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

Beds: 2 to 2

Winter Haven - 60 properties found

Sort:
  • 428 GLENEAGLES CT, WINTER HAVEN, FL 33884

    $289,000103 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

    $250,000159 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


  • 441 SAN JOSE DR, WINTER HAVEN, FL 33884

    $275,000411 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


  • 221 AVENUE F SE, WINTER HAVEN, FL 33880

    $185,00076 Days on yellowkey   MLS ID: L4960995

    For Sale L4960995 - 221 AVENUE F SE, WINTER HAVEN, FL 33880 37 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 804
       Built: 1948   Tax: $1,272 (2025)
    Community: Berry J B Sub
    Single Family


    Estimated Monthly Payment: $1,120 (change assumption)
    Mortgage ($1,014) + Taxes in 2025 ($106)


    Taxes:$1,272

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5352 NICKLAUS DR, WINTER HAVEN, FL 33884

    $319,90084 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

    $199,500116 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


  • 2014 10TH ST NW, WINTER HAVEN, FL 33881

    $215,000160 Days on yellowkey   MLS ID: O6374317

    2 Days Off yellowkey (back on 5/31/2026)

    REDUCED by $5,000 (2.3%) on 05/08/2026

    For Sale O6374317 - 2014 10TH ST NW, WINTER HAVEN, FL 33881 40 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1229
       Built: 1953   Tax: $2,753 (2024)
    Community: Villa Manor
    Single Family


    Estimated Monthly Payment: $1,407 (change assumption)
    Mortgage ($1,178) + Taxes in 2024 ($229)


    Taxes:$2,753

    Elementary School: Frank E. Brigham Academy

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: None


  • 277 MARIPOSA, WINTER HAVEN, FL 33884

    $215,00061 Days on yellowkey   MLS ID: L4961311

    For Sale L4961311 - 277 MARIPOSA, WINTER HAVEN, FL 33884 42 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1142
       Built: 1977
    Monthly Fee: $5
       Tax: $2,118 (2025)
    Community: Florida Highland Co
    Single Family


    Estimated Monthly Payment: $1,360 (change assumption)
    Mortgage ($1,178) + Fees ($5) + Taxes in 2025 ($177)


    Taxes:$2,118

    Elementary School: Elbert Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 4130 BEDFORD AVE, WINTER HAVEN, FL 33884

    $309,90032 Days on yellowkey   MLS ID: L4962090

    For Sale L4962090 - 4130 BEDFORD AVE, WINTER HAVEN, FL 33884 61 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1819
       Built: 2006
    Monthly Fee: $485
       Tax: $1,268 (2025)
    Community: Traditions Ph 01
    Single Family


    Estimated Monthly Payment: $2,289 (change assumption)
    Mortgage ($1,698) + Fees ($485) + Taxes in 2025 ($106)


    Taxes:$1,268

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5024 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884

    $299,90039 Days on yellowkey   MLS ID: P4938726

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

    For Sale P4938726 - 5024 PEBBLE BEACH BLVD, WINTER HAVEN, FL 33884 99 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1784
       Built: 2007
    Monthly Fee: $5
       Tax: $3,423 (2025)
    Community: Lake Ashton West Ph I
    Single Family


    Estimated Monthly Payment: $1,933 (change assumption)
    Mortgage ($1,643) + Fees ($5) + Taxes in 2025 ($285)


    Taxes:$3,423

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 213 CLEVELAND AVE, WINTER HAVEN, FL 33881

    $180,00085 Days on yellowkey   MLS ID: P4938281

    REDUCED by $10,000 (5.3%) on 05/19/2026

    For Sale P4938281 - 213 CLEVELAND AVE, WINTER HAVEN, FL 33881 38 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 728
       Built: 1949   Tax: $1,588 (2025)
    Community: Eastwood Sub
    Single Family


    Estimated Monthly Payment: $1,119 (change assumption)
    Mortgage ($986) + Taxes in 2025 ($132)


    Taxes:$1,588

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4040 CARTERET, WINTER HAVEN, FL 33884

    $254,00081 Days on yellowkey   MLS ID: B4902225

    0 Days Off yellowkey (back on 5/18/2026)

    REDUCED by $5,000 (1.9%) on 05/05/2026

    For Sale B4902225 - 4040 CARTERET, WINTER HAVEN, FL 33884 30 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1599
       Built: 2006
    Monthly Fee: $484
       Tax: $1,588 (2024)
    Community: Traditions Phase 1
    Single Family


    Estimated Monthly Payment: $2,008 (change assumption)
    Mortgage ($1,392) + Fees ($484) + Taxes in 2024 ($132)


    Taxes:$1,588

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 194 S LAKE MARIAM DR, WINTER HAVEN, FL 33884

    $400,000127 Days on yellowkey   MLS ID: L4959447

    For Sale L4959447 - 194 S LAKE MARIAM DR, WINTER HAVEN, FL 33884 30 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1538
       Built: 2000   Tax: $3,770 (2025)
    Community: Valencia Wood Estates First Add
    Single Family


    Estimated Monthly Payment: $2,506 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($314)


    Taxes:$3,770

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1108 SAWGRASS DR, WINTER HAVEN, FL 33884

    $422,99948 Days on yellowkey   MLS ID: S5149437

    REDUCED by $2,001 (0.5%) on 05/14/2026

    For Sale S5149437 - 1108 SAWGRASS DR, WINTER HAVEN, FL 33884 33 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1533
       Built: 2021
    Monthly Fee: $5
       Tax: $9,972 (2025)
    Community: Lake Ashton West Ph Ii South
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,154 (change assumption)
    Mortgage ($2,318) + Fees ($5) + Taxes in 2025 ($831)


    Taxes:$9,972

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 121 BATES AVE SE, WINTER HAVEN, FL 33880

    $189,00091 Days on yellowkey   MLS ID: OM721475

    REDUCED by $10,000 (5.0%) on 05/13/2026

    For Sale OM721475 - 121 BATES AVE SE, WINTER HAVEN, FL 33880 35 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1080
       Built: 1945   Tax: $2,085 (2025)
    Community: Haven Terrace
    Single Family


    Estimated Monthly Payment: $1,209 (change assumption)
    Mortgage ($1,036) + Taxes in 2025 ($174)


    Taxes:$2,085

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 601 AVENUE U NE, WINTER HAVEN, FL 33881

    $200,000320 Days on yellowkey   MLS ID: P4935845

    For Sale P4935845 - 601 AVENUE U NE, WINTER HAVEN, FL 33881 39 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1274
       Built: 1959   Tax: $2,161 (2024)
    Community: Eula Vista Sub
    Single Family


    Estimated Monthly Payment: $1,276 (change assumption)
    Mortgage ($1,096) + Taxes in 2024 ($180)


    Taxes:$2,161

    Elementary School: None

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 1678 LINZ CT, WINTER HAVEN, FL 33884

    $258,50096 Days on yellowkey   MLS ID: L4960316

    For Sale L4960316 - 1678 LINZ CT, WINTER HAVEN, FL 33884 46 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1158
       Built: 2019
    Monthly Fee: $455
       Tax: $3,009 (2025)
    Community: Vienna Square Ph 2C
    Single Family


    Estimated Monthly Payment: $2,122 (change assumption)
    Mortgage ($1,416) + Fees ($455) + Taxes in 2025 ($251)


    Taxes:$3,009

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1581 OAKVIEW CIR SE, WINTER HAVEN, FL 33880

    $214,900124 Days on yellowkey   MLS ID: G5108372

    REDUCED by $5,000 (2.3%) on 04/02/2026

    For Sale G5108372 - 1581 OAKVIEW CIR SE, WINTER HAVEN, FL 33880 16 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1220
       Built: 1996
    Monthly Fee: $180
       Tax: $923 (2025)
    Community: Oakview
    Single Family


    Estimated Monthly Payment: $1,434 (change assumption)
    Mortgage ($1,178) + Fees ($180) + Taxes in 2025 ($77)


    Taxes:$923

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 21 CASARENA CT, WINTER HAVEN, FL 33881

    $285,000233 Days on yellowkey   MLS ID: L4956453

    For Sale L4956453 - 21 CASARENA CT, WINTER HAVEN, FL 33881 51 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2045
       Built: 1984
    Monthly Fee: $310
       Tax: $3,325 (2024)
    Community: Casarena On Lakes
    Single Family


    Estimated Monthly Payment: $2,149 (change assumption)
    Mortgage ($1,562) + Fees ($310) + Taxes in 2024 ($277)


    Taxes:$3,325

    Elementary School: Inwood Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Westwood Middle


  • 374 TROON CT, WINTER HAVEN, FL 33884

    $225,000259 Days on yellowkey   MLS ID: P4936606

    For Sale P4936606 - 374 TROON CT, WINTER HAVEN, FL 33884 17 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1634
       Built: 1978
    Community: Cypresswood Patio Homes
    Single Family


    Estimated Monthly Payment: $1,233 (change assumption)
    Mortgage ($1,233)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


123




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.