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132 White Pnes, Winchester
$225,000
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132 White Pnes, Winchester

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

121 Brookland Ct Unit 8, Winchester
$224,900
2 Beds ⋅ 2 Baths
Contract fell through at NO fault of seller!!! 2 Bed, 2 bath condominium. All appliances convey. New heat pump 2024. Gas fireplace, open concept with separate dining room. Patio/ porch with french doors and skylights in living room allow tons of natural light. Primary suite includes walk-in closet. Conveniently located off rt 7 and 81.

121 Brookland Ct Unit 8, Winchester

Listing courtesy of Re/Max Roots. Contact:

90 Chinkapin Dr Unit 10, Stephens City
$220,000
2 Beds ⋅ 2 Baths
LAKEFRONT LIVING AND A TOP FLOOR CONDO!! NO ONE WILL EVER BE LIVING ABOVE YOU!! Wonderful 2 bedroom / 2 full bath condo offering 1160 Square Feet of living space!! Meticulously taken care of by the owner! Wood flooring throughout, laminate in the kitchen and carpeting in the bedrooms! Incredible, less than a year old skylights that give amazing natural light to the unit!! A nice sized open kitchen leading to a great dining area, or use that dining area as a separate sitting space! A beautiful fireplace highlights the living room giving that warm inviting feeling to the space! Awesome deck for plants or for chairs to hang out with views of the lake! Easy parking area with extra spot for visitors!!!! Brand new HVAC system!! One year old roof!!! Newer Water Tank!! Newer Oven!! The condo also comes with a disposal and an in-unit Washer and Dryer!!!! Condo Association covers Water / Landscaping / Parking / Lot maintenance / Trash! Condo fees are $165 a month. The building is located right beside Lakeside Lake and the Bowman Lake Trail! Also, the Bowman Library is right there for easy access!! The Lakeview community offers a pavilion and picnic area, beautiful common ground space, and access to the lake, which is a popular spot for fishing bass and other types of fish!! A floating pier was recently added and includes rod holders and room for several anglers!! OMG . . . NOW I WANT TO GO!!!! Contact me for all questions or a private showing!

90 Chinkapin Dr Unit 10, Stephens City

Listing courtesy of Coldwell Banker Premier. Contact:

1591 Woodstock Ln, Winchester
$215,000
2 Beds ⋅ 1 Baths
“Woodstock Homestead” - This 1930’s colonial home features 1,400 sq ft, 2-bedrooms, 1-bathroom with a 1-car detached garage and sits approximately 2 miles from Old Town Winchester. The main level includes a living room with an oversized window for natural light, alongside a screened-in back porch. Below, a partially finished basement provides extra space for an office, storage or a workshop. This home retains its original historic footprint but needs extensive repairs and updates. It is being sold "as is," making it a rehab opportunity for an investor or a buyer looking for a significant sweat-equity project. The standout feature of the property is the flat .60-acre lot, providing an exceptionally large and functional backyard for this location. Situated with easy access to Interstate 81, the property combines major commuter convenience with close proximity to local dining and shopping downtown. Come see how much potential this unique property has to offer—schedule your appointment today!

1591 Woodstock Ln, Winchester

Listing courtesy of Real Broker LLC- Winchester. Contact:

100 Timberlake Ter Unit 4, Stephens City
$210,000
2 Beds ⋅ 2 Baths
Ground floor unit with level entry to building and condo featuring 2 bedroom 2 full bath w/ private patio is now available for sale in Lakeside Condo Association. Appliances convey including washer/dryer.

100 Timberlake Ter Unit 4, Stephens City

Listing courtesy of OliveTree Property Group. Contact:

140 Huttle Rd, Stephens City
$209,900
Discover the perfect blend of country living and ready-to-build convenience on this beautiful 5.79-acre property. With a well and electric already installed and engineering paperwork completed for the septic system, much of the groundwork has been done for your future home. Mostly cleared acreage offers an ideal setting for a residence, mini-farm, or hobby farm, with plenty of open space for horses, livestock, gardens, and outdoor recreation. The front portion of the property is fairly level, providing an excellent homesite, while the gently rolling terrain in the rear adds character, privacy, and scenic views. A border of mature trees and additional wooded area at the back of the property create a peaceful natural backdrop while maintaining the property's open and usable feel. Whether you're looking to build your dream home, establish a small farm, or enjoy the tranquility of rural living, this property offers endless possibilities. Don't miss this rare opportunity to own nearly six acres of improved land that's ready for your vision to become reality.

140 Huttle Rd, Stephens City

Listing courtesy of Sager Real Estate. Contact:

Picnic Woods Rd, Jefferson
$200,000
Real Estate Auction Property – October 22, 2026, 4:30pm sharp @ 5916 Picnic Woods Rd., Jefferson, MD 21755. There are 3 lots together. The list price does not represent the opening or final bid, it is a guide price for one lot only. We will auction all three lots separately, we will then hold all of the high bids and sell all three as one. The highest outcome will determine the auction winners. LOT 1 is 26.23 acres; LOT 2 is 2.68 acres with existing well; LOT 3 is 2.33 acres with existing well and approved perc site. Seller has the right to refuse bid. A $5,000 non-refundable deposit will be due in the form of CASH OR CERTIFIED CHECK by the winning bidder FOR EACH LOT at the conclusion of the auction. More auction information is available in documents, Broker Participation Agreement available in documents. AGENTS EARN on our Auctions. THIS IS NOT A FORECLOSURE! Selling 100% AS IS, no negotiations or contingencies. Lic. inspections fine at buyer cost pre-auction for info purposes only. Financing property fine. Close within 45 days. Property subject to an 8% Buyer's Premium.

Picnic Woods Rd, Jefferson

Listing courtesy of Quad State Realty Inc. Contact:

11305 Country Club, New Market
$187,500
ALL OFFERS DUE at 12pm, Sept 21st. Seller reserves the right to accept any offer at anytime. Nestled within the prestigious WESTWINDS subdivision, this exceptional 0.26-acre lot offers a rare opportunity to create your dream residence in a community known for its elegance and exclusivity. The property boasts a level and open terrain, providing a blank canvas for your architectural vision. Imagine designing a luxurious home that harmonizes with the natural beauty surrounding you, where every detail reflects your personal style and sophistication. The generous lot size allows for expansive outdoor living spaces, perfect for entertaining or enjoying serene moments in your private oasis. Picture lush gardens or an outdoor kitchen where you can host gatherings under the stars. The possibilities are endless, limited only by your imagination. Living in WESTWINDS means embracing a lifestyle of comfort and convenience. This community is thoughtfully designed to offer tranquility while remaining close to vibrant local amenities. Enjoy leisurely strolls through beautifully landscaped streets, or take advantage of nearby parks and recreational areas that invite outdoor activities and relaxation. With no additional parcels to consider, this lot stands as a singular opportunity to invest in a prime piece of real estate. As you envision your future here, consider the potential for breathtaking views and the serene ambiance that this location provides. The open space invites natural light and fresh air, creating a welcoming environment that feels like home from the moment you arrive. This lot is not just a piece of land; it's a gateway to a luxurious lifestyle where you can build lasting memories. Embrace the opportunity to craft a residence that embodies elegance, comfort, and the essence of refined living in one of the most sought-after communities. Your dream home awaits in WESTWINDS.

11305 Country Club, New Market

Listing courtesy of Northrop Realty. Contact:

14828 Foxville Deerfield Rd, Sabillasville
$180,000
3 Beds ⋅ 2 Baths
Opportunity in Sabillasville! Situated on 1.69 acres with mature trees and scenic views, this property offers plenty of possibilities for the right buyer. The existing home features 3 bedrooms and 1.5 baths and is in need of significant updating and renovation. Whether you're looking for a renovation project or considering the possibility of building a new home, the setting and location are worth exploring. Enjoy the peaceful surroundings of northern Frederick County, just a short distance from Cunningham Falls State Park and Catoctin Mountain Park. This property is an estate sale and is being sold strictly AS-IS, with the seller making no repairs. Cash or portfolio financing is recommended. Buyers should conduct their own due diligence regarding the condition of the property and the feasibility of any proposed improvements or new construction.

14828 Foxville Deerfield Rd, Sabillasville

Listing courtesy of J&B Real Estate. Contact:

Fall Run Lane, Winchester
$179,000
Enjoy rural living on this wooded land in the serene and secluded Fall Run Forest community. This prime piece of land is located a short distance from the rural Mountain Falls area of the county. Access is secured via extensive road frontage on well maintained Fall Run Lane. Creek frontage on flowing Fall Run adds to the beauty and character of this property. Electricity is nearby making for a cost effective hookup. An expired permit for a 3 bedroom sewage disposal system is on record with the county health department. This gorgeous land is situated at the crest of Fall Ridge and the topography is builder friendly. Ideal location to build a permanent residence or a weekend getaway for you and the family. Gorgeous views of the surrounding mountains are available from the upper elevations of this property with some tree clearing. Deer and turkey frequent the area along with many small game species. Enjoy hiking, camping, and recreation of all types on this property. This parcel is zoned Rural Areas (RA). Access to all the amenities and entertainment Winchester has to offer are just a short drive away.

Fall Run Lane, Winchester

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

279 Cougill Rd, Middletown
$175,000
Discover the perfect blend of privacy and convenience with this beautiful 2-acre lot in Middletown! Tucked away in a peaceful setting yet just minutes from shopping, dining, and everyday conveniences, this property offers a wonderful opportunity to build your dream home. Much of the groundwork is already complete with an installed 3-bedroom septic system, well, and electricity on site. An existing barn adds versatility and extra storage. Enjoy the tranquility of country living without sacrificing convenience. Bring your plans and imagination and make this property your own!

279 Cougill Rd, Middletown

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact:

5737 N Frederick Pike, Winchester
$175,000
1 Beds ⋅ 1 Baths
4.2 Acres, Sold As-Is, Flat Usable Lot, Partially Wooded, Well and Septic Exists, Just Outside of Winchester VA, No HOA, Unrestricted. Well and septic on property . Well is located in back of old mobile home at water pump. Septic located further back behind old mobile home marked wirh red sparay paint. Health department docs are in bright. Neither house nor mobile home livable. Sold As Is With All personal property and buildings on property

5737 N Frederick Pike, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

5926 Picnic Woods Rd, Jefferson
$150,000
Real Estate Auction Property – October 22, 2026, 4:30pm sharp @ 5916 Picnic Woods Rd., Jefferson, MD 21755. There are 3 lots together. The list price does not represent the opening or final bid, it is a guide price for one lot only. We will auction all three lots separately, we will then hold all of the high bids and sell all three as one. The highest outcome will determine the auction winners. LOT 1 is 26.23 acres; LOT 2 is 2.68 acres with existing well; LOT 3 is 2.33 acres with existing well and approved perc site. Seller has the right to refuse bid. A $5,000 non-refundable deposit will be due in the form of CASH OR CERTIFIED CHECK by the winning bidder FOR EACH LOT at the conclusion of the auction. More auction information is available in documents, Broker Participation Agreement available in documents. AGENTS EARN on our Auctions. THIS IS NOT A FORECLOSURE! Selling 100% AS IS, no negotiations or contingencies. Lic. inspections fine at buyer cost pre-auction for info purposes only. Financing property fine. Close within 45 days. Property subject to an 8% Buyer's Premium.

5926 Picnic Woods Rd, Jefferson

Listing courtesy of Quad State Realty Inc. Contact:

5930 Picnic Woods Rd, Jefferson
$150,000
Real Estate Auction Property – October 22, 2026, 4:30pm sharp @ 5916 Picnic Woods Rd., Jefferson, MD 21755. There are 3 lots together. The list price does not represent the opening or final bid, it is a guide price for one lot only. We will auction all three lots separately, we will then hold all of the high bids and sell all three as one. The highest outcome will determine the auction winners. LOT 1 is 26.23 acres; LOT 2 is 2.68 acres with existing well; LOT 3 is 2.33 acres with existing well and approved perc site. Seller has the right to refuse bid. A $5,000 non-refundable deposit will be due in the form of CASH OR CERTIFIED CHECK by the winning bidder FOR EACH LOT at the conclusion of the auction. More auction information is available in documents, Broker Participation Agreement available in documents. AGENTS EARN on our Auctions. THIS IS NOT A FORECLOSURE! Selling 100% AS IS, no negotiations or contingencies. Lic. inspections fine at buyer cost pre-auction for info purposes only. Financing property fine. Close within 45 days. Property subject to an 8% Buyer's Premium.

5930 Picnic Woods Rd, Jefferson

Listing courtesy of Quad State Realty Inc. Contact:

LOT 18 - Loop Court, Cross Junction
$140,000
Tucked at the end of a quiet cul-de-sac, this beautiful 5.52-acre buildable wooded lot in Cross Junction, VA offers an elevated homesite with privacy, mountain views, mature hardwoods, and usable terrain—a rare combination in Frederick County land listings. The property features a gentle slope, minimal underbrush, and multiple potential building sites, making it easy to walk and envision your future home. A large, established oak tree sits in an ideal location beside a potential homesite, adding natural character and shade. With paved road access and no HOA, this parcel provides the flexibility buyers seek in rural Virginia land while still being part of an established neighborhood. The location offers quick access to Cacapon Resort State Park, Berkeley Springs, and Winchester, giving you nearby options for hiking, golf, spas, dining, shopping, and year-round outdoor recreation. Covenants require a minimum of 1,600 sq ft for a one-story home or 1,800 sq ft for a two-story home, excluding porches, garages, and basements. A well and septic system will be needed. This property is an excellent opportunity for anyone searching for Virginia land for sale, mountain-view acreage, or a private homesite near Winchester with natural beauty and convenient access to nearby towns. Plat and covenants available upon request.

LOT 18 - Loop Court, Cross Junction

Listing courtesy of Real Broker, LLC. Contact:

123 Averrell Ave, Winchester
$139,000
3 Beds ⋅ 3 Baths
Welcome to relaxed and comfortable living in the desirable Regency Lakes community of Winchester, where this remarkably large and expansive manufactured home stands out exceptionally from neighboring properties by offering vastly superior square footage, an extended exterior profile, and a deep, generous footprint. Step inside to discover a truly massive, open-concept living area featuring stunning floor-to-ceiling stone accent fireplaces, soaring ceilings, and abundant space for oversized furniture and grand entertaining. A chef-styled kitchen boasts an immense array of rich wooden cabinetry, a brand-new gas cooktop, an expansive center prep island, and a seamless flow into the adjoining dining room. Recent updates further elevate the home, including new carpet (installed in 2023) and new wood floors in the guest room. Combining this unmatched scale with a functional floor plan designed to maximize everyday living, a wide covered front porch, and a private storage shed on a wonderful lot, the home provides quick access to local parks, schools, commuter arteries, and historic downtown Winchester for a lifestyle far bigger than the rest. This residency pays a ground rent of $953 that includes the following community amenities: swimming pool, whirlpool/spa/hot tub, clubhouse, fitness center, tennis courts, basketball and volleyball courts, a playground, picnic areas, horseshoes, fishing, waterfront sites, RV storage, on-site management, pet-friendly spaces, and regular community activities.

123 Averrell Ave, Winchester

Listing courtesy of Spring Hill Real Estate, LLC.. Contact:

Old Charles Town Road, Stephenson
$125,000
1.33-acre lot located on Old Charles Town Road in Stephenson, VA. The property features approximately 199 feet of road frontage, a well-proportioned layout, and an open setting with mature trees along portions of the property. Conveniently situated near Winchester and Route 7, with established homes and residential development nearby. A strong opportunity for a future homesite or land investment in Frederick County.

Old Charles Town Road, Stephenson

Listing courtesy of BEYCOME BROKERAGE REALTY LLC. Contact:

2790 Washington St, Adamstown
$94,900
Endless Potential with Prime Visibility in Adamstown An exceptional opportunity to bring your vision to life at 2790 Washington Street. Positioned along a well-traveled corridor in the heart of Adamstown, this property offers outstanding visibility and accessibility—an ideal setting for a variety of commercial, mixed-use, or community-focused uses (buyer to verify zoning and permitted uses). Whether you envision a cozy coffee shop, an inspiring art studio, boutique office space, wellness studio, or a place of worship, this property provides the flexibility to make it your own. Its presence and location naturally lend themselves to a business that benefits from both local foot traffic and pass-through exposure. The building features classic, full brick construction with a strong, timeless appeal, along with a newer roof—offering a solid foundation for your investment while you tailor the interior to your needs. For investors and end-users alike, this is a rare chance to secure a highly visible property with broad potential in a growing area. Let your creativity take the lead—this is more than a property, it’s an opportunity waiting to be defined.

2790 Washington St, Adamstown

Listing courtesy of L. P. Calomeris Realty. Contact:

6771 Parkside Rd, New Market
$45,000
Large .28 acre, partially level lot located in Woodbridge Villages, backing to Forest Conservation. No current road, water or sewer available, Future building may be allowed, check with the County. This lot and several others adjoining are surrounded by gorgeous homes. Owner's have use of all Lake Linganore amenities including 4 Pools, Over 35 Miles of Trails, 4 Lakes, Tot Lots, Pickleball & Tennis Courts, Community Beaches, Beach Volleyball and more. Many community events held for owner's only. Check the Frederick County Water and Sewer Rules and Regs SECTION 5. BENEFIT ASSESSMENTS FOR PUBLIC WATER AND SEWER FOR SUBDIVISION LOTS WITHOUT GUARANTEES. Also contact FC for any additional info and cost for possible future hook-up taps to water & sewer. The current owner has been told by the County that this lot is currently W-3 & S-3. Buyers responsible for confirming all info.The Lake Linganore Association charges 1/2% of the sales price as a one time Community Improvement Fee plus $150 transfer charge. 2026 HOA fees are $470/year.

6771 Parkside Rd, New Market

Listing courtesy of Samson Properties. Contact:

Darkwood Trl, Winchester
$40,000
Beautiful views and no HOA! This 1.22-acre lot in Shawneeland offers an opportunity to be surrounded by the natural beauty of the area. Enjoy the privacy and peaceful setting while still being within convenient reach of Winchester and its shopping, dining, and everyday amenities.

Darkwood Trl, Winchester

Listing courtesy of Re/Max Roots. Contact:

815 Tritapoe Dr, Knoxville
$35,000
Lot of land located in the Knoxville area of Frederick County. In close proximity to the Potomac River. Easy access to major traffic artery US-340. 5,600 SQF. This is a great opportunity to build your dream home in Frederick county, or simply buy a hold this generous piece of land zoned R5 residential allowing for manufactured homes. County zoning regulation to be checked for any questions or permit information.

815 Tritapoe Dr, Knoxville

Listing courtesy of Samson Properties. Contact:

1210 Lakeview Dr, Cross Junction
$25,000
Lake life is calling! Build your dream home on this gorgeous lot in Lake Holiday Estates, a desirable, gated lake community nestled around a stunning 240-acre lake in scenic Frederick County, VA. Enjoy a wide array of amenities, including beaches, boating, kayaking, fishing, water skiing, volleyball courts, playgrounds, picnic areas, a dog park, an exercise room, a clubhouse, tennis and basketball courts, scenic walking & hiking trails, a marina, and more! There's always something to do! Perfect for a primary residence, vacation home, long-term rental, or use as a membership lot. This community is about 90 minutes from the Northern VA/Washington, DC Metropolitan area and 20-30 minutes from Winchester's amenities (shopping, schools, restaurants, Old Towne, Shenandoah University, Valley Health, Amazon Distribution Center, and more). *Sellers are also selling their 2006 Bayliner with a Mercury motor if interested.*

1210 Lakeview Dr, Cross Junction

Listing courtesy of Samson Properties. Contact:

181 Rockwood Trl, Winchester
$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:

13 Cougar Trl, Winchester
$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.

13 Cougar Trl, Winchester

Listing courtesy of Connexa Real Estate. Contact:

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