Winchester Homes for Sale

Winchester Homes for Sale

Welcome to Winchester, Virginia – a charming city steeped in history and bursting with modern conveniences. Nestled in the picturesque Shenandoah Valley, Winchester is known for its stunning landscapes, vibrant community, and rich heritage. With its quaint downtown area, lined with boutiques, cafes, and historic sites, Winchester offers a unique blend of small-town charm and urban amenities, making it an ideal place to call home.

This welcoming city is surrounded by the breathtaking Blue Ridge Mountains, offering outdoor enthusiasts a plethora of activities, from hiking and biking to exploring the nearby national parks. Winchester is also home to a variety of annual events and festivals that celebrate its culture, including the renowned Shenandoah Apple Blossom Festival, which draws visitors from near and far.

For those considering a move to this enchanting locale, you’ll be pleased to discover a diverse selection of homes for sale. Whether you’re looking for a cozy bungalow, a spacious family home, or a luxurious estate, Winchester has something to suit every taste and budget. Many properties boast beautiful yards, modern amenities, and easy access to local schools and parks, making it a fantastic choice for families and individuals alike.

With a strong sense of community and a commitment to preserving its historic charm, Winchester is not just a place to live; it’s a place to thrive. Explore the homes for sale in this vibrant city and take the first step toward making Winchester your new home sweet home!

Newest Winchester Homes for Sale

1915 Wayland Dr, Winchester
$464,900
4 Beds ⋅ 3 Baths
There's a lot to love about 1915 Wayland Drive, starting with the location! Tucked into an established Winchester neighborhood, this well-maintained Colonial is just minutes from Winchester Medical Center, shopping, restaurants, and Routes 37, 50, and 81. Inside, you'll find a home that's comfortable, welcoming, and has plenty of room to spread out. Hardwood floors run through much of the main level, and the 9-foot ceilings give everything a nice, open feel. The family room, with its gas fireplace, is the perfect place to settle in after a long day. There's also a separate living room with French doors that would make a great home office, reading room, or a quiet spot to get away for a bit. The kitchen has plenty of cabinet and counter space, stainless steel appliances, and a breakfast area for everyday meals. When the weather is nice, open the French doors and head out to the patio for dinner outside or just a little time to relax. The separate dining room is ready for holiday dinners or having friends over. Upstairs are four spacious bedrooms, including a primary bedroom with its own private bath, plus another full bath for the remaining bedrooms. And you'll appreciate the little things that make daily life easier, like the main-level laundry room that connects directly to the two-car garage. The backyard has mature trees and room to enjoy being outside. Whether you're curled up by the fireplace on a chilly evening, enjoying coffee on the patio, or heading out for a quick trip across town, this is a home that makes everyday living easy. Come take a look and see how it feels to you! *Three rooms have been virtually staged so you can imagine the possibilities.

1915 Wayland Dr, Winchester

Listing courtesy of Samson Properties. Contact:

102 Duke, Winchester
$700,000
4 Beds ⋅ 5 Baths
**QUICK DELIVERY – DECEMBER 2026!** Welcome to Abrams Pointe, a beautiful new single-family home community featuring spacious homesites in Winchester, Virginia! **Why wait to build when you can move into this stunning Carlisle home by Maronda Homes this December?** This beautifully designed, brand-new home offers the perfect combination of spacious living, modern comfort, and stylish finishes throughout. From the moment you step inside, you'll appreciate the inviting open-concept layout. The chef-inspired kitchen features beautiful quartz countertops, upgraded cabinetry, a spacious center island, and a pantry. It flows seamlessly into the breakfast area and expansive great room, creating the perfect setting for everyday living and entertaining. Upstairs, the luxurious owner's suite offers a spacious en-suite bathroom and oversized walk-in closet. Additional generously sized bedrooms, a Jack-and-Jill bathroom, another full hall bathroom, and a versatile loft provide plenty of room for everyone. The convenient upper-level laundry room includes a laundry sink. The **fully finished lower level** adds even more living and entertaining space, featuring an expansive recreation room, an additional full bathroom, and a walk-out to the beautiful wooded backyard, offering both convenience and a peaceful natural setting. Additional highlights include a two-car garage, beautiful designer selections, and thoughtfully chosen upgrades throughout. Conveniently located near Historic Downtown Winchester, shopping, dining, Shenandoah University, and major commuter routes, Abrams Pointe offers the perfect balance of peaceful suburban living and everyday convenience. **Ready for delivery in December 2026!** Don't miss this opportunity to own a beautifully appointed, brand-new Carlisle home on a desirable walk-out homesite backing to trees, without the wait of building from the ground up! *Exterior rendering is for illustrative purposes.*

102 Duke, Winchester

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

112 Killaney Ct, Winchester
$620,000
4 Beds ⋅ 4 Baths
Pride of ownership exudes from this cul-de-sac Colonial in Raven Pointe. From the moment you walk up to the brick porch to start your tour imagine relaxing in your rocking chair or loveseat during quiet mornings or evenings. Enter the home to find hardwood floors, soft paint decor, and perfectly sized rooms, including the formal living room with a double-sided fireplace leading into the family room, and a dining room capable of hosting all your holiday parties, which opens into a kitchen with ample cabinetry and updated SS appliances. The dual-zone HVAC, upgraded in 2021, will keep you comfortable even on the hottest days and coldest nights. The 75-gallon hot water heater means you can shower while the dishwasher is running with no worries. Exit the kitchen to the maintenance-free composite decking and the fully fenced backyard oasis, which includes a patio off the basement, a shed for gardening tools, yard equipment, or essential toys, and a quaint second patio ideally situated for a fire pit. Upstairs you again find wood floors, appropriately sized bedrooms, and a nook area—added by the owner—that could serve as a studio, nursery, or office off the primary bedroom. If this home didn't have enough to offer, WAIT: there is still the finished basement with a bar area, a rec area for entertaining, a walkout to the patio, plenty of windows for natural light, and a full bath. Enjoy this fine home and make time to visit; you will be elated at what you see!

112 Killaney Ct, Winchester

Listing courtesy of RE/MAX Roots. Contact:

2631 Jones Rd, Winchester
$352,000
3 Beds ⋅ 2 Baths
Nestled in Jackson Woods Estates, this charming ranch-style home offers a perfect blend of comfort and functionality. You will love all the large windows allowing tons of natural light! Built in 2010, this well-maintained residence features three inviting bedrooms with large closets, double windows and two full bathrooms, making it a perfect home for those seeking a cozy atmosphere yet full sized bedrooms. Step inside to discover a warm and welcoming interior, highlighted by beautiful LVP flooring and ceiling fans with a view through the living area to the private backyard. The combination dining and living area creates a seamless flow, perfect for entertaining or enjoying quiet evenings at home. The eat-in kitchen, complete with country-style charm and ample table space, is a delightful spot for casual meals and gatherings. Modern appliances, including a built-in microwave, dishwasher, electric oven, and refrigerator complete the open kitchen design. The main floor laundry adds convenience to your daily routine, while the entry-level bedrooms offers flexibility for guests or a home office. Outside, the generous half-acre lot provides plenty of space for outdoor dining - the Sellers loved their private, treed backyard and you will too! Located in Jackson Estates and very close to Middle Road it is an easy distance to downtown and to local parks, schools, and public services. Explore nearby walking trails at Rose Hill Park, Stonebrook Country Club and a quick ride to all the great local restaurants and entertainment in Winchester City! Septic pumped in October.

2631 Jones Rd, Winchester

Listing courtesy of Colony Realty. Contact:

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