This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/21
$230,000 Sale Pending
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/21
Property Description
Under contract-accepting backup offers. Back on the market! Buyer financing fell through! Beautiful 3-bedroom, 2-bath townhome in the heart of Winter Garden! This 1,180 sq. ft. residence features brand-new windows, brand new microwave and a brand-new Air-Conditioning unit is soon to be installed, a new sliding glass door, new electrical panel and a brand-new roof, providing lasting value and peace of mind. Inside, enjoy bright, open living spaces and a functional layout perfect for everyday living or entertaining. Located just minutes from Historic Downtown Winter Garden, residents can enjoy the popular Plant Street Market, weekly farmers market, boutique shops, and local dining. Winter Garden offers a charming small-town feel with easy access to major highways and top-rated schools. Plus, you're only a short drive from Walt Disney World and other Central Florida theme parks, making this an ideal location for both full-time living and investment opportunities.
Full Property Details
Full Property Details for 1009 Westside Dr
General
- Price: $230,000
- HOA FEE: $58/month
- HOA FEE FREQ.: Quarterly
- Taxes: $2,503 (2024)
- Status: Pending
- Type: Townhouse
- Source: MidFloridaRegionalMLS
- MLS ID: S5136485
- Updated: 1/6/2026
- Added to Site: 96 day(s) ago
Rental Information
- Min. Lease: 6 Months
Interior
- Number of Rooms: 5
- Interior Features: Ceiling Fan(s), High Ceilings, Living Room/Dining Room Combo, Thermostat
- Appliances: Microwave, Range, Refrigerator
- Flooring: Carpet, Ceramic Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside
Exterior
- Exterior Features: Lighting, Sliding Doors
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: WESTSIDE TWNHMS
- Driving Directions: Get onto W Colonial Dr (State Road 50) heading west Continue west on W Colonial Dr toward Winter Garden As you approach Winter Garden, look for roads that lead north into the neighborhoods west of Winter Garden Turn onto local roads (via side streets) to reach Westside Dr Arrive at 1009 Westside Dr, Winter Garden, FL 34787
- Direction Faces: South
Community
- Community Name: 34787 - Winter Garden/Oakland
- Community Features: Pool
- Association: Yes
- Assoc. Name: Joyce Fuller P.A.
- Assoc. Fees Include: Other
- Pet Restrictions: Buyer or Buyer’s Agent are responsible for verifying all HOA pet restrictions. Listing agent and seller make no representations regarding the number, size, breed, or type of pets permitted by the association. Please contact the HOA directly.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Private Sewer
- Water: Private
- Utility Description: Cable TV Available, Phone Available, Street Lights
Structural Information
- Exterior Const.: Block
- Roof: Shingle
- Stories/Levels: Two
- Square Feet: 1,120
- Sq. Ft. Source: Public Records
- Year Built: 1986
Lot Features
- Lot Size (Acres): 0.05
- Lot Size (Sq. Ft.): 2,044
- Lot Size: 2044
- Street/Road Desc.: Asphalt
Financial Considerations
- Association Fee: $174
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $2,503
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: WESTSIDE TOWNHOMES 16/134 LOT 4 BLK 1
- Flood Zone Info: X
- APN: 272227923101040
- Property ID: 272227923101040
- Block/Lot/Section: 1
Listed by Lpt Realty, Llc
Get Pre-Approved Today
Schools
Schools serving 1009 Westside Dr
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Sunridge Elementary School 14455 Sunridge Boulevard, Winter Garden, FL 34787 | PK-5 | 0.8 mi |
SunRidge Middle School 14955 Sunridge Boulevard, Winter Garden, FL 34787 | 6-8 | 0.8 mi |
West Orange High School 1625 Beulah Road, Winter Garden, FL 34787 | 9-12 | 2.2 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1009 Westside Dr
Date
Details
Price
Change
Source
12/11/2025
Price Increased
$230,000
2.22%
MLS
10/12/2025
Listed
$225,000
252.11%
MLS
11/26/2013
Sold
$63,900
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 1009 Westside Dr
Year
Property Taxes
Change
Tax Assessment
Change
2024
$2,503
—
$142,432
-24%
2024
$2,503
12%
$187,141
13%
2023
$2,241
11%
$165,027
13%
2022
$2,022
10%
$145,485
17%
2021
$1,831
—
$124,649
18%
2021
$1,831
22%
$105,874
12%
2019
$1,506
5%
$94,778
4%
2018
$1,429
21%
$91,077
36%
2017
$1,185
8%
$66,948
11%
2016
$1,101
5%
$60,405
8%
2015
$1,048
4%
$55,939
6%
2014
$1,007
31%
$52,787
36%
2013
$766
—
$38,831
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1009 Westside Dr
1009 Westside Drive, Winter Garden, FL 34787 (MLS# S5136485) is a Townhouse property with 3 bedrooms and 2 full bathrooms. 1009 Westside Drive is currently listed for $230,000 and was received on October 12, 2025. Want to learn more about 1009 Westside Drive? Do you have questions about finding other Townhouse real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

