Waterstone Homes for Sale in Windermere

About Waterstone on Lake Butler

If you're looking at Waterstone homes for sale, you're considering one of Windermere's most coveted guard-gated communities. I love showing homes here because the quality is exceptional. Waterstone is a private enclave of about 120 luxury homes spread across 128 acres on the shores of Lake Butler, part of the legendary Butler Chain of Lakes in Windermere, FL 34786.

The community was built between 2010 and 2019 by four respected builders: Brerhill Homes, David Weekley Homes, Sillman Homes, and Toll Brothers. You'll find Mediterranean and Tuscan-inspired architecture with barrel tile roofs, brick paver driveways, and homes ranging from roughly 2,700 to over 9,600 square feet with 4 to 7 bedrooms.

What really sets Waterstone apart from other luxury communities in Windermere is the combination of Butler Chain lakefront access, a 24-hour manned guard gate, and a private gated entrance directly into Windermere Preparatory School, the number one ranked private school in Orlando.

Waterstone Pricing and Market Data

Waterstone isn't a large production community. With only 120 homes total, inventory is limited and turnover stays low. When a home does come on the market, it typically sells within 60 days at 95% of asking price. Lakefront lots on Lake Butler command the highest premiums.

The Arrival Experience

One of the first things you'll notice about Waterstone is the signature brick paver arched bridge entry. Just past the 24-hour manned guard gate, the bridge leads into a landscape of live oak-lined streets, lush tropical plantings, and a quiet sense of privacy that immediately sets you apart from the outside world.

The Mediterranean and Tuscan architecture is consistent throughout, creating a cohesive and elegant streetscape. Most homes feature private screened swimming pools, and lakefront properties often include private docks for accessing the Butler Chain of Lakes.

Butler Chain of Lakes Access

Waterstone sits right on the shores of Lake Butler, which connects to the Butler Chain of Lakes, a series of 11 interconnected lakes spanning over 4,700 acres of pristine, navigable water. The Butler Chain is widely regarded as the most desirable lake system in Central Florida.

Residents with lakefront homes can boat, kayak, paddleboard, and fish directly from their private docks. The chain connects Lake Butler to Lake Down, Lake Isleworth, Lake Bessie, Lake Louise, Lake Chase, Lake Tibet, Lake Blanche, Pocket Lake, Lake Sheen, and Fish Lake.

Lakefront lots in the Lake Butler area of Waterstone average approximately 1.3 acres, providing substantial privacy, deep water frontage, and room for generous outdoor living spaces. Some interior lots also exceed one full acre.

Windermere Preparatory School Access

This is one of my favorite things to tell parents about: Waterstone has a private gated entrance directly into Windermere Preparatory School. That means you can walk or drive your kids to school without ever leaving the gated community.

Windermere Preparatory School is a private K-12 school rated A+ by Niche and ranked the number one private school in the Orlando area. They maintain a 100% graduation rate, a 13:1 student-to-teacher ratio, and average SAT scores of 1310. Total enrollment is around 1,600 students.

For families with school-age children, this private entrance is a convenience and safety advantage that no other community in the area can match.

Community Amenities

• 24-hour manned guard gate with controlled access for residents and guests
• Brick paver arched bridge entry creating a distinctive arrival experience
• Live oak-lined streets throughout the community
• Community park with open green space for residents
• Nature trails winding through the property
• Natural wetland preserve providing wildlife habitat and scenic views
• Private gated entrance to Windermere Preparatory School
• Butler Chain of Lakes access for lakefront homeowners with private docks

Builders and Architecture

Four of Central Florida's most respected homebuilders developed Waterstone between 2010 and 2019, and the quality really shows.

Brerhill Homes is a custom luxury builder known for high-end craftsmanship. David Weekley Homes is nationally recognized, offering semi-custom floor plans with premium finishes. Sillman Homes is a boutique builder specializing in Mediterranean and Tuscan-style luxury estates. And Toll Brothers is America's luxury homebuilder, delivering large-scale homes with designer upgrades.

Homes here typically feature barrel tile roofs, brick paver driveways, stucco exteriors, gourmet kitchens, resort-style pools, and 3 to 4 car garages. Inside, you'll find hardwood and stone flooring, custom cabinetry, and high-end appliance packages.

HOA and Annual Costs

• HOA fee: approximately $2,880 per year
• HOA covers: 24-hour guard gate security, common area maintenance, entrance landscaping, road maintenance, community amenities
• Pets: welcome with some breed restrictions
• Architectural changes: require HOA approval
• Short-term rentals: permitted with registration
• Private docks: many lakefront homes include docks; additional dock permits may be available through Orange County

Schools Serving Waterstone

Public school zoning includes Windermere Elementary, Bridgewater Middle School, and Windermere High School. For private school, you've got on-site access to Windermere Preparatory School (A+ rated, K-12, ranked #1 in Orlando).

I always recommend verifying school zoning directly through Orange County Public Schools Find My School using the exact property address. Assignments can change, and listing information isn't always current.

Location and Access

Waterstone sits on Winter Garden Vineland Road (SR 535) and Sandy Shores Drive in southwest Windermere. You're about 20 minutes from Orlando International Airport (MCO), roughly 15 minutes from Walt Disney World, and around 25 minutes from downtown Orlando. Restaurants, shopping, and entertainment along SR 535 and International Drive are just minutes away, and you've got easy access to FL-408 (East-West Expressway) and FL-429 (Western Beltway).

Who Is Waterstone Best For?

Nearby Communities to Compare

If you're comparing options, I'd recommend also looking at Windermere, Isleworth, Keene's Pointe, and Lake Butler Homes. You might also consider Bridgewater, Gated Communities in Orlando, Luxury Homes in Orlando, and Million Dollar Homes in Orlando.

Waterstone at Windermere is a sought after gated community that offers upscale homes in a quiet, private setting. The neighborhood is known for its attractive streetscapes, community amenities, and a location that puts residents within minutes of Windermere's best schools, dining, and recreation.

Homes in Waterstone feature quality construction, spacious floor plans, and premium finishes that reflect the community's luxury positioning. Many properties include private pools, oversized lots, and three car garages. The gated entry and well maintained common areas add to the sense of an established, upscale neighborhood.

Micaela knows the Waterstone market and helps buyers evaluate homes based on lot position, renovation quality, and how they compare with similar properties in nearby Windermere communities. Call 407.761.5501 for personalized guidance on Waterstone homes.

Work With Micaela Navarra

Micaela Navarra is a licensed Orlando Realtor with M2M Realty, a boutique brokerage that goes the extra mile for every client. As a smaller, more concentrated firm, M2M Realty delivers the kind of personal attention and dedication that larger brokerages simply cannot match.

With over 30 years of calling Orlando home, Micaela knows every neighborhood, every school district, and every hidden gem across Central Florida. Whether you are buying your first home, selling a luxury estate, relocating from out of state, or investing in rental property, Micaela provides hands-on guidance from the first conversation through closing day and beyond.

Languages: English, Spanish, Italian, and Portuguese

Call or text Micaela directly: 407.761.5501