Windermere · Orange County · Gated

Windermere Club Homes for Sale

Gated lakefront community with 18-hole golf course, custom homes on Lake Crescent and Roberts.

Live ListingsEst. 1985Gated
Active Listings

Homes for sale in Windermere Club

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About

Inside Windermere Club

Windermere Club is a gated residential community in Windermere, Florida, comprising approximately 163 custom-built homes situated on the shores of Lake Crescent and Lake Roberts. The neighborhood was developed between 1985 and 2007 by various custom home builders, with residences ranging from approximately 2,800 to 6,000 square feet across half-acre to two-acre lots. Located on McKinnon Road east of Windermere Road, the community features stately tree-lined streets and offers residents direct access to the Butler Chain of Lakes, a established destination for boating, fishing, and water sports throughout the year.

The centerpiece of Windermere Club is its championship 18-hole golf course, an 6,558-yard layout featuring challenging greens, fairways, and 63 bunkers overlooking two private lakes. Members enjoy a dedicated driving range, putting green, and pro shop. The community clubhouse, a 22,000-square-foot contemporary facility, accommodates weddings, receptions, golf tournaments, and private events. An on-site restaurant and tennis courts complete the resort-style amenities package. Home designs vary considerably, with styles ranging from contemporary to custom and craftsman, though many original homes have undergone modernization with updated kitchens, pools, and contemporary finishes.

Elementary-age students in Windermere Club are assigned through Orange County Public Schools rather than by subdivision. Secondary students attend middle and high school campuses operated by Orange County Public Schools. The community is conveniently located near shopping, dining, and recreation at Downtown Windermere, with quick highway access via I-4, State Road 429, and the Florida Turnpike to Walt Disney World and downtown Orlando.

The homeowners association charges approximately $1,250 annually, covering gate maintenance, landscaping, clubhouse operations, course management, and other common area expenses. Short-term rentals are not permitted in the 34786 zip code, supporting long-term residential stability. Many homes feature private swimming pools and several enjoy waterfront views and direct lake access. Windermere Club appeals to buyers prioritizing established neighborhoods, golf-oriented amenities, and lakefront living while maintaining a controlled gated environment less than 20 minutes from major Central Florida attractions.

Community at a Glance

The facts

Total Homes
163
HOA / Month
$104-$104
School District
Orange County Public Schools
Questions, Answered

Frequently asked

What is the price range for homes in Windermere Club?

Current home prices in Windermere Club are not consistently documented in public sources, as sales volume is low and properties vary significantly in size, condition, and waterfront access. Homes range from approximately 2,800 to 6,000+ square feet on lots of half an acre to two acres. For current market pricing and available listings, contact a Market Connect Realty agent specializing in Windermere properties.

Is Windermere Club a gated community?

Yes, Windermere Club is a private, gated community with restricted entry. The gated access is part of the HOA amenities and contributes to the neighborhood's security and lifestyle curation. Large mature oak trees line the streets throughout the property, creating a secluded, park-like atmosphere on McKinnon Road.

What schools are zoned for Windermere Club?

Homes in Windermere Club are zoned to Orange County Public Schools for Pre-K through 5, grades 6-8, and grades 9-12. Windermere Club addresses fall under Orange County Public Schools, and the assigned elementary campus is determined by the property's street address. School assignment depends on exact address within the subdivision.

What are the HOA fees in Windermere Club?

Annual HOA fees total approximately $1,250 per year (approximately $104 monthly). These fees cover gated community access, landscaping, street maintenance, clubhouse operations, golf course management, restaurant operations, and common area amenities. Contact the Windermere Club HOA directly or a Market Connect Realty agent for current fee schedules.

What amenities does Windermere Club offer?

Windermere Club features a championship 18-hole golf course, full-service clubhouse, on-site restaurant, tennis courts, driving range, practice putting green, and pro shop. The community also provides gated security, landscaped common areas, and waterfront access to Lake Crescent and Lake Roberts on the Butler Chain of Lakes for boating and fishing.

How many homes are in Windermere Club?

Windermere Club contains approximately 163 custom-built homes. Properties range from half-acre to two-acre lots with homes sizing from 2,800 to 6,000+ square feet. Many residences feature private swimming pools, and several have waterfront views and direct access to the Butler Chain of Lakes.

Is short-term rental allowed in Windermere Club?

No, short-term rentals are not permitted in the 34786 zip code where Windermere Club is located. This policy supports long-term residential stability and maintains the community's character. The restriction applies across Windermere neighborhoods to preserve the residential environment.

What year was Windermere Club developed?

Windermere Club was developed between 1985 and 2007 by various custom home builders. The subdivision was constructed in phases over two decades, with homes built at different times and featuring varying architectural styles and ages. Many original homes have been extensively remodeled and updated with modern finishes and systems.