Privacy and security
Isleworth is guard-gated around the clock, and visitors are cleared at the gate. That privacy is a major reason executives, athletes and public figures choose it, and it is part of what holds values.
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Isleworth homes for sale
Guard-gated estates on the Butler Chain of Lakes, around a private Arnold Palmer–designed golf course — Windermere’s most recognized luxury address.
- Location
- Windermere · 34786
- Community
- About 600 acres
- Security
- 24-hour guard gate
- Golf
- Arnold Palmer design
Living in Isleworth
Privacy, water, and one of Florida’s great golf clubs
Isleworth covers roughly 600 acres in unincorporated Orange County with a Windermere address, home to around 380 custom estates. Its shoreline touches several lakes of the Butler Chain — including Lake Butler, Lake Tibet, Lake Chase, Lake Louise, and Lake Bessie — so many homes have boat access to the wider chain.
At its center is Isleworth Golf & Country Club, built around an 18-hole course designed by Arnold Palmer and Ed Seay in 1986 and later renovated. The clubhouse anchors social life with dining, fitness, and racquet sports.
Buyers come for security and seclusion: a staffed gate at all hours, mature landscaping, and estates set well back from the road — about 25 minutes from downtown Orlando.
Isleworth homes rarely sit for long
Many sales happen with limited public exposure. Tell us your must-haves — lakefront, golf frontage, lot size — and we’ll watch the community for you.
Request Isleworth listingsTypes of Isleworth Homes
01
Lakefront estates
Homes on the Butler Chain with docks and boathouses — the community’s most sought-after sites.
02
Golf-front homes
Estates overlooking the fairways of the Arnold Palmer–designed course.
03
Interior estates & homesites
Custom homes on landscaped interior lots, and occasional homesites for building new.
Before You Buy
What to know before buying in Isleworth
- 01
Club membership
Club membership is separate from owning a home and is by invitation. We confirm current terms and availability early.
- 02
Lake & navigability
Which lake a home sits on, and the canal route from it, decide where your boat can go.
- 03
Architectural review
Renovations and new builds go through the community’s review process.
- 04
Unincorporated county
Isleworth is in unincorporated Orange County, not the Town of Windermere, which affects services and permitting.
A Closer Look
Inside Isleworth: what buyers should know
Golf and club life
The private Isleworth Golf & Country Club, with its Arnold Palmer–designed course, is at the center of community life. Membership is handled separately from buying a home, so we explain the options before you write an offer.
Homes and homesites
Estates range from established homes on the golf course to newer custom builds on the lakes. Occasionally a homesite or a teardown comes up for buyers who want to build, subject to architectural review.
Location
Isleworth sits near the Town of Windermere, with SR 429 and SR 535 nearby. Dr. Phillips’ restaurants, Disney and Universal are a short drive away, yet the community feels removed from the tourist corridor.
Is Isleworth right for you?
Why buyers choose it
- Round-the-clock guard-gated privacy
- Butler Chain lakefront and championship golf in one community
- Large estates and custom homes
- Close to Windermere, Dr. Phillips and the parks
Trade-offs to weigh
- Among the highest prices and carrying costs in the region
- Club membership is a separate decision and expense
- Architectural review adds time to renovations
- Limited inventory; the right home may take patience
Selling in Isleworth
Your Isleworth REALTOR® for selling and buying
Isleworth sales are often quiet. Many sellers prefer to reach qualified buyers privately before any public marketing, and buyers expect discretion. We price on lake, golf and lot specifics, vet buyers before access, and coordinate every showing with the gate.
Questions
Isleworth real estate FAQ
Do I have to join the club to buy a home in Isleworth?
Club membership is separate from homeownership, and it is by invitation. We confirm the current membership terms, initiation, and dues for you before you make an offer.
Is Isleworth in the Town of Windermere?
No. Isleworth has a Windermere mailing address but sits in unincorporated Orange County. See our Windermere guide for how the two differ.
Can I buy a lot and build in Isleworth?
Occasionally. Homesites and older homes bought for redevelopment do come up. Every plan goes through architectural review, so we check guidelines and timelines before you commit.
How do showings work in a guard-gated community?
As your broker, we schedule showings with the listing agent and arrange gate access in advance. Many Isleworth homes are also shown privately before or instead of public marketing.
Can I sell my Isleworth home privately?
Yes. Many Isleworth homes are first offered privately to qualified buyers and their agents. We weigh privacy against exposure with you and choose the approach that best serves your price and timing.
How does Isleworth compare with Keene’s Pointe?
Both are gated golf communities on the Butler Chain. Isleworth is smaller and more secluded with an invitation-only club; Keene’s Pointe is larger, with a wider range of home sizes and prices.
Buying or Selling in Isleworth
Discreet representation, broker to broker.
Buying or selling in Isleworth calls for discretion. Work directly with the broker, never a junior agent.