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133 Blackfeet Trl, Winchester
$249,000
2 Beds ⋅ 1 Baths
If you've been dreaming of a peaceful mountain retreat without sacrificing convenience, this is the one! Tucked away on approximately 1.94 wooded acres in the Shawneeland community, this absolutely stunning and beautifully updated Lindal Cedar Chalet offers the perfect combination of rustic charm, modern updates, and privacy, all just 25 minutes from Winchester! Originally constructed in the late 1960s, this home is truly something special. Step inside and immediately fall in love with the warmth and character of the exposed cedar walls, gorgeous wood floors, soaring vaulted ceilings, and impressive fireplace that serves as the heart of the home. The open floor plan, updated kitchen, and expansive newer windows bring the outdoors in, filling the home with natural light and breathtaking wooded views. There's plenty of room to relax and unwind. Upstairs, two charming bedrooms nestled beneath vaulted ceilings offer picturesque treetop views, making you feel as though you're living in your very own treehouse! Outside, enjoy morning coffee on the front deck, unwind on the screened rear porch, or simply take in the beauty and peaceful surroundings of your private wooded setting. Situated at the end of a quiet, no-through street, this property offers a wonderful sense of seclusion. As an added bonus, the Shawneeland community offers access to an approximately 18-acre lake with a beach, opportunities for fishing, swimming, and canoeing, and a community playground. And when you're ready to venture out, you're just a short drive from shopping, dining, wineries, breweries, and the charm of Old Town Winchester! Whether you're searching for a full-time residence, weekend getaway, or your own private escape from the everyday hustle, this extraordinary chalet offers a lifestyle that's hard to find, especially at this price point!

133 Blackfeet Trl, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

Wardensville Grade, Star Tannery
$245,000
Rare home builder or family compound opportunity on these three adjoining wooded lots in the serene and secluded Bushy Ridge community. These prime lots are located in the Star Tannery area of the county and haven’t been on the market in nearly 50 years. Access is secured via extensive road frontage on well maintained Wardensville Grade. Creek frontage on flowing Duck Run of more than 1000 ft +/- adds to the beauty and character of this property. Electricity is nearby making for a cost effective hookup. Gentle topography that lies at the base of North Mountain below Eagle Rock. Ideal location to build permanent residences or weekend getaways for you and the family. Deer and turkey frequent the area along with many small game species. Enjoy hiking, camping, and recreation of all types on this property. These parcels are zoned Rural Areas (RA) and no soil work has been done. Only minutes from the historic Capon Springs Resort and famed Tuscarora Trail. Access to all the amenities and entertainment Winchester has to offer are just a short drive away.

Wardensville Grade, Star Tannery

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

316 Crow Dr, Winchester
$240,000
2 Beds ⋅ 1 Baths
Lovely home offering flexible living space, wooded surroundings, and more room to make everyday life your own. Set within the Wilde Acres/Mountain Falls community, this Winchester property features a split-foyer layout with distinct living areas and a full basement, providing added flexibility for relaxing, entertaining, hobbies, working from home, storage, and more. Beyond the home, enjoy outdoor recreation within the community, spend a day exploring the Shenandoah Valley, or head into historic Old Town Winchester for restaurants, shops, events, and the pedestrian mall. Jim Barnett Park, Apple Blossom Mall, and additional shopping and services provide even more options for recreation and everyday needs. When plans take you farther, I-81, I-66, Route 50, Route 7, and Route 522 provide connections toward Northern Virginia, Front Royal, and destinations throughout the Shenandoah Valley. With adaptable space at home, wooded surroundings, outdoor opportunities, and Winchester conveniences within reach, this property gives you more ways to enjoy where you live. Photos may be virtually staged

316 Crow Dr, Winchester

Listing courtesy of Keller Williams Realty. Contact:

157 Brookland Ter Unit 6, Winchester
$239,000
2 Beds ⋅ 2 Baths
Fantastic location! This spacious second-floor condo offers more square footage than most units in the community and features an open, light-filled layout, and durable flooring throughout with NO carpet. The thoughtfully designed floor plan includes a large living room, separate dining area, two generously sized bedrooms, and two full bathrooms. The primary suite offers a private bath, a large closet, and plenty of room for a king-sized bed. The kitchen was remodeled in recent years with quality cabinets, quartz countertops, undercabinet lighting, and new appliances. A separate laundry room with a full-size washer and dryer adds everyday convenience. Step outside to the private deck overlooking the common area and mature trees, creating a peaceful outdoor retreat. An additional private storage unit, conveniently located right next to the condo, provides valuable extra space for seasonal items, bicycles, or other belongings. Condo fee covers common area maintenance, trash, water, sewer and snow removal. One assigned parking space per unit. Seller to provide a credit towards painting of $3,000.

157 Brookland Ter Unit 6, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

1603 Berry Rose Ct Unit 2A, Frederick
$235,000
2 Beds ⋅ 2 Baths
Welcome to one of Frederick’s most convenient locations! This beautifully maintained, move-in-ready 2-bedroom, 2-bathroom condo offers the perfect blend of comfort, style, and convenience. Filled with an abundance of natural light, the inviting interior creates a bright and welcoming atmosphere from the moment you step inside. Whether you’re a first-time homebuyer, looking to downsize, or searching for a smart investment opportunity, this home checks all the boxes. The thoughtfully designed roommate-style floor plan offers privacy, with a spacious secondary bedroom and a full bathroom near the entry of the home. The owner’s bedroom offers generous space, a private ensuite bathroom, and a large walk-in closet. Additional updates include new windows, dishwasher, balcony and hot water heater, providing added peace of mind. The home also conveys with two assigned parking spaces, along with plenty of additional guest parking. Ideally located just minutes from Downtown Frederick, the MARC Train, Wegmans, shopping, dining, fitness centers, and major commuter routes, this community also offers easy access to walking trails, a nearby dog park, and school, making it an excellent location for a variety of lifestyles! Enjoy the perfect combination of comfort, convenience, and low-maintenance living in one of Frederick’s most desirable locations. Photos may be virtually staged

1603 Berry Rose Ct Unit 2A, Frederick

Listing courtesy of Keller Williams Realty. Contact:

2153 Wainwright Ct Unit BD, Frederick
$229,000
2 Beds ⋅ 2 Baths
2153 Wainwright Court #BD offers comfortable, accessible living in a convenient Frederick location... and at $229,000, it represents a GREAT value in today’s Frederick market. A ramp leads to the front entrance, there are NO steps anywhere in the home, and wide doorways provide easier movement throughout the thoughtfully designed, single-level floor plan. Inside, the home features 2 bedrooms, 2 full baths, and 960 finished square feet. The entire interior has been freshly painted, new flooring has been installed throughout, and both bathrooms have been updated—creating a clean, refreshed home that is ready for its next owner. The front patio provides a peaceful place to relax outdoors, while a storage shed and 2 dedicated parking spaces add everyday convenience. Located just three minutes from Routes 15 and 270, this unique property offers quick access to Downtown Frederick, shopping, restaurants, medical facilities, and major commuter routes. And now offered at $229,000, the VALUE really stands out. Finding a move-in-ready home in Frederick at this price point is difficult enough... finding one that is ADA-compliant, completely step-free, updated throughout, and offers 2 bedrooms and 2 FULL baths makes this a truly unique opportunity. Accessible. Updated. Convenient. And now an even BETTER value at $229,000!!!

2153 Wainwright Ct Unit BD, Frederick

Listing courtesy of IMPACT Maryland Real Estate. Contact:

132 White Pine Ln, Winchester
$225,000
2 Beds ⋅ 1 Baths
As Is Property! Nestled on a sprawling 6.37-acre lot, this charming cabin-style home offers a unique investment opportunity with significant potential for returns. Built in 1971, this detached residence combines rustic charm with modern possibilities, making it an ideal choice for savvy investors looking to capitalize on the growing demand for cozy retreats. Featuring two spacious bedrooms and a full bathroom, this home provides a warm and inviting atmosphere perfect for relaxation. The vinyl siding ensures low maintenance, while the expansive outdoor space invites creativity-think gardens, outdoor entertainment areas, or even additional structures to enhance rental income. The property includes a detached garage with ample storage, providing convenience for both personal use and potential rental opportunities. With a dirt driveway leading to the home, the property offers a sense of seclusion while remaining accessible. Investors will appreciate the potential for short-term rentals or long-term leases, especially given the increasing popularity of cabin getaways. The serene surroundings and ample land create an appealing escape for those seeking tranquility, making it a prime candidate for vacation rentals. This property is not just a home; it's a canvas for your investment dreams. With the right vision, this cabin can become a lucrative asset in your portfolio, offering both comfort and financial growth. Don't miss out on this exceptional opportunity to invest in a piece of tranquility!

132 White Pine Ln, Winchester

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

2108 Whitehall Road, Unit BC, Frederick
$225,000
2 Beds ⋅ 2 Baths
Welcome to easy, one level living in this spacious ground floor condo in Old Farm Station. Offering more than 1,000 square feet, this well maintained home features two bedrooms, two full bathrooms, and a bright, open floor plan. Enjoy direct entry through the private patio with no stairs required. The living room features large windows and a wood burning fireplace, while the kitchen offers generous cabinet space and a convenient breakfast bar. The spacious primary suite includes a walk in closet and private bathroom. Additional highlights include in unit laundry, ample storage throughout, assigned parking, and plenty of guest parking. Conveniently located near shopping, dining, commuter routes, and everything Frederick has to offer. Move in and make it your own!

2108 Whitehall Road, Unit BC, Frederick

Listing courtesy of LPT Realty, LLC. 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:

1463 Back Creek Rd, Gore
$220,000
3 Beds ⋅ 1 Baths
Creek frontage, 1.75 acres, and a spacious detached garage/workshop—all for $220,000! If you've been looking for a place with room to spread out, work on projects, and enjoy the outdoors, this property has plenty to offer. Situated on approximately 1.75 level acres, this 3-bedroom, 1-bath home offers comfortable one-level living in a peaceful country setting. Imagine starting your mornings on the covered front porch with a cup of coffee, listening to the creek flowing along the front of the property. The spacious yard offers plenty of room for gardening, outdoor activities, or simply enjoying a little breathing room. One of the standout features is the oversized detached 2+ car garage/workshop with electricity—ideal for anyone who needs space for vehicles, tools, equipment, hobbies, or weekend projects. An additional storage shed provides even more flexibility. Inside, the home features a practical floor plan, central heating and air conditioning, and a wood stove for supplemental heat. There's also a traditional cellar for additional storage and utilities. Whether you're looking for a home with land, a place to enjoy your hobbies, or a property with room to make it your own, 1463 Back Creek Road offers a combination of outdoor space, functionality, and value that's worth a look!

1463 Back Creek Rd, Gore

Listing courtesy of ERA Oakcrest Realty, Inc.. 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:

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:

187 Valley Mill Rd, Winchester
$185,000
2 Beds ⋅ 1 Baths
Great investment opportunity for this centrally located rambler! Just minutes from Route 7 and I-81, this property offers convenient access to shopping, restaurants, and everyday amenities. The current tenant is under lease through 11/13/26, providing immediate rental income for an investor. With some sweat equity and a few updates, there is potential to increase the rental income significantly. Looking for a home of your own? This property could also be a great opportunity for a first-time homebuyer looking to build equity and make it their own. The home features LVP flooring throughout and a spacious, flat yard with plenty of room to enjoy the outdoors. Whether you're looking to add to your investment portfolio or find a home with room to grow, this one is worth a look!

187 Valley Mill Rd, Winchester

Listing courtesy of Samson Properties. 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:

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:

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