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luxury houses for sale Winchester, United States

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House Winchester (United States)

Welcome to 344 Valley Mill St, Winchester, VA! This charming home, located on Winchester's desirable east side, offers 3 bedrooms, 1.5 bathrooms, and is perfect for first-time buyers or as an investment property. Enjoy the upgraded interiors featuring durable LVP flooring in the kitchen, beautiful hardwood floors throughout, and fresh tile in the full bath. Recently painted, this home also boasts a brand-new roof and appliances, providing a move-in-ready experience. Don’t miss out on this inviting property—it’s a fantastic opportunity in a great location!

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$259,900
3bedrooms
2bathrooms

By Hunt Country Sotheby's International Realty

Contract pending
50

Property Winchester (United States)

PROFESSIONAL PICTURES COMING The perfect combination of beauty and an excellent location! Enjoy a large, fully fenced backyard—an added bonus! Just minutes from downtown Winchester, Winchester Medical Center, shopping, and all the essentials. Inside, the home is light and bright, featuring rich dark hardwood floors throughout the main level, stairs, and bedrooms. Enter through the beautiful formal dining room, which opens to a modern kitchen with new stainless steel appliances, granite countertops, and a pantry. The kitchen flows into a spacious great room with a cozy corner fireplace, perfect for gathering. A cheerful sunroom with deck access completes the main level, bringing in plenty of natural light. Upstairs, a large landing offers flexible space for a sitting area or office. The master bedroom boasts a walk-in closet and a luxurious bathroom with dual sinks, a separate shower, and a soaking tub. The fully finished basement includes a family room, a separate den or office, and a stylishly updated bathroom with wood-look tile. With a fully fenced yard and a fantastic layout, this beautiful home has everything you need and more! Don’t miss out on this incredible opportunity.

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$525,000
3bedrooms
4bathrooms
land  1,255

By Hunt Country Sotheby's International Realty

50
Video

Property Winchester (United States)

Thornhill Manor, one of Winchester’s most notable historic fixtures, sits surrounded by 1.02 acres of grassy landscape kept by fieldstone, rose gardens, and brick-lined paths. A Georgian treasure dating to 1787, you’ll find the property lovingly transformed by families of local predominance and political distinction allowing time to evolve the home into today’s 6,474 square foot mansion of original hardwoods, magnificent Revolution-era moldings, beautifully mantled fireplaces, bathrooms of vintage design, and a soaring Greek Revival portico. Graceful and grand, you’ll enchant guests with its idyllic front-hall, entertain or create within the jazz-era double-storied enclosed porch, and complete favorite recipes within your expansive kitchen. From here, join guests in the impressive tour-worthy dining room where still-vivid craftsmanship and a crystal chandelier inspire endless conversation. Host gatherings and tree-house adventures on land purchased from the widow of Winchester’s founder, while mature boxwoods, gardens, and the shade of a 200-year-old Buckeye decorate evening sunset views. Though a main-floor guest suite allows ease to cozy living spaces, the manor’s distinctive center stairway shepherds those ready for rest to the primary suite and five additional bedrooms with connecting baths. While on tour, visit the library, two car garage, and sheltering car port, while noting the updated home comfort systems. The manor - also known as the White Home for its original owner Robert White Jr.- is a showcase of serene detailing and decades of architectural charm providing endless opportunity for dreamers. From its enviable elevated vantagepoint: historic sights, shops, eateries, and annual festivals are steps away, while Winchester Country Club and Shenandoah adventure await.

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$1,450,000
6bedrooms
6bathrooms
land  4,128

By Hunt Country Sotheby's International Realty

Contract pending
33

House Winchester (United States)

This Open-Concept, Main-Level Living ranch home in Mountain Falls is turn-key with upgrades throughout. The 3-bedroom, 2-bathroom floor plan is designed for both ease and enjoyment—ideal for family life and excellent for entertaining. Greeted by large windows and vaulted ceilings upon entry, the quality finishes are evident. A warm and professional library/office features elegant built-in bookshelves, completed in 2022, while directly across, the formal dining room awaits special occasions, seamlessly flowing into the kitchen. The heart of the home is the open living room, kitchen, and breakfast area – a bright and spacious setting for everyday activities. The large primary bedroom includes a vaulted ceiling, a generous walk-in closet, and a newly remodeled ensuite bathroom with a glassless walk-in and granite-top vanity. A therapeutic step-in jetted tub, installed in 2013, adds convenience and comfort. Two additional bedrooms share a full bathroom, and the nearby laundry room completes the main level. The unfinished basement, with rough-in plumbing and full walk-out access, is a blank canvas ready to be transformed into additional living space. Notable upgrades include COREtech luxury vinyl plank flooring (installed in 2022), known for its waterproof and durability, fresh interior paint, updated exterior light fixtures, a 2020 furnace, a 2018 roof, and a solar panel system with battery storage for added energy efficiency. Located in western Frederick County, this home combines warm modern style with practical living. Enjoy peaceful country surroundings with scenic drives framed by mountain views, open pastures, and charming horse farms—all just 30 minutes from Winchester.

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$379,000
3bedrooms
2bathrooms
land  2,064

By Ttr Sotheby's International Realty

22

House Winchester (United States)

Welcome to this all brick gem in Winchester county! A Beautiful 3-level interior townhouse that has been freshly painted from top to bottom. Enter into the living room with hardwood floors and bay window inviting light into the home. The kitchen with updated cabinetry, plentiful storage, and eat in dining area. The kitchen also has a lovely bay window with plantation shutters, making your mornings sweet as you watch the sun rise. Upstairs, you will find two generously sized bedrooms with ample closet space, and windows to provide natural light. A shared bathroom in the corridor, a linen closet, and a laundry closet. The basement offers its very own retreat with a wet bar, a bedroom nook, a large walk in closet, and an additional washer and dryer! The basement has a separate entrance and exit with a parking pad right outside, and rear deck perfect for entertaining. This space commands $1,000-$1,200 a month in rental income. Three completely finished levels of living space, close to all town conveniences, and spacious! The best part is the $374 ANNUAL HOA fee maintains front yard and tends to snow removal! Make this home yours today!!

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$374,999
2bedrooms
3bathrooms
land  162

By Ttr Sotheby's International Realty

6 listings near Winchester

Nearby
21

House Baker (United States)

Come explore the potential of this charming 3-bedroom, 2-bath home located in the established Buffwood neighborhood in Baker. While the home is in need of updates, it offers a great opportunity to make it your own. The primary bedroom includes an en-suite bathroom for added convenience. Inside, the split floor plan includes a versatile front bonus room, ideal as a sitting room, study, or additional living space. Situated on a spacious lot, this home features a large fenced yard, covered parking, and a patio perfect for entertaining. The possibilities are endless

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$215,000
3bedrooms
2bathrooms

By Crescent Sotheby's International Realty

Nearby
Contract pending
47

Property Boyce (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.

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$1,900,000
5bedrooms
2bathrooms
land  59.1ha

By Ttr Sotheby's International Realty

Nearby
Contract pending
21

Property Gaylord (United States)

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!

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$740,000
5bedrooms
4bathrooms
land  2,064

By Hunt Country Sotheby's International Realty

Nearby
50
Video

Property Front Royal (United States)

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.

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$700,000
5bedrooms
4bathrooms
land  4,047

By Ttr Sotheby's International Realty

Nearby
17

Property Charles Town (United States)

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!

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$250,000
1bedroom
1bathroom
land  445

By Hunt Country Sotheby's International Realty

Nearby
50
Video

Property Bluemont (United States)

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

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$2,150,000
3bedrooms
4bathrooms
land  2.6ha

By Hunt Country Sotheby's International Realty

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