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luxury real estate for sale Winchester, United States

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Property with pool and garden Winchester (United States)

This is the one you have been waiting for!! Well cared for home, one story living in desirable Briarwood Estates...east side location convenient to commuter routes, shopping and Old Towne Winchester. Open floor plan with close to 1700 square feet. Three bedrooms, two full baths with hardwood floors in living/family room and dining area. Gas fireplace in family room, two walk in closets in master suite. Two car garage, two decks (enjoy your morning coffee on deck off of master bedroom!!) and large fenced backyard with storage shed.

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$430,000
3bedrooms
2bathrooms
land 0.2ha

By Hunt Country Sotheby's International Realty

50

House Winchester (United States)

***New Lower Price ***Just a short drive from vibrant Old Town Winchester, this charmingly sophisticated 3-bedroom, 2½-bath townhome blends affordability with modern comfort and thoughtful updates. Lovingly maintained and beautifully situated on a lot backing to mature trees, this home offers an inviting combination of style, functionality, and outdoor living. The main level features a large living room, an open kitchen and dining area that opens to the deck, and a 1/2 bath. Upstairs, you will find 3 bedrooms, 2 full baths, and the laundry room. Recent improvements enhance both the home’s functionality and outdoor living experience, including professionally installed landscape lighting, a new patio, Ring cameras at both the front and rear doors, and GFCI protection for the outdoor fan and TV. The garage has also been refreshed with recessed lighting and freshly painted walls. The lower level is framed, with electrical work completed under Frederick County permits, leaving the space ready for drywall and your personal design vision. Additional updates throughout the home include new light fixtures and ceiling fans, as well as a refreshed primary bathroom featuring a new countertop, backsplash, and sink. The open floor plan makes entertaining friends and family effortless. Step outside to the spacious deck overlooking the mature trees, or gather on the new patio, enhanced by custom lighting for relaxing evenings outdoors. Enjoy all that Winchester has to offer, including museums, Jim Barnett Park, Patsy Cline’s historic home, and the vibrant walking mall. Home to more than 50 boutique shops and retail businesses and over 40 restaurants, cafés, breweries, and bars, Old Town offers something for everyone. After dinner, catch a performance at the Bright Box Theater and make an evening of it.

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$335,000
3bedrooms
3bathrooms
land 0ha

By Hunt Country Sotheby's International Realty

Luxury house for sale in Winchester (United States) - Brick house with white porch
1

House with garden Winchester (United States)

Priced to sell! A true Federal‑style gem, this solid brick home offers the chance to restore a piece of architectural history. Rich with original craftsmanship, it features high ceilings, original hardwood floors, solid wood doors and trim, and a beautiful covered front porch—timeless details that showcase the home’s enduring character.

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$299,000
4bedrooms
3bathrooms
land 0.1ha

By Hunt Country Sotheby's International Realty

10

House with terrace Winchester (United States)

Welcome to 100 Gooseberry Drive, located in Winchester's established Cross Creek Village community! This meticulously maintained brick rancher offers true main-level living in one of the communities most spacious and sought-after floor plans. The main level features formal living and dining rooms, a kitchen with breakfast nook, and a bright bonus sunroom. The generous primary suite is filled with natural light and features its own cozy gas fireplace, spacious en-suite bath, and walk-in closet. A guest bedroom, additional full-bath, and dedicated laundry complete the main level. The attached two-car garage provides direct access to the home as well as a private side-entrance leading upstairs to a thoughtfully designed guest suite- ideal for visitors, a home studio or additional climate controlled storage! Enjoy easy outdoor living on a quiet corner lot, with a private fenced in back-patio perfect for enjoying morning coffee or summer grilling! Set within a vibrant 55+ community, this home offers comfort, convenience and low-maintenance living just minutes from major shopping, dining & more! Schedule your private tour today!

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$499,000
2bedrooms
3bathrooms
land 0ha

By Hunt Country Sotheby's International Realty

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Land Winchester (United States)

472 McCubbin Rd, Winchester, VA - 450 Acres

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$3,200,000
1,825,134m²

By Ttr Sotheby's International Realty

13

House Winchester (United States)

Welcome to Equestrian Estates, a highly sought-after Winchester community with no HOA, where space, style, and flexibility come together beautifully. This stately 5-bedroom, 6-bath Colonial offers over 6,700 square feet of finished living space on nearly 3 private acres, creating the perfect setting for both everyday living and entertaining. The home was not available for showings over the past three months. During that time, several rooms were freshly repainted, and new carpet has been installed in the basement—enhancing both comfort and appeal. Originally built in 2007 and thoughtfully updated in 2020, the home shines with high-end finishes throughout, including fully renovated bathrooms featuring luxury touches such as smart toilets and heated floors in the primary suite, along with upgraded kitchen appliances. Sunlight fills the open-concept living, dining, and sunroom areas, highlighting the warm, inviting flow of the home. A dual staircase, gas fireplace, private office, and a built-in kitchen desk make the layout as functional as it is elegant. Three of the five bedrooms—including the spacious primary suite—offer private en-suite baths, providing comfort and privacy for family and guests alike. The fully finished lower level adds 1,714 square feet of living space and features two generous flex rooms ideal for guests, a home gym, or creative workspace, plus a second kitchenette, full bath, and theater room. With private walkout access, this level is perfectly suited for entertaining or multi-generational living. Outdoor living is just as impressive, with expansive decks, a beautifully designed hardscape patio set away from the home with a wood-burning chimney stack, and a flourishing garden that adds charm and privacy. A three-car garage, quiet cul-de-sac location, and easy access to Route 50 and downtown Winchester complete this exceptional offering. This is a home that truly delivers on space, elegance, and lifestyle flexibility—inside and out.

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$850,000
5bedrooms
6bathrooms
land 1.1ha

By Hunt Country Sotheby's International Realty

6

House Winchester (United States)

Welcome to 307 Canyon Road in Winchesters sought-after Senseny Glen community. This move-in-ready ranch style home offers open-concept main-level living boasting hardwood floors, plush carpet, a cozy gas fireplace, and an abundance of natural light throughout! The kitchen includes ample cabinetry and pantry storage, a large island for breakfast seating, all positioned perfectly with the dining and living areas. The thoughtful split bedroom layout features two spacious guest rooms with a full bath on one side, and a private primary suite on the other, complete with a generous ensuite full bath and dual walk-in closets. Upstairs, a finished bonus bedroom above the 2-car garage provides flexible space for living, home office, gym, or media room. Outside, enjoy a welcoming front porch and a private side patio just off the kitchen, perfect for quiet mornings or casual gatherings on this beautiful .29 acre corner lot. Ideally positioned for easy commuter access to Rte. 7, 81 & beyond. Meticulously maintained, and with many recent improvements, this is a wonderful opportunity in a superb location, schedule your private tour today!

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$499,000
4bedrooms
2bathrooms
land 0.1ha

By Hunt Country Sotheby's International Realty

22

House with garden Winchester (United States)

Lovingly maintained, this charming brick rancher is the perfect starter home or investment opportunity! The main level offers three comfortable bedrooms, one full bath, a bright eat-in kitchen, and a spacious living room filled with natural light. The full unfinished basement provides endless potential for additional finished living space, while an existing hobby room is already in place—perfect for sewing, crafts, a workshop, or a home office. A unique bonus is the custom-built "catio" just off the back of the home, creating a safe outdoor retreat for your feline friends. Outside, enjoy a private backyard with mature landscaping and a detached one-car garage. Ideally located just minutes from Old Town Winchester, the Walking Mall, the Museum of the Shenandoah Valley, Winchester Medical Center, shopping, dining, and commuter routes, this home offers both convenience and charm. Major updates completed in 2016 include new windows, HVAC, roof, driveway, and beautifully refinished hardwood floors. The home is served by public water and a private septic system.

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$325,000
3bedrooms
1bathroom
land 0.1ha

By Hunt Country Sotheby's International Realty

50

House with garden Winchester (United States)

Privately sited on 6.11 acres just outside Winchester, 261 Merrifield Lane pairs classic Georgian architecture with extensive recent improvements throughout its approximately 6,343 sq. ft. of living space. A tree-lined approach and circular drive introduce this all-brick estate, where hardwood floors, substantial millwork, multiple fireplaces, a paneled library with built-ins and bar, formal living and dining rooms, sunroom and expansive gathering spaces create a home of remarkable character. Recent updates include new windows, refinished hardwood flooring, extensive interior painting and wall restoration, updated lighting and high-end plumbing fixtures, refreshed guest baths, landscape and drainage improvements, patio work and a completely renovated primary bath with new flooring, tile, tub, shower, cabinetry, counters, lighting and fixtures. The kitchen offers custom cabinetry, center island and paneled appliances, while the finished lower level provides additional recreation and entertaining space. A private apartment above the three-car garage includes its own entrance, living area, kitchenette, bedroom, full bath and laundry—ideal for flexible guest or extended-stay accommodations. Mature grounds provide exceptional privacy while remaining minutes from Winchester's historic district, Winchester Medical Center, the Museum of the Shenandoah Valley and major commuter routes

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$2,200,000
5bedrooms
6bathrooms
land 2.5ha

By Hunt Country Sotheby's International Realty

6

House with garden and terrace Winchester (United States)

Welcome to 180 Quaker Lane, where timeless charm meets thoughtful updates! Nestled on a peaceful one-acre lot in the desirable Glenside subdivision, this beautifully maintained Cape-Cod home offers 3 bedrooms, 2.5 bathrooms, a 2 car attached garage, and over 1,900 finished square-feet of comfortable living space. The main level features an updated kitchen, a formal living room anchored by a cozy gas fireplace, a dedicated dining room, and convenient laundry and half-bath. An additional family/flex room provides the perfect space for entertaining, a home office, playroom, or second living area. Upstairs, you'll find three generously sized bedrooms, including the spacious primary suite complete with a walk-in closet and private en-suite bath. Two additional guest bedrooms feature hardwood flooring, abundant natural light, and share a well-appointed full bath in the hall. The outdoor living is equally impressive. Relax year-round in the fully screened porch, or step onto the recently added rear deck - an ideal extension off the dining area for effortless indoor-outdoor entertaining. The deck overlooks the spacious backyard framed by mature trees and lush landscaping, offering both privacy and room to enjoy the outdoors. Two storage sheds convey with the property, providing ample space for lawn equipment , tools, or hobbies. Located just off Apple Pie Ridge Road with no HOA , this move-in ready home combines peaceful living with everyday convenience. This one will not last long, schedule your private tour today! Recent updates include the new roof in 2021, replaced HWH in 2025, and addition of the rear-deck in 2026.

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$439,000
3bedrooms
2bathrooms
land 0.4ha

By Hunt Country Sotheby's International Realty

7 listings near Winchester

Nearby
5

House with garden and terrace Stephens City (United States)

662 Germany Road, a classic colonial home situated on five scenic acres offering privacy, space, and beautiful countryside views! The traditional main level welcomes you with hardwood and custom tile flooring, spacious living and dining areas, and a beautifully appointed kitchen featuring granite countertops and a center island. The inviting family room is complete with plush carpeting and a cozy pellet stove, with direct access to the expansive rear deck—the perfect place to relax, entertain, and take in the surrounding country views. Upstairs, you’ll find four generously sized bedrooms, including a spacious primary suite with a large walk-in closet and private full bath. Three additional bedrooms offer plenty of natural light and comfortable living space, while an additional full bath and conveniently located upper-level laundry complete the floor. The large unfinished walkout basement offers plenty of opportunity for future finished living space, storage, or recreation and leads directly to the rear patio. Outside, enjoy the abundance of acreage with plenty of room to make the property your own, along with a storage shed and existing chicken coop. An attached two-car side-load garage provides additional parking and storage! Offering the space and freedom of countryside living while still within convenient reach of Stephens City and a short drive to Winchester City, 662 Germany Road is move-in ready and waiting to welcome you home! Recent improvements include a new roof (2026) and fresh paint throughout! Don't miss it, schedule your private tour today!

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$650,000
4bedrooms
3bathrooms
land 2ha

By Hunt Country Sotheby's International Realty

Nearby
47

House with pool Lake Frederick (United States)

**Mortgage rate or closing cost assistance may be available.** Set within the vibrant community of Lake Frederick, this beautifully appointed 4-bedroom, 2.5-bath home, with nearly 3,000 finished square feet, offers the best of many worlds: A private haven within an active neighborhood that is both convenient and adventurous, offering the lake, hiking trails, and mountain views, alongside the perk of a pool, clubhouse, and community amenities. Built just 7 years ago, the house was thoughtfully sited and designed to maximize natural light. This home stands apart with large windows, tall ceilings, warm wood tones, and thoughtfully upgraded finishes. The open-concept main level offers both connection and comfort, with the kitchen at the heart of the home. Crisp white cabinetry, pantry, and a large center island with counter seating flow seamlessly into the dining and living areas. Anchored by a gas fireplace, the Living Room is an effortless gathering space for everyday living and entertaining alike. Wrapped in windows, the Dining Room is perfect for sunny breakfasts or lively dinner gatherings that drift outside to the deck, which has been transformed into a garden filled with herbs, perennials and fruit trees. Also on this level are two rooms, currently serving as an art studio and library, yet could become a formal sitting or dining room, home office, or playroom. Upstairs, the spacious primary suite is positioned to capture morning light and mountain views, complete with two walk-in closets, dual vanities, and a tub-shower bath. Three additional generously sized bedrooms provide peaceful retreats, each filled with natural light and ample closet space. A full bath and a convenient upper-level laundry room complete this level. The unfinished lower level, complete with rough-in plumbing, French doors, and large windows, offers exceptional potential for future expansion tailored to the next owner’s vision. Enjoy Food Truck Fridays, movie nights, concerts, and community events throughout the year and drive around the corner to Region’s 117, one of the area’s sought-after restaurants. Ideally located just 20 minutes from Winchester, 10 minutes to Front Royal and I-66, the home also offers easy access to the Shenandoah River, Shenandoah National Park, historic towns, wineries, breweries, and endless outdoor recreation.

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$639,000
4bedrooms
3bathrooms
land 0.1ha

By Ttr Sotheby's International Realty

Nearby
50

House with pool Stephenson (United States)

Welcome to 104 Poinsettia Way, a beautifully upgraded home in the highly sought-after Snowden Bridge community that perfectly blends timeless design, quality craftsmanship, and modern comfort. This exceptional home showcases thoughtful upgrades and meticulous attention to detail throughout. Step inside to a spacious foyer flanked by a formal dining room and a private office or den before entering the expansive open-concept living area. The inviting family room is anchored by a stunning floor-to-ceiling stone fireplace, creating the perfect space for everyday living and entertaining. The gourmet kitchen is a chef's dream, featuring stainless steel appliances, double wall ovens, an oversized island with bar seating, premium granite countertops, upgraded soft-close cabinetry, stylish tile backsplash, and extended countertop space for effortless meal preparation. Just beyond the kitchen, the sun-filled morning room offers vaulted ceilings and walls of windows that overlook the private backyard, bringing natural light into the heart of the home. Step outside onto the maintenance-free deck and enjoy peaceful views of mature trees and scenic walking trails—the ideal setting for morning coffee, outdoor dining, or unwinding after a long day. The fully fenced backyard provides privacy and convenient access from the finished walkout basement. Upstairs, you'll find three generously sized bedrooms, a spacious loft that can easily be converted into a fourth bedroom, a conveniently located laundry room complete with LG washer and dryer, and a luxurious primary suite featuring two walk-in closets and a spa-inspired bath with a soaking tub, separate walk-in shower, dual sink vanity, and a private water closet. The finished walkout basement offers exceptional additional living space with endless possibilities, including a recreation room, media room, or game room, along with a full bathroom and an additional finished room that's perfect for guests, a home gym, hobby room, or flex space. Additional upgrades include premium granite countertops throughout the kitchen and bathrooms, decorative steel stair railings, upgraded cabinetry, custom finishes throughout, and a new Rudd HVAC system installed in 2025, making this home truly better than new construction. Residents of Snowden Bridge enjoy an outstanding array of resort-style amenities, including a community swimming pool, indoor sports complex with basketball and tennis courts, walking trails, multiple playgrounds, a clubhouse with party room, community events and movie nights, and the convenience of an elementary school located within the neighborhood. Ideally situated less than 10 minutes from historic downtown Winchester, shopping, dining, medical facilities, and major commuter routes, this move-in-ready home offers the perfect combination of luxury, location, and lifestyle. Why wait for new construction when you can own this meticulously maintained, extensively upgraded home that's ready to enjoy from day one?

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$639,900
3bedrooms
4bathrooms
land 0.1ha

By Hunt Country Sotheby's International Realty

Nearby
50

House with pool and garden Front Royal (United States)

OAKLAND, circa 1790, is a distinctive 18-acre country estate with views of the Blue Ridge about 90 minutes from D.C. A gracious approach introduces the character rich 4-bedroom main residence. The property unfolds with exceptional infrastructure and additional living spaces, with thoughtful updates throughout, offering up to 6 bedrooms in all for multi-generational living, equestrian pursuits, or a weekend escape. Access to I-66 is quick. The original 18th-century portion of the stone-and-stucco home features a broad front porch, wide-plank hardwood floors, a gracefully curved staircase and tall ceilings. A fireplace anchors the library, while both the library and dining room feature custom built-in cabinetry. A hallway lined with exposed logs creates a striking transition between old and new, as the home opens to oversized windows and walls of glass that fill the interiors with natural light and frame mountain views. The heart of the home is a generously scaled renovated kitchen with a massive center island for gathering. The adjoining great room extends naturally outdoors through French doors to the rear veranda, pool and pavilion, with views stretching across the stables and pastures. The upstairs primary suite is impressive in both scale and amenities. A wall of windows captures the property’s best view, also enjoyed from a private deck. Two separate full bathrooms with heated floors and two spacious walk-in closets with custom built-in systems provide rare comfort and privacy, while a dedicated wellness and fitness room with hot tub completes this exceptional retreat. A large ensuite bedroom, two additional bedrooms, a full bath, and conveniently located laundry room complete the upper level. Oakland offers an unparalleled outdoors life. Three sets of French doors open to a veranda, ideal for dining al fresco and entertaining. Steps away, the saltwater pool and spa are connected by a waterfall feature, while a pool pavilion with gas fireplace and half bath creates a relaxing destination. Surrounding mature landscaping offers natural privacy. A covered breezeway connects the main house to a two-car garage. Above the garage is a bright spacious suite, flexible enough for a home office, creative studio, gym, homeschooling space, or private guest quarters. For the equestrian, a beautifully built 6-stall center-aisle stable will suit both the serious and recreational rider. The large rubber-matted stalls with exterior Dutch doors are complemented by a wash stall, heated tack room, and convenient access to the surrounding fields. Four-board fencing encloses two large pastures with substantial run-in sheds, along with a smaller pasture and separate paddock or grass riding area. Adjoining the stable is a newly renovated and expanded one-bedroom, one-bath apartment—ideal for extended family, guests, a caretaker or farm manager, or potential rental use. An attached deep 3-bay garage accommodates up to six vehicles, offering rare space for a car collection, equipment and storage, hobbies, or workshop use. A private helicopter hanger has been recently transformed into a memorable setting for a wedding, its concrete floor, industrial lighting and newly added oversized windows make the space adaptable and welcoming for future events. Presiding over the property is Oakland’s old bank barn. Grand in scale and rich with character, it remains functional for hay storage or livestock, while its rustic beauty whispers history. Oakland celebrates Virginia at its best. A short 5 miles to I-66. 90 minutes to Washington DC. 20 minutes to Winchester.

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$1,950,000
6bedrooms
7bathrooms
land 7.4ha

By Ttr Sotheby's International Realty

Nearby
38

House Front Royal (United States)

Set on approximately one third of an acre in Front Royal, 425 W 15th Street is a substantial 1952 Cape Cod with the proportions, craftsmanship, and permanence that distinguish an earlier era of residential architecture. Across approximately 2,704 square feet, the home offers three bedrooms, two full baths, one half bath, and additional flexible spaces suited for an office, studio, guest room, or private retreat. Inside, original hardwood floors, textured plaster walls, broad openings, bay windows, and a traditional staircase give the home its distinctive character. The living room is anchored by a handsome stone fireplace, while abundant natural light moves easily through the adjoining gathering and dining spaces. A newly remodeled kitchen brings a fresh perspective to the home, complemented by new paint throughout the kitchen, bathrooms, and all three bedrooms. A new furnace and HVAC system provide an important mechanical update, pairing everyday comfort with the architectural character of the original residence. The primary suite includes direct access to its own bath, while the additional rooms offer uncommon flexibility without compromising the home’s principal living spaces. Natural wood barn doors introduce a relaxed architectural contrast, and the thoughtful relationship between the rooms creates both openness and definition. The property offers room to enjoy the outdoors without the demands of a large rural parcel, all within an established in-town setting. Within close proximity to Shenandoah National Park and many other outdoor adventures, this home sits beautifully within both the valley and historic town of Front Royal. With its distinctive Cape Cod profile, enduring materials, thoughtful improvements, and more than 2,700 square feet of interior space, 425 W 15th Street is a home of genuine substance, quietly confident, beautifully proportioned, and ready for its next chapter.

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$509,999
3bedrooms
3bathrooms
land 0.1ha

By Ttr Sotheby's International Realty

Nearby
50

Property with garden Boyce (United States)

4766 John Mosby Highway, Boyce, VA 22620

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$360,000
2bedrooms
1bathroom

By Hunt Country Sotheby's International Realty

Nearby
7

House Berryville (United States)

Prime Development Opportunity | 122 Acres Adjoining Industrial Park Future Potential: Strategically located for value appreciation, with an estimated post-rezoning value multiples of the current asking price. Planning & Annexation: Property is currently zoned AOC and has been officially adopted into the Berryville Area Development Authority (BADA) plan for future annexation by the Town of Berryville and Clarke County. Key Features: Adjoins the existing Clarke County Industrial Park and includes a large historic bank barn. Important Note: The existing house is unsafe for entry. Showings are by appointment only

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$2,750,000
land 49.4ha

By Annonceur International

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