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$1,150,000
4 Beds 4 Baths
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

Listing courtesy of Realty ONE Group Old Towne. Contact: 5407738475

$3,025,000
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

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

$3,025,000
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

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

$260,000
2 Beds 1 Baths
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

Listing courtesy of Samson Properties. Contact: (540) 348-4911

$3,200,000
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

Listing courtesy of Keller Williams Realty. Contact: (703) 679-1700

$54,900
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

Listing courtesy of Coldwell Banker Premier. Contact:

$1,495,000
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

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact: 2172859000

$25,000
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

Listing courtesy of Samson Properties. Contact: (540) 348-4911

$415,000
4 Beds 4 Baths
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

Listing courtesy of Re/Max Roots. Contact: (540) 686-7362

$394,900
3 Beds 3 Baths
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

Listing courtesy of Samson Properties. Contact: 7033788810

$799,900
3 Beds 3 Baths
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

Listing courtesy of RE/MAX Roots. Contact: (540) 686-7362

$749,900
3 Beds 3 Baths
This property delivers an exceptional mix of seclusion, comfort, and natural beauty. This custom-built 3-bedroom, 3-bath home rests on a private, wooded lot with sweeping mountain views, offering a tranquil atmosphere while remaining close to everyday amenities. The main-level primary suite serves as a peaceful retreat, featuring an elegant walk-in shower and a soothing soaking tub. Two additional main-floor bedrooms provide generous space and storage, paired with an updated full hall bath. Rich hardwood floors, a welcoming fireplace, and a bright sunroom that opens to the patio create a warm, cohesive flow throughout the main living areas. The kitchen is highlighted by granite countertops, ample cabinetry, and abundant natural light. The walk-out basement enhances the home’s flexibility, offering space ideal for a family room, office, gym, or guest accommodations, complete with a full bath. An enclosed breezeway leads to the oversized garage, a standout feature with exceptional storage capacity, workshop potential, and room for equipment or multiple vehicles. The usable, unrestricted acreage is another major advantage—perfect for animals, gardening, outbuildings, or simply enjoying wide-open space without limitations. This is a true nature-filled haven paired with convenient access to shopping, dining, and schools. Homes offering this combination of privacy, functional land, and an oversized garage are hard to find. Schedule your tour today!

1049 Laurel Grove Rd, Winchester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (540) 662-3484

$850,000
5 Beds 6 Baths
Welcome to Equestrian Estates, a highly sought-after Winchester community with no HOA, where space, style, and flexibility come together beautifully. This stately 5-bedroom, 6-bath Colonial offers over 6,700 square feet of finished living space on nearly 3 private acres, creating the perfect setting for both everyday living and entertaining. The home was not available for showings over the past three months. During that time, several rooms were freshly repainted, and new carpet has been installed in the basement—enhancing both comfort and appeal. Originally built in 2007 and thoughtfully updated in 2020, the home shines with high-end finishes throughout, including fully renovated bathrooms featuring luxury touches such as smart toilets and heated floors in the primary suite, along with upgraded kitchen appliances. Sunlight fills the open-concept living, dining, and sunroom areas, highlighting the warm, inviting flow of the home. A dual staircase, gas fireplace, private office, and a built-in kitchen desk make the layout as functional as it is elegant. Three of the five bedrooms—including the spacious primary suite—offer private en-suite baths, providing comfort and privacy for family and guests alike. The fully finished lower level adds 1,714 square feet of living space and features two generous flex rooms ideal for guests, a home gym, or creative workspace, plus a second kitchenette, full bath, and theater room. With private walkout access, this level is perfectly suited for entertaining or multi-generational living. Outdoor living is just as impressive, with expansive decks, a beautifully designed hardscape patio set away from the home with a wood-burning chimney stack, and a flourishing garden that adds charm and privacy. A three-car garage, quiet cul-de-sac location, and easy access to Route 50 and downtown Winchester complete this exceptional offering. This is a home that truly delivers on space, elegance, and lifestyle flexibility—inside and out. SELLING AS-IS

150 Ewell Dr, Winchester

Listing courtesy of Hunt Country Sotheby's International Realty. Contact: (540) 687-8500

$7,200,000
Prime Commercial Investment Opportunity – Frederick County, VA Strategically located near the intersection of Interstate 81 and Virginia Bypass 37, this unique offering presents a rare opportunity to acquire two well-maintained commercial buildings plus additional development acreage in a high-demand corridor. Property Highlights: • 180 Prosperity Drive: • 13,500 SF | Built in 2004 | Zoned B-3 • 190 Prosperity Drive: • 18,000 SF | Built in 2007 | Zoned B-3 • Total Building Area: 31,500 SF across 3.83 acres • Zoning: All existing structures zoned B-3 • Site Features: Ample off-street parking, convenient dock door access Additional Land Included: • 8.86 Acres Zoned B-2 • Total Land Area: 12.7 Acres (Buildings + B-2 Parcel) • B-2 Approved Uses: Self-storage, distribution warehouses, car washes, new car dealerships, hotels, restaurants, and more Financials: • Net Operating Income (NOI): $326,000 • Detailed Financials & Rent Roll: Available upon execution of NDA 📞 Contact Broker for further details and to schedule a site visit.

180-190 Prosperity Dr, Winchester

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

$525,990
3 Beds 2 Baths
The Dover by D.R. Horton offers 1,958 square feet of thoughtfully designed, single-level living with 3 bedrooms, 2 full baths, and a 2-car garage. A private flex room with LVP flooring sits just off the foyer – ideal for a home office or craft room. 9-foot ceilings lead into the open-concept kitchen, dining, and family room. The kitchen features quartz countertops, soft-close cabinet doors, a gas range, and modern island perfect for gathering. Sliding glass doors off the dining area fill the home with natural light and open to a covered patio – ideal for morning coffee or relaxed evenings outdoors. The owner’s suite includes a spacious bath with split dual vanities, a large walk-in closet, and direct access to the laundry room for added convenience. For even more flexibility, an optional loft expands the home with an additional 700+ square feet of living area, including another bedroom, full bath, and extra storage. Located in the serene and amenity-rich Willow Run community, residents will enjoy a clubhouse, outdoor pool, tennis and pickleball courts, and more. Move in this fall and experience low-maintenance, active adult living at its best! October delivery. *Photos, 3D tours, and videos are representative of plan only and may vary as built.

118 Scented Rose Way, Winchester

Listing courtesy of D R Horton Realty of Virginia LLC. Contact: 8045109139

$995,000
Prime office or retail space in Winchester’s Opequon Center featuring ample parking, snow removal, and landscaping services. These are condominium units with 2 separate spaces available: Suite 200 and Suite 201. This is an ideal situation for the owner/investor who occupies one unit for their office or business and leases the second unit as an income-producing investment. Suite 200 will soon be vacant, and Suite 201 is leased by One Source, Inc. which is a company providing human resource recruitment, background investigation, and identity verification services. These spaces are on the second floor with elevator service. Each of the two spaces has a floor area of approximately 2,500 SF. These condominiums are located in a professionally managed office and business park with reputable neighbors such as medical offices, a real estate firm, an orthodontist, and a physical therapist.

3052 Valley Avenue Unit #200, Winchester

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

$632,990
3 Beds 2 Baths
Welcome to Abrams Pointe, featuring new single-family homes in an established Winchester neighborhood, complete with wooded cul-de-sac homesites. The Drexel Floorplan is a spacious and versatile single-family home designed to suit a variety of lifestyles. With up to 3,213 finished square feet, the Drexel offers generous living space that can be customized to meet your needs. It features main-level living with three bedrooms, including a private master suite with a walk-in closet and en-suite bathroom, along with two full bathrooms and a 2-car garage. The flex room can serve as a home office, formal dining area, or den, offering adaptability for your changing needs. At the heart of the Drexel is an open-concept family room that flows effortlessly into the kitchen and breakfast nook, creating an inviting space for both entertaining and everyday living. The kitchen can be upgraded to include a gourmet layout with double wall ovens, a walk-in pantry, and premium appliances, allowing you to personalize your culinary experience. Outdoor living is also a highlight, with an included covered deck, perfect for relaxing or hosting guests. For those seeking even more space, the optional finished lower level offers a large rec room and additional bathroom, providing the ideal retreat or gathering space. Homebuyers can also enhance their Drexel with optional design elements like tray ceilings and a fireplace in the main living area. Combining thoughtful design with stylish finishes and plenty of customization options, the Drexel floorplan is an ideal choice for families, professionals, and anyone looking for a beautifully crafted home that grows with them.

5 Williamson Rd, Winchester

Listing courtesy of New Home Star Virginia, LLC. Contact: (703) 967-2073

$229,900
BACK ON THE MARKET — DOWNTOWN WINCHESTER INVESTMENT OPPORTUNITY Discover the potential of 109 S. Kent Street, a versatile two-story property ideally located just two blocks from the Old Town Walking Mall and one block from Winchester’s Government and Judicial Center. Situated in the B-1 Central Business District, the property offers multiple possibilities for an investor, owner-occupant, or redevelopment buyer. B-1 zoning permits residential space above a commercial use by right. Subject to City approval of a Conditional Use Permit, the property may also offer an opportunity for residential use on both floors. With approximately 1,779 square feet, full bathrooms on each level, off-street parking, and a highly walkable downtown location, the building presents an appealing value-add opportunity. Potential concepts include residential-over-commercial, a live-work arrangement, professional office space, or conversion to a multifamily residential property. Acquire a manageable downtown asset and develop a renovation plan that takes advantage of its location, flexible layout, and long-term potential. Contact John Fox with SVN Commercial Specialists for additional information, property details, or assistance evaluating the zoning and Conditional Use Permit process. All proposed uses and improvements are subject to independent verification and approval by the City of Winchester.

109 S Kent St, Winchester

Listing courtesy of Commercial Specialists. Contact:

$8,900
Looking for affordable land in Shawneeland? Inventory is moving quickly in several sections, making this a rare opportunity to secure a lower‑mountain lot with easy access—ideal for those seeking both convenience and a peaceful, natural setting. This raw land parcel is on a hard surface road in a scenic, mountainous residential community just 12 miles from Winchester, Virginia. Enjoy the fresh mountain air and outdoor lifestyle, with access to hiking, fishing, and swimming in Lake Cherokee, all within this idyllic Shenandoah Valley setting. Despite its tranquil surroundings, you remain close to everyday conveniences, including Winchester Medical Center, the Museum of the Shenandoah Valley, and a wide range of shopping and dining options. Whether you’re planning a weekend retreat or a full‑time residence, this property offers the flexibility to build your vision in a beautiful and established mountain community.

Hawk Trail Lot 155, Winchester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (540) 662-3484