Cooper & Sewell Add Homes with Two Story Property Description

Cooper & Sewell Add Homes with Two Story Property Description

Welcome to Cooper & Sewell Addition, a charming subdivision nestled in the heart of Winter Garden, Florida. This delightful community is a hidden gem in Orange County, offering a perfect blend of suburban tranquility and vibrant city life. Known for its picturesque streets and friendly neighbors, Cooper & Sewell Addition is an ideal place for families, young professionals, and retirees alike.

One of the standout features of this subdivision is its collection of beautiful two-story homes. These properties are designed to maximize space and comfort, providing ample room for families to grow and thrive. With stylish architecture and modern amenities, each two-story home in Cooper & Sewell Addition boasts spacious floor plans that cater to both relaxation and entertainment. Imagine hosting gatherings in your open-concept living area or enjoying quiet evenings in your cozy family room.

The neighborhood is also conveniently located near Winter Garden’s charming downtown area, where you can explore a variety of shops, restaurants, and local attractions. The vibrant community hosts regular events, fostering a sense of belonging and connection among residents. Additionally, families will appreciate the proximity to top-rated schools and recreational facilities, making it easy to enjoy the great Florida outdoors.

Whether you’re looking for your first home or seeking a serene place to retire, Cooper & Sewell Addition offers a welcoming atmosphere and a strong sense of community. Discover your dream home in this enchanting subdivision and experience the best that Winter Garden has to offer!

Newest Cooper & Sewell Add Homes with Two Story Property Description

128 N Highland Avenue, Winter Garden
$965,000
4 Beds ⋅ 3 Baths ⋅ Cooper & Sewell Add SubDv. ⋅ 34787 Zip Code
Welcome to a piece of history, right in the Winter Garden's golf cart district! This stunning Craftsman bungalow is nestled in the Historic District, where timeless character meets extensive modern updates. Set on a 0.34-acre lot beneath grandfather oaks, this home creates an atmosphere that feels peaceful while placing you just steps from the energy of downtown. From the moment you arrive, you're greeted by a gravel driveway(2021) that leads to the front of the property, while outdoor lighting (2021) creates a welcoming glow as the sun goes down. Step through the beautiful leaded glass front door into a home filled with warmth and character. Rich heart pine floors, 9-foot ceilings, and crown molding create a timeless backdrop that is sure to make everyone feel at home.The front living and dining area provides a comfortable place to entertain or settle in with loved ones. Nearby, a flexible room can function as a bedroom or home office, and includes its own half bath, giving you the freedom to shape the space around your family's needs. At the center of the home, the farmhouse-inspired kitchen includes real wood cabinetry, granite countertops, and a convenient side entry to make everything from everyday cooking to hosting dinners feel effortless. The side entrance also makes bringing in groceries especially convenient. Down the hall, two bedrooms create comfortable retreats and share a guest bathroom with subway tile detailing. The guest bathroom tub drain line was replaced in 2025, while extensive flooring and subfloor improvements completed throughout the home provide a refreshed foundation from room to room. Upstairs, you’ll find the new flooring that was installed in 2025, along with recessed lighting (2018), and a bright and inviting loft space with flexibility for a reading area or home office. The primary bedroom was remodeled in 2025 and includes a custom built-in closet for exceptional organization. The upstairs bathroom was also remodeled in 2025, creating a beautifully updated space to begin and end your day. The home has received extensive upgrades, providing the new owners with peace of mind that this home was truly cared for. Upgrades include a downstairs HVAC system (2023), a replacement of the downstairs ductwork (2025), foundation support installed beneath the rear half of the home with concrete footers (2024), and a new water heater (2025). The home's exterior has been refreshed as well, including Artificial turf (2021) for easy upkeep, new exterior paint (Dec, 2024) and a new roof (2023). Heading outside, you're bound to love the private fenced in backyard space. Whether you're imagining weekend gatherings, letting little ones play, or simply enjoying a quiet afternoon outdoors, there's room to create the backyard you've always wanted. The detached 25' x 25' garage and workshop adds another layer of flexibility, complete with 100-amp electrical service. For a hobbyist, craftsman, or anyone who needs additional storage and workspace, this building can become whatever your lifestyle requires.This is a home with character you simply can't recreate, paired with the extensive updates and improvements. And perhaps best of all, you're living in the heart of Historic Downtown Winter Garden, where morning walks, farmers markets, local dining, shopping, live entertainment, and community events can become part of your daily routine. Don't wait on this amazing home, schedule your private showing TODAY!

128 N Highland Avenue, Winter Garden

Start Your Search

How much is your home worth?

Get instant property value now!