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$229,000
3 Beds 1 Baths
Set on 1.4 acres with beautiful long-range views, this well-built home is ready for someone to bring it back to life. A strong structure, a covered front porch, and a generous lot give you space to breathe, all just minutes from downtown Winchester and Winchester Medical Center. With a little vision and renovation, this could become someone's dream home, whether that's a full modern transformation or a labor-of-love restoration that honors its original character. The real bonus is the rear outbuilding with three rooms. A blank canvas ready to become a guest suite, studio, home office, or whatever your imagination needs it to be. A second shed adds extra storage, so there's room for tools, toys, or projects. Location seals the deal, quick access to Old Town Winchester's shops and restaurants just down the road and route 37 minutes away makes for easy commuting. Schedule your showing today!

269 Poorhouse Rd, Winchester

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

$215,000
2 Beds 2 Baths
Discover the charm of this inviting 2-bedroom, 2-bathroom condominium in the serene Lakeside Condominiums community. Spanning 1,169 square feet, this well-maintained unit offers a traditional floor plan that maximizes space and comfort. All-new interior paint and flooring throughout! Step inside to find a warm and welcoming atmosphere, highlighted by a NEWLY Painted Interior, NEW plush carpeting, and NEW easy-to-maintain vinyl flooring. The spacious living area flows seamlessly into the kitchen, featuring essential appliances such as an electric oven/range, refrigerator, and dishwasher—perfect for culinary enthusiasts. Retreat to the primary suite, complete with an attached bathroom and a generous walk-in closet for all your storage needs. A second bedroom and full bath provide ample space for guests or a home office. Enjoy the beauty of the outdoors from your unit, with views of the lawn & parking. The exterior features include lighting that enhances the community's charm. With convenient parking in a paved lot and included association amenities such as exterior building maintenance, snow removal, trash, and water, your lifestyle here is both comfortable and hassle-free. This delightful home is not just a place to live; it’s a place to thrive. Experience the perfect blend of comfort and convenience in a community that feels like home.

111 Timberlake Ter Unit #5, Stephens City

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

$235,000
3 Beds 2 Baths
Don't miss out on this beautifully remodeled 3-Bedroom 1.5 Bathroom townhouse in Stephens City's Lakemont Village Subdivision! So much NEW inside this home - roof ... LVP & carpet flooring ... stainless steel stove, dishwasher and range hood ... bathrooms ... lights & ceiling fans ... interior paint ... repainted kitchen cabinets ... and hot water heater! And to top it off - all new windows will be installed prior to settlement! The exterior has just been power-washed, and the property also features a large fully fenced backyard. You'll love the great location ... so close to all of Stephens City's amenities, Laurel Ridge Community College, Shenandoah University, and major commuter routes including I-81, 37 and 66. This one is ready for you!

178 Hackberry Dr, Stephens City

Listing courtesy of Colony Realty. Contact:

$249,000
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.

157 Brookland Ter Unit #6, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

$215,000
1 Beds 1 Baths
Charming mountain retreat nestled on a full acre in Shawneeland! This cozy 1-bedroom, 1-bath cabin offers the perfect blend of privacy, nature, and modern comfort. Situated on two combined lots totaling approximately 1 acre, the property provides plenty of space to enjoy the peaceful wooded setting. Recent improvements include a newer architectural shingle roof, gutter, vinyl clad double glazed windows, a new mini-split heating and cooling system, a new wood stove, and an updated septic system that has been recently serviced. The inviting interior features rustic cabin character and a warm, comfortable atmosphere ideal for weekend getaways, full-time living, or a vacation retreat. Relax on the deck, enjoy the sights and sounds of nature, and take advantage of the additional lot for added privacy and flexibility or adding an addition to the main cabin. If, investment opportunity is what you are looking for this cabin would be a great Air BNB or rental! Conveniently located just a short drive from Winchester while offering a true mountain escape. Whether you're looking for a starter home, investment opportunity, or your own private getaway, this affordable cabin is ready for its next owner. There is no HOA, however, Shawneeland has a sanitary district which maintains the roads and community, which is about $660 a year.

106 Blackfeet Trl, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

$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:

$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:

$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

$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:

$249,900
2 Beds 2 Baths
✨ Fully Renovated 2026 | Turnkey 2BR/2BA Condo in Park Place ✨ Welcome to 136-8 Brookland Ct—where style, comfort, and convenience come together. This stunning second-floor condo has been completely renovated in 2026, offering a like-new feel without the wait! Step inside to discover all-new flooring, appliances, lighting, fixtures, vanities, doors, and countertops—every detail thoughtfully updated for modern living. The bright, open floorplan is perfect for both everyday life and entertaining, featuring a cozy electric fireplace that adds warmth and charm. The spacious primary suite boasts a walk-in closet and private en-suite bath, while the second bedroom offers flexibility for guests, a home office, or more. Enjoy the ease of one-level living with in-unit laundry and step out onto your private balcony—perfect for morning coffee or unwinding at the end of the day. Located in the sought-after Park Place community, you’ll love the peaceful setting with plenty of parking, all just minutes from shopping, dining, Route 7, and I-81.

136 Brookland Ct Unit #8, Winchester

Listing courtesy of Re/Max Roots. Contact: (540) 686-7362

$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

$209,000
Zoned B2 (General Business) | 0.64 Acres (27,788 sq. ft) Prime Commercial Development Opportunity (Dealership Approved) ​The Opportunity ​Position your business at the heart of the Valley’s growth. This high-visibility lot is strategically located along the bustling Route 11 (Valley Pike) corridor, serving as a primary artery for Stephens City and Frederick County. With hundreds of new homes completed in the last 36 months and hundreds more currently under construction within a 3-mile radius, this site offers a massive, built-in customer base ready for new services. ​Key Property Features ​Total Size: Paved 27,788 sq. ft. (approx. 0.64 acres). ​Zoning: B2 (General Business) – One of the most flexible commercial designations in Frederick County. ​Ideal Uses: For due diligence defer to zoning link below. ​Automotive Dealership / Sales ​Fast Food or Sit-down Restaurant ​Retail Strip Center or Showroom ​Medical Office or Professional Services ​Bank or Financial Institution ​Strategic Location: Direct frontage on Valley Pike with easy access to I-81 and the regional retail hub. ​Growth Context ​This isn’t just a lot; it’s a gateway to an expanding community. The surrounding "busy corridor" has seen a surge in residential density, creating high demand for local retail, dining, and automotive dealerships. Capture the traffic of today and the growth of tomorrow. ​Zoning & Regulatory Information ​The B2 General Business District is intended to provide for a wide variety of business, office, and service uses that require frequent and direct access by the general public. ​ Permitted Uses (Partial List): ​Motor Vehicle and Parts Dealers (Car Dealerships) ​Food Services and Restaurants (including Fast Food) ​Retail Trade (General Merchandising) ​Convenience Stores ​Personal Care Services (Salons/Barbers) ​Offices (Real Estate, Finance, Insurance) ​Official Links ​Frederick County Zoning Ordinance (B2 Section): View Section 165-603 ​ Full Frederick County Code of Ordinances: https://ecode360.com/13804443?hl=en-US

4937 Valley Pike, Stephens City

Listing courtesy of EXP Realty, LLC. Contact: 8883977352

$215,000
REDUCED by $20k! CALLING ALL BUILDERS!! 7 BUILDING LOTS for $215,000 (being sold as a bundle) located in Shawneeland in Frederick County, VA. . Perc approved certification letter, plat and sewer docs on file for each lot. The lots range in size from 0.40-0.92 acres. Potential home sites for permanent home or weekends and vacations. Enjoy hiking, fishing, swimming in the lake, nature walks and playgrounds for the kids. Maintenance of roads, common areas, amenities, snow plowing etc managed by Shawnee Land Sanitary District/Frederick County. Sanitary District Tax just $190 for unimproved lot. Shawneeland (also known as Shawnee Land) is a residential community located on the eastern slopes of Great North Mountain. Lots included by tax ID #: 49A3-1-BB-E has 2 Bedroom perc on 0.40 acres; 495A5-1-Q05 has 2 Bedroom perc on 0.61 acres; 49A5-1-R-15 has 3 Bedroom perc on 0.49 acres; 49A06-1-W-66 has 3 bedrooms on 0.63 acres; 49A06-110-48 has 3 Bedroom perc on 0.71 acres; 49A07-1-5-223A has 3 Bedroom perc on 0.92 acres; 49A08-111-190 has 3 Bedroom perc on 0.54 acres. DETAILS for EACH LOT ARE IN DOCUMENTS. Contact listing agent with questions.

7 Building Lots In Shawneeland, Winchester

Listing courtesy of Jim Barb Realty, Inc.. Contact: