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$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

$45,000
Waterfront Recreational Lot in Lake Holiday – Lot 164, Section 6A Enjoy all the amenities of the gated Lake Holiday community with this waterfront recreational lot. While not a buildable lot—no water or sewer connections are available—it provides full access to Lake Holiday's extensive recreational features: A 240-acre deep-water lake, Sandy beaches, swimming, boating, fishing, and water skiing, A clubhouse with an exercise room, Walking trails, playgrounds, and picnic areas, Tennis, basketball, and volleyball courts. This lot offers a scenic waterfront setting, ideal for day use, family gatherings, or enjoying the peaceful natural surroundings. HOA fee: $52/month. No capitalization fee for membership lots at this time. Address: 102 Southwood Court per 2003 Frederick County map Lot 164, Section 6A Not eligible for building. A great opportunity to own a piece of Lake Holiday and enjoy everything the community has to offer—without the higher costs of a buildable lot.

102 Southwood, Cross Junction

Listing courtesy of Colony Realty. 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:

$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

$22,500
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

$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

$133,000
Discover a rare opportunity to own a stunning 5.06-acre parcel of land nestled in the serene embrace of the mountains. This exceptional lot offers a harmonious blend of natural beauty and convenience, making it the perfect canvas for your dream home or getaway retreat. Imagine waking up each morning to breathtaking mountain views that inspire tranquility and peace. The property is partly wooded, providing a sense of privacy while still allowing for ample cleared space to build your ideal residence. With road frontage, accessibility is a breeze, ensuring that you can easily connect with the vibrant community that surrounds you. This location is not just about the land; it's about the lifestyle. The neighborhood is known for its welcoming atmosphere and strong sense of community. Residents enjoy a variety of local amenities, including charming shops, delightful eateries, and recreational facilities that cater to all ages. The nearby parks offer expansive green spaces for outdoor activities, picnics, and leisurely strolls, making it easy to embrace an active lifestyle. Education is a cornerstone of this community, with highly regarded schools just a short drive away. Public services in the area are robust, ensuring that residents have access to essential amenities and support. Whether it's reliable emergency services, well-maintained roads, or community events that foster connection, this neighborhood is designed to enhance your quality of life. For those who cherish nature, the partly wooded areas of the lot provide a perfect backdrop for hiking, birdwatching, or simply enjoying the beauty of the outdoors. The gentle sounds of nature and the fresh mountain air create an idyllic setting for relaxation and rejuvenation. This property is more than just land; it's an invitation to create a lifestyle filled with adventure, community, and peace. Don't miss your chance to claim this slice of paradise and build the home you've always envisioned in a location that truly has it all. Embrace the opportunity to live in harmony with nature while enjoying the benefits of a vibrant community. Your dream awaits!

Back Mountain Rd, Winchester

Listing courtesy of Charis Realty Group. Contact: 3018315099

$1,250,000
Welcome to the renowned and historic Barclays Run Farm located northwest of Winchester in the Gore area of the county. On the market for the first time in over 50 years so don’t miss your chance to own this one of a kind farm. Expansive acreage that stretches from Sinking Spring Lane to the base of Great North Mountain. This one of a kind offering features road frontage on Sinking Spring Lane of more than 4400 ft and creek frontage along a bubbling mountain stream of over 3000 ft. A spring fed pond adds to the beauty and character of this farm. Modern fencing divides up the high quality well managed livestock pastures and allows for grazing rotations. The fully restored circa 1700’s cottage features 2 bedrooms, 1 bathroom, over 960 square feet of living space, and a wrap-around covered porch. Elite panoramic views of the surrounding countryside can be seen from the higher elevations of the farm year round. Prime hunting opportunities for deer, turkey, bear, and small game. Conveniently located only minutes from US-50 Northwestern Pike. Protected from development by the Virginia Outdoors Foundation and a Wetlands Conservation Easement. Adjacent to the Potomac Appalachian Trail Club and Girl Scouts of Shawnee lands, both of which are in conservation easements. Hikers and walkers will enjoy the scenic Tuscarora Trail which runs through the upper part of this land. Zoned Rural Areas (RA) and a terrific location for your next country home and/or farming operation. A short drive from all the amenities and attractions Winchester has to offer. Only 2 hours from Washington DC, our nation's capital!

251 Barclays Run Ln, Gore

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

$249,900
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

$229,000
<p>Discover a serene escape on this impressive 5.07-acre lot in Holiday Equestrian Estates Section Two! Perfectly nestled in a partly wooded landscape, this property offers both privacy and tranquility. Imagine waking up to the gentle sounds of nature, with breathtaking views of a picturesque pond and lush trees that create a peaceful backdrop for your dream home.<p> <p>Located in an area of new and upscale homes, this exceptional property boasts exclusive waterfront access to Lake LuAnn (approx. 1 acre in total size)! Whether you enjoy canoeing, kayaking, or fishing, this private oasis is your gateway to endless outdoor adventures. There is also access to a mile-long horse trail! Yes… up to 2 horses allowed with adequate fencing!<p> <p>The combination of wooded areas and open pasture creates a perfect balance for those seeking a retreat from the hustle and bustle. With ample space to build your ideal residence, this property offers the perfect canvas for your vision. A proposed house site with views of Lake LuAnn has been marked on the lot. Embrace the opportunity!<p> <p>There are Covenants & Restrictions for Holiday Equestrian Estates available for review. Also available is a VDH Certification Letter for a 4-BR perk dated May 2024. Don't miss your chance to own a piece of paradise located only 20 minutes from Winchester’s amenities!<p>

Lot 2 Crested Mountain Ln, Cross Junction

Listing courtesy of Colony Realty. Contact:

$229,000
<p>Discover a serene escape on this stunning 5.09-acre lot in Holiday Equestrian Estates Section Two! Perfectly nestled in a partly wooded landscape, this property offers both privacy and tranquility. Imagine waking up to the gentle sounds of nature, with breathtaking views of a picturesque pond and lush trees that create a peaceful backdrop for your dream home.<p> <p>Located in an area of new and upscale homes, this exceptional property boasts exclusive waterfront access to Lake LuAnn (approx 1 acre in size)! Whether you enjoy canoeing, kayaking, or fishing, this private oasis is your gateway to endless outdoor adventures. There is also access to a mile-long horse trail! Yes… up to 2 horses allowed with adequate fencing!<p> <p>The combination of wooded areas and open pasture creates a perfect balance for those seeking a retreat from the hustle and bustle. With ample space to build your ideal residence, this property offers the perfect canvas for your vision. A proposed house site with views of Lake LuAnn has been marked on the lot. Embrace the opportunity!<p> <p>There are Covenants & Restrictions for Holiday Equestrian Estates available for review. Also available is a VDH Certification Letter for a 4-BR perk dated May 2024. Don't miss your chance to own a piece of paradise located only 20 minutes from Winchester’s amenities!<p>

Lot 1 Crested Mountain Ln, Cross Junction

Listing courtesy of Colony 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 Grove, Winchester

Listing courtesy of Colony Realty. Contact:

$239,900
7 scenic acres with no restrictions and endless potential. Offering over 450' feet of road frontage, this beautiful parcel features a gentle slope and a thoughtfully prepared layout for future development. A partially cleared area is ready for a potential homesite, with an additional cleared septic location already in place. Current owner is in the process of obtaining well and septic certification for a 4-bedroom septic system. The land offers a stunning mixture of mature hardwoods including maple, cherry, black walnut, and oak, creating both privacy and natural beauty. A partial trail has already been cleared and extends toward the rear property line, making it easy to explore the acreage. Whether you’re dreaming of a private residence, weekend retreat, mini-farm, or investment opportunity, this unrestricted property is ready for your vision. *Agent is related to owner* The information contained herein is for informational purposes only. RE/MAX Roots makes no representation as to the accuracy or reliability of the information. The buyer is to verify information provided and related to the property that is material to a buyer’s decision to purchase the property. All documents and other information attached to this listing are provided as a courtesy and should be researched and verified by the buyer agent.

384 Frog Hollow, Winchester

Listing courtesy of RE/MAX Roots. Contact: (540) 686-7362

$189,000
Enjoy stunning mountain views from this exceptional property, featuring approximately 60% open land and 40% wooded acreage. The building site is already cleared, making it ready for your dream home. Conveniently located just 25 minutes west of Winchester city limits, this property offers the perfect blend of accessibility and peaceful rural living. It checks all the boxes—Mountain Views, expansive open space ideal for gardening , horses or both ! Wooded section complete with an existing trail for exploring. Abundant wildlife, including deer and turkey, can be seen throughout the property, adding to its natural charm. Minimal covenants and restrictions are in place, giving you the flexibility to enjoy your land while still protecting your investment. With excellent road frontage on a state-maintained road and a perc approval for a 3-bedroom septic system, this property is ready for you to build and enjoy. Peace, privacy, and scenic beauty await.

7.4 Ac. Mountain Falls Rd, Winchester

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

$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

$154,650
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 11 Ln, Winchester

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

$45,000
Nestled in a serene corner of Lake Holiday, this exceptional land parcel offers a unique opportunity to create your dream retreat. With its irregular shape and gentle sloping terrain, the lot presents a canvas for architectural creativity, allowing you to design a residence that harmonizes with the natural beauty surrounding it. Imagine waking up to breathtaking views of the tranquil lake, where shimmering waters reflect the changing hues of the sky. The property boasts direct access to a variety of water-oriented activities, including powered boating, canoeing, kayaking, and fishing, ensuring that every day can be an adventure. The community features two docks, providing convenient access to the lake for leisurely afternoons spent on the water or peaceful evenings watching the sunset. This exclusive location is not just about the views; it's about the lifestyle. The community offers a wealth of amenities designed for recreation and relaxation. Enjoy the luxury of a private beach, perfect for sun-soaked days, or take advantage of the extensive network of bike trails and jogging paths that wind through the picturesque landscape. For those who appreciate sports, the community features basketball courts, tennis courts, and pickleball courts, catering to both competitive spirits and casual players alike. The clubhouse and recreational center serve as social hubs, where neighbors become friends and memories are made. With a fitness center and health club on-site, maintaining an active lifestyle is effortless. Safety and convenience are paramount, with a security gate ensuring peace of mind and common area maintenance included in the association fee. Snow removal services further enhance the ease of living in this idyllic setting. This land is more than just a property; it's an invitation to embrace a lifestyle of luxury, leisure, and connection with nature. Whether you envision a cozy lakeside cottage or a grand estate, this lot offers the perfect backdrop for your aspirations. Experience the tranquility of lake living while enjoying the vibrant community amenities that make this location truly special. Your dream home awaits in this exclusive lakeside haven.

LOT #184 Sleigh Drive, Cross Junction

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

$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

$119,000
Escape to your own private woodland retreat just 20 minutes from Winchester and Winchester Medical Center. Tucked away off Reynolds Road, this offering includes two scenic 5-acre wooded lots being sold together for $119,000—priced below tax assessment for exceptional value. Lot 8A is approved for a 3-bedroom septic system, while Lot 8B supports a 4-bedroom septic, giving you flexibility to build now or in the future. Whether you're looking to create a full-time residence, weekend getaway, or investment opportunity, these parcels provide the space and freedom to make it your own. No HOA restrictions and hunting is permitted, making it ideal for outdoor enthusiasts. Convenient access to Route 522 puts you within easy reach of Cacapon State Park and the historic charm of Berkeley Springs. A rare chance to own 10 acres of peaceful, wooded land at a great price—come explore the possibilities!

Lot 8A & 8B Reynolds Rd, Cross Junction

Listing courtesy of Keller Williams Realty. Contact: 7036690099