Winchester Townhomes for Sale

Winchester Townhomes for Sale

Welcome to Winchester, Virginia—a captivating blend of rich history and modern living nestled in the picturesque Shenandoah Valley. Known for its charming downtown area, Winchester boasts a vibrant arts scene, delightful dining options, and an array of outdoor activities. With its historic landmarks, including the stunning Winchester National Cemetery and the iconic Handley Regional Library, the city offers a unique glimpse into America’s past while providing all the conveniences of contemporary life.

For those seeking a place to call home in this enchanting locale, consider the townhomes for sale in Winchester. These beautifully designed residences offer a perfect fusion of comfort and style, catering to a variety of lifestyles. Imagine waking up in a spacious townhome that features modern amenities, open floor plans, and private outdoor spaces ideal for entertaining or relaxing after a long day.

Winchester’s townhomes are strategically located near top-rated schools, shopping centers, and recreational parks, ensuring that everything you need is just a stone’s throw away. The community is known for its friendly atmosphere, making it an ideal place for families, young professionals, and retirees alike. Enjoy the convenience of low-maintenance living while immersing yourself in the vibrant culture and natural beauty that Winchester has to offer.

Whether you’re looking for a cozy retreat or a bustling hub of activity, Winchester's townhomes provide a perfect sanctuary in a city that celebrates both its storied past and its bright future. Explore the available listings today and discover your dream home in this charming Virginia town!

Newest Winchester Townhomes for Sale

$360,000
4 Beds ⋅ 4 Baths ⋅ VAFV2044786 MLS
This Adams interior townhouse features 4 bedrooms, 3.5 baths, and a 1-car garage. With a total of 1,889 sqft, there is plenty of space to entertain and live comfortably.<br><br> Enjoy 9' ceilings and luxury vinyl plank flooring on the main level. The kitchen features white cabinets with quartz countertops along with stainless steel appliances by Whirlpool. Relax on your 8'x14' rear deck and take advantage of the built-in Smart Home features. Washer and dryer plus whole house blinds included!<br><br> Set for a September or October closing! Photos, 3D tours, and videos are representative of plan only and may vary.

172 Sioux Loop, Winchester
$359,000
3 Beds ⋅ 2 Baths ⋅ VAWI2011584 MLS
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
$289,900
3 Beds ⋅ 4 Baths ⋅ VAFV2044686 MLS
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
$374,900
3 Beds ⋅ 3 Baths ⋅ VAWI2011570 MLS
"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
$290,000
2 Beds ⋅ 3 Baths ⋅ VAFV2044558 MLS
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
$434,900
3 Beds ⋅ 4 Baths ⋅ VAFV2044498 MLS
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
$420,000
4 Beds ⋅ 4 Baths ⋅ VAFV2044492 MLS
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
$370,000
3 Beds ⋅ 3 Baths ⋅ VAFV2044434 MLS
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
$369,990
3 Beds ⋅ 4 Baths ⋅ VAWI2011454 MLS
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
$359,990
3 Beds ⋅ 4 Baths ⋅ VAWI2011458 MLS
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
$364,900
3 Beds ⋅ 3 Baths ⋅ VAWI2011444 MLS
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
$344,000
3 Beds ⋅ 4 Baths ⋅ VAFV2044146 MLS
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
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