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146 Stonebrook Rd, Winchester
$599,900
5 Beds ⋅ 3 Baths
Spacious ranch home on a beautiful 1-acre lot in the highly desirable Stonebrook Farms community, offering generous living space, a flexible floor plan, and numerous important updates already completed by the current owners: HVAC in 2022, windows and septic system in 2023, water heaters and water softener in 2023, fresh paint throughout in 2024, a new HVAC ventilation system in 2024, and new appliances in 2025, LVT flooring throughout in 2026, and carpet was replaced in 2024. The home's versatile layout offers 5 bedrooms and 3 full baths, including a private room tucked behind the garage with full bath. The 1,000 sq.ft. finished lower level adds even more flexibility as a comfortable apartment-style living space, with its own kitchen, dining area, bedroom, and full bath. This approximately $30,000 renovation was completed in 2024 and provides a ready-to-use space for extended family, guests, recreation, or other rental opportunity. Outside, enjoy a spacious backyard surrounded by mature trees and landscaping, with a patio and plenty of room for gardening, relaxing, and gatherings. The 1-acre setting provides a peaceful country feel while remaining just minutes from shopping, dining, medical facilities, and everything Winchester has to offer. Stonebrook Farms is one of Winchester's most sought-after communities, with the option to join the Stonebrook Club and enjoy swimming, tennis, pickleball, and social activities. If you're looking for a home with substantial updates already completed, flexible living space, and room to make the remaining finishes your own, this property offers an opportunity to settle into a well-maintained home in a highly desirable Winchester location.

146 Stonebrook Rd, Winchester

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

1853 Rosser Ln, Winchester
$385,000
2 Beds ⋅ 2 Baths
Welcome to easy one-level living in Willow Lawn Cottages, a popular 55+ community in Winchester! This well-maintained home has been freshly painted and offers 2 bedrooms and 2 full bathrooms. The open floor plan feels bright and spacious, with vaulted ceilings, plenty of natural light, and luxury vinyl plank flooring throughout. The kitchen includes granite countertops, updated cabinets, stainless steel appliances, and a built-in microwave. The primary bedroom has a walk-in closet and a private bathroom with a walk-in shower. You’ll also find main-level laundry, an attached one-car garage, a covered front porch, and a rear patio where you can relax outdoors. The HOA takes care of lawn maintenance and snow removal and provides access to the community clubhouse, gathering spaces, and sidewalks. Located close to Winchester Medical Center, shopping, restaurants, and historic downtown Winchester, this home offers comfort and convenience in a welcoming community.

1853 Rosser Ln, Winchester

Listing courtesy of Realty FC. Contact:

2122 Jones Rd, Winchester
$699,900
3 Beds ⋅ 3 Baths
Beautifully renovated 1918 farmhouse situated on 10 scenic acres with views of Opequon Creek, accessible creek frontage, a picturesque pond, and some fenced acreage. Conveniently located approximately five miles from downtown Winchester with easy access to shopping, dining, entertainment, Jim Barnett Park, the Trails at the Museum of the Shenandoah Valley, and Rose Hill Park within walking distance. This 3-bedroom, 2.5-bath home blends historic character with modern updates. The remodeled kitchen features new cabinetry, granite countertops, and stainless steel appliances. All bathrooms have been updated with new vanities, tile flooring, lighting, tubs, showers, toilets, and mirrors. Original hardwood floors, stairs, and wood trim have been refinished, while additional improvements include new windows, three exterior doors, fresh interior paint, updated lighting, outlets, ceiling fans, a new roof, and a renovated upper porch with new flooring, ceiling, and railings. Major updates include replaced water and drain lines to the kitchen and bathrooms, replacement boiler for the first-floor oil heat, second-floor HVAC systems and ductwork (2019), electric water heater (2019), new septic distribution box with a completed 8/2026 septic inspection, replacement Permacast front porch columns, updated gutters with gutter guards (2020), and a newer basement steel entry door (2019). The detached garage has also been renovated with a new roof, gutters, fascia, soffit, overhead door and opener, entry door, and concrete floor. A new brick paver walkway and landscaping complete this move-in-ready property, offering the perfect combination of acreage, water views, and modern updates just minutes from Winchester. Chimney Disclosure: All chimneys convey as-is. The chimney behind the kitchen has been permanently sealed and is not functional. The living room chimney is lined for use with a wood or pellet stove. The rear porch chimney serves the boiler heat system. The garage chimney is capped; the cap may be removed if desired. *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.

2122 Jones Rd, Winchester

Listing courtesy of RE/MAX Roots. Contact:

120 Scirocco Ln, Winchester
$330,000
2 Beds ⋅ 2 Baths
This beautifully maintained 3-bedroom, 1.5-bath townhome offers three finished levels of living space with even more potential in the basement to create an additional bedroom, office, or recreation room. Step inside to find numerous recent updates, including new LVP flooring, fresh paint, updated lighting, new carpet upstairs, updated interior door hardware, a new washer and dryer, and a new hot water heater with updated plumbing. The spacious living areas flow seamlessly to a large rear deck overlooking peaceful woods, providing the perfect spot to relax or entertain. The fully fenced backyard is ideal for pets, play, or gardening. The HOA makes maintenance easy by mowing the front lawn and offers excellent neighborhood amenities, including a community in-ground pool, playground, and dog park, giving you resort-style living close to home.

120 Scirocco Ln, Winchester

Listing courtesy of Mountains Edge Realty LLC. Contact:

2810 N Frederick Pike, Winchester
$260,000
3 Beds ⋅ 1 Baths
Recently renovated and move-in ready! This updated 3-bedroom, 1-bath home offers the perfect combination of modern finishes and worry-free living with major upgrades already completed. Enjoy peace of mind with a new roof, new windows, new siding, and a brand-new HVAC system, providing comfort and energy efficiency for years to come. Inside, you'll find stylish luxury vinyl plank (LVP) flooring throughout, creating a seamless and low-maintenance living space. The updated kitchen features all-new stainless steel appliances, offering both functionality and a sleek, contemporary look that's ready for everyday living or entertaining. Conveniently located on N. Frederick Pike with easy access to shopping, dining, schools, and commuter routes, this home is an excellent opportunity for first-time buyers, those looking to downsize, or anyone seeking a turnkey property. Don't miss your chance to own this beautifully renovated home, schedule your private showing today!

2810 N Frederick Pike, Winchester

Listing courtesy of Weichert Realtors - Blue Ribbon. Contact:

1529 Dalton Pl, Winchester
$625,000
4 Beds ⋅ 4 Baths
Roof 2017 - Water Heater 2017 - HVAC 2023. Welcome to 1529 Dalton Place, an exceptional home tucked away on a quiet cul-de-sac in one of Winchester's most desirable locations. Offering 4 spacious bedrooms, 3.5 bathrooms, and an expansive floor plan, this beautifully designed residence delivers the perfect blend of comfort, style, and functionality. From the moment you enter, you'll appreciate the generous room sizes throughout, including elegant formal living and dining rooms ideal for entertaining. The heart of the home features an inviting open-concept kitchen and family room, creating the perfect space for everyday living and gathering with family and friends. A bright and airy sunroom provides the perfect spot to relax while overlooking the backyard. The finished basement offers exceptional flexibility with abundant space for a recreation room, home theater, fitness area, office, or guest suite. A spacious 2-car garage provides plenty of storage and convenience. Ideally situated in a prime location close to shopping, dining, schools, commuter routes, and all that Winchester has to offer, this impressive home combines space, convenience, and timeless appeal. If you're searching for a move-in-ready home with generous living areas and an unbeatable location, 1529 Dalton Place is one you won't want to miss. All sizes are approximate.

1529 Dalton Pl, Winchester

Listing courtesy of RE/MAX Roots. Contact:

300 Panther, Winchester
$359,000
3 Beds ⋅ 2 Baths
Completed new construction in Wilde Acres! This 3-bedroom, 2-bath one-level home in Winchester, VA offers approximately 1,344 finished square feet on a 1-acre lot with an attached 2-car garage. The open floor plan connects the kitchen, dining and living areas and features luxury vinyl plank flooring, granite countertops and stainless steel appliances. The primary bedroom includes a private full bath, with two additional bedrooms and a second full bath completing the layout. Exterior features include a covered front porch, rear deck and wooded surroundings. With construction now complete, this home offers brand-new single-level living on a full acre just outside Winchester. Taxes currently reflect the land only.

300 Panther, Winchester

Listing courtesy of Preslee Real Estate. Contact:

Wolf Spring Trail, Winchester
$127,750
Rare opportunity to own three adjoining fully wooded parcels in the quiet and peaceful Shawneeland community. Numerous residential and recreational possibilities exist with ownership of these tracts. Located just a few miles west of Winchester in the Rosenberger area of the county. Access is secured via extensive road frontage on paved Wolf Spring Trail. Utilities are close by making for easy and affordable hookups. Ideal location for a mountain top retreat or family compound. Stunning year round panoramic views of the valley below and surrounding mountains. Beautiful rock formations dot the landscape of these lots and the topography ranges from mild to steep. The acreage sprawls across the eastern slope of Great North Mountain. This land is zoned (R5) Residential Recreational Community District. The intention of the Residential Recreational Community District is to provide for a carefully planned recreational community which takes advantage of unique natural features and settings. Enjoy hiking, camping, and recreation of all types on this land. Only minutes from all the amenities and entertainment Winchester has to offer. Less than an hour from Northern Virginia.

Wolf Spring Trail, Winchester

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

109 Nootka Way, Winchester
$368,000
3 Beds ⋅ 3 Baths
*Excellent commuter location in a brand-new community conveniently situated just off Route 7 as you enter Winchester, offering easy access to major commuter routes, shopping, dining, and all that Winchester has to offer. Welcome to 109 Nootka Way, a beautifully maintained end-unit SMART townhome offering the perfect blend of modern style, comfort, and low-maintenance living. Built just a year and a half ago, this like-new home features 3 spacious bedrooms, 2.5 baths, and 1,509 square feet of thoughtfully designed living space. The open-concept main level is filled with natural light and provides an inviting space for both everyday living and entertaining. The well-appointed kitchen flows seamlessly into the dining and living areas, creating a functional and welcoming layout. Upstairs, you’ll find a generous primary suite with an en-suite bath, two additional bedrooms, a full hall bath, and convenient upper-level laundry. As an end unit, the home enjoys added privacy, extra windows, and abundant natural light throughout. A rear-entry one-car garage provides secure parking and additional storage. Located in a desirable Winchester community with easy access to shopping, dining, commuter routes, and everyday conveniences, this move-in-ready home offers the benefits of newer construction without the wait.

109 Nootka Way, Winchester

Listing courtesy of Samson Properties. Contact:

3168 Ruby Royce Dr, Winchester
$635,690
3 Beds ⋅ 4 Baths
Rare Dual Primary Suites on the Main Level! Backing to trees, this stunning new Matisse at Hiatt Pointe at Snowden Bridge offers the perfect blend of comfort and flexibility for active adults 55+. Personalize your finishes and move in this spring! Enjoy a gourmet kitchen with SS appliances including hood, quartz countertops, an oversized island, and walk-in pantry. The open layout features 10' ceilings, a gas fireplace, and a screened porch overlooking the wooded homesite. The finished lower level adds a rec room, third bedroom, and full bath. Enjoy resort-style amenities including a gated entrance, clubhouse, fitness center, pickleball, bocce, pool, and hot tub. Ask about builder incentives!

3168 Ruby Royce Dr, Winchester

Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact:

204 Cougar Trl, Winchester
$320,999
3 Beds ⋅ 3 Baths
This spacious home built in 2020 in Wild Acres with 1667 sqft living space and sitting on a .75-acre lot has plenty to offer! This 3-bedroom, 2.5-bath split-entry home features an inviting layout with bright living and dining areas that flow into the kitchen, creating a welcoming setting for everyday living and gatherings. With a family/recreation room, with the half bath in lower level. With washer and dryer hook ups on main level. Outside with, the large deck overlooks a fenced, tree-lined backyard. An attached 2-car garage, central air/heat, new water softener, its own well and septic (which was just pumped) mature trees, complete this well-rounded property. This home with this PRICE you must see; don’t wait! Book your showing today.......

204 Cougar Trl, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

820 Cedar Grove Rd, Winchester
$379,000
3 Beds ⋅ 2 Baths
REDUCED, This charming brick ranch-style home, built in 1971, offers a perfect blend of comfort and functionality. With 2,198 sq. ft. of thoughtfully designed space, this residence features three inviting bedrooms plus a bonus room and two full bathrooms, ideal for relaxation and privacy. The traditional floor plan is enhanced by beautiful hardwood and ceramic tile flooring, creating a warm and welcoming atmosphere throughout. The heart of the home is the eat-in kitchen, including a built-in microwave, dishwasher, and electric oven/range. Enjoy cozy meals at the kitchen table or gather around the wood-burning/woodstove & propane fireplace in the living area, perfect for creating lasting memories. Additional features include built-ins, ceiling fans, and a convenient main floor laundry area. Step outside to discover a generous 0.74-acre lot, beautifully landscaped and backing onto serene trees, providing a peaceful retreat. The exterior boasts several porches and ample parking with an oversized attached 5-bay garage and paved/gravel driveway, which is fantastic for car enthusiasts! Located in a rural setting, this home offers picturesque views of the garden and surrounding woods, making it an ideal escape from the hustle and bustle. With its combination of comfort, space, and natural beauty, this property is ready to welcome you home. This is a Special Warranty Deed sale. Call for details on garage measurements!

820 Cedar Grove Rd, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

Brush Creek Road, Winchester
$275,000
Discover the possibilities with this beautiful 20.2-acre property offering the perfect blend of privacy, natural beauty, and opportunity. Featuring a mix of mature woods and a spacious open field, this versatile parcel is ideal for outdoor recreation, hunting, or creating your own private retreat. With a recorded dominant easement for ingress and egress, you’ll enjoy convenient access while maintaining the peaceful seclusion that makes this property so special. Whether you’re dreaming of building your custom home surrounded by nature or looking for a weekend getaway to enjoy the outdoors, this land provides the perfect canvas to bring your vision to life. Don’t miss the chance to own a slice of the countryside where you can create the lifestyle you’ve always imagined.

Brush Creek Road, Winchester

Listing courtesy of Realty ONE Group Old Towne. Contact:

120 Hawk Trl, Winchester
$349,000
3 Beds ⋅ 2 Baths
Welcome to 120 Hawk Trail in Shawneeland! Built in 2014, this beautifully maintained 2,800+ square foot home offers modern comfort and convenience while enjoying the established character of a mature setting and peaceful wooded surroundings. A covered front porch greets you each day, while the two-car garage with two single doors provides a highly desirable feature in Shawneeland, along with plenty of additional storage. Inside, the spacious living room showcases a high tray ceiling, crown molding, hardwood floors, and large windows that fill the space with natural light. Entertain in the separate formal dining area, enhanced by chair rail and panel molding. Cooking and meal preparation are a pleasure in the well-appointed kitchen, featuring stainless steel appliances, abundant cabinetry, and generous workspace. A bright and cheery breakfast area overlooking the large, open backyard creates a cozy spot for everyday meals, morning coffee, or casual gatherings. Designed for everyday living, the three-bedroom floor plan includes a private primary suite with its own full bathroom and large closet. A second full bathroom is conveniently located near the living areas and additional bedrooms. Both bathrooms feature tile flooring and updated vanities. Downstairs, with direct access to the garage, the full basement is ready for finishing to your specifications, with a rough-in for a future bathroom. Create a recreation room, home gym, office, workshop, guest space, or simply take advantage of the generous storage space. A separate utility area includes the washer and dryer. Outside, the nearly 1/3-acre private, tree-lined lot offers plenty of space for grilling, entertaining, gardening, or simply relaxing surrounded by nature. Lovingly maintained by its original owner, this home features fresh paint, updated lighting and bathroom fixtures, and ceiling fans throughout. Enjoy the many Shawneeland amenities, including fishing ponds, hiking trails, playgrounds, and picnic areas, while Winchester's shopping, dining, medical services, and entertainment are conveniently nearby. Modern construction, 2,800+ square feet, a two-car garage, beautiful interior details, a full basement ready for your plans, and a peaceful wooded setting - come see what makes 120 Hawk Trail so special! Seller will replace carpeting prior to closing, providing the new owner with fresh, move-in-ready flooring.The home is also offered for rent at $1,995 per month.

120 Hawk Trl, Winchester

Listing courtesy of Samson Properties. Contact:

107 Lawford Way, Winchester
$459,990
2 Beds ⋅ 2 Baths
Ready for Move-In and Backing to Trees! This beautifully designed home offers easy, open-concept living with a stylish gourmet kitchen featuring quartz countertops, stone gray cabinetry, and stainless steel appliances. The kitchen flows seamlessly into the bright dining and family rooms, while the screened rear porch provides a peaceful retreat overlooking the wooded backdrop. The main-level primary suite includes a spacious walk-in closet and a spa-inspired bath with a seated frameless glass shower. A second bedroom and full bath offer comfort and flexibility for guests. Conveniently located near the two-car garage, the laundry room enhances everyday ease. Located in Hiatt Pointe at Snowden Bridge, a premier 55+ active adult community with exceptional amenities, social opportunities, and a vibrant lifestyle. Ask about builder incentives!

107 Lawford Way, Winchester

Listing courtesy of Brookfield Mid-Atlantic Brokerage, LLC. Contact:

450 Green Spring Rd, Winchester
$3,500,000
3 Beds ⋅ 4 Baths
Be Sure to View the Video and 3D Tour to Fully Experience this Stunning Property <br><br> **Briede Family Vineyards** presents an exceptional opportunity to acquire one of Virginia's distinguished boutique vineyard estates. Offering far more than beautiful real estate, it provides the new owners the opportunity to continue a well-established legacy within the Commonwealth's thriving wine industry. Combining an award-winning vineyard and winery brand with an elegant country residence currently operating as a licensed short-term rental, this remarkable property is ideally suited for those seeking both a lifestyle investment and an established business. The property's total acreage also includes three additional building lots (with approved Well and Septic), providing exceptional opportunities for future residential development, guest accommodations, or investment, subject to applicable approvals.<br><br> For years, Briede Family Vineyards has earned recognition for producing award-winning wines while cultivating a reputation for offering intimate, highly personalized guest experiences. Unlike larger commercial wineries, the vineyard has become known for its thoughtfully curated tastings, signature Champagne experiences, and imported French cheese pairings, creating a destination that guests return to year after year. The recognized brand, loyal clientele, and respected presence within Virginia's wine community provide an invaluable foundation for future ownership.<br><br> The beautifully appointed tasting room and adjoining great room provide an inviting setting for tastings, private gatherings, and special events. Guests can also enjoy the charming covered pavilion overlooking the vineyard, offering an ideal outdoor venue for relaxing, live entertainment, special events, and taking in the surrounding views. Complementing the vineyard experience, the beautifully maintained residence offers guests the opportunity to experience life among the vines. Surrounded by sweeping vineyard vistas and tranquil countryside, the home serves equally well as a private estate residence, luxury guest accommodations, or an expanded hospitality venue, offering exceptional flexibility for a variety of ownership goals.<br><br> The property encompasses established vineyards, meticulously maintained grounds, and the infrastructure necessary to continue current operations while providing opportunities for future growth. This is a true turnkey opportunity, allowing a new owner to step into an established vineyard operation with recognized branding and a well-developed hospitality experience, while providing an exceptional foundation for future growth and continued success. Whether expanding wine production, enhancing agritourism, hosting private events, or preserving the vineyard's boutique character, the possibilities are exceptional.<br><br> Conveniently located in Frederick County, Virginia, with easy access to Northern Virginia, Washington, D.C., and the Shenandoah Valley, Briede Family Vineyards represents a rare opportunity to acquire a recognized vineyard destination where years of dedicated ownership, reputation, and hospitality come together in one remarkable offering.

450 Green Spring Rd, Winchester

Listing courtesy of Keller Williams Realty. Contact:

1600 Tomahawk Trl, Winchester
$49,500
Don't miss this rare opportunity in Shawneeland! This beautiful L-shaped wooded hillside lot offers nearly 1.45 acres of mountain serenity and flexibility for your future home. Nestle your residence along Willow Trail, surrounded by mature trees and natural beauty, or build near the top of the property on Tomahawk Trail, where you'll enjoy breathtaking views of the Shenandoah Valley and the distant Blue Ridge Mountains. Located in the mountain community of Shawneeland, this property offers the perfect balance of peaceful seclusion and convenient access to modern amenities. Just a short drive from Winchester, Virginia, you'll find Valley Health's regional medical center, Shenandoah University, museums, parks, theaters, shopping, dining, and the charming historic walking mall in downtown Winchester. Whether you're dreaming of a weekend retreat, a mountain getaway, or a year-round residence, this property provides an exceptional setting to bring your vision to life. Come for a visit, stay for a lifetime. Shawneeland Sanitary District maintains roads and street signs. Fee is 190.00 annually. There is an old one-bedroom perc on file (1996) with the County showing the drainfield at the bottom of the hill off Willow and the homesite at the top of the hill on Tomahawk.

1600 Tomahawk Trl, Winchester

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

450 Green Spring Rd, Winchester
$3,500,000
3 Beds ⋅ 4 Baths
Be sure to see the video and 3D tour to fully explore this property! <br><br> Award-Winning Virginia Winery + Luxury Vineyard Estate + Income-Producing Luxury Short Term Rental + Development Lots! <br>br> **Briede Family Vineyards** presents an exceptional opportunity to acquire one of Virginia's distinguished boutique vineyard estates. Offering far more than beautiful real estate, it provides the new owners the opportunity to continue a well-established legacy within the Commonwealth's thriving wine industry. Combining an award-winning vineyard and winery brand with an elegant country residence currently operating as a licensed short-term rental, this remarkable property is ideally suited for those seeking both a lifestyle investment and an established business. The property's total acreage also includes three additional building lots (with approved Well and Septic), providing exceptional opportunities for future residential development, guest accommodations, or investment, subject to applicable approvals.<br><br> For years, Briede Family Vineyards has earned recognition for producing award-winning wines while cultivating a reputation for offering intimate, highly personalized guest experiences. Unlike larger commercial wineries, the vineyard has become known for its thoughtfully curated tastings, signature Champagne experiences, and imported French cheese pairings, creating a destination that guests return to year after year. The recognized brand, loyal clientele, and respected presence within Virginia's wine community provide an invaluable foundation for future ownership.<br><br> The beautifully appointed tasting room and adjoining great room provide an inviting setting for tastings, private gatherings, and special events. Guests can also enjoy the charming covered pavilion overlooking the vineyard, offering an ideal outdoor venue for relaxing, live entertainment, special events, and taking in the surrounding views. Complementing the vineyard experience, the beautifully maintained residence offers guests the opportunity to experience life among the vines. Surrounded by sweeping vineyard vistas and tranquil countryside, the home serves equally well as a private estate residence, luxury guest accommodations, or an expanded hospitality venue, offering exceptional flexibility for a variety of ownership goals.<br><br> The property encompasses established vineyards, meticulously maintained grounds, and the infrastructure necessary to continue current operations while providing opportunities for future growth. This is a true turnkey opportunity, allowing a new owner to step into an established vineyard operation with recognized branding and a well-developed hospitality experience, while providing an exceptional foundation for future growth and continued success. Whether expanding wine production, enhancing agritourism, hosting private events, or preserving the vineyard's boutique character, the possibilities are exceptional.<br><br> Conveniently located in Frederick County, Virginia, with easy access to Northern Virginia, Washington, D.C., and the Shenandoah Valley, Briede Family Vineyards represents a rare opportunity to acquire a recognized vineyard destination where years of dedicated ownership, reputation, and hospitality come together in one remarkable offering.

450 Green Spring Rd, Winchester

Listing courtesy of Keller Williams Realty. Contact:

159 Williamson Rd, Winchester
$559,990
2 Beds ⋅ 2 Baths
MOVE-IN READY! Welcome home to the Avalon at Abrams Pointe by Maronda Homes. Skip the wait and settle in right away. This beautifully finished ranch offers 2 bedrooms, 2 full baths, and up to 2,658 square feet of thoughtfully designed living space, all ready for you today. The open-concept layout is made for effortless everyday living. A spacious great room flows into a bright, modern kitchen and a welcoming breakfast area, which opens seamlessly to the sunroom. On the main level, you’ll find a generous owner’s suite, a secondary bedroom, two full baths, and a versatile flex room that works perfectly as a home office, den, or hobby space. The finished basement adds abundant extra living space, plus bathroom rough-ins so you can add another full bath down the road. A two-car garage completes the home. Tucked into a peaceful community just minutes from historic Downtown Winchester, you’ll have easy access to local restaurants, boutiques, entertainment, parks, wineries, and commuter routes. Don’t wait on this move-in-ready ranch. Schedule your private tour today! Pictures are representative.

159 Williamson Rd, Winchester

Listing courtesy of New Home Star Virginia, LLC. Contact:

1314 S Braddock St, Winchester
$267,000
3 Beds ⋅ 1 Baths
1314 S Braddock St is a one-story Winchester single-family home with a functional single-level layout. The kitchen is equipped with stainless steel appliances for everyday cooking and cleanup. The bathroom includes a tub and shower for daily use, and a dedicated laundry area with a stacked washer and dryer keeps utility tasks out of the main living space. Multiple bedrooms provide flexible room for sleeping or work-from-home use. Outdoors, a covered front porch offers a shaded sitting area, a rear deck extends the usable outdoor space, and a fully fenced backyard defines the grounds for outdoor activities. Clean interior finishes complete this well-maintained residence with practical amenities throughout every room.. Included 100-Day Home Warranty with buyer activation

1314 S Braddock St, Winchester

Listing courtesy of Open Door Brokerage, LLC. Contact:

535 Patsy Cline Blvd, Winchester
$675,000
Position your business in the heart of Winchester's premier retail corridor. This highly visible commercial outparcel offers an outstanding opportunity for retail, restaurant, medical, financial, or service-oriented development in one of the region's strongest shopping destinations. Located just off South Pleasant Valley Road with immediate access to Interstate 81, the property is surrounded by major national retailers including Lowe's, Walmart, Kohl's, Home Depot, Apple Blossom Mall, and numerous restaurants, hotels, and service businesses, creating exceptional consumer traffic throughout the day. The property sits within Winchester's primary retail trade area, drawing customers from the Shenandoah Valley, Northern Virginia, West Virginia, and Maryland. Current operating drive-thru. Property Highlights Prime 0.57-acre commercial outparcel Zoned CM-1 allowing a wide variety of commercial uses. Utilities available with water and sewer connections. Excellent access from Patsy Cline Boulevard and South Pleasant Valley Road. Minutes from I-81 interchange. Surrounded by established national retailers and restaurants. Strong daytime employment and regional consumer base. Ideal for: Quick-service or fast-casual restaurant Coffee shop Medical or dental office Financial institution Retail showroom Professional office Convenience retail Specialty retail Whether you're developing a flagship retail location, constructing a freestanding commercial building, or creating a custom build-to-suit opportunity, this site offers the visibility, accessibility, and surrounding retail synergy needed for long-term success.

535 Patsy Cline Blvd, Winchester

Listing courtesy of Coldwell Banker Premier. Contact:

135 Tye, Winchester
$395,000
3 Beds ⋅ 3 Baths
PRICE IMPROVEMENT! This wonderful home is now offered at a new price. Come see all it has to offer! Welcome to this beautifully designed end-unit townhome featuring three finished levels, a 1-car garage, and an open, light-filled floor plan that perfectly blends style and functionality. The main living areas are enhanced with durable luxury vinyl plank flooring, while the gourmet kitchen showcases stainless steel appliances, white cabinetry, ornamental white granite countertops, and abundant counter and cabinet space—ideal for everyday living and entertaining. Upstairs, you'll find three spacious bedrooms, two full bathrooms, and a convenient laundry room complete with a washer and dryer. The inviting owner's suite offers a large walk-in closet and a private ensuite featuring a double-sink vanity and an oversized walk-in shower, creating the perfect space to relax and unwind. Step outside to your private deck and enjoy your morning coffee, unwind after a long day, or entertain family and friends while enjoying the outdoors. Located in Senseny Village, Lennar's first master-planned community in Winchester, this home is part of a limited collection of just 41 townhomes. Ideally situated with easy access to Route 7 East, this location is perfect for commuters while still being just minutes from historic Old Town Winchester, where you'll enjoy charming shops, local restaurants, and year-round events. Nestled in the scenic Shenandoah Valley, this is a wonderful opportunity to own a beautiful new home in one of Winchester's most sought-after communities. Don't miss your chance to make it yours!

135 Tye, Winchester

Listing courtesy of Re/Max Roots. Contact:

904 Archwood Trl, Winchester
$319,900
3 Beds ⋅ 2 Baths
Motivated seller bring offers! "Escape To Archwood" Whether you're looking for a weekend retreat or a primary residence this 3-bedroom, 2-bathroom Chalet Style home is it! With incredible mountain views, privacy and room to stretch out this home can be your happy place! Open concept on the upper level with vaulted ceilings and a large kitchen with stainless steel appliances. Primary bedroom with a sliding door to the deck and private bathroom that has a large standing shower. Pull down steps to a walk-up loft area perfect for storage. Lower level has 2 bedrooms, full bathroom and laundry area. Huge lower and upper decks perfect to drink your morning coffee or relax in the evenings while you enjoy the breathtaking views! Storage shed out back. This home was fully renovated in 2019. New LVP flooring was just installed in the kitchen, living room and hallway area. Many parts of the deck and the vinyl siding off the left side of the upper deck were replaced in 2025. New pressure tank installed in August 2026. New water treatment system installed in September of 2026. New well pump installed in September of 2026. Home is sold as is where is.

904 Archwood Trl, Winchester

Listing courtesy of Samson Properties. Contact:

342 Canyon Rd, Winchester
$699,900
5 Beds ⋅ 4 Baths
Welcome to 342 Canyon Rd, a spacious and beautifully maintained home in the desirable Twin Lakes Overlook community on Winchester's east side close to Rt 7. Situated on a beautifully landscaped corner lot of nearly .40 acres where the schoolbus stop is at the front door, this impressive home offers over 4,264 finished square feet with a thoughtfully designed floor plan perfect for both everyday living and entertaining. The inviting great room features a stunning stone fireplace, while the gourmet kitchen boasts a large center island, abundant cabinetry, and a bright breakfast area. A private main-level office provides the ideal space for working from home or a quiet study. Upstairs, you'll find four generously sized bedrooms, two full bathrooms, dual staircases, and an additional hallway for added convenience. The oversized primary suite has been custom expanded to include a spacious sitting area, creating a true owner's retreat. The partially finished walk-out basement includes a full bedroom, full bath and a wide staircase leading to the backyard, offering excellent flexibility for a recreation room, guest space, home gym, or future finishing. Enjoy outdoor living on the rear deck overlooking mature landscaping that provides exceptional privacy, with seasonal lake views and a nearby walking path to the lake. Additional highlights include a side-loading garage, one of the largest floor plans in the neighborhood, and high-speed Glo Fiber Optic internet. Conveniently located near shopping, dining, schools, and major commuter routes, this exceptional home offers the perfect combination of space, comfort, and versatility. This property is under active video surveillance, all access codes are extremely confidential. Huge primary suite and bonus room/bedroom over garage. School bus stop is at the front door so kids can wait inside for the bus! Water oriented properties don't last long , so schedule your private showing today!

342 Canyon Rd, Winchester

Listing courtesy of Samson Properties. Contact:

1311 Handley Ave, Winchester
$600,000
3 Beds ⋅ 2 Baths
This charming Colonial home, built in 1952, exudes warmth and character, making it a perfect retreat. Nestled in the heart of the City of Winchester, this residence features three spacious bedrooms and one and a half bathrooms, ideal for comfortable living. Step inside to discover beautiful hardwood floors that flow throughout, complemented by a traditional floor plan that invites gatherings in the formal dining room. The upgraded countertops and butler's pantry in the kitchen enhance functionality, while the cozy fireplace adds a touch of elegance to the living space. The home boasts a well-designed attic and a convenient basement laundry area, ensuring ample storage and practicality. Outside, the extensive hardscape and outbuilding provide versatile outdoor space for relaxation or hobbies. Located in a vibrant community, residents enjoy easy access to local parks, perfect for leisurely strolls or picnics. The neighborhood is known for its friendly atmosphere and community events, fostering a sense of belonging. Excellent schools are just a stone's throw away, making this location ideal for those seeking quality education options. With on-street parking and a generous lot size, this property balances convenience and comfort. Experience the charm of this delightful home and the welcoming community that surrounds it.

1311 Handley Ave, Winchester

Listing courtesy of MarketPlace REALTY. Contact:

336 Apple Valley Rd, Winchester
$699,990
3 Beds ⋅ 4 Baths
Spacious contemporary craftsman style home built in 2007 on .5 acre lot with rare 3 car attached side load garage as well as a detached 2 car & 1 car garages behind the home. This is a car lover's dream with a total 6 garaged parking spaces as well as the driveway or perfect for home based business (with appropriate County approval) - NO HOA!!! Located next to the green space of Kernstown Battlefield - expansive deck to enjoy the peaceful surroundings. The main level of the home boasts a two story foyer, inviting living room, large dining room and cozy family room with floor to ceiling stone gas fireplace. Kitchen is a chef's dream with oversized island, granite countertops, newer stainless steel appliances and walk-in pantry, upgraded cabinets, hardwood floors and pendant lights! Breakfast room with upgraded lighting - the perfect spot for a morning coffee or tea. There's a mud room as well as two half bathrooms on the main level. On your way up to the bedroom level there is a home office space/den - perfect to work from home, craft or as a swing guest space. The upper level offers a spacious primary bedroom with a double tray ceiling, recessed lights, ceiling fan and walk-in closet. The primary bathroom has a walk-in shower with body spray shower stall, jetted soaking tub & water closet. Two additional spacious secondary bedrooms are served by a hall bathroom with double-sinks and a shower. The home is served by public water and sewer and has a well as a secondary water source to water your gardens and landscaping. Well, garage freezer & satellite dish all convey as-is. Updates included but are not limited to: Water Heater 2024, HVAC approximately 5 years old, newer French door refrigerator and brand new dishwasher, updates to lighting and more! Crawl space was re-insulated in Summer of 2026.

336 Apple Valley Rd, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

582 Miller Rd, Winchester
$1,650,000
4 Beds ⋅ 5 Baths
Built in 1774, before America was America, this remarkable 31-acre estate has stood through the birth of a nation, and today it's ready for its next chapter. This is history you can live in, a piece of the past, built for the life you're living now. Hardwood floors run throughout, and the spacious kitchen opens effortlessly into the family room and dining space, the kind of layout that makes everyday living and entertaining equally easy, with direct access to either the back patio or covered side porch. Four bedrooms include a primary suite with its own private & covered porch overlooking the 31.74 acres and pond, a quiet spot to start or end the day. Additional flexible bonus rooms offer options for guest space, an office, or extra bedrooms as needed, alongside 3 full and 2 half baths across. A 3-car attached garage adds everyday convenience. Outside, the property opens into 31.74 sweeping, scenic acres. A picturesque pond anchors the grounds, a substantial 100' x 50' barn with its own electric service offers exceptional storage or workshop space, ready for hobby farming, equipment, or a creative studio of your own. Just 15 minutes to downtown Winchester and minutes from local attractions like the Museum of the Shenandoah Valley, with Washington, DC only 84 miles away, this is countryside living with the city still within reach. A rare chance to own a true piece of American history, lived in, loved, and ready for its next 250 years.

582 Miller Rd, Winchester

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

111 Sovereign Ct, Winchester
$539,000
4 Beds ⋅ 4 Baths
Step into the lifestyle you deserve at 111 Sovereign Ct in Freedom Manor! This 3-level, 4-bedroom, 3.5-bath home is crafted for modern living. The main level has an open-concept layout that makes entertaining a breeze. Whether you are hosting a large group or relaxing in the family room, the layout is designed to flow seamlessly. The upper-level primary suite is your personal sanctuary, with three additional bedrooms to meet all of your needs. The partially finished lower level with a full bath offers the possibility of a fifth bedroom. This additional flex space provides room to grow or to create that home gym or game room you’ve always wanted. Outside, the large, level yard and private deck invite you to relax and unwind. You will also realize continued savings from the solar panels, which will be paid in full at settlement! Located near I-81 and Old Town Winchester, you are perfectly positioned for work and play. The loan for the solar panels will be paid by the seller at closing. WANT TO SAVE ON YOUR MOVE? YOU CAN FINANCE THROUGH THE PENFED CREDIT UNION'S VIB PROGRAM? As a VIB (Very Important Buyer), you can save an average of $2,300 on closing costs when financing with PenFed Credit Union. Enjoy waived appraisal, origination, and credit report fees, plus a unique 3-year refinance advantage. ASK ME FOR DETAILS ON HOW TO QUALIFY!!

111 Sovereign Ct, Winchester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

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