Wesmere
West Orange's premier gated community with 24-hour security and resort-style living.
Live the MaxLife.
$550K
Median Price
$460K – $649K
200
Homes
$112–$755
Monthly HOA
1991
Established
Wesmere — What's Selling
Recent closed sales in and around Wesmere, live from the Stellar MLS · about $254/sq ft · aggregates only, no addresses published.
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Background
A brief history
Wesmere began development in the early 1990s as a gated single-family home community in West Orange County, built by builders including Calton Homes of Florida, Beazer Homes, and Arvida. The original phase developed through the 1990s and into the early 2000s. A second major phase, Villages of Wesmere, was built between 2008 and 2014 by Taylor Morrison Homes and K. Hovnanian Homes, adding modern architecture and expanded amenities. Today, Wesmere represents a mature, well-established neighborhood with a mix of architectural styles and home values.
The feel
What it's like to live here
Wesmere is defined by its gated entry, controlled access, and resort-quality amenities that create a resort-like residential experience. The community features winding streets lined with mature landscaping, screened lanais, and water features that appeal to families and active adults seeking both security and leisure. The neighborhood maintains a family-friendly atmosphere with strong community governance and neighborhood pride.
The architecture ranges from traditional Florida colonial to contemporary designs, with homes typically featuring 3–5 bedrooms, 2–3 car garages, and screened pools or lanais. Streets are quiet and well-maintained, and the central amenities including the pool, clubhouse, and fitness center serve as gathering points for residents. The community attracts buyer profiles seeking convenience to major shopping (Maguire Road corridor), good schools, and a secure, walkable neighborhood.
The details
What to expect
Architecture & Homes
Homes in Wesmere range from 1,300 to 3,700+ square feet, with predominant styles including traditional Florida Colonial, Mediterranean influence, and transitional contemporary. Most homes feature screened lanais, and the majority include in-ground or screened pools. Garages typically accommodate 2–3 cars. The original 1990s construction is solid and well-maintained; newer 2008–2014 homes offer updated systems and modern floor plans. Lot sizes vary but average 0.3–0.5 acres within the gated community.
Amenities & Lifestyle
Wesmere offers a clubhouse with gathering space, a sparkling resort-style swimming pool, state-of-the-art fitness center, tennis and pickleball courts, basketball court, playground, dog park, and scenic walking/jogging trails throughout the community. The 24-hour security gate with permanent guard station provides controlled access and is a defining feature. The HOA maintains common areas to high standards. Community events and social programs are organized through the clubhouse, making Wesmere attractive to families and those seeking an active neighborhood lifestyle.
Schools
Wesmere is zoned for Orange County Public Schools, with primary assignments to West Orange High School (Warriors mascot, established program in academics and athletics) and Ocoee High School (opened 2005). Feeder elementary and middle schools serve the area and are well-regarded within the district. Both high schools offer STEM pathways, AP courses, and strong extracurricular programs. The proximity to good schools is a major draw for families selling or relocating to Wesmere.
Location & Access
Wesmere is located in the 34761 zip code, off Maguire Road and Roberson Road in South Ocoee, roughly 10 miles west-northwest of downtown Orlando. The community sits midway between Windermere (to the southeast via 429) and Winter Garden (to the northeast). Major shopping and dining are accessible via Maguire Road corridor. Highway 429 (toll) and 408 (toll) provide quick access to downtown Orlando, UCF, airports, and I-4. Commute times to downtown range 25–35 minutes depending on traffic.
Community
Amenities
- 24-hour gated security with guard station
- Community swimming pool
- Clubhouse and gathering spaces
- State-of-the-art fitness center
- Tennis courts
- Pickleball courts
- Basketball court
- Playground (children)
- Dog park
- Walking and jogging trails
- Community park
Know Before You Buy
HOA rules worth knowing
- Pets allowed (dogs and cats) with breed and size restrictions; limit on number of pets per home
- Architectural review required for exterior modifications or additions
- Lawn and landscape maintenance standards enforced
- Garage doors must remain closed except during active use
- No visible trash cans from street; must be screened or in garage
- Driveway and front yard parking restrictions to maintain curb appeal
- No commercial vehicles or RVs in driveways long-term
- HOA fees due monthly; delinquent accounts subject to liens
- Common areas maintained by HOA; private pools and structures owner responsibility
Market Commentary
What the market is doing
I've listed and sold properties throughout West Orange, and Wesmere consistently performs well at the $550K median price point. The gated security and resort amenities command premium positioning compared to non-gated Ocoee neighborhoods. At $220 per square foot, Wesmere homes are fairly valued relative to comparable gated communities like Brookestone to the north. I see the strongest demand from families with school-age children, active adults, and buyers relocating from further north in Orange County who want established infrastructure and lower construction risk. The 24-hour guard gate is a major draw. If you're selling, emphasize the control and peace of mind—that's what moves homes in 40 days.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information 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.
Based on information submitted to the MLS GRID as of June 7, 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA