Refine Search
Sort by
180-190 Prosperity Dr, Winchester
$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:

1115 Chapel Rd, Middletown
$3,100,000
3 Beds ⋅ 3 Baths
Introducing FOXLEA FARM, A Stately Plantation Style Estate, where Southern Charm Meets Mountain Majesty – 58+/- Acres of Endless Potential! Welcome to your dream property—58+/- acres of scenic, cross-fenced pastureland nestled among breathtaking mountain views. This Southern gem is tailor-made for equestrian lovers, hobby farmers, or anyone seeking wide-open spaces with the comforts of modern living. A few of the Key Features Include: Panoramic Mountain Views in every direction, Automatic Waterers in each pasture—low maintenance, year-round convenience, Horse-Ready Barn with two stalls, Signature Magnolia Tree adding timeless Southern elegance, Home with Dual-Level Balconies—ideal for sunrise coffee or sunset unwinding, Cross-Fenced and ready for livestock or rotational grazing, Just Minutes from the Interstate—secluded but accessible, Possible Subdivide Opportunity—invest or expand! Whether you're looking to build your legacy homestead or develop for future value, this property offers rare versatility and classic Southern beauty. A place where refined elegance meets rustic beauty. Nestled amid rolling pastures and panoramic mountain views, this property boasts a classic English boxwood garden—a tranquil, evergreen sanctuary that adds both prestige and peace to the landscape. Whether you're strolling through boxwood-lined paths, sipping sweet tea on the balcony, or watching your horses graze at sunset, this property captures the romance of the South with timeless sophistication.

1115 Chapel Rd, Middletown

Listing courtesy of Mountains Edge Realty LLC. Contact:

231 Timber Rdg, Winchester
$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.

231 Timber Rdg, Winchester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Cub Trl Unit LOT 90, Winchester
$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:

111 Cub Trl, Winchester
$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.

111 Cub Trl, Winchester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Lot 76 Bear, Winchester
$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, Winchester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

5 Williamson Rd, Winchester
$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:

105 Arum Trl, Winchester
$40,000
🚨 PRICE REDUCED TO ONLY $40,000! 🚨 🌳🏡 BUILD YOUR DREAM IN WINCHESTER, VA! 🏡🌳 📍 105 Arum Trail, Winchester, VA 22602 💰 NOW ONLY $40,000! 🌲 1.38 Acres | Buildable Lot | Duck Run/Shawneeland Ready to stop dreaming about your forever home and start planning it? This could be the perfect place to begin! Welcome to this oversized 1.38-acre buildable lot located in the Duck Run/Shawneeland area of Winchester. With a blank slate ready for your ideas, you can bring your plans, choose your style, and create a home that is truly your own! ✨ PROPERTY HIGHLIGHTS: 🌳 Oversized 1.38-acre lot 🏡 Ready for your future home plans 🎨 Blank slate for your own design ideas 📍 Winchester, Virginia location 💲 REDUCED TO JUST $40,000! ⚠️ Please Note: There are currently no utilities on the property, giving the new owner the opportunity to plan and develop the property to suit their needs. Whether you're ready to build your forever home, planning for the future, or looking for land to add to your portfolio, 105 Arum Trail deserves a look! 🔥 At only $40,000, come see the possibilities for yourself! 📲 Contact us today for more information or to schedule a time to check out the property! 🏡 Your land. Your plans. Your future. Start here. 🌲❤️

105 Arum Trl, Winchester

Listing courtesy of Cedar Creek Real Estate. Contact:

Grocery Unit LOT G, Winchester
$1,471,000
PRICE REDUCED!! We have a contract in Due Diligence! However, owner is still accepting good offers! Pad site G setting back from Senseny Road adjacent to the Orrick Commons Shopping Center is a prime site for a Grocery Store and the residents in the area are ANXIOUS to get a store to service their needs. Great location with easy access AND an entrance directly from a 55 and older community that is FULLY BUILD out with single family homes and an apartment building! Valley Health has a medical office just in front of the lots facing Senseny Road. This could be a excellent self-storage location, also. Near McDonalds and CVS Pharmacy. Lots of roof tops and high traffic count in the area midway between route 7 east (1 mile) and route 50 east (2 miles). Access to the lot from Greenwood and Senseny road in the Orrick Commons Center. 2 miles from Winchester City limits on Senseny Road at a lighted intersection. There are single family developments throughout the area of Greenwood and Senseny road areas with sale prices for homes starting in the $400,000.00 range! This intersection has two grade schools and a high school with 3 miles of the location. This is a great opportunity for a grocery store to gain support for the local community!

Grocery Unit LOT G, Winchester

Listing courtesy of Commercial Specialists. Contact:

Grocery Ave Unit LOT G, Winchester
$1,471,000
PRICE REDUCED!! Owners are looking for reasonable offers. Pad site G setting back from Senseny Road adjacent to the Orrick Commons Shopping Center. Great retail, restaurant, office location. ALSO SELF-STORAGE!!! Near McDonalds and CVS Pharmacy. Lots of roof tops and high traffic count in the area midway between route 7 east (1 mile)and route 50 east (2 miles). Access to the lot from Greenwood and Senseny road in the Orrick Commons Center. 2 miles from Winchester City limits on Senseny Road. Access to the 55 and older communities being constructed in the area, One multi-level apartments and 33 acres of single family and town homes beside the pad sites that is nearing built out. Apartment building now leasing units. This property calls out for self storage with not only the 55 and older community but new housing on Greenwood Road with $600,000 homes being build! The land is flat and ready to develop with utilities on site for hookup!

Grocery Ave Unit LOT G, Winchester

Listing courtesy of Commercial Specialists. Contact:

How much is your home worth?

Get instant property value now!