luxury real estate for sale 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.

Set against sweeping Blue Ridge Mountain views, this 5-acre retreat offers the opportunity to live a more intentional, inspired lifestyle — whether as a spacious 5-bedroom, 3.5 bath family home, a thriving homestead with income-producing Airbnb, or peaceful weekend retreat for creatives and nature lovers alike. Whatever the vision, it can be realized here. Built in 2004, the home welcomes morning light and ends each day against mountains illuminated by twilight. Inside, the details are deliberate and well-crafted, creating a balance of warmth, openness, and everyday functionality. Enter into the Great Room, where a soaring pine-finished vaulted ceiling and dramatic wall of windows create a warm, light-filled gathering space. The dining area flows into the well-appointed kitchen, featuring granite countertops, premium locally-made cabinetry, a large island with seating, coffee bar, oversized pantry, and adjacent laundry room. The spacious main-level primary suite is privately positioned to capture sunrise views and features an updated ensuite bath, enormous walk-in closet, and additional second closet. Upstairs are 3 generously sized bedrooms and a full bath. Multiple walk-in closets, oversized windows that frame valley views and fill the rooms with natural light, and a charming reading nook overlooking the living room below all enhance this level. The lower level continues the home’s remarkable flexibility, offering a fully separate living space with 1 bedroom, 1 bath, living room, and kitchenette. Currently operating as a successful 5-star rated Airbnb, this area could serve as multigenerational living or an au pair suite. High-speed fiber optic connectivity also supports a homeschool space, or office, complete with its own exterior entrance. At the rear of the lower level is a large pottery studio featuring new wide-plank neutral LVP flooring. Ideal for artistic pursuits, it could easily transition into a yoga studio, gym, office, or additional flex space. A large unfinished storage area completes this level. Outside, every seed, plant, and tree has been planted with long-term stewardship in mind, designed to nourish, sustain, and grow more beautiful with time. The 4,200-square-foot fenced garden follows permaculture principles that mimic nature and support regenerative practices. Curved planting beds naturally slow and absorb rainfall into the soil. Wander the mulched pathways to harvest fresh vegetables, fruits, culinary herbs, medicinal plants, and perennial flowers, all cultivated without pesticides since 2022. Beyond the garden lies an orchard planted, while a winding path leads to a tucked-away clearing ideal for a tent, yurt, or quiet evening beneath the stars. Located just 7 miles from historic Strasburg and 90 minutes from Washington DC, the property offers both retreat and accessibility. Enjoy easy access to hiking in Shenandoah National Park, the Shenandoah River, local wineries, farm markets, and the charm of the Shenandoah Valley lifestyle.

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 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.

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.

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?

472 McCubbin Rd, Winchester, VA - 450 Acres

Welcome home to this beautifully maintained, three-year-old split-foyer offering the perfect blend of style, comfort, and flexibility. The sun-filled upper level features rich hardwood floors, an open-concept layout, and a spacious family room anchored by a cozy fireplace. The gourmet kitchen is designed for everyday living and entertaining, showcasing granite countertops, stainless steel appliances, abundant cabinetry, and an oversized center island that flows effortlessly into the dining area. Step outside to the large covered deck, creating the perfect space for morning coffee, outdoor dining, or relaxing with friends and family. The upper level offers three generously sized bedrooms, including a private primary suite with a walk-in closet and en-suite bath. The newly finished lower level provides a recreation room or fitness area, and a new, full bathroom. A walk-out leads to the level, fully fenced backyard surrounded by mature trees, offering plenty of room for play, pets, or entertaining. Complete with a two-car garage, ample storage, and a desirable location close to parks, shopping, dining, and commuter routes, this move-in-ready home is ready for its next owners. Schedule your private tour today!

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