Glynwood

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

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New
39 Chip Court, KISSIMMEE

$309,000

39 Chip Court, KISSIMMEE

4 Beds 2 Baths 1,732 SqFt Residential MLS® # A4708670
Open House
2015 Summerfield Road, WINTER PARK

$1,250,000

2015 Summerfield Road, WINTER PARK

4 Beds 4 Baths 3,024 SqFt Residential
Sat, Oct 10th, 2026 @ 12pm - 3pm
MLS® # O6418198
New
3811 Eagle Isles Circle, KISSIMMEE

$649,000

3811 Eagle Isles Circle, KISSIMMEE

5 Beds 5 Baths 3,651 SqFt Residential MLS® # S5158740
New Open House
226 Pine Street, ORLANDO

$420,000

226 Pine Street, ORLANDO

3 Beds 2 Baths 1,603 SqFt Residential
Fri, Oct 9th, 2026 @ 11am - 4pm
MLS® # S5159132
New
1848 Everhart Drive, ORLANDO

$525,000

1848 Everhart Drive, ORLANDO

3 Beds 2 Baths 1,683 SqFt Residential MLS® # O6448256
New
5469 Gingham Drive, KISSIMMEE

$441,940

5469 Gingham Drive, KISSIMMEE

4 Beds 3 Baths 2,753 SqFt Residential MLS® # W7890215
New
4149 S Semoran Boulevard 9, ORLANDO

$147,000

4149 S Semoran Boulevard 9, ORLANDO

2 Beds 2 Baths 1,214 SqFt Residential MLS® # G5118805
New
2229 Mango Tree Drive, EDGEWATER

$295,000

2229 Mango Tree Drive, EDGEWATER

3 Beds 2 Baths 1,038 SqFt Residential MLS® # O6448391
New
8844 Cabot Cliffs Drive, DAVENPORT

$580,000

8844 Cabot Cliffs Drive, DAVENPORT

6 Beds 6 Baths 3,339 SqFt Residential MLS® # O6448535
Open House
1233 Parker Road, LAKELAND

$475,000

1233 Parker Road, LAKELAND

4 Beds 2 Baths 2,612 SqFt Residential MLS® # L4962153
New
106 Harbor Way, AUBURNDALE

$327,000

106 Harbor Way, AUBURNDALE

3 Beds 2 Baths 1,427 SqFt Residential MLS® # P4940115
779 E Chapman Road, OVIEDO

$1,500,000

779 E Chapman Road, OVIEDO

5 Beds 5 Baths 5,219 SqFt Residential MLS® # O6426258
Sold
26029 Oakmount Drive, LEESBURG

$330,000

26029 Oakmount Drive, LEESBURG

2 Beds 2 Baths 1,869 SqFt Residential MLS® # J1006016
New
2388 Grand Central Parkway 2, ORLANDO

$205,000

2388 Grand Central Parkway 2, ORLANDO

3 Beds 2 Baths 1,457 SqFt Residential MLS® # O6447903
New
828 N Scott Avenue, LAKELAND

$255,000

828 N Scott Avenue, LAKELAND

3 Beds 2 Baths 1,261 SqFt Residential MLS® # O6448319

Sold Homes in Glynwood Winter Garden

Glynwood Real Estate Market Statistics

Average Price $850K
Lowest Price $850K
Highest Price $850K
Total Listings 1
Avg. Days On Market 116
Avg. Price/SQFT $240

Property Types (active listings)

Winter Garden Communities


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

Hospitals

  • 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

Airports

  • Orlando International Airport - Distance: 26 miles

*Distances are approximately measured from the Glynwood community entrance.

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