SCOPE | A CORNER STORE STYLED DOWNTOWN
Downtown Winter Garden is an inspiring testament to community revitalization. It
started as a small, citrus growing town in the early twentieth century, ebbed into a
sleepy suburb by the 1960s and, over the last twenty years, has bloomed into a
vibrant stretch of neighborhoods, shops, restaurants, and businesses.
Backing up to Lake Apopka’s south shore, this collection of brick roads, homes, and old Florida foliage has become an uncommon, deeply loved area for many.
FEEL | OUT & ABOUT
A day in the life could look like. . .
Jump “on the trail” for a morning run or ride. Grab a cup of coffee at the local spot on your way out of town (expect to be delayed 5 minutes by a familiar face). Commute to work. Return home in the evening for a walk or golf-cart ride down to Plant Street Market dinner and a beer.
ARCHITECTURE | MODERN, MIDCENTURY & CONTEMPORARY
The skyline is framed by a rare assemblage of buildings —young and old— spreading from the edge of Lake Apopka to Colonial Drive. The variety of homes range from bungalows built over half a century ago, to modern ones crafted to effortlessly fit alongside history while still incorporating hip additions.
Many of the more historic homes have been recently outfitted with new flooring and appliances, while some are just waiting to be your next fixer-upper project!
MARKET | TBD
WHAT TO EXPECT | KINDNESS IN A THROWBACK SETTING
As a “Winter Gardian”, it’s likely you will know your neighbors, live in or near a home with history and eccentricities, and enjoy Plant Street festivities on weekends and holidays.
WHAT MAKES IT UNIQUE | SMALL BUSINESS SPIRIT
So far, this area has somehow been able to maintain its small-town vibe, while becoming a garden of new restaurants, businesses and local chains in the last ten years.
The general age range of the community remains a wide balance of young professionals, families, and locals who have lived there for 40+ years, turning into a diverse and friendly marketplace.
PRACTICALLY SPEAKING | LIMITED PARKING, ARCHITECTURAL QUIRKS & ISLAND LIVING
Limited parking
It might take a little time to get street-savvy in navigating your way through parked cars, small crowds and cyclists on the main strip during the busy weekends and seasonal festivals.
Architectural quirks
While the number of new developments is quickly growing, the older buildings
feature quirks like limited closet space and small kitchens.
Island living
Because the charm and commerce of the area are so strong, it’s easy to forget you can venture out into other great parts of Central Florida in under a half-hour drive.
NEIGHBORHOOD LANDMARKS | FESTIVALS & MARKETS
Every Saturday from 9 am - 2 pm.
Enjoy live music every Friday night.
Local productions + concerts year-round with classic family movies in the summer.
Established in 1927, a historic bed and breakfast.
Annual Festivals
Spring Fever in the Garden, Winter Garden, Blues & BBQ, Light Up Winter Garden, etc.
Indoor market with surrounding patio seating.
EATS | MOM & POP
Breakfast & Coffee
Bites & Beverages
The Finer Side
SHOPPING | SPECIALTY
Plant Street Market
Small, local shops for essential oils, honey, locally roasted coffee, etc.
Local, organic grocery store.
Hand-crafted home goods + vintage finds
Athletic wear + shoes.
Road bikes + cycling gear.
Neighborhood pet store + groomer.
9 min drive
20 min drive
28 min drive
PARKS & REC | TRAILS & WATERFRONT
West Orange Trail
22 mile-long multi-use, paved trail.
Newton Park
Lakefront picnic area with playground, fishing, community pool.
Chapin Station
West Orange Trail access with playground, garden + tennis/basketball courts.
Veteran’s Memorial Park
Picnic area with basketball, tennis + volleyball courts alongside multipurpose fields.
Jessie Brock Community Center
Outdoor trail with workout stations + a center for community arts/recreational classes.
Winter Garden Interactive Fountain & Splash Pad
Open every day from 9 am - 9 pm.
SCHOOLS | PUBLIC & PRIVATE
14 top public schools • Average student:teacher ratio of 18:1
Public
Dillard Street Elementary School, Tildenville Elementary School, Maxey Elementary
School, Lakeview Middle School, West Orange High School
Private
Montessori Academy of Winter Garden, St. Lillie V High School, Foundation Academy
North Campus
Higher
Orange Technical College, Westside Campus
6 min drive
Lake Sumter State College, Southlake Campus
19 min drive
Valencia College, West Campus
23 min drive
University of Central Florida
35 min drive
COMMUTE TIMES (ISH) | 23 MINUTES
Places to Go
Windermere
18 min
Disney
20 min drive
Apopka
22 min drive
Downtown Orlando
23 min drive
Downtown Clermont
23 min drive
International Drive
27 min drive
Orlando International Airport
28 min drive
coasts
Tampa (West)
1 hr + 22 min drive
Cocoa Beach (East)
1 hr + 19 min drive
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