1990 to 1999Years built
1,330 to 3,750 sq ftHome size
GatedEntry
Calton HomesBuilder
Why people move here

One of south Ocoee's original gated communities.

Wesmere is a gated community of more than 500 homes built by Calton through the 1990s, between downtown Winter Garden and Windermere. It has the full list: resort-style pool, clubhouse, fitness center, tennis and basketball courts and fishing.
Publix is about half a mile away at Plantation Grove, and the Turnpike, the 408 and SR 50 are minutes away. A big community with a lot of choice.
Relocators who want a gate and amenities in a proven neighborhood.

Wesmere at a glance

Location: Maguire Road at Wesmere Parkway, with a second entrance on Roberson Road

Builder: Calton Homes

Built: 1990 to 1999

Homes: 500+ homesites

Home types: Single-family homes

Size: About 1,330 to 3,750 sq ft

Bedrooms: 3 to 5 bedrooms

Entry: Gated

Area: South Ocoee & Maguire Road

Life here

What Wesmere has

🛡Gated entry
🏊Resort-style pool
🏠Clubhouse
🏋Fitness center
🎾Tennis and basketball courts
🎣Fishing
🛠Park and playground
Proximity

What is close to Wesmere

  • Plantation Grove (Publix) ~0.5 mi
  • Freedom Park ~1 mi
  • Health Central Hospital ~2 mi
  • Roper YMCA ~2 mi

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

Schools

🏫 Westbrooke Elementary

🏫 Sunridge Middle

🏫 West Orange High

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

The numbers

Wesmere market snapshot

$535,000Median sale priceLast 12 months.
7 daysDays on marketMedian cumulative days on market.
7Closed 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 15, 2026 and refreshed every quarter. Deemed reliable but not guaranteed. For a specific home, request a custom report.

Live MLS listings

Wesmere homes for sale right now

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

Start of list of properties

Free guides

Buying or selling in Wesmere?

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

🏡 Buyer Guide

How buying in Wesmere 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

Wesmere FAQ

Where is Wesmere in Ocoee?

Wesmere is in south Ocoee along the Maguire Road corridor, at Maguire Road at Wesmere Parkway, with a second entrance on Roberson Road.

How far is Wesmere from Walt Disney World?

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

When were homes in Wesmere built?

1990 to 1999, by Calton Homes.

What amenities does Wesmere have?

Gated entry, Resort-style pool, Clubhouse, Fitness center, Tennis and basketball courts, Fishing, Park and playground.

Is Wesmere a gated community?

Yes. Wesmere has a gated entry. I confirm gate type and access rules for any home before you write an offer.

What schools serve Wesmere?

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

Is Wesmere inside Ocoee city limits?

Most Ocoee neighborhoods are inside city limits, but some homes with an Ocoee, Apopka, Winter Garden or Orlando mailing address sit in unincorporated Orange County. Taxes, utilities and services differ, so I confirm the jurisdiction for every address.

What do homes in Wesmere sell for?

Per Stellar MLS, the median sale price in Wesmere was $535,000 across 7 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 Wesmere?

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

  • Recent closed sales in Wesmere, 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.