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Discover the possibilities with this beautiful 20.2-acre property offering the perfect blend of privacy, natural beauty, and opportunity. Featuring a mix of mature woods and a spacious open field, this versatile parcel is ideal for outdoor recreation, hunting, or creating your own private retreat. With a recorded dominant easement for ingress and egress, you’ll enjoy convenient access while maintaining the peaceful seclusion that makes this property so special. Whether you’re dreaming of building your custom home surrounded by nature or looking for a weekend getaway to enjoy the outdoors, this land provides the perfect canvas to bring your vision to life. Don’t miss the chance to own a slice of the countryside where you can create the lifestyle you’ve always imagined.

Brush Creek Road, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

$49,500

Don't miss this rare opportunity in Shawneeland! This beautiful L-shaped wooded hillside lot offers nearly 1.45 acres of mountain serenity and flexibility for your future home. Nestle your residence along Willow Trail, surrounded by mature trees and natural beauty, or build near the top of the property on Tomahawk Trail, where you'll enjoy breathtaking views of the Shenandoah Valley and the distant Blue Ridge Mountains. Located in the mountain community of Shawneeland, this property offers the perfect balance of peaceful seclusion and convenient access to modern amenities. Just a short drive from Winchester, Virginia, you'll find Valley Health's regional medical center, Shenandoah University, museums, parks, theaters, shopping, dining, and the charming historic walking mall in downtown Winchester. Whether you're dreaming of a weekend retreat, a mountain getaway, or a year-round residence, this property provides an exceptional setting to bring your vision to life. Come for a visit, stay for a lifetime. Shawneeland Sanitary District maintains roads and street signs. Fee is 190.00 annually. There is an old one-bedroom perc on file (1996) with the County showing the drainfield at the bottom of the hill off Willow and the homesite at the top of the hill on Tomahawk.

1600 Tomahawk Trl, Winchester

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

$1,800,000

4.93 acres with great interstate exposure. End of cul de sac. Owners have proposed platt showing parcel subdivided into 4 parcels

Sulky, Winchester

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

$44,900

"Build Your Home On Henry" This beautiful 3-Acre lot is located in Mountain Falls Park. With mature trees you can enjoy your privacy. Enjoy the community lake, common area, playground and picnic area! Has a 3-bedroom perc. Bring your vision to life!

Henry Dr, Winchester

Listing courtesy of Samson Properties. Contact:

$4,000

.31 acre wooded lot on an incline. No septic or well tests have been done. Seller doesn't know if it's buildable. Drive by any time to show.

Fox Trl Unit LOT 1, Winchester

Listing courtesy of RE/MAX Roots. Contact:

$6,000

Discover the perfect blend of privacy and nature with this beautiful wooded lot located on Panther Drive in the desirable Wilde Acres community. Offering approximately 0.252 acres, this property provides an excellent opportunity to build your dream home, vacation getaway, or weekend retreat surrounded by the peaceful beauty of the surrounding forest. Mature trees create a picturesque setting while providing natural privacy and a tranquil atmosphere. With road frontage already in place, accessing your future homesite is both convenient and practical. Whether you're looking to enjoy the sights and sounds of nature, create a relaxing escape from the hustle and bustle, or invest in land for the future, this property offers endless possibilities. Wilde Acres continues to attract those seeking a peaceful mountain lifestyle while remaining within approximately 20 to 25 minutes of downtown Winchester. Enjoy easy access to shopping, dining, healthcare through Valley Health, educational opportunities at Shenandoah University and Laurel Ridge Community College, major employers such as Amazon, and countless recreational amenities. Don't miss this opportunity to bring your vision to life in one of the area's most scenic and growing communities. Your future starts here on Panther Drive.

705 Panther Dr, Winchester

Listing courtesy of Samson Properties. Contact:

$110,000

The rural America many people desire is available on state maintained Pack Horse Road. There are 3 lots being sold separately and this 6.42 lot C is wooded, has septic already installed, has a Frederick County cert letter (see documents from health department however buyer should do due diligence). Unrestricted and so think about the possibilities for a homestead, simple get away to enjoy quiet and tranquility, and/or the new concept of a tiny home! Driveway is a little washed out so recommend 4 wheel drive or walk up from Pack Horse Road.

Pack Horse Rd, Winchester

Listing courtesy of RE/MAX Roots. Contact:

$89,000

The rural America many people desire is available on state maintained Pack Horse Road. There are 3 lots being sold separately and this 5 acre lot B is wooded, has an old cabin (do not enter and at one time had electric), has a Frederick County cert letter (see documents from health department however buyer should do due diligence). Unrestricted and so think about the possibilities for a homestead, simple get away to enjoy quiet and tranquility, and/or the new concept of a tiny home! Driveway is a little washed out so recommend 4 wheel drive or walk up from Pack Horse Road.

Pack Horse Rd, Winchester

Listing courtesy of RE/MAX Roots. Contact:

$89,000

The rural America many people desire is available on state maintained Pack Horse Road. There are 3 lots being sold separately and this 6.11 lot A is wooded, has a Frederick County cert letter (see documents from health department however buyer should do due diligence). Unrestricted and so think about the possibilities for a homestead, simple get away to enjoy quiet and tranquility, and/or the new concept of a tiny home! Driveway is a little washed out so recommend 4 wheel drive or walk up from Pack Horse Road.

Pack Horse Rd, Winchester

Listing courtesy of RE/MAX Roots. Contact:

$1,315,000

Opportunities like this are becoming increasingly difficult to find within the growing Winchester market. Strategically positioned along the Rt. 522 corridor, this 2.23-acre commercial property offers the ideal combination of visibility, accessibility, flexibility, and future potential. Surrounded by established medical facilities, national businesses, residential communities, and expanding commercial infrastructure, the property is well positioned for a wide range of development opportunities. Currently zoned B2 and RP, the site supports numerous commercial applications including hospitality, medical and professional offices, automotive-related services, personal service businesses, self-storage, and additional commercial uses. The property also presents future rezoning possibilities, providing long-term flexibility for investors and developers seeking to maximize the site’s potential. Located just minutes from Winchester Medical Center with immediate access to Highway 37 and Interstate 81, the property benefits from strong regional connectivity and consistent traffic exposure within Frederick County’s most active commercial corridors. Whether envisioned as a medical campus, hospitality site, professional office complex, or mixed commercial development, this property offers the location, infrastructure, and flexibility to support a wide range of future possibilities.

N Frederick Pike, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

$1,200,000

Prime Corner Lot at Front Royal Pike & Airport Road - High-Visibility Winchester Location Positioned at one of Winchester's most traveled intersections, this corner lot offers exceptional visibility with a combined 19,800 vehicles passing daily. Located at the signalized intersection of Front Royal Pike (U.S. 522) and Airport Road, the site provides strong traffic flow, and strategic positioning within a rapidly developing commercial corridor. The property is currently zoned RP (Residential Performance), offering flexibility for future development opportunities subject to rezoning or special use approvals. Its corner configuration, frontage on two well-traveled roads, and proximity to major commercial activity make it an ideal candidate for retail, service, office, or mixed-use concepts. Whether for long-term investment or immediate planning, this site delivers the visibility, access, and growth potential that developers and businesses look for in the Winchester market.

699 Front Royal Pike, Winchester

Listing courtesy of Oakcrest Commercial Real Estate. Contact:

$188,000

Build Your Ultimate Private Sanctuary on Hoover Mountain Retreat!Escape the noise and embrace the serene beauty of the Virginia countryside on this magnificent 17.8-acre wooded lot in Northern Frederick County. Boasting an ideal blend of flat clearing areas and scenic rolling hills, this expansive parcel gives you total creative freedom to build your custom estate completely hidden from the outside world.Enjoy ultimate autonomy with no HOA rules or restrictive covenants—bring your hobbies, build your workshops, and live life at your own pace. Prep work is already underway with an approved perk and completed design for a 3-bedroom alternative septic system, heavily fast-tracking your building timeline. Best of all, you can enjoy a secluded, quiet country lifestyle while remaining just minutes from the essential services of downtown Winchester and the Winchester Medical Center. Don't wait—schedule your private tour of Lot 5 Snake Drive today!

Lot 5 Snake, Winchester

Listing courtesy of Samson Properties. Contact:

$134,900

Bring your builder and house plans! REDUCED & Owner financing! Build your dream home on this beautiful 2.03-acre wooded parcel in a desirable Winchester location! Enjoy the perfect combination of privacy and convenience, with easy access to Valley Health, schools, shopping, and Route 37. The current owner has already completed much of the groundwork, making this property ready for your building plans. The lot features an approved 4-bedroom/8-person sewage disposal system construction permit, valid through August 11, 2027, with the option to renew for an additional 18 months. The approved driveway entrance is already installed, saving time and expense. Surrounded by mature trees, this property offers a peaceful setting with plenty of natural beauty while remaining just minutes from everyday amenities. Whether you're looking to build now or secure a future homesite, this parcel presents an excellent opportunity in a sought-after area of Winchester. ****Possible owner financing is available for one year at 5.25% interest only.

Wardensville Grade, Winchester

Listing courtesy of RE/MAX Real Estate Connections. Contact:

$45,000

Attention Future Homeowners & Investors! Don’t miss this incredible opportunity to own a spacious lot of over half an acre with road frontage on Hawk Trail — the perfect setting to build your dream home, vacation getaway, or next investment property. Enjoy community amenities with NO HOA fees, including: Cherokee Lake with boat ramp (gas motors not permitted), Beach area, Recreational parks and scenic streams, Fishing ponds, Playground, Pavilion and sports areas, Covered and lighted mailbox stations and covered school bus stops. Experience peaceful country living while still being conveniently located just approximately 15 minutes from schools, shopping, the hospital, and downtown Winchester. An additional adjacent lot (#159 Hawk Trl) is also available for purchase, offering a great opportunity to expand your vision or own both parcels. BONUS: Preliminary plans and studies are already available and transferable for a proposed 3-bedroom, 2.5-bath home model — a valuable head start for your future build. Excellent opportunity with endless potential!

LOT 160 Hawk Trail, Winchester

Listing courtesy of Vaze Realty. Contact:

$45,000

Attention Future Homeowners & Investors! Don’t miss this incredible opportunity to own a spacious lot of over half an acre with road frontage on Hawk Trail — the perfect setting to build your dream home, vacation getaway, or next investment property. Enjoy community amenities with NO HOA fees, including: Cherokee Lake with boat ramp (gas motors not permitted), Beach area, Recreational parks and scenic streams, Fishing ponds, Playground, Pavilion and sports areas, Covered and lighted mailbox stations and covered school bus stops. Experience peaceful country living while still being conveniently located just approximately 15 minutes from schools, shopping, the hospital, and downtown Winchester. An additional adjacent lot (#160 Hawk Trl) is also available for purchase, offering a great opportunity to expand your vision or own both parcels. BONUS: Preliminary plans and studies are already available and transferable for a proposed 3-bedroom, 2.5-bath home model — a valuable head start for your future build. Excellent opportunity with endless potential!

159 Hawk Trl, Winchester

Listing courtesy of Vaze Realty. Contact:

$17,000

Discover the perfect blend of privacy and potential with this beautiful wooded homesite tucked away on a quiet cul-de-sac. Surrounded by mature trees and accessed entirely by paved roads, this property offers a peaceful setting with the opportunity for stunning mountain and valley views once cleared. Whether you're planning a weekend retreat or your forever home, this is a rare chance to create your own private oasis just 25 minutes from Winchester!

342 Archwood Trl, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

$215,000

A rare offering in the established Oakdale Crossing Community. This 0.61 acre-lot boasts a flat topography, tucked on a quiet cul-de-sac, and framed with large lush trees. Enjoy the perfect blend of seclusion and proximity with a short drive to the Winchester Country Club, Jim Barnett Park, Major shopping & dining, and the downtown walking mall. + prime location for commuters with easy access to major routes. Whether you’re crafting a private retreat or a contemporary home, this property is ready for construction with water and sewer already available. If you’re looking for that prime east-side Winchester location, this is it! Professional Drone & Ai generated concepts coming soon!

Lot 40 Huntersridge Rd., Winchester

Listing courtesy of Hunt Country Sotheby's International Realty. Contact:

$21,500

It's time to MAKE YOUR DREAMS A REALITY with this beautiful, nearly HALF-ACRE building lot on the PREMIUM VIEW-SIDE of Rockwood Trail - just 30 minutes from downtown Winchester! Picture a cozy, custom-built home nestled atop quiet Shawneeland, with a gentle breeze carrying whispers of nature and potential stunning valley vistas stretching as far as the eye can see. Approved for a two-bedroom septic system (with a certification letter in hand), this lot offers both the practical and the picturesque—a perfect blend of peace, privacy, and potential. Close enough for a quick city escape, yet far enough to enjoy your own slice of tranquil country magic, this lot invites you to dream big and build the home you’ve always imagined. Your fresh start awaits! Schedule your showing today!!

181 Rockwood Trl, Winchester

Listing courtesy of Samson Properties. Contact:

$475,000

Approximately 90-acre wooded parcel offering abundant space for recreation, hunting, and enjoying nature, with Little Brush Creek bordering the property. This private retreat features approximately 2,500 feet of creek frontage and has been recently surveyed. The property is accessed by frontage on Shockyeville Road or established easement and offers a peaceful, remote setting while still being conveniently located near restaurants, shopping, and other amenities. Enjoy nearby walking trails, including the Tuscarora Trail adding even more outdoor appeal to this unique property. Perfect for outdoor enthusiasts seeking peace and quiet with easy access to modern conveniences. No HOA or road maintenance agreements. Shockeysville Road is state maintained for added convenience and year-round access.

Shockeysville Rd, Winchester

Listing courtesy of Pearson Smith Realty, LLC. Contact:

$265,000

This may be the perfect opportunity for you to acquire a prime lot in the City of Winchester, Virginia, and build your dream home! Nestled in the established Meadows Branch neighborhood, one of Winchester’s most upscale developments of beautifully crafted homes, this spacious nearly 1-acre lot backs to the protected Abrams Creek Wetlands Preserve and Winchester’s Green Circle Trail. Utilities are readily available, including natural gas and high-speed internet. Water and sewer provided by the City of Winchester are already stubbed to the property line, and the water and sewer tap fees have already been paid, saving the Buyer $20,800 for a 1” water supply line which otherwise would have to be paid to the City along with the building permit. The lot is already prepped with clearing, fill, and avoidance of expensive excavation of limestone prevalent in Winchester. Located in an ideal setting for both peaceful relaxation in nature and an active lifestyle in the community, this lot is near the biking, running, and walking Green Circle Trail through the City of Winchester and the Abrams Creek Preserve pathway. This lot is in close proximity to Winchester’s Historic Old Town (1.9 miles), Shenandoah University (2.2 miles), Winchester Medical Center (1.6 miles), Museum of the Shenandoah Valley (1.7 miles), and numerous dining, shopping, work, and leisure options. Winchester is an ideal historic town that has a complete package of charm, friendliness, parks, museums, schools, and businesses. It perfectly blends the nostalgic lifestyles of the past with the modern conveniences of the present. As a growing community, and especially in this neighborhood, the rising real estate values make this property a great investment. Do not miss your chance to own this rare opportunity! This is your opportunity to create something truly special!

823 Armistead St, Winchester

Listing courtesy of Keller Williams Realty. Contact:

$195,000

This property is being sold strictly as-is, where-is. The mobile home on the property is believed to date back to the 1960s and is in need of significant renovation. Previous occupants began updating the home but did not complete the work. The property also features a garage-style building with a work bay and office space equipped with air conditioning, offering excellent potential for storage, workshop use, or small business operations. Heating would require portable heaters or an alternative heat source. Please note: the previous tenant still has personal property on site, which is expected to be removed as soon as possible. Buyer to verify all information and property condition to their satisfaction.

150 Cedar Grv, Winchester

Listing courtesy of Colony Realty. Contact:

$79,900

All wooded in private area with other nice homes. About 30 minutes south west of hospital, Wal-Mart. No HOA that allows you to do anything with your property. Older 3BR Perc expired. You could potentially renew it. Ideal to build a dream home and unlimited options. Last mile is a deeded dirt road. Listing agent has interest in the property

Four Wheel Dr, Winchester

Listing courtesy of Premium Realty. Contact:

$199,900

Searching for the ideal place to build your dream home? This awesome 5.39 acre parcel delivers stunning views and a convenient location just minutes from town. Situated right off Rt 50 with easy access to Rt 37 and Interstate 81, you’ll be close to gas stations, restaurants, shopping, the hospital, and so much more—offering the perfect blend of peaceful country living and everyday convenience. The seller has completed the perc test and the 4 bedroom approved cert letter is uploaded in the documents!

Tbd (0) Cather Lane, Winchester

Listing courtesy of Preslee Real Estate. Contact:

$131,500

Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting. A charming pond adds to the beauty and character of this land. Stellar views of the surrounding countryside are attainable with some tree clearing. This property features mildly sloping topography and a wet weather stream. Remote, fully wooded, and zoned Rural Areas (RA). No covenants, no restrictions, and no HOA! Enjoy hiking, camping, and recreation of all types on this land. A short drive from all the amenities and attractions Winchester has to offer. ***Additional adjoining acreage available for purchase. See aerials for details.***

Hodges, Winchester

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

$94,050

Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting. A charming pond adds to the beauty and character of this land. Stellar views of the surrounding countryside are attainable with some tree clearing. This property features mildly sloping topography and a wet weather stream. Remote, fully wooded, and zoned Rural Areas (RA). No covenants, no restrictions, and no HOA! Enjoy hiking, camping, and recreation of all types on this land. A short drive from all the amenities and attractions Winchester has to offer. ***Additional adjoining acreage available for purchase. See aerials for details.***

Hodges, Winchester

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

$89,550

Own a piece of the beautiful Back Creek Heights community in Cross Junction. Located just minutes north of Winchester in the Dehaven part of the county. Access is secured via road frontage on Hodges Lane. Experience exciting hunting as many types of wildlife call this property home including deer, turkey, and many small game species. This tract is currently being used for recreation and hunting. Stellar views of the surrounding countryside are attainable with some tree clearing. This property features mildly sloping topography and a wet weather stream. Remote, fully wooded, and zoned Rural Areas (RA). No covenants, no restrictions, and no HOA! Enjoy hiking, camping, and recreation of all types on this land. A short drive from all the amenities and attractions Winchester has to offer. ***Additional adjoining acreage available for purchase. See aerials for details.***

Hodges, Winchester

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

$89,500

*Price Improvement* Discover the perfect blend of privacy and natural beauty with this 5.49-acre parcel on Whispering Knolls Dr in Winchester, VA. Nestled among scenic country roads, this property offers a peaceful setting to build your dream home. Located approximately 6 miles from I-81, it provides a manageable commute while still offering the charm of rural living. Winchester Medical Center is less than 10 miles away, with farmers markets, dining, and shopping also within easy reach. Situated off a paved road, the property features an established driveway (in need of improvement), along with a completed survey and soil study for a 4 bedroom perc—saving you time as you plan your build. Whether you're ready to build now or simply looking for a serene piece of land to call your own, this property captures the beauty and simplicity of country living.

Whispering Knolls Dr, Winchester

Listing courtesy of Samson Properties. Contact:

$1,499,000

Location Location Location! 2.45 Acres comprised of 4 Lots with 3 income producing dwellings. Site falls withing the Frederick County Comprehensive Plan for Commercial Uses. Located just off the Route 37 and Route 522 Interchange next to Sheetz and KFC. All Dwellings and Outbuildings are strictly as-is.

821,829,839, and 851 Fox, Winchester

Listing courtesy of Coldwell Banker Realty. Contact:

$24,900

Imagine creating your own mountain getaway atop Great North Mountain. Tucked among the trees in Shawneeland, this just-under-half-acre lot offers a peaceful wooded setting, privacy, and the potential for beautiful westerly mountain views. The property includes a relatively level area that may offer possibilities for a future homesite. With thoughtful planning and clearing, envision a cozy cabin, mountain chalet, or full-time residence surrounded by the natural beauty of the mountain. Enjoy the feeling of being tucked away in the mountains while remaining approximately 20 minutes from Winchester, with hard-surface roads for most of the drive. A previous septic approval for a 4-bedroom Puraflo system, dated 2006, is available in the listing documents. Buyers should perform their own due diligence and verify current septic requirements, approvals, and building requirements with the appropriate county authorities. Whether you're dreaming of a weekend escape or a place to call home year-round, Bobcat Trl offers an opportunity to create your own retreat on Great North Mountain.

162 Bobcat Trl, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

$925,000

PLEASE NOTE THAT THERE IS AN ELECTRIC FENCE. PLEASE MAKE SURE IT'S CLOSED BEHIND YOU WHEN ENTERING AND EXITING PROPERTY. MUST HAVE AN APPOINTMENT AND BE ACCOMPANIED BY AN AGENT TO SEE THIS PROPERTY. A truly rare opportunity to own over 150 acres in Frederick Co., VA , just a few miles west of the scenic Shenandoah Valley—where rolling pasture, privacy, and possibility come together. 950 Stony Hill Rd. offers a stunning blend of open farmland and natural beauty. With significant portions of the land farmable, this property is perfectly suited for agricultural use, equestrian pursuits, or creating a remarkable private estate or multi-generational retreat. Development may be possible. Any Purchaser needs to do their own research for their desired use(s). Existing features include available electric and a former tenant house (not livable). This property is 15 minutes from Historic Old Town Winchester, featuring a wide array of shopping, dining and entertainment options. Year-round outdoor activity pursuits are possible on property or nearby, including, golfing, hiking, fishing, kayaking and even skiing within 2 to 2.5 hours. Must be accompanied by Agent and have appointment to tour property. Livestock on property. D0 NOT ENTER OLD TENANT HOUSE. IT'S NOT SAFE. ENTRY TO STUCTURE IS STRICTLY FORBIDDEN. Private property. No drive-bys.

950 Stony Hill Rd, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

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