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$10,000
VAFV2039808 MLS
Welcome to Shawneeland! This mountain community is tucked away in a rural setting and a short distance to shopping, restaurants and Winchester's Historic Downtown. Utilize this 0.48 acre lot as a potential building lot, recreational space or enjoy the amenities such as Lake Cherokee with a beach area, fishing and picnic areas. Purchaser to verify location of boundary lines.

Winchester
$28,000
VAFV2039784 MLS
If you're looking to Build or Play you will not want to miss out on this FLAT .46 acre Building Lot. Hike Hunt, Lots of Wildlife, Hunt or feed them. Camp at this Multi Lake Community Great Fishing & a Beach with Volleyball or just Relaxing. So, Bring Your Kikai/Canoe Build that Special Retreat for a Place to Call Home. About 12 minutes from Winchester Rt/37. It's a Great local place to take the Grandkids Fishing or Swimming Hiking without driving a distant. Owner is a VA Licensed Realtor. More Pics Coming Soon!!!

Lot 92 Antelope Trl, Winchester
$775,000
4 Beds ⋅ 3 Baths ⋅ VAFV2039806 MLS
CARRINGTON HOMES AT FALL RIDGE ESTATES- 5 Acre Wooded LOTS WITH MOUNTAIN VIEWS. Choose from 7 different floorplans including our Chestnut model with standard 10' Main Level Ceilings Model Home Open on Weekends from 11-5 at 156 Covey Lane Winchester Va

Tumble Leaf Lane, Winchester
$760,000
3 Beds ⋅ 4 Baths ⋅ VAFV2039804 MLS
CARRINGTON HOMES AT FALL RIDGE ESTATES- 5 Acre Wooded LOTS WITH MOUNTAIN VIEWS. Choose from 7 different floorplans including our Dogwood model ( One Story Living ) with standard 10' main level ceilings and 13' ceilings in the Family Room. Model Home Open on Weekends from 11-5 at 156 Covey Lane Winchester Va

Tumble Leaf Lane, Winchester
$598,990
3 Beds ⋅ 3 Baths ⋅ VAFV2039774 MLS
TO BE BUILT – This home has not been constructed yet. Photos are of a similar model and may show optional features. Appointment at model home – 154 Williamson Rd. Price reflects base price plus options. Estimated delivery timeline is approximately 6–7 months. The Drexel offers generous living space in a beautifully designed ranch home featuring 3 bedrooms and 3 bathrooms, with approximately 3,213 finished square feet. A standout feature is the optional basement bedroom with a full bath, providing the perfect space for guests, extended family, or added privacy. This home is designed for convenient main-level living, including a private owner’s suite with a walk-in closet and en-suite bathroom, two additional full bathrooms on the main level, and a 2-car garage. A versatile flex room can easily function as a home office, formal dining room, or den, adapting to your lifestyle. At the heart of the Drexel is a spacious open-concept family room that flows seamlessly into the kitchen and breakfast nook, creating an inviting space for everyday living and entertaining. Outdoor living is just as appealing, with an included covered deck—perfect for relaxing or hosting while enjoying the outdoors.

TO BE BUILT-HOMESITE 209 Duke Ct, Winchester
$639,990
4 Beds ⋅ 3 Baths ⋅ VAFV2039760 MLS
New, main level living home is ready for move in!! This Rockwell with 10 year builder warranty is located on a corner homesite, backing to open space, in Hiatt Pointe at Snowden Bridge, an active adult community for those 55 or better! The stunning kitchen showcases Gourmet Stainless Steel Appliances with hood, white cabinets, quartz countertops, and an oversized butler's pantry. The main-level primary suite has been extended for additional space. It is complete with two large walk-in closets and a spacious deluxe bathroom with separate tub and shower with frameless door, along with two vanities with quartz countertops. Two additional bedrooms are just down the hall. A dedicated laundry room is located conveniently just off of the garage entrance, with a pocket door to disguise the washer and dryer. A separate dining room or flex space is located at the front of the home and a screened in porch is located in the rear, to be enjoyed year-round. The lower level includes a large recreation room, a private guest suite and a full bathroom. There is a lower level exit to the backyard for convenience. Community will offer a gated entrance, bocce & pickleball courts, clubhouse with event room, fitness and yoga studio, outdoor kitchen with gas grill and an outdoor pool with hot tub. Snow, trash and recycling included. Ask about builder incentives!

116 Sunflower Way, Winchester
$1,925,000
VAWI2010042 MLS
Professional office building for sale in downtown Historic Winchester. Located at the Intersection of W. Piccadilly Street and N. Braddock Street. Located directly across the street from the Handley Public Library and Kimberly's Gifts & Boutique. Great downtown location with off-street parking. Interior features include beautiful hardwood floors, updated cherry molding and wainscotting. This historic building is 60% leased and known as the Old Post Office, which was built in 1910. This building has first and second floor area totaling 11,060 SF. The basement level is leased and finished and features total floor area of 3,333 SF. NOTE: There are two offices available. One has a floor area of 3,000 SF and the second has a floor area of 2,705 SF. $17,335.75/MO + $4.00 CAM

40 W Piccadilly St, Winchester
$949,000
4 Beds ⋅ 4 Baths ⋅ VAFV2039728 MLS
TO BE BUILT: Fauver and Browning Homes proudly presents The Tremont House—a masterfully designed modern residence that blurs the line between architecture and nature. Thoughtfully crafted to harmonize with its surroundings, this home offers a calm, refined living experience. Tucked at the end of a private cul-de-sac in desirable Fairway Estates, overlooking Winchester Country Club, the design showcases oversized windows, soaring ceilings, and abundant natural light. An expansive rear deck creates an elegant, low-maintenance outdoor setting ideal for both relaxation and entertaining, while elevated finishes and appliances enhance the home’s modern sophistication. The primary suite is conveniently located on the main level, serving as a true private retreat with direct patio access, a generous walk-in closet, and a spa-inspired bath featuring a soaking tub, large walk-in shower, and enclosed water closet. Upstairs, three additional spacious bedrooms, all with 10-foot ceilings, provide flexible living space for family, guests, or home offices. Natural light fills every room, reinforcing the home’s airy, open feel. Base price (home + lot) starts at $949,000. A premium option allows you to expand your living space with an optional 600–800 sq ft walkout basement, complete with a private patio and infinity plunge pool. Located just minutes from Winchester’s downtown, The Tremont House offers contemporary luxury in a peaceful, private setting. Features of The Tremont House: *4 bedrooms *3 full bathrooms and 1 half bath *Luxury primary bathroom with soaking tub and large walk-in shower *Oversized windows throughout for exceptional natural light *Dramatic 21′4″ ceiling in the living room *10-foot ceilings on both first and second floors *Front and rear decks for seamless indoor-outdoor living *Modern doors and window systems *Flat roof contemporary design *Optional 600–800 sq ft walkout basement (additional investment) Stand apart with this striking modern home by Fauver and Browning Homes—an upscale, thoughtfully designed residence tucked away on a private cul-de-sac just moments from downtown Winchester (final will be similar to rendering). Welcome home.

Oak Ridge Lane, Winchester
$141,500
VAFV2039238 MLS
Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and is the next to last lot on Hodges Lane. Stellar views of the surrounding countryside are attainable with some tree clearing. This property features mildly sloping topography and a wet weather stream. Remote, fully wooded, and zoned Rural Areas (RA). Enjoy hiking, camping, and recreation of all types on this land. A short drive from all the amenities and attractions Winchester has to offer. ***Additional adjoining acreage available for purchase. See aerials for details.***

Lot 16 Hodges Ln, Winchester
$700,000
VAWI2010026 MLS
0.7230 Acres located at 2970 Valley Avenue featuring a former used car lot that will offer enough area to display for 30-40 cars. There is pubic water and sewer available. The used car lot does not have an office building. An office building would have to be built or a mobile office could be utilized. A new site plan will be required from the City of Winchester to operate a used car lot.

2970 Valley Ave, Winchester
$650,000
VAWI2010020 MLS
0.429 acres located at 2970 Valley Avenue. This site could be a used car lot that will offer enough area to display for 30 cars. There is a public water and sewer available. 2978 Valley Avenue presently features 5 rental units producing gross monthly revenue of approximately $4,000. The list price for purchase is $1,350000 for both properties with 1.15 acres. Both properties can be ground leased for $6,000/month.

2978 Valley Ave, Winchester
$464,900
2 Beds ⋅ 2 Baths ⋅ VAFV2039578 MLS
Move in Ready and priced to sell!! Compare price to other 55+ communities. Act now to take advantage of this amazing opportunity. Low $150/month HOA fee. Nestled in the serene enclave of Abram's Chase and located within minutes of Historic downtown Winchester, the hospital, restaurants and shopping. This exquisite Craftsman-style home features 2 bedrooms, a private study and 2 full bathrooms. It is designed for those seeking a refined lifestyle in a vibrant senior community, with an age requirement of 55 and above. A quality-built home in 2024 by a local award-winning builder, Ashbrook Homes, this residence combines modern elegance with thoughtful features that cater to comfort and convenience. Step inside to discover an inviting open floor plan that seamlessly connects the living, dining, and gourmet kitchen areas. The heart of the home boasts quartz countertops, a spacious island, and a butler's pantry, perfect for culinary enthusiasts. Enjoy the warmth of the gas fireplace with a stylish mantle, creating a cozy ambiance for gatherings or quiet evenings at home. Natural light floods the space through energy-efficient, double-pane windows, enhancing the inviting atmosphere. The luxurious interior features include plush carpeting, ceramic tile, and luxury vinyl plank flooring, ensuring both style and durability. The primary bedroom boasts a tray ceiling and ample windows. Enjoy the spa like primary bath enhanced with Classic White Carrera tile, featuring a large walk in shower with a convenient seat and transom window to add to the natural light. The main-level laundry adds convenience, while the walk-in closets provide ample storage. Recessed lighting throughout the home also adds a touch of sophistication and comfort. Outside, the property is beautifully landscaped, with a level lot that looks onto open space, offering a peaceful retreat. Enjoy leisure strolls along the sidewalks or relax on the private patio, surrounded by tranquility. The home is situated on a quiet cul-de-sac street, ensuring a serene living environment. This residence also features a two-car attached garage with front entry and inside access, providing both convenience and security. The community amenities include a welcoming pavilion, maintenance of common areas, lawn care, snow removal, trash & recycling services, allowing you to enjoy a low-maintenance lifestyle. Experience what this exceptional home has to offer, where luxury meets comfort in a welcoming community. With its high-end features and thoughtful design, this property is not just a house; it's a place to call home.

105 Amberfield Ct, Winchester
$1,100,000
VAWI2010552 MLS
2.3 Acre Outparcel on Pleasant Valley Road for Sale Neighbors include Walmart, Ross, Target, Panera Bread, Olive Garden, Petco, and the list goes on! Zoned CM1, ideal for auto sales, offices, retail, and flex development. All utilities to site. Outstanding proximity to massive commercial and multifamily growth. VA's fastest growing City in it's fastest growing commercial district. Almost 500' feet of frontage on Pleasant Valley! Asking $1.1M.

Pleasant Valley, Winchester
$995,000
VAWI2009988 MLS
Yost Building Positioned in the heart of downtown, this distinguished office building—formerly the executive wing of F&M National—offers an outstanding opportunity for businesses seeking a prestigious and highly walkable location. Multiple suite sizes are available, making it ideal for professional firms, government-adjacent services, or organizations looking to establish a prominent presence in the city’s core. Situated adjacent to City Hall and steps from the Historic Walking Mall, this property provides unparalleled convenience for employees and clients alike. Within a quick walk, you’ll find the Frederick County Administrative Buildings, the Courthouse, and numerous public parking structures, ensuring seamless access for daily operations. With its prime location, flexible floorplan offerings, and proximity to key civic and commercial amenities, this downtown office building represents a rare opportunity to secure space in one of the most strategic and sought-after areas of the city. ALSO LISTED FOR LEASE

38 Rouss Ave, Winchester
$605,990
3 Beds ⋅ 2 Baths ⋅ VAFV2039564 MLS
Experience effortless living in our Willow Run Active Adult community! Our Bristol floorplan is a thoughtfully designed 1,748 sq. ft. ranch home, blending style and functionality in a single-level open layout. The moment you step inside the home; you will be greeted by an inviting foyer leading you into the heart of the home. The dining room seamlessly connects with the living room and kitchen, ideal for entertaining. The chef’s kitchen boasts stainless steel appliances, a walk-in pantry, and a breakfast bar. From the breakfast nook, step through the sliding glass door to a covered porch, perfect for outdoor gatherings or morning coffee. The main level also features three generously sized bedrooms and two modern bathrooms - including a serene owner’s suite with dual vanities, a tiled walk-in shower, and generously sized walk-in closet. The unfinished basement offers an additional 1,754 sq. ft. Completed with a large laundry room, two-car garage, and a low-maintenance lifestyle, the Bristol offers comfort and convenience. Embrace one-story living and make The Bristol your perfect new home. *Photos, 3D tours, and videos are representative of plan only and may vary as built.

227 Hydrangea Way, Winchester
$646,045
3 Beds ⋅ 2 Baths ⋅ VAFV2039560 MLS
Experience effortless living in our Willow Run Active Adult community! Our Azalea floorplan is a thoughtfully designed 1,888 sq. ft. ranch home blending style and functionality in a single-level open layout. The moment you step inside the home; you will be greeted by an inviting foyer leading you into the heart of the home. The dining room seamlessly connects with the living room and kitchen, ideal for entertaining. The chef’s kitchen boasts stainless steel appliances, a walk-in pantry, and a breakfast bar. From the breakfast nook, step through the sliding glass door to a covered porch, perfect for outdoor gatherings or morning coffee. The main level also features three generously sized bedrooms and two modern bathrooms - including a serene owner’s suite with dual vanities, a tiled walk-in shower, and generously sized walk-in closet. The unfinished basement offers an additional 1,888 sq. ft. Completed with a large laundry room, two-car garage, and a low-maintenance lifestyle, the Azalea offers comfort and convenience. Embrace one-story living and make The Azalea your perfect new home this fall! *Photos, 3D tours, and videos are representative of plan only and may vary as built.

228 Hydrangea Way, Winchester
$1,950,000
VAFV2039534 MLS
5.26 Acres of Interstate/Commercial Land SALE Available, Frederick County, VA, Exit 317. Besides Taco Bell, across from new hotel, surrounded by commercial, connects to Crown Lane for traffic light access! Excellent visibility on Martinsburg Pike (43k+ AADT VDOT '25). Ideal for restaurant, fast food, grocery, auto parts retailer, auto repair. Strong potential for rezoning for increased commercial uses. Over 700' road frontage. Offered for sale, 5.26 acres for $1,950,000. Subdivision considered. Currently zoned to allow multiple flex uses and restaurants. Rezoning would open multiple more commercial uses such as hotel, retail center, offices.

153 Welltown Rd, Winchester
$1,950,000
VAFV2039532 MLS
5.26 Acres of Interstate/Commercial Land SALE Available, Frederick County, VA, Exit 317. Besides Taco Bell, across from new hotel, surrounded by commercial, connects to Crown Lane for traffic light access! Excellent visibility on Martinsburg Pike (43K+ AADT VDOT '25). Ideal for restaurant, fast food, grocery, auto parts retailer, auto repair. Strong potential for rezoning for increased commercial uses. Over 700' road frontage. Offered for sale, 5.26 acres for $1.8M. Subdivision considered and currently zoned to allow multiple flex uses and restaurants. Rezoning would open multiple more commercial uses such as hotel, retail center, offices.

153 Welltown Rd, Winchester
$564,990
4 Beds ⋅ 4 Baths ⋅ VAFV2039518 MLS
Welcome to Abrams Pointe! Homesite 204 offers the opportunity to build the beautiful Rockford floorplan. This to-be-built single-family home features 4 bedrooms, 2.5 bathrooms, and over 3,000 square feet of living space. The open-concept design highlights a spacious great room that flows into a light-filled kitchen, sunroom extension, and breakfast area—perfect for both everyday living and entertaining. Upstairs, you’ll find four generously sized bedrooms and two full bathrooms, including a large owner’s retreat with a private bath and walk-in closet. The second-floor laundry room adds everyday convenience.

HOMESITE 204 Williamson Rd, Winchester
$350,000
3 Beds ⋅ 2 Baths ⋅ VAFV2039468 MLS
Welcome to this newly built colonial in Wilde Acres situated on 1/4 acre lot nestled among the trees and surrounded by a wall made of native stone. Upon entry, enjoy the open living area and wood floors which make the space warm and comfortable. The galley kitchen offers ample counterspace and new stainless steel appliances. The convenient main level full bath also has hookup for stackable washer and dryer. Upstairs there are three spacious bedrooms and a second full bath. Outside the level backyard and large Trex deck provide a place for fun while the vinyl sided shed offers additional storage. The convenient circle drive in the front provides an easy entrance and exit for family and friends. Make an appointment to see this beautiful home today!

513 Pheasant Dr, Winchester
$199,900
VAFV2039452 MLS
Build Your Vision at the End of the Lane Discover a rare opportunity to create a custom estate in an established community of luxury homes (up to 4,000 sq. ft.). Located at the quiet end of the street, this lot offers the perfect blend of privacy and prestige. Enjoy the peace of a secluded setting without sacrificing convenience—you are minutes from town with effortless access to Route 50. With a 4-bedroom certification letter already in hand, your dream home is ready to become a reality. One of two premier lots currently available!

181 Oak Dr, Winchester
$199,900
VAFV2039448 MLS
Build Your Vision at the End of the Lane Discover a rare opportunity to create a custom estate in an established community of luxury homes (up to 4,000 sq. ft.). Located at the quiet end of the street, this lot offers the perfect blend of privacy and prestige. Enjoy the peace of a secluded setting without sacrificing convenience—you are minutes from town with effortless access to Route 50. With a 3-bedroom certification letter already in hand, your dream home is ready to become a reality. One of two premier lots currently available!

Lot 7 Oak Dr, Winchester
$1,250,000
VAWI2009848 MLS
Located in the heart of the historic downtown district, this versatile B1-zoned property offers a rare blend of immediate income and long-term upside. The building features approximately 7,000 SF of office space complemented by 2,000 SF of ground-level shop, supported by 12 on-site parking spaces, important in the urban core. Beyond its current use, the property presents exceptional redevelopment potential, it could be conversion to nine residential units on a single floor and the ability to add up to two additional stories, creating a total of 27 residential units. Ideal for investors or developers seeking a high-visibility downtown location with historic character, flexible zoning, and significant value-add potential.

314 N Braddock St, Winchester
$1,300,000
VAFV2039054 MLS
Rare opportunity to own 64+ scenic acres on the desirable west side of Winchester, VA. This preservation parcel offers one building right and features a beautiful mix of open land and partial woodland, providing both usability and privacy. Formerly an apple orchard, the property is well suited for a small farm, specialty crops, or vineyard, with potential for additional uses with an approved Conditional Use Permit. Surrounded by nearby vineyards, farmers markets, and a wedding venue within a half mile, the location offers strong agritourism appeal. Enjoy gorgeous views and a peaceful rural setting, all while being just 10–15 minutes from downtown Winchester, grocery stores, and Winchester Medical Center. An exceptional opportunity for agricultural use, a private estate, or a thoughtfully planned preservation property in one of the Shenandoah Valley’s most sought-after locations.

Lot 7 Cedar Creek Grade, Winchester
$449,000
3 Beds ⋅ 3 Baths ⋅ VAWI2009840 MLS
Welcome to The Lofts at Creekside! Better than new and absolutely breathtaking, this four-level interior townhome delivers style, space, and an unbeatable lifestyle—all within walking distance to top-rated restaurants, shopping, and the historic Kernstown Battlefield. Offering 3 bedrooms and 2.5 baths, the home features a chic upper-level loft that opens to a stunning private terrace, perfect for hosting unforgettable gatherings or enjoying quiet evenings under the stars. The main living level is a showstopper with a large quartz island, sleek stainless steel appliances, and luxury vinyl plank flooring that blends modern elegance with everyday comfort. Downstairs, the versatile lower-level family room and attached garage add both function and flexibility. Set in an amazing location and designed with a true Pinterest-worthy aesthetic, this home feels like a dream—and lives even better.

3137 Eton Pl, Winchester
$175,000
VAWI2009810 MLS
Vacant Lot in Rolling Hills One of the last opportunities to own a vacant lot in the desirable Rolling Hills community. This property offers the perfect setting to build your new home or presents an excellent opportunity for a long-term investment. Enjoy a well-established neighborhood with limited remaining buildable lots. Buyer to verify zoning, utilities, and intended use. Water and Sewer tap Fees have NOT been paid.

719 Kennedy Dr, Winchester
$3,200,000
VAFV2039170 MLS
Prime opportunity on 13.05 acres in an unbeatable high-visibility location along Route 50 in Winchester, VA. Positioned directly across from major retailers and conveniences—including Walmart, Sheetz, Tractor Supply, Applebee’s, Dunkin’, Bojangles, and the Winchester Medical Center campus—this property offers exceptional exposure and accessibility. Zoned for multiple development possibilities, with previous concept plans by Greenway Engineering that included options such as a retail strip center with a drive-through end cap and medical office buildings. The area’s strong demand for affordable housing also presents an excellent residential development opportunity. With thousands of daily commuters traveling from West Virginia into Virginia along this corridor, the site benefits from consistent, high-volume traffic flow. This is a rare chance to bring a high-impact commercial or mixed-use project to one of Winchester’s most dynamic and growing areas. Photos may be virtually staged

0 Northwestern Pike, Winchester
$525,000
3 Beds ⋅ 2 Baths ⋅ VAWI2009800 MLS
Back on the market, at no fault of the seller. All-brick rancher located in the sought-after Early’s Green at Meadow Branch community, offering 1,974 finished square feet with 9-foot ceilings and true one-level living. The open floor plan provides excellent flow and is ideal for both everyday living and entertaining. Recent interior updates include new hardwood flooring in the main living room, and new carpet in all bedrooms. Tile flooring has been thoughtfully retained in the kitchen, entry, and guest bath. Recessed lighting has been added to the main living area, along with multiple updated light fixtures, creating a bright and welcoming feel. The kitchen features a breakfast nook with a bay window and now includes custom built pantry storage, while the living room has been enhanced with a custom built-in with integrated lighting. A former bar area was removed and replaced with a large storage closet, significantly improving functionality. The primary bathroom has been fully gutted and completely redesigned, featuring a modern walk-in shower, contemporary fixtures, and an aging-in-place–friendly layout with grab bars and improved accessibility. The sunroom has been reconfigured for better flow, with the original sliding doors removed, a new cased opening added, and HVAC extended to the space, allowing it to be enjoyed year-round. A rear deck extends the living space outdoors. Exterior improvements include over $10,000 in rear landscaping designed to buffer Meadow Branch Avenue, featuring Crepe Myrtles, Emerald Green Arborvitae, and Hollies. A crawlspace fan/radon-style ventilation system has also been installed. Situated on a cul-de-sac and conveniently located near hospitals, shopping, dining, fitness facilities, walking trails, coffee shops, and Old Town Winchester. HOA covers lawn maintenance, snow removal, pool, and tennis courts. Not a 55+ community. Homes offering this level of care, thoughtful upgrades, and low-maintenance living in this location are rarely available.

832 Winder Ct, Winchester
$275,000
VAFV2038132 MLS
Spring Valley Estates. A rare opportunity to find a 5-Acre lots within 5 minutes of downtown Winchester and the Valley Health Medical Center. James Wood High School and Apple Pie Elementary within a mile of this lot. Fully built lot with approved perc on file. Buyer can buy the lot and build their dream house or for future investment purposes. This corner lot is cleared with existing road frontage.

LOT 1 - Handley Dr, Winchester
$324,900
2 Beds ⋅ 3 Baths ⋅ VAFV2039074 MLS
Nearing completion! 1/3 Acre – No Carpet! This affordable 2-bed, 2.5-bath home offers high-end finishes and incredible growth potential. Premium Finishes: Hardwood floors throughout (including all bedrooms), tile in all baths, and granite kitchen countertops. Open Layout: Bright family room and a spacious kitchen/dining area perfect for entertaining. Owner’s Suite: Large master bedroom with a dedicated walk-in closet and a "true" master bath with double sinks. Expansion Ready: The basement is already roughed-in for a future bath and features a radon vent pipe, offering a path to nearly double your living space (up to 1,728 sq. ft.). Don't miss out on this opportunity—contact us for more details! Xfinity available.

212 Falcon Trl, Winchester