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$750,000
Development Opportunity at Front Royal Pike and Airport Road Located at the signalized intersection of Front Royal Pike (U.S. 522) and Airport Road, this highly visible corner property sits within one of Winchester’s growing commercial corridors. The property is currently zoned RP (Residential Performance), with potential for a variety of future uses subject to rezoning, special-use approval, and other applicable governmental requirements. Its prominent corner position, substantial road frontage, and proximity to established and expanding commercial development make it well suited for consideration as a retail, service, office, or mixed-use site. An attractive opportunity for investors, developers, or businesses seeking a strategically positioned property with excellent visibility and long-term growth potential in the Winchester market.

721 Front Royal Pike, Winchester

Listing courtesy of Re/Max Roots. Contact: (540) 686-7362
$1,120,000
Premier builder opportunity!!! Cluster of prime building lots conveniently located less than 10 minutes west of Winchester. Part of what was once the well known Rotz Farm and now part of the brand new Ridgeview Glen community. Quiet and peaceful setting with immediate access to US-50 - Northwestern Pike of less than a quarter mile. This land is ideally positioned between scenic Flint Ridge and flowing Hogue Creek. Supreme builder opportunity consisting of the 12 ready to go building lots in Phases 1 and 2. Phase 3 which consists of 7 additional lots could be purchased separately. All lots feature 4 bedroom septic certification letters which are already on record with the county health department except for Lot 12 which has a 3 bedroom septic certification letter. Legal access is secured via a 50 ft wide access easement off of paved and state maintained Mount Olive Road. Utilities are close by making for easy and affordable hookups. These lots have gently sloping topography. Stellar mountain views can be seen year round from most of the lots. These parcels are zoned Rural Areas (RA) and currently have no covenants, no restrictions, and no HOA. ***Additional adjoining acreage for sale - see aerials for details***

Off Mount Olive Rd, Winchester

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact: 2172859000
$210,000
Prime building lot conveniently located less than 10 minutes west of Winchester with immediate access to US-50 - Northwestern Pike. Part of what was once the well known Rotz Farm and now part of the brand new Ridgeview Glen community. This land is ideally positioned between scenic Flint Ridge and flowing Hogue Creek. This tract features a 4 bedroom septic certification letter which is already on record with the county health department. Legal access is secured via a 50 ft wide access easement off of paved and state maintained Mount Olive Road. Utilities are close by making for easy and affordable hookups. The lot has gently sloping topography and is ready to build on. Stellar mountain views can be seen year round. This parcel is zoned Rural Areas (RA) and has no covenants, no restrictions, and no HOA. Ideal tract to build your dream home or country estate! ***Additional adjoining acreage for sale - see aerials for details***

Off Of Mount Olive Rd, Winchester

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact: 2172859000
$350,000
Open ground that is prime for investment, livestock or build your future home. Fully unrestriced, this property sits a long the Virginia/West Virginia border but calls Virginia home. Accessed via a 50 foot wide right of way from Dominion Road, a home site could be tucked back into the field giving you privacy and mountain views. Along the front portion of the property is a patch of timber that would make for a great homesite or place to create an oasis under the trees canopy. Looking to own a large farm? The adjoining 91+/- acres is also available making the possibilities on these two tracts endless.

Dominion Rd, Winchester

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact: 2172859000
$899,000
152± BEAUTIFUL ACRES IN WINCHESTER, VA! This outstanding property offers an incredible opportunity to build your dream home, cabin, or private retreat. The property features beautiful views, a cleared building site, an approved five-bedroom perc site, and electric has been run to the property, providing an excellent foundation for future development. Outdoor enthusiasts will appreciate the great hunting opportunities, with abundant wildlife including deer, turkey, and more. A stream flows through the property, adding to the natural beauty and creating a peaceful setting. An established road provides access into the property, with access from a deeded right-of-way off Laurel Grove Road. Located just 13 miles from Winchester and less than 9 miles from I-81 and Route 11, the property offers convenient access for commuting while maintaining a private, rural setting. Dulles International Airport is approximately 80 minutes away, with Washington, D.C. approximately 90 minutes away. Whether you're looking to build a home or cabin, enjoy great hunting, or create your own private getaway, this property offers an exceptional opportunity. Come and make this your next great adventure! Buyer is responsible for all due diligence regarding building suitability, permits, zoning, permitted uses, utilities, and any other intended use of the property. This property will be offered at auction on Friday, October 16, 2026, at 1:00 PM. The list price in no way represents a minimum, starting, or acceptable bid. This property will be offered in a multi-parcel auction, giving buyers the flexibility to purchase Tract 1, Tract 2, or both tracts. Tract 1: 152.44+/- Acres Tract 2: 158.43+/- acres

TRACT 1: 152.44+/- ACRES Off Of Laurel Grove Rd, Winchester

Listing courtesy of Hurley Real Estate & Auctions. Contact: (717) 729-5501
$899,000
158.43± BEAUTIFUL ACRES IN WINCHESTER, VA! This outstanding property offers an incredible opportunity to build your dream home, cabin, or private retreat. The property features beautiful views, a cleared building site, an approved five-bedroom perc site, and electric is near to the property, providing an excellent foundation for future development. Outdoor enthusiasts will appreciate the great hunting opportunities, with abundant wildlife including deer, turkey, and more. A stream flows through the property, adding to the natural beauty and creating a peaceful setting. An established road provides access into the property, with access from a deeded right-of-way off Laurel Grove Road. Located just 13 miles from Winchester and less than 9 miles from I-81 and Route 11, the property offers convenient access for commuting while maintaining a private, rural setting. Dulles International Airport is approximately 80 minutes away, with Washington, D.C. approximately 90 minutes away. Whether you're looking to build a home or cabin, enjoy great hunting, or create your own private getaway, this property offers an exceptional opportunity. Come and make this your next great adventure! Buyer is responsible for all due diligence regarding building suitability, permits, zoning, permitted uses, utilities, potential utility projects, and any other intended use of the property. The property is crossed by existing power lines, and there may be a project to add an additional power line to the existing lines. At this time, the potential project has not been confirmed, and buyers should conduct their own due diligence regarding any proposed utility projects. This property will be offered at auction on Friday, October 16, 2026, at 1:00 PM. The list price in no way represents a minimum, starting, or acceptable bid. This property will be offered in a multi-parcel auction, giving buyers the flexibility to purchase Tract 1, Tract 2, or both tracts. Tract 1: 152.44+/- Acres Tract 2: 158.43+/- acres

TRACT 2: 158.43+/- ACRES Laurel Grove Rd, Winchester

Listing courtesy of Hurley Real Estate & Auctions. Contact: (717) 729-5501
$30,000
Here's your chance to own a little over 1 ACRE(1.03) of Peaceful Land in WILDE ACRES! This LOT is ready for your Dream Home! Situated close to the entrance of the community, You will be delighted to see that the land has been partially cleared, a widened entrance, trees added in front for added privacy, and an Approved 3 bedroom septic perc. Enjoy the quiet space, wild life, and room to spread out. A run off stream exists just beyond the cleared area. Lots of trees still abound for privacy. Schedule a showing today to walk this Amazing Property!

440 Mountain Falls, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: (540) 665-0360
$24,500
Build your future home in Shawneeland on this approximately 0.46-acre lot with much of the preliminary work already completed. Lot 4 features surveyed and staked corners, a recorded plat, a located drain field, and an approved three-bedroom conventional perc. Approximately $7,230 has already been invested in health department fees, surveying, and drain-field work, giving the next owner a significant head start on the building process. The health department certification letter is currently pending. The lot offers approximately 100 feet of frontage and 200 feet of depth and is located on Saltlick Trail in Shawneeland. No HOA. The property is within the Shawneeland Sanitary District. Bring your builder and take advantage of the work that has already been completed on this buildable homesite.

Lot 4 Saltlick Trail, Winchester

Listing courtesy of Real Broker, LLC. Contact: 8504500442
$189,900
10 min or less into Winchester City, discover the possibilities on this beautiful 5-acre parcel, offering a peaceful mix of mature woods, open clearing areas, a creek, and a small pond that sits partially on the property. With 4-bedroom septic approval and no restrictions, this property provides the flexibility to create a private country retreat, recreational getaway, or secluded homesite. The property has been enjoyed for camping and hunting in the past and offers plenty of natural privacy and outdoor recreation. Whether you're looking for a quiet place to build your dream home or simply want a piece of land to escape to, this property has plenty to offer. Come explore the property and imagine the possibilities!

0 Perry Road, Winchester

Listing courtesy of Sager Real Estate. Contact:

$127,750
Rare opportunity to own three adjoining fully wooded parcels in the quiet and peaceful Shawneeland community. Numerous residential and recreational possibilities exist with ownership of these tracts. Located just a few miles west of Winchester in the Rosenberger area of the county. Access is secured via extensive road frontage on paved Wolf Spring Trail. Utilities are close by making for easy and affordable hookups. Ideal location for a mountain top retreat or family compound. Stunning year round panoramic views of the valley below and surrounding mountains. Beautiful rock formations dot the landscape of these lots and the topography ranges from mild to steep. The acreage sprawls across the eastern slope of Great North Mountain. This land is zoned (R5) Residential Recreational Community District. The intention of the Residential Recreational Community District is to provide for a carefully planned recreational community which takes advantage of unique natural features and settings. Enjoy hiking, camping, and recreation of all types on this land. Only minutes from all the amenities and entertainment Winchester has to offer. Less than an hour from Northern Virginia.

Wolf Spring Trl, Winchester

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact: 2172859000
$300,000
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 Rd, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact: 5407738475
$49,500
Don't miss this rare opportunity in Shawneeland! This beautiful L-shaped wooded hillside lot offers nearly 1.5 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. This is raw land. There is no survey on file, and there is no well or septic on the property.

Tomahawk Trl Unit #LOT 99, Winchester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (540) 662-3484
$164,999
Discover this 5-acre residential lot in the Winchester area of Frederick County, Virginia. Featuring gently sloped, wooded terrain, the property offers a peaceful natural setting with no HOA restrictions. Legal access is established through a 50-foot ingress/egress easement from Wardensville Grade Road. The property has previously perc-tested for a 4-bedroom home (per seller). Conveniently located near shopping, dining, schools, and major roadways, the property also offers easy access to Winchester's historic downtown, outdoor recreation, parks, and the surrounding Shenandoah Valley. This lot presents an excellent opportunity to build your future home in a desirable Northern Virginia location. Street addresses can be for listing purposes only and vacant land will receive a true street address once improved. Equitable Listing.

2760 Wardensville Grade, Winchester

Listing courtesy of PlatLabs, LLC. Contact: 2392362654
$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: (540) 662-3484
$49,900
"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!

0 Henry Dr., Winchester

Listing courtesy of Samson Properties. Contact: (540) 348-4911
$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: (540) 686-7362
$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 Road Lot C, Winchester

Listing courtesy of RE/MAX Roots. Contact: (540) 686-7362
$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 Road Lot B, Winchester

Listing courtesy of RE/MAX Roots. Contact: (540) 686-7362
$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 Road Lot A, Winchester

Listing courtesy of RE/MAX Roots. Contact: (540) 686-7362
$139,900
In the Gainesboro area of Frederick County, VA, offered here are (2) 10 acre lots with unique characteristics. The land is within the Rhine Forest Estates "subdivision" with NO COVENANTS or RESTRICTIONS. First thought is for recreation. The first lot borders Siler Road (hard surfaced state road) and also extends over Bucksaw Ln, running to the banks of Isaac Creek. The 2nd lot is right next door, also extending over Bucksaw to the creek. Easiest access into the land for a potential camp or cabin site would be off Siler Road, at the driveway identified as 1310 Siler Road. That is a neighbor that uses this access as a deeded right-of-way to reach his home on the 3rd lot over. That property is currently on the market with another office. If you cross over into the fairly level part of the land, an old camper site can be detected. The back end of the land on the other side of the upper ROW does fall off fairly sharply. This property is just minutes from the Winchester-Frederick County Conservation Club where a membership allows you to hunt, shoot, archery, fishing. You are also about 15 minutes from Winchester. With no restrictions, you can hunt and shoot on your own 20 acres.

TWO LOTS ON Siler Rd, Winchester

Listing courtesy of Cedar Creek Real Estate. 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, 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:

$190,000
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: (540) 348-4911
$139,800
Owner financing! See additional terms in the remarks. 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: 5406354900
$55,000
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!

LOT 159 Hawk Trail, Winchester

Listing courtesy of Vaze Realty. Contact: 8664570829
$55,000
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: 8664570829
$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!

LOT 342 Archwood Trl, Winchester

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

$89,000
Enjoy Stunning Sunsets and Endless Sky on This Nearly One-Acre Lot! Imagine unwinding every evening with spectacular sunsets glowing across the valley—the back of this beautiful lot faces northwest, perfect for soaking in nature’s spectacular evening show. Located just 30 minutes from downtown Winchester, this serene oasis offers the ideal blend of peaceful country living and convenient city access. Approved for a three-bedroom septic system (with a certification letter in hand), this rare double lot is ready for you to build the custom home of your dreams. With amazing potential for sweeping valley views on the exquisite view-side of Timber Ridge Trail, you’ll find inspiration in every corner of this tranquil setting. Schedule your showing today!

Lot 14A Timber Ridge Trl, Winchester

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

Lot 181 Rockwood Trl, Winchester

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