)
    Mortgage ($4,214) + Taxes in 2025 ($904)


    Taxes:$10,845

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3875 OSPREY POINTE CIR, WINTER HAVEN, FL 33884

    $285,00013 Days on yellowkey   MLS ID: O6411657

    For Sale O6411657 - 3875 OSPREY POINTE CIR, WINTER HAVEN, FL 33884 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1729
       Built: 2006
    Monthly Fee: $210
       Tax: $3,700 (2026)
    Community: Osprey Pointe
    Single Family


    Estimated Monthly Payment: $2,080 (change assumption)
    Mortgage ($1,562) + Fees ($210) + Taxes in 2026 ($308)


    Taxes:$3,700

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2026

    Middle School: Denison Middle


  • 136 MADERA DR, WINTER HAVEN, FL 33880

    $175,000254 Days on yellowkey   MLS ID: L4956309

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

    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


  • 1212 W LAKE BUCKEYE DR, WINTER HAVEN, FL 33881

    $375,00038 Days on yellowkey   MLS ID: L4961610

    1 Days Off yellowkey (back on 5/20/2026)

    For Sale L4961610 - 1212 W LAKE BUCKEYE DR, WINTER HAVEN, FL 33881 41 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2395
       Built: 1962   Tax: $1,991 (2025)
    Community: Buckeye Hills
    Single Family


    Estimated Monthly Payment: $2,221 (change assumption)
    Mortgage ($2,055) + Taxes in 2025 ($166)


    Taxes:$1,991

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 503 HOLT CIR, WINTER HAVEN, FL 33880

    $185,000399 Days on yellowkey   MLS ID: TB8384455

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

    SHORT SALE TB8384455 - 503 HOLT CIR, WINTER HAVEN, FL 33880 70 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1305
       Built: 1974   Tax: $2,956 (2024)
    Community: Jan Phyl Village
    Single Family


    Estimated Monthly Payment: $1,260 (change assumption)
    Mortgage ($1,014) + Taxes in 2024 ($246)


    Taxes:$2,956

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Westwood Middle


  • 1144 HIGH SEAS ST, WINTER HAVEN, FL 33880

    $319,000200 Days on yellowkey   MLS ID: B4902112

    For Sale B4902112 - 1144 HIGH SEAS ST, WINTER HAVEN, FL 33880 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1716
       Built: 2016
    Monthly Fee: $68
       Tax: $1,443 (2024)
    Community: Shores At Lake Sears
    Single Family


    Estimated Monthly Payment: $1,936 (change assumption)
    Mortgage ($1,748) + Fees ($68) + Taxes in 2024 ($120)


    Taxes:$1,443

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Westwood Middle


  • 2642 RUTLEDGE CT, WINTER HAVEN, FL 33884

    $179,90075 Days on yellowkey   MLS ID: A4688023

    REDUCED by $10,000 (5.3%) on 06/01/2026

    For Sale A4688023 - 2642 RUTLEDGE CT, WINTER HAVEN, FL 33884 6 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1419
       Built: 2006   Tax: $1,794 (2024)
    Community: Traditions Ph 01
    Townhouse


    Estimated Monthly Payment: $1,135 (change assumption)
    Mortgage ($986) + Taxes in 2024 ($149)


    Taxes:$1,794

    Elementary School: Chain O Lakes Elem

    High School: None

    Tax Year: 2024

    Middle School: McLaughlin Academy Of Excellence


  • 5352 NICKLAUS DR, WINTER HAVEN, FL 33884

    $319,90073 Days on yellowkey   MLS ID: L4960750

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

    REDUCED by $10,000 (3.0%) on 05/21/2026

    For Sale L4960750 - 5352 NICKLAUS DR, WINTER HAVEN, FL 33884 66 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2354
       Built: 2007
    Monthly Fee: $5
       Tax: $5,617 (2025)
    Community: Lake Ashton West Ph 01
    Single Family


    Estimated Monthly Payment: $2,226 (change assumption)
    Mortgage ($1,753) + Fees ($5) + Taxes in 2025 ($468)


    Taxes:$5,617

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 769 AVENUE Q SE, WINTER HAVEN, FL 33880

    $199,500105 Days on yellowkey   MLS ID: L4959823

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

    For Sale L4959823 - 769 AVENUE Q SE, WINTER HAVEN, FL 33880 26 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 960
       Built: 1969
    Monthly Fee: $110
       Tax: $1,783 (2025)
    Community: Parkland Village
    Single Family


    Estimated Monthly Payment: $1,352 (change assumption)
    Mortgage ($1,093) + Fees ($110) + Taxes in 2025 ($149)


    Taxes:$1,783

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 446 TERRANOVA ST, WINTER HAVEN, FL 33884

    $419,900110 Days on yellowkey   MLS ID: P4937910

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

    REDUCED by $5,100 (1.2%) on 05/12/2026

    For Sale P4937910 - 446 TERRANOVA ST, WINTER HAVEN, FL 33884 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2121
       Built: 2004
    Monthly Fee: $55
       Tax: $2,816 (2025)
    Community: Terranova Ph 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,590 (change assumption)
    Mortgage ($2,301) + Fees ($55) + Taxes in 2025 ($235)


    Taxes:$2,816

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 3971 CYPRESS LNDG W, WINTER HAVEN, FL 33884

    $289,90056 Days on yellowkey   MLS ID: L4961184

    For Sale L4961184 - 3971 CYPRESS LNDG W, WINTER HAVEN, FL 33884 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1674
       Built: 1987
    Monthly Fee: $83
       Tax: $1,477 (2025)
    Community: Cypress Landing Ph 02
    Single Family


    Estimated Monthly Payment: $1,795 (change assumption)
    Mortgage ($1,588) + Fees ($83) + Taxes in 2025 ($123)


    Taxes:$1,477

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5307 MICKEY AVE, WINTER HAVEN, FL 33884

    $329,99985 Days on yellowkey   MLS ID: S5146225

    2 Days Off yellowkey (back on 3/30/2026)

    For Sale S5146225 - 5307 MICKEY AVE, WINTER HAVEN, FL 33884 19 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2077
       Built: 2026
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $1,846 (change assumption)
    Mortgage ($1,808) + Fees ($38) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 5122 KINSLEY DR, WINTER HAVEN, FL 33884

    $422,948127 Days on yellowkey   MLS ID: S5143312

    2 Days Off yellowkey (back on 4/2/2026)

    For Sale S5143312 - 5122 KINSLEY DR, WINTER HAVEN, FL 33884 21 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3030
       Built: 2026
    Monthly Fee: $38

    Community: Seasons At Annabelle Estates
    Single Family


    Estimated Monthly Payment: $2,355 (change assumption)
    Mortgage ($2,317) + Fees ($38) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 802 MARCIA LOOP, WINTER HAVEN, FL 33884

    $349,900107 Days on yellowkey   MLS ID: P4937120

    REDUCED by $10,000 (2.8%) on 06/01/2026

    For Sale P4937120 - 802 MARCIA LOOP, WINTER HAVEN, FL 33884 48 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1539
       Built: 2003
    Monthly Fee: $27
       Tax: $2,905 (2024)
    Community: Crystals Landing
    Single Family


    Estimated Monthly Payment: $2,186 (change assumption)
    Mortgage ($1,917) + Fees ($27) + Taxes in 2024 ($242)


    Taxes:$2,905

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 390 16TH ST NE, WINTER HAVEN, FL 33881

    $238,900115 Days on yellowkey   MLS ID: P4937879

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

    REDUCED by $1,000 (0.4%) on 04/07/2026

    For Sale P4937879 - 390 16TH ST NE, WINTER HAVEN, FL 33881 25 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2178
       Built: 1959   Tax: $3,631 (2025)
    Community: Lake Elbert Heights Unit 02 02 Rep
    Single Family


    Estimated Monthly Payment: $1,612 (change assumption)
    Mortgage ($1,309) + Taxes in 2025 ($303)


    Taxes:$3,631

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 700 MIRROR TER NW #507, WINTER HAVEN, FL 33881

    $164,90015 Days on yellowkey   MLS ID: B4902266

    For Sale B4902266 - 700 MIRROR TER NW #507, WINTER HAVEN, FL 33881 40 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1351
       Built: 1970
    Monthly Fee: $750
       Tax: $1,254 (2025)
    Community: Spring Lake Towers
    Condo


    Estimated Monthly Payment: $1,758 (change assumption)
    Mortgage ($904) + Fees ($750) + Taxes in 2025 ($105)


    Taxes:$1,254

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 231 AVENUE A NE, WINTER HAVEN, FL 33881

    $195,00064 Days on yellowkey   MLS ID: L4960914

    REDUCED by $15,000 (7.1%) on 06/01/2026

    For Sale L4960914 - 231 AVENUE A NE, WINTER HAVEN, FL 33881 11 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1144
       Built: 1920   Tax: $2,944 (2025)
    Community: Winter Haven Heights
    Single Family


    Estimated Monthly Payment: $1,314 (change assumption)
    Mortgage ($1,068) + Taxes in 2025 ($245)


    Taxes:$2,944

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1117 MICHELANGELO LN, WINTER HAVEN, FL 33884

    $384,90086 Days on yellowkey   MLS ID: O6392049

    REDUCED by $5,100 (1.3%) on 06/01/2026

    For Sale O6392049 - 1117 MICHELANGELO LN, WINTER HAVEN, FL 33884 71 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2626
       Built: 2023
    Monthly Fee: $89
       Tax: $4,323 (2025)
    Community: Estates/Lk Florence
    Single Family


    Estimated Monthly Payment: $2,558 (change assumption)
    Mortgage ($2,109) + Fees ($89) + Taxes in 2025 ($360)


    Taxes:$4,323

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 306 EAGLE POND DR, WINTER HAVEN, FL 33884

    $211,00029 Days on yellowkey   MLS ID: TB8509154

    For Sale TB8509154 - 306 EAGLE POND DR, WINTER HAVEN, FL 33884 27 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1017
       Built: 2009
    Monthly Fee: $375
       Tax: $1,112 (2025)
    Community: Eagle Pond Condo
    Condo


    Estimated Monthly Payment: $1,624 (change assumption)
    Mortgage ($1,156) + Fees ($375) + Taxes in 2025 ($93)


    Taxes:$1,112

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 1550 11TH ST NE #F2, WINTER HAVEN, FL 33881

    $119,000254 Days on yellowkey   MLS ID: L4956165

    REDUCED by $1,000 (0.8%) on 06/01/2026

    For Sale L4956165 - 1550 11TH ST NE #F2, WINTER HAVEN, FL 33881 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1148
       Built: 1976   Tax: $2,376 (2024)
    Community: Lake Buckeye Condo
    Condo


    Estimated Monthly Payment: $850 (change assumption)
    Mortgage ($652) + Taxes in 2024 ($198)


    Taxes:$2,376

    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.