luxury properties for sale Winchester, United States

Offered for the first time, Abbeyville is a rare 146-acre estate in Clarke County, superbly located just outside Boyce. Built in 1909, this property provides unmatched versatility with additional dwelling unit rights and a multitude of possibilities—a private residence, equestrian estate, working farm, family enclave, or new build. With potential for limited subdivision and prime eligibility for land conservation programs and easement tax credits, Abbeyville presents an extraordinary opportunity. This Colonial Revival house is a living antique, rich in original features, perfect for anyone looking to own and restore a piece of history. Featured in Clarke County, Virginia: History Through Architecture, Abbeyville is a classic example of American Foursquare design. The original front door opens to a spacious foyer, with the Dining room with fireplace on one side and the Living Room with mountain views and its own fireplace on the other—both can be enclosed with original pocket doors. The library, with built-in bookshelves and wood stove, offers an ideal retreat for reading or work. The main level is completed by a kitchen and half bath. Upstairs, three oversized bedrooms with fireplaces, two smaller bedrooms, and a full bath, offer ample space and potential. Outside, the rare wood shingle siding is complemented by a pressed-tin roof and two corbelled brick chimneys. The south-facing front porch spans the width of the house, perfect for relaxing or dining alfresco. Surrounding the house are open, rolling pastures, divided into 20- to 40-acre fully fenced fields. The barn provides storage and shelter for livestock. The western fields are currently used for grazing cattle, while the eastern fields, used for hay production, have scenic views. A 2-bedroom tenant house (#410 Old Winchester Rd), built in 1999 on the original spring house site, offers multi-generational living or rental income potential. Live the country life near historic estates like Long Branch, The Tuleyries, and Carter Hall. Host guests at nearby Villa La Campagnette. Play at the State Arboretum, Sky Meadows State Park, and the Shenandoah River—all within a 15-minute drive. Enjoy local restaurants, wineries, breweries, and golf courses with quick access to Rt 340, Rt 7, Rt 50 and I-81. Located 20 minutes from Winchester and Front Royal, 45 minutes from Middleburg, and just 90 minutes from Washington DC.

Welcome to this expansive home in the desirable Berryville Glen community! Featuring 5 bedrooms, 3.5 baths, and 4,249 total square feet of living space on a .51-acre lot, this home offers a spacious and thoughtfully designed layout, perfect for modern living. The main level features beautiful hardwood floors throughout, an inviting living room with custom built-ins, a formal dining room, and a private office. The heart of the home is the open-concept family room, complete with a cozy gas fireplace, and a gourmet kitchen with granite countertops, an oversized island, ample cabinetry, and a warm and welcoming Sun/Florida room that leads to an outdoor Trex deck and fenced-in backyard—ideal for entertaining. Upstairs, the primary suite is a true retreat with its own sitting area, two huge closets, and a beautifully appointed en suite bath. Three additional spacious bedrooms, a full bath, and a convenient laundry room complete the upper level. The finished lower level includes a generous recreation room, an additional bedroom, and a full bath, offering extra space for guests, hobbies, or relaxation. Extra storage is also available in the unfinished area. Close to Commuter Routes, Minutes to the Town of Berryville for shopping and restaurants & MORE Open Houses this weekend, Saturday & Sunday, November 9th & 10th from 1:00 - 3:00 PM - Stop By To Tour For Yourself!

Beautiful three level brick colonial located on a one acre lot and adjacent to the Shenandoah Valley Golf Club. This 5BR/3.5BA home has been updated and well cared for throughout. Home features two wood- burning fireplaces, hardwood floors on the main and upper levels, updated gourmet kitchen with center island cooktop, double wall ovens, abundant cabinet/counter space and more. The main level has a formal living, dining and family room, mudroom/laundry area, a walkout thru French doors to a rear deck with sunshade to take in the views of nature. The upper level is comprised of a large primary suite with updated bath (jetted oversized tub, walk-in shower, double vanity and more). There are also three generously sized bedrooms and an additional bath. The lower level features a large family room/flex space, an additional bedroom, full bath, fireplace and a walkout to a beautiful solarium (2020). Some recent updates include 2022 electrical panel, 2022 driveway, 2022 alarm and fire systems, exterior painting completed June 2023, seal driveway 2023 and much more. Within 10 years, updates include HVAC system, water softener system, roof, gutters and down spouts and kitchen and baths. The home is completed by a 2 car side-load garage, exterior shed, tons of storage and much more. Minutes to Front Royal, I-66 and shopping. Don't miss this one! Open House Sun. Nov 17th from 1-3pm.

Welcome to Charles Town Cottage Company’s one bedroom and one bath detached Cottage at 100 Center Street. Nestled in the heart of Charles Town this property offers meticulously designed living space spanning 440 square feet. With a proven rental history this property provides great investment opportunity for long-term rentals, short term rentals, or Airbnb. For those that want to downsize and minimize home and lawn maintenance, this is the perfect small upscale home within walking distance to downtown Charles Town. A historical note regarding this site is during the Civil War the area may have played a part in the cannon attack on the County Courthouse in Charles Town. One steps onto the inviting front porch and into a well thought out layout that seamlessly blends modern amenities with timeless charm and ample storage space, making meal preparation a breeze. The bedroom offers a tranquil retreat, while the adjacent bathroom features modern fixtures and finishes and a stacking washer and dryer nook provides the ultimate laundry convenience. The property is also equipped with an energy saving tankless hot water heater, providing efficient and eco-friendly heating solution. The property offers easy access to nearby amenities, including shopping, dining, entertainment options, many outdoor adventures and activities and is located near Harpers Ferry National Park. Great Investment opportunity or personal home ownership, the house design offers the perfect blend of comfort, convenience and luxury. This is your chance to own a piece of West Virginia charm. Schedule a viewing today and experience the epitome of small house living as one of your best investments!

If you’ve had visions of owning a beautiful, fully restored, historic Virginia fieldstone home, with its very own winery, vineyard and tasting room, look no further. Welcome to this cherished property and boutique winery, with a long history of award-winning wines and priceless views of the Shenandoah Valley. Set on 6.53 scenic acres, with a beautifully manicured vineyard, the original fieldstone house was built in 1893, subsequently operating as an inn for visitors from Washington DC, who would travel by train on the Washington and Old Dominion railroad (today the W&OD trail), to enjoy the cooler summer temperatures at this higher elevation. In 1998, the house was meticulously restored by the current owner, incorporating modern conveniences while retaining the exquisite architectural beauty of a bygone era. Entering the house through the classic flagstone floor vestibule reveals an open plan dining room and living room, with gorgeous hardwood floors, and wonderful beamed ceilings and millwork. The bright kitchen, opening with French doors from the dining room, has granite counters with a white tiled backsplash and center island. Beyond the dining room and kitchen is the family room with a wall of windows from which to take in the beautiful Shenandoah Valley views. Off the hall is a cozy sitting room with access to the first-floor full bath, which also serves as a powder room. The back hall accesses the laundry room and French doors to a spacious deck. Upstairs on the second level is the primary bedroom, with attached bathroom and spacious private den with western facing windows taking in the sunset views. There are two further bedrooms on the second level, and a bright hall bath. The lower level is home to the winery with four large rooms, including barrel room with cathedral ceiling, and a large storage room for equipment, as well as a full bathroom and mechanicals. A short stroll to the tasting room reveals a substantial facility, with beamed cathedral ceilings, and a view-facing wall of windows, a serving bar and kitchen plus two restrooms, and two propane fireplaces. Extensive decks off the testing room provide significant outdoor space to enjoy the breathtaking valley views, as well as the lush, manicured vineyard below. Beneath the tasting room is a private club room with a fireplace and large additional storage and utility room. In addition, the property features a storage barn next to the vineyard, a small stone storage building and an adorable stone guest cottage, with an open living area, Murphy bed, kitchenette and bathroom. Set on over six west facing acres, the fine property with its picturesque vineyard – half in 20-year old vines and half with 10-year old grapevines - is now ready for its next stewards to continue an incredible legacy into the future