100-Year-Old Downtown Winchester Charmer – Fully Reimagined in 2025! This stunning, fully restored century-old home seamlessly blends historic charm with high-end modern upgrades in the heart of downtown Winchester. Completely taken down to the studs and rebuilt in 2025, every detail was thoughtfully executed—nothing was overlooked. Proudly recognized with the 2025 Preservation of Historic Winchester Award of Merit, this home showcases exceptional craftsmanship and dedication to preserving its character while delivering today’s comforts. Major improvements include all-new electrical, plumbing, and ductwork, along with professionally engineered structural reinforcements for long-term integrity and peace of mind. Inside, you’ll find two brand-new HVAC systems, energy-efficient windows and doors, and beautifully refinished original hardwood floors throughout. The designer kitchen features granite countertops and a custom slide-up serving window that opens to a stylish outdoor bar—perfect for entertaining. Bathrooms offer elegant tile finishes and a jetted tub for a spa-like retreat. Custom details such as barn doors, solid wood interior doors, and upgraded lighting elevate the home’s unique character. The exterior is equally impressive, featuring a custom front door, welcoming new front porch, vinyl privacy fencing, a freshly seeded backyard, and a slate patio accented with ambient string lighting. A cobblestone driveway provides two off-street parking spaces—an added luxury in this walkable downtown location. A rare opportunity to own a one-of-a-kind home that perfectly balances historic appeal, modern efficiency, and exceptional craftsmanship in one of Winchester’s most desirable neighborhoods.
Nestled in the scenic countryside of Winchester, this impressive custom built home offers space, privacy, and beautiful Shenandoah Valley surroundings. Located in Frederick County, the property combines peaceful rural living with convenient access to shopping, dining, and commuter routes. Custom built in 2020, this spacious residence offers approximately 4,800+ square feet of living space on the main level with 4 bedrooms and 4 bathrooms, office/exercise room, featuring generous living areas and a thoughtfully designed layout ideal for both everyday living, cooking, gatherings, and entertaining. The main level having wide hallways, spacious rooms, low ovens, comfort height toilets and front loading laundry makes this home handicap accessible. This one of a kind custom home built with low maintenance in mind. Situated on 10.41 unrestricted acres, the property provides plenty of room to enjoy the outdoors while maintaining privacy and flexibility for a variety of uses. A full unfinished basement with a bathroom rough-in, offers excellent potential for future expansion, allowing space for additional living areas, a recreation room, a home gym, or a workshop. Car enthusiasts and hobbyists will appreciate the 3-car attached garage along with a separate 2-car detached garage, providing abundant parking and storage. The property is also well suited for horse lovers, featuring fenced pasture and a run-in shed, making it ready for horses or other livestock. The property is set up for a homestead with blue berry and black berry bushes, fruit trees, 2 vegetable gardens, fenced pasture and backyard, and composting area. Enjoy the tranquility of country living while still being just a short drive from historic downtown Winchester, local shopping, dining, and outdoor recreation. With unrestricted acreage, equestrian potential, and modern construction, this property offers a rare opportunity for privacy, space, and convenience in the Shenandoah Valley. All sizes are approximate.
Historic 1800s farmhouse on 5 unrestricted acres just outside Winchester, Virginia, in desirable Frederick County. This 3-bedroom, 3-bath farmhouse blends historic charm with modern comfort and is equestrian-ready. Features include hardwood floors throughout, a farmhouse kitchen with wrap-around covered porch access, a dining room with a fireplace, a living room with a fireplace, and a den/office with built-in bookcases. The primary suite has a sitting area and a full bath. Unfinished basement for storage. Enjoy outdoor living with an inground pool, hot tub, and covered patio, perfect for entertaining. Horse amenities include a 40x30 barn with 2–4 stalls, an automatic waterer, and 8-strand high-tensile fencing (a small portion of fencing needed to fully enclose the back field). Unrestricted acreage is ideal for horses, livestock, or hobby farming. Conveniently located minutes from Old Town Winchester, shopping, restaurants, and farmers' markets. A rare opportunity for historic farmhouse living, equestrian property, and peaceful country lifestyle near town. All sizes are approximate. See documents for a list of home improvements - home has been well-maintained and updated.
Set on 65 picturesque acres just outside of Winchester, 632 Dry Creek Lane offers a rare blend of refined living and exceptional land, an ideal private retreat within easy reach of Washington, DC. Designed for comfortable single-level living, the 4-bedroom, 4-bath home offers approximately 3,367 finished square feet filled with natural light and sweeping countryside views. A dramatic vaulted great room with stone hearth and gas fireplace anchors the home, while the spacious kitchen features quality cabinetry, an oversized island, and a layout that opens to the main living areas. The main-level primary suite provides a private retreat with screened porch, dual walk-in closets, and a redesigned bath. Additional highlights include two main-level bedrooms, a newly enclosed loft bedroom with balcony, and a full walkout basement with full bath for future expansion. A peaceful creek winds through the property, complemented by established riding and walking trails. Equestrian amenities include two barns, a 100’x200’ lighted arena, 10 fenced pastures, and run-in sheds. A custom recreation barn offers additional finished space with indoor and outdoor entertaining areas, completing this peaceful, turnkey escape with exceptional versatility.
Welcome to this beautifully maintained home where classic charm meets modern versatility! Built in 1948, this property offers warmth, character, and flexible living spaces designed to fit today’s lifestyle. Step inside to a spacious main level featuring a bright and inviting family room, a dedicated dining area, and an eat-in kitchen—perfect for everyday living and entertaining. This home offers 3–4 bedroom options, giving you the flexibility to create a home office, playroom, guest space, or additional bedroom to suit your needs. Enjoy the convenience of two full bathrooms, including one privately located off the primary bedroom, while the second is ideally situated off the hallway near the additional bedroom. Upstairs, the full walk-up attic provides an incredible opportunity—easily transform this expansive space into a private third bedroom suite with room for a sitting area, studio, or retreat. ? Highlights You’ll Love: Flexible 3–4 bedroom layout Full walk-up attic with expansion potential Primary bedroom with private bath Eat-in kitchen + formal dining space Charming character throughout This home blends timeless charm with endless possibilities, making it perfect for buyers looking to personalize and grow into their space.
Escape to Your Private Almost 3-Acre Oasis: The Ultimate Modern Homestead! Rarely does a property offer the perfect synergy of a high-end interior renovation and a fully functional hobby farm. Nestled on a lush, 2.87-acre lot, this stunning 4-bedroom, 3-full bath home has been reimagined from top to bottom. As you enter the circular driveway lined with budding spring trees, you’ll feel the peace of the countryside combined with the confidence of a home upgraded. THE RESIDENCE: Step inside to a sun-drenched floor plan featuring a renovated kitchen complete with custom soft-close cabinetry, sleek tile backsplash, and brand-new stainless steel appliances. The primary suite is a true retreat, boasting a luxury tiled bathroom and a massive walk-in closet with custom-built organization systems. Functional beauty continues throughout with modern trim, updated vanities, and custom cabinetry in every closet. UPPER LEVEL: The upper level offers a seamless blend of open space and privacy. An airy, gallery-style loft with new flooring and an open-rail balcony provides a stunning transition into a generous 4th bedroom. This versatile 'bonus' area is an ideal nook for sewing, crafting, or a quiet reading lounge overlooking the great room. THE EXTERIOR & HOBBY FARM: A homesteader’s dream come true! Start your morning gathering fresh eggs from the chicken coop or harvesting produce from the established raised garden beds. The equestrian or livestock enthusiast will love the 2-stall barn and the lush, fully fenced paddock. A thoughtful, removable walkway connects the home to the barn, ensuring "mud-free" chores during the snowy Virginia months and spring showers. THE SHOP: For the mechanic or hobbyist, the 900 sq. ft. (30x30) detached garage is a showstopper. Featuring extra-high ceilings, dedicated electric service, and heat, it’s the ultimate workspace for year-round projects. PEACE OF MIND: Forget the "to-do" list—the big-ticket items are done! Systems: New Roof, New Windows, New Hot Water Heater. Renovated kitchen, with custom cabinets and SS appliances. Septic: Pumped with new grinder and float (2026). ALL receipts in binder on counter. Basement Potential: The lower has a partially finished room with a walk-out glass door ready for your final flooring choice to add instant additional living space. Would make a great office, TV room, home schooling area and more.There is roughed-in plumbing for an additional bathroom, and a designated laundry area—. Additional heating can be found with the woodstove in the lower level with blower. From the pollinator gardens to the brand-new interior, this isn't just a house; it’s a lifestyle. Schedule your tour today and see spring come alive at 4494 Cedar Creek Grade!
Great Investment property or 1st home! Charming and spacious 2 bedroom, 1.5 baths Townhouse. Extra large living room has hardwood floors, lots of natural light, Eat in Kitchen with full size washer & dryer and powder room on the main level. Back door opens to fenced backyard with small storage area. Upstairs has two XL large bedrooms (can fit a king & queen bed), both with hardwood floors, 2 closets and a full bath with tub/ shower. Freshly painted Newer roof & washer/dryer 2021 HVAC & hot water estimated 2016
Welcome to this one-of-a-kind property offering a unique and inviting layout designed with a seamless flow from front to back, filled with natural light throughout. Start your mornings on the rear patio enjoying peaceful sunrise views, and unwind in the evenings on the welcoming front porch with beautiful sunsets — the best of both worlds right at home. This home has been thoughtfully updated for peace of mind, featuring a brand-new hot water heater and dishwasher (2026), new HVAC system (2025), and new refrigerator, washer, and dryer (2024). The roof was replaced in 2019, offering added confidence for years to come. Located just a short walk to Winchester's Walking Mall and historic downtown, you’ll love being close to restaurants, shops, the Museum of the Shenandoah Valley (MSV), entertainment, and all of the local Apple Blossom Festival events. Don’t miss your opportunity to enjoy a truly unique home in an unbeatable location!
Unlock the Potential! 3BR/2BA Fixer-Upper in Winchester/Frederick County. Nestled in a quiet Cul De Sac in Frederick County, this 3-bedroom, 2-bath home is bursting with potential and ready for a visionary buyer to bring it back to life. Whether you're looking to renovate and resell or transform this into a charming personal residence, the canvas is yours to create something special. Convenient location with quick access to Route 37, I-81, shopping, and historic downtown Winchester.
Discover this inviting 3-bedroom, 2-bath tri-level home, offering flexible living spaces and a unique layout designed for comfort and creativity. The main level features a bright kitchen and a welcoming living room, setting the tone for easy everyday living. The upper-level hosts three full bedrooms, including a comfortable primary suite with its own ensuite bath, along with a well-appointed full hall bath that serves the additional bedrooms. The lower level expands your options even further with a spacious rec room, a dedicated plant room, and a convenient laundry area—perfect for hobbies, storage, or extra hangout space. Step outside to a backyard built for enjoyment. The large, fenced lot offers room to roam, garden, or play, and includes a netted, covered outdoor hangout spot ideal for relaxing or entertaining. Unwind year-round in the jacuzzi spa hot tub, and take advantage of the storage shed for tools, equipment, or seasonal items. A great blend of indoor versatility and outdoor living, this property offers space, privacy, and endless potential. Schedule your tour today!
Timeless charm meets thoughtful updates in this beautifully maintained all-brick 1958 home, offering effortless one-level living with a warm retro vibe. Freshly painted throughout and enhanced with new quartz countertops, classic subway tile backsplash, updated sink and faucet, and stylish new lighting, this home blends character with modern comfort. The main level is inviting and functional, while the fully finished, light-filled lower level expands your living options with a complete second kitchen, additional bedroom, full bath, and generous living space—ideal for guests, multi-generational living, or potential rental use. A sunroom overlooking the garden offers a peaceful retreat year-round, opening to a beautifully landscaped backyard perfect for relaxing or entertaining. Located just a short stroll to Handley High School and vibrant downtown Winchester, this home offers the best of convenience and community in a truly special setting. Classic, versatile, and full of charm—this is a home that works beautifully for today’s lifestyle while honoring its mid-century roots.
Located on the east side of Winchester, this split-level home offers both comfort and convenience with easy access to Route 7 for commuting to Northern Virginia, I-81, and nearby shopping and dining. The home features a functional layout with additional finished living space on the lower level, including a bedroom and half bath, making it ideal for guests, a home office, or a private retreat.Outdoor living is just as inviting with a large deck overlooking the fully fenced backyard, providing the perfect space for entertaining, relaxing, or letting pets and kids play safely. A great opportunity to enjoy a convenient location, flexible living space, and a spacious outdoor area all in one property.
Move-in ready 2 bedroom, 1 bath rancher featuring easy one-level living and a covered front porch on a quiet lot. This home has been updated throughout, including LVP flooring, mini-split heating and cooling with back up propane wall heat, new water heater, updated kitchen, and new washer and dryer. A circular driveway provides convenient access, and the nice-sized outbuilding with electric offers the perfect setup for a freezer, workshop, or hobby space. Enjoy the wooded setting with access to a community lake, ideal for summer relaxation. Located close to Winchester in a convenient, well-situated community. Professional photos coming soon.
Nestled in the charming and sought-after Raven Pointe neighborhood, adjacent to farmland yet 7 minutes from Old Town Winchester, this stunning Colonial home offers a perfect blend of modern comfort and timeless elegance. This spacious residence boasts 4,714 finished square feet, providing ample room for both relaxation and entertainment. Front porch entrance greets guests with a formal dining room, private office, and open design staircases to huge downstairs family room and upstairs bedrooms. The attached 2-car garage entrance leads to a beautiful, tiled mud room with a cubby for each family member. Both entries lead to the heart of the home, highlighted by a cozy fireplace and massive open kitchen. The kitchen is the true showstopper with an oversized italian stove, upgraded appliances, and the most incredible kitchen island you have ever seen, measuring in at over 10 ft long and 5ft wide. A huge main-level master bedroom featuring his and hers temperature-control showerheads and his and hers closets is tucked off the main floor living space. The fully-finished basement with an additional bedroom and full bath, an additional fireplace, and a built-in wet bar adds an extra layer of versatility, perfect for a home theater, playroom, or personal gym. Two of the four upstairs bedrooms include walk-in closets and one is a second Master. The open-concept layout seamlessly connects the living spaces, making it easy to entertain guests. Outside, covered porches offer an extension to your entertaining. Located in a vibrant community, this home is just moments away from local amenities, parks, and recreational opportunities. Experience the joy of living in a space that truly feels like home, where every detail has been thoughtfully designed for comfort and convenience. Don’t miss the chance to make this beautiful property your home!
Welcome to 274 Woodside - a secluded house on 5.06 acres with tons of storage! This 4,310 SF rambler style home has 2 masters (one up and one down), 4 bathrooms (2 on the main floor have heated floors), a huge kitchen with tons of cabinets, a large island with a 5 burner propane cooktop, and a pantry cabinet with pull-out shelves for storage, two fireplaces - one propane and one wood-burning (never tested) - hardwood floors, and an attached 2-car garage plus plenty of upgrades! The home is equipped with a whole-home Generac generator, a new architectural shingle roof in 2025, new attic insulation & electrical wiring to code in 2025, new windows within the last 5-7 years, a new sump pump in 2022, a new tankless water heater in 2025, a Novo non-salt water purifier, new kitchen flooring & 1st floor painting in 2025, a new toilet in the laundry/mud room in 2026, plus new stairs to basement/new carpet in lower master/new flooring in rec room downstairs all in 2022! Downstairs is another master bedroom with a sitting area, a full bath, a huge rec room with beautiful built-in cabinets, a craft room with tons of cabinets for all your supplies, plus a screened-in porch for relaxing at the end of the day. Outside there is plenty of decking and a patio for entertaining overlooking your wooded lot for privacy and nature watching. If you're a car enthusiast, there's a huge, detached garage with heat/air, half bath, commercial size air compressor, large roll-up door, an attached shed, plus plenty of storage/shelving... come take a look! The gas dryer inside is available for use in the house but mowers do not convey (for yardwork while on the market). The floor lamps in the house also do not convey... for helping to view the rooms at night or on cloudy days. No home sale contingencies, no seller concessions offered, and any home inspection for buyer information purposes only! See attached documents for further list of upgrades and for HOA documents.
The Hayden is a spacious two-story home featuring 6 bedrooms and 4 bathrooms across more than 300 square feet. The main level includes a versatile flex room off the foyer—perfect for a formal dining area or home office. The gourmet kitchen boasts an oversized island with seating, a large pantry, and opens to the dining area and expansive living room. A main-level bedroom with a full bathroom provides added convenience. Upstairs, the primary suite offers a private bath with a large shower, double vanities, and a generous walk-in closet. Three additional bedrooms, a full bathroom, a walk-in laundry room, and a loft-style living area complete the second level. The finished basement adds even more living space with a recreation room, full bathroom, and additional bedroom. Built with quality craftsmanship and attention to detail, the Hayden also includes a one-year builder’s warranty for added peace of mind. Beautiful wooded homesite! Ready for April move-in! Up to $5,000 total closing cost is tied to the use of DHI Mortgage. *Photos, 3D tours, and videos are representative of plan only and may vary as built.
The Hayden is a spacious two-story home featuring 6 bedrooms and 4 bathrooms across more than 300 square feet. The main level includes a versatile flex room off the foyer—perfect for a formal dining area or home office. The gourmet kitchen boasts an oversized island with seating, a large pantry, and opens to the dining area and expansive living room. A main-level bedroom with a full bathroom provides added convenience. Upstairs, the primary suite offers a private bath with a large shower, double vanities, and a generous walk-in closet. Three additional bedrooms, a full bathroom, a walk-in laundry room, and a loft-style living area complete the second level. The finished basement adds even more living space with a recreation room, full bathroom, and additional bedroom. Built with quality craftsmanship and attention to detail, the Hayden also includes a one-year builder’s warranty for added peace of mind. Beautiful wooded homesite! Ready for April 2026 move in! Up to $5,000 total closing cost is tied to the use of DHI Mortgage. *Photos, 3D tours, and videos are representative of plan only and may vary as built.
Newly remodeled turn-key starter home with modern updates. 2-bedroom 1-bathroom rancher just minutes from Winchester! Situated on a private .29-acre lot that backs to trees, this home offers peaceful country living with convenient access to Route 50 and town amenities. Interior features include luxury vinyl plank flooring throughout, stainless steel appliances, upgraded countertops, and a modern walk-in shower. Enjoy one-level living with both covered front and side porches—perfect for relaxing or entertaining. Storage building and gravel driveway included. Ideal for first-time buyers, downsizers, or investors looking for a low-maintenance property close to Winchester. Property is served by a pump & haul septic system.
Welcome to Abrams Pointe QUICK MOVE-IN HOME! The Rockford Floorplan is a beautiful 4-bedroom, 2.5-bath home over to 3000 square feet of living space. This single-family home design features an open floor plan, highlighted by a spacious great room, a light-filled kitchen, a sunroom extension, and a breakfast area. On the second floor, you'll find 4 bedrooms and 2 bathrooms, including a large owner's retreat with a private bath and a walk-in closet, as well as a conveniently located laundry area. The lower level features a fully finished basement with full bath and door to backyard.
Amazing, end-unit townhome tucked in the back of sought after Windstone. Enjoy your own outdoor oasis from the spacious deck with stairs, overlooking the expanded, fully fenced yard, and surrounded by wooded common area behind and on the side. The inside is wonderfully kept, having been beautifully renovated , this home is truly a show-stopper! The main floor features updated flooring and paint throughout, plus an expertly updated kitchen! The upper level hosts two spacious bedrooms, again with updated flooring, and conveniently located upper level laundry, The lower level was permitted as a third bedroom and full bath, and has its own separate entrance making for an ideal separate living area for a relative or teen. This home has it all and is conveniently located close to I81 and Rt7, making it a great commuter location. Shows great and priced right at $355,000.
UPDATED and ready for a new owner. This home has been renovated top to bottom. Including a new roof, new septic system, flooring, appliances, updated the heating system from oil to electric.
The Hayden is a spacious two-story home featuring 6 bedrooms and 4 bathrooms across more than 300 square feet. The main level includes a versatile flex room off the foyer—perfect for a formal dining area or home office. The gourmet kitchen boasts an oversized island with seating, a large pantry, and opens to the dining area and expansive living room. A main-level bedroom with a full bathroom provides added convenience. Upstairs, the primary suite offers a private bath with a large shower, double vanities, and a generous walk-in closet. Three additional bedrooms, a full bathroom, a walk-in laundry room, and a loft-style living area complete the second level. The finished basement adds even more living space with a recreation room, full bathroom, and additional bedroom. Built with quality craftsmanship and attention to detail, the Hayden also includes a one-year builder’s warranty for added peace of mind Ready for May 2026 move in! Cul-de -sac homesite! Up to $5,000 total closing cost is tied to the use of DHI Mortgage. *Photos, 3D tours, and videos are representative of plan only and may vary as built.
Lovely contemporary home in the established Ravenwing subdivision, featuring a highly desirable main-level primary suite and a layout you’ll instantly fall in love with. The well-designed floor plan offers spacious second-floor bedrooms, a finished basement complete with a kitchenette, and a screened rear porch overlooking a fenced yard. Enjoy peaceful views of the picturesque common area and pond—perfect for relaxing or entertaining for years to come.
Welcome to this well-maintained one-level rancher tucked away in a quiet cul-de-sac. This home offers easy, comfortable living with a warm and inviting feel throughout. Hardwood floors run through much of the home, complemented by LVP in the living and dining areas. The living room features a cozy fireplace and flows into the dining area and kitchen, where you’ll find stainless steel appliances, tile flooring, and an updated backsplash. Both bathrooms feature beautiful tile finishes, adding to the home’s overall charm. Step outside to a fully fenced backyard complete with a spacious Trex deck and patio, perfect for morning coffee, evenings by the grill, or hosting. Two storage sheds provide plenty of room for tools, hobbies, or extra storage. Paid-off solar panels offer energy efficiency and long-term savings. Conveniently located with quick access to Route 81, downtown, and the Apple Blossom Mall. Enjoy the ease of one-level living in a comfortable and convenient setting.
Winchester is located in Virginia. Winchester, Virginia has a population of 28,194. Winchester is less family-centric than the surrounding county with 26.15% of the households containing married families with children. The county average for households married with children is 26.15%.
The median household income in Winchester, Virginia is $61,321. The median household income for the surrounding county is $61,321 compared to the national median of $69,021. The median age of people living in Winchester is 36.6 years.
The average high temperature in July is 85.7 degrees, with an average low temperature in January of 21.3 degrees. The average rainfall is approximately 38.3 inches per year, with 21.9 inches of snow per year.
