Saddlecrest at Windermere

Windermere, FL
Average Sales Price
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Median Sales Price
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Population
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Total Listings
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At a Glance
Saddlecrest at Windermere is in unincorporated Orange County, not the Town of Windermere. Its Walker Pond Road lots are recorded on the county plat "Watercrest at Windermere." Those lots are zoned for Lake Whitney Elementary, SunRidge Middle and West Orange High School, according to Orange County Public Schools' 2026-27 school zones; Toll Brothers land on Windermere Road is zoned differently. The association is Saddlecrest at Windermere Homeowners' Association, Inc.
Homes & Builders
Local listings count 45 planned homesites: 41 off Walker Pond Road and 4 off Windermere Road. The 41 Walker Pond Road lots are on the Watercrest at Windermere plat, recorded in June 2025 on about 78.5 acres with Toll Southeast LP as the developer. Most of those lots are about 0.5 to 0.8 acre, and the six Concordia Lane lots on Lake Roberts are about 2.8 to 3.3 acres. As of October 2026, the Orange County tax roll shows no finished homes on the plat, and MLS shows no sales. Toll Brothers lists five floor plans of about 4,300 to 7,000 square feet with 5 to 7 bedrooms and 3- to 5-car garages.
Amenities
Six lots on Concordia Lane border Lake Roberts, according to Orange County GIS. Toll Brothers announced in July 2026 a new phase of homesites coming in fall 2026.

Saddlecrest at Windermere Homes for Sale

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Saddlecrest at Windermere Homes Sold in the Past 12 Months

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Saddlecrest at Windermere: Local Questions Answered

Where is Saddlecrest at Windermere?

Saddlecrest at Windermere's platted lots are on Skyflower Way and Concordia Lane, on land bordered by Walker Pond Road and Lake Roberts. Toll Brothers gives the address as 1841 Windermere Road, Windermere, FL 34786. The community is in unincorporated Orange County, and county records give the Walker Pond Road lots Winter Garden 34787 addresses.

What types of homes are in Saddlecrest at Windermere?

Saddlecrest at Windermere is planned for single-family homes on 45 homesites, per local listings. Toll Brothers lists five floor plans of about 4,300 to 7,000 square feet with 5 to 7 bedrooms. As of October 2026, the Orange County tax roll shows no finished homes on the plat yet.

How much do homes cost in Saddlecrest at Windermere?

No MLS sales were recorded in Saddlecrest at Windermere as of October 2026, so there are no resale prices to report yet. Toll Brothers sets new-home pricing, and it changes, so check current pricing with the builder. For today's listings, see the top of this page.

What are the HOA fees in Saddlecrest at Windermere?

No HOA dues are published in MLS records yet, so confirm dues with the association. Orange County property records and Florida's official list of special districts don't show a community development district (CDD) for Saddlecrest at Windermere, but check the property tax bill for any special assessments. The association is Saddlecrest at Windermere Homeowners' Association, Inc.

What schools serve Saddlecrest at Windermere?

Orange County Public Schools' 2026-27 school zones place the Walker Pond Road lots in Saddlecrest at Windermere in Lake Whitney Elementary, SunRidge Middle and West Orange High School. Toll Brothers parcels on Windermere Road, where other homesites are planned, are zoned for Windermere Elementary, Bridgewater Middle and Windermere High School.

Zoning can change and varies by street, so confirm a specific address with Orange County Public Schools' Find My School tool, and compare school grades in the Florida School Accountability Reports.

Is Saddlecrest at Windermere the same as Watercrest at Windermere or Lake Roberts Landing?

Watercrest at Windermere is the Orange County plat name for Saddlecrest's Walker Pond Road lots, so county records may use that name. Lake Roberts Landing is a separate, older community inside City of Winter Garden limits on the other side of Lake Roberts. Casabella, another Toll Brothers community, and Saddlebrook are also separate communities.

Can you rent homes in Saddlecrest at Windermere short term?

No Saddlecrest at Windermere-specific rental rules turned up in our research. HOA documents often limit leasing, so confirm the current rules with the association before buying if you plan to rent.

Have questions about Saddlecrest at Windermere?

Ask me about homes, pricing, schools, commute, or the best streets to focus on. I'm a full-service local agent backed by a trusted network of professionals, so every step from first showing to closing day is handled.

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