1996 to 2003Years built
3,500 to 6,000+ sq ftHome size
GatedEntry
Gotha & Dr. Phillips SideArea
Why people move here

Gated custom homes on Lake Down.

Harbor Isle is a small gated enclave of custom homes on Lake Down, built between 1996 and 2003. Lake Down connects to the rest of the Butler Chain, so the boat can go a long way from here.
Publix at The Grove is under a mile away and Restaurant Row is a short drive east.
Boaters who want a gate and the Dr. Phillips side of town.

Harbor Isle at a glance

Location: Apopka-Vineland Road, north of Conroy-Windermere Road, on Lake Down

Builder: Custom and individual builders

Built: 1996 to 2003

Homes: Small custom enclave

Home types: Custom lakefront and estate homes

Size: About 3,500 to 6,000+ sq ft

Bedrooms: Mostly 4 bedrooms and up

Entry: Gated

Area: Gotha & Dr. Phillips Side

Life here

What Harbor Isle has

🛡Gated entry
🌊Lake Down frontage on the Butler Chain
Proximity

What is close to Harbor Isle

  • The Grove (Publix) ~0.7 mi
  • Lake Down boat ramp ~1.6 mi
  • Rose Place Park ~2.5 mi
  • Bill Frederick Park at Turkey Lake ~3.1 mi

Approximate distances from the community entrance. Walt Disney World is roughly 15 to 20 minutes away off-peak. Two-lane roads around the lakes and SR 535 slow down at rush hour, so send me your work address and I will map your real commute.

Schools

🏫 Thornebrooke Elementary

🏫 Gotha Middle

🏫 Olympia High

Orange County Public Schools. Zoning changes, so verify every address.

The numbers

Harbor Isle market snapshot

Harbor Isle had 2 closed sales in the last 12 months. That is too few for a median that means anything, so I price homes here one at a time.

Get the real numbers for Harbor Isle

Call or text me at 407.502.4719 and I will send every recent closed sale in and around Harbor Isle, straight from Stellar MLS, with what each one tells us about value.

Stellar MLS, residential closed sales, 12 months ending September 30, 2026. Pulled Oct 15, 2026 and refreshed every quarter. Deemed reliable but not guaranteed. For a specific home, request a custom report.

Live MLS listings

Harbor Isle homes for sale right now

Straight from Stellar MLS. Save the search and get new Harbor Isle listings the day they hit.

Start of list of properties

Free guides

Buying or selling in Harbor Isle?

Pick your guide, tell me where to send it, and it opens right away.

🏡 Buyer Guide

How buying in Harbor Isle works, from new construction versus resale to what to verify on HOA, CDD and school zoning.

🔑 Seller Guide

Pricing, prep and timing for selling your current home, including how to sell and buy at the same time without moving twice.

Questions buyers ask

Harbor Isle FAQ

Where is Harbor Isle in Windermere?

Harbor Isle is in the Gotha and Dr. Phillips side of Windermere, west of Apopka-Vineland Road, at Apopka-Vineland Road, north of Conroy-Windermere Road, on Lake Down.

How far is Harbor Isle from Walt Disney World?

Roughly 15 to 20 minutes off-peak from this part of Windermere. I will map the exact drive from the entrance before you choose.

When were homes in Harbor Isle built?

1996 to 2003. Most homes were built by individual or custom builders.

What amenities does Harbor Isle have?

Gated entry, Lake Down frontage on the Butler Chain.

Is Harbor Isle a gated community?

Yes. Harbor Isle has a gated entry. I confirm gate type and access rules for any home before you write an offer.

What schools serve Harbor Isle?

Schools commonly listed for this community: Thornebrooke Elementary, Gotha Middle, Olympia High. Assignments change, so verify zoning for a specific address with the OCPS School Locator.

Is Harbor Isle in the Town of Windermere?

Many Windermere addresses are in unincorporated Orange County, not the Town. Taxes, rules and services differ, so I confirm the jurisdiction for every address.

What do homes in Harbor Isle sell for?

Too few homes sold in Harbor Isle in the last 12 months for a reliable median. Call or text me at 407.502.4719 and I will send recent closed sales in and around Harbor Isle from Stellar MLS.

Your next step

Thinking about Harbor Isle?

Give me 30 minutes and tell me your timeline. I will send back:

  • Recent closed sales in Harbor Isle, straight from Stellar MLS
  • Town or county, HOA and lake access for the homes that fit
  • Your real commute, mapped from the entrance

No pressure. If you are selling a home somewhere else first, we will plan both sides together.

Semper Fi to your real estate needs. Jorge Martinez, REALTOR®

Information deemed reliable but not guaranteed. Community details come from public sources and change over time; distances are approximate. Market data from Stellar MLS. Buyers should verify Town or county jurisdiction, school assignments, HOA, CDD, lake access and all property details independently. The JEM Property Group is an independently owned and operated real estate team affiliated with Keller Williams Realty. Equal Housing Opportunity.