2007 to 2012Years built
1,500 to 3,500 sq ftHome size
Varies by floor planBedrooms
Historic Downtown & Plant StreetArea
Why people move here

Homes and townhomes with a park and pool, moments from downtown.

Oaks at Brandy Lake is a 165-home community of single-family homes and townhomes just a few minutes from downtown Winter Garden, with entrances off West Story Road and West Plant Street. Built from 2007 to 2012, homes run from about 1,500 to 3,500 square feet.
A park and community pool anchor the neighborhood. Plant Street, the farmers market and the West Orange Trail are close, which is why both first move-up buyers and downsizers end up here.
First move-up buyers and downsizers who want to be close to downtown.

Oaks at Brandy Lake at a glance

Location: W Story Rd & Brandy Oaks Loop, or W Plant St & Branchwood Way

Builder: Custom and individual builders

Built: 2007 to 2012

Homes: 165 (single-family and townhomes)

Home types: Single-family homes and Townhomes

Size: About 1,500 to 3,500 sq ft

Bedrooms: Varies by floor plan

Area: Historic Downtown & Plant Street

Life here

What Oaks at Brandy Lake has

🏊Community pool
🌳Park
🛠Playground
Proximity

What is close to Oaks at Brandy Lake

  • Grocery Store (Publix at West Point Commons) ~1 mi
  • Winter Garden Village ~4 mi
  • Stoneybrook West Village ~4 mi
  • Downtown Winter Garden ~2 mi

Approximate distances from the community entrance. Walt Disney World is roughly 20 to 25 minutes away off-peak. SR 50, the 429 interchanges and Avalon Road back up at rush hour, so send me your work address and I will map your real commute.

Schools

🏫 Tildenville Elementary

🏫 Lakeview Middle

🏫 West Orange High

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

The numbers

Oaks at Brandy Lake market snapshot

$515,000Median sale priceLast 12 months.
34 daysDays on marketMedian cumulative days on market.
7Closed sales6 the year before.
98%Sale-to-list price ratioMedian for the last 12 months.

Stellar MLS, residential closed sales, 12 months ending September 30, 2026. Pulled Oct 16, 2026 and refreshed every quarter. Deemed reliable but not guaranteed. For a specific home, request a custom report.

Live MLS listings

Oaks at Brandy Lake homes for sale right now

Straight from Stellar MLS. Save the search and get new Oaks at Brandy Lake listings the day they hit.

Start of list of properties

Free guides

Buying or selling in Oaks at Brandy Lake?

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

🏡 Buyer Guide

How buying in Oaks at Brandy Lake 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

Oaks at Brandy Lake FAQ

Where is Oaks at Brandy Lake in Winter Garden?

Oaks at Brandy Lake is in historic downtown Winter Garden near Plant Street and the West Orange Trail, at W Story Rd & Brandy Oaks Loop, or W Plant St & Branchwood Way.

How far is Oaks at Brandy Lake from Walt Disney World?

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

When were homes in Oaks at Brandy Lake built?

2007 to 2012. Most homes were built by individual or custom builders.

What amenities does Oaks at Brandy Lake have?

Community pool, Park, Playground.

Is Oaks at Brandy Lake a gated community?

Oaks at Brandy Lake is not listed as gated. Ask me about gated options nearby.

What schools serve Oaks at Brandy Lake?

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

Is Oaks at Brandy Lake inside Winter Garden city limits?

Many homes with a Winter Garden 34787 address, including much of Horizon West, sit in unincorporated Orange County rather than the City of Winter Garden. Taxes, utilities and services differ, so I confirm the jurisdiction for every address.

What do homes in Oaks at Brandy Lake sell for?

Per Stellar MLS, the median sale price in Oaks at Brandy Lake was $515,000 across 7 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 Oaks at Brandy Lake?

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

  • Recent closed sales in Oaks at Brandy Lake, 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.