1 of 24

Want to see this home?

1266 Westside Drive

Winter Garden, FL 34787

2 beds
1 bath
761 sqft
1,999 sqft lot
$288 per sqft
1987 build
– on site

Charming Townhouse in the Heart of Winter Garden! Welcome home to this cozy and comfortable 2-bedroom, 1-bath townhouse in the highly sought-after Winter Garden, FL! With 800 sq. ft. of well-designed living space. Step inside to find freshly painted interiors and inviting living areas that create a warm and welcoming atmosphere. Enjoy your morning coffee or unwind in the evenings on your screened-in front and rear porches, offering peaceful outdoor living spaces. The beautifully updated backyard features pavers, new plants, and flowers, providing a charming retreat for relaxation or entertaining. And with a community pool located directly in front of the property, refreshing dips are just steps away! Nestled in a prime location, you're close to Winter Garden’s top-rated schools, Plant Street’s vibrant dining and entertainment, local churches, and exciting new commercial developments. Enjoy the perfect blend of small-town charm with modern conveniences right at your doorstep. All of this for just $219,900—don’t miss this incredible opportunity! Schedule your showing today.

Listing courtesy of STELLAR_MLS / ROBERT SLACK LLC

Last checked: Checking… • Last updated Feb 1, 2025 •

MLS# S5119433 —

The Building

Year Built:

1987
New Construction:

false
Construction Materials:

Stucco
Levels:

One
Stories Total:

1
Roof:

Shingle
Foundation Details:

Slab
Security Features:

Security System
Building Area Total:

800
Building Area Units:

Square Feet
Building Area Source:

Public Records

Interior

Interior Features:

Ceiling Fan(s)
Flooring:

Laminate
Additional Rooms:

Attic
Fireplace:

false
Fireplace Features:

Decorative

Room Dimensions

Living Area:

761
Living Area Units:

Square Feet
Living Area Source:

Public Records

Location

Directions:

Head West on Colonial Drive (FL-50): From Downtown Orlando, head west on W Colonial Drive (FL-50) toward Winter Garden. Stay on FL-50 for approximately 13 miles. Turn Left onto Avalon Road (County Road 545): Turn left onto Avalon Road (CR-545) and continue for about 2.5 miles. Turn Right onto Stoneybrook West Parkway: Turn right onto Stoneybrook West Parkway and follow it for about 1 mile. Turn Left onto Plant Street (FL-438): Turn left onto Plant Street. Turn Right onto Westside Drive: Turn right onto Westside Drive.
Latitude:

28.547749
Longitude:

-81.60271
Coordinates:

-81.60271, 28.547749

The Property

Parcel Number:

272227923309060
Property Type:

Residential
Property Subtype:

Townhouse
Property Condition:

Completed
Lot Features:

Landscaped
Lot Size Acres:

0.05
Lot Size Area:

1999
Lot Size SqFt:

1999
Lot Size Units:

Square Feet
Total Acres:

0 to less than 1/4
Zoning:

R-3
Direction Faces:

East
View:

Pool
View:

true
Exterior Features:

Courtyard
Fencing:

Fenced
Vegetation:

Mature Landscaping
Water Source:

Public
Road Responsibility:

Private Maintained Road
Road Surface Type:

Paved
Road Frontage Type:

Street Paved
Flood Zone Code:

X
Additional Parcels:

false
Homestead:

false
Lease Restrictions:

false
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Lot:

6
Tax Block:

9
Tax Legal Description:

WESTSIDE TOWNHOMES PHASE 2 19/100 LOT 6BLK 9
Tax Book Number:

19-100
Tax Annual Amount:

182.65

Beds

Bedrooms Total:

2

Baths

Total Baths:

1
Total Baths:

1
Full Baths:

1

The Listing

Virtual Tour URL Unbranded:

https://my.matterport.com/show/?m=Cg4tY73Rky2&mls=1
Special Listing Conditions:

None

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

BB/HS Internet Available
Sewer:

Public Sewer

Appliances

Appliances:

Dishwasher
Laundry Features:

Inside

Schools

Elementary School:

SunRidge Elementary
Middle Or Junior School:

SunRidge Middle
High School:

West Orange High

The Community

Subdivision Name:

WESTSIDE TWNHMS PH 02
Senior Community:

false
Community Features:

Community Mailbox
Waterview:

false
Water Access:

false
Waterfront:

false
Pool Private:

false
Pets Allowed:

Cats OK
Association:

true
Association Fee:

174
Association Fee Frequency:

Quarterly
Association Fee Includes:

Common Area Taxes
Association Fee Requirement:

Required
Monthly HOA Amount:

58
Ownership:

Fee Simple
Association Approval Required:

false

Parking

Garage:

false
Carport:

false
Parking Features:

Curb Parking

Monthly cost estimate

Asking price

$219,900

Expense	Monthly cost
Mortgage	$1,177
Taxes	$15
Insurance	$60
HOA fees	$58
Utilities	$124 See report
Total	$1,434/mo.^*
	^*This is an estimate

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Air Pollution Index

Provided by ClearlyEnergy

Sale history

Date	Event	Source	Price	% Change
1/28/25 Jan 28, 2025	Listed / Active	STELLAR_MLS	$219,900

Want a closer look?

Go see 1266 Westside Drive

Or Call Toll Free 1-800-241-3327

We guarantee that we’ll never spam you.

* indicates a required field

More homes

Newest listings in Winter Garden, FL

Similar sold homes

This townhouse located in Westside Townhomes, Winter Garden, FL 34787 is currently for sale for $219,900. 1266 Westside Drive is a 761 square foot townhouse with 2 beds and 1 bath that has been on Estately for 4 days. 1266 Westside Drive is in the Westside Townhomes neighborhood of Winter Garden and has a WalkScore® of 33, making it car-dependent. This townhouse is in the attendance area of Sunridge Middle School, West Orange High School, Cornerstone Charter Academy High School, Cornerstone Charter Academy K-8, and Sunridge Elementary School.

Listing Courtesy of: STELLAR_MLS and ROBERT SLACK LLC.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.