418 CHARLES STREET WINTER GARDEN FL 34787 MLS #O6375338

418 CHARLES STREET
WINTER GARDEN, FL, 34787
$2,600
5 Beds
3 Baths
1,584 SqFt
0.1 Acres
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MLS #O6375338 image #0
One or more photo(s) has been virtually staged. Golf Cart District Home where charm, culture, and convenience come together in the heart of Downtown Winter Garden!
This beautifully maintained 5-bedroom, 3-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

Property Details

Price:
$2,600
MLS #:
O6375338
Status:
Active
Beds:
5
Baths:
3
Type:
Rental
Subtype:
Single Family Residence
Subdivision:
SHADOW LAWN
Neighborhood:
34787wintergardenoakland
Listed Date:
Jan 20, 2026
Finished Sq Ft:
1,584
Total Sq Ft:
2,239
Lot Size:
6,797 sqft / 0.10 acres (approx)
Year Built:
1952
Primary Bedroom Main Floor34787 – Winter Garden/oakland34787wintergardenoaklandShadow LawnMaxey ElemLakeview MiddleWindermere High SchoolTrees/woods

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Schools

Elementary School:
Maxey Elem
Middle School:
Lakeview Middle
High School:
Windermere High School

Interior

Appliances
Cooktop, Dishwasher, Exhaust Fan, Range, Refrigerator
Bathrooms
3 Full Bathrooms
Cooling
Central Air
Flooring
Laminate
Heating
Central
Laundry Features
Electric Dryer Hookup, In Garage, Washer Hookup

Exterior

Community Features
Park, Sidewalks
Exterior Features
Sidewalk

Financial

Map

Community

Subdivisions in WINTER GARDEN

Market Summary

Current real estate data for Rental in WINTER GARDEN as of Mar 20, 2026
218
Rental Listed
61
Avg DOM
2
Avg $ / SqFt
$3,267
Avg List Price

Property Summary

    Located in the SHADOW LAWN subdivision, 418 CHARLES STREET WINTER GARDEN FL is a Rental for sale in WINTER GARDEN, FL, 34787. It is listed for $2,600 To schedule a showing of MLS#o6375338 at 418 CHARLES STREET in WINTER GARDEN, FL, contact your CENTURY 21 Carioti agent at 800-783-8847.

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418 CHARLES STREET
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