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Glynwood Winter Garden Real Estate

Welcome to Glynwood, an upscale community of single-family homes in the heart of Winter Garden real estate. Glynwood is a gated community of two sections facing each other across Stone Crest Blvd. Its unique position off Stone Crest Blvd between Winter Garden Vineland Rd and Daniels Rd makes Glynwood an excellent choice when searching for Winter Garden real estate.

Glynwood Homes for Sale

2 Properties Found. Page 1 of 1.
Photo of Listing #O6151293

742 Duff Drive

MLS® # O6151293
5 Beds, 4 Baths, 3,423 Sf
Photo of Listing #O6139216
Reduced 2.3%

542 Duff Dr

MLS® # O6139216
5 Beds, 4 Baths, 3,451 Sf


Homes for sale in Winter Garden attract buyers drawn to the old-time charm of its historic downtown and the advantages more recent development have brought to the area. Winter Garden Village is direct across Daniels Rd, while highways 429, 408, and Florida's Turnpike provide easy access to Disney, Universal, SeaWorld, the international airport, and many other popular Central Florida attractions.

Development of Glynwood by MI Homes began in 2002 and continued through 2006. This neighborhood is made up of estate-style homes with luxury features, spacious interiors, and lush mature landscaping. Homes have between three and five bedrooms, and many include an additional study, office, or flex space and a bonus room. Gourmet kitchens with loads of storage and beautiful cabinetry overlook open central living areas. High-end design features like tray ceilings, custom built-ins, and stacking glass sliders open completely to encourage indoor-outdoor living are found throughout this community. Primary suites are home retreats with spa-like baths, spacious bedrooms, and generous walk-in closets. Airy secondary bedrooms and additional baths are spacious and well-appointed. Outdoors find generous lot sizes, screened, covered lanais, private swimming pools, and extras like outdoor kitchens or paver fire pit areas. As a gated enclave within Stone Crest, residents can enjoy community amenities, including a swimming pool, clubhouse, tennis courts, playground, and path around the community pond. Orange County Public Schools are highly rated, serving students from pre-K through high school.

Nearby Winter Garden Village is an outdoor shopping mall with a selection of major retailers, small niche shops, professional services, and a variety of dining. Further dining and everyday necessities can be found along Daniels Rd. Advent Health Winter Garden Hospital includes a state of the art 24 hr emergency department. The quaint brick-lined streets of Downtown Winter Garden, only a few miles up the road, invite visitors to browse through unique shops or have a bite at one of the eclectic selections of bars and restaurants sprinkled along Plant Street. An award-winning weekly farmers market and multiple annual community events and festivals draw locals and visitors alike.

The community of Glynwood offers a wonderful opportunity to live in the heart of Winter Garden. Come and see for yourself all the advantages that Glynwood has to offer.

Glynwood Community Information

  • Location: Daniels Rd & Stone Crest Blvd
  • Number of Homesites: 152
  • Year(s) Built: 2002 - 2005
  • HOA: Yes
  • Square Footage: 2,400+ - 3,900+
  • Community Amenities: Community pond, Path, Community Pool, Clubhouse, Tennis Courts, Playground

Orange County Area Schools

  • Sunridge Elementary School: Grades K - 5th Distance: 4.5 miles
  • Sunridge Middle School: Grades 6th - 8th Distance: 4.5 miles
  • West Orange High School: Grades 9th - 12th Distance: 2.5 miles

Dining and Shopping

  • Winter Garden Village with Target, Marshalls and Lowes - Distance: .5 miles
  • Publix Supermarket at West Point Commons - Distance: 2 miles
  • Key Food Hispanic grocery store - Distance: 2.5 miles
  • Aldi - Distance 2.5 miles
  • Walmart Supercenter - Distance: 5.5 miles
  • Downtown Winter Garden - Distance: 3 miles
  • The Mall at Millenia, Retail Shopping Centers, & BJ's Wholesale Club - Distance: 15 miles
  • Restaurant Row - Distance: 12 miles
  • Downtown Orlando - Distance: 16.5 miles

Parks and Recreation

  • Roper YMCA and Famiy Center - Distance: 3.5 miles
  • Newton Park - Distance: 4 miles
  • West Orange Country Club - Distance: 2.5 miles
  • Tucker Ranch Recreation and Nature Complex - Distance: 4 miles
  • West Orange 5 movie theater - Distance: 5 miles
  • Winter Garden Bowl - Distance: 2.5 miles
  • Walt Disney World - Distance: 9.5 miles
  • Universal Orlando - Distance: 13.5 miles


  • Orlando Health Health Central Hospital - Distance: 6 miles
  • Advent Health Winter Garden - Distance: 0.5 miles
  • AdventHealth Centra Care Winter Garden - Distance: 0.5 miles


  • Orlando International Airport - Distance: 26 miles

*Distances are approximately measured from the Glynwood community entrance


All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on December 5th, 2023 at 10:38am EST.