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
Aerial view of the Keene's Pointe clubhouse, pool and lake

Keene’s Pointe FAQs

What types of homes are in Keene’s Pointe?

Keene’s Pointe has 887 single-family homes, mostly built from 1999 to 2008, according to the 2026 Orange County tax roll. A typical single-family home there has about 3,834 sq ft of living space.

Is Keene’s Pointe a gated community?

Yes. Keene’s Pointe is guard-gated, with a staffed entrance. It is one of 16 gated communities we track in the Windermere area.

How much do homes cost in Keene’s Pointe?

The median single-family home in Keene’s Pointe sold for $1,510,000, based on 55 qualified sales from Jul 2025 to Jun 2026 on the Orange County tax roll. Prices vary by lot, size and view, so ask us for recent sales on a specific street.

Is Keene’s Pointe a golf community?

Yes. Keene’s Pointe surrounds the Golden Bear Club, a private Jack Nicklaus Signature course that opened in 1999. Keene’s Pointe is on the Butler Chain of Lakes. Amenities: 24,000 sq ft clubhouse, tennis, pool and fitness center for social members.

Is Keene’s Pointe inside the Town of Windermere?

No. Keene’s Pointe has Windermere mailing addresses but is in unincorporated Orange County, outside the Town of Windermere. Its homes are split between two Orange County tax districts: 772 homes in district 75 (16.3894 mills in 2025) and 115 in district 35 (16.1366 mills).

What schools is Keene’s Pointe zoned for?

For the 2026–27 school year, Orange County Public Schools zones Keene’s Pointe to Windermere Elementary School, Bridgewater Middle School and Windermere High School. School zones can change, so confirm a specific address with OCPS Find My School at ocps.net.

Are there homes for sale in Keene’s Pointe right now?

Listings in Keene’s Pointe change often. Browse current Keene’s Pointe listings on windermerehomestore.com, our home search site, or ask Infinity Realty Group for every home for sale in Keene’s Pointe right now, sent straight from the MLS. Call 407-234-2256.

Buying & Selling Homes
in Keene’s Pointe

Buying a home in Keene’s Pointe offers entry into one of Windermere’s most prestigious gated communities, where championship golf, lakefront living, and architectural distinction define the lifestyle. With a limited number of residences and consistent demand from discerning buyers, opportunities within the neighborhood are often competitive. Understanding market timing, property positioning, and the nuances of this exclusive enclave allows buyers to approach the process with confidence and clarity.

Selling a home in Keene’s Pointe requires a refined strategy that reflects the stature of the community itself. Highlighting golf course frontage, lake access, architectural craftsmanship, and the lifestyle surrounding the Golden Bear Club helps present a property in its strongest light. Strategic pricing, elevated presentation, and carefully targeted exposure are essential to attracting qualified luxury buyers and achieving exceptional results.

With deep familiarity of Windermere’s premier estate communities, Infinity Realty Group provides the expertise and strategic guidance needed to navigate the Keene’s Pointe luxury market with confidence and discretion.

Discover Your Keene’s Pointe Real Estate Options

If you’re considering a move in Keene’s Pointe in Windermere, the forms below are the easiest way to connect with our team. Share a few details about your plans, whether you’re thinking about buying, selling, or simply exploring your options. Once we receive your information, Infinity Realty Group will follow up with personalized guidance tailored to your goals and the current Windermere luxury market.

You can also browse some of the luxury homes we have sold nearby.



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