Golf Course Homes for Sale in Winter Garden, FL
This page tracks every Winter Garden 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.
13 homes in golf communities are for sale or pending in Winter Garden, FL today across 9 communities. The median asking price is $625,000, from $389,900 to $1,725,000. Listings in Winter Garden without that feature have a median of $584,900. Most listings right now: Stoneybrook West (4), Stoneybrook West D (2), Oakland Park B-2 (1). Updated September 28, 2026 from the MLS.
Live golf community homes in Winter Garden: the listings
52 active listings carry the flag today (8% of Winter Garden inventory), median asking $704,715, $296/sq ft, median 24 days on market. Photo cards link to the listing; refreshed nightly.
Newest golf community homes in Winter Garden
The most expensive golf community homes in Winter Garden
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 15522 Shorebird Lane | $2,700,000 | 6,400 | Lakeshore Preserve |
| 907 Celadon Street | $2,495,000 | 5,036 | Oakland Parka |
| 906 Allendale Lane | $1,725,000 | 3,784 | Oakland Park B |
| 1032 Galston Alley | $1,650,000 | 3,506 | Oakland Parka |
| 1101 Eagles Pass Way | $1,644,999 | 4,104 | Oakland Park |
| 16795 Turtle Hatch Drive | $1,249,990 | 3,615 | Waterside At Johns Lake |
| 844 Oakland Park Boulevard | $1,195,000 | 3,525 | Oakland Park |
| 72 N Park Avenue #8 | $1,149,000 | 2,040 | 30 North Park |
| 642 Medora Way | $1,137,150 | 2,995 | Lakeview Village Estates |
| 64 N Park Avenue | $1,095,000 | 2,225 | 30 North Park |
Golf Community Homes by price
| Band | For sale | Share |
|---|---|---|
| $300K–$500K | 11 | 21% |
| $500K–$750K | 18 | 35% |
| $750K–$1M | 13 | 25% |
| $1M+ | 10 | 19% |
Winter Garden 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 |
|---|---|---|---|---|
| Stoneybrook West | 4 | 0 | $620,000 | $460,000 |
| Stoneybrook West D | 2 | 0 | $654,450 | $619,900 |
| Oakland Park B-2 | 1 | 0 | $1,725,000 | $1,725,000 |
| Lakeview Village Estates | 1 | 1 | $1,137,150 | $1,137,150 |
| Stoneybrook West Ut 4`` | 1 | 0 | $859,000 | $859,000 |
| Stoneybrook West Un 06 | 1 | 0 | $799,900 | $799,900 |
| Summerlake Pd Phase 2A And 2B | 1 | 0 | $509,900 | $509,900 |
| Stoneybrook West 47/78 | 1 | 0 | $439,000 | $439,000 |
| Summerlake Grvs Ph 2 | 1 | 0 | $389,900 | $389,900 |
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 Winter Garden?
What do golf course homes cost in Winter Garden?
Which Winter Garden community has the most golf course homes for sale?
Do I have to join the golf club if I buy in a golf community?
Keep exploring Winter Garden
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- Winter Garden waterfront homes
- Winter Garden gated community homes
- Winter Garden 4-bedroom homes
- Winter Garden homes under $300K
- Winter Garden homes $300K–$500K
- Golf Course Homes in every city
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 Winter Garden, 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.