Mid-1980sYears built
800 to 1,250 sq ftHome size
Varies by floor planBedrooms
West Side & SR 50Area
Why people move here

291 townhomes off SR 50 with a pool and cabana.

Westside Townhomes is a community of about 291 townhomes off West Colonial Drive at Orange West Boulevard, built in the mid-1980s. It is one of the most affordable ways to own in Winter Garden.
A pool and cabana serve residents, and SR 50’s dining, shopping and services are right outside. Commuting is easy with the Turnpike and the 429 nearby. It works for first-time buyers and for investors looking at long-term rentals.
First-time buyers and long-term rental investors.

Westside Townhomes at a glance

Location: W Colonial Dr (SR 50) & Orange West Blvd

Builder: Custom and individual builders

Built: Mid-1980s

Homes: About 291 townhomes

Home types: Townhomes

Size: About 800 to 1,250 sq ft

Bedrooms: Varies by floor plan

Area: West Side & SR 50

Life here

What Westside Townhomes has

🏊Pool and cabana
Proximity

What is close to Westside Townhomes

  • Downtown Winter Garden ~2 mi
  • Winter Garden Village ~3 mi
  • Stoneybrook West Village ~3.5 mi
  • West Orange Trail ~1.5 mi

Approximate distances from the community entrance. Walt Disney World is roughly 20 to 25 minutes away off-peak. SR 50, the 429 interchanges and Avalon Road back up at rush hour, so send me your work address and I will map your real commute.

Schools

🏫 SunRidge Elementary

🏫 SunRidge Middle

🏫 West Orange High

Orange County Public Schools. Zoning changes, so verify every address.

The numbers

Westside Townhomes market snapshot

$224,000Median sale priceDown 0.9% from $226,000 the year before.
42 daysDays on marketMedian cumulative days on market.
15Closed sales14 the year before.
100%Sale-to-list price ratioMedian for the last 12 months.

Stellar MLS, residential closed sales, 12 months ending September 30, 2026. Pulled Oct 16, 2026 and refreshed every quarter. Deemed reliable but not guaranteed. For a specific home, request a custom report.

Live MLS listings

Westside Townhomes homes for sale right now

Straight from Stellar MLS. Save the search and get new Westside Townhomes listings the day they hit.

Start of list of properties

Free guides

Buying or selling in Westside Townhomes?

Pick your guide, tell me where to send it, and it opens right away.

🏡 Buyer Guide

How buying in Westside Townhomes works, from new construction versus resale to what to verify on HOA, CDD and school zoning.

🔑 Seller Guide

Pricing, prep and timing for selling your current home, including how to sell and buy at the same time without moving twice.

Questions buyers ask

Westside Townhomes FAQ

Where is Westside Townhomes in Winter Garden?

Westside Townhomes is in west Winter Garden along SR 50, west of the 429, at W Colonial Dr (SR 50) & Orange West Blvd.

How far is Westside Townhomes from Walt Disney World?

Roughly 20 to 25 minutes off-peak from this part of Winter Garden. I will map the exact drive from the entrance before you choose.

When were homes in Westside Townhomes built?

Mid-1980s. Most homes were built by individual or custom builders.

What amenities does Westside Townhomes have?

Pool and cabana.

Is Westside Townhomes a gated community?

Westside Townhomes is not listed as gated. Ask me about gated options nearby.

What schools serve Westside Townhomes?

Schools commonly listed for this community: SunRidge Elementary, SunRidge Middle, West Orange High. Assignments change, so verify zoning for a specific address with the OCPS School Locator.

Is Westside Townhomes inside Winter Garden city limits?

Many homes with a Winter Garden 34787 address, including much of Horizon West, sit in unincorporated Orange County rather than the City of Winter Garden. Taxes, utilities and services differ, so I confirm the jurisdiction for every address.

What do homes in Westside Townhomes sell for?

Per Stellar MLS, the median sale price in Westside Townhomes was $224,000 across 15 closed sales in the 12 months ending September 30, 2026. Call or text me at 407.502.4719 for recent sales that match your home.

Your next step

Thinking about Westside Townhomes?

Give me 30 minutes and tell me your timeline. I will send back:

  • Recent closed sales in Westside Townhomes, straight from Stellar MLS
  • City or county, HOA and CDD for the homes that fit
  • Your real commute, mapped from the entrance

No pressure. If you are selling a home somewhere else first, we will plan both sides together.

Semper Fi to your real estate needs. Jorge Martinez, REALTOR®

Information deemed reliable but not guaranteed. Community details come from public sources and change over time; distances are approximate. Market data from Stellar MLS. Buyers should verify city or county jurisdiction, school assignments, HOA, CDD, lake access and all property details independently. The JEM Property Group is an independently owned and operated real estate team affiliated with Keller Williams Realty. Equal Housing Opportunity.