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$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
$1,025,000
3 Beds ⋅ 3 Baths
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

Listing courtesy of Pearson Smith Realty, LLC. Contact: listinginquires@pearsonsmithrealty.com
$195,000
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

Listing courtesy of Jim Barb Realty, Inc.. Contact:

$30,000
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

Listing courtesy of Samson Properties. Contact: (540) 348-4911
$17,000
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

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (540) 662-3484
$12,500
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

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (540) 662-3484
$17,000
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

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (540) 662-3484
$17,000
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

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (540) 662-3484
$783,000
4350 SF Flex Space Available for Sale. Newer three year lease in place with renewal option. Five minutes from I-81, Exit 313, Frederick County, VA. 45 minutes west of Leesburg on Rt. 50 or I-66 to northern VA. Comfortable office area and large warehouse with one private dock door. Fully conditioned! 20+ ceiling height. Very clean. Excellent parking. Located in flex condo park. $3625/month NNN income. 3% annual increases. Asking $783K.

242 Airport Rd, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

$899,000
All brick, excellent condition, Leased Flex/Industrial for Sale, Winchester, VA. Leased through August 2030. Five minutes from I-81, Exit 313, Frederick County, VA. 45 minutes west of Leesburg on Rt. 50 or I-66 to northern VA. Consists of 1000 sf of office and 4000 sf of warehouse. Sold with Long-term tenant in place, NNN lease terms. $57K+/- year GOI. One dock door, 20+ ceiling height. Very clean. Located in flex condo park. Low condo dues, paid by tenant . Asking $899K. Solid 1031 Option.

250 Airport Rd, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

$399,000
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

Listing courtesy of Coldwell Banker Premier. Contact:

$3,200,000

472 Mccubbin Rd, Winchester

Listing courtesy of TTR Sotheby's International Realty. Contact: (202) 333-1212
$40,000
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

Listing courtesy of Cedar Creek Real Estate. Contact:

$499,000
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

Listing courtesy of Coldwell Banker Premier. Contact:

$369,900
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

Listing courtesy of Coldwell Banker Premier. Contact:

$20,000
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

Listing courtesy of Keller Williams Realty. Contact: 7036690099
$2,525,100
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

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

$2,525,100
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

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

$1,250,000
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

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

$649,900
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

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: (540) 665-0360
$649,900
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

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: (540) 665-0360
$1,975,000
Professional Office Space For Sale. This building was the former Winchester City Schools Administrative Building. There are two floors plus a basement. There are 5,670 SF on each of two floors. Located only blocks from the Loudoun Street Walking Mall. Basement office space available. Presently the building is fully leased. There are 16 on-street parking spaces.

12 N Washington St, Winchester

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

$12,900
Are you looking for an affordable approved building lot under 20 minutes to Winchester Medical Center I 81 or I 66 and an overwhelming sense of nature with unparalleled mountain views? Look no further! Mountain Falls Park is known for its close proximity to town, waterfalls, views for miles and a quiet community. This lot is very buildable it is level, has a current survey, recorded plat and a recorded AOSE certification letter for a 2 bedroom septic. Lot 17 Fox offers supreme mountain views. Mountain Falls Park's covenants and restrictions allow homes to be built with a minimum square footage starting at 600 square feet!! No mobile homes. Come build your dream house for full time residence or a vacation getaway!

Lot 17 Fox Trail, Winchester

Listing courtesy of Samson Properties. Contact: (540) 348-4911
$4,000,000
19 Acres, Prime Commercial or FLEX Development Opportunity! Zoned B2, General Commercial. Major commuter corridor to Northern VA, adjacent to Airport Business Park, FBI Records Center, Navy Federal Credit Union headquarters, and new One Logistics Park. Also #1 commuter route to Northern VA! Excellent visibility, flat topo, and dual access on Victory Lane and Independence! Sale includes 14.06 acres and adjacent 5 acre parcel. All 19 acres sold as a whole. Public utilities to site! Asking $4M.

368 Victory Rd, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

$995,000
Interstate Commercial Lot for Sale: 1-acre +/- parcel zoned B2 with potential to rezone to B3. Graded pad with all utilities to site. Ideal for restaurant, retail business, etc. Interstate signage opportunity. Neighbors include Sheetz, National Tire and Battery, Highway 55 Burgers and Shakes, and a 78 room Wyndham Microtel Hotel. The area is also home to FEMA, Amazon Distribution Center, Proctor and Gamble, and a long list of other national companies. See other documents for site plan. Owner is a licensed agent in Virginia.

Amoco, Winchester

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

$2,286,000
5.08 Acres zoned from B-2 in Rutherford Crossing shopping center. Owner will consider subdivision of the property. Directly across from Lowes and Target and next to Spring Hill Marriot Hotel and Suites and FEMA Call Center. Ideal for hotels, restaurants, office buildings, retail, etc... John Schroth and John Scully, owners, are licensed Realtors in the state of Virginia.

Market St., Winchester

Listing courtesy of Colony Realty. Contact:

$2,286,000
5.08 Acres zoned B-2 in Rutherford Crossing shopping center. Owner will consider subdivision of the property. Directly across from Lowes and Target and next to Spring Hill Marriot Hotel and Suites and FEMA call center. Ideal for hotels, restaurants, office buildings, retail, etc... John Schroth and John Scully, owners are licensed Realtors in the state of Virginia.

Market St, Winchester

Listing courtesy of Colony Realty. Contact:

$39,900
Offers the best views of the valley. Beautiful lot (almost 1/2 acre) with valley views of Shenandoah waiting for your clients to build your new home on or buy and hold. Perfect for those who want privacy and view. Great for primary home or weekend retreat. Cert Letter 3 bedroom perk..

Lot 205 Rockwood Trl, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact: 5407738475
$1,000,000
10 acres, Zoned B2/ Well located in fast-growing Channing Drive - Senseny Road corridor, east of Winchester. Lots of rooftops - Contiguous to newer elementary school. Water and sewer located at the property. Road frontage on three roads.

Channing Dr, Winchester

Listing courtesy of Colony Realty. Contact: