418 Charles Street, WINTER GARDEN, FL 34787

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  • MLS#: O6375338 ( Residential Lease )
  • Street Address: 418 Charles Street
  • Viewed: 3
  • Price: $2,500
  • Price sqft: $1
  • Waterfront: No
  • Year Built: 1952
  • Bldg sqft: 2239
  • Bedrooms: 5
  • Total Baths: 3
  • Full Baths: 3
  • Garage / Parking Spaces: 2
  • Days On Market: 70
  • Additional Information
  • Geolocation: 28.5596 / -81.5825
  • County: ORANGE
  • City: WINTER GARDEN
  • Zipcode: 34787
  • Subdivision: Shadow Lawn
  • Elementary School: Maxey Elem
  • Middle School: Lakeview Middle
  • High School: Windermere High School
  • Provided by: CANI PROPERTY MANAGEMENT
  • Contact: Jeremy Porter
  • 321-280-9065
  • mfrmls
  • DMCA Notice
  • Description
    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 Floridas 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**
Features
Building and Construction
  • Covered Spaces: 0.00
  • Exterior Features: Sidewalk
  • Flooring: Laminate
  • Living Area: 1584.00
Land Information
  • Lot Features: Level, Sidewalk, Paved
School Information
  • High School: Windermere High School
  • Middle School: Lakeview Middle
  • School Elementary: Maxey Elem
Garage and Parking
  • Garage Spaces: 2.00
  • Open Parking Spaces: 0.00
Eco-Communities
  • Water Source: Public
Utilities
  • Carport Spaces: 0.00
  • Cooling: Central Air
  • Heating: Central
  • Pets Allowed: Cats OK, Dogs OK, Monthly Pet Fee, Pet Deposit
  • Sewer: Public Sewer
  • Utilities: Cable Connected, Electricity Connected, Sewer Connected, Water Connected
Finance and Tax Information
  • Home Owners Association Fee: 0.00
  • Insurance Expense: 0.00
  • Net Operating Income: 0.00
  • Other Expense: 0.00
Other Features
  • Appliances: Cooktop, Dishwasher, Exhaust Fan, Range, Refrigerator
  • Country: US
  • Furnished: Unfurnished
  • Interior Features: Living Room/Dining Room Combo, Primary Bedroom Main Floor, Solid Surface Counters
  • Levels: One
  • Area Major: 34787 - Winter Garden/Oakland
  • Occupant Type: Vacant
  • Parcel Number: 23-22-27-7948-09-130
  • Possession: Rental Agreement
  • View: Trees/Woods
Owner Information
  • Owner Pays: Insurance, Management, Pest Control, Repairs, Taxes
Payment Calculator
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  •   Property Tax $
  •   Home Insurance $
  •   HOA Fees $
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