Guard-gated lakefront golf community featuring Jack Nicklaus course and Butler Chain of Lakes access.
Keene’s Pointe is a 24-hour guard-gated luxury community in Windermere developed by Castle & Cooke beginning in 1999 and continuing through 2018. The subdivision comprises approximately 1,067 homesites across 14 distinct architectural neighborhoods, ranging from Mediterranean estates to European-influenced designs. Its defining feature is the Golden Bear Club, a championship 18-hole Jack Nicklaus Signature Golf Course that spans the entire community, offering members challenging play alongside picturesque fairways and greens.
The community’s location along the Butler Chain of Lakes-particularly Lake Tibet and Lake Burden-provides extensive waterfront and lakefront properties, with many homes offering golf course views and direct lake access. Amenities include a private country club with fine dining, four lighted tennis courts, an Olympic-size aquatic center, fitness facilities, and nature preserves totaling over 100 acres of freshwater fishing lakes. HOA fees vary by village, ranging from minimal amounts to approximately $3,028 monthly, with some neighborhoods charging additional sub-association fees for specialized amenities. Notably, the community does not carry Community Development District (CDD) fees, a significant advantage over many newer luxury developments.
Keene’s Pointe homes range from approximately $475,000 for vacant lots and entry-level properties to several million dollars for waterfront estates and custom homes. Recent market activity shows 52 homes sold within a year with an average selling price near $1.9 million. The community draws buyers, golf enthusiasts, and professionals seeking proximity to Central Florida attractions while maintaining gated security and luxury amenities on their doorstep.
The subdivision is zoned for Orange County Public Schools, which covers Pre-K through grade 5, grades 6 through 8, and grades 9 through 12. Many residents opt for nearby a private school, a private PreK-12 institution. The community’s established infrastructure, lack of CDD fees, and combination of golf course access, lake views, 24-hour security, and refined architecture position Keene’s Pointe as a distinctive luxury address in Windermere with more accessible pricing than ultra-premium nearby communities.
Home prices in Keene's Pointe range from approximately $475,000 for vacant homesites to several million dollars for waterfront estates. Current market data shows homes typically priced between $719,900 and $9,999,000, with recent sales averaging around $1.9 million. Pricing varies significantly by neighborhood, lot size, waterfront access, and golf course proximity. Contact a Market Connect Realty agent for current listing availability and pricing in your preferred area.
Yes, Keene's Pointe is a private 24-hour guard-gated community with two main entrances. Residents must register vehicles and license plates with the HOA, while guests require online passes activated through a mobile app. The guardhouse verifies guest entries. This comprehensive security system is maintained by an internal security staff and includes restricted contractor access on weekends, creating a secure environment reminiscent of established suburban neighborhoods.
Keene's Pointe is zoned for three Orange County Public Schools campuses covering PreK-5, grades 6-8, and grades 9-12. A private PreK-12 school also sits less than two miles from the community and enrolls students from the surrounding area. Ask your MCR advisor to pull the current attendance zone for a specific address. School assignments can vary by specific address, so verify current zoning with the Orange County Schools District before enrollment.
HOA fees in Keene's Pointe vary significantly by village and range from approximately $8 to $3,028 monthly. Most sources cite typical quarterly fees around $721 ($240/month), though variation occurs based on neighborhood amenities. Fees cover 24-hour guard-gated security, common area and road maintenance, community pool, recreation facilities, and trash removal. Some villages have additional sub-association fees for specialized amenities. Contact LeLand Management for current fees specific to your neighborhood.
Keene's Pointe residents enjoy extensive amenities centered on the Golden Bear Club, featuring an 18-hole Jack Nicklaus Signature Golf Course, championship tennis courts with lighting, an Olympic-size pool, and a full-service fitness center. Additional amenities include private dining at The Pointe 18 Bar & Grille, lake access with boat ramps, nature preserves spanning over 100 acres, playgrounds, parks, and on-site RV and boat storage. Golf club membership is optional and separate from HOA fees.
Keene's Pointe comprises approximately 1,067 homesites across 14 distinct neighborhoods. Development began in 1999 and continued through 2018, with Castle & Cooke employing 12 of Orlando's notable custom builders to create diverse architectural styles including Mediterranean estates, traditional designs, and European-influenced homes. The community remains one of Central Florida's largest luxury residential developments by homesite count.
Short-term rental policies in Keene's Pointe are not definitively confirmed in publicly available sources. Given the community's focus as an owner-occupied luxury residential enclave with strict HOA governance, restrictions likely exist. Contact the Keene's Pointe HOA directly at LeLand Management (407-909-9099 or keenespointehoa.com) to confirm current rental policies before purchasing with rental intent.
Keene's Pointe development began in 1999 and continued through 2018, spanning nearly two decades. Castle & Cooke served as the master developer, employing 12 of Orlando's established custom builders to create the community's 14 distinct neighborhoods. This extended development timeline allowed diverse architectural influences and home styles to coexist while maintaining consistent quality standards and established infrastructure from the outset, eliminating Community Development District fees.