1999 to 2024Years built
2,000 to 10,000+ sq ftHome size
Guard-gatedEntry
Summerport & SR 535Area
Why people move here

Guard-gated golf, the Butler Chain and Disney three miles away.

Keene’s Pointe is a guard-gated community of about 1,070 homes on Chase Road, built around the Jack Nicklaus Signature course at the Golden Bear Club. Lake Tibet, Lake Chase, Lake Blanche and Lake Burden border the community.
The pool, fitness center, tennis and restaurant are inside the gate, and R.D. Keene Park is right outside it. Walt Disney World is about three miles south.
Upsizers and executives who want golf, the chain and the parks close.

Keene's Pointe at a glance

Location: Chase Road, north of Winter Garden Vineland Road (SR 535)

Builder: Developed by Castle and Cooke with a group of custom builders

Built: 1999 to 2024

Homes: About 1,070 homesites

Home types: Single-family homes, estates and lakefront homes

Size: About 2,000 to 10,000+ sq ft

Bedrooms: 4 to 8 bedrooms

Entry: Guard-gated

Area: Summerport & SR 535

Life here

What Keene’s Pointe has

🛡24-hour guard gate
⛳Jack Nicklaus Signature golf at the Golden Bear Club
🏠Clubhouse and restaurant
🏊Community pool and fitness center
🎾Four tennis courts
🏀Basketball court
🛠Playgrounds
🚤Boat ramp
Proximity

What is close to Keene’s Pointe

  • R.D. Keene Park ~0.4 mi
  • Grocery and shopping ~0.6 mi
  • West Beach Park ~1.6 mi
  • Walt Disney World ~3 mi

Approximate distances from the community entrance. Walt Disney World is roughly 10 to 15 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

🏫 Windermere Elementary

🏫 Bridgewater Middle

🏫 Windermere High

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

The numbers

Keene's Pointe market snapshot

$1,762,500Median sale priceUp 19.5% from $1,475,000 the year before. Part of that is the mix of homes that sold.
46 daysDays on marketMedian cumulative days on market.
62Closed sales57 the year before.
94%Sale-to-list price ratioMedian for the last 12 months.

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

Keene's Pointe homes for sale right now

Straight from Stellar MLS. Save the search and get new Keene's Pointe listings the day they hit.

Start of list of properties

Free guides

Buying or selling in Keene's Pointe?

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

🏡 Buyer Guide

How buying in Keene's Pointe 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

Keene's Pointe FAQ

Where is Keene's Pointe in Windermere?

Keene's Pointe is in the SR 535 corridor near Summerport, Windermere High and Windermere Prep, at Chase Road, north of Winter Garden Vineland Road (SR 535).

How far is Keene's Pointe from Walt Disney World?

Roughly 10 to 15 minutes off-peak from this part of Windermere. I will map the exact drive from the entrance before you choose.

When were homes in Keene's Pointe built?

1999 to 2024, by Developed by Castle and Cooke with a group of custom builders.

What amenities does Keene's Pointe have?

24-hour guard gate, Jack Nicklaus Signature golf at the Golden Bear Club, Clubhouse and restaurant, Community pool and fitness center, Four tennis courts, Basketball court, Playgrounds, Boat ramp.

Is Keene's Pointe a gated community?

Yes. Keene's Pointe has a staffed guard gate. I confirm gate type and access rules for any home before you write an offer.

What schools serve Keene's Pointe?

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

Is Keene's Pointe 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 Keene's Pointe sell for?

Per Stellar MLS, the median sale price in Keene's Pointe was $1,762,500 across 62 closed sales in the 12 months ending September 30, 2026. Call or text me at 407.502.4719 for recent sales that match your home.

Your next step

Thinking about Keene's Pointe?

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

  • Recent closed sales in Keene's Pointe, 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.