Winchester Townhomes for Sale

Winchester Townhomes for Sale

Welcome to Winchester, Virginia – a charming city steeped in history and brimming with modern conveniences. Nestled in the picturesque Shenandoah Valley, Winchester offers a unique blend of small-town charm and urban amenities. Known for its rich Civil War heritage, the city boasts a vibrant downtown area filled with boutique shops, delightful eateries, and cultural attractions, including the renowned Museum of the Shenandoah Valley.

Winchester is not only a historical gem but also a thriving community that caters to a diverse population. With its excellent schools, beautiful parks, and a strong sense of community, it’s no wonder that families and professionals alike are drawn to this enchanting city. The annual events, such as the Apple Blossom Festival, foster a spirit of camaraderie and celebration among residents.

For those considering a move to this idyllic location, Winchester offers a variety of housing options, including stunning townhomes for sale. These modern residences provide the perfect balance of comfort and style, featuring open floor plans, contemporary finishes, and convenient access to local amenities. Many townhomes are situated in desirable neighborhoods, allowing residents to enjoy a sense of community while being just minutes away from downtown Winchester’s attractions.

Whether you’re looking for a peaceful retreat or a vibrant community to call home, Winchester’s townhomes offer an ideal solution. Experience the charm of this historic city while enjoying the convenience of modern living. Discover your dream home in Winchester today, and embrace the lifestyle that awaits you in this wonderful Virginia city!

Newest Winchester Townhomes for Sale

$359,000
3 Beds ⋅ 2 Baths
Nestled on a quiet cul-de-sac surrounded by mature trees in the highly desirable Orchard Hills Subdivision with no HOA fees or restrictions, this traditional all-brick home features 3 bedrooms, 1.5 bathrooms, a 2-car driveway, and three beautifully finished levels of move-in-ready living space. From the tree-lined sidewalks and charming street lighting, you are welcomed onto a main level boasting gorgeous original hardwood floors, a convenient main-level half bath, a spacious formal dining room, and a warm living room anchored by a cozy wood-burning fireplace. The efficient kitchen offers a brand-new stove, plenty of storage and prep space, and a dedicated pantry for ultimate organization. The entire home has been freshly painted inside, with brand-new carpet installed across the stairs and bedrooms—including the large primary bedroom upstairs. Head downstairs to find a full, finished basement that provides additional living space, an abundance of extra storage, and a dedicated laundry area. Major mechanical updates offer complete peace of mind, including an all-brick exterior, a newer roof, newer HVAC, and newer windows throughout. Step outside to your private oasis—an extensive patio framed by beautiful mature trees that backs directly to the scenic Park Place Park, offering an extended backyard feel and peaceful views with no rear neighbors. Complete with a large storage shed to easily house all of your tools, lawn equipment, or outdoor gear. Conveniently located near shopping, dining, walking trails, and major commuter routes. Come see this home and schedule your private tour today!

812 Appleseed Ct, Winchester

Listing courtesy of Realty FC. Contact: (540) 931-0144
$289,900
3 Beds ⋅ 4 Baths
Spacious three-level townhome in a desirable Winchester community, conveniently located near Sunnyside and Old Town Winchester! Offering generously sized bedrooms, three and a half baths, and flexible living space across three levels, this home has room for everyone. The main level features a comfortable family room, dining area, kitchen, and convenient powder room, with access to the spacious rear deck overlooking mature trees and HOA owned property. The private wooded setting creates a peaceful outdoor oasis, perfect for relaxing, grilling, or entertaining. Upstairs, you'll find two spacious bedrooms, each with its own full bath, providing excellent privacy and comfort. The finished basement adds even more versatility with a large recreation room, additional bonus/bedroom space, and a full bathroom. Whether used for guests, a home office, hobbies, or recreation, the lower level offers valuable additional living space. Enjoy the best of both convenience and tranquility, with a private, tree-lined setting while being just minutes from Sunnyside, Old Town Winchester, shopping, dining, parks, and commuter routes. A wonderful opportunity to enjoy spacious townhome living in a great location with flexible space and a private backyard setting.

114 Tudor Dr, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: (540) 665-0360
$374,900
3 Beds ⋅ 3 Baths
"Come On Down To Cidermill" Beautiful 3 bedroom, 2 1/2 bath duplex style townhome at end of street! All 3 bedrooms on upper level. Spacious family room, large eat in kitchen and back deck with stairs down to the yard. Large laundry room on basement level. One car garage and spacious driveway. Conveniently located in Winchester City. Home has just been remolded with the following: All new LVP flooring throughout, freshly painted on the inside, front door painted, garage door painted, shutters painted, handrail out front painted, deck remodeled, fresh mulch, bushes trimmed, new stainless-steel appliances and a new HVAC system! Hurry this one won't last long!

1957 Cidermill Ln, Winchester

Listing courtesy of Samson Properties. Contact: (540) 348-4911
$290,000
2 Beds ⋅ 3 Baths
Nestled in the charming Copperfield neighborhood, this delightful townhouse offers a perfect blend of comfort and convenience. Built in 2002, this well-maintained home features 2 spacious bedrooms and 2.5 bathrooms, providing ample space for relaxation and everyday living. With 1,868 square feet of thoughtfully designed interiors, you'll find a cozy atmosphere that invites you to unwind. The inviting layout includes a versatile basement, perfect for a home office, gym, or additional storage. The exterior boasts classic vinyl siding, enhancing the home's curb appeal while ensuring durability. Enjoy the ease of parking with two dedicated spaces in the nearby lot, making coming home a breeze. Copperfield is more than just a location; it's a vibrant community. Residents appreciate the nearby trails and parks, perfect for leisurely strolls or weekend picnics. Local shops and dining options are just a short drive away, offering a variety of choices to satisfy every palate. The neighborhood is known for its friendly atmosphere, making it easy to connect with neighbors and enjoy community events. This townhouse is not just a place to live; it's a place to thrive. Experience the warmth of Copperfield and make this charming residence your new home. Don't miss the opportunity to embrace a lifestyle filled with comfort and convenience in this inviting community!

323 Copperfield Ln, Winchester

Listing courtesy of Century 21 Redwood Realty. Contact:

$279,000
2 Beds ⋅ 2 Baths
Move-in ready and well maintained! This charming 2-bedroom, 1.5-bath townhome offers comfortable living with a spacious main-level living area, eat-in kitchen, and convenient laundry. The partially finished basement adds a large family room and plenty of storage, with walk-out access to a shaded patio and large, private fenced backyard. Relax on the back deck surrounded by mature trees, offering a peaceful and private outdoor setting. Conveniently located near shopping and Routes 81 & 7. Updates include: HVAC (2022), hot water heater and pressure tank (2024), roof (2008), all-new blinds, and a freshly painted and refreshed deck.

261 Waterford Ln, Winchester

Listing courtesy of ERA Oakcrest Realty, Inc.. Contact: (540) 665-0360
$434,900
3 Beds ⋅ 4 Baths
The lot you’ve been waiting for—without giving up the convenience of townhouse living! This exceptional end-unit townhome sits on a rare, double-sized lot, offering the kind of space, privacy, and breathing room that is hard to find in a community setting. Tucked at the edge of the neighborhood with open space beside and behind, this home feels remarkably private while still being close to the community playground and everyday conveniences. With over 2,200 finished square feet across three levels, this beautifully maintained home offers 3 bedrooms, 3.5 baths, and a layout designed for both comfortable living and easy entertaining. The main level features hardwood floors, an inviting family room with gas fireplace and built-in bookcases, and a spacious kitchen and dining area that open directly to the large rear deck. Granite countertops and thoughtfully selected finishes add a polished touch throughout. Upstairs, the spacious primary suite offers a tray ceiling, walk-in closet, and a generous walk-in shower. The finished lower level provides additional living space along with plenty of flexibility for a home office, recreation room, guests, or whatever fits your lifestyle. The attached garage adds everyday convenience, while the oversized end-unit setting provides something truly special: more privacy, more parking, less traffic, and more outdoor space than the typical townhouse. Step onto the deck, look around, and you’ll immediately appreciate the difference. Rarely does a townhouse offer this much lot, this much privacy, and this much living space in one package. Come see why this end-unit gem is one you won’t want to miss!

142 Sequoia Dr, Winchester

Listing courtesy of Samson Properties. Contact: (540) 348-4911
$420,000
4 Beds ⋅ 4 Baths
Don't miss this nearly new townhouse in Rossum Crossing! With 4 bedrooms, 3.5 bathrooms, over 2,000 square feet of finished space, and a one-car garage, this home offers plenty of room and a great layout for everyday living. The lower level features a private bedroom with its own full bathroom, including a tiled walk-in shower, along with direct access to the rear yard. Upstairs, you'll find a bright, open floor plan with a spacious living room that flows right into the kitchen. The kitchen features upgraded white quartz countertops, white cabinetry, stainless steel appliances, a center island, pantry, and counter space for bar seating. Just beyond the kitchen is a half bathroom and a convenient area for a dining table, along with a door leading to a future deck. The upper level includes a primary suite with a walk-in closet and private bathroom featuring a tiled walk-in shower. Two additional bedrooms share a full hall bathroom, making this a practical setup for family or guests. A laundry closet with a stacked washer and dryer completes the upper level. Don't worry about mowing again! This HOA includes mowing in front and rear as well as trash service. This home is conveniently located near many shopping and dining options and close to all major commuting routes for easy access to many areas.

109 Marlow Ct, Winchester

Listing courtesy of ERA Liberty Realty. Contact: (304) 728-2000
$370,000
3 Beds ⋅ 3 Baths
Welcome to this bright and inviting end-unit townhome in Winchester! Additional windows fill the home with natural light, while the open layout creates an easy flow between the kitchen and living spaces, perfect for everyday living and entertaining. The kitchen features stainless steel appliances, and upstairs you’ll enjoy the convenience of laundry on the bedroom level. The walk-in level includes a rough-in for an additional bathroom, offering flexibility for future use. Outside, enjoy one of the largest backyards in the townhome section of the community, fully fenced and ready for pets, entertaining, or relaxing. Perfect for commuters with convenient access to Route 522 and I-81, while just minutes from Downtown Winchester’s Walking Mall, shopping, restaurants, breweries, and nearby walking trails. This end unit offers the space, location, and convenience you’ve been looking for!

100 Stribling Way, Winchester

Listing courtesy of Samson Properties. Contact: (540) 348-4911
$369,990
3 Beds ⋅ 4 Baths
The most affordable townhomes in Winchester City! Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! Possibility of 4th bedroom or flex space in the finished lower level with private full bath and walk-in shower; ideal for guests, home office, or recreation room. ***OFFERING UP TO $5K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS* Home with backing to trees for added privacy and peaceful views. This beautifully upgraded home features an open-concept layout with spacious living areas and a stunning kitchen complete with oversized island seating for four; perfect for entertaining and everyday living. The third level offers conveniently located laundry near the bedrooms for added convenience. Enjoy outdoor living on the 10x16 maintenance-free deck overlooking mature trees. Attached 1-car garage provides additional storage and convenience. New luxury townhomes in Winchester are selling quickly; schedule your tour today before this opportunity is gone!

229 Monteith Dr, Winchester

Listing courtesy of DRB Group Realty, LLC. Contact: 2404579391
$359,990
3 Beds ⋅ 4 Baths
The most affordable townhomes in Winchester City! Luxury 3-level, 3-bedroom townhome with 1-car garage located in the heart of Winchester! Home backing to trees for added privacy and peaceful views. Possibility of 4th bedroom or flex space in the finished lower level with private full bath and walk-in shower; ideal for guests, home office, or recreation room ***OFFERING UP TO $5K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS* This beautifully upgraded home features an open-concept layout with spacious living areas and a stunning kitchen complete with oversized island seating for four; perfect for entertaining and everyday living. The third level offers conveniently located laundry near the bedrooms for added convenience. Enjoy outdoor living on the 10x16 maintenance-free deck overlooking mature trees. Attached 1-car garage provides additional storage and convenience. New luxury townhomes in Winchester are selling quickly; schedule your tour today before this opportunity is gone!*Photos may not be of actual home. Photos may be of similar home/floorplan if home is under construction or if this is a base price listing.

237 Monteith Dr, Winchester

Listing courtesy of DRB Group Realty, LLC. Contact: 2404579391
$364,900
3 Beds ⋅ 3 Baths
Charming and inviting townhome offering an unusual and versatile four-level floor plan with wonderful indoor and outdoor living spaces! The main level features a welcoming living room with a beautiful bay window, fireplace and built-in shelving, along with a dining room accented by crown molding and chair rail. A convenient closet provides additional storage for china and linens. The updated kitchen offers Corian countertops and includes a refrigerator, dishwasher, disposal, built in microwave and range. A half bath completes the main level. The second level offers three comfortable bedrooms and a full bath that has been updated. The first lower level expands the living space with a finished recreation room featuring built-ins, plus separate laundry area and half bath. Step outside to enjoy the beautifully landscaped rear yard—an unusually generous outdoor space for a townhome. The spacious deck is perfect for relaxing, entertaining or enjoying the surrounding greenery, with convenient access from the lower level recreation room. There is access from the front yard via steps on the side of the home leading to the deck providing both access to the lower level recreation room and deck. Additional steps from the deck lead down to the lush backyard. The lowest level is unfinished and provides a small workshop area, abundant storage and a walkout to the lush rear yard at ground level. An exceptional opportunity to enjoy the space and flexibility of a four-level townhome, complemented by a wonderfully private and expansive outdoor setting.

802 Appleseed Ct, Winchester

Listing courtesy of Colony Realty. Contact:

$344,000
3 Beds ⋅ 4 Baths
Great Commuter Location in Brookland Manor!! 3 level townhome features 3 bedrooms, 2 full baths, 2 half baths, one car garage, master suite with full bath (shower and soaking tub) and walk-in closet, family room on lower level, large living room and kitchen on main level. 50-year shingles installed in 2022, new air handler in 2025. Seller is listing both for sale or lease.

108 Monticello Sq, Winchester

Listing courtesy of Virginia Property Group, Inc.. Contact:

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