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 Garden

Property Type(s): Single Family

Living Area Square Feet: 1000 to 1499

Winter Garden - 16 properties found

Sort:
  • 306 DANIELS POINTE DR, WINTER GARDEN, FL 34787

    $310,000115 Days on yellowkey   MLS ID: O6371413

    0 Days Off yellowkey (back on 3/18/2026)

    For Sale O6371413 - 306 DANIELS POINTE DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1326
       Built: 1999
    Monthly Fee: $78
       Tax: $4,120 (2024)
    Community: Daniels Crossing
    Single Family


    Estimated Monthly Payment: $2,120 (change assumption)
    Mortgage ($1,699) + Fees ($78) + Taxes in 2024 ($343)


    Taxes:$4,120

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 236 DONALD DR, WINTER GARDEN, FL 34787

    $465,00010 Days on yellowkey   MLS ID: O6401940

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

    For Sale O6401940 - 236 DONALD DR, WINTER GARDEN, FL 34787 12 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1080
       Built: 1930   Tax: $410 (2025)
    Community: Showalter Park
    Single Family


    Estimated Monthly Payment: $2,582 (change assumption)
    Mortgage ($2,548) + Taxes in 2025 ($34)


    Taxes:$410

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 113 W DIVISION ST, WINTER GARDEN, FL 34787

    $549,9906 Days on yellowkey   MLS ID: S5148787

    For Sale S5148787 - 113 W DIVISION ST, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1487
       Built: 1951   Tax: $4,920 (2025)
    Community: Winter Garden Shores Rep
    Single Family


    Estimated Monthly Payment: $3,424 (change assumption)
    Mortgage ($3,014) + Taxes in 2025 ($410)


    Taxes:$4,920

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15187 HARROWGATE WAY, WINTER GARDEN, FL 34787

    $450,00018 Days on yellowkey   MLS ID: TB8497081

    For Sale TB8497081 - 15187 HARROWGATE WAY, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1296
       Built: 2003
    Monthly Fee: $46
       Tax: $5,808 (2025)
    Community: Stone Crk
    Single Family


    Estimated Monthly Payment: $2,996 (change assumption)
    Mortgage ($2,466) + Fees ($46) + Taxes in 2025 ($484)


    Taxes:$5,808

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 636 S PARK AVE, WINTER GARDEN, FL 34787

    $298,90016 Days on yellowkey   MLS ID: O6400433

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

    For Sale O6400433 - 636 S PARK AVE, WINTER GARDEN, FL 34787 14 photos

    Bed: 4   Bath: 1.5   Gar: 2
    Liv Area Sq Ft: 1272
       Built: 1953   Tax: $3,751 (2025)
    Community: Burchshire
    Single Family


    Estimated Monthly Payment: $1,950 (change assumption)
    Mortgage ($1,638) + Taxes in 2025 ($313)


    Taxes:$3,751

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 632 DHARMA CIR, WINTER GARDEN, FL 34787

    $380,00031 Days on yellowkey   MLS ID: O6396151

    1 Days Off yellowkey (back on 4/24/2026)

    For Sale O6396151 - 632 DHARMA CIR, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1315
       Built: 2000
    Monthly Fee: $78
       Tax: $5,780 (2025)
    Community: Daniels Crossing Ph 03
    Single Family


    Estimated Monthly Payment: $2,642 (change assumption)
    Mortgage ($2,082) + Fees ($78) + Taxes in 2025 ($482)


    Taxes:$5,780

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 328 BAYSIDE AVE, WINTER GARDEN, FL 34787

    $445,00017 Days on yellowkey   MLS ID: O6396654

    1 Days Off yellowkey (back on 4/23/2026)

    For Sale O6396654 - 328 BAYSIDE AVE, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1235
       Built: 1986
    Monthly Fee: $7
       Tax: $5,354 (2025)
    Community: Kings Bay
    Single Family


    Estimated Monthly Payment: $2,891 (change assumption)
    Mortgage ($2,438) + Fees ($7) + Taxes in 2025 ($446)


    Taxes:$5,354

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 604 FOSTER AVE, WINTER GARDEN, FL 34787

    $400,00023 Days on yellowkey   MLS ID: O6389095

    0 Days Off yellowkey (back on 4/21/2026)

    For Sale O6389095 - 604 FOSTER AVE, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1275
       Built: 1975   Tax: $1,633 (2024)
    Community: Westchester Place
    Single Family


    Estimated Monthly Payment: $2,328 (change assumption)
    Mortgage ($2,192) + Taxes in 2024 ($136)


    Taxes:$1,633

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 375 REGAL DOWNS CIR, WINTER GARDEN, FL 34787

    $334,90068 Days on yellowkey   MLS ID: O6377205

    0 Days Off yellowkey (back on 3/20/2026)

    For Sale O6377205 - 375 REGAL DOWNS CIR, WINTER GARDEN, FL 34787 16 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1464
       Built: 2001   Tax: $4,413 (2024)
    Community: Regal Pointe Ph 01 43/129
    Single Family


    Estimated Monthly Payment: $2,203 (change assumption)
    Mortgage ($1,835) + Taxes in 2024 ($368)


    Taxes:$4,413

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 14804 COSCESTER ST, WINTER GARDEN, FL 34787

    $399,990263 Days on yellowkey   MLS ID: O6333959

    1 Days Off yellowkey (back on 4/16/2026)

    For Sale O6333959 - 14804 COSCESTER ST, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1456
       Built: 2025   Tax: $1,129 (2024)
    Community: Black Lake
    Single Family


    Estimated Monthly Payment: $2,286 (change assumption)
    Mortgage ($2,192) + Taxes in 2024 ($94)


    Taxes:$1,129

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787

    $339,90020 Days on yellowkey   MLS ID: O6398208

    For Sale O6398208 - 483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787 4 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1008
       Built: 1988   Tax: $2,702 (2025)
    Community: East Garden Manor Add 03
    Single Family


    Estimated Monthly Payment: $2,088 (change assumption)
    Mortgage ($1,862) + Taxes in 2025 ($225)


    Taxes:$2,702

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 238 N MAIN ST, WINTER GARDEN, FL 34787

    $600,00026 Days on yellowkey   MLS ID: O6397340

    For Sale O6397340 - 238 N MAIN ST, WINTER GARDEN, FL 34787 21 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1005
       Built: 1950   Tax: $5,389 (2025)
    Community: Orange Grove Sub
    Single Family


    Estimated Monthly Payment: $3,737 (change assumption)
    Mortgage ($3,288) + Taxes in 2025 ($449)


    Taxes:$5,389

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 13147 SUBURBAN TER, WINTER GARDEN, FL 34787

    $245,00033 Days on yellowkey   MLS ID: G5110298

    For Sale G5110298 - 13147 SUBURBAN TER, WINTER GARDEN, FL 34787 41 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1479
       Built: 1971
    Monthly Fee: $15
       Tax: $4,142 (2025)
    Community: Suburban Shores
    Single Family


    Estimated Monthly Payment: $1,703 (change assumption)
    Mortgage ($1,342) + Fees ($15) + Taxes in 2025 ($345)


    Taxes:$4,142

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 514 DUNBAR AVE, WINTER GARDEN, FL 34787

    $295,00033 Days on yellowkey   MLS ID: O6394414

    0 Days Off yellowkey (back on 4/3/2026)

    For Sale O6394414 - 514 DUNBAR AVE, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1162
       Built: 2006   Tax: $2,616 (2025)
    Community: Joe Louis Park
    Single Family


    Estimated Monthly Payment: $1,834 (change assumption)
    Mortgage ($1,616) + Taxes in 2025 ($218)


    Taxes:$2,616

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 1040 MAXEY DR, WINTER GARDEN, FL 34787

    $250,00044 Days on yellowkey   MLS ID: O6391395

    For Sale O6391395 - 1040 MAXEY DR, WINTER GARDEN, FL 34787 22 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1184
       Built: 1968
    Community: Bay St Park
    Single Family


    Estimated Monthly Payment: $1,370 (change assumption)
    Mortgage ($1,370)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 884 KLONDIKE ST, WINTER GARDEN, FL 34787

    $375,000   MLS ID: O6389922

    For Sale O6389922 - 884 KLONDIKE ST, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1485
       Built: 2023
    Community: Loveless J S Add 01
    Single Family


    Estimated Monthly Payment: $2,055 (change assumption)
    Mortgage ($2,055)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None






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.