Wesmere
Wesmere Living: Local Insights & FAQs
To help you make informed decisions, we've compiled answers to some of the most commonly asked questions.
Where is Wesmere located?
Wesmere is on Maguire Road in Ocoee, south of Florida's Turnpike, inside City of Ocoee limits. The original Wesmere and the Villages of Wesmere sit on opposite sides of Maguire Road.
What's the difference between Wesmere and the Villages of Wesmere?
The original Wesmere is single-family homes built in the 1990s in neighborhoods such as Brookhaven Oaks, Cheshire Woods, Fenwick Cove and Hampton Woods. The Villages of Wesmere is newer, with single-family homes and townhomes built from 2008 to 2014. They have separate associations and dues.
How much do homes cost in Wesmere?
Over the past two years (MLS data, October 2026), single-family homes in Wesmere sold for a median of about $506,000 and townhomes for a median of about $397,000. For today's listings, see the top of this page.
What are the HOA fees in Wesmere?
Recent MLS listings show monthly dues of about $235 to $250 in the original Wesmere, about $165 to $180 for Villages of Wesmere single-family homes, and about $380 to $445 for Villages townhomes as of October 2026. Orange County's community development district (CDD) map doesn't show one covering Wesmere, but that map isn't fully current, so check the property tax bill for any special assessments.
What schools serve Wesmere?
Orange County Public Schools' 2026-27 school zones place Wesmere in Westbrooke Elementary, SunRidge Middle and West Orange High School.
Zoning can change and varies by street, so confirm a specific address with Orange County Public Schools' Find My School tool, and compare school grades in the Florida School Accountability Reports.
Is Wesmere gated?
Yes. MLS listings in both the original Wesmere and the Villages of Wesmere describe gated entrances, along with community pools, clubhouses and playgrounds.
Can you rent homes in Wesmere short term?
No Wesmere-specific rental rules turned up in our research, and we didn't find a City of Ocoee short-term rental ordinance. HOA documents often limit leasing, so confirm the current rules with the association before buying if you plan to rent.
