418 CHARLES STREET Winter Garden, FL $ 2,500
418 CHARLES STREET
$ 2,500
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418 CHARLES STREET

Winter Garden, FL, 34787
$ 2,500
Bedrooms5 Baths3.0 Sq 1,584
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Property for Rent in Winter Garden, FL

for $2,500 with 5 bedrooms and 3 full baths. This 1,584 square foot property was built in 1952 on a lot size of 0.1.

One or more photo(s) has been virtually staged. Nestled in the highly desirable **Golf Cart District**, this charming home offers the perfect blend of character, culture, and convenience in the heart of **Downtown Winter Garden**. This beautifully maintained **5-bedroom, 3-bathroom** residence provides an ideal combination of space, style, and flexibility in one of Central Florida’s most walkable and sought-after communities. Inside, the **open-concept floor plan** creates a seamless flow between the living, dining, and kitchen areas, making the home perfect for both everyday living and entertaining. The kitchen is thoughtfully appointed with **granite countertops** and **stainless steel appliances**, offering a modern, functional space for cooking and gathering. Each bedroom is filled with natural light and features generous closet space, providing comfort and versatility throughout the home. A **two-car garage** adds convenience and extra storage. A standout feature of the home is the **private in-law suite** located on the right side of the property, offering an excellent setup for **extended family, elderly parents, or teens seeking their own space and privacy**. What truly makes this home special is its unbeatable location. Just steps away, **Downtown Winter Garden** offers a vibrant yet welcoming atmosphere filled with **locally owned boutiques, award-winning restaurants, cozy coffee shops, breweries, and the beloved Plant Street Market**. Spend your weekends exploring the renowned **Winter Garden Farmers Market**, enjoying live music and seasonal events, or taking relaxing evening strolls along the historic brick-lined streets. For outdoor enthusiasts, the home offers immediate access to the **West Orange Trail**, a scenic **22-mile paved trail** ideal for walking, jogging, and biking through beautiful Central Florida surroundings. With nearby parks, community events, and a strong sense of local charm, Winter Garden delivers a lifestyle that is both active and relaxed. Despite its quaint hometown feel, this location also offers **easy access to major highways**, making commutes to **Orlando, area theme parks, and surrounding communities** both quick and convenient. This is a rare opportunity to enjoy the excitement of downtown living while coming home to comfort, space, and modern amenities. **Resident Benefits Package (RBP) – $59/month** All residents are enrolled in the Resident Benefits Package, which includes: * Liability insurance * Credit building to help improve your credit score with on-time rent payments * Up to $1 million in 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 filter delivery * And 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**

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Rental Pending

Price

$ 2,500

Bedrooms

5

Full Bath

3

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 10
Full Baths 3
Status Pending
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 Pending
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 5
Total Baths 3
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Exterior
Exterior Amenities Sidewalk
Lot Features Level Sidewalk
Water Source Public
Lot Size Area 6797
Spa false
Building Area Total 2239
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
3/26/2026$2,500 -3.85% Price Down
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 $2,500 with 1,584 sqft and a lot size of 0.1. 418 CHARLES STREET has 5 bedrooms, 3.0 baths, and was built in 1952. The property's zip code is 34787 which is in Winter Garden, FL