About Winter Garden, Florida
Discover Winter Garden, Florida
Historic charm meets modern living near Orlando
Just 14 miles west of Downtown Orlando, Winter Garden blends small-town character with today’s conveniences. Established in the early 1900s, the city has preserved its heritage while evolving into a sought-after Central Florida destination for families, professionals, and retirees.
Downtown Winter Garden & Plant Street
Stroll brick-lined Plant Street for locally owned boutiques, cafés, and the restored Garden Theatre. Don’t miss the Winter Garden Farmers Market, a beloved weekly gathering for fresh produce, artisan goods, and live entertainment—showcasing the community’s vibrant, walkable core.
Outdoor Lifestyle & Recreation
Winter Garden lives outdoors. Ride, jog, or wander the 22-mile West Orange Trail; explore Lake Apopka for fishing, boating, and birding; and enjoy the city’s well-kept parks, playgrounds, and sports facilities. It’s a lifestyle that balances relaxation with activity—every day.
Neighborhoods & New Growth
From historic bungalows near Downtown to modern townhomes and single-family homes in Horizon West/Hamlin, Winter Garden offers variety for every stage of life. Proximity to major employers, top attractions, and everyday conveniences adds to its long-term appeal.
Thinking about buying or selling in Winter Garden?
Work with Angela Rodriguez at Dream Finders Realty Group—your local expert for Winter Garden real estate, neighborhood insights, and on/off-market opportunities.
Winter Garden
Broker, Founder & CEO of Dream Finders
Angela Rodriguez
Real Estate in Winter Garden, FL Variety, Value, and Lifestyle
Winter Garden offers a diverse housing mix—from historic bungalows near Downtown/Plant Street and gated golf communities like Stoneybrook West, to new-construction homes and townhomes in Horizon West/Hamlin. You’ll also find lakefront options near Lake Apopka and modern, master-planned neighborhoods with parks, trails, and everyday conveniences. Growth here has been thoughtfully managed: the city preserves its small-town charm while adding modern amenities and infrastructure that appeal to families, professionals, and retirees alike. Whether you want a cozy starter home or a luxury estate, there’s a fit for every budget and stage of life. Thinking about buying or selling in Winter Garden? Work with Angela Rodriguez at Dream Finders Realty Group for on/off-market access, a data-driven CMA, and neighborhood guidance tailored to your goals.
At a Glance: Winter Garden, Florida
Origins: Mid-1800s settlement around fertile Lake Apopka; became a town in 1903 and incorporated in 1908. Citrus & Rails: An orange-growing powerhouse boosted by the Orange Belt Railroad (late 1800s), which drove commerce across West Orange County. Leisure Landmark: Renowned fishing on Lake Apopka; the Edgewater Hotel (1927) welcomed visitors and celebrities. Today’s Vibe: Walkable Plant Street Historic District, Garden Theatre, and the beloved Winter Garden Farmers Market. Outdoor lifestyle anchored by the 22-mile West Orange Trail. Growth with Character: Thoughtful development preserves small-town charm while adding modern amenities—historic homes, new master-planned communities—just ~14 miles west of Downtown Orlando.
Community & Events in Winter Garden
Winter Garden’s community spirit shows up every week and every season. Stroll Plant Street for live music, pop-ups, and the beloved Winter Garden Farmers Market; catch a show at the Garden Theatre; and enjoy family-friendly gatherings from outdoor movie nights to seasonal parades and holiday celebrations. Annual highlights like the Winter Garden Music Fest bring locals together with food, art, and performances—proof that this town’s social scene is as welcoming as its neighborhoods.
Why Choose Winter Garden?
Choose Winter Garden for a lifestyle that blends small-town charm with modern convenience:
Top schools & parks, plus the West Orange Trail for biking and strolling.
A walkable downtown with cafés, boutiques, and year-round events.
Diverse housing—from historic bungalows to new, master-planned communities.
Proximity to Orlando employers and attractions while retaining a close-knit feel.
Steady demand and strong long-term value across Central Florida.
Thinking about buying or selling in Winter Garden?
Work with Angela Rodriguez at Dream Finders Realty Group for hyper-local guidance, on/off-market access, and a data-driven plan tailored to you.
Call +1 (407) 873-8379 or visit dfrealty.net.