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WINTER GARDEN, FL 34787 418 CHARLES STREET

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Presented By: CANI PROPERTY MANAGEMENT with 321-280-9065. - 321-280-9065
  • MLS# O6375338
  • 01/20/2026
  • Request Tour
  • Request Info
  • Beds • 5
  • Baths • 3
  • SQFT • 1,584
  • Garage • 2

Home Details

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**
Presented By: CANI PROPERTY MANAGEMENT with 321-280-9065. - 321-280-9065

Interior Features for 418 CHARLES STREET

Bedrooms

Total Bedrooms5

Bathrooms

Half Baths0
Total Baths3

Other Interior Features

LivingAreaSourcePublic Records
Air Conditioning Y/NYes
FlooringLaminate
Furnished Y/NUnfurnished
Heating Y/NYes
Interior AmenitiesLiving Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Surface Counters
Laundry FeaturesElectric Dryer Hookup, In Garage, Washer Hookup
Total Stories1
Window FeaturesAluminum Frames, Blinds, Window Treatments

General for 418 CHARLES STREET

AppliancesCooktop, Dishwasher, Exhaust Fan, Range, Refrigerator
Attached Garage Yes
Availability Date2026-01-20
Building Area UnitsSquare Feet
Carport Y/NNo
CityWINTER GARDEN
Community FeaturesPark, Sidewalks
CoolingCentral Air
CountyOrange
DirectionsFrom 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.
DockY/NNo
Elementary SchoolMaxey Elem
Facing DirectionEast
Full Baths3
Garage Spaces2
Garage Y/NYes
HeatingCentral
High SchoolWindermere High School
Lease Amount FrequencyMonthly
LevelsOne
Living Area UnitsSquare Feet
Lot Size Square Feet6797
Lot Size UnitsSquare Feet
MLS Area34787 - Winter Garden/Oakland
Middle/Junior High SchoolLakeview Middle
New ConstructionNo
Occupancy TypeVacant
Ok to Lease12 Months
OwnerPaysInsurance, Management, Pest Control, Repairs, Taxes
Patio/Porch FeaturesNone
Pet Size LimitExtra Large (101+ Lbs.)
Pets AllowedCats OK, Dogs OK, Monthly Pet Fee, Pet Deposit
PossessionRental Agreement
Property Attached Y/NNo
Property SubtypeSingle Family Residence
Property TypeResidential Lease
STELLAR_InLawSuiteDescrip1 Bathroom, 2+ Bedrooms, Attached, Kitchen, Private Entrance
STELLAR_InLawSuiteYNYes
Senior Community Y/NNo
SewerPublic Sewer
Standard StatusActive
StatusActive
Subdivision NameSHADOW LAWN
Total Rooms10
UtilitiesCable Connected, Electricity Connected, Sewer Connected, Water Connected
ViewTrees/Woods
Virtual TourClick here
Water Access Y/NNo
Water View Y/NNo
Year Built1952

Exterior for 418 CHARLES STREET

Building Area Total2239
Covered Spaces2
Exterior AmenitiesSidewalk
Lot FeaturesLevel, Sidewalk
Lot Size Acres0.1
Lot Size Area6797
Private PoolNo
Road Frontage TypeStreet Paved
Road Surface TypePaved, Asphalt
SpaNo
Water SourcePublic
Waterfront Y/NNo

Additional Details

Price History

Steven Silcock

Broker Owner
Price $2,500
MLS#O6375338
List Date 01/20/2026
Property Type Rentals
Phone 407.574.0218
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Request Info
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