418 Charles St, Winter Garden, FL 34787

Live where charm, culture, and convenience come together in the heart of Downtown Winter Garden!
This beautifully maintained 3-bedroom, 2-bathroom home offers... space, style, and flexibility in one of Central Florida’s most sought-after and walkable downtown districts.
The open-concept floor plan seamlessly connects the living, dining, and kitchen areas—ideal for entertaining or everyday living. The kitchen is thoughtfully designed with granite countertops and stainless steel appliances, blending modern finishes with functionality. Each bedroom is filled with natural light and offers generous closet space, providing comfort and versatility throughout the home. A two-car garage adds convenience and additional storage.
What truly sets this home apart is its exceptional location. Just steps away, Downtown Winter Garden offers a vibrant small-town atmosphere with big lifestyle appeal—featuring locally owned boutiques, award-winning restaurants, coffee shops, breweries, and the iconic Plant Street Market. Spend weekends at the popular Winter Garden Farmers Market, enjoy live music and seasonal festivals, or take evening strolls along the historic brick-lined streets.
Outdoor enthusiasts will love immediate access to the West Orange Trail, a 22-mile paved trail perfect for walking, jogging, and biking through scenic Central Florida landscapes. With nearby parks, community events, and a strong sense of local culture, Downtown Winter Garden offers a lifestyle that’s both active and relaxed.
Despite the charming, hometown feel, the location provides easy access to major highways, making commutes to Orlando, theme parks, and surrounding areas quick and convenient. This is a rare opportunity to enjoy the energy of downtown living while still coming home to modern comfort and space.
Resident Benefits Package (RBP) – $59/month
All residents are enrolled in our Resident Benefits Package, which includes:
Liability insurance
Credit building to help boost your credit score with timely rent payments
Up to $1M Identity Theft Protection
Move-in concierge service for easy utility and home service setup
Best-in-class resident rewards program
On-demand pest control
HVAC air filters
And much more (full details provided upon application)
Additional Details
Security deposit-free option available for qualified tenants through Obligo
Application fee: $80 per applicant (18 years and older)
One-time admin fee: $295 upon approval
?? Important Access Notice:
Resident will have access only to the 3-bedroom, 2-bathroom, 2-car garage portion of the home. The right-hand side of the home is not included and is not accessible to the resident. Read More