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Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Winter Haven - 809 properties found

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  • 3151 LAUREL OAK LN, WINTER HAVEN, FL 33884

    $346,55552 Days on yellowkey   MLS ID: L4961605

    For Sale L4961605 - 3151 LAUREL OAK LN, WINTER HAVEN, FL 33884 4 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2029
       Built: 2026
    Monthly Fee: $18

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,917 (change assumption)
    Mortgage ($1,899) + Fees ($18) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5121 SYLAS JAX AVE, WINTER HAVEN, FL 33884

    $308,17052 Days on yellowkey   MLS ID: L4961604

    For Sale L4961604 - 5121 SYLAS JAX AVE, WINTER HAVEN, FL 33884 13 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1568
       Built: 2026
    Monthly Fee: $18

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,707 (change assumption)
    Mortgage ($1,689) + Fees ($18) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 273 HAYLEY ST, WINTER HAVEN, FL 33884

    $240,000153 Days on yellowkey   MLS ID: O6375357

    5 Days Off yellowkey (back on 5/3/2026)

    SHORT SALE O6375357 - 273 HAYLEY ST, WINTER HAVEN, FL 33884 14 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1432
       Built: 2024
    Monthly Fee: $16
       Tax: $6,815 (2025)
    Community: Peace Crk Reserve
    Single Family


    Estimated Monthly Payment: $1,899 (change assumption)
    Mortgage ($1,315) + Fees ($16) + Taxes in 2025 ($568)


    Taxes:$6,815

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2 CASARENA CT, WINTER HAVEN, FL 33881

    $320,000149 Days on yellowkey   MLS ID: L4958770

    For Sale L4958770 - 2 CASARENA CT, WINTER HAVEN, FL 33881 44 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2377
       Built: 1983
    Monthly Fee: $310
       Tax: $5,755 (2025)
    Community: Casarena On Lakes
    Single Family


    Estimated Monthly Payment: $2,543 (change assumption)
    Mortgage ($1,753) + Fees ($310) + Taxes in 2025 ($480)


    Taxes:$5,755

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 740 SQUIRES GROVE DR, WINTER HAVEN, FL 33880

    $364,990124 Days on yellowkey   MLS ID: S5144206

    REDUCED by $5,000 (1.4%) on 05/02/2026

    For Sale S5144206 - 740 SQUIRES GROVE DR, WINTER HAVEN, FL 33880 35 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2616
       Built: 2022
    Monthly Fee: $64
       Tax: $5,142 (2025)
    Community: Squires Grove Ph 2
    Single Family


    Estimated Monthly Payment: $2,492 (change assumption)
    Mortgage ($2,000) + Fees ($64) + Taxes in 2025 ($429)


    Taxes:$5,142

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2925 DAYTON DR, WINTER HAVEN, FL 33884

    $284,500188 Days on yellowkey   MLS ID: P4937324

    For Sale P4937324 - 2925 DAYTON DR, WINTER HAVEN, FL 33884 54 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2109
       Built: 2006
    Monthly Fee: $485
       Tax: $2,954 (2025)
    Community: Traditions Ph 01
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,290 (change assumption)
    Mortgage ($1,559) + Fees ($485) + Taxes in 2025 ($246)


    Taxes:$2,954

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6010 NAVONA WAY, WINTER HAVEN, FL 33884

    $279,99991 Days on yellowkey   MLS ID: TB8490929

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

    REDUCED by $20,000 (6.7%) on 04/21/2026

    For Sale TB8490929 - 6010 NAVONA WAY, WINTER HAVEN, FL 33884 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1615
       Built: 2025
    Monthly Fee: $53
       Tax: $2,689 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $1,811 (change assumption)
    Mortgage ($1,534) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,689

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • WINTER HAVEN, FL 33880

    $390,000244 Days on yellowkey   MLS ID: TB8441385

    REDUCED by $9,500 (2.4%) on 04/22/2026

    SHORT SALE TB8441385 - WINTER HAVEN, FL 33880 13 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2242
       Built: 2007
    Monthly Fee: $15
       Tax: $3,305 (2024)
    Community: Ridge Acres Ph Ii
    Single Family


    Estimated Monthly Payment: $2,427 (change assumption)
    Mortgage ($2,137) + Fees ($15) + Taxes in 2024 ($275)


    Taxes:$3,305

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1665 TEAGAN LN, WINTER HAVEN, FL 33884

    $210,00056 Days on yellowkey   MLS ID: S5148760

    For Sale S5148760 - 1665 TEAGAN LN, WINTER HAVEN, FL 33884 14 photos

    Bed: 3   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1060
       Built: 2024
    Monthly Fee: $78
       Tax: $5,853 (2025)
    Community: Peace Crk Reserve
    Single Family


    Estimated Monthly Payment: $1,716 (change assumption)
    Mortgage ($1,151) + Fees ($78) + Taxes in 2025 ($488)


    Taxes:$5,853

    Elementary School: Wahneta Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 811 22ND ST NW, WINTER HAVEN, FL 33881

    $269,99057 Days on yellowkey   MLS ID: S5148769

    For Sale S5148769 - 811 22ND ST NW, WINTER HAVEN, FL 33881 39 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1408
       Built: 1953   Tax: $4,020 (2025)
    Community: Hutton Rep
    Single Family


    Estimated Monthly Payment: $1,814 (change assumption)
    Mortgage ($1,479) + Taxes in 2025 ($335)


    Taxes:$4,020

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 306 PALMETTO AVE NW, WINTER HAVEN, FL 33881

    $179,00063 Days on yellowkey   MLS ID: O6401595

    For Sale O6401595 - 306 PALMETTO AVE NW, WINTER HAVEN, FL 33881 14 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 768
       Built: 1937   Tax: $2,665 (2025)
    Community: Harrington A B Sub
    Single Family


    Estimated Monthly Payment: $1,203 (change assumption)
    Mortgage ($981) + Taxes in 2025 ($222)


    Taxes:$2,665

    Elementary School: Frank E. Brigham Academy

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 2117 RIVER HAWK LOOP, WINTER HAVEN, FL 33880

    $335,00062 Days on yellowkey   MLS ID: S5148367

    0 Days Off yellowkey (back on 4/25/2026)

    For Sale S5148367 - 2117 RIVER HAWK LOOP, WINTER HAVEN, FL 33880 1 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1605
       Built: 2026
    Monthly Fee: $98
       Tax: $228 (2025)
    Community: Residences At Winter Haven
    Single Family


    Estimated Monthly Payment: $1,953 (change assumption)
    Mortgage ($1,836) + Fees ($98) + Taxes in 2025 ($19)


    Taxes:$228

    Elementary School: Lake Shipp Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Westwood Middle


  • 6165 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884

    $469,000206 Days on yellowkey   MLS ID: P4937082

    1 Days Off yellowkey (back on 4/30/2026)

    For Sale P4937082 - 6165 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884 99 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2045
       Built: 2019
    Monthly Fee: $5
       Tax: $4,742 (2025)
    Community: Lake Ashton West Ph Ii North
    Single Family


    Estimated Monthly Payment: $2,970 (change assumption)
    Mortgage ($2,570) + Fees ($5) + Taxes in 2025 ($395)


    Taxes:$4,742

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2964 PLANTATION RD, WINTER HAVEN, FL 33884

    $579,900252 Days on yellowkey   MLS ID: O6352519

    REDUCED by $20,000 (3.3%) on 04/30/2026

    For Sale O6352519 - 2964 PLANTATION RD, WINTER HAVEN, FL 33884 42 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3614
       Built: 1989
    Monthly Fee: $137
       Tax: $618 (2024)
    Community: Cypresswood Plantations
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,366 (change assumption)
    Mortgage ($3,177) + Fees ($137) + Taxes in 2024 ($52)


    Taxes:$618

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3865 OSPREY POINTE CIR, WINTER HAVEN, FL 33884

    $255,000171 Days on yellowkey   MLS ID: S5141071

    REDUCED by $10,000 (3.8%) on 04/29/2026

    For Sale S5141071 - 3865 OSPREY POINTE CIR, WINTER HAVEN, FL 33884 38 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1603
       Built: 2006
    Monthly Fee: $210
       Tax: $3,716 (2025)
    Community: Osprey Pointe
    Single Family


    Estimated Monthly Payment: $1,917 (change assumption)
    Mortgage ($1,397) + Fees ($210) + Taxes in 2025 ($310)


    Taxes:$3,716

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3108 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881

    $423,000129 Days on yellowkey   MLS ID: L4959442

    1 Days Off yellowkey (back on 4/28/2026)

    REDUCED by $3,000 (0.7%) on 04/23/2026

    For Sale L4959442 - 3108 BUCKEYE POINTE DR, WINTER HAVEN, FL 33881 39 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2249
       Built: 2004
    Monthly Fee: $25
       Tax: $5,809 (2025)
    Community: Buckeye Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,827 (change assumption)
    Mortgage ($2,318) + Fees ($25) + Taxes in 2025 ($484)


    Taxes:$5,809

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 132 BROAD ST, WINTER HAVEN, FL 33881

    $469,00093 Days on yellowkey   MLS ID: P4938236

    For Sale P4938236 - 132 BROAD ST, WINTER HAVEN, FL 33881 60 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2672
       Built: 2016
    Monthly Fee: $74
       Tax: $3,868 (2025)
    Community: Hampton Cove
    Single Family


    Estimated Monthly Payment: $2,966 (change assumption)
    Mortgage ($2,570) + Fees ($74) + Taxes in 2025 ($322)


    Taxes:$3,868

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 218 DENNIS AVE, WINTER HAVEN, FL 33880

    $246,90059 Days on yellowkey   MLS ID: L4961409

    For Sale L4961409 - 218 DENNIS AVE, WINTER HAVEN, FL 33880 27 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1174
       Built: 1962   Tax: $2,994 (2025)
    Community: Jan Phyl Village Unit 03 A
    Single Family


    Estimated Monthly Payment: $1,602 (change assumption)
    Mortgage ($1,353) + Taxes in 2025 ($250)


    Taxes:$2,994

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5452 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $349,99990 Days on yellowkey   MLS ID: TB8491409

    0 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $10,000 (2.8%) on 04/21/2026

    For Sale TB8491409 - 5452 SAN PIETRO DR, WINTER HAVEN, FL 33884 25 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2025
    Monthly Fee: $53
       Tax: $2,689 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,195 (change assumption)
    Mortgage ($1,918) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,689

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 5457 SAN PIETRO DR, WINTER HAVEN, FL 33884

    $359,99990 Days on yellowkey   MLS ID: TB8491423

    0 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $5,000 (1.4%) on 04/21/2026

    For Sale TB8491423 - 5457 SAN PIETRO DR, WINTER HAVEN, FL 33884 26 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2470
       Built: 2025
    Monthly Fee: $53
       Tax: $2,689 (2025)
    Community: Villa Mar
    Single Family


    Estimated Monthly Payment: $2,250 (change assumption)
    Mortgage ($1,973) + Fees ($53) + Taxes in 2025 ($224)


    Taxes:$2,689

    Elementary School: Pinewood 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.