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Canopy Oaks Winter Garden Real Estate

Canopy Oaks is a charming neighborhood of elegant homes, oak-lined streets, and country ambiance. Located in Winter Garden, Florida, at the intersection of Roper Road and Canopy Woods Way, this gated community features the finest in Central Florida luxury real estate. Beautiful homes and desirable amenities make Canopy Oaks an ideal location to live.

Canopy Oaks Homes for Sale

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Developed by Canopy Oaks Development Company and A.R. Bailey Homes, this luxury Winter Garden community features multiple single-family home plans, with picturesque yards and a variety of layouts. Built between 2017-2019, the 4-6 bedroom homes range in size from 3,665 to 4,671sq. Ft. Multiple floorplans offer 5-8 bedrooms and multi-car garages. Many homes have private pools, perfect to take a dip during warm summer afternoons. The modern security system and gated entry provide privacy and peace of mind. The community features 49 classic estates and a variety of amenities, including a community “post-office,” a children’s play park, and scenic nature trail.

This Winter Garden luxury home community is perfectly situated amongst high-rated schools, world-class dining and entertainment, and convenient area shopping. Easy access to the 429 Expressway and Florida Turnpike make commuting to work or traveling around Orlando a breeze. Enjoy the best of Orlando’s major attractions with short drives to Walt Disney World Resort and Universal Orlando.

Experience the local charm, one of a kind boutiques, and great dining three miles away in Downtown Winter Garden. Daily living and shopping are easy with Stoneybrook West Shopping village and Winter Garden Village less than five miles away. The area boasts many ways to stay active and soak in the Florida weather, including the West Orange Trail, Horizon West Park & Sportsplex, and Forest Lake Golf Club.

Canopy Oaks Community Information

  • Location: Roper Road and Canopy Woods Way
  • Number of Homesites: 49 
  • Built: 2017 - 2019
  • Square Footage: 3,665 to 4,671
  • HOA: Yes 
  • Amenities: Gated Community, Community “post office”, Nature Trails, Children’s play park

Orange County Area Schools

  • Lake Whitney Elementary School: Grades Pre-K - 5th - Distance: 2 miles
  • Sunridge Middle School: Grades 6-8 - Distance: 5 miles
  • West Orange High School: Grades 9th - 12th - Distance: 1 mile

Dining and Shopping

  • Fountains West Shopping Center - Distance: 2.5 miles
  • Downtown Winter Garden - Distance: 2.5 miles
  • Winter Garden Village at Fowler Groves Shopping Center with Super Target - Distance: 6 miles
  • Restaurant Row - Distance: 15 miles
  • The Mall at Millenia, Retail Shopping Centers, Costco, & BJ's Wholesale Club - Distance: 15.5 miles
  • Downtown Orlando - Distance: 18.5 miles

Parks and Recreation

  • Horizon West Park & Sportsplex - Distance: 6 miles
  • West Orange Trail - Distance: 8 miles
  • Roper YMCA Family Center - Distance: 2 miles
  • Walt Disney World - Distance: 15 miles


  • AdventHealth Winter Garden - Distance: 2 miles
  • Health Central Hospital - Distance: 4 miles

*Distances are approximately measured from Canopy Oaks community entrance