Nestled in the highly coveted Courtlea Oaks community, within Winter Garden’s sought-after golf cart district, this beautifully updated home offers the perfect blend of timeless charm and modern luxury. Enjoy the lifestyle that has made historic downtown Winter Garden one of Central Florida’s most beloved destinations—just minutes away you’ll find award-winning restaurants, boutique shopping, the renowned Saturday Farmers Market, live entertainment, festivals, and miles of the West Orange Trail. Situated on an oversized .33-acre homesite, this exceptional residence offers 2,765 square feet with three bedrooms, two-and-a-half baths, and thoughtfully designed living spaces filled with architectural character. From the moment you enter, you’ll be welcomed by soaring ceilings, rich hardwood flooring, custom board-and-batten millwork, crown molding, and a stunning two-story foyer that creates an unforgettable first impression. At the heart of the home is a beautifully renovated kitchen featuring custom white cabinetry, a center island, farmhouse sink, professional-style gas range with pot filler, stainless steel appliances, and generous workspace—perfectly designed for both everyday living and effortless entertaining. The kitchen flows seamlessly into the spacious family room and sun-filled dining area overlooking the backyard oasis. Upstairs, the expansive loft provides exceptional flexibility as a media room, home office, fitness space, or could easily accommodate a fourth bedroom. The secondary bedrooms are generously sized, including one with a charming custom-built window desk. The beautifully updated bathrooms continue the home’s timeless design with quality finishes throughout. Step outside to your own private retreat featuring a sparkling pool, expansive brick paver deck, lush landscaping, and plenty of room for entertaining or simply relaxing under the Florida sun. Homes in Courtlea Oaks are rarely available. Combining an exceptional location, beautiful updates, timeless architecture, and one of Winter Garden’s most desirable lifestyles, this is a home you’ll be proud to call your own.
- Built in 2000
- 2 garage spaces
- $343.58/sqft
- Lot size: 14,392 sqft
- 43 days on market
- Directions: Heading South on FL-429, take exit 24 for Plant Street. Turn right onto Plant St. Turn right onto N Dillard Street. Turn right onto Courtlea Oaks Blvd. Turn left onto Forest Haven Dr. Turn right onto Valley View Dr. Home is on the left.
- County: Orange
- Geo subdivision: COURTLEA OAKS PH 01A
Nearby Schools
Dillard Street Elem
Lakeview Middle
West Orange High
Features
Interior
Exterior
Utilities
Structure
Pets, Accessibility & Amenities
Community Info
Financial
Lease Information
Tax, Legal & Financing
Let's get in touch!
Let's get in touch!

Fernanda Pizzammiglio
Florida Realtor 🇺🇸 🇧🇷
- Source: Stellar MLS
- MLS #: O6425087
Listing updated: August 28, 2026 at 5:55PM
Listing provided by: Jennifer Coon, LAKESIDE REALTY WINDERMERE INC
Last checked 2 hours ago
Listing provided by: Jennifer Coon, LAKESIDE REALTY WINDERMERE INC
Last checked 2 hours ago
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.







