Be Sure to View the Video and 3D Tour to Fully Experience this Stunning Property <br><br> **Briede Family Vineyards** presents an exceptional opportunity to acquire one of Virginia's distinguished boutique vineyard estates. Offering far more than beautiful real estate, it provides the new owners the opportunity to continue a well-established legacy within the Commonwealth's thriving wine industry. Combining an award-winning vineyard and winery brand with an elegant country residence currently operating as a licensed short-term rental, this remarkable property is ideally suited for those seeking both a lifestyle investment and an established business. The property's total acreage also includes three additional building lots (with approved Well and Septic), providing exceptional opportunities for future residential development, guest accommodations, or investment, subject to applicable approvals.<br><br> For years, Briede Family Vineyards has earned recognition for producing award-winning wines while cultivating a reputation for offering intimate, highly personalized guest experiences. Unlike larger commercial wineries, the vineyard has become known for its thoughtfully curated tastings, signature Champagne experiences, and imported French cheese pairings, creating a destination that guests return to year after year. The recognized brand, loyal clientele, and respected presence within Virginia's wine community provide an invaluable foundation for future ownership.<br><br> The beautifully appointed tasting room and adjoining great room provide an inviting setting for tastings, private gatherings, and special events. Guests can also enjoy the charming covered pavilion overlooking the vineyard, offering an ideal outdoor venue for relaxing, live entertainment, special events, and taking in the surrounding views. Complementing the vineyard experience, the beautifully maintained residence offers guests the opportunity to experience life among the vines. Surrounded by sweeping vineyard vistas and tranquil countryside, the home serves equally well as a private estate residence, luxury guest accommodations, or an expanded hospitality venue, offering exceptional flexibility for a variety of ownership goals.<br><br> The property encompasses established vineyards, meticulously maintained grounds, and the infrastructure necessary to continue current operations while providing opportunities for future growth. This is a true turnkey opportunity, allowing a new owner to step into an established vineyard operation with recognized branding and a well-developed hospitality experience, while providing an exceptional foundation for future growth and continued success. Whether expanding wine production, enhancing agritourism, hosting private events, or preserving the vineyard's boutique character, the possibilities are exceptional.<br><br> Conveniently located in Frederick County, Virginia, with easy access to Northern Virginia, Washington, D.C., and the Shenandoah Valley, Briede Family Vineyards represents a rare opportunity to acquire a recognized vineyard destination where years of dedicated ownership, reputation, and hospitality come together in one remarkable offering.

A Once-in-a-Generation Opportunity: 1765 Heritage Meets Modern Luxury Rarely does a property of this caliber, history, and scale become available within Winchester city limits. Perfectly positioned on 5.49 acres of breathtaking, park-like grounds, this historic masterpiece is a true private oasis. Painstakingly and lovingly renovated, the estate offers an unparalleled blend of 18th-century charm and contemporary convenience across 8, 593 finished square feet, featuring 6 bedrooms, 5 full baths, and 2 half baths. The heart of the residence is the original 1765 portion, which stands as a museum-quality testament to early American craftsmanship. It showcases meticulously preserved original flooring, windows, doors, period hardware, stately mantles, and staircase. As the estate evolved, a first major addition was seamlessly introduced in 1940, followed by a second grand addition in 2000. True to the property's legacy of excellence, the 1940 wing underwent a major, high-end renovation in 2019 to ensure flawless modern style. Yet, behind the historic craftsmanship lies a completely modernized infrastructure: the entire home boasts fully updated plumbing, electrical, and central heating and A/C. Step outside to find your own secluded sanctuary, complete with a natural spring and a picturesque pond. This is a living piece of art, offering the perfect synergy of historical beauty, absolute privacy, and contemporary convenience. For additional information, full ownership history starting in 1735 and comprehensive renovation highlights please view the accompanying documents. Schedule your private tour to experience this once-in-a-lifetime legacy property. See accompanying files for full Historical Lineage starting in 1735, and details about the architecture and features.

Introducing FOXLEA FARM, A Stately Plantation Style Estate, where Southern Charm Meets Mountain Majesty – 58+/- Acres of Endless Potential! Welcome to your dream property—58+/- acres of scenic, cross-fenced pastureland nestled among breathtaking mountain views. This Southern gem is tailor-made for equestrian lovers, hobby farmers, or anyone seeking wide-open spaces with the comforts of modern living. A few of the Key Features Include: Panoramic Mountain Views in every direction, Automatic Waterers in each pasture—low maintenance, year-round convenience, Horse-Ready Barn with two stalls, Signature Magnolia Tree adding timeless Southern elegance, Home with Dual-Level Balconies—ideal for sunrise coffee or sunset unwinding, Cross-Fenced and ready for livestock or rotational grazing, Just Minutes from the Interstate—secluded but accessible, Possible Subdivide Opportunity—invest or expand! Whether you're looking to build your legacy homestead or develop for future value, this property offers rare versatility and classic Southern beauty. A place where refined elegance meets rustic beauty. Nestled amid rolling pastures and panoramic mountain views, this property boasts a classic English boxwood garden—a tranquil, evergreen sanctuary that adds both prestige and peace to the landscape. Whether you're strolling through boxwood-lined paths, sipping sweet tea on the balcony, or watching your horses graze at sunset, this property captures the romance of the South with timeless sophistication.

This upscale custom home blends clean, modern comfort with rustic charm—and does it sublimely with nearly 5, 000 finished square feet on one level, including a separate in-law suite. Resting on 5.38 pastoral acres, the handsome façade includes charming details like exposed beams, stonework, classic exterior barn lighting, a metal roof, and a grand covered porch with stunning details that preview the craftsmanship inside. The entry welcomes you to a great room with some delineations for the dining and kitchen areas. Plank hardwood floors, high ceilings, and pleasing neutral colors combine with fetching built-ins, exposed beams, and lighting that create an environment that’s cozy, elegant, and inviting. The dining area to the left has a handy built-in bar and wine cooler. The roomy kitchen is a chef’s dream with its pristine white cabinetry, upscale appliances, and a four-seat wooden island with a quartz countertop that matches the rest of the kitchen counters and backsplash. The crown jewel is the main living area with its luxurious lounge space, anchoring stone fireplace, and beams overhead, adding to the seamless ease of this floorplan. The main home has three bedrooms and 3.5 baths, along with a sizeable laundry room with counterspace and storage galore plus another room perfectly suited for a den, library, or office. The bedrooms are thoughtfully designed, all with attached baths, and the owner’s suite can only be described as resplendent. With its location on one end of the home, the suite provides picturesque views of the outdoors not only from the generous bedroom itself, but also in the bright sitting area, offset by glass barn doors. In addition to a deluxe walk-in closet, the ensuite offers a stylish double vanity, standalone soaking tub, and walk-in shower. The in-law suite is separated by a breezeway with its own entrance and contains the same high-end features in terms of floors, color scheme, and vibe. The common area is both practical and comforting with natural light in the kitchen, dining, and living rooms, the latter getting a dose of ambiance from the stone fireplace. A large bedroom and attached bath sit adjacent, along with a laundry room, and a screened-in porch overlooks the backyard. And let’s talk about the attractive pool and patio area. It’s the icing on the cake—spacious with covered and open seating and dining and a rectangular heated pool at its center. An pool house provides a bar/kitchenette and entertainment center (with TV!) with a pull-out awning for extra shade plus a half-bath and changing room. The area is fenced and landscaped as thoughtfully as the rest of the home and surrounded by lush lawn with a backdrop of mature hardwoods, making for an idyllic setting. There’s also a three-car garage (with bonus room), and a separate outbuilding to use as you like that are both fully heated and cooled. Built with craft and care three years ago, this is arguably the best lot in Frederick County, and with a Winchester address, it’s close to amenities and main arteries, while still offering a quiet, private enclave that is seriously swoon-worthy.

Set on 21.5 acres just minutes from downtown Winchester, this 5-bedroom home offers over 5, 800 finished square feet with a blend of space, functionality, and outdoor living in a highly convenient location. Combining usable land, thoughtful improvements, and indoor and outdoor entertaining spaces, this property offers a rare opportunity close to town amenities. While a neighboring property's drive is visible in the distance, it is not shared and is not subject to any easement. The generous separation between homes offers the flexibility to further enhance privacy with fencing, landscaping, or a custom tree line while maintaining the property's open, expansive setting. The main living areas feature an open flow between the kitchen and living room, highlighted by a fireplace and a custom kitchen with Mennonite-built cabinetry, stainless steel appliances, gas cooking, and a generous pantry. A fully finished basement with a second fireplace provides additional space for recreation, guests, or multi-generational living. Outdoor living includes an in-ground pool with hot tub, a 16'x27' covered patio with outdoor kitchen featuring a sink, grill, and refrigerator, a 16'x12' pergola, outdoor fireplace, detached pool house, and an additional covered hot tub area. The property also features a private stocked pond and a 24'x36' barn equipped with two stalls, wash bay, tack room, second-story hay loft, hot/cold water, and electric, making it suitable for equestrian or hobby use. An 18'x20' wood shed with outdoor wood stove adds additional utility. Additional features include a 1, 270 sq ft three-car garage with 10'x8' doors, propane heat on the main level, heat pump on the upper level, outdoor wood stove capable of heating the entire home, gas water heater, and a new water heater installed in 2026. Conveniently located within approximately 5 miles of downtown Winchester, enjoy nearby shopping, dining, entertainment, Jim Barnett Park, Trails at the Museum of the Shenandoah Valley, and Rose Hill Park within walking distance. Above-ground hot tub, propane tank, and outbuildings convey AS-IS. Washer and dryer do not convey. *Agent is related to owner* The information contained herein is for informational purposes only. RE/MAX Roots makes no representation as to the accuracy or reliability of the information. The buyer is to verify information provided and related to the property that is material to a buyer’s decision to purchase the property. All documents and other information attached to this listing are provided as a courtesy and should be researched and verified by the buyer agent.

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

Built in 1774, before America was America, this remarkable 31-acre estate has stood through the birth of a nation, and today it's ready for its next chapter. This is history you can live in, a piece of the past, built for the life you're living now. Hardwood floors run throughout, and the spacious kitchen opens effortlessly into the family room and dining space, the kind of layout that makes everyday living and entertaining equally easy, with direct access to either the back patio or covered side porch. Four bedrooms include a primary suite with its own private & covered porch overlooking the 31.74 acres and pond, a quiet spot to start or end the day. Additional flexible bonus rooms offer options for guest space, an office, or extra bedrooms as needed, alongside 3 full and 2 half baths across. A 3-car attached garage adds everyday convenience. Outside, the property opens into 31.74 sweeping, scenic acres. A picturesque pond anchors the grounds, a substantial 100' x 50' barn with its own electric service offers exceptional storage or workshop space, ready for hobby farming, equipment, or a creative studio of your own. Just 15 minutes to downtown Winchester and minutes from local attractions like the Museum of the Shenandoah Valley, with Washington, DC only 84 miles away, this is countryside living with the city still within reach. A rare chance to own a true piece of American history, lived in, loved, and ready for its next 250 years.

Welcome to an extraordinary custom-built all-brick estate nestled on five beautifully manicured acres in the highly sought-after Apple Pie Ridge area. This exceptional property blends timeless elegance, quality craftsmanship, and modern updates to create a truly one-of-a-kind retreat. From the moment you arrive, the winding approach and picturesque setting set the stage for what's inside. Designed for both grand entertaining and everyday comfort, the home features three spacious bedrooms, three full bathrooms, and two half baths, with flexible living spaces that can easily accommodate a bedroom, guest suite, or recreation room. The heart of the home is the spectacular gourmet kitchen, where culinary enthusiasts will appreciate granite countertops, a commercial-size refrigerator, two Wolf wall ovens, a cooktop with downdraft ventilation, an expansive multi-level island with prep sink, and instant hot water. The kitchen flows effortlessly into the inviting family room with custom built-ins and a cozy gas fireplace, while the adjoining sunroom fills the home with natural light and offers panoramic views of the backyard oasis. Outside, resort-style living awaits. The inground pool is the centerpiece of the backyard, creating the perfect setting for relaxing afternoons, gatherings, and unforgettable summer entertaining. A brick patio overlooks the beautifully landscaped grounds, offering a peaceful space to unwind and enjoy the privacy of your surroundings. The primary suite is a private sanctuary complete with its own gas fireplace, cedar-lined walk-in closets with custom built-ins, and an impressive spa-inspired bath featuring a jetted soaking tub and separate shower. Additional bedrooms are generously sized, while a spacious office with custom built-ins provides the ideal work-from-home space. A large bonus room with a full bath offers endless possibilities and the fourth-floor bedroom is an incredible private retreat that any teenager or overnight guest will love. Movie nights become an event in the dedicated theater room, while the expansive unfinished basement offers tremendous potential for additional finished living space, a home gym, workshop, or recreation area. Car collectors, hobbyists, and outdoor enthusiasts will appreciate the attached and detached garages with room for up to six vehicles. The detached heated and cooled three-bay garage includes a full bath, separate septic system, and unfinished space above offering endless possibilities. This meticulously maintained home has been thoughtfully updated with two new HVAC systems, a new hot water heater, a new water softener, a new dishwasher, and a new washer and dryer. The original portion of the home also features premium Andersen windows with upgraded screens, enhancing both energy efficiency and timeless appeal. Properties of this caliber rarely become available.

Over 3500 sq. feet of finished space includes approximately 1, 200 square feet of finished flex space within the detached building, completed in 2026. Newly paved driveway. This exceptional finished space adds incredible versatility and can accommodate a variety of uses, including guest space, a private home office, studio, fitness room, or other flexible needs. Enjoy beautiful, 360-degree views of the Blue Ridge and Allegheny Mountains from this home, remodeled in 2025, perfectly situated on two beautifully landscaped acres. Extensive improvements and thoughtful upgrades set this property apart! The home features all-new, high-end American Woodmark cabinetry throughout, a coffered ceiling in the family room, beautiful granite countertops, Monogram stainless steel appliances, and a custom coffee/wine bar with additional cabinetry in the family room. Newer improvements also include luxury vinyl plank flooring, a sliding glass door, the front door, and the garage door. An additional standout feature of this property is the newly constructed 2, 800 square foot detached building, thoughtfully designed to offer exceptional in-law/flex-space potential along with an impressive garage and workshop. The finished flex area includes two separate rooms, bathroom facilities, a sink, refrigerator, water softener, and additional cabinetry, providing tremendous versatility for a guest space, private home office, studio, fitness room, or other flexible uses. The building also features an oversized three-car garage with extensive LED lighting and dedicated EV charging service, providing exceptional capacity for vehicles, equipment, and storage. An adjoining large 650 square foot workshop features a half bath, extensive built-in custom cabinetry, and dedicated 240V electrical service, making it ideal for woodworking, automotive projects, equipment, hobbies, or other workshop applications. The workshop is fully heated and air-conditioned for comfortable year-round use. Adding even greater functionality, the entire building is wired for generator service and equipped with a transfer switch, allowing a generator to be connected for backup power when needed. With its combination of finished flex space, oversized three-car garage, substantial workshop, upgraded electrical capabilities, climate control, and backup-power readiness, this exceptional building offers a level of versatility rarely found in a residential property. Check out the 3-D Tour attached to this listing!

Welcome to the renowned and historic Barclays Run Farm located northwest of Winchester in the Gore area of the county. On the market for the first time in over 50 years so don’t miss your chance to own this one of a kind farm. Expansive acreage that stretches from Sinking Spring Lane to the base of Great North Mountain. This one of a kind offering features road frontage on Sinking Spring Lane of more than 4400 ft and creek frontage along a bubbling mountain stream of over 3000 ft. A spring fed pond adds to the beauty and character of this farm. Modern fencing divides up the high quality well managed livestock pastures and allows for grazing rotations. The fully restored circa 1700’s cottage features 2 bedrooms, 1 bathroom, over 960 square feet of living space, and a wrap-around covered porch. Elite panoramic views of the surrounding countryside can be seen from the higher elevations of the farm year round. Prime hunting opportunities for deer, turkey, bear, and small game. Conveniently located only minutes from US-50 Northwestern Pike. Protected from development by the Virginia Outdoors Foundation and a Wetlands Conservation Easement. Adjacent to the Potomac Appalachian Trail Club and Girl Scouts of Shawnee lands, both of which are in conservation easements. Hikers and walkers will enjoy the scenic Tuscarora Trail which runs through the upper part of this land. Zoned Rural Areas (RA) and a terrific location for your next country home and/or farming operation. A short drive from all the amenities and attractions Winchester has to offer. Only 2 hours from Washington DC, our nation's capital!

This amazing property is ready for you! Located close to Winchester Medical Center, Churches, Shopping, Historic Downtown Winchester, John Kerr Elementary School, and John Handley High School. This property is beautifully landscaped with plush gardens, a koi pond, waterfalls, a large pool, pool room, large deck overlooking the property, and a fenced backyard lined with mature trees for privacy. Inside, you will find a stunning kitchen with top-of-the-line appliances and pull-out drawers throughout the cabinets. The great room is a 2 story ceiling and fireplace leading to the deck and wet bar with ice machine and wine racks. The main level office has a full bath attached if you would like to use it as a main level bedroom. The living and dining rooms are open to each other leading to a sunroom off the deck. The primary bedroom as a gas fireplace, a balcony, 2 walk in closets and an updated spa like bathroom. The second bedroom has it's own bath and the 3rd and 4th bedrooms share a full bath with updated tile and floors. The basement also has a fireplace, a full bath, exercise room and plenty of storage. The pool room (in the basement leading to the pool) has a refrigerator, storage for towels and a 1/2 bath. The 3 car garage has a ton of storage, as the original kitchen cabinets are on the wall...This home is truly a showcase!

Four months build time from contract. Foundation dug and construction to begin soon. To have finished basement. Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house; it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA. Experience the pinnacle of single-level living in this immaculate, brand-new residence, meticulously designed with a flowing 3, 100 sq. ft. open floor plan. The builder has redefined "standard features, " integrating premium elements throughout the home that others typically label as costly upgrades. Key Features & Elegant Finishes: Striking Curb Appeal: A distinguished full brick front complemented by durable cement siding creates a timeless exterior, highlighted by a large, welcoming concrete front porch and lead walk. Exquisite Main Level: Rich, stained Early American hardwood flooring flows seamlessly across the entire main level, excluding the elegant tiled bathrooms and laundry room, creating a warm, inviting atmosphere. Seamless Indoor/Outdoor Entertaining: Step through to your private outdoor oasis. A covered and screened deck provides an ideal spot for year-round relaxation, extending onto an attached open deck that wraps all the way around the side of the house.perfect for grilling (quick connect propane) and sunbathing. Walk-Out Access: The finished basement boasts convenient double-door walk-out access, opening onto a full-length concrete patio that spans under all decking, offering versatile entertainment possibilities. This exquisite home represents a unique blend of craftsmanship, luxury, and exclusivity. Don't miss the chance to claim your spot in this premier community.