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$749,900
3 Beds ⋅ 3 Baths ⋅ VAFV2036868 MLS
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
$435,000
5 Beds ⋅ 4 Baths ⋅ VAFV2036714 MLS
Nestled in the charming Green Acres subdivision, this delightful split-level home offers a perfect blend of comfort and functionality. With five spacious bedrooms and four full bathrooms, there's ample room for everyone to unwind and thrive. The heart of the home features a cozy fireplace, inviting you to gather with loved ones during chilly evenings. The fully finished basement, complete with multiple entrances and windows, provides endless possibilities-think a playroom, home office, or guest suite. The exterior boasts a classic combination of block, brick, and vinyl siding, ensuring durability and timeless appeal.

122 Cherry Hill Cir, Winchester
$850,000
5 Beds ⋅ 6 Baths ⋅ VAFV2036588 MLS
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
$7,200,000
VAFV2036542 MLS
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
$4,000,000
VAFV2036514 MLS
Aviator Business Center consists of 3 completed buildings with an aggregate finished floor area of approximately 9,660 SF. This valuable property is sited on 5.85 acres within the heart of the Winchester Regional Airport. There are seven (7) undeveloped site plan approved lots. Each hypothetical lot is not subdivided into recordable lots. This provides the new owner flexibility in designing future building sizes. There is a current MAI appraisal in file dated May 2025 for $4 million. The appraisal is provided in the attached documents.

112 Aviator Place, Winchester
$170,000
VAFV2036426 MLS
21.81 acres of mostly wooded residential land. Gently rolling topography. Located near Laurel Grove Road and Wardensville Grade. Located across from 519 Vintage Lane for GIS research purposes. Access is by way of a private driveway shared by 4-5 other property owners. The four corners have been marked by Marsh & Legge Surveyors. The 21 acres will be sold in gross.

Vintage Ln, Winchester
$995,000
VAWI2008706 MLS
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
$1,400,000
VAFV2035096 MLS
Great highway exposure exposure to state route 37 the bypass around the West side of Winchester and and 5222 north or North Frederick Pike entrance at a signalized intersection

1667 N Frederick Pike, Winchester
$389,999
3 Beds ⋅ 2 Baths ⋅ VAFV2034758 MLS
Exceptional value meets impeccable quality! From the bright, welcoming entryway to the beautifully crafted living spaces, every detail of this home speaks to superior craftsmanship. Perfect for discerning buyers seeking a flawless blend of style and convenience, this property presents a rare window of opportunity. Schedule your showing today and secure this incredible home before it’s gone!

709 Dicks Hollow Rd, Winchester
$632,990
3 Beds ⋅ 2 Baths ⋅ VAFV2034492 MLS
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
$229,900
VAWI2007426 MLS
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
$8,900
VAFV2033018 MLS
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
$1,025,000
3 Beds ⋅ 3 Baths ⋅ VAFV2032958 MLS
MAIN LEVEL LIVING in an Idyllic Setting - Welcome to Stonymeade ! -2 acre Home Site in Winchester Virginia Base price shown is for the Dogwood MAIN LEVEL LIVING FLOORPLAN and we have many other plans including those with first floor primary suites, farmhouse kitchens, and multi-generational options. All homes include exceptional standard features including 10' main level ceilings, Hardwood floors, upgraded cabinetry and countertops, extensive trim package, and HardiePlank exterior. Plans are ready to be customized! DECORATED MODEL HOME located at 156 Covey Lane Winchester Va Open SATURDAYS and SUNDAYS from 11am to 5pm Call Sales Manager for Appointment

Lot 60 Gravenstein Ct, Winchester
$195,000
VAFV2032844 MLS
REDUCED! CALLING ALL BUILDERS!! 7 BUILDING LOTS (being sold as a bundle) located in Shawneeland in Frederick County, VA. . Perc approved certification letter, plat and sewer docs on file for each lot. The lots range in size from 0.40-0.92 acres. Potential home sites for permanent home or weekends and vacations. Enjoy hiking, fishing, swimming in the lake, nature walks and playgrounds for the kids. Maintenance of roads, common areas, amenities, snow plowing etc managed by Shawnee Land Sanitary District/Frederick County. Sanitary District Tax just $190 for unimproved lot. Shawneeland (also known as Shawnee Land) is a residential community located on the eastern slopes of Great North Mountain. Lots included by tax ID #: 49A3-1-BB-E has 2 Bedroom perc on 0.40 acres; 495A5-1-Q05 has 2 Bedroom perc on 0.61 acres; 49A5-1-R-15 has 3 Bedroom perc on 0.49 acres; 49A06-1-W-66 has 3 bedrooms on 0.63 acres; 49A06-110-48 has 3 Bedroom perc on 0.71 acres; 49A07-1-5-223A has 3 Bedroom perc on 0.92 acres; 49A08-111-190 has 3 Bedroom perc on 0.54 acres. DETAILS for EACH LOT ARE IN DOCUMENTS. Contact listing agent with questions.

7 Building Lots In Shawneeland, Winchester
$30,000
VAFV2024536 MLS
Attention Builders! 4 Pack of contiguous building lots in Wilde Acres -Mountain Falls Park, you have the opportunity to construct your very own mountain top retreat. Mountain Falls Park is conveniently located, just a short drive away from Stephens City or downtown Winchester, VA, providing an easy commute while still offering the seclusion and serenity of the mountains. Immerse yourself in park-like living within a wooded setting. These four lots not only provide immediate possibilities but also promise potential investment growth in the future. These four lots have some of the best mountain views in the neighborhood without loosing ease of access to town. The expansive lot 13a, spanning three-fourths of an acre, already possesses a recorded 4 bedroom perc. certificate, making it ready for construction. With the purchase of this property, you not only gain privacy but also the opportunity to potentially build additional homes on the other three lots. Fox Trail lot 10, 11, and 12 are included with the purchase of lot 13a for you to chose to do what you wish with, secure your privacy or perhaps build additional homes? In total, this sale offers over an acre and a half of land. Furthermore, the four lots conveniently border the undeveloped common area grounds, thus ensuring an exceptional natural ambiance. Tax rates included in this listing are for all four lots combined however the HOA fees apply to each individual lot. Buyer's should do their own due diligence.

Lot 10,11,12-13 A Fox Trl, Winchester
$17,000
VAFV2020878 MLS
Tired of the bustle of city life? Visit Shawneeland in northwestern Frederick County, Virginia. Visit for a day and stay for a lifetime. This mountaintop lot on the western slope is just the place to build a home. Enjoy Shawneeland's amenities: a spring-fed lake perfect for swimming and fishing, a playground for the children, and hiking trails for the entire family. Love the country but want to be close to basic services? Winchester, VA, is just 12 miles away. You'll find a regional medical center, lots of shopping, restaurants, breweries, wineries, and museums, as well as walking and biking trails. Winchester, a Tree City USA, is home to the Shenandoah Apple Blossom festival, a crowd-producing week-long event celebrating its 98th year in May 2025.

Lot 111 Cub Trl, Winchester
$12,500
VAFV2020880 MLS
This corner lot in Shawneeland, a residential community nestled against the backdrop of Great North Mountain. northwestern Frederick County, Virginia, offers the opportunity to return to nature and revel in your privacy. Build your getaway home or consider moving here permanently. Enjoy swimming or fishing in the community's spring -fed lake, take the children to the playground, or bring together the family for a long, invigorating hike. Shawneeland is only 12 miles from Winchester and its many amenities. Find a large regional medical center there, lots of shopping, restaurants, wineries, breweries, and museums, as well as hiking and biking paths. Winchester, a Tree City USA, is also home to the Shenandoah Apple Blossom festival, a crowd-pleasing week-long party celebrating its 98th year in May 2025. Shawneeland is located in a Sanitary District. Fee is 190.00 per year for unimproved lots.

Cub Trl Unit #LOT 90, Winchester
$17,000
VAFV2020858 MLS
Looking for a lot in a quiet, rural development where you can enjoy the beauty of nature, listen to the birds, and view an occasional wild turkey or deer? This undeveloped lot in Shawneeland may be just the place for you. With its spring-fed lake, great for fishing or swimming, and mountain trails, Shawneeland is the perfect place to build a getaway retreat or a full-time residence. Located just 12 miles from Winchester, you have plenty of options for restaurants, breweries, and wineries. Winchester is home to a large regional medical center, and the town is full of history. It was surrounded by skirmishes during the Civil War and changed hands 72 times. Learn more about the history of Winchester and the Shenandoah Valley at the Museum of the Shenandoah Valley, enjoy its walking/bike paths, art exhibits, and plan to attend a Friday evening outdoor concert. Winchester is also home to the Shenandoah Apple Blossom Festival, a week-long spectacular event of parties, parades, and carnivals celebrating its 98th year in 2025.

Lot 76 Bear Trl, Winchester
$17,000
VAFV2020870 MLS
This lot is located in the Shawneeland community of northwestern Frederick County, Virginia on the western-facing slope of Great North Mountain. Level and partially treed, it's a spectacular place to build your weekend getaway cabin or year-round home. Swim in Shawneeland's spring-fed lake, fish, hike, and picnic, or simply enjoy the quiet beauty of nature. Located just 12 miles from Winchester, you have plenty of options for restaurants, breweries and wineries. Winchester is home to a large regional medical center, and the town is full of history. It was surrounded by skirmishes during the Civil War, and changed hands 72 times. Learn more about the history of Winchester and the Shenandoah Valley at the Museum of the Shenandoah Valley, enjoy its walking/bike paths, art exhibits, and plan to attend a Friday evening outdoor concert. Then retreat to your piece of paradise nestled in the Appalachians.

Lot 231 Timber Ridge, Winchester
$399,000
VAWI2005956 MLS
Make Offer! Excellent Development Opportunity! Downtown Winchester, VA! APPROVED (!) Mixed Use site plan for multi-story building consisting of 1st floor commercial space (1,340 SF) with 6x spacious luxury condos/apartments (potential for seven) with rooftop patio above (for total of 8 rental units)! Legacy development opportunity! One North is located in the second historical district and Enterprise Zone. It qualifies for a $100K state grant along with special financing, tax rebates and other incentives to build. Buyer to verify all incentives. VERY FEW infill lots available and certainly not already site plan approved! One block from walking mall. Asking $449,000, price includes land, approved planning and zoning site plan with a building design, and floor layout by Design Concepts. Make Offer!

1 N Braddock St, Winchester
$3,200,000
VAFV2019694 MLS

472 Mccubbin Rd, Winchester
$40,000
VAFV2019546 MLS
Welcome to your buildable, oversized 1.38 acre lot in Duck Run. Ready for your forever home? Come check this property out! No utilities on property. Blank slate ready for all your design ideas.

105 Arum Trail, Winchester
$499,000
VAFV2019078 MLS
Beautiful 17.98 acre Lot, approved for 3 bedroom perk, Tavistock Estates, one of the last lots remaining! A gorgeous 7 minute drive from town through farmland and full of mountain views. Excellent neighborhood, road access is great, level lot among 'horse country' estates! Build your dream mini equestrian farm or just enjoy peace, quiet, and serenity with the genius of a quick commute into town! 1990 soils report uploaded, Buyer to do its own due diligence. Asking $499,000.

Lot 13 Tavistock, Winchester
$369,900
VAFV2019074 MLS
Beautiful 11.49 acre Lot, approved for 3 bedroom perk, Tavistock Estates one of the last lots remaining! A gorgeous 7 minute drive from town through farmland and full of mountain views. Excellent neighborhood, road access is great, level lot among 'horse country' estates! Build your dream mini equestrian farm or just enjoy peace, quiet, and serenity with the genius of a quick commute into town! 1990 soils report uploaded, Buyer to do its own due diligence. Asking $369,000.

Lot 1 Tavistock Dr, Winchester
$20,000
VAFV2018730 MLS
A Hidden Gem Waiting for You Nestled in the serene countryside of Winchester, Virginia, lies a great treed building lot on the lower side of Shawneeland. This picturesque piece of land offers the perfect blend of seclusion and convenience, making it an ideal location for building your dream home. Enjoy the tranquility and natural beauty of Shawneeland's private parks, perfect for relaxing strolls and outdoor activities. Delight in the scenic ponds scattered throughout the subdivision. Take advantage of the lake with its own beach, providing a perfect spot for swimming and sunbathing on warm summer days. Shawneeland is positioned close enough to essential amenities, ensuring easy access to shopping, dining, and entertainment. Despite its accessibility, Shawneeland is secluded enough to offer respite from the hustle and bustle of crowded areas, allowing you to enjoy a peaceful lifestyle. There is no homeowners association however, there’s small sanitary district fee is required, ensuring the maintenance and upkeep of the community's sanitary services. Contact us today to see this wonderful lot and start envisioning the possibilities for your future home in Shawneeland, Winchester, Virginia. Don't miss out on this rare opportunity to own a piece of paradise!

Lot 102 Bow Wood Trail, Winchester
$2,525,100
VAFV2017572 MLS
8.86 Acres of undeveloped commercial land zoned B-2 with excellent US 37 future signage visibility, exposure, and location. All utilities available for connection. Approved uses include self-storage warehouses, distribution warehouses, car washes, new car dealerships, hotels and restaurants.

Kavanaugh Dr, Winchester
$2,525,100
VAFV2017570 MLS
8.86 Acres of undeveloped commercial land zoned B-2 with excellent US 37 future signage visibility, exposure, and location. All utilities available for connection. Approved uses include self-storage warehouses, distribution warehouses, car washes, new car dealerships, hotels and restaurants.

Kavanaugh Dr, Winchester
$1,250,000
VAWI2004616 MLS
1.15 acres located at 2970 and 2978 Valley Avenue featuring a former used car lot that will offer enough area to display area for 30-40 cars. There is public water and sewer available. 2978 Valley Avenue features 5 rental units producing gross monthly revenue of approximately $4,000.00. The list price for purchase is $1,250,000 for both properties with 1.15 acres. 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 or use of the existing buildings could be a solution.

2970 Valley Ave, Winchester
$649,900
VAFV2014820 MLS
3 parcels of land to total 1.75 acres zoned B-2 in a great location right off I-81 and on Route 7 resulting in lots of exposure/high traffic area. Right next door to Walgreens. Approved for 10,000 sq ft of commercial space! Can easily be rezoned for apartments! Great opportunity. Currently has an income producing residential home on the lot. Will consider owner financing. Tax Map IDs: 54-9-2, 54-9-3, 54-9-4. MLS Commercial Listing # VAFV2014822

115 Dairy Corner Pl, Winchester
$649,900
VAFV2014822 MLS
3 parcels of land to total 1.75 acres zoned B-2 in a great location right off I-81 and on Route 7 resulting in lots of exposure/high traffic area. Right next door to Walgreens. Approved for 10,000 sq ft of commercial space. Can easily be rezoned for apartments! Great opportunity. Currently has an income producing residential home on the lot. Will consider owner financing. Tax Map IDs: 54-9-2, 54-9-3, 54-9-4. MLS Land Listing # VAFV2014820

115 Dairy Corner Pl, Winchester