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$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

$399,900
3 Beds 3 Baths
***BACK ON THE MARKET, NO FAULT OF SELLER*** NEW AND READY TO MOVE IN!!! BRAND NEW 3 BEDROOM, 2.5 BATH COLONIAL! NO HOA FEES AND NO HOA RULES! 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
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

$1,595,000
Incredible opportunity to own 158.443 acres of pristine, private land in an exclusive 3-lot, 440-acre subdivision. This is the most secluded parcel of the three, offering unmatched 360-degree panoramic views and a level of privacy that’s increasingly rare—yet just 15 minutes from town. Tucked away from the lights and sounds of civilization, this property provides a peaceful, off-the-beaten-path lifestyle without sacrificing convenience. A large, flat, cleared building site sits at one of the property’s highest elevations, offering unobstructed views and stunning sunrises and sunsets. This homesite comes with a recorded four-bedroom septic certification letter and a proposed well site. Electric service is also available at the property corner, streamlining the building process. The land features a diverse landscape with miles of views, acres of forest, and over 30 acres of naturally cleared meadow—ideal for wildlife enthusiasts, hunters, or those seeking a low-maintenance natural setting. A stretch of utility easement with power lines crosses a portion of the property and is regularly maintained by the utility company, creating a wide, open corridor perfect for hiking, riding, or wildlife viewing. Owners are free to use this area, including fencing, as long as utility access is preserved. Family subdivision is allowed. With exceptional access, incredible scenery, and nearly limitless potential, this property is truly one-of-a-kind—perfect for your dream home, family compound, hunting retreat, or nature preserve.

158.5 Acres Lot 3 Laurel Grove Rd., Winchester

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

$749,900
3 Beds 3 Baths
This is the one that offers the perfect blend of privacy, comfort, and natural beauty. This custom-built 3-bedroom, 3-bath retreat sits on a private, wooded lot with expansive mountain views, creating a peaceful setting that still keeps you close to everyday conveniences. The main-level primary suite provides a relaxing escape with its elegant walk-in shower and soaking tub. Two additional main-floor bedrooms offer generous space and storage, complemented by an updated full hall bath. Warm hardwood floors, a cozy fireplace, and a bright sunroom that opens to the patio create an inviting flow throughout the home. The kitchen features granite countertops, abundant cabinetry, and beautiful natural light. The walk-out basement adds exceptional versatility with space for a family room, office, gym, or guest area, plus a full bath. An enclosed breezeway leads to the oversized garage, a true asset with impressive storage, workshop potential, and room for equipment or multiple vehicles. The usable, unrestricted land is equally valuable—ideal for animals, gardening, outbuildings, or simply enjoying open space without limitations. Here, you get a private, nature-filled sanctuary paired with easy access to shopping, dining, and schools. Properties with this combination of setting, usable acreage, and functional garage space are rare. Schedule you tour today!

1049 Laurel Grove Rd, Winchester

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

$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:

$399,900
3 Beds 3 Baths
Limited time builder offering $10,000 in closing costs with acceptable offer. Nearing completion! Premium Finishes: Enjoy a builder-upgraded interior featuring gleaming hardwood floors throughout the entire home (including all bedrooms) and elegant tile in all bathrooms. Gourmet Kitchen: Equipped with upgraded cabinetry, sleek granite countertops, a central island, and a sunny breakfast nook. Modern Layout: An airy, open floor plan connects the family room to a formal separate dining room. Owner’s Retreat: The spacious primary suite boasts two walk-in closets and a "true" master bath with a soaker tub and separate shower. Expansion Potential: The full basement is ready for finishing with a rough-in for a future bath and a pre-installed radon mitigation pipe. Xfinity available.

211 Inca Trl, Winchester

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

$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: 5406831891

$541,990
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! *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

$640,000
4 Beds 5 Baths
Rustic Elegance Meets Modern Comfort on 5 Acres with No HOA! Tucked away on five private acres zoned for horses, this beautifully updated home is a rare blend of rustic charm and modern convenience. From the moment you arrive, the stone accents on the exterior and the welcoming covered front porch set the tone for timeless style and country character. Inside, the heart of the home is the striking stone fireplace, anchoring the open living area with warmth and grandeur. Wood and LVP flooring carry throughout, enhancing the natural textures and creating a space that feels both cozy and sophisticated. The fully remodeled kitchen shines with modern upgrades, perfectly designed for daily living and effortless entertaining. Two main-level bedrooms each feature en suite baths, offering exceptional flexibility for guests, multi-generational living, or even a short-term rental opportunity. The finished walkout basement adds even more living space with a large bedroom, full bath, and a cozy wood stove, perfect for quiet evenings in. Thoughtful updates in 2023—including a new septic system, upgraded electrical, new well pump, and five new mini-split units—ensure comfort and peace of mind. Outside, the detached garage with a brand-new roof provides room for storage, hobbies, or a workshop. Whether you envision horses grazing, a flourishing garden, or simply wide-open space to enjoy the outdoors, this property delivers. With privacy and serenity just minutes from shopping, Route 7, and I-81, it’s the perfect full-time residence, weekend escape, or investment.

265 Slate Ln, Stephenson

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

$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

$125,000
Large lot available! WELL ON SITE! Over 8 acres for sale in Northern Frederick County, VA at the top of The Shenandoah Valley! Perfect for building or recreation/hunting. Turkey, deer and other wildlife abound. Only 20 minutes from Winchester! 20 minutes from Berkeley Springs, WV! Looking for that perfect get-a-way spot to enjoy wildlife and nature? This may be it! Lot is fully wooded. Ideal location for your year-round home or weekend escape or even just a tree-stand. Also, if you're an Equestrian, there are farms and horses along Light Rd. and stables in the area. Located off of scenic Light Rd. north of the Gainesboro area. So many possibilities for this lot! Seller also has a beautiful home for sale withing walking distance. If the lot is cleared correctly, you will have a breathtaking view of the foothills of the Appalachian Mtn Range and the Valley Province. Gorgeous lot!! So peaceful!!

Light Road, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

$9,995
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