Keene’s Pointe Homes & Community Guide · Windermere, FL
Keene's Pointe at a glance
Keene's Pointe is a guard-gated community built around the private Golden Bear Club and its Jack Nicklaus golf course, which opened in 1999. The club sits on the Butler Chain of Lakes. The area has a Windermere, FL 34786 address in unincorporated Orange County. The median single-family home sale price was $1,510,000 across 55 sales from Jul 2025 to Jun 2026.
- Location
- Windermere, FL 34786; unincorporated Orange County
- Gated
- Yes, guard-gated
- Lakes
- Butler Chain of Lakes, including Lake Isleworth and Lake Tibet, and Lake Burden
- Golf
- Yes. Jack Nicklaus Signature course at the private Golden Bear Club, opened 1999
- Homes
- 887 single-family homes
- Built
- Mostly 1999 to 2008
- Median sale price, single-family homes
- $1,510,000 (55 sales, Jul 2025 – Jun 2026)
- Club amenities
- 24,000 sq ft clubhouse; tennis, pool and fitness center for social members
- Official site
- thegoldenbearclub.com
- Homes for sale
- See homes for sale in Keene's Pointe
- Guides
- Gated communities in Windermere, FL · Isleworth vs Keene's Pointe vs Lake Butler Sound · Butler Chain of Lakes homes · Golf communities · Home prices by neighborhood
- Zoned schools (2026–27)
- Elementary: Windermere Elementary School
Middle: Bridgewater Middle School
High: Windermere High School
School zones can change. Confirm the schools for a specific address at OCPS Find My School. - Facts checked
- October 2026
Keene’s Pointe
Real Estate
Keene’s Pointe is one of Windermere’s most respected gated communities, known for its championship golf course setting, lakefront opportunities, and refined residential character. Centered around the prestigious Golden Bear Club, the neighborhood offers a lifestyle that blends privacy, recreation, and long-term value in a setting designed for elevated everyday living.
Homes throughout Keene’s Pointe range from elegantly appointed single-family residences to expansive custom estates. A variety of architectural styles adds character to the community while maintaining a cohesive sense of sophistication. Tree-lined streets, manicured landscapes, and the neighborhood’s carefully planned layout contribute to an atmosphere that feels both tranquil and prestigious.
Residents benefit from convenient access to the Town of Windermere, Winter Garden Village, nearby parks, and Central Florida’s most desirable destinations. This balance of exclusivity, recreation, and accessibility continues to make Keene’s Pointe one of the area’s most sought-after addresses. With a deep understanding of Windermere’s luxury estate communities, Infinity Realty Group provides refined market insight and strategic guidance for those exploring opportunities within Keene’s Pointe.
Why choose Keene’s Pointe?
Keene’s Pointe stands out among Windermere neighborhoods for its balance of luxury living, recreation, and privacy. The community appeals to homeowners who value a gated setting paired with access to golf, water, and a well-established residential environment.
Homes in Keene’s Pointe offer generous living spaces, quality construction, and settings that range from golf course to lakefront. The neighborhood’s long-standing reputation and limited availability continue to support strong interest within the Windermere real estate market.
Highlights of Keene’s Pointe include:
- Gated Windermere community
- Homes with golf course and water views
- Access to the Butler Chain of Lakes
- Established neighborhood with strong appeal
- Consistent demand within the Windermere market
Articles about Keene’s Pointe
- Windermere Luxury Market 2026: $1 Million+ Sales from Stellar MLS
Windermere 34786 sales of $1M+ in Jan-Sep 2026 vs 2025 from Stellar MLS: sales, median price, days to contract and price cuts by band, plus Dr. Phillips. - Selling a Lakefront Home in Windermere: What Buyers Will Ask For (2026)
Selling on the Butler Chain? The survey, dock and seawall permits, flood disclosure, elevation certificate and HOA records lakefront buyers ask for. - Keene’s Pointe HOA: Dues, Rules and What They Cover (2026)
Keene's Pointe HOA dues are $3,578 a year per lot in 2026. What they pay for, the $1,500 capital contribution, and leasing, parking and golf cart rules. - Do You Have to Join the Golf Club to Live in Keene’s Pointe, Isleworth or Bay Hill? (2026)
Must you join the club in Keene's Pointe, Isleworth, Bay Hill or Orange Tree? What each club and HOA publishes, what they don't, and how to confirm it.
Nearby Communities
Neighborhoods closest to Keene’s Pointe: Lake Burden South · The Reserve at Lake Butler · Casa Del Lago · Glenmuir
