2025 to 2026Years built
4,250 to 7,000 sq ftHome size
5 to 7 bedroomsBedrooms
Toll BrothersBuilder
Why people move here

New Toll Brothers estates, some on Lake Roberts.

Saddlecrest is a new Toll Brothers community of about 45 homes on Walker Pond Road and Windermere Road. Five floor plans run from about 4,250 to 7,000 square feet with three to five car garages.
Some homesites sit on Lake Roberts and others face conservation land. Downtown Winter Garden and Windermere are each a short drive.
Luxury upsizers who want brand new and room for everyone.

Saddlecrest at Windermere at a glance

Location: Windermere Road at Walker Pond Road, on the Winter Garden line

Builder: Toll Brothers

Built: 2025 to 2026 (new construction)

Homes: About 45 homesites

Home types: Single-family homes

Size: About 4,250 to 7,000 sq ft

Bedrooms: 5 to 7 bedrooms

Area: McKinnon & Maguire Road

Life here

What Saddlecrest at Windermere has

🌊Lake Roberts frontage on select homes
🌳Conservation surroundings
🚗Three to five car garages
Proximity

What is close to Saddlecrest at Windermere

  • George Bailey Park ~1.5 mi
  • West Orange Park ~2 mi
  • Windermere Recreation Area ~3 mi
  • Central Park ~3 mi

Approximate distances from the community entrance. Walt Disney World is roughly 20 to 25 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

🏫 Lake Whitney Elementary

🏫 SunRidge Middle

🏫 West Orange High

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

The numbers

Saddlecrest at Windermere market snapshot

Saddlecrest at Windermere had no 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 Saddlecrest at Windermere

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

Saddlecrest at Windermere homes for sale right now

Straight from Stellar MLS. Save the search and get new Saddlecrest at Windermere listings the day they hit.

Start of list of properties

Free guides

Buying or selling in Saddlecrest at Windermere?

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

🏡 Buyer Guide

How buying in Saddlecrest at Windermere 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

Saddlecrest at Windermere FAQ

Where is Saddlecrest at Windermere in Windermere?

Saddlecrest at Windermere is in the McKinnon Road and Maguire Road side of Windermere, toward Winter Garden, at Windermere Road at Walker Pond Road, on the Winter Garden line.

How far is Saddlecrest at Windermere from Walt Disney World?

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

When were homes in Saddlecrest at Windermere built?

2025 to 2026 (new construction), by Toll Brothers.

What amenities does Saddlecrest at Windermere have?

Lake Roberts frontage on select homes, Conservation surroundings, Three to five car garages.

Is Saddlecrest at Windermere a gated community?

Saddlecrest at Windermere is not listed as gated. Ask me about gated options nearby.

What schools serve Saddlecrest at Windermere?

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

Is Saddlecrest at Windermere 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 Saddlecrest at Windermere sell for?

Too few homes sold in Saddlecrest at Windermere 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 Saddlecrest at Windermere from Stellar MLS.

Your next step

Thinking about Saddlecrest at Windermere?

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

  • Recent closed sales in Saddlecrest at Windermere, 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.