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$579,990
4 Beds ⋅ 3 Baths ⋅ VAFV2043446 MLS
Welcome to this nearly new 4-bedroom, 3-bath home in the sought-after Raven Oaks community, offering a convenient Winchester location, modern finishes, flexible living space, and desirable community amenities. Ideally situated with easy access to Route 50 and I-81, the home is just minutes from Shenandoah University, Jim Barnett Park, shopping, restaurants, and everyday conveniences. Historic Old Town Winchester is approximately three miles away, offering dining, boutiques, entertainment, and community events. A water softener has also been added for additional comfort and convenience. Backing to mature trees, the property features a deck and fenced backyard, providing inviting outdoor space for relaxing, entertaining, pets, or play. Inside, the thoughtfully designed floor plan includes a main-level bedroom and full bath, ideal for guests, multi-generational living, or a home office. The open-concept kitchen, dining, and living area features quartz countertops, stainless steel appliances, an electric fireplace, and luxury vinyl plank flooring throughout the main level. Upstairs, you'll find a spacious loft, private primary suite with attached bath, two additional bedrooms, a full hall bath, and convenient bedroom-level laundry. The unfinished basement provides excellent storage and future expansion potential and includes rough-in plumbing for a full bath. Enjoy the combination of a convenient location, wooded backdrop, fenced outdoor space, and community amenities, including the Raven Oaks community pool. Easy access to major commuter routes, Winchester-area attractions, shopping, dining, and recreation makes this home an excellent choice for both everyday living and commuting. Check out the 3-D Tour attached to this listing! This property is also available to rent! (VAFV2044760)

139 Poe Dr, Winchester
$539,000
4 Beds ⋅ 4 Baths ⋅ VAFV2043442 MLS
Step into the lifestyle you deserve at 111 Sovereign Ct in Freedom Manor! This 3-level, 4-bedroom, 3.5-bath home is crafted for modern living. The main level has an open-concept layout that makes entertaining a breeze. Whether you are hosting a large group or relaxing in the family room, the layout is designed to flow seamlessly. The upper-level primary suite is your personal sanctuary, with three additional bedrooms to meet all of your needs. The partially finished lower level with a full bath offers the possibility of a fifth bedroom. This additional flex space provides room to grow or to create that home gym or game room you’ve always wanted. Outside, the large, level yard and private deck invite you to relax and unwind. You will also realize continued savings from the solar panels, which will be paid in full at settlement! Located near I-81 and Old Town Winchester, you are perfectly positioned for work and play. The loan for the solar panels will be paid by the seller at closing. WANT TO SAVE ON YOUR MOVE? YOU CAN FINANCE THROUGH THE PENFED CREDIT UNION'S VIB PROGRAM? As a VIB (Very Important Buyer), you can save an average of $2,300 on closing costs when financing with PenFed Credit Union. Enjoy waived appraisal, origination, and credit report fees, plus a unique 3-year refinance advantage. ASK ME FOR DETAILS ON HOW TO QUALIFY!!

111 Sovereign Ct, Winchester
$959,000
3 Beds ⋅ 3 Baths ⋅ VAFV2043452 MLS
Your Dream Home in the Woods – To Be Built on 20 Unrestricted Acres! Create your own family compound, farm, hobbies, your choice. Imagine coming home to this stunning modern farmhouse nestled on twenty wooded and open acres with pleasant peaceful views. This thoughtfully designed home features spacious living areas, modern finishes, exterior that blends beautifully with its natural surroundings. Perfect for those seeking privacy, peace, and the beauty of nature, yet with convenient access to nearby amenities. Plenty of room for outdoor recreation, gardening, or simply enjoying the view from your porch. Build your dream lifestyle here – endless possibilities on unrestricted land! Escape to a serene retreat of rolling meadows, shady woodlands, and sparkling little ponds. Here, the land is alive—deer wander gracefully through the trees, wild turkeys stride across the fields, and songbirds fill the air with music. Bring your horses, cows, goats, or sheep to graze the open pastures, or simply enjoy the peace of living alongside nature. This is more than just land—it’s a private sanctuary where farm life, wildlife, and natural beauty come together in perfect harmony.” In the summer, kids might toss in a line, pulling out a perch or even a fat catfish. Families might watch dragonflies skimming the water’s edge. At night, fireflies light up the grasses around the pond, adding to the magic. Builder is also willing to build your plans. Price is projected and subject to change.

Light Rd, Winchester
$849,000
6 Beds ⋅ 5 Baths ⋅ VAFV2043430 MLS
UP TO $5000 SELLER CONCESSION FOR PAINT. CALL FOR DETAILS. Welcome to this stunning Colonial estate nestled in the highly sought-after Raven Pointe neighborhood of Winchester, VA. This exceptional home flawlessly pairs a grand interior layout with panoramic views, perfectly situated directly adjacent to peaceful farmland while remaining just 7 minutes away from historic Old Town Winchester. Built in 2016, this stone-accented detached single-family home boasts a massive 4,714 total finished square feet across three fully completed levels. Positioned on a beautifully manicured 0.27-acre lot, it offers an incredible footprint featuring 6 bedrooms, 4 full bathrooms, and 1 half bathroom—delivering unparalleled space and versatility for multi-generational living or working from home. The main level welcomes you with an open, light-filled architectural flow anchored by high ceilings and formal dining spaces. Cozy up next to one of the 2 fireplaces or enjoy entertaining guests in the spacious living area. A massive primary suite functions as your own private oasis, accompanied by generously sized additional bedrooms upstairs. The lower level features a fully finished walk-out basement equipped with interior access and structural step-up design, ready for a home theater, gym, or separate recreation space. Includes a spacious 2-car attached front-entry garage with an automated door opener. Situated immediately next to sprawling local farmland, offering an authentic country-style retreat without sacrificing suburban convenience. Experience the premium neighborhood presentation of Raven Pointe with a low, budget-friendly fee of just $95 annually. Don't miss the chance to own this meticulously maintained, newer-construction masterpiece that balances rural tranquility with city conveniences. Schedule your tour today!

226 Summerfield Dr, Winchester
$310,000
3 Beds ⋅ 2 Baths ⋅ VAFV2043422 MLS
Adorable rancher in Shawneeland with access to a lake, trails, beach, and fishing. Ideally you wish for spacious living quarters,3 bedrooms, 2 full baths, and a walkout basement with a finished room for gym/office/den..well we have all that and more so come take a gander and make it your own before the summer ends.

204 Cochise Trl, Winchester
$959,000
3 Beds ⋅ 3 Baths ⋅ VAFV2043380 MLS
Your Dream Home in the Woods – To Be Built on 20 Unrestricted Acres! Create your own family compound, farm, hobbies, your choice. Imagine coming home to this stunning modern farmhouse nestled on twenty wooded and open acres with pleasant peaceful views. This thoughtfully designed home features spacious living areas, modern finishes, exterior that blends beautifully with its natural surroundings. Perfect for those seeking privacy, peace, and the beauty of nature, yet with convenient access to nearby amenities. Plenty of room for outdoor recreation, gardening, or simply enjoying the view from your porch. Build your dream lifestyle here – endless possibilities on unrestricted land! Escape to a serene retreat of rolling meadows, shady woodlands, and sparkling little ponds. Here, the land is alive—deer wander gracefully through the trees, wild turkeys stride across the fields, and songbirds fill the air with music. Bring your horses, cows, goats, or sheep to graze the open pastures, or simply enjoy the peace of living alongside nature. This is more than just land—it’s a private sanctuary where farm life, wildlife, and natural beauty come together in perfect harmony.” In the summer, kids might toss in a line, pulling out a perch or even a fat catfish. Families might watch dragonflies skimming the water’s edge. At night, fireflies light up the grasses around the pond, adding to the magic. Builder is also willing to build your plans. Price is projected and subject to change.

Light Rd, Winchester
$345,000
3 Beds ⋅ 2 Baths ⋅ VAFV2043342 MLS
Why wait to build? This beautifully finished, move-in-ready home offers all the benefits of new construction without the wait. Offering modern style, quality craftsmanship, and low-maintenance living a short distance from Winchester this new home is nestled on a beautiful lot in Wilde Acres. This thoughtfully designed 3-bedroom, 2-bath home features an open floor plan with luxury vinyl plank flooring and today’s most sought-after finishes. The spacious kitchen is the heart of the home, showcasing granite countertops, a large peninsula, stainless steel appliances, white shaker cabinetry, and black fixtures. The primary suite offers a private bath with granite countertops and a walk-in shower, while two additional bedrooms provide space for family, guests, or a home office. The finished lower-level family room offers flexible living space for entertaining, recreation, or remote work, and the oversized garage provides great storage. Enjoy the peace and privacy of mountain living with convenient access to Mountain Falls Park, featuring a lake, playground, picnic area, and outdoor recreation. Move-in ready and thoughtfully finished throughout, this home offers the perfect blend of comfort, style and value. Some photos virtually staged. Owner/agent.

503 Grouse, Winchester
$400,000
2 Beds ⋅ 2 Baths ⋅ VAWI2011142 MLS
Welcome to 1826 Kershaw Lane in Willow Lawn Cottages, one of Winchester, Virginia's most sought-after 55+ active adult communities, offering low-maintenance, single-level living just minutes from Historic Old Town Winchester. This beautifully maintained 2-bedroom, 2-bath ranch home showcases exceptional pride of ownership with beautiful hardwood flooring, soaring vaulted ceilings, and an open floor plan filled with natural light. The kitchen features a decorative ceramic tile backsplash, an updated Moen faucet, a new refrigerator, and a new microwave, combining style and functionality for the home chef. The spacious primary suite offers a relaxing retreat with a private en-suite bath and generous closet space. A second bedroom and full bathroom provide comfortable accommodations for family and guests. The inviting sunroom is bathed in natural light, creating the perfect space for morning coffee, reading, hobbies, or a home office. Additional updates include new gas fireplace logs, adding warmth and charm to the living area. Outside, you'll enjoy a beautifully landscaped garden that creates a peaceful setting for relaxing or entertaining. French drains have also been installed to enhance drainage and provide added peace of mind. Residents of Willow Lawn Cottages enjoy a friendly community atmosphere with convenient access to Historic Old Town Winchester, Shenandoah University, Winchester Medical Center, Jim Barnett Park, the Museum of the Shenandoah Valley, and the Winchester Green Circle Trail. Shopping, dining, healthcare, and year-round events are just minutes away.

1826 Kershaw Ln, Winchester
$569,000
4 Beds ⋅ 4 Baths ⋅ VAWI2011132 MLS
ONE-OF-A-KIND HOME WITH INCREDIBLE FLEXIBILITY! This custom all-brick Winchester home offers a layout you simply don't find every day—4 bedrooms, 4 full baths, two main-level bedrooms, flexible private living spaces, a detached 2-car garage and NO HOA! Step inside to a bright, welcoming floor plan featuring beautiful hardwood floors, abundant natural light, custom built-ins and a cozy gas fireplace. The spacious gourmet kitchen offers granite countertops, stainless steel appliances, generous pantry space and a large breakfast area that flows easily into the dining and living spaces—perfect for everyday living and entertaining. One of this home's standout features is its main-level living potential. The primary suite is conveniently located on the main floor with a private bath and walk-in closet, while a second main-level bedroom and nearby full bath provide exceptional flexibility for guests, a home office or additional living space. Main-level laundry with a utility sink adds even more convenience. Upstairs, you'll discover a private and versatile living area with its own main-level entrance, sitting/living space, two additional bedrooms and a full bath—creating an ideal setup for extended stays, guests, work-from-home needs or anyone wanting additional privacy and separation. And there's even more! The detached two-car garage includes additional finished living space above, complete with a bedroom, full bath and kitchen/living area—opening the door to an incredible variety of possibilities. Outside, enjoy multiple parking options with front and rear driveways, an attached covered carport, detached garage and additional street parking. All of this is tucked into an established Winchester neighborhood convenient to downtown Winchester, Route 7, shopping, dining, medical facilities and major commuter routes. All brick. Four full baths. Two main-level bedrooms. Flexible living spaces. Detached garage. No HOA. This isn't your typical Winchester home—come see just how many possibilities 687 Woodland Avenue has to offer.

687 Woodland Ave, Winchester
$3,175,000
6 Beds ⋅ 7 Baths ⋅ VAWI2011110 MLS
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.

730 Merrimans Ln, Winchester
$369,990
3 Beds ⋅ 3 Baths ⋅ VAFV2043282 MLS
Main-level living at its best in Hiatt Pointe at Snowden Bridge—a gated 55+ active adult community. This low-maintenance villa features a primary bedroom and laundry on the entry level, a screened rear porch, and a one-car garage. Upstairs offers two spacious bedrooms with walk-in closets and a full bath, plus a finished storage area! Enjoy a stylish kitchen with quartz counters, stainless steel appliances, and white elegant cabinetry. Resort-style amenities include pickleball and bocce courts, clubhouse, fitness and yoga studios, outdoor kitchen, pool and hot tub—plus snow removal, trash, and recycling included. Ask about builder incentives today!

404 Granite Ridge Dr, Winchester
$495,000
3 Beds ⋅ 2 Baths ⋅ VAWI2011122 MLS
OPEN HOUSE 08/30/2026 FROM 1:00 PM - 3:00 PM Welcome to this charming historic home in Old Town Winchester. This spacious 3-bedroom Colonial blends timeless character with modern comfort in a convenient downtown location. Thoughtfully updated with today’s buyer in mind, this inviting residence offers upgraded amenities while preserving its classic appeal. Ideally situated within walking distance from the heart of historic Old Town Winchester, you’ll enjoy the convenience of being close to local shops, restaurants, entertainment, downtown amenities, Shenandoah Valley Museum, and Valley Health Medical Facilities. Adding to the appeal, the home is tucked along a private one-way street, offering a quieter, more peaceful setting while keeping you just steps from everything downtown Winchester has to offer. Outside, the detached garage offers exceptional versatility for parking, storage, hobbies, home gym, or a workshop.

108 Morgan St, Winchester
$1,800,000
VAFV2043230 MLS
4.93 acres with great interstate exposure. End of cul de sac. Owners have proposed platt showing parcel subdivided into 4 parcels

Sulky, Winchester
$1,239,000
4 Beds ⋅ 8 Baths ⋅ VAWI2011006 MLS
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!

1022 Heth Pl, Winchester
$420,000
3 Beds ⋅ 3 Baths ⋅ VAFV2041936 MLS
Welcome to the neighborhood of Apple Ridge in Eastern Frederick County. You won't find a nicer home or more quiet cul-d-sac anywhere let alone one that has been more tastefully remodeled. The owners have completed so much updating here, including a brand new tub, faucet annd surround in the primary bedroom. It has a transferable lifetime warranty. This 3 bedroom 2.5 bath home has a welcoming front porch & overlooks the woods and open field of the private common ground area. Picnics, walks,sports and quiet time will be enjoyed there. So much has been updated here. There are new LVP floors, new wall to wall carpet, new granite counter tops, fresh paint, new light fixtures, newer architectural roof, water heater, HVAC and more. You will love the large kitchen which includes an island and a good sized breakfast room with sliders to the large rear deck with steps to the garage. Step down into the 20X12 family room with a real woodburning brick fireplace to enjoy on those colder winter nights. The formal dining room is large and your dining room furniture will find a home here. There are three bedrooms including a large primary with a walk in closet and private bath. The bathrooms have new modern vanities, toilets and new vinyl plank flooring. The owner has made a large investment to install a new Primary Bath "Bath Fitters" soaking tub with all new plumbing fixtures and tub surround. The new tub has a transferable warranty. There is a one car attached garage with a pull down staircase to the floored and lighted storage attic. This home is full of sunshine that pours through the windows. The private cul-d- sac make you feel at home, safe, and somehow removed from the day to day hussle & bussle. The top of the driveway provides a perfect spot for a parking area. Being just minutes from Rt. 7E and Downtown Winchester adds to the unique and special nature of this very special place that you will want to call home. Come and have a visit. You will be glad that you did.

104 Kapok Cir, Winchester
$350,000
3 Beds ⋅ 2 Baths ⋅ VAFV2043202 MLS
Welcome to this beautiful 3-bedroom, 2-bathroom split-level home, a brand-new build nestled on a spacious 0.26-acre lot in the Mountain Falls Park community. Enjoy a warm welcome with a cozy covered porch. Inside, the home features 1,381 finished sq ft with luxury vinyl plank flooring throughout, providing a modern, durable finish. The kitchen is a chef's delight, with stainless steel appliances, premium shaker-style cabinets, and sleek granite countertops that add both style and functionality. The primary bath offers a touch of luxury, with granite countertops and a convenient stall shower. Each bedroom has thoughtfully designed built-in shelving in the closets, adding extra storage and organization. The lower level boasts a spacious family room, perfect for gatherings, as well as a convenient laundry room. For vehicle storage and projects, the oversized 20'10" x 23'2" two-car garage provides ample space. Outside, the Mountain Falls Park community offers amenities, including a common area, lake, picnic area, playground, and more—ideal for outdoor recreation and family fun. This stunning new home combines comfort, style, and a scenic location—schedule your visit today to experience it for yourself! Check out the video attached to this listing!

604 Gatling Dr, Winchester
$649,900
3 Beds ⋅ 2 Baths ⋅ VAFV2043118 MLS
**HUGE PRICE REDUCTION** Nearly new and designed for easy main-level living, this beautifully maintained Winchester ranch offers 2,242 finished square feet on the main level plus a full 2,242-square-foot walkout lower level—more than 4,400 total square feet of space and opportunity. Built in 2024, the warm, open floor plan features 9-foot ceilings, abundant natural light, durable LVP flooring and a spacious family room that flows seamlessly into the kitchen. The kitchen is finished with quartz countertops, stainless steel appliances, a large center island with seating and a separate sun-filled breakfast area. Just off the kitchen, glass doors open to the covered rear porch overlooking the fenced backyard and protected wooded setting beyond. The spacious primary suite offers a peaceful retreat with a spa-inspired bath featuring dual vanities, soaking tub and separate glass shower. Additional main-level spaces provide flexibility for bedrooms, guests or a dedicated home office. A mudroom with built-ins and desk space, along with an oversized walk-in pantry featuring custom real-wood shelving, adds exceptional everyday functionality. The full walkout lower level nearly doubles the home's total footprint and provides approximately 2,242 additional square feet ready to customize for a recreation room, guest suite, home gym, theater, office or additional living space. Enjoy the benefits of a nearly new home without the construction process, including an established fenced yard, covered outdoor living space, low HOA and a private setting backing to protected land. Conveniently located in Abrams Pointe with easy access to Winchester amenities, shopping, dining and commuter routes.

132 Triangle Ct, Winchester
$1,724,000
VAWI2011088 MLS
Beautifully restored and fully modernized mixed-use building in the heart of historic Winchester. This exceptional offering includes a fully leased commercial building with three strong-credit tenants, a valuable adjacent parking lot approved for future mixed-use development, and a third floor ready for residential conversion. Located just one block from the historic Old Town Winchester Walking Mall, this legacy investment property offers more than 9,300 square feet of space with the first and second floors completely renovated and occupied. The third floor presents an outstanding value-add opportunity for apartment development, with potential eligibility for Historic Tax Credits. The property is also located within an Enterprise Zone, providing access to additional grant and incentive programs. The sale includes the adjacent parking lot (Tax ID 173-01-E-1), which is approved for multifamily development or can continue to serve as a highly desirable dedicated parking facility for tenants and customers. Current net operating income exceeds $80,000 annually, providing immediate cash flow with significant upside potential. Recent capital improvements include a metal roof, new HVAC systems, and modern tenant build-outs throughout the building. This unique asset offers a diversified income stream with retail and office tenants in place, while creating future opportunities for residential development on both the third floor and the adjacent parking lot. Ideal for a 1031 exchange buyer or investor seeking stable income, long-term appreciation, and redevelopment potential in one of the Shenandoah Valley's most desirable downtown locations. Conveniently located one block from the Braddock Street Parking Garage. Rarely does an opportunity of this caliber become available in Downtown Winchester. Contact the listing agent to schedule a private showing.

48 W Boscawen, Winchester
$549,000
5 Beds ⋅ 3 Baths ⋅ VAFV2042994 MLS
Welcome home to this stunning 5-bedroom, 3-bath, 3-story Colonial located in the highly desirable Sovereign Village community on the east side of Winchester. Offering space, comfort, and thoughtful updates throughout, this home is designed to fit every stage of life. Step inside to find beautiful hardwood floors and a warm, inviting living room featuring a gas fireplace just off the kitchen—perfect for gathering and everyday living, office and dining room also complement the main floor. The main level offers a convenient bedroom and full bathroom, ideal for guests, multi-generational living, or a home office. Upstairs, you’ll find a spacious primary bedroom complete with an en suite bath and walk-in closet, three additional bedrooms, a full hall bathroom, and an upper-level laundry room for added convenience.Recent updates provide peace of mind, including HVAC (2023) with whole house humidifier, natural gas tankless hot water heater (2024), built-in microwave and dishwasher (2024), and refrigerator (2025). Outside the garage there is 30-amp RV electricity and is already wired for a future 50-amp upgrade. Enjoy your own private backyard retreat backing to open field views, where roaming deer are an occasional bonus. Outdoor living shines with a large deck, impressive stone patio, and oversized storage shed. Need more space? The spacious unfinished walk-up basement offers endless possibilities for future expansion, recreation, or customization. Conveniently located near schools, shopping, and commuter routes—this exceptional home truly has it all.

440 Canyon Rd, Winchester
$290,000
3 Beds ⋅ 2 Baths ⋅ VAFV2043156 MLS
Professional photos coming soon. Welcome home to 132 Geronimo Trail! Situated in a quiet and highly desirable neighborhood, this charming single-family home is perfect for first-time buyers, downsizers, or anyone seeking a peaceful retreat. This 1,232 square-foot rancher features 3 bedrooms, 2 full bathrooms, eat-in kitchen, living room, a brick fireplace with highly a efficient wood-burning insert, and laminate flooring throughout. Enjoy sun and shade from the comfortable deck and spacious yard with plenty of room for outdoor gatherings, gardening, or creating your own private oasis. The community features acres of greenspace, a large lake, several ponds, and playgrounds. Don't miss the opportunity to make this cozy retreat your own!

132 Geronimo Trl, Winchester
$49,900
VAFV2043142 MLS
"Build Your Home On Henry" This beautiful 3-Acre lot is located in Mountain Falls Park. With mature trees you can enjoy your privacy. Enjoy the community lake, common area, playground and picnic area! Has a 3-bedroom perc. Bring your vision to life!

0 Henry Dr., Winchester
$409,900
4 Beds ⋅ 3 Baths ⋅ VAFV2043158 MLS
Well-maintained split foyer in a spectacular commuter location, just minutes from I-81 and a short drive to Old Town Winchester. This inviting home features hardwood floors throughout the main living areas, an open-concept floor plan, a cozy fireplace in the living room, and a spacious kitchen with a center island. The main level offers new carpet in the bedrooms, including a generous primary suite with a walk-in closet and an attached private bath. The finished lower level provides exceptional additional living space with a large den, a full bathroom, a bedroom with a walk-in closet, a laundry room complete with a utility sink, and a separate storage room. Step outside to enjoy the Trexx deck overlooking the fully fenced backyard—perfect for entertaining, relaxing, or letting pets play. Combining comfort, functionality, and an unbeatable location, this home is ready for you to move in and enjoy.

117 Old Dominion Dr, Winchester
$629,000
4 Beds ⋅ 3 Baths ⋅ VAFV2043136 MLS
Seller is offering a $2,500 credit toward the purchaser's closing costs, mortgage rate buy-down, prepaid expenses, moving costs, or other allowable buyer expenses. Situated on approximately 2.57 acres in Frederick County, this beautifully maintained 4-bedroom, 2.5-bath Traditional home offers nearly 3,000 square feet of thoughtfully designed living space. Built in 2020, the home features a sought-after main-level primary suite, solid oak flooring throughout most of the main level, and a bright, open floor plan designed for everyday living and entertaining. The kitchen is the heart of the home, featuring a brand new refrigerator, double oven (2024), dishwasher, microwave, generous workspace, and seamless flow into the adjoining living and dining areas. Upstairs, you'll find three additional bedrooms, a full bath, a versatile bonus room, and an additional sitting area, offering flexible space for guests, a home office, hobbies, or playroom. Outside, enjoy the large covered front porch, covered rear deck, patio, fenced area, recently paved driveway (2025), and over 2.5 acres of space to relax, garden, or simply enjoy the peaceful surroundings. This home has been exceptionally well maintained and includes new storm doors (2026), a recently serviced HVAC system with a new condensate pump, freshly painted upstairs bathroom, water softener, water filtration system, annual UV water treatment, and a recently inspected alternative septic system. Conveniently located just outside Winchester, you'll enjoy the perfect balance of country living with easy access to shopping, dining, commuter routes, and outdoor recreation.

115 Marion Dr, Winchester
$239,000
2 Beds ⋅ 2 Baths ⋅ VAFV2043116 MLS ⋅ Parkview BLDG.
Fantastic location! This spacious second-floor condo offers more square footage than most units in the community and features an open, light-filled layout, and durable flooring throughout with NO carpet. The thoughtfully designed floor plan includes a large living room, separate dining area, two generously sized bedrooms, and two full bathrooms. The primary suite offers a private bath, a large closet, and plenty of room for a king-sized bed. The kitchen was remodeled in recent years with quality cabinets, quartz countertops, undercabinet lighting, and new appliances. A separate laundry room with a full-size washer and dryer adds everyday convenience. Step outside to the private deck overlooking the common area and mature trees, creating a peaceful outdoor retreat. An additional private storage unit, conveniently located right next to the condo, provides valuable extra space for seasonal items, bicycles, or other belongings. Condo fee covers common area maintenance, trash, water, sewer and snow removal. One assigned parking space per unit. Seller to provide a credit towards painting of $3,000.

157 Brookland Ter Unit #6, Winchester
$384,000
3 Beds ⋅ 2 Baths ⋅ VAFV2042688 MLS
This is the one you’ve been waiting for — a beautifully maintained ranch‑style home with thoughtful updates and a bright, comfortable layout throughout. A newer roof, updated HVAC, and fresh carpet provide peace of mind and move‑in readiness from day one. The primary ensuite serves as a true retreat, featuring a spa‑like bath and a walk‑in closet. Two additional bedrooms offer flexible living options with well‑planned closet storage. The large family room flows into the dining area, creating an open, welcoming space filled with natural light. Step outside to a level yard perfect for everyday enjoyment, complete with a storage shed for added convenience. The location is ideal for commuters, with quick access to Route 7, Route 50, and other major routes. Historic downtown Winchester, nearby schools, and shopping are all just minutes away. Don’t miss the chance to make this home yours

103 Elaine Drive, Winchester
$825,000
VAFV2042856 MLS
A rare commercial development opportunity awaits at 135 & 171 Bufflick Road, featuring nearly 8 acres of prime, strategic real estate in Winchester. Perfectly positioned near the airport and situated just off a highly traveled corridor, this unique property provides unbeatable visibility, high traffic exposure, and immense future potential. The dual zoning of RA and B1/B2 opens the door to a wide array of development possibilities, making it a dream canvas for investors, developers, or business owners looking to establish a footprint in a rapidly growing area. Beyond its long-term development upside, the property is a turnkey income generator from day one. It features two existing rental homes that provide immediate cash flow while you finalize your development plans. Additionally, the large, multi-bay commercial garage offers substantial extra income potential—perfect for equipment storage, automotive work, or a workshop space. Complete with a large gravel staging lot ideal for fleet parking or heavy equipment, this property is a rare find that perfectly balances immediate rental revenue with massive commercial scale.

135 & 171 Bufflick Rd, Winchester
$495,990
4 Beds ⋅ 4 Baths ⋅ VAFV2043040 MLS
The Glendale is a 2,216 square foot corner homesite, open concept two-story home with a finished basement that offers four bedrooms, three and a half bathrooms with a two-car garage. You will immediately feel at home as you enter the foyer and make your way into the spacious family room. This living space flows nicely into the eat-in kitchen with plenty of cabinets and island overlooking the family room, so you’ll never miss a beat! The large sliding glass door in the kitchen allows an abundance of natural light to brighten this home and gives easy access to the backyard. The convenient powder room along with access to the garage is tucked away off the kitchen. Upstairs, the spacious owner's suite boasts a private bathroom with dual vanity and a walk-in closet. The three sizeable secondary bedrooms provide space for everyone and the hall bathroom is conveniently located nearby along with a hall linen closet. The second-floor laundry room simplifies an everyday chore! The basement is finished with a full bathroom for additional space for movie nights, play zones, or a cozy guest suite. Ready for delivery! Up to $10,000 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.

101 Seminole Dr, Winchester
$487,900
VAWI2011048 MLS
Circa 1920 office building in downtown Winchester. Currently used as a lawyer's office, but could easily be an office-and-residential space or a single-family home. Off-street parking.

124 S Braddock St, Winchester
$339,000
VAWI2011056 MLS
Exceptional investment opportunity in the heart of Winchester! This unique offering includes three income-producing rental units for one price: one duplex and one single-family home located at 211, 213, and 215 E. Clifford Street. The duplex features two separate 2-bedroom, 1-bath units, while the single-family home also offers 2 bedrooms and 1 full bath. The properties are deeded separately as two parcels (tax #193-01-T-9 & 193-01-T-8) , providing added flexibility for future investment strategies. All occupied units are currently rented on month-to-month leases, offering the new owner maximum flexibility to adjust rents, renovate, or continue operating as investment properties. As of the listing date, one unit is vacant, presenting an immediate opportunity to place a new tenant at market rent or occupy the property. Prospective buyers are welcome to drive by and walk the exterior of the properties. Interior showings are by appointment only. Whether you're looking to expand your rental portfolio or invest in a property with immediate income potential and future upside, this is a rare opportunity within Winchester City limits.

211, 213-215 E Clifford St, Winchester
$624,900
4 Beds ⋅ 3 Baths ⋅ VAFV2042904 MLS
Welcome to this beautifully maintained 3-level Colonial tucked away on a quiet cul-de-sac in sought-after Oakdale Crossing. With 4 bedrooms, 2.5 baths, a remodeled kitchen, spacious living areas, and room to make the home your own, this is the kind of place that checks the boxes for today—and gives you plenty of space for whatever comes next. The main level is made for living, hosting, and everyday moments. Hardwood floors, crown molding, and chair rail details add timeless character to the living and dining rooms, while the family room brings a more relaxed feel with hardwood flooring, custom built-ins, crown molding, and a cozy gas fireplace. At the center of it all is the beautifully remodeled 2023 kitchen, featuring new cabinetry, upgraded countertops, ceramic tile flooring, double wall ovens, gas cooking, and tons of storage and prep space. The bright adjoining breakfast area opens directly to the covered rear porch, making morning coffee, weekend brunch, and summer entertaining feel effortless. Outside, you’ll find two inviting porches and a fully fenced backyard with low-maintenance vinyl fencing and a swing set. Whether you’re enjoying a quiet morning on the front porch or gathering with friends in the backyard, there’s room to enjoy the outdoors without the upkeep of a huge property. Upstairs, the spacious primary suite is your private retreat, complete with two walk-in closets and a spa-like bath featuring a jetted soaking tub, walk-in shower, and double vanity. Three additional bedrooms provide flexibility for guests, a home office, gym, or whatever fits your lifestyle. A full hall bath, versatile loft, and the convenience of an upper-level laundry room round out the second floor. And there’s even more potential downstairs. The unfinished walk-up basement is ready for your vision, with multiple windows bringing in natural light and a bathroom rough-in already in place. Create the ultimate rec room, home gym, office, guest suite, or additional living space when the time is right. With its cul-de-sac setting, modern kitchen, generous living space, outdoor entertaining areas, and room to grow, this Oakdale Crossing home offers the lifestyle today's buyers are looking for—with plenty of opportunity to make it uniquely yours. Move-in ready, thoughtfully updated, and ready for its next chapter. Come see why this one belongs at the top of your list.

104 Bramble Ct, Winchester