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418 CHARLES ST,  WINTER GARDEN, FL 34787

MLS# O6375338.  5 beds.  3.0 baths.  Single Family Home.  Active

Application Fee: $80.00.

$2,500

 

Remarks:

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**

Rental Info:

  • Listing is courtesy Of: CANI PROPERTY MANAGEMENT ((321-280-9065))
  • Listing Agent: Listing Agent: Jeremy Porter ((321-280-9065))
  • Possible Short Term Rental
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  • Available Date: 2026-01-20
  • Application Fee:$ 80.00
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  • Lease Term: Twelve Months
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Quick Info:

  • Listing is courtesy Of: CANI PROPERTY MANAGEMENT ((321-280-9065))
  • Listing Agent: Jeremy Porter ((321-280-9065))
  • Days on yellowkey: 78
  • Property Type: Single Family Home
  • Beds: 5
  • Baths: 3.0
  • Living Area Square Feet: 1584
  • Built 1952
  • 0 Days off yellowkey (back on 4/2/2026 )
  • Garage Spaces:2 ()
  • Square Feet: 2239
  • Fees: $0
  • Orange County
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  • Occupancy Information: Vacant
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  • Subdivision Name: SHADOW LAWN
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History:

DateListing TypeDays on yellowkeyMLS#EventPrice% Chg$/sqftSource
4/2/2026Rent71O6375338Back on yellowkey$2,500-1.1165MLS
1/20/2026Rent0O6375338listed for rent$2,600-1.1165MLS




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