Golf Course Homes for Sale in Windermere, FL
This page tracks every Windermere listing whose MLS record reports a golf course or golf-club community, by community, with live counts and asking prices, and the membership and fee questions that decide what a golf-community home really costs.
39 homes in golf communities are for sale or pending in Windermere, FL today across 8 communities. The median asking price is $3,600,000, from $1,050,000 to $19,500,000. Listings in Windermere without that feature have a median of $870,000. Most listings right now: Isleworth (16), Keenes Pointe (16), Keenes Pointe 46/104 (2). Updated November 8, 2026 from the MLS.
Live golf community homes in Windermere: the listings
48 active listings carry the flag today (21% of Windermere inventory), median asking $3,250,000, $652/sq ft, median 85 days on market. Photo cards link to the listing; refreshed nightly.
Newest golf community homes in Windermere
The most expensive golf community homes in Windermere
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 5192 Vardon Drive | $19,500,000 | 13,494 | — |
| 6119 Grosvenor Shore Drive | $15,900,000 | 14,068 | Keenes Point |
| 5092 Isleworth Country Club Drive | $8,500,000 | 7,100 | Isleworth |
| 9343 Tibet Pointe Circle | $7,450,000 | 8,362 | — |
| 5373 Isleworth Country Club Drive | $7,200,000 | 5,993 | Isleworth |
| 9349 Tibet Pointe Circle | $6,995,000 | 7,529 | Keenes Pointe |
| 6113 Grosvenor Shore Drive | $6,950,000 | 8,722 | Keenes Pointe |
| 6055 Louise Cove Drive | $6,850,000 | 7,158 | Isleworth West |
| 9921 Lake Louise Drive | $6,650,000 | 6,970 | Isleworth |
| 6462 Deacon Cir | $6,595,000 | 7,178 | Isleworth |
Golf Community Homes by price
| Band | For sale | Share |
|---|---|---|
| Under $300K | 1 | 2% |
| $750K–$1M | 1 | 2% |
| $1M+ | 46 | 96% |
Windermere golf course homes by community
Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.
| Community | Golf Course Homes | New build | Median list | From |
|---|---|---|---|---|
| Isleworth | 16 | 1 | $3,950,000 | $2,899,000 |
| Keenes Pointe | 16 | 1 | $2,690,000 | $1,050,000 |
| Keenes Pointe 46/104 | 2 | 0 | $3,642,500 | $2,790,000 |
| Isleworth Amd 03 | 1 | 0 | $19,500,000 | $19,500,000 |
| Keenes Point | 1 | 0 | $15,900,000 | $15,900,000 |
| Keenes Pointe Unit 03 46/104 | 1 | 0 | $7,450,000 | $7,450,000 |
| Isleworth West | 1 | 0 | $6,850,000 | $6,850,000 |
| Keenes Pointe Unit 3 | 1 | 0 | $2,650,000 | $2,650,000 |
Golf community costs: membership is the number to get first
Three kinds of golf community exist and the price of a home tells you nothing about which one you are looking at: mandatory-membership clubs (an initiation fee, often five figures, plus monthly dues, both required at closing), optional-membership clubs (the course is private but the home does not require joining) and public or semi-private courses where the community simply borders the fairways. Ask the listing agent for the current membership schedule in writing, whether an initiation fee is refundable or equity-based, and whether a capital assessment is pending on the clubhouse. Add HOA and, in many newer Florida golf communities, a CDD bond that shows up on the tax bill. Our true cost of ownership calculator puts dues, taxes and insurance into one monthly number.
Questions to ask about any golf-community listing
Is membership mandatory, and what are the initiation fee and monthly dues today? Is the club member-owned or developer-owned, and is a turnover or assessment scheduled? Which holes border the lot, and has the seller had errant-ball damage claims? Is there a CDD, and how many years remain on the bond? What did the seller pay in total (HOA + club + CDD) last year? A local agent who works these communities will know which clubs are financially healthy.
Common questions
How many homes in golf communities are for sale in Windermere?
What do golf course homes cost in Windermere?
Which Windermere community has the most golf course homes for sale?
Do I have to join the golf club if I buy in a golf community?
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Golf Course Homes in nearby Orange County cities
- Orlando golf course homes (184 for sale)
- Zellwood golf course homes (37 for sale)
- Winter Garden golf course homes (18 for sale)
Live data: Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Windermere, FL whose MLS record reports a golf course or golf-club community. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.