2000 to 2004Years built
1,900 to 3,900 sq ftHome size
GatedEntry
LennarBuilder
Why people move here

Gated, established and right on the Maguire Road corridor.

Brookestone sits in south Ocoee, where Ocoee meets Windermere and Winter Garden. Lennar built it in the early 2000s, and the neighborhood has had two decades to grow in: mature landscaping, a gate at the entrance and courts for tennis and basketball.
Publix is about a mile away at Plantation Grove, and SR 50, the Turnpike and the 408 are all close. It is a quick drive to Winter Garden Village for dinner and to the 429 for the parks.
Buyers who want a gate and a resale with history over a new-build price tag.

Brookestone at a glance

Location: Maguire Road at Highbrooke Boulevard, with entrances off Tomyn Boulevard

Builder: Lennar

Built: 2000 to 2004

Homes: 303 homes

Home types: Single-family homes

Size: About 1,900 to 3,900 sq ft

Bedrooms: 3 to 5 bedrooms

Entry: Gated

Area: South Ocoee & Maguire Road

Life here

What Brookestone has

🛡Gated entry
🎾Tennis court
🏀Basketball court
🛠Playground
🌳Community park
Proximity

What is close to Brookestone

  • Plantation Grove (Publix) ~1 mi
  • Walmart Supercenter ~1.5 mi
  • Winter Garden Village ~4.5 mi
  • Downtown Winter Garden ~5 mi

Approximate distances from the community entrance. Walt Disney World is roughly 20 to 25 minutes away off-peak. SR 50, Clarke Road and Maguire Road back up at rush hour, so send me your work address and I will map your real commute.

Schools

🏫 Westbrooke Elementary

🏫 Sunridge Middle

🏫 West Orange High

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

The numbers

Brookestone market snapshot

Brookestone had 4 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 Brookestone

Call or text me at 407.502.4719 and I will send every recent closed sale in and around Brookestone, 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

Brookestone homes for sale right now

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

Start of list of properties

Free guides

Buying or selling in Brookestone?

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

🏡 Buyer Guide

How buying in Brookestone 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

Brookestone FAQ

Where is Brookestone in Ocoee?

Brookestone is in south Ocoee along the Maguire Road corridor, at Maguire Road at Highbrooke Boulevard, with entrances off Tomyn Boulevard.

How far is Brookestone from Walt Disney World?

Roughly 20 to 25 minutes off-peak from this part of Ocoee. I will map the exact drive from the entrance before you choose.

When were homes in Brookestone built?

2000 to 2004, by Lennar.

What amenities does Brookestone have?

Gated entry, Tennis court, Basketball court, Playground, Community park.

Is Brookestone a gated community?

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

What schools serve Brookestone?

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

Is Brookestone inside Ocoee city limits?

Most Ocoee neighborhoods are inside city limits, but some homes with an Ocoee, Apopka, Winter Garden or Orlando mailing address sit in unincorporated Orange County. Taxes, utilities and services differ, so I confirm the jurisdiction for every address.

What do homes in Brookestone sell for?

Too few homes sold in Brookestone 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 Brookestone from Stellar MLS.

Your next step

Thinking about Brookestone?

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

  • Recent closed sales in Brookestone, straight from Stellar MLS
  • City or county, HOA and CDD 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 city 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.