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Winwood Dr Phillips

Winwood is a quiet, well-established community in the heart of Dr. Phillips, in Southwest Orlando. Located off of Conrow-Windermere Road, Winwood is convenient to everything Central Florida has to offer. The community features tree lined streets amongst traditional 3 and 4 bedroom homes with spacious living spaces from 2,083 to 2,853 square feet in size. There are 40 single family-homes situated within the community, which was first established in 1985 and completed in 1988. Winwood provides home buyers a great place to call home, with a great Dr. Phillips address.

Winwood Homes for Sale

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Winwood Community Information

Location: Conroy Windermere Road & Winwood Way, Just East of Dr Phillips Blvd
Number of Homesites: 40
Year Built: 1985 - 1988
Square Feet: 2,083 - 2,853
HOA Fee's: $422.00 Annual  *subject to change
Community Amenities: None

The Dr. Phillips community of Winwood is located within excellent proximity to highly rated Orange County Schools, as well as shopping, dining, grocery stores, parks and recreation, and Orlando area hospitals.

Orange County Public Schools

  • Palm Lake Elementary:  Grades: PreK - 5 Distance: 0.7 miles
  • Chain of Lakes Middle School:  Grades: 6 - 8 Distance: 1 mile
  • Dr. Phillips High School: Grades: 9 - 12  Distance: 2.5 miles

Dining and Shopping

  • Shopping Center with Grocery Store – Distance: 0.2 miles
  • Restaurant Row - Distance: 3.3 miles
  • The Mall at Millenia, Retail Shopping Centers, & BJ’s Wholesale Club – Distance: 4 miles
  • Downtown Orlando – Distance 9.6 miles

Parks and Recreation

  • Dr. P. Phillips Community Park, Sporting Fields, Fountain Water Park – Distance:  7.2 miles
  • Lake Down Public Access Boat Ramp – Distance: 1.9 miles
  • Dr. P. Phillips YMCA Family Center – Distance  2.3 miles


  • Health Central Hospital – Distance: 7.1 miles
  • Dr. P. Phillips Hospital – Distance: 5 miles

*Distances are approximately measured from the Winwood community entrance