luxury property for sale Stephenson, United States

Price reduced, with motivated sellers! Welcome to 222 Cavalry Drive — a beautifully maintained brick-front colonial offering timeless style, functional living, and exceptional versatility throughout. Situated on a 0.28-acre lot in the established Pioneer Heights community, this home features 5 Bedrooms, 3.5 baths 2 car garage and over 2,800 Sqft of living space. Step inside to gleaming hardwood floors across the main level, which features formal living and dining spaces, a cozy family room with a gas fireplace, and an inviting kitchen with a breakfast nook. Upstairs, you’ll find four generously sized bedrooms, including a spacious primary suite with a walk-in closet and a private bath complete with a double vanity and soaking tub. The 3rd floor has another full bath to serve the additional bedrooms, all rooms are nicely sized and complete with plush carpeting. Head downstairs to a fifth bedroom, a recreation room/den, a full bathroom, and a workshop with a walkin closet, which adds incredible flexibility and additional storage space. Outside you'll enjoy your spacious covered porch, overlooking the fully fenced, lush backyard and expansive rear patio— the perfect setting for entertaining, relaxing, or enjoying quiet evenings at home. Conveniently located on Winchester’s east side, just minutes from your favorite shopping and dining + easy access to commuter routes, and the historic Winchester walking-mall! — This one has it all! Schedule your private tour today! *Open House 07/25/2026 11am-2pm**

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. Designed with good bones and a layout that adapts to many visions, this property is the ideal project for someone ready to create something extraordinary. The home was once configured with an upper‑level apartment, complete with a private entrance, back stairway, and space for a second kitchen and bath—perfect for multi‑generational living, rental income, or reimagining the entire second floor into a spacious primary suite. Updated vinyl, energy‑efficient windows and a durable metal roof provide a strong start for renovation. A walk‑up attic offers excellent storage and the potential to be finished for additional living space. The upper level could accommodate three full bathrooms, allowing for a highly functional and modern second floor once renovated. An unfinished basement with both interior access and a walk‑up exit is even more space for storage. New electrical and plumbing updates are needed giving the next owner the opportunity to modernize the home exactly to their taste. With its architectural pedigree, adaptable layout, and solid structural foundation, this property is a rare chance to bring a historic home back to life and create something truly special.

Welcome to Shotwell Farm, a 172-acre equestrian estate and recognized Jefferson County landmark. A tree-lined drive leads to a Southern Living style main home with a detached garage and 2-bedroom apartment. A circular drive serves the residence, while a separate entrance directs visitors to the equestrian facilities. The main barn spans 37,857 square feet and features a center-stall layout, generator, reception area, two offices, laundry, and three staff apartments (one on the first floor, two above). Beyond reception are 29 stalls, a wash stall, and a 80' x 300' indoor arena at the core of the barn. Nearby, a 12,000-square-foot building includes a dedicated breeding area and a 2,520-square-foot maintenance shop with 200-amp service and water. An additional 39 stalls bring the total to 68. Two 6,000-square-foot structures at the rear provide hay and equipment storage; the hay barn includes a 16' x 100' lean-to. Pastures are enclosed by 18,000 linear feet of four-rail blackboard fencing and 7,500 feet of top-rail fencing with diamond wire. The farm is well-equipped with run-in sheds, ample storage, and 29 automatic waterers. Also on the property is a 1,200-square-foot split-level manager’s home with 3 bedrooms, 2 baths and an attached 2-car garage. Beautiful rolling pastured, convenient to both Charles Town racetrack and Virginia.

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.

Set within the vibrant community of Lake Frederick, this beautifully appointed 4-bedroom, 2.5-bath home offers the best of many worlds — a private haven within an active neighborhood, and a lifestyle that is equally convenient as it is adventurous, with access to 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. Offering nearly 3,000 square feet of finished living space, 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.

OFFER DEADLINE MONDAY, JUNE 29th 6PM. Set behind a gated entrance on nearly 40 wooded acres in the hills of Berkeley Springs, The Red Gate Retreat is a remarkably private mountain retreat designed for gathering, restoration, outdoor recreation, and a slower pace connected to the surrounding landscape. Surrounded by mature hardwoods, sweeping mountain views, private trails, abundant wildlife, and a stocked fishing pond, the property offers a rare opportunity to embrace life outdoors while enjoying modern comforts. Thoughtfully positioned within the landscape are two cedar-sided residences that create a setting that feels both expansive and deeply personal. The main residence blends warmth and scale with remarkable intention. Natural wood shiplap walls, stone flooring in the kitchen, rich hardwood floors, and soaring two-story ceilings create an atmosphere that feels both elevated and grounded. Expansive windows and multiple outdoor living spaces bring the beauty of the surrounding landscape into everyday life. At the heart of the home, the chef's kitchen features Aga appliances, a large center island, generous pantry, wet bar, dedicated wine storage room, and imported Spanish tile. Designed for entertaining, the home flows seamlessly between indoor and outdoor spaces. Multiple decks overlook the pond, woods, and mountain views, while a fire pit area creates the perfect setting for evenings under the stars. The stocked pond, complete with a dock, invites afternoons spent fishing, unwinding, and making memories with family and friends. The main-level primary suite serves as a private retreat with vaulted ceilings, a dramatic stone fireplace, direct deck access, an oversized walk-in closet, and a luxurious bath featuring a steam shower, soaking tub, radiant heated flooring, and stone finishes. The great room continues the home's sense of scale with soaring ceilings and an impressive stone fireplace, while a spiral staircase leads to an upper loft ideal for a home office, reading lounge, or additional sleeping space. While there are only two legal bedrooms, the property has been thoughtfully designed to accommodate larger gatherings with several additional sleeping areas, including the loft within the main residence, featuring a built-in sleeping space, and additional accommodations within the guest residence. Positioned above the detached two-car garage, the 'upper house' offers an additional bedroom, bathroom, kitchenette and bar area, game room, and lofted sleeping space accessed by ladder—ideal for guests, multigenerational living, or potential rental income. Beyond the homes, nearly 40 acres of private recreational land await exploration. Winding trails meander through the woods, offering opportunities for hiking, wildlife observation, ATV riding, hunting, and peaceful walks beneath the Appalachian canopy. Deer, turkey, and countless bird species are frequent visitors throughout the property. Located just minutes from Sleepy Creek Wildlife Management Area and a short drive to downtown Berkeley Springs, residents enjoy easy access to hiking, fishing, boating, hunting, dining, shopping, and the area's renowned mineral springs. Smart home modern conveniences include fiber-optic internet, security cameras, Sonos audio, Lutron lighting controls, and integrated smart-home technology throughout. Refined yet deeply livable, The Red Gate Retreat offers more than a home—it offers a place to fish at sunset, explore private trails, gather around the fire with friends, and settle into a lifestyle defined by beauty, recreation, and the freedom to truly slow down.