Windermere Golf Course Homes
for Sale

Isleworth Golf & Country Club is globally recognized, featuring an Arnold Palmer-designed championship course, an 89,000-square-foot clubhouse, and ultra-luxury residential estates.

Keene's Pointe features the Golden Bear Club, a Jack Nicklaus-designed course within a guard-gated residential community. Homes range from approximately $800K to $5M+.

Isleworth estates typically start around $3M and trade up to $30M+, with the most exceptional lakefront golf-view properties commanding record prices in Central Florida.

Isleworth is a fully private, guard-gated community. Membership is by invitation, and access to the club and course is exclusive to members and their guests.

Yes — Keene's Pointe is a popular alternative with an 18-hole private course, gated security, and family-friendly atmosphere. Homes range from about $2.5M to $10M. It's one of Central Florida's most sought-after golf communities outside the Isleworth tier.

Isleworth Country Club is a private, gated community and club on the Butler Chain of Lakes in Windermere (ZIP 34786). The course was redesigned by Arnold Palmer and is consistently ranked among Florida's top private courses. Membership is highly selective. Homes within Isleworth range from $2M to $25M+ on golf and lake frontage. The community has housed Tiger Woods, Shaquille O'Neal, and numerous PGA Tour players.

Golden Bear Club at Keene's Pointe is a Jack Nicklaus Signature Design course within the Keene's Pointe gated community on Lake Tibet-Butler (Windermere, 34786). Homes in Keene's Pointe range from $1.2M to $6M+. The community offers a blend of golf and Butler Chain lakefront access — one of the few places in Central Florida where both are available in a single gated setting.

Windermere golf-front starts at approximately $1.2M in Keene's Pointe and Windermere Country Club, reaching $25M+ for trophy Isleworth estates. Most Isleworth transactions occur in the $3M–$12M range. The median golf-front sale in 34786 is approximately $2.5M–$4.5M across all communities.

Isleworth HOA runs approximately $2,500–$4,000/month including 24-hour manned gate and security. Club membership carries significant additional initiation fees and dues (not publicly disclosed). Keene's Pointe HOA runs approximately $300–$600/month. Golden Bear Club membership is entirely separate from HOA.

Windermere (34786) is in Orange County Public Schools. Windermere Elementary (A-rated), Bridgewater Middle, and Windermere High School are the primary public feeders. Windermere Preparatory School (private IB K–12, located within the town) is the preferred choice for many Isleworth and Keene's Pointe families.

Both are ultra-exclusive private clubs. Isleworth has more historic PGA Tour prestige and sits on the Butler Chain lakefront. Lake Nona Golf & Country Club is newer, with stronger medical-professional community ties and Medical City proximity. Isleworth homes command higher average prices. Both are exceptional — the choice typically comes down to lifestyle and professional community preferences.

Windermere (34786) is approximately 15–18 miles from downtown Orlando via SR-408 or I-4/SR-429. Commute times average 25–40 minutes in peak traffic. Disney World is approximately 8–12 miles south — among the shortest luxury golf-community drives to Disney in the region.

Windermere golf-front — particularly Isleworth and Keene's Pointe — is among the most defensible luxury real estate in the Southeast. Supply is permanently constrained. The Butler Chain's no-public-access rules, club membership exclusivity, and Windermere's brand prestige combine to create persistent demand from high-net-worth buyers who can afford to live anywhere in Florida.

Orange County property taxes run approximately 1.0–1.2% of assessed value. A $3M Windermere golf-front home carries approximately $30,000–$36,000/year before homestead exemption. Florida homestead exemption reduces taxable value by $50K for primary residents and caps annual increases at 3% under Save Our Homes.

Windermere's town limits and Green Corridor protection laws significantly restrict new development. New major golf communities within Windermere proper are unlikely. Horizon West to the south is developing new communities, some with golf adjacency, but these are outside Windermere's traditional prestige market. Sean & Barb can identify any emerging opportunities that meet your criteria.