Winding Ridge Homes for Sale

Welcome to Winding Ridge, a picturesque subdivision nestled in the heart of Frederick, Maryland. This charming community is known for its serene landscapes, friendly atmosphere, and convenient access to all the amenities that make living in Frederick a delight. With its rolling hills and beautifully landscaped streets, Winding Ridge offers a perfect blend of tranquility and modern living.

Homes for sale in Winding Ridge feature a diverse selection of architectural styles, catering to a variety of tastes and lifestyles. From cozy single-family homes to spacious townhouses, there’s something for everyone in this vibrant community. Each residence is thoughtfully designed, showcasing open floor plans, modern finishes, and ample natural light. Many homes boast private backyards, ideal for entertaining or enjoying a peaceful evening under the stars.

Living in Winding Ridge means you're just minutes away from the rich history and charm of downtown Frederick, where you can explore boutique shops, delightful eateries, and local art galleries. Outdoor enthusiasts will appreciate the nearby parks and recreational areas, perfect for hiking, biking, or simply enjoying nature.

Families will also find Winding Ridge to be an excellent choice, with access to highly-rated schools and community resources. The friendly neighborhood atmosphere fosters a sense of belonging, making it easy to connect with neighbors and build lasting relationships.

If you're looking for a place to call home in Frederick, Winding Ridge offers not only beautiful homes for sale but also a vibrant lifestyle that combines comfort, community, and convenience. Come discover the charm of Winding Ridge today!

Newest Winding Ridge Homes for Sale

$859,900

5 Beds ⋅ 5 Baths ⋅ MDFR2083404 MLS

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

$699,000

4 Beds ⋅ 4 Baths ⋅ MDFR2082314 MLS

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

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