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 - 58 properties found

Sort:
  • 1380 35TH ST NW, WINTER HAVEN, FL 33881

    $149,90074 Days on yellowkey   MLS ID: L4959338

    For Sale L4959338 - 1380 35TH ST NW, WINTER HAVEN, FL 33881 18 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 720
       Built: 1953   Tax: $1,421 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $940 (change assumption)
    Mortgage ($821) + Taxes in 2025 ($118)


    Taxes:$1,421

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3420 AVENUE R NW, WINTER HAVEN, FL 33881

    $215,00014 Days on yellowkey   MLS ID: S5148239

    For Sale S5148239 - 3420 AVENUE R NW, WINTER HAVEN, FL 33881 14 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 672
       Built: 1947   Tax: $1,927 (2025)
    Community: Inwood
    Single Family


    Estimated Monthly Payment: $1,339 (change assumption)
    Mortgage ($1,178) + Taxes in 2025 ($161)


    Taxes:$1,927

    Elementary School: Inwood Elem

    High School: Auburndale High School

    Tax Year: 2025

    Middle School: Westwood Middle


  • 1601 ROSELAWN ST SW, WINTER HAVEN, FL 33880

    $257,000186 Days on yellowkey   MLS ID: O6356028

    For Sale O6356028 - 1601 ROSELAWN ST SW, WINTER HAVEN, FL 33880 13 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1099
       Built: 1960   Tax: $3,654 (2024)
    Community: Tranquility Park 02 Rep
    Single Family


    Estimated Monthly Payment: $1,713 (change assumption)
    Mortgage ($1,408) + Taxes in 2024 ($305)


    Taxes:$3,654

    Elementary School: Lake Shipp Elem

    High School: Winter Haven Senior

    Tax Year: 2024

    Middle School: Denison Middle


  • 850 17TH TER NE, WINTER HAVEN, FL 33881

    $233,728109 Days on yellowkey   MLS ID: C7520112

    INCREASED by $23,728 (11.3%) on 04/21/2026

    For Sale C7520112 - 850 17TH TER NE, WINTER HAVEN, FL 33881 23 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1206
       Built: 1967   Tax: $2,856 (2025)
    Community: Florida Hlnd Co Sub
    Single Family


    Estimated Monthly Payment: $1,519 (change assumption)
    Mortgage ($1,281) + Taxes in 2025 ($238)


    Taxes:$2,856

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3863 BEDFORD AVE, WINTER HAVEN, FL 33884

    $345,00028 Days on yellowkey   MLS ID: O6396509

    REDUCED by $10,000 (2.8%) on 04/16/2026

    For Sale O6396509 - 3863 BEDFORD AVE, WINTER HAVEN, FL 33884 33 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1797
       Built: 2017
    Monthly Fee: $485
       Tax: $4,293 (2025)
    Community: Traditions Ph 02
    Single Family


    Estimated Monthly Payment: $2,733 (change assumption)
    Mortgage ($1,890) + Fees ($485) + Taxes in 2025 ($358)


    Taxes:$4,293

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 769 AVENUE Q SE, WINTER HAVEN, FL 33880

    $199,50066 Days on yellowkey   MLS ID: L4959823

    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


  • 3365 RALEIGH DR, WINTER HAVEN, FL 33884

    $229,999187 Days on yellowkey   MLS ID: P4936886

    0 Days Off yellowkey (back on 4/19/2026)

    For Sale P4936886 - 3365 RALEIGH DR, WINTER HAVEN, FL 33884 40 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1295
       Built: 2017
    Monthly Fee: $463
       Tax: $2,126 (2024)
    Community: Traditions Ph 02
    Single Family


    Estimated Monthly Payment: $1,900 (change assumption)
    Mortgage ($1,260) + Fees ($463) + Taxes in 2024 ($177)


    Taxes:$2,126

    Elementary School: Chain O Lakes Elem

    High School: Lake Region High

    Tax Year: 2024

    Middle School: Mclaughlin Academy Of Excellence


  • 221 AVENUE F SE, WINTER HAVEN, FL 33880

    $185,00026 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


  • 2350 SALZBURG LOOP, WINTER HAVEN, FL 33884

    $243,00047 Days on yellowkey   MLS ID: P4938176

    0 Days Off yellowkey (back on 4/17/2026)

    REDUCED by $2,000 (0.8%) on 04/16/2026

    SHORT SALE P4938176 - 2350 SALZBURG LOOP, WINTER HAVEN, FL 33884 66 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1521
       Built: 2010
    Monthly Fee: $290
       Tax: $2,022 (2025)
    Community: Vienna Square
    Single Family


    Estimated Monthly Payment: $1,790 (change assumption)
    Mortgage ($1,331) + Fees ($290) + Taxes in 2025 ($169)


    Taxes:$2,022

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 241 GREENFIELD RD, WINTER HAVEN, FL 33884

    $369,95076 Days on yellowkey   MLS ID: L4959462

    REDUCED by $10,000 (2.6%) on 03/31/2026

    For Sale L4959462 - 241 GREENFIELD RD, WINTER HAVEN, FL 33884 43 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2523
       Built: 1976
    Monthly Fee: $152
       Tax: $4,915 (2025)
    Community: Cypresswood
    Single Family


    Estimated Monthly Payment: $2,589 (change assumption)
    Mortgage ($2,027) + Fees ($152) + Taxes in 2025 ($410)


    Taxes:$4,915

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 215 10TH WAHNETA ST W, WINTER HAVEN, FL 33880

    $147,099421 Days on yellowkey   MLS ID: P4934066

    REDUCED by $1 (0.0%) on 04/17/2026

    For Sale P4934066 - 215 10TH WAHNETA ST W, WINTER HAVEN, FL 33880 22 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 800
       Built: 1962   Tax: $475 (2023)
    Community: Wahneta Farms
    Spa: No

    Single Family


    Estimated Monthly Payment: $846 (change assumption)
    Mortgage ($806) + Taxes in 2023 ($40)


    Taxes:$475

    Elementary School: Wahneta Elem

    High School: Lake Region High

    Tax Year: 2023

    Middle School: Westwood Middle


  • WINTER HAVEN, FL 33881

    $285,90020 Days on yellowkey   MLS ID: TB8497837

    For Sale TB8497837 - WINTER HAVEN, FL 33881 28 photos

    Bed: 2   Bath: 1.0   Gar: 3
    Liv Area Sq Ft: 2142
       Built: 1960   Tax: $1,289 (2025)
    Community: Lake View Sub
    Spa: No

    Single Family


    Estimated Monthly Payment: $1,674 (change assumption)
    Mortgage ($1,567) + Taxes in 2025 ($107)


    Taxes:$1,289

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6092 SOUTHERN OAKS DR SE, WINTER HAVEN, FL 33884

    $165,00098 Days on yellowkey   MLS ID: L4958637

    REDUCED by $15,000 (8.3%) on 04/16/2026

    For Sale L4958637 - 6092 SOUTHERN OAKS DR SE, WINTER HAVEN, FL 33884 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1240
       Built: 1993
    Monthly Fee: $65
       Tax: $1,086 (2025)
    Community: Garden Grove Oaks
    Single Family


    Estimated Monthly Payment: $1,060 (change assumption)
    Mortgage ($904) + Fees ($65) + Taxes in 2025 ($91)


    Taxes:$1,086

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 39 KIMBERLY CT, WINTER HAVEN, FL 33880

    $159,900114 Days on yellowkey   MLS ID: P4937502

    REDUCED by $5,000 (3.0%) on 04/15/2026

    For Sale P4937502 - 39 KIMBERLY CT, WINTER HAVEN, FL 33880 49 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1044
       Built: 1985
    Monthly Fee: $260
       Tax: $2,128 (2025)
    Community: Brandy Chase Village A Rep
    Single Family


    Estimated Monthly Payment: $1,313 (change assumption)
    Mortgage ($876) + Fees ($260) + Taxes in 2025 ($177)


    Taxes:$2,128

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 441 SAN JOSE DR, WINTER HAVEN, FL 33884

    $275,000361 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


  • 102 2ND ST N, WINTER HAVEN, FL 33880

    $119,90036 Days on yellowkey   MLS ID: O6394962

    1 Days Off yellowkey (back on 4/14/2026)

    REDUCED by $5,000 (4.0%) on 04/09/2026

    For Sale O6394962 - 102 2ND ST N, WINTER HAVEN, FL 33880 20 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 780
       Built: 1940   Tax: $1,413 (2025)
    Community: Southaven
    Single Family


    Estimated Monthly Payment: $775 (change assumption)
    Mortgage ($657) + Taxes in 2025 ($118)


    Taxes:$1,413

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3473 RALEIGH DR, WINTER HAVEN, FL 33884

    $210,00045 Days on yellowkey   MLS ID: L4960477

    REDUCED by $5,000 (2.3%) on 04/13/2026

    For Sale L4960477 - 3473 RALEIGH DR, WINTER HAVEN, FL 33884 31 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1118
       Built: 2006
    Monthly Fee: $456
       Tax: $1,929 (2025)
    Community: Traditions Ph 01
    Single Family


    Estimated Monthly Payment: $1,767 (change assumption)
    Mortgage ($1,151) + Fees ($456) + Taxes in 2025 ($161)


    Taxes:$1,929

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1444 KINGFISH LN, WINTER HAVEN, FL 33884

    $270,00099 Days on yellowkey   MLS ID: P4937632

    REDUCED by $15,000 (5.3%) on 03/31/2026

    For Sale P4937632 - 1444 KINGFISH LN, WINTER HAVEN, FL 33884 58 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2005
       Built: 2004
    Monthly Fee: $45
       Tax: $2,715 (2025)
    Community: Lake Dexter Moorings
    Single Family


    Estimated Monthly Payment: $1,751 (change assumption)
    Mortgage ($1,479) + Fees ($45) + Taxes in 2025 ($226)


    Taxes:$2,715

    Elementary School: Garden Grove Elem

    High School: Winter Haven Senior

    Tax Year: 2025

    Middle School: Denison Middle


  • 21 CASARENA CT, WINTER HAVEN, FL 33881

    $285,000183 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


  • 634 WEXFORD CT, WINTER HAVEN, FL 33884

    $244,900102 Days on yellowkey   MLS ID: L4958804

    For Sale L4958804 - 634 WEXFORD CT, WINTER HAVEN, FL 33884 30 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1328
       Built: 1980
    Monthly Fee: $130
       Tax: $1,723 (2025)
    Community: Cypresswood Patio Homes
    Single Family


    Estimated Monthly Payment: $1,615 (change assumption)
    Mortgage ($1,342) + Fees ($130) + Taxes in 2025 ($144)


    Taxes:$1,723

    Elementary School: None

    High School: None

    Tax Year: 2025

    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.