Raven Oaks Real Estate

Raven Oaks Real Estate

Welcome to Raven Oaks, a picturesque subdivision nestled in the heart of Winchester, Virginia, within the charming Frederick County. This idyllic community offers a perfect blend of suburban tranquility and modern convenience, making it an ideal destination for families, professionals, and retirees alike.

Raven Oaks is characterized by its beautifully landscaped streets, lined with a variety of stunning homes that showcase diverse architectural styles. Each residence is thoughtfully designed to provide comfort and functionality, often featuring spacious yards, contemporary finishes, and inviting outdoor spaces perfect for entertaining or relaxing.

One of the standout features of Raven Oaks is its strong sense of community. Residents enjoy a welcoming atmosphere, with friendly neighbors and numerous opportunities to connect through community events and gatherings. The subdivision is conveniently located near top-rated schools, making it an excellent choice for families with children.

Nature enthusiasts will appreciate the proximity to scenic parks and outdoor recreational areas, where hiking, biking, and leisurely strolls can be enjoyed. Additionally, Raven Oaks is just a short drive from Winchester’s vibrant downtown, offering an array of dining, shopping, and entertainment options.

With its prime location, beautiful homes, and a warm community spirit, Raven Oaks is more than just a place to live; it’s a place to thrive. Whether you’re looking to settle down or invest in a new property, this charming subdivision promises a lifestyle filled with comfort and convenience. Discover your dream home in Raven Oaks today!

Newest Listings in Raven Oaks

4 Beds ⋅ 4 Baths

Welcome to 151 Nevermore Drive, a home that truly has it all! Built in 2022 but shows like new, this home is located in the highly desirable Raven Oaks community and sits on one of the neighborhood’s premium lots within a cul-de-sac. The private fenced backyard backs to a wooded common area and features a Trex deck. Inside, this 4-bedroom, 3.5-bath home offers an impressive combination of space, features, and functionality. There is nothing left to do but move in and enjoy! The main level features a high-end kitchen with granite countertops, a gas cooktop, double wall ovens, and plenty of space for entertaining. The open living area features an electric fireplace with a stone surround, and a dedicated office provides a great space for working from home. Upstairs, you’ll find a versatile loft, convenient laundry room, and four bedrooms, including the spacious primary suite. The finished lower level offers natural light, a full bath, and walk-up access directly to the backyard. An additional unfinished room with an egress window offers the opportunity to create a legal fifth bedroom, while the large storage room provides plenty of room for everything else. The home also features efficient gas heat, a high-efficiency tankless water heater, and a water softener that is already installed. Raven Oaks offers a fantastic community lifestyle with a neighborhood pool and tot lot, while being less than 10 minutes from downtown Winchester and under an hour from Dulles International Airport. With its private wooded setting, premium lot, fenced backyard, Trex deck, cul-de-sac location, and like-new condition, 151 Nevermore Drive is a home you won’t want to miss. If you’ve been considering new construction, come see what this home has to offer before you build!

151 Nevermore Dr, Winchester

Listing courtesy of Colony Realty. Contact:

4 Beds ⋅ 3 Baths

Welcome 101 Poe Drive! You are going to swoon over this gorgeous, model-quality home located in the desirable Raven Oaks neighborhood. This beauty boasts nearly 2,800 square feet of above-grade living space, complete with four bedrooms, two and a half baths, and an amazing loft area upstairs that is currently being used as an adorable play area. Once you step inside the front door, you’ll instantly notice the elegant finishes throughout the home, such as LVP flooring, stainless steel appliances, quartz countertops, and upgraded light fixtures. The main floor layout makes everyday life – or entertaining guests - a breeze. It offers a home office/flex space, a convenient walk-in pantry, and a large kitchen island. Need lots of natural light? The fabulous sunroom situated off the kitchen was designed just for you – and will not disappoint! Upstairs, four generously sized bedrooms await, as well as the laundry room. The luxurious primary suite will feel like your own private retreat, boasting a spa-inspired bath with an oversized walk-in shower and a massive walk-in closet. In the basement, you will find a finished flex space, while the expansive unfinished area - with a bathroom rough-in and an egress window in place - offers endless possibilities for future expansion. This home sits on a fantastic corner lot at the top of a quiet cul-de-sac. The community offers exceptional amenities, including a clubhouse, pool, tennis and basketball courts, and two playgrounds. Situated close to Rt-50, Rt-7, and I-81, you will find that shopping, dining, and historic downtown Winchester are all just minutes away. Don’t miss your chance to own this exquisite, move-in-ready home. Schedule your tour today!

101 Poe Dr, Winchester

Listing courtesy of Samson Properties. Contact: (540) 348-4911

4 Beds ⋅ 4 Baths

Discover this impressive Hopewell home, ready for quick move-in! Included features: a quiet study with French doors; a spacious great room with an electric fireplace; a dining nook; an open kitchen with a center island; a main-floor powder room; a convenient laundry; a luxurious primary suite showcasing added windows, a private bath with double sinks and an immense walk-in closet; and an extra bedroom and bath in lieu of a loft. This could be your dream home! Raven Oaks amenities include a community pool, pickleball/basketball court and playgrounds. Residents will appreciate easy access to a variety of unique shopping, dining and recreation options, including Winchester Country Club and Apple Blossom Mall. Close proximity to Shenandoah University, I-81 and SR-7 provides added convenience. **Sellers Need Short Rent Back

141 Poe Dr, Winchester

Listing courtesy of Livewell Realty. Contact:

4 Beds ⋅ 3 Baths

Welcome to this nearly new 4-bedroom, 3-bath home in the sought-after Raven Oaks community, offering a convenient Winchester location, modern finishes, flexible living space, and desirable community amenities. Ideally situated with easy access to Route 50 and I-81, the home is just minutes from Shenandoah University, Jim Barnett Park, shopping, restaurants, and everyday conveniences. Historic Old Town Winchester is approximately three miles away, offering dining, boutiques, entertainment, and community events. A water softener has also been added for additional comfort and convenience. Backing to mature trees, the property features a deck and fenced backyard, providing inviting outdoor space for relaxing, entertaining, pets, or play. Inside, the thoughtfully designed floor plan includes a main-level bedroom and full bath, ideal for guests, multi-generational living, or a home office. The open-concept kitchen, dining, and living area features quartz countertops, stainless steel appliances, an electric fireplace, and luxury vinyl plank flooring throughout the main level. Upstairs, you'll find a spacious loft, private primary suite with attached bath, two additional bedrooms, a full hall bath, and convenient bedroom-level laundry. The unfinished basement provides excellent storage and future expansion potential and includes rough-in plumbing for a full bath. Enjoy the combination of a convenient location, wooded backdrop, fenced outdoor space, and community amenities, including the Raven Oaks community pool. Easy access to major commuter routes, Winchester-area attractions, shopping, dining, and recreation makes this home an excellent choice for both everyday living and commuting. Check out the 3-D Tour attached to this listing! This property is also available to rent! (VAFV2044760)

139 Poe Dr, Winchester

Listing courtesy of RE/MAX Roots. Contact: (540) 686-7362

3 Beds ⋅ 3 Baths

Modern craftsman home in one of Winchester’s newer communities. Easy access to RT 50 and I81, Shenandoah University, Jim Barnett Park, shopping, and restaurants. Old Town Winchester three miles away. This ranch home offers an open-floor concept with custom living upgrades. Dining room includes a coffee station/wet bar with a refrigerator and the living room has an electric fireplace with a great entertainment flow that carries onto the covered deck with stairs to the fenced-in backyard for added family fun. Finished garage with heating and cooling, recessed lighting, utility sink, and epoxy flooring makes for a great gym or multipurpose space. Master bedroom ensuite includes a bedroom-sized walk-in closet and added storage area. For an expanded living area, the full unfinished walkout basement with a full-size window and bathroom rough-in await your creative design. Other Upgrades include: Whole house water filtration system and water softener. Reverse osmosis faucet in the wet bar. LVP throughout the entire home. Adjustable Elfa-shelving in all of the closets. Smart home features allow you to control security features, garage, and thermostat from an app, including ADT alarm system and auto-lock doors; Ring cameras and doorbell; NEST thermostat; and MyQ garage door opener. Community amenities include a pool with pool house, a multipurpose court (basketball/ pickleball), two playgrounds, and a short trail.

140 Poe Dr, Winchester

Listing courtesy of Samson Properties. Contact: 7033788810

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Kathleen McMahan

For Kathleen McMahan, real estate has always been about more than buying and selling homes. It’s about people, relationships, and helping clients feel confident during some of the biggest transitions of their lives. With more than a decade of experience in Maryland and Washington, D.C. real estate, Kathleen has built her business around a simple philosophy: stay positive, work hard, communicate honestly, and treat every client’s move as if it were her own. Positivity has long been Kathleen’s “north star,” both personally and professionally. When her oldest son spent time in the NICU, she focused on learning everything she could from his nurses so she would feel prepared when it was finally time to bring him home. That experience reinforced something she carries into her work today: even during stressful and uncertain moments, knowledge, preparation, and the right perspective can make all the difference. That mindset has helped Kathleen build a successful real estate career based largely on relationships, referrals, and clients who return to her as their lives and real estate needs evolve. Now, as the agent behind McMahan Homes at Real Broker, she brings the experience of more than a decade in the industry together with the personal attention and flexibility of an independent real estate business. Originally from New Jersey, Kathleen came to Maryland to attend Salisbury University. Her studies in sociology and marketing helped spark a lasting curiosity about people—what motivates them, what matters to them, and what makes a place truly feel like home. Today, that curiosity is one of her greatest strengths as an agent. Kathleen takes the time to understand not just what her clients are looking for on paper, but what they want their lives to look like. Whether she’s preparing a home for the market, negotiating on behalf of a seller, helping a buyer find the right community, or simply answering the questions that come up along the way, her goal is to make the process feel informed, personal, and manageable. Kathleen lives in Maryland with her husband and two sons. When she isn’t working, you’ll most likely find her spending time with her family, dreaming about her next trip to the Florida Keys, or planning her next home project.

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