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$74,000
Rare Double Lot – Nearly One Acre of Prime Ridge Top Privacy in Shawneeland! This exceptional, nearly one-acre, double lot offers a perfect blend of privacy and potential - and is ready for you to build the home of your dreams! Nestled atop the ridge in Shawneeland, this wooded parcel has been perc’d and approved for a three-bedroom septic system, with a certification letter on file with the Department of Health (see attached documents). Enjoy peaceful, northwest-facing night skies perfect for stargazing, while still being just a convenient 30-minute drive from downtown Winchester. Whether you’re envisioning a quiet weekend retreat or a gorgeous full-time residence, this unique property provides the ideal canvas for your vision. Schedule your showing today and start imagining the possibilities!

Lot 315A Timber Ridge Trl, Winchester

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

$229,900
Lake Serene Winchester Va. Don’t miss this rare opportunity to own the last available build-able lot in peaceful, secluded Lake Serene, a private, established lake community quietly tucked away, yet only 10 minutes from Old Town Winchester! You will never find an opportunity like this to enjoy the peace and tranquility of waterfront living with the added bonus of being only a few miles from shopping, restaurants, the grocery store and city life! Enjoy fishing, swimming, kayaks, canoes, electric boats, hand propelled watercraft, or simply relaxing in a hammock by the shoreline. Anglers – expect bass, perch, and carp! This is a perfect lot for a small weekend home to relax and unwind by the water, a retirement home, or a permanent home enjoying lakefront living year round! Lot is buildable and approved for 3 bedroom home, size of lot is 33,106 sf with electricity. Septic and well have approved sites and are located on the plot. Buy today and you can immediately enjoy the amenities which convey: an outdoor building/she shed with electricity, refrigerator, storage cabinets, fishing racks, shelving, and port a-potty private area; outdoor covered pavilion with 2 picnic tables and attached dock; running water(from lake not for drinking); bricked outdoor cooking area with Blackstone grill and Corian hot plate. We also have a pontoon boat (on site) which price would be negotiable. Once waterfront property is gone, its gone!

Lot 36 Lake Serene Dr, Winchester

Listing courtesy of Rappahannock Real Estate, LLC.. Contact: (540) 229-0199

$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 Road, Winchester

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

$269,000
*** Price shown is for lot only. Seller is willing to assist Buyer in building this beautiful home plan designed by Seller customized for this lot and optimized for cost effective construction. Closing on the lot may occur upon issuance of the Building Permit in Buyer’s name by the City of Winchester. ***This modern farmhouse style home includes 5,630 square feet of living space with 4+ bedrooms and 4 ½ bathrooms. Your cost could much less than what custom builders charge and provide you with home equity as you save on design and engineering fees, general contractor upcharges and overhead, and site expenses. This plan is not builder’s standard grade; it offers you high quality and upscale features that you’ll love! 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 0.97-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, for which Buyer would pay to Seller $20,800 for a 1” water supply line in addition to the purchase price. 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: 7036690099

$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 Grove, Winchester

Listing courtesy of Colony Realty. Contact:

$13,500
Beautiful 0.65-acre wooded lot located on Shawnee Trail in Winchester, Virginia, within the Shawneeland community of Frederick County. This peaceful parcel offers paved road frontage, mountain surroundings, and a private natural setting while still being a short drive to shopping, dining, and conveniences in Winchester. The lot is wooded and sloped, making it ideal for buyers seeking privacy, scenery, and a unique future homesite or getaway retreat. Great investment opportunity, hold, or future development. Similar parcels with road access in this area are becoming harder to find. Property is conveniently located near outdoor recreation, trails, and the scenic Shenandoah Valley region. Enjoy country living with easy access to town. Property Details: APN: 49A021201 Approx. 0.65 Acre Wooded Paved Road Access Winchester Mailing Address Frederick County, VA Owner financing available. Property is being sold as-is. Great opportunity to own affordable Virginia land.

430 Shawnee Trl, Winchester

Listing courtesy of The Greene Realty Group. Contact: 8882785840

$141,500
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 Lot 14 Ln, Winchester

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact: 2172859000

$104,500
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 Lot 13 Ln, Winchester

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact: 2172859000

$99,500
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. 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 Lot 12 Ln, Winchester

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact: 2172859000

$94,500
*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: 7033788810

$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.

Lot 162 Bobcat Trl, Winchester

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

$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:

$410,000
Gentle stretches of open meadow roll into quiet, wooded groves where sunlight filters through the trees. Hidden among them, peaceful little ponds shimmer like jewels, inviting you to pause and simply breathe. Imagine sundrenched mornings, afternoons exploring your own private trails, and evenings watching the sky glow across wide open fields. Whether you long to build a cozy retreat, a forever home, or simply claim a sanctuary all your own, this land is more than just property—it’s a feeling, a place where serenity and possibility meet.” With plenty of space to roam, relax, and breathe freely, it’s the perfect backdrop for the lifestyle you’ve been waiting for.” Escape to a serene retreat of rolling meadows, shady woodlands, and sparkling little ponds. Here, the land is alive—deer wander gracefully through the trees, wild turkeys stride across the fields, and songbirds fill the air with music. Bring your horses, cows, goats, or sheep to graze the open pastures, or simply enjoy the peace of living alongside nature. This is more than just land—it’s a private sanctuary where farm life, wildlife, and natural beauty come together in perfect harmony.” In the summer, kids might toss in a line, pulling out a perch or even a fat catfish. Families might watch dragonflies skimming the water’s edge. At night, fireflies light up the grasses around the pond, adding to the magic.

000 Light Rd, Winchester

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

$15,000
Tucked into the scenic mountains of Wilde Acres subdivision, this 0.81-acre offering combines three wooded lots into one unique opportunity for your future homesite or getaway retreat. Surrounded by mature trees and natural beauty, the property offers privacy, flexibility, and the potential to build in a peaceful setting away from the noise of town. Whether you're looking to create a full-time residence, weekend escape, or long-term investment, this property delivers. Located just 30 minutes from Winchester, you’ll enjoy convenient access to shopping, dining, and everyday amenities while still feeling tucked away in the mountains. Outdoor enthusiasts will appreciate the close proximity to George Washington National Forest, offering endless options for hiking, camping, and exploring. With three lots combined, you have added flexibility for building, layout, and future use - making this a rare find in a growing area. If you’ve been searching for a private, wooded setting with access to both nature and convenience, this is your opportunity.

Lot 9, 11, 13 Cougar Trail, Winchester

Listing courtesy of Connexa Real Estate. Contact:

$153,000
Now Offering This Beautiful Lot In Shawneeland VA, Just West Of Winchester! Mountain Top Lot With Great View! Lot Is Cleared, and Neighbors Lot Is Also! Clear View Of The Winchester City Area And Beyond! This .44 Acre Lot Has A Cleared Area With A Standing Shed, A 3 Bedroom Septic Perk, And Power Is Already Run On This Road. Mountain Top Living Includes The Frederick County Sanitary District To Take Care and Maintain The Roads Year Around. Its Not In An HOA) All Rules And Regulations Are Set By Fredererick County VA. Sanitary District Means That Frederick County Employs People To Keep Roads Clear In All Seasons, Mow The Common Areas, Keep Playground And Lake Beach Areas Clean, Keep Mailbox Areas Clean And Repaired and More! Internet Is Available At The Top Of The Mountain From Several Resources: Plenty Of People Work From Home In The Subdivision. Make Appointment Today

Lot 115 Rockwood Trl, Winchester

Listing courtesy of Coldwell Banker Premier. Contact: 990007.lead@leads.leadrouter.com

$20,000
What a Great Find in Shawneeland! .46 Almost 1/2 acre Corner Lot, with most of the road frontage on Maple Trail, with a nice stream that runs along the back end of the property, if facing Maple Trail. If you enjoy mountain views, and amenities with No HOA, this would be a perfect location to build your potential full or part time home. Amenities include Cherokee lake w/ boat ramp (no gas motors) Beach Area, Large recreational Park Areas with streams and 2 fishing ponds, playground, pavilion, golf pads, basketball hoop, baseball field, streams, Larger fishing pond on Tecumseh & a smaller park area on Maple. Covered lighted mailbox buildings. Sheltered school bus stops. Live rural yet still a close distance (about 20 minutes) to Schools, shopping, Hospital and downtown Winchester.

LOT 245 Inca Trl, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

$141,500
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 is the next to last lot on Hodges Lane. 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). 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.***

Lot 16 Hodges Ln, Winchester

Listing courtesy of Whitetail Properties Real Estate, LLC. Contact: 2172859000

$689,000
The seller has made a significant price adjustment to better align the property with current market conditions, creating an outstanding opportunity for buyers. With the new pricing, this property offers exceptional value and is positioned for serious consideration. If you've previously considered this property, now is the time to take another look. Rare opportunity to own 64+ scenic acres on the desirable west side of Winchester, VA. This preservation parcel offers one building right and features a beautiful mix of open land and partial woodland, providing both usability and privacy. Formerly an apple orchard, the property is well suited for a small farm, specialty crops, or vineyard, with potential for additional uses with an approved Conditional Use Permit. Surrounded by nearby vineyards, farmers markets, and a wedding venue within a half mile, the location offers strong agritourism appeal. Enjoy gorgeous views and a peaceful rural setting, all while being just 10–15 minutes from downtown Winchester, grocery stores, and Winchester Medical Center. An exceptional opportunity for agricultural use, a private estate, or a thoughtfully planned preservation property in one of the Shenandoah Valley’s most sought-after locations.

Lot 7 Cedar Creek Grade, Winchester

Listing courtesy of Keller Williams Realty. Contact: 7036690099