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Saddlecrest at Windermere

Nestled along the tranquil shores of Lake Roberts and surrounded by lush conservation land, Saddlecrest at Windermere is an exclusive community of 41 luxury single-family homes for sale in Winter Garden. Located at the entrance to both Winter Garden and Windermere, this secluded enclave offers a peaceful and picturesque setting that combines natural beauty with upscale living. Tucked off Windermere Road and Walker Pond Road, Saddlecrest at Windermere presents the perfect opportunity for those seeking a refined lifestyle in a serene environment.

Community Overview

This intimate community features meticulously designed homes by Toll Brothers, offering five stunning floor plans that seamlessly blend elegance and practicality. Ranging from 5 to 7 bedrooms, 4 to 7 bathrooms, and 3 to 5 garages, these homes offer expansive living spaces between approximately 4,250 and 7,000 square feet. Each residence sits on a spacious half-acre lot, providing abundant room for outdoor entertaining. Several homes boast premium features, including private lakefront views of Lake Roberts, scenic pond vistas, and serene conservation backdrops. Signature features of the homes include welcoming covered porches, grand two-story foyers, soaring double-height great rooms, and chef-inspired kitchens with oversized islands, breakfast bars, and expansive walk-in pantries. At Saddlecrest at Windermere, luxury meets functionality in the most remarkable way.

Location

Boasting a prime location, Saddlecrest at Windermere provides convenient access to a range of parks and recreational facilities. Just a short drive away, West Orange Park offers picnic areas, a dog park, and full-sized soccer fields. The nearby Windermere Recreation Area is home to a playground, beach volleyball courts, tennis courts, and a dock with access to the beautiful Lake Crescent. Additionally, Lake Street Park features walking trails, green spaces, and grills for community enjoyment. Golf lovers will appreciate the proximity to Stoneybrook West Golf Course, located just a few miles from the community.

In addition to its natural beauty, Saddlecrest at Windermere is ideally situated near a variety of shopping destinations, including Winter Garden Village and Plantation Grove. The charming downtown Windermere offers a weekly farmers market, while downtown Winter Garden is also nearby. The community is well-connected to major roadways, including FL-429, Florida Turnpike, FL-50, FL-408, and I-4, ensuring easy access to all that Central Florida has to offer.

Saddlecrest at Windermere Community Information

  • Location: Windermere Road and Walker Pond Road (border of Winter Garden & Windermere)

  • Year Built: 2025

  • Homebuilder: Toll Brothers

  • HOA: Yes

  • Number of Homesites: 41 (off Walker Pond Road), 4 (off Windermere Road)

Nearby Schools

  • Lake Whitney Elementary School: 1 mile

  • Sunridge Middle School: 7 miles

  • West Orange High School: 3 miles

Dining and Shopping

  • Winter Garden Village: 3.5 miles

  • Publix Super Market at Plantation Grove: 3.5 miles

  • Shoppes of Winter Garden: 4 miles

  • Winter Garden Plaza: 4 miles

  • Shoppes at Windward Cay: 4 miles

  • Winter Garden Regional Shopping Center: 5 miles

  • Windermere Village: 5 miles

  • Walmart Neighborhood Market: 5 miles

  • Downtown Orlando: 14 miles

Parks and Recreation

  • George Bailey Park: 1.5 miles

  • West Orange Park: 2 miles

  • Windermere Recreation Area: 3 miles

  • Central Park: 3 miles

  • Lake Street Park: 3 miles

  • Stoneybrook West Golf Course: 5 miles

Theme Parks

  • Walt Disney World: 11 miles

  • Universal Studios Orlando: 10 miles

  • SeaWorld Orlando: 13 miles

Hospitals

  • AdventHealth Winter Garden: 4 miles

300 S Orange AveSte #1000Orlando, FL 32801

Whether you're buying, selling, or just exploring your options, I'd love to hear from you. Let's start the conversation.