REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search


Displaying: For Sale

Location: Winter Haven

Property Type(s): Single Family

Price: $200,000 to $299,000

Winter Haven - 320 properties found

Sort:
  • 4948 KAIA, WINTER HAVEN, FL 33884

    $281,900168 Days on yellowkey   MLS ID: O6370131

    REDUCED by $2,000 (0.7%) on 06/10/2026

    For Sale O6370131 - 4948 KAIA, WINTER HAVEN, FL 33884 29 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2025
    Monthly Fee: $203
       Tax: $3,396 (2025)
    Community: Villamar Phase 6 Pb 203 Pg 7-17 Lot 225
    Single Family


    Estimated Monthly Payment: $2,031 (change assumption)
    Mortgage ($1,545) + Fees ($203) + Taxes in 2025 ($283)


    Taxes:$3,396

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 4463 RAPALLO AVE, WINTER HAVEN, FL 33884

    $294,900187 Days on yellowkey   MLS ID: L4958024

    0 Days Off yellowkey (back on 6/24/2026)

    For Sale L4958024 - 4463 RAPALLO AVE, WINTER HAVEN, FL 33884 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1744
       Built: 2025
    Monthly Fee: $19

    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,635 (change assumption)
    Mortgage ($1,616) + Fees ($19) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 506 15TH CT NE, WINTER HAVEN, FL 33881

    $265,00015 Days on yellowkey   MLS ID: L4962442

    4 Days Off yellowkey (back on 6/22/2026)

    For Sale L4962442 - 506 15TH CT NE, WINTER HAVEN, FL 33881 35 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1320
       Built: 1964   Tax: $2,989 (2025)
    Community: Hills Lake Elbert
    Single Family


    Estimated Monthly Payment: $1,701 (change assumption)
    Mortgage ($1,452) + Taxes in 2025 ($249)


    Taxes:$2,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3136 COUNTRY CLUB CIR, WINTER HAVEN, FL 33881

    $290,00020 Days on yellowkey   MLS ID: L4961900

    REDUCED by $10,000 (3.3%) on 06/22/2026

    For Sale L4961900 - 3136 COUNTRY CLUB CIR, WINTER HAVEN, FL 33881 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1690
       Built: 2018
    Monthly Fee: $30
       Tax: $3,839 (2025)
    Community: Country Walk/Winter Haven
    Single Family


    Estimated Monthly Payment: $1,939 (change assumption)
    Mortgage ($1,589) + Fees ($30) + Taxes in 2025 ($320)


    Taxes:$3,839

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 120 HAWTHORNE RD, WINTER HAVEN, FL 33884

    $265,000Listed 06/24/2026 1:43PM   MLS ID: L4963036

    0 Days Off yellowkey (back on 6/24/2026)

    For Sale L4963036 - 120 HAWTHORNE RD, WINTER HAVEN, FL 33884 1 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1439
       Built: 1963   Tax: $3,040 (2025)
    Community: Garden Grove 03
    Single Family


    Estimated Monthly Payment: $1,705 (change assumption)
    Mortgage ($1,452) + Taxes in 2025 ($253)


    Taxes:$3,040

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6224 BOTTICELLA BLVD, WINTER HAVEN, FL 33884

    $289,4907 Days on yellowkey   MLS ID: O6417853

    1 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $5,000 (1.7%) on 06/19/2026

    For Sale O6417853 - 6224 BOTTICELLA BLVD, WINTER HAVEN, FL 33884 15 photos

    Bed: 5   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2112
       Built: 2026
    Monthly Fee: $53
       Tax: $32 (2025)
    Community: Villa Mar 40'S
    Single Family


    Estimated Monthly Payment: $1,642 (change assumption)
    Mortgage ($1,586) + Fees ($53) + Taxes in 2025 ($3)


    Taxes:$32

    Elementary School: Pinewood Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 1733 SANDALWOOD CIR SW, WINTER HAVEN, FL 33880

    $260,000145 Days on yellowkey   MLS ID: L4958444

    For Sale L4958444 - 1733 SANDALWOOD CIR SW, WINTER HAVEN, FL 33880 23 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1075
       Built: 1984   Tax: $1,330 (2025)
    Community: Sandalwood Sub
    Single Family


    Estimated Monthly Payment: $1,535 (change assumption)
    Mortgage ($1,425) + Taxes in 2025 ($111)


    Taxes:$1,330

    Elementary School: Lake Shipp Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1034 SUMMER GLEN DR, WINTER HAVEN, FL 33880

    $267,00075 Days on yellowkey   MLS ID: O6398045

    REDUCED by $5,000 (1.8%) on 06/18/2026

    For Sale O6398045 - 1034 SUMMER GLEN DR, WINTER HAVEN, FL 33880 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1847
       Built: 2006
    Monthly Fee: $28
       Tax: $1,607 (2025)
    Community: Coventry Cove
    Single Family


    Estimated Monthly Payment: $1,625 (change assumption)
    Mortgage ($1,463) + Fees ($28) + Taxes in 2025 ($134)


    Taxes:$1,607

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2026 KINGS XING SW, WINTER HAVEN, FL 33880

    $224,90026 Days on yellowkey   MLS ID: O6410748

    REDUCED by $5,000 (2.2%) on 06/24/2026

    For Sale O6410748 - 2026 KINGS XING SW, WINTER HAVEN, FL 33880 34 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1131
       Built: 1980
    Monthly Fee: $165
       Tax: $3,604 (2025)
    Community: Stonebridge Ph 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,698 (change assumption)
    Mortgage ($1,232) + Fees ($165) + Taxes in 2025 ($300)


    Taxes:$3,604

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4223 SAN ROCCO WAY, WINTER HAVEN, FL 33884

    $280,000244 Days on yellowkey   MLS ID: S5137072

    REDUCED by $45,000 (13.8%) on 06/17/2026

    SHORT SALE S5137072 - 4223 SAN ROCCO WAY, WINTER HAVEN, FL 33884 47 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2522
       Built: 2023
    Monthly Fee: $22
       Tax: $7,612 (2024)
    Community: Villamar Ph 5
    Single Family


    Estimated Monthly Payment: $2,191 (change assumption)
    Mortgage ($1,534) + Fees ($22) + Taxes in 2024 ($634)


    Taxes:$7,612

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Denison Middle


  • 145 LA SERENA, WINTER HAVEN, FL 33884

    $215,00017 Days on yellowkey   MLS ID: B4902278

    1 Days Off yellowkey (back on 6/24/2026)

    For Sale B4902278 - 145 LA SERENA, WINTER HAVEN, FL 33884 53 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1141
       Built: 1976
    Monthly Fee: $100
       Tax: $1,741 (2025)
    Community: Florida Highland Co
    Single Family


    Estimated Monthly Payment: $1,423 (change assumption)
    Mortgage ($1,178) + Fees ($100) + Taxes in 2025 ($145)


    Taxes:$1,741

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 622 CRYSTALS BLVD, WINTER HAVEN, FL 33884

    $250,000Listed 06/24/2026 10:53AM   MLS ID: S5152271

    For Sale S5152271 - 622 CRYSTALS BLVD, WINTER HAVEN, FL 33884 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1328
       Built: 1994
    Monthly Fee: $27
       Tax: $3,199 (2025)
    Community: Crystals Landing
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,663 (change assumption)
    Mortgage ($1,370) + Fees ($27) + Taxes in 2025 ($267)


    Taxes:$3,199

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: Denison Middle


  • 15 LAKE HOWARD DR NW, WINTER HAVEN, FL 33880

    $240,00079 Days on yellowkey   MLS ID: TB8493899

    REDUCED by $10,000 (4.0%) on 06/23/2026

    For Sale TB8493899 - 15 LAKE HOWARD DR NW, WINTER HAVEN, FL 33880 30 photos

    Bed: 6   Bath: 4.0
    Liv Area Sq Ft: 2883
       Built: 1920   Tax: $5,897 (2025)
    Community: Leonards Sub
    Single Family


    Estimated Monthly Payment: $1,806 (change assumption)
    Mortgage ($1,315) + Taxes in 2025 ($491)


    Taxes:$5,897

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Westwood Middle


  • 3875 OSPREY POINTE CIR, WINTER HAVEN, FL 33884

    $285,00024 Days on yellowkey   MLS ID: O6411657

    3 Days Off yellowkey (back on 6/24/2026)

    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


  • 4049 GIORGIO DR, WINTER HAVEN, FL 33884

    $287,9901 Day on yellowkey   MLS ID: O6419242

    For Sale O6419242 - 4049 GIORGIO DR, WINTER HAVEN, FL 33884 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1504
       Built: 2026
    Monthly Fee: $18
       Tax: $3,147 (2025)
    Community: Villamar Phase 6 And Phase 6D
    Single Family


    Estimated Monthly Payment: $1,858 (change assumption)
    Mortgage ($1,578) + Fees ($18) + Taxes in 2025 ($262)


    Taxes:$3,147

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 4663 OSTERO ST, WINTER HAVEN, FL 33884

    $279,9001 Day on yellowkey   MLS ID: O6415737

    For Sale O6415737 - 4663 OSTERO ST, WINTER HAVEN, FL 33884 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1665
       Built: 2026
    Monthly Fee: $18
       Tax: $3,035 (2025)
    Community: Villamar
    Single Family


    Estimated Monthly Payment: $1,805 (change assumption)
    Mortgage ($1,534) + Fees ($18) + Taxes in 2025 ($253)


    Taxes:$3,035

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2025

    Middle School: McLaughlin Academy Of Excellence


  • 374 TROON CT, WINTER HAVEN, FL 33884

    $249,9001 Day on yellowkey   MLS ID: L4962639

    For Sale L4962639 - 374 TROON CT, WINTER HAVEN, FL 33884 23 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1634
       Built: 1978
    Monthly Fee: $129
       Tax: $3,099 (2024)
    Community: Cypresswood Patio Homes
    Single Family


    Estimated Monthly Payment: $1,757 (change assumption)
    Mortgage ($1,369) + Fees ($129) + Taxes in 2024 ($258)


    Taxes:$3,099

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 924 S HERON CIR, WINTER HAVEN, FL 33884

    $265,0001 Day on yellowkey   MLS ID: O6419206

    For Sale O6419206 - 924 S HERON CIR, WINTER HAVEN, FL 33884 21 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1483
       Built: 1985   Tax: $3,490 (2025)
    Community: Garden Grove South Add
    Single Family


    Estimated Monthly Payment: $1,743 (change assumption)
    Mortgage ($1,452) + Taxes in 2025 ($291)


    Taxes:$3,490

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2121 GREENWAY DR, WINTER HAVEN, FL 33881

    $271,0001 Day on yellowkey   MLS ID: O6416319

    For Sale O6416319 - 2121 GREENWAY DR, WINTER HAVEN, FL 33881 12 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1264
       Built: 1964   Tax: $2,478 (2025)
    Community: Town Acres 25
    Single Family


    Estimated Monthly Payment: $1,691 (change assumption)
    Mortgage ($1,485) + Taxes in 2025 ($206)


    Taxes:$2,478

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 450 AVENUE B NE, WINTER HAVEN, FL 33881

    $259,000220 Days on yellowkey   MLS ID: TB8448756

    For Sale TB8448756 - 450 AVENUE B NE, WINTER HAVEN, FL 33881 16 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1624
       Built: 1946   Tax: $3,747 (2024)
    Community: Revised Map Of Fernwood Add
    Single Family


    Estimated Monthly Payment: $1,731 (change assumption)
    Mortgage ($1,419) + Taxes in 2024 ($312)


    Taxes:$3,747

    Elementary School: Fred G. Garnier Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    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.