Tremaine Street
Bay Street
Macedonia United Freewill Baptist Church
1st Street
Woodland StreetCalvary Assembly, First United Methodist Church of Winter Garden, Trinity Baptist Church
Joiner Street
Plant StreetMoon Cricket Grille, Axum Coffee, Savoree, Vintage Sky Salon, Eggs & Oats, Winter Garden Pizza, The Garden Theatre, Urban Flats, Our Nations Creations, West Orange Bike, Wolfgang Bakery & Grooming, Ms Bee's Popcorn & Candy, Winter Garden Police Department, Heritage Foundation History Center, Scoops Ice Cream Shoppe, Rosallie Le French Cafe, The Boutique on Plant, Thai Blossom, The Whole Enchilada, Winter Garden Wheel Works, Matthews Steakhouse, Plant Street Market (WinterGarden)
Smith Street
Maple Street
Main StreetWinter Garden
Lakeview AvenueFirst Assembly of God Church of Winter Garden, Downtown Winter Garden Branch, ChargePoint
Newell Street
Henry Avenue
Highland AvenueCalvary Baptist Church
Miller Street
Boyd StreetChefs Table at the Edgewater, The Deli Downtown, Shaws Florist
Tremaine StreetChargePoint
Seminole StreetChurch of the Messiah-Episcopal
Park AvenueALDI
Apopka StreetChurch of God
Henderson Street
Central AvenueCrooked Can Brewing Company, BurgerFi, The Local Butcher & Market, Mac'd Out, Cilantro, Palateria Original, Plant Street Market (WinterGarden)
Pine StreetBethel Baptist Church
West Orange TrailTony's Liquors, Winter Garden Branch
Dillard StreetChristian Life Fellowship, Florida Auto Repair, Amscot, Little Life Imaging
Sunoco
Winter Garden City Hall
Winter Garden Police Department
First Baptist Church of Winter Garden
Winter Garden Heritage Museum
First Assembly of God Church of Winter Garden
Interactive Garden Park
Walker Football Field & Sam Williams Little League Complex
American Legion Post 63
Oak Laurel Drive
Geranium Park Way
Winter Garden Masonic Lodge #165
Surveillance Plus
Plant Street Market
The Edgewater
Bombshell Salon and Spa
Community Health Centers - Administrative Office
Community Health Centers - Information Services Center
Downtown Pavilion Park