418 CHARLES STREET Winter Garden, FL $ 2,600
418 CHARLES STREET
$ 2,600
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418 CHARLES STREET

Winter Garden, FL, 34787
$ 2,600
Bedrooms3 Baths2.0 Sq 1,439
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Property for Rent in Winter Garden, FL

for $2,600 with 3 bedrooms and 2 full baths. This 1,439 square foot property was built in 1952 on a lot size of 0.1.

One or more photo(s) has been virtually staged. 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.

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Rental Active

Price

$ 2,600

Bedrooms

3

Full Bath

2

Taxes

$ 0

Style

Single Family Residence

Lot Size

0.1

Year Built

1952

Town/City

Winter Garden

County/Region

Orange

MLS | Web ID

O6375338

Features
General
Sewer Public Sewer
Heating Central
Cooling Central Air
Utilities Cable Connected Electricity Connected Sewer Connected Water Connected
Possession Rental Agreement
Appliances Cooktop Dishwasher Exhaust Fan Range Refrigerator
Garage Spaces 2
Patio/Porch Features None
Pets Allowed Cats OK Dogs OK Monthly Pet Fee Pet Deposit
Year Built 1952
View Trees/Woods
Levels One
Property Subtype Single Family Residence
Community Features Park Sidewalks
County Orange
New Construction false
Property Type Residential Lease
Attached Garage true
Subdivision Name SHADOW LAWN
Facing Direction East
Garage Y/N true
Total Rooms 8
Full Baths 2
Status Active
Directions From Florida’s Turnpike take Exit 272 for FL-50/West Colonial Drive and head west toward Winter Garden. Continue on FL-50 for approximately 3 miles then turn right onto S Dillard Street. Drive south for about 0.4 miles then turn left onto Charles Street. Continue down Charles Street and 418 Charles Street will be located along the left-hand side of the road just a short distance from downtown Winter Garden.
High School Windermere High School
City WINTER GARDEN
Senior Community Y/N false
MLS Area 34787 - Winter Garden/Oakland
Lot Size Units Square Feet
Lot Size Square Feet 6797
Carport Y/N false
Elementary School Maxey Elem
Property Attached Y/N false
Middle/Junior High School Lakeview Middle
Ok to Lease 12 Months
Virtual Tour https://www.propertypanorama.com/instaview/stellar/O6375338
Availability Date 2026-01-20
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Lease Amount Frequency Monthly
Pet Size Limit Extra Large (101+ Lbs.)
Water Access Y/N false
Water View Y/N false
DockY/N false
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Interior
Interior Amenities Living Room/Dining Room Combo Primary Bedroom Main Floor Solid Surface Counters
Flooring Laminate
Furnished Y/N Unfurnished
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Window Features Aluminum Frames Blinds Window Treatments
Half Baths 0
Laundry Features Electric Dryer Hookup In Garage Washer Hookup
Total Bedrooms 3
Total Baths 2
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Exterior
Exterior Amenities Sidewalk
Lot Features Level Sidewalk
Water Source Public
Lot Size Area 6797
Spa false
Building Area Total 1839
Lot Size Acres 0.1
Road Surface Type Paved Asphalt
Private Pool false
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Paved
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* Excluded Features
List By
Cani Property Management

Broker

leasing@canipm.com

Email

Nearby
0 Elementary School
0 Middle School
Windermere High School High School High School
Pricing History
DatePricePrice ChangeDescription
1/21/2026$2,600 Listed Price

Map


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418 CHARLES STREET, Winter Garden, FL, 34787 is a Property for Rent at $2,600 with 1,439 sqft and a lot size of 0.1. 418 CHARLES STREET has 3 bedrooms, 2.0 baths, and was built in 1952. The property's zip code is 34787 which is in Winter Garden, FL