Windermere golf course homes for sale in Isleworth

Windermere Golf Course Homes
for Sale

Windermere Golf Front Homes

About Windermere Golf Front Homes

Windermere · Golf Front Homes

Your Private Gateway to the Butler Chain of Lakes

Listings updated

Golf front living in Windermere delivers something most addresses can't - the fairway as your backyard and club membership as your community. From Isleworth to Heathrow, Sean & Barb know every hole and every home.

Market Intelligence · Windermere

Isleworth and Keene's Pointe - Florida's Premier Private Golf Estates

Windermere golf front living centers on two of Central Florida's most exclusive private communities. Isleworth Golf & Country Club is invitation-only with homes from $3M to $10M+. Keene's Pointe offers an 18-hole private course with an avg listing of ~$3M and a 95% list-to-sell ratio - one of the most popular family-oriented luxury golf communities in the metro.

Key Market Facts

  • - Isleworth Golf & Country Club: private invitation-only membership, homes $3M-$10M+
  • - Keene's Pointe: 18-hole private course, avg listing ~$3M, 95% list-to-sell
  • - Both communities are 24/7 guard-gated
  • - 6874 Valhalla Way (Keene's Pointe): $2.499M active
  • - 8336 Boyla Ct (Keene's Pointe): $3M active

Key Communities

Isleworth Golf & Country ClubKeene's Pointe (18-hole private course)Tibet-Butler Preserve adjacent

Buyer Questions

What Buyers Ask About Windermere Golf Front Homes

What is the most prestigious golf club in Windermere?

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.

What is Keene's Pointe golf club?

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+.

How much do golf homes cost at Isleworth in Windermere?

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.

Is Isleworth open to the public?

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.

Can I live on a golf course in Windermere without Isleworth?

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.

What is Isleworth Country Club in Windermere?

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.

What is Golden Bear Club at Keene's Pointe?

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.

What price range should I expect for golf-front homes in Windermere?

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.

What are the HOA and club fees for Isleworth and Keene's Pointe?

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.

What schools serve Windermere golf communities?

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.

How does Isleworth compare to Lake Nona Golf & Country Club?

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.

What is the commute from Windermere golf communities to downtown Orlando?

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.

Is Windermere golf-front property a good long-term investment?

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.

What are property taxes on Windermere golf-front estates?

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.

Are there upcoming golf community developments in Windermere?

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.

Golf Front Homes in Windermere

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