Winding Ridge Homes for Sale

Welcome to Winding Ridge, a picturesque subdivision nestled in the heart of Maryland, US. This charming community offers a peaceful retreat from the hustle and bustle of city life while still being conveniently located near all the amenities you could need.

Homes for sale in Winding Ridge are truly a dream come true. From cozy single-family homes to spacious townhouses, there is something for everyone in this idyllic neighborhood. Imagine coming home to tree-lined streets, well-manicured lawns, and friendly neighbors who quickly become like family.

Living in Winding Ridge means enjoying the best of both worlds - a tranquil suburban setting with easy access to shopping, dining, and entertainment options. Whether you're looking to relax in nature or explore the nearby city, this community has it all.

If you're searching for a place to call home in Maryland, look no further than Winding Ridge. With its welcoming atmosphere and beautiful homes for sale, this subdivision is the perfect place to put down roots and create lasting memories. Come and discover the magic of Winding Ridge - your dream home awaits!

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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