Orange County · Windermere · 34786
Gardens at Isleworth
Guard-gated luxury living adjacent to the famous Isleworth Golf & Country Club — with no mandatory club membership required. Custom estates from $4M to $5.5M in Windermere's most prestigious corridor.
Gardens at Isleworth Overview
Isleworth Address. No Club Requirement.
The Gardens at Isleworth occupies one of the most strategically valuable positions in Windermere real estate: geographically within the Isleworth ecosystem, guard-gated at the same luxury tier, but free of the invitation-only club structure that governs Isleworth proper.
Isleworth Golf & Country Club — where Tiger Woods once maintained his primary residence and where membership is by invitation of the existing membership body — commands its price point in part because of the club culture and the exclusivity of that membership process. The Gardens at Isleworth shares the same Windermere address, the same school zone, and the same general landscape, without requiring a buyer to navigate the IGCC membership process or commit to six-figure annual club spending.
The community contains approximately 40–60 custom luxury homes, all built to a custom specification. Common lot sizes are generous, and the community design prioritizes privacy and perimeter setbacks. For buyers at the $4M–$5.5M range who want an Isleworth-corridor lifestyle without the mandatory club economics, the Gardens is the clear first call.
Community anchors
- ✦ Guard-gated 24/7 — Dedicated security, controlled access
- ✦ ~40–60 custom estates — Intimate community footprint
- ✦ No IGCC membership required — Standard HOA only
- ✦ Adjacent to Isleworth G&CC — Prestigious corridor address
- ✦ Windermere school zone — Elementary · Bridgewater Middle · Windermere High
- ✦ ~20 min to Disney — Prime southwest Orange County
Gardens at Isleworth Property Types
Custom Estate — Golf View
$4.5M–$5.5M+
Homes with views toward the Isleworth Golf & Country Club course. Maximum prestige address within the Gardens.
Custom Estate — Interior
$4M–$5M
Guard-gated luxury homes with generous lots, resort-style pools, and the full Windermere lifestyle without mandatory club costs.
Custom Estate — Conservation
$4M–$4.8M
Privacy-backed estates with natural buffers, quieter settings, and expansive rear outdoor living.
Homes for Sale in the Gardens at Isleworth
Live Stellar MLS listings · ZIP 34786 · Windermere area
Browse active homes for sale in Windermere, Central Florida, sourced from Stellar MLS and refreshed every 15 minutes. Current inventory includes single-family homes, condos, and waterfront properties across a range of price points.
Gardens at Isleworth — FAQ
What is the Gardens at Isleworth?
The Gardens at Isleworth is a guard-gated luxury enclave in Windermere, FL (ZIP 34786), located adjacent to the famous Isleworth Golf & Country Club community. The Gardens contains approximately 40–60 custom luxury homes and is a distinct neighborhood with its own HOA — it is not part of the Isleworth Golf & Country Club membership structure. Buyers purchasing in the Gardens at Isleworth are not required to join the Isleworth Golf & Country Club or pay its invitation-only initiation fees. List prices typically range from approximately $4M to $5.5M.
Is the Gardens at Isleworth the same as Isleworth?
No — they are adjacent but distinct communities. Isleworth proper is the famous invitation-only private club community built around the Arnold Palmer-designed Isleworth Golf & Country Club, where ownership requires a mandatory club membership with a six-figure initiation fee and significant annual dues. The Gardens at Isleworth is a separate guard-gated enclave nearby — sharing the Isleworth geographic area and zip code but governed by its own HOA, with no mandatory private club requirement. Buyers who want the Isleworth address and guard-gated prestige without the club commitment often consider the Gardens.
What are the HOA fees at Gardens at Isleworth?
HOA fees at the Gardens at Isleworth are estimated at $400–$700 per month, covering gate security, community landscaping, and common area maintenance. There is no mandatory Isleworth Golf & Country Club membership — the HOA covers only the Gardens community infrastructure. This is a significant cost distinction from Isleworth proper, where club fees can add $30,000–$60,000+ per year on top of HOA costs. Verify current fees and any special assessments directly with the Gardens HOA before closing.
Can Gardens at Isleworth residents join the Isleworth Golf & Country Club?
Membership at the Isleworth Golf & Country Club is invitation-only and controlled by the existing membership, not by geography. Owning in the Gardens at Isleworth does not grant automatic access or eligibility — a buyer would need a separate invitation and to go through the IGCC membership process independently. That said, the adjacency of the two communities means Gardens residents are part of the same social and geographic ecosystem, which can create organic networking paths to potential club introductions.
What schools serve the Gardens at Isleworth?
The Gardens at Isleworth is in the Windermere school attendance zone within Orange County Public Schools: Windermere Elementary, Bridgewater Middle School, and Windermere High School. Windermere High School consistently ranks among the top public high schools in Orange County for test scores and college placement. Always verify specific address assignments with OCPS Find My School before closing.
Windermere & Isleworth Corridor Communities
Gardens at Isleworth Specialist
Ryan Solberg · MaxLife Realty · Windermere Luxury