Winchester Homes with Creek Waterfront

Welcome to Winchester, Oregon—a picturesque gem nestled in the heart of Douglas County. This charming city, known for its stunning natural beauty and serene atmosphere, is the perfect place for those seeking a tranquil lifestyle surrounded by nature. With the Umpqua River flowing nearby and lush greenery enveloping the area, Winchester offers a unique blend of outdoor adventure and small-town charm.

One of the most enchanting features of Winchester is its beautiful homes with creek waterfront access. Imagine waking up to the soothing sounds of water gently flowing by your doorstep, with the opportunity to enjoy fishing, kayaking, or simply relaxing by the water’s edge. These waterfront properties provide not just a home, but a lifestyle where nature is your neighbor and every day feels like a vacation.

The community of Winchester is tight-knit and welcoming, with a variety of local shops and restaurants that reflect the area's rich culture and history. Residents enjoy an array of outdoor activities, from hiking and biking in the nearby Umpqua National Forest to exploring the stunning landscapes of the Oregon Coast.

For families, Winchester offers excellent schools and parks, making it an ideal place to raise children. Whether you're looking for a peaceful retreat or an active lifestyle, the homes with creek waterfront in Winchester provide a perfect sanctuary. Experience the magic of living in a place where nature and community come together, and discover your dream home in this enchanting Oregon city.

Newest Winchester Homes with Creek Waterfront

$465,000

4 Beds ⋅ 2 Baths ⋅ 404977959 MLS

Welcome to the exclusive Wild Fern community in Winchester, where quality craftsmanship, neighborhood amenities, and a beautiful natural setting come together. This meticulously maintained 4-bedroom, 2.5-bath home showcases custom woodworking, quality finishes, and an inviting floor plan designed for comfortable everyday living and entertaining.Step outside to multiple expansive decks overlooking a peaceful backyard where seasonal Winchester Creek meanders through the property, creating a picturesque setting for relaxing and entertaining. A dedicated BBQ area makes outdoor gatherings easy while the surrounding landscape provides a wonderful connection to nature.Wild Fern residents enjoy community amenities including a swimming pool, tennis courts, and basketball court, along with miles of paved neighborhood streets ideal for walking and enjoying the surroundings. The Winchester location offers the added benefit of city services while enjoying lower county property taxes.Conveniently located near Umpqua Community College, shopping, dining, schools, and Roseburg, with nearby hiking and outdoor recreation just minutes away. This exceptional home offers a rare combination of craftsmanship, comfort, community amenities, and natural beauty in one of Winchester's most desirable neighborhoods. Schedule your private showing today!

299 WILD FERN DR, Winchester

$999,000

4 Beds ⋅ 2 Baths ⋅ 786977472 MLS

Tucked away in one of Douglas County's most desirable neighborhoods, this stunning 19th century inspired custom Haynes-built home is a true showstopper. This 3,774 sq ft residence offers 4 bedrooms, 2.5 baths on a private, beautifully landscaped .63-acre lot.Step into a grand entry with soaring ceilings extending into the living and dining rooms, highlighted by 10-inch crown molding and hardwood floors with elegant mahogany inlay. The living room features a gas fireplace, while the family room offers a cozy wood stove. Decorative ornamental plaster adds timeless character to the living room and primary suite.The chef’s kitchen is designed for both function and style, featuring granite countertops, a large butcher block island with eating bar, gas cooktop, double ovens, custom built-in refrigerator, garden window, butler’s pantry, and additional pantry. Custom cabinetry throughout is inspired by Smallbone English design. The primary suite is a private retreat with French doors to its own deck, and a luxurious bath with Italian marble, jetted tub, and walk-in shower. A dedicated office showcases beautiful woodwork, hardwood floors, and built-ins.Outside, enjoy a large entertaining deck, gazebo, potting shed, and a peaceful seasonal creek. The exterior features reclaimed brick from the historic Umpqua Hotel, adding unique character.The impressive shop includes a 5-foot pit, loft “man cave,” and half bath—perfect for hobbies or storage. Community amenities include a swimming pool and tennis court.A rare blend of craftsmanship, history, and luxury—schedule your private tour today.

539 WILD FERN DR, Winchester

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