Winding Ridge Homes for Sale

Welcome to Winding Ridge, a charming subdivision nestled in the heart of Frederick, Maryland! This picturesque community offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

Winding Ridge is renowned for its beautifully designed homes that cater to a variety of lifestyles and preferences. Whether you’re looking for a cozy single-family home or a spacious townhome, this subdivision features a diverse range of properties for sale, each exuding charm and modern elegance. The homes are thoughtfully constructed with high-quality materials, offering open floor plans, gourmet kitchens, and outdoor spaces perfect for entertaining or simply enjoying the serene surroundings.

Residents of Winding Ridge appreciate the community’s welcoming atmosphere and its commitment to maintaining a safe and friendly environment. The subdivision is surrounded by lush green spaces and scenic walking trails, making it easy for families to enjoy outdoor activities and for neighbors to connect. With top-rated schools, parks, and recreational facilities nearby, Winding Ridge is a place where children can thrive and adults can unwind.

Conveniently located, Winding Ridge provides easy access to downtown Frederick, where you’ll find a vibrant mix of shops, restaurants, and cultural attractions. Whether you’re commuting for work or seeking a weekend adventure, you’ll love the accessibility this community offers.

Explore the homes for sale in Winding Ridge and discover the perfect blend of comfort, community, and convenience. Your dream home awaits in this enchanting Frederick neighborhood!

Newest Winding Ridge Homes for Sale

$859,900

5 Beds ⋅ 5 Baths

Experience elevated living in this exceptional 5-bedroom, 4.5-bath residence offering over 6,158 square feet of beautifully designed living space in a highly sought-after community. Blending timeless elegance with thoughtful modern updates, this home delivers comfort, scale, and sophistication throughout. Step inside to a bright, open-concept floor plan featuring rich hardwood flooring and fresh, neutral paint that enhances the home’s light and airy feel. The expansive kitchen serves as the centerpiece of the main level, seamlessly connecting to the living and dining areas—ideal for both everyday living and effortless entertaining. A sun-filled morning room offers the perfect space for casual dining, reading, or starting your day in natural light. Upstairs, generously sized bedrooms provide comfort and privacy for all, while the luxurious primary suite stands out as a true retreat with ample space to unwind. The fully finished basement extends the living area even further, featuring a versatile bonus room and expansive recreation space—perfect for a home gym, theater, game room, or guest suite potential. Outdoor living is equally impressive with a large deck overlooking a newly installed privacy fence, creating an ideal setting for gatherings, barbecues, or quiet evenings at home. A spacious two-car garage adds everyday convenience and additional storage. This home has been meticulously maintained with key updates including a new roof (2019), HVAC system (2018), hot water heater (2021), and updated kitchen appliances including a refrigerator and built-in microwave (2023), providing peace of mind for years to come. As an added bonus, the home includes a transferable home warranty valid through May 2027, offering exceptional post-closing security for the new owner.

5720 Little Spring Way, Frederick

Listing courtesy of Century 21 Redwood Realty. Contact: (301) 365-0664

$699,000

4 Beds ⋅ 4 Baths

PRICE IMRPROVED TO UNDER 700k--WHAT AN OPPORTUNITY?! Welcome to 5811 Winding Ridge Way, where timeless design, generous living space, and a peaceful setting come together in one of Frederick’s most desirable communities. From the moment you arrive, you’ll appreciate the mature landscaping, inviting curb appeal, and the sense of privacy that sets this home apart. Inside, you’ll find over 3,700 square feet of thoughtfully designed living space featuring 4 spacious bedrooms, 3.5 bathrooms, and an open floor plan with high ceilings that’s perfect for both everyday living and entertaining. The heart of the home is the beautifully appointed kitchen, offering abundant cabinetry, generous counter space, and a seamless flow into the bright family room with a cozy fireplace. Whether you’re hosting holiday gatherings, cheering on your favorite team, or enjoying a quiet evening at home, this space was designed to bring people together. Upstairs, the spacious primary suite provides a relaxing retreat complete with a luxurious en-suite bath, attached office and ample closet space, while three additional bedrooms offer flexibility for family, guests, or a home office. The finished lower level expands your living options with plenty of room for a recreation area, home gym, media room, or play space. Enjoy morning coffee in the sunroom or simply unwind on the back deck surrounded by the beautifully landscaped yard and mature trees. Recent improvements and updates include brand new HVAC (2026), new water heater (2026), new roof (2023), new basement carpet and fresh paint throughout. Conveniently located just minutes from shopping, dining, parks, commuter routes, and all that downtown Frederick has to offer, and located in the Oakdale School District, this home delivers the perfect combination of space, comfort, and location. If you’ve been searching for a move-in-ready home with room to grow in, this is one you won’t want to miss.

5811 Winding Ridge Way, Frederick

Listing courtesy of Keller Williams Realty Centre. Contact:

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