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$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

$689,000
VAFV2039054 MLS
The seller has made a significant price adjustment to better align the property with current market conditions, creating an outstanding opportunity for buyers. With the new pricing, this property offers exceptional value and is positioned for serious consideration. If you've previously considered this property, now is the time to take another look. 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

$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

$480,000
3 Beds 2 Baths VAWI2009800 MLS
Listed below recent appraised value. 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

$598,990
3 Beds 2 Baths VAFV2038878 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 18 Williamson Rd, Winchester

$549,990
3 Beds 2 Baths VAFV2038520 MLS
THIS IS A TO-BE-BUILT HOME THAT CAN BE BUILT ON ANY AVAILABLE HOMESITE. If the homesite shown is no longer available, we have other lots to choose from. The Avalon is a stunning 3‑bedroom, 2‑bath home offering up to 2,538 square feet of thoughtfully designed living space. This single‑family layout emphasizes main‑level living with an open floor plan that brings together a spacious great room, a bright, airy kitchen, and a welcoming breakfast area. The main level includes three bedrooms and two full baths, with the option to transform a guest room into a versatile flex space—perfect for a home office, den, Homeowners can further personalize the Avalon with options such as a sunroom, a fully finished basement, and a three‑car garage. Make this home truly your own and tailor it to fit your family’s lifestyle.

Homesite 206 Williamson Rd, Winchester

$950,000
3 Beds 3 Baths VAFV2038446 MLS
Four months build time from contract. Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house; it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA. Experience the pinnacle of single-level living in this immaculate, brand-new residence, meticulously designed with a flowing 3,100 sq. ft. open floor plan. The builder has redefined "standard features," integrating premium elements throughout the home that others typically label as costly upgrades. Key Permitted and built time 4 months. Features & Elegant Finishes: Striking Curb Appeal: A distinguished full brick front complemented by durable cement siding creates a timeless exterior, highlighted by a large, welcoming concrete front porch and lead walk. Exquisite Main Level: Rich, stained Early American hardwood flooring flows seamlessly across the entire main level, excluding the elegant tiled bathrooms and laundry room, creating a warm, inviting atmosphere. Seamless Indoor/Outdoor Entertaining: Step through to your private outdoor oasis. A covered and screened deck provides an ideal spot for year-round relaxation, extending onto an attached open deck perfect for grilling and sunbathing. The Ultimate Future Lower Level Retreat: basement opening onto a full-length concrete patio that spans the entire back of the house, offering versatile entertainment possibilities. This exquisite home represents a unique blend of craftsmanship, luxury, and exclusivity. Don't miss the chance to claim your spot in this premier community. Full side deck and associated patio are optional

Lot 13 Keval Gyan Way, Winchester

$899,900
3 Beds 2 Baths VAFV2038444 MLS
Four months build time from contract. Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house (new PIN OAK model); it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA. Experience the pinnacle of single-level living in this immaculate, brand-new residence, meticulously designed with a flowing 2,488 sq. ft. open floor plan. The builder has redefined "standard features," integrating premium elements throughout the home that others typically label as costly upgrades. Key Features & Elegant Finishes: Striking Curb Appeal: A distinguished full brick front complemented by durable cement siding creates a timeless exterior, highlighted by a large, welcoming concrete front porch and lead walk. Exquisite Main Level: Rich, stained Early American hardwood flooring flows seamlessly across the entire main level, excluding the elegant tiled bathrooms and laundry room, creating a warm, inviting atmosphere. Seamless Indoor/Outdoor Entertaining: Step through to your private outdoor oasis. A covered and screened deck provides an ideal spot for year-round relaxation, extending onto an attached open deck perfect for grilling and sunbathing. This exquisite home represents a unique blend of craftsmanship, luxury, and exclusivity. Don't miss the chance to claim your spot in this premier community.

Lot 11 Keval Gyan Way, Winchester

$849,900
5 Beds 3 Baths VAFV2038442 MLS
Four month build time from contract. Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house; it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA. Experience the pinnacle of a large family living in this immaculate, brand-new residence, meticulously designed with a flowing over 3,100 sq. ft. open floor plan. The builder has redefined "standard features," integrating premium elements throughout the home that others typically label as costly upgrades. Key Features & Elegant Finishes: Striking Curb Appeal: A distinguished full brick front complemented by durable cement siding creates a timeless exterior, highlighted by a large, welcoming concrete front porch and lead walk. Rich, stained Early American hardwood flooring flows seamlessly across the entire home, excluding the elegant tiled bathrooms and laundry room, creating a warm, inviting atmosphere. Seamless Indoor/Outdoor Entertaining: Step through to your private outdoor oasis. A covered and screened deck provides an ideal spot for year-round relaxation, extending onto an attached open deck perfect for grilling and sunbathing. This exquisite home represents a unique blend of craftsmanship, luxury, and exclusivity. Don't miss the chance to claim your spot in this premier community.

Lot 10 Desant Cir, Winchester

$1,150,000
4 Beds 4 Baths VAFV2038440 MLS
Four months build time from contract. Foundation dug and construction to begin soon. To have finished basement. Seize a rare opportunity to own one of just fifteen premier lots within the prestigious, upper-scale Keplinger Estates near the Apple Pie Ridge area. This is not just a house; it is a bespoke sanctuary offering a sophisticated lifestyle with the ultimate convenience of being close to town, yet free from the constraints of an HOA. Experience the pinnacle of single-level living in this immaculate, brand-new residence, meticulously designed with a flowing 3,100 sq. ft. open floor plan. The builder has redefined "standard features," integrating premium elements throughout the home that others typically label as costly upgrades. Key Features & Elegant Finishes: Striking Curb Appeal: A distinguished full brick front complemented by durable cement siding creates a timeless exterior, highlighted by a large, welcoming concrete front porch and lead walk. Exquisite Main Level: Rich, stained Early American hardwood flooring flows seamlessly across the entire main level, excluding the elegant tiled bathrooms and laundry room, creating a warm, inviting atmosphere. Seamless Indoor/Outdoor Entertaining: Step through to your private outdoor oasis. A covered and screened deck provides an ideal spot for year-round relaxation, extending onto an attached open deck that wraps all the way around the side of the house.perfect for grilling (quick connect propane) and sunbathing. Walk-Out Access: The finished basement boasts convenient double-door walk-out access, opening onto a full-length concrete patio that spans under all decking, offering versatile entertainment possibilities. This exquisite home represents a unique blend of craftsmanship, luxury, and exclusivity. Don't miss the chance to claim your spot in this premier community.

Lot 1 Keval Gyan Way, Winchester

$3,025,000
VAFV2038322 MLS
27.09 +/- acres in the direct path of Light Industrial-Zoned land. The subject property is in the comprehensive plan to be zoned Light Industrial for warehousing, distribution, self-storage warehousing or light manufacturing. The 27.09 +/- acre site has excellent proximity and access to US 11, Route 37. and I-81. The property provides location, visibility, and exposure. All utilities are available. The site is ideally located in the southern portion of the Winchester area known as the Kernstown submarket. There is the possibility of railroad access on the western boundary of the subject property. The site will provide connection to Shady Elm Road and the Valley Innovation Park (Peterson Cos) which is scheduled to begin construction in 2026.

Renaissance Dr, Winchester

$3,025,000
VAFV2038320 MLS
27.09 +/- acres in the direct path of Light Industrial-Zoned land. The subject property is in the comprehensive plan to be zoned Light Industrial for warehousing, distribution, self-storage warehousing or light manufacturing. The 27.09 +/- acre site has excellent proximity and access to US 11, Route 37. and I-81. The property provides location, visibility, and exposure. All utilities are available. The site is ideally located in the southern portion of the Winchester area known as the Kernstown submarket. There is the possibility of railroad access on the western boundary of the subject property. The site will provide connection to Shady Elm Road and the Valley Innovation Park (Peterson Cos) which is scheduled to begin construction in 2026.

Renaissance Dr, Winchester

$260,000
2 Beds 1 Baths VAFV2038282 MLS
Attention investors! Charming brick rambler situated on a spacious corner lot, just minutes from Route 7 and I-81—an ideal location for commuters. The property offers a driveway and a carport, perfect for convenient parking or doubling as a shaded outdoor space for entertaining, along with generous storage space. Inside, you’ll find an open-concept living room and eat-in kitchen with large windows that let in plenty of natural light. A roomy laundry area provides additional functionality and leads directly to the backyard. This move-in ready home makes it the perfect property either for the seasoned investor or someone just starting to build their investment portfolio. Tenant in place, lease through 7/19/2027.

108 Martin Dr, Winchester

$3,200,000
VAFV2038108 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

$54,900
VAFV2038116 MLS
BUILD YOUR HOME ON 3 WOODED ACRES IN FREDERICK COUNTY. If you have been searching for land with room to spread out, privacy and no HOA, this 3 acre wooded parcel offers an opportunity to bring your plans to life. A 3 bedroom septic certification is already in place, providing an important step toward planning your future home. Enjoy a peaceful natural setting with mountain views while remaining within reach of Winchester and area conveniences. Zoned RA and offering approximately 3 acres, the property provides space for a private homesite and outdoor living surrounded by nature. Whether you are planning to build now or looking for land for the future, this is an opportunity to secure acreage in Frederick County at an attractive price. Property Highlights: 3 ACRES
 NO HOA
 3 BEDROOM SEPTIC CERTIFICATION
 WOODED SETTING
 MOUNTAIN VIEWS
 FREDERICK COUNTY Bring your builder and explore the possibilities.

White Pine Ln, Winchester

$1,495,000
VAFV2037258 MLS
Here’s a piece of pristine land on the market for the first time since the mid 70’s with nearly endless possibilities for the next owner(s). Previously known as Rocky Ridge Farm this property is located just minutes west of Stephens City in the Poplar Ridge area of the county . This prime piece of real estate has been family owned and operated for decades. Mix of mostly flat open ground and mildly sloping wooded acreage that stretches to the top of Poplar Ridge. Dynamic views of the surrounding countryside can be seen from the upper elevations with some tree clearing. Access into the farm is secured by Tuckahoe Lane which is a 16 ft deeded right of way. Electricity and water are already running to this parcel making future connections much more affordable. A metal barn is already in place for equipment storage and/or livestock uses. This tract is currently being used for recreation but it would also make an excellent site for your dream farm or family subdivision. Enjoy hiking, camping, and recreation of all kinds on this parcel as well. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. A portion of the land is currently enrolled in the county’s forestry land use program to significantly reduce the annual taxes. Ideal land and location for your dream estate or development project. No restrictions, no covenants, and no HOA and this land is zoned (RA) Rural Areas. The health department has no records pertaining to the well or septic. Please DO NOT enter the abandoned home on the property. Just a short drive from all the amenities and attractions Winchester has to offer. This property is being sold in strictly AS-IS condition.

598 Tuckahoe Ln, Winchester

$25,000
VAFV2037484 MLS
Beautiful building lot located in Mountain Falls Park – Wilde Acres. This is the last lot on the right on Fox Trail, offering excellent privacy and seclusion. The property backs to permanent open space, providing a peaceful setting with mountain views and abundant wildlife. Approved for a 3-bedroom septic system with a certification letter on file. A current survey is also available. This is an ideal location to build your dream home or a quiet cabin in the woods. Conveniently located just 25 minutes from Winchester, Stephens City, and Strasburg, with easy access to I-81 and I-66. Great opportunity to own a secluded buildable lot with beautiful surroundings and easy access to town. Showings by appointment only. Due to the lack of address it can be hard to accurately find the lot lines without making an appointment. Survey is believed to be accurate and GIS cannot be relied upon.

Fox Trl, Winchester

$415,000
4 Beds 4 Baths VAFV2037132 MLS
Beautiful and well-maintained 4 bedroom, 3.5 bath townhouse at the end of a quiet cul-de-sac on the east side of Winchester. Conveniently located to Rt 7 and I-81 and historic downtown Winchester. The 3-level townhouse backs to a wooded tree area and has a fenced rear yard. New luxury vinyl floor installed in majority of the home. As you enter, you will be welcomed into a large foyer with hardwood floors. The entry level (main level) offers a large bedroom, full bath, family room, coat closet, and two storage closets. From the family room your eye is drawn to the spacious fenced yard. On the upper level 1 you will find a gourmet kitchen with a large island, stainless steel appliances, and granite countertops. The kitchen offers a large eating area. A deck with stairs to the yard adjoins the kitchen. Off the kitchen is an oversized sun-filled living area with an electric fireplace. The upper level 2 offers the primary bedroom and bath and 2 large bedrooms and full bath. Laundry room is conveniently located on the upper level.

125 Cheshire Ct, Winchester

$394,900
3 Beds 3 Baths VAFV2037236 MLS
NEW AND READY TO MOVE IN!!! BRAND NEW SINGLE FAMILY COLONIAL WITH 3 BEDROOM, 2.5 BATH! NO HOA! Be the first to call this beautiful new construction yours. Conveniently located just outside the City of Winchester and close to shopping, this home offers an open layout designed for entertaining. The great room leads into the spacious kitchen featuring an oversized island, granite countertops, abundant cabinetry, and plenty of prep space. Relax in your primary bedroom with private bath. Enjoy front porch sitting and a welcoming front yard or host gatherings in the huge backyard. Other exterior highlights include a one-car garage, paved driveway, and custom walkway. With modern, tasteful finishes and thoughtful details throughout, this new construction is move-in ready!

709 Ross St, Winchester

$799,900
3 Beds 3 Baths VAFV2037200 MLS
No HOA and Completely Finished!!! Great opportunity to own this brand-new, move-in ready ranch home situated on 2.82 beautiful acres! Conveniently located near shopping and commuter routes to Winchester, Martinsburg, and Northern Virginia, this home offers the perfect blend of privacy and accessibility. Designed with an open-concept layout and a desirable split-bedroom floor plan, the home features striking front board and batten siding that creates exceptional curb appeal. The spacious primary suite includes a large walk-in closet and a luxurious 6-foot walk-in shower with Glass Surround. A private main-level office provides the ideal space for working from home. The chef's kitchen is thoughtfully appointed with quartz countertops, tile backsplash, a large center island, stainless steel appliances including double ovens, and quality cabinetry with soft-close drawers and doors. The bright sunroom fills the home with natural light, while luxury vinyl plank flooring extends throughout much of the main level. A convenient laundry room with utility sink adds everyday functionality. The enormous unfinished basement is already plumbed for a future bathroom, and the HVAC system is sized to accommodate a finished lower level, offering outstanding expansion potential. Additional features include a two-car side-entry garage, covered front porch with a concrete sidewalk, rear patio, and a beautiful lot enhanced by mature hardwood trees. Don't miss your chance to own this exceptional new home!

115 Stetson St, Winchester