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$735,000
6 Beds ⋅ 4 Baths ⋅ VAWI2010040 MLS
Spacious 5-6-bedroom, 4-bath brick-front rancher with a fully finished basement, offering flexible living space for today’s needs. The main level features a welcoming living room with a tray ceiling & a gas fireplace, a formal dining room with crown molding & chair rail, and a well-appointed kitchen with Corian countertops and a walk-in pantry. The primary suite is conveniently located on the main level and includes crown molding and a spacious walk-in shower and 2 walk-in closets with custom shelving. A dedicated main-level office provides the perfect work-from-home setup. Designed for everyday ease, this home offers two main-level laundry areas—one with a utility sink. The finished lower level expands your living space with an additional bedroom & full bath, and a family room with a second gas fireplace. Enjoy outdoor living with a large covered patio, screened porch, and a deck overlooking a fenced backyard. Extensive front landscaping and a sprinkler system. A 2-car garage with a terrazzo floor and built-in cabinets adds extra storage and functionality. This home has it all and in a desirable Winchester setting! Electronic air filters, humidifier, lawn sprinkler system. HVAC 2016 (main/basement level), HVAC 2018 (upper level), appliances updated 2025, sump pump 2026, upgraded bathroom with walk-in shower. Check out our 3-D tour attached to the listing!

817 Chelsea Dr, Winchester
$605,000
4 Beds ⋅ 3 Baths ⋅ VAFV2040716 MLS
Discover the perfect blend of comfort and contemporary living in this stunning detached home, nestled on a generous 1.35-acre lot. Built in 2009, this residence boasts a modern architectural style that harmonizes with its serene surroundings, offering a peaceful retreat from the hustle and bustle of everyday life. Step inside to find a spacious layout that invites you to create lasting memories. With four well-appointed bedrooms and three full bathrooms, there's ample space for everyone to enjoy their own sanctuary. The heart of the home features a cozy gas fireplace, perfect for those chilly evenings when you want to unwind with a good book or gather with loved ones. The unfinished basement presents a blank canvas, ready for your personal touch. Imagine transforming this space into a game room, home gym, or additional storage-whatever suits your lifestyle! The exterior of the home is equally inviting, with low-maintenance vinyl siding that allows you to spend more time enjoying your surroundings and less time on upkeep. The expansive lot offers endless possibilities for outdoor activities, gardening, or simply basking in the beauty of nature. Parking is a breeze with a convenient driveway, ensuring you and your guests always have a place to park. While there's no pool, the vast outdoor space provides plenty of room for future enhancements, whether it's a patio for entertaining or a fire pit for stargazing nights. This home is not just a place to live; it's a canvas for your dreams. With its contemporary design, spacious interiors, and a location that offers both tranquility and convenience, it's the ideal setting for creating a life you love. Don't miss the opportunity to make this beautiful property your own. Schedule a viewing today and envision the possibilities that await you in this charming residence!

1564 Perry Rd, Winchester
$2,200,000
5 Beds ⋅ 5 Baths ⋅ VAFV2040778 MLS
Set on 21.5 acres just minutes from downtown Winchester, this 5-bedroom home offers over 5,800 finished square feet with a blend of space, functionality, and outdoor living in a highly convenient location. Combining usable land, thoughtful improvements, and indoor and outdoor entertaining spaces, this property offers a rare opportunity close to town amenities. While a neighboring property's drive is visible in the distance, it is not shared and is not subject to any easement. The generous separation between homes offers the flexibility to further enhance privacy with fencing, landscaping, or a custom tree line while maintaining the property's open, expansive setting. The main living areas feature an open flow between the kitchen and living room, highlighted by a fireplace and a custom kitchen with Mennonite-built cabinetry, stainless steel appliances, gas cooking, and a generous pantry. A fully finished basement with a second fireplace provides additional space for recreation, guests, or multi-generational living. Outdoor living includes an in-ground pool with hot tub, a 16'x27' covered patio with outdoor kitchen featuring a sink, grill, and refrigerator, a 16'x12' pergola, outdoor fireplace, detached pool house, and an additional covered hot tub area. The property also features a private stocked pond and a 24'x36' barn equipped with two stalls, wash bay, tack room, second-story hay loft, hot/cold water, and electric, making it suitable for equestrian or hobby use. An 18'x20' wood shed with outdoor wood stove adds additional utility. Additional features include a 1,270 sq ft three-car garage with 10'x8' doors, propane heat on the main level, heat pump on the upper level, outdoor wood stove capable of heating the entire home, gas water heater, and a new water heater installed in 2026. Conveniently located within approximately 5 miles of downtown Winchester, enjoy nearby shopping, dining, entertainment, Jim Barnett Park, Trails at the Museum of the Shenandoah Valley, and Rose Hill Park within walking distance. Above-ground hot tub, propane tank, and outbuildings convey AS-IS. Washer and dryer do not convey. *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.

2230 Jones Rd, Winchester
$1,050,000
4 Beds ⋅ 4 Baths ⋅ VAFV2040918 MLS
Escape to Your Private Retreat – Just 10 Minutes from Winchester! Don’t miss the 3D tour attached to this listing! Welcome to a truly one-of-a-kind property offering 27.65 secluded acres across three parcels, complete with towering trees, a tranquil pond, and breathtaking natural surroundings. This charming log home is rich with character and history—originally relocated here in the 1960s, with a thoughtfully designed three-story addition completed in 1994. Step inside and be greeted by the warmth of exposed wood beams, a cozy fireplace, and the inviting feel of a classic cabin paired with modern comforts. The spacious kitchen, perfect for entertaining, features solid cherry cabinetry, quartz countertops, and an induction cooktop. A true highlight is the sunroom, added in 2007—complete with radiant heated floors, a wood-paneled ceiling, and its own heating/cooling unit—where you can enjoy year-round views of your serene surroundings. Upstairs, the primary suite offers stunning views and a private ensuite bath. Two additional bedrooms and a convenient laundry room complete the upper level. Outdoors, you’ll love the expansive deck, perfect for gatherings or peaceful mornings. Enjoy seasonal blooms, mature plantings, and a wood stove for those crisp winter evenings. The walkout basement offers even more space with a mudroom, a large recreation room with fireplace, exposed beams, ample storage, and a mechanical room. Recent Updates Include: New A/C system (2024) Kitchen refresh (2022) Eco Water iron filter (2018; rebedded 2025) Standing seam metal roof (2013) Septic pumped (2024) Electric fence to protect landscaping from deer Located just off Routes 37 and 50, this unique property delivers the perfect balance of privacy and accessibility. septic <#BR Three included parcels: 6.15 acres – Tax ID: 61-A-70 10.50 acres – Tax ID: 61-A-63 11.00 acres – Tax ID: 61-A-65 Great property for multi-generational setup or future resale strategy. There is an opportunity to divide the parcel and create a separate driveway access, subject to county subdivision regulations, zoning etc.. confirm with the county and engineer during your due diligence. Schedule your private showing today—this one is truly a rare gem. Check out the 3-D tour attached to this listing!

1460 Pitcock Ln, Winchester
$1,100,000
4 Beds ⋅ 5 Baths ⋅ VAFV2040996 MLS
Set on over 10private acres in the quiet Locust Level Estates community, this beautifully designed 4-bedroom, 4.5-bath ranch-style home offers the rare combination of peaceful country living without feeling isolated from everyday conveniences. Thoughtfully designed for comfortable main-level living, the home blends manageable luxury, functionality, and scenic countryside beauty, creating an ideal setting for those seeking privacy, multigenerational flexibility, aging-in-place convenience, or the opportunity to create their own homestead-style retreat. With over 4,100 square feet of thoughtfully designed space, the open-concept main level creates a seamless flow ideal for both everyday living and entertaining, anchored by a warm and inviting central living area that naturally brings people together. ** ***The heart of the home is an upgraded kitchen featuring modern GE WiFi-enabled appliances, farmhouse-style sink, and enhanced cabinetry and countertops, all complemented by durable luxury vinyl plank flooring that runs throughout the home, offering both style and practicality. Three main-level bedrooms each feature their own private en-suite bath, while the spacious primary suite includes an oversized spa-style shower designed for relaxation. A fourth bedroom with a full bath is located in the walkout lower level, along with a large recreation space, pool table that conveys, and an expansive storage room. ***Thoughtful upgrades throughout include upgraded doors, ceiling fans in every bedroom and living space, dual-zone HVAC, a propane gas line for grilling, and a top-of-the-line Lancaster water filtration system. An oversized three-car garage provides exceptional flexibility for vehicles, equipment, hobbies, or storage. Outdoor living is where this property truly shines. Enjoy peaceful sunrises from the back deck, evenings around the fire pit, and the natural beauty of two streams that meander through the land. The property is thoughtfully equipped for a variety of lifestyles, whether you envision a private retreat, hobby farm, homestead, equestrian setup, or multigenerational living environment. Four-board fencing, a large, fenced backyard with multiple access points, a run-in shed for equipment, and a chicken coop with laying hens already in place add both charm and functionality. Pastures are nearing completion, offering the potential for horses or cattle, while woods and trails extend through the rear of the property with hunting stands already positioned.***The long, private driveway, approximately 1,200 feet and lined with maple trees, sets the tone for the privacy found throughout. The grounds are further enhanced by approximately 20 fruit trees, including peach and apple varieties, along with newly planted white cedars, cherry trees, and maples. Seasonal views offer a beautiful backdrop of neighboring rolling pastures and grazing cattle.***Located just minutes from the heart of Winchester, you’ll enjoy convenient access to shopping, dining, and entertainment, including Apple Blossom Mall and the charming Old Town Winchester Walking Mall, known for its vibrant mix of restaurants, boutiques, and year-round events. The area also offers a rich lifestyle with nearby wineries, orchards, farmers markets, and outdoor recreation, all set against the scenic backdrop of the Shenandoah Valley. With quick access to Route 7, I-81, and Route 37, this location offers the perfect blend of peaceful rural living and everyday convenience. Enjoy the serenity of a tucked-away setting while remaining just minutes from shopping, dining, medical facilities, commuter routes, and the conveniences of Winchester.***This is a rare opportunity to own a private and versatile countryside estate designed for the way people increasingly want to live today: connected to nature, flexible for changing seasons of life, and peaceful without sacrificing convenience. Reach out for more details and to schedule a tour online.

1015 Redbud, Winchester
$320,000
3 Beds ⋅ 3 Baths ⋅ VAWI2010436 MLS
Don't miss this 3-bedroom, 3 full-bath bungalow in a prime location! Just minutes from vibrant downtown shopping and dining, and a short walk to Jim Barnett park. The park includes a dog park, swimming pool, and pickleball courts. This home offers the ideal combination of convenience, charm, and access to outdoor amenities. New roof installed in 2018. Great investment opportunity! Currently tenant-occupied, offering immediate rental income for the next owner. Spacious layout and strong potential make this a great addition to any portfolio.

115 S Purcell Ave, Winchester
$824,900
4 Beds ⋅ 3 Baths ⋅ VAFV2040928 MLS
WOW - what a price improvement - schedule your viewing now!! Perched on a picturesque knoll with sweeping mountain views, this thoughtfully designed modern farmhouse colonial offers the perfect balance of luxury, comfort, and peaceful country living—without sacrificing modern convenience. Built in 2018, this 4-bedroom, 3-bath home offers over 3,100 square feet of beautifully designed living space with 9-foot ceilings on all three levels, creating an open, airy feel throughout. The heart of the home is the bright open-concept living space, where the kitchen, dining, and living areas flow seamlessly for both everyday living and effortless entertaining. A main-level bedroom and full bath provide ideal flexibility for guests, multi-generational living, or a private home office setup. One of the standout features is the incredible screened-in porch—an inviting extension of the home designed for morning coffee, evening gatherings, and taking in the surrounding mountain views and peaceful natural setting. Upstairs, the spacious primary suite offers a private retreat with a spa-inspired bath, while two additional bedrooms are connected by a convenient Jack & Jill bath. The partially finished lower level adds exceptional versatility with recreation space, abundant storage, a rough-in for a future full bath. Additional highlights include fully paid-off solar panels for long-term energy savings, high-speed fiber-optic internet, an oversized garage, no HOA, and a low annual road maintenance fee. Set among beautiful homes with tranquil views, wildlife, and open skies, this property offers the serenity of country living with the convenience of modern connectivity just a short drive from Winchester.

230 Conifer Ln, Winchester
$409,900
3 Beds ⋅ 3 Baths ⋅ VAFV2040894 MLS
Limited time builder offering $10,000 in closing costs with acceptable offer. Nearing completion! Premium Finishes: Enjoy a builder-upgraded interior featuring gleaming hardwood floors throughout the entire home (including all bedrooms) and elegant tile in all bathrooms. Gourmet Kitchen: Equipped with upgraded cabinetry, sleek granite countertops, a central island, and a sunny breakfast nook. Modern Layout: An airy, open floor plan connects the family room to a formal separate dining room. Owner’s Retreat: The spacious primary suite boasts two walk-in closets and a "true" master bath with a soaker tub and separate shower. Expansion Potential: The full basement is ready for finishing with a rough-in for a future bath and a pre-installed radon mitigation pipe. Xfinity available. Under construction and same home completed 211 Inca Trail Premium Finishes: Enjoy a builder-upgraded interior featuring gleaming hardwood floors throughout the entire home (including all bedrooms) and elegant tile in all bathrooms. Gourmet Kitchen: Equipped with upgraded cabinetry, sleek granite countertops, a central island, and a sunny breakfast nook. Modern Layout: An airy, open floor plan connects the family room to a formal separate dining room. Owner’s Retreat: The spacious primary suite boasts two walk-in closets and a "true" master bath with a soaker tub and separate shower. Expansion Potential: The full basement is ready for finishing with a rough-in for a future bath and a pre-installed radon mitigation pipe. Xfinity available.

123 Killbuck Trl, Winchester
$409,900
3 Beds ⋅ 3 Baths ⋅ VAFV2040892 MLS
Limited time builder offering $10,000 in closing costs with acceptable offer. Within 30 days of completion Stunning 3BR/3BA home on over 1/3 acre lot with available Xfinity internet (not all streets have it). Easy entrance access. Open floor plan features vaulted family room & kitchen. Upgraded kitchen boasts Bonus Granite Island & premium cabinets. Luxury finishes include hardwood throughout the entire main floor, stairs & bedrooms, plus tile in all baths. Huge value: Almost 2,000 sq ft Finished Rec Room on the lower level with upgraded LVP flooring and third full bath—the "biggest bang for your buck" for square footage! 2-car garage included.

103 Tonto Trl, Winchester
$455,000
3 Beds ⋅ 3 Baths ⋅ VAWI2010420 MLS
Don't Miss Out! Seller Concessions. Huge price reduction from motivated seller as well as a just added, $6-$7000 in closing assistance. Yours to apply to closing costs or go towards a rate buy down. A Truly Amazing, location, 3 years new. This property is located just a short drive to everything Winchester has to offer. Its not often that a nearly new construction home with all the best of everything comes on the market and is priced less than the Local builders. Come See Us Soon.... For starters theres No HOA .All the appliances and operating systems are still under warranty and the interior is in blank canvas new condition. This amazing Home recently had a super size deck added, ready for you and your family to move in and enjoy the serene view from the almost 1/2 acre back yard, while you grill for friends alike. The basement has a walk out feature as well as rough in for an additional bedroom bath combo. Whats not to love here. New solid construction with insulated glass windows, all the latest features and the Icing on this Cake...Location Location Location.sign up to go and see this before its gone. High Speed internet available with multiple choices for providers.

310 Longview Ave, Winchester
$575,000
6 Beds ⋅ 4 Baths ⋅ VAWI2010408 MLS
Versatile on Valley! So many possibilities! This versatile duplex is full of charm and opportunity! The original 1936 home features beautiful original hardwood floors, tall ceilings, fireplace, 4 season sunroom, and a stunning staircase that adds timeless character. The front unit is perfect for an owner-occupant who wants to enjoy historic charm while generating income from the back unit, or you can rent out both units for a strong investment. The rear unit is already leased to a reliable tenant, providing immediate cash flow. The entire home can easily be converted back to one large living space with the removal of drywall over two doorways. The new roof and gutters were installed in 2024 and both full bathrooms have been updated to include walk-in tiled showers. The heating fuel was converted to natural gas and new boilers were installed in 2011. Each unit has separate utilities except for water and sewer. With its unique character, flexible layout, and proven rental history, this property offers endless possibilities for living, investing, or both!

1400 Valley Ave, Winchester
$575,000
VAWI2010410 MLS
Versatile on Valley! So many possibilities! This versatile duplex is full of charm and opportunity! The original 1936 home features beautiful wood floors, tall ceilings, fireplace, sunroom, and a stunning staircase that adds timeless character. Each Unit has 3 bedrooms and 1.5 baths. The front unit is perfect for an owner-occupant who wants to enjoy historic charm while generating income from the back unit, or you can rent out both units for a strong investment. The rear unit is already leased to a reliable tenant, providing immediate cash flow. The new roof and gutters were installed just last year and both full bathrooms have been updated to include walk-in tiled showers. The heating fuel was converted to natural gas and new boilers were installed in 2011. Each unit has separate utilities except for water and sewer. With its unique character, flexible layout, and proven rental history, this property offers endless possibilities for living, investing, or both!

1400 Valley Ave, Winchester
$588,900
6 Beds ⋅ 4 Baths ⋅ VAFV2040862 MLS
Stunning two-level home sits on a flat, picturesque 5 acres, with spacious 6-bedroom, 4-bathroom This single-family home offering about 2,672 sq ft of living space. The main level features a bright living room, a well-equipped kitchen with ample counter space, multiple dining areas, and generously sized bedrooms. A large deck provides easy outdoor access and is perfect for entertaining. The fully finished basement was completely remodeled in 2025 and includes two complete apartments, each with its own kitchen, bedroom, and newly updated bathroom. Ideal for extended family or rental potential, with and amazing expansive outdoor space, that offers flexible living arrangements in beautiful and peaceful country surroundings, offering endless possibilities. A property with this much land and potential is truly a must-see! New features: a brand-new kitchen, a luxury full bathroom,

220 Snappy Ln, Winchester
$399,000
3 Beds ⋅ 3 Baths ⋅ VAWI2010388 MLS
TONS OF UPGRADES! This home has been updated top to bottom. From the roof, windows, kitchen, bathrooms, light fixtures, HVAC, and so on. Located just 1 block from Handley High School, this home and all of its high end improvements make it a treasure waiting to be discovered. As you walk through this home you'll notice that a ton of care and thoughtfulness was put into what it is today. The bathrooms having double vanities, fully tiled showers, upgrades to the flooring, walk-in closes in two bedrooms, a mud room in the rear of the home with a half bath for your guests, and a beautiful front porch to enjoy all of the downtown Winchester events.

1025 S Loudoun St, Winchester
$94,500
VAFV2040730 MLS
*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
$420,000
3 Beds ⋅ 2 Baths ⋅ VAFV2040458 MLS
Completely remodeled and move-in ready, this charming property at 775 Pack Horse Road in Frederick County, VA offers the perfect blend of modern updates and peaceful country living. Situated on a picturesque setting, the home has been thoughtfully renovated throughout, featuring updated finishes, refreshed interiors, and attention to detail in every room. Enjoy the convenience of a detached garage—ideal for parking, storage, or a workshop—and take in the natural beauty of your own private pond, creating a serene outdoor retreat perfect for relaxing or entertaining. With its quiet location and completely renovated with modern finishes and thoughtful upgrades throughout. The seller has chosen not to display interior photos

775 Pack Horse Rd, Winchester
$524,900
3 Beds ⋅ 3 Baths ⋅ VAFV2040764 MLS
*****LENDER CREDIT WITH AN OFFER AND USE OF LENDER!!!***** Welcome to the Vale at Hiatt Pointe—THIS IS ONE OF A KIND WITH THIS VIEW! a brand-new 2025 end-unit villa that is ready for immediate move-in. This beautifully upgraded two-car front-load garage home features three bedrooms, two full baths, and one half bath, offering the perfect blend of style, comfort, and convenience. Enjoy peace of mind with remaining builder warranties, plus the upcoming 1-year builder walkthrough, adding long-term value and confidence to your purchase. From the moment you arrive, the inviting front porch and elegant details set the tone—9-foot ceilings on both levels, oak wide main stairs, and thoughtfully curated finishes throughout. The heart of the home is the stunning kitchen, complete with white soft-close cabinetry, sleek white quartz countertops, a spacious island with built-in trash storage, and a walk-in pantry with solid shelving. Premium Samsung stainless steel appliances—including a five-burner cooktop with chimney hood, wall oven, refrigerator, microwave, and dishwasher—make everyday living and entertaining effortless. Washer and dryer are also included, and a dehumidifier making this truly move-in ready. The open-concept layout flows into the bright great room, where a cozy electric fireplace creates the perfect gathering space. Step outside to a spacious patio —ideal for relaxing or entertaining—while enjoying the added privacy of no homes being built behind you. Luxury vinyl plank flooring runs throughout the main living areas and primary suite, while plush, stain-resistant carpet enhances the secondary bedrooms and upstairs retreat. All bedrooms are generously sized and feature walk-in closets for ample storage. The main-level primary suite offers a spa-like retreat with dual vanities, quartz countertops, and a frameless roll-in shower with floor-to-ceiling tile, blending comfort with accessibility. Upstairs, a versatile loft and two additional bedrooms provide flexible space for guests, hobbies, or extended stays, along with a full bathroom for added convenience. This home is loaded with upgrades, including ceiling fan pre-wiring, custom blinds throughout, a security alarm system, and a thermal insulated garage door to help keep the garage comfortable year-round. The finished two-car garage provides additional storage space. Smart home and energy-efficient features include an IQ Panel 4 system, Ecobee smart thermostat, tankless gas water heater, advanced insulation, and electronic zoning. The home is also solar-ready for future energy efficiency. Pest control system installed as well to help with year round control. Upstairs area can also be modified to add another door for more storage area. Located in Hiatt Pointe at Snowden Bridge, a gated 55+ active adult community, residents enjoy resort-style amenities including a clubhouse, fitness center, pickleball courts, billiards, outdoor pool and hot tub, fire pit, and social gathering spaces—all designed for a vibrant, low-maintenance lifestyle. Mailboxes are conveniently located just steps away (approximately 25 feet) for added ease. With quick access to Route 7, I-81, and I-66, this location offers both convenience and connectivity.

104 Wagtail Ln, Winchester
$229,000
2 Beds ⋅ 2 Baths ⋅ VAFV2040724 MLS ⋅ Parkplace BLDG.
2 Bed, 2 bath condominium. New appliances, including water heater and heat pump. 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
$1,499,000
VAFV2040748 MLS
Location Location Location! 2.45 Acres comprised of 4 Lots with 3 income producing dwellings. Site falls withing the Frederick County Comprehensive Plan for Commercial Uses. Located just off the Route 37 and Route 522 Interchange next to Sheetz and KFC. All Dwellings and Outbuildings are strictly as-is.

821,829,839, and 851 Fox Dr, Winchester
$1,499,000
VAFV2040736 MLS
Location Location Location! 2.45 Acres comprised of 4 Lots with 3 income producing dwellings. Site falls withing the Frederick County Comprehensive Plan for Commercial Uses. Located just off the Route 37 and Route 522 Interchange next to Sheetz and KFC. All Dwellings and Outbuildings are strictly as-is.

821,829,839, and 851 Fox Dr, Winchester
$369,900
3 Beds ⋅ 2 Baths ⋅ VAFV2040470 MLS
Welcome home to this charming retreat nestled in the Shawneeland community of Winchester, Virginia. This beautifully reimaged rambler has been fully remodeled. The 3-bedroom, 2-bathroom home offers the perfect blend of modern finishes and relaxed mountain community living – ready for you to move-in and enjoy! Step outside and breathe it all in. A delightful front porch sets the tone the moment you arrive, while a lovely side porch gives you the perfect spot for morning coffee, evening cocktails, or simply soaking in the serene surroundings. Inside, everything is new. Gleaming luxury vinyl plank flooring flows through the home, anchoring a fresh, contemporary feel. The brand-new kitchen features quartz countertops, stainless steel appliances, a deep sink, and crisp cabinetry that will inspire your inner chef. Both bathrooms have been fully updated featuring tile and stylish, modern fixtures. The outdoor spaces are just as inviting as the interior. The property offers wonderful natural privacy, creating a peaceful, tucked-away feeling. Garden enthusiasts will love the ready made opportunities of decorative garden beds. A storage shed keeps your tools, gear, and outdoor essentials neatly organized and out of sight. But wait, there’s more! A charming, petite additional dwelling unit on the property opens a world of possibilities! Use it as a home office, art studio, she-shed, man cave, or creative retreat; the only limit is your imagination. Major investments have already been made for you on the home: new roof, new siding, new windows, new hot water heater, and a brand-new driveway. Additional major investments have been made on the exteriror systems. For the well: new whole house water filtration system, new vertical well pressure tank and associated fittings and hardware , and new submersible pump wire installed with new grounding conductors. For the septic sysstem - new D-box, new header, and tank parged and resealed, This means low maintenance and peace of mind for years to come. Shawneeland offers residents access to a community lake, community ponds, recreational amenities and the natural beauty of the Shenandoah Valley, all of this is just minutes from the conveniences of Winchester. Schedule your visit today!

224 Hawk, Winchester
$24,900
VAFV2040688 MLS
Perched atop Great North Mountain, this wooded lot offers the potential for stunning westerly mountain views. Just under half an acre, the property offers a small driveway already cut in and a level homesite area, an ideal setting for your future mountain retreat, whether a chalet, cabin, or full-time residence. Surrounded by nature, this peaceful lot provides elevated views while still being approximately 20 minutes from Winchester. Road access is well maintained, with hard surface roads most of the way. A previous septic approval for a 4-bedroom Puraflo system (2006) is available in the documents; however, buyers should verify current requirements and updates with the county. Don’t miss the opportunity to own a mountaintop homesite in Shawneeland with incredible potential.

Lot 162 Bobcat Trl, Winchester
$399,000
6 Beds ⋅ 3 Baths ⋅ VAWI2010296 MLS
Spacious split-foyer home in the heart of Winchester featuring 6 bedrooms and 3 full bathrooms,. Well-maintained and located in a convenient neighborhood with no HOA. PRICE REDUCED TO SELL!

623 Smithfield Ave, Winchester
$649,000
4 Beds ⋅ 4 Baths ⋅ VAFV2040662 MLS
PRICE REDUCTION ALERT! This is your chance to own the private retreat buyers have been waiting for. Step into something special at 256 Brookneil Dr—where space, privacy, and flexibility come together beautifully. Nestled on 2.1 wooded acres just minutes from Winchester, this property offers a peaceful retreat with the soothing sounds of nature all around. Whether you're sipping coffee on the deck or unwinding after a long day, the setting delivers the kind of tranquility that’s hard to find. Inside, the home is designed with both comfort and versatility in mind. The spacious main living area welcomes you with an open layout, highlighted by a stunning double-sided fireplace that creates a warm, inviting flow between the family and living rooms. It’s the perfect space for gathering, relaxing, and making memories. One of the standout features is the private second-floor suite—complete with its own kitchen with stove, & refrigerator, full bath, and walk-out access to a secluded porch. Ideal for multi-generational living, guests, or this space gives you options that truly set this home apart. And let’s talk outdoor living—four decks off the kitchen plus a multi-level deck off the family room create endless opportunities for entertaining, enjoying the views, or simply soaking in the peaceful surroundings. Additional peace of mind comes with a new roof installed in 2021. Let’s schedule your private tour and see how this home fits your next chapter.

256 Brookneil Dr, Winchester
$925,000
VAFV2040672 MLS
PLEASE NOTE THAT THERE IS AN ELECTRIC FENCE. PLEASE MAKE SURE IT'S CLOSED BEHIND YOU WHEN ENTERING AND EXITING PROPERTY. MUST HAVE AN APPOINTMENT AND BE ACCOMPANIED BY AN AGENT TO SEE THIS PROPERTY. A truly rare opportunity to own over 150 acres in Frederick Co., VA , just a few miles west of the scenic Shenandoah Valley—where rolling pasture, privacy, and possibility come together. 950 Stony Hill Rd. offers a stunning blend of open farmland and natural beauty. With significant portions of the land farmable, this property is perfectly suited for agricultural use, equestrian pursuits, or creating a remarkable private estate or multi-generational retreat. Development may be possible. Any Purchaser needs to do their own research for their desired use(s). Existing features include available electric and a former tenant house (not livable). This property is 15 minutes from Historic Old Town Winchester, featuring a wide array of shopping, dining and entertainment options. Year-round outdoor activity pursuits are possible on property or nearby, including, golfing, hiking, fishing, kayaking and even skiing within 2 to 2.5 hours. Must be accompanied by Agent and have appointment to tour property. Livestock on property. D0 NOT ENTER OLD TENANT HOUSE. IT'S NOT SAFE. ENTRY TO STUCTURE IS STRICTLY FORBIDDEN. Private property. No drive-bys.

950 Stony Hill Rd, Winchester
$675,000
3 Beds ⋅ 3 Baths ⋅ VAWI2010276 MLS
100-Year-Old Downtown Winchester Charmer – Fully Reimagined in 2025! This stunning, fully restored century-old home seamlessly blends historic charm with high-end modern upgrades in the heart of downtown Winchester. Completely taken down to the studs and rebuilt in 2025, every detail was thoughtfully executed—nothing was overlooked. Proudly recognized with the 2025 Preservation of Historic Winchester Award of Merit, this home showcases exceptional craftsmanship and dedication to preserving its character while delivering today’s comforts. Major improvements include all-new electrical, plumbing, and ductwork, along with professionally engineered structural reinforcements for long-term integrity and peace of mind. Inside, you’ll find two brand-new HVAC systems, energy-efficient windows and doors, and beautifully refinished original hardwood floors throughout. The designer kitchen features granite countertops and a custom slide-up serving window that opens to a stylish outdoor bar—perfect for entertaining. Bathrooms offer elegant tile finishes and a jetted tub for a spa-like retreat. Custom details such as barn doors, solid wood interior doors, and upgraded lighting elevate the home’s unique character. The exterior is equally impressive, featuring a custom front door, welcoming new front porch, vinyl privacy fencing, a freshly seeded backyard, and a slate patio accented with ambient string lighting. A cobblestone driveway provides two off-street parking spaces—an added luxury in this walkable downtown location. A rare opportunity to own a one-of-a-kind home that perfectly balances historic appeal, modern efficiency, and exceptional craftsmanship in one of Winchester’s most desirable neighborhoods.

112 W Germain St, Winchester
$410,000
VAFV2040614 MLS
Gentle stretches of open meadow roll into quiet, wooded groves where sunlight filters through the trees. Hidden among them, peaceful little ponds shimmer like jewels, inviting you to pause and simply breathe. Imagine sundrenched mornings, afternoons exploring your own private trails, and evenings watching the sky glow across wide open fields. Whether you long to build a cozy retreat, a forever home, or simply claim a sanctuary all your own, this land is more than just property—it’s a feeling, a place where serenity and possibility meet.” With plenty of space to roam, relax, and breathe freely, it’s the perfect backdrop for the lifestyle you’ve been waiting for.” Escape to a serene retreat of rolling meadows, shady woodlands, and sparkling little ponds. Here, the land is alive—deer wander gracefully through the trees, wild turkeys stride across the fields, and songbirds fill the air with music. Bring your horses, cows, goats, or sheep to graze the open pastures, or simply enjoy the peace of living alongside nature. This is more than just land—it’s a private sanctuary where farm life, wildlife, and natural beauty come together in perfect harmony.” In the summer, kids might toss in a line, pulling out a perch or even a fat catfish. Families might watch dragonflies skimming the water’s edge. At night, fireflies light up the grasses around the pond, adding to the magic.

000 Light Rd, Winchester
$390,000
5 Beds ⋅ 2 Baths ⋅ VAWI2010260 MLS
Priced to reflect the need for some updating, this home offers opportunities and personalization while remaining move-in ready 1011sf total living space. This home is in very good shape. The sellers are selling this property completely As-IS. NO HOA Perfectly home on a quiet lot embraced by mature, stately trees, this 5-bedroom, 2 full-bathroom home offers both seclusion and incredible proximity to Winchester's finest amenities, schools, shopping, and major commuter routes. You have to come and see it. This home is seller's Occupied.

605 Dunlap St, Winchester
$20,000
VAFV2040550 MLS
Tucked into the scenic mountains of Wilde Acres subdivision, this 0.81-acre offering combines three wooded lots into one unique opportunity for your future homesite or getaway retreat. Surrounded by mature trees and natural beauty, the property offers privacy, flexibility, and the potential to build in a peaceful setting away from the noise of town. Whether you're looking to create a full-time residence, weekend escape, or long-term investment, this property delivers. Located just 30 minutes from Winchester, you’ll enjoy convenient access to shopping, dining, and everyday amenities while still feeling tucked away in the mountains. Outdoor enthusiasts will appreciate the close proximity to George Washington National Forest, offering endless options for hiking, camping, and exploring. With three lots combined, you have added flexibility for building, layout, and future use - making this a rare find in a growing area. If you’ve been searching for a private, wooded setting with access to both nature and convenience, this is your opportunity.

Lot 9, 11, 13 Cougar Trail, Winchester
$1,182,695
VAFV2040554 MLS
7082 SF, Prime Office Available for Lease, Winchester, VA. Located in established business park, all brick construction, super clean and ready for Q3 occupancy! Large open office concepts with multiple executive offices. Large breakroom, multiple M/W bathrooms, and bright, welcoming lobby. TONS OF FREE PARKING! High speed internet, Enterprise Zone benefits! $12 PSF + $2.65 NNN (inclusive with condo dues). Also listed for sale, $1,182,694. Optional, additional 3K SF of offices available on separate 2nd floor for a total of 10K+ if needed!

252 Airport Unit #3, Winchester