Winter Garden
Historic downtown on the West Orange Trail
Winter Garden has the most sought-after small downtown in west Orange County, with a National Register historic district, a restored 1935 theater, and the West Orange Trail running right down Plant Street. It grew up as a citrus town and has become a walkable destination with restaurants, shops, and events. Homes here range from historic bungalows to new construction, and demand stays strong.
Winter Garden, quick facts
- Downtown
- The Winter Garden Downtown Historic District is listed on the National Register of Historic Places.
- Trail
- The 22-mile West Orange Trail runs through the heart of downtown, one of Florida's most popular rail-trails.
- Theater
- The Garden Theatre, a 1935 Mediterranean Revival landmark, anchors the arts scene.
- History
- Built on citrus wealth; packing houses and the railroad made it one of Florida's largest citrus centers.
Why people move here
- National Register historic downtown
- West Orange Trail at your doorstep
- Garden Theatre and Plant Street dining
- Strong resale demand
Local favorites
- Thai Blossom Longtime Plant Street favorite with a full bar.
- Urban on Plant Kitchen and bar in the heart of historic downtown.
- 4 Rivers Smokehouse Florida-born barbecue with a loyal following.
- Chef's Table at the Edgewater Fine dining on Lake Apopka.
- MANGONI Italian Market Pizza Italian market and pizza near downtown.
- Rosallie Le French Cafe French cafe and bakery on Plant Street.
The real estate angle
Kelly works Winter Garden and the surrounding market full time, including the 1% Listing Program for sellers and creative buying options for buyers. Ask him for the current picture in Winter Garden: what is selling, how fast, and for how much.
Talk to KellyKelly knows Winter Garden
Buying, selling, or relocating to Winter Garden? Kelly will walk you through the neighborhoods, the numbers, and the plan.
Book a call
Buying or selling in Winter Garden?
Tell Kelly what you are looking for and he will come back with options.
Next stop: Winter Garden.
Real local knowledge, real marketing, and a commission structure that keeps your equity. Ask Kelly for the plan.
Realtor · SL3352000 · eXp Realty · Central Florida