22638, VA homes for sale & real estate

22638, VA Homes for Sale

This is the private estate you’ve been waiting for! Perfectly situated on 1.37 acres at the end of a quiet cul-de-sac in Winchester City, this luxurious property offers unmatched elegance, comfort, and functionality. The all-brick exterior features soft edges and a tumbled, artisanal style, giving the home timeless beauty and warmth that perfectly complements the lush, manicured landscaping. With approximately 10,500 finished square feet spread over three beautifully designed levels, features 5 bedrooms, 6 full baths, 2 half baths, a rear-entry 3-car garage, and a circular driveway. As you step into the grand two-story marble foyer, the stunning curved staircase and soaring vaulted ce

22638, VA Homes for Sale

Two-story, four-unit Multi-Family complex in the downtown Winchester area. Prime location with easy access; close to main arteries. Well-maintained and up-to-date. Stable income as each unit is leased annually but at an approximate market rate with a low-to-no vacancy rate ensuring steady cash flow. Financials are available for serious buyers. 8% CAP rate. Turn-key investment available for immediate purchase. No lock box. Listing agent must accompany.

22638, VA Homes for Sale

BRAND NEW HOME! Discover the perfect blend of modern design and thoughtful amenities in this very charming home on Miller Street in the City of Winchester VA. Offering exceptional craftsmanship and stylish finishes throughout, this home by Fauver & Browning is designed to elevate your living experience. 4 bedrooms, 3 baths, unfinished walk-out basement with rough in bath. 2196 Sq’ of living space Features include: Kitchen & Appliances: Outfitted with GE Profile appliances, granite countertops and oversized walk-in pantry, creating a sleek and functional space for cooking and entertaining. Windows & Flooring: Anderson windows provide abundant natural light, while soli

22638, VA Homes for Sale

Charming Single-Family Home in the Heart of Winchester. This beautifully renovated 3-bedroom, 2-bathroom single-family home offers the perfect blend of modern upgrades and classic charm. Located in the desirable City of Winchester, this home is just minutes away from downtown shops, restaurants, and local amenities, providing ultimate convenience for first-time homebuyers or growing families. The home has been thoughtfully updated throughout, including a complete renovation in 2023. Refinished hardwood floors create a warm, inviting atmosphere that flows seamlessly through the living spaces. The updated kitchen is a standout feature, boasting sleek granite countertops, stainless steel appli

22638, VA Homes for Sale

Multifamily, Professional Office, Historical Residence, or a combination of any of these opportunities! Even potential bed and breakfast or events center! Located in Historical Old Town Winchester, Holly House offers three floors, totaling over 7650 +/- SF, PLUS a HUGE outdoor English courtyard, ideal for urban gardening, building expansion, additional parking or pool! Iconic Federal Style architecture with wrought iron fencing, double height cathedral windows, master fireplace, and original, grand hardwood staircase. Property qualifies for historical tax credits and is ready for renovation back to its original magnificence. Walking distance to Old Town and off street parking make this an

22638, VA Homes for Sale

Wooden construction, Alley side home ready for construction. Boarders Downton Winchester, blocks form Historic Old town, Walking Mall and restaurant Alley. 5 minutes drive to Shenandoah University. Winchester has been named fastest growing place in all of VA. Best place to retire by FORBS magazine. 15 hour outside of Washington DC excellent location for rental.

22638, VA Homes for Sale

Welcome to this unique 4-bedroom, 2 1/2-bathroom family home within walking distance of the Old Town mall. Originally a Log cabin built in 1880, it underwent a complete rebuild and now boasts over 2400 square feet of living space. This newly constructed home offers a perfect blend of comfort, style, and modern amenities. The inviting main floor features a large living room, hardwood floors, and an abundance of natural light that creates a bright and airy atmosphere. The open layout seamlessly flows into the gourmet kitchen, equipped with stainless steel appliances, quartz countertops, and an oversized island—ideal for cooking and entertaining. The primary bedroom includes his &

22638, VA Homes for Sale

A beautifully updated home in the perfect spot to enjoy all of the excitement of downtown living. A short walk brings you to the historic walking mall; amidst the shops, restaurants and entertainment. Take advantage of First Fridays, Apple Blossom festivities and Old Town events throughout the year. Enjoy the large front and back porches for relaxing with a nice drink and a good book. Inside, this home has been updated with a custom designed kitchen - quartz countertops, gas stove/oven, recessed lighting, a large deep sink and new appliances. The bathroom has a new tub with glass doors and tile surround. The basement houses the utilities, laundry and offers plenty of storage room. The bac

22638, VA Homes for Sale

This meticulously maintained condo presents a rare opportunity to live in the highly sought after Meadowbranch Mews community. Beautiful brickwork and trim details grace the exterior of this three-bedroom, 3.5 bath home—and preview the same quality inside. The main level opens to a welcoming foyer with tile flooring. Hardwood floors and natural light grace the other rooms, including a spacious family room with a fireplace, generous dining room, and the kitchen, which has an eat-in island, stainless appliances, and granite countertops. You’ll love the higher ceilings and neutral color palette. A convenient half-bath is also on this level. Upstairs houses the primary suite with an

22638, VA Homes for Sale

PRICE REDUCTION!!!!Welcome to this meticulously maintained and completely remodeled home. From the moment you step inside, you'll be loved it. Beautiful kitchen, quartz countertops, stainless steel appliances, and cabinetry that offers both style and functionality. The main level boasts beautiful Laminated floors, adding warmth and sophistication to the living spaces. This home offers five spacious bedrooms, including a primary suite with a beautiful remodeled bath . The fully finished basement includes two additional bedrooms, a large family room perfect for movie nights or gatherings, and a convenient laundry room. Conveniently located near all shopping and major highways, with easy ac

22638, VA Homes for Sale

Priced Well Below True Value! Welcome to this charming home in sought after neighborhood of Meadow Branch. Upon entering through the double entry doors, you are welcomed by a formal sitting room on the left, leading down the hall to a main level bedroom with an ensuite. The ensuite features dual vanities, an oversized tiled shower, and a grand walk-in closet crafted by ClosetsByDesign. Wainscoting throughout the main level adds character and charm. Continuing to the living room through a charming pocket door, you are greeted by a great room with 9ft+ ceilings and an abundance of natural light. The living room features a wall of transom windows and dual French doors, providing access to the

22638, VA Homes for Sale

This charming single-family home is in a great neighborhood in downtown Winchester, and recent upgrades make this a hot property. The split-level design offers a modern versatility—and the home feels airy with fresh, neutral wall colors and lots of crisp white features offset by hardwood floors. The upstairs leads directly to a large living room benefitting from lots of natural light, plus three sizeable bedrooms and one full bath. The lower level opens to the kitchen and dining rooms, and another bedroom and full bath are down a short hall. The kitchen shines with its ivory cabinets, chic matching counters, new stainless appliances, and even a wine cooler. The adjacent dining area ha

22638, VA Homes for Sale

Welcome home to this beautifully renovated home in the heart of the City of Winchester. No detail was spared in bringing this home back to life. New roof, windows, hvac system, decks, electrical, plumbing, interior gutted and modernized. The stunning transformation includes the addition of a third level bedroom and bathroom making this a four bedroom, three and a half bath home. On the main level of the home, the chef's kitchen offers ample cabinetry, beautiful quartz countertops, stainless steel appliances, pot filler and an eat in kitchen island. The kitchen opens to the living room and expansive deck. Perfect for entertaining! There is also a separate formal dining room that can be acc

22638, VA Homes for Sale

This elegant 7 bedroom home sits on a spacious corner lot in Winchester's historic district. The all brick construction sits on a native limestone foundation. The beautiful front yard is surrounded by a raised stone wall and overlooked by the large front porch offering wonderful space for entertaining or a comfortable to relax. The private backyard is great family space and play area and features a large flagstone patio with access to the beautiful sun porch, as well as a live turf putting green! Inside, beautiful hardwood floors throughout the home complementing large rooms with high ceilings. The first floor features front and side entrances, large central hall, elegant parlors on either

22638, VA Homes for Sale

This stunningly renovated home in the heart of Winchester City, VA blends timeless antique charm with luxurious modern upgrades. From the moment you step inside, you'll notice the fresh paint and restored original details, including gleaming hardwood floors. A few modern touches that have been added are a brand new HVAC system has been installed, and on suite laundry. All renovations have been done with care to preserved and honor the home's history. Located in the heart of Winchester City, this home offers the perfect mix of historical charm and modern convenience, with easy access to local shops, restaurants, and major highways.

22638, VA Homes for Sale

Welcome to this stunning 2,746 sq ft brick Colonial home nestled in the charming Meadow Branch South community of Winchester. Boasting a timeless brick façade and classic Colonial design, this residence offers a perfect blend of elegance and comfort. As you step inside, you're greeted by gleaming hardwood floors that grace the main level, leading you through a spacious and inviting floor plan. The heart of the home is the gourmet kitchen, featuring luxurious granite countertops, stainless steel appliances, and a convenient coffee bar complete with two mini refrigerators—ideal for your morning brew or entertaining guests. The main level hosts a serene owner’s suite, offeri

22638, VA Homes for Sale

Welcome to Unit 302 at The Fort in historic Winchester, VA—an extraordinary top-level condominium offering the accessibility of urban living with loads of history. This larger than most 2-bedroom, 2-bath home boasts the best of city views, bamboo flooring throughout, with trendy black marble in bathrooms, & heated floors in the primary bathroom. The upgraded kitchen features premium KitchenAid Café Line appliances and gas cooking. Plantation shutters have been added throughout to bring the Southern charm inside. With a dedicated office space, this unit is designed for comfort to work from home and has room for entertaining guests overnight. Built on the foundation of Geor

22638, VA Homes for Sale

Thornhill Manor, one of Winchester’s most notable historic fixtures, sits surrounded by 1.02 acres of grassy landscape kept by fieldstone, rose gardens, and brick-lined paths. A Georgian treasure dating to 1787, you’ll find the property lovingly transformed by families of local prominence and political distinction allowing time to evolve the home into today’s 6,474 square foot mansion of original hardwoods, magnificent Revolution-era moldings, beautifully mantled fireplaces, bathrooms of vintage design, and a soaring Greek Revival portico. Graceful and grand, you’ll enchant guests with its idyllic front-hall, entertain or create within the jazz-era double-storied enc

22638, VA Homes for Sale

PRICE REDUCED on this home, located in the Meadow Branch South community, offers over 3,000 square feet of spacious and inviting living space. Constructed in 2003, this two-story brick residence on the well-maintained Wayne Drive embodies a blend of modern comfort and classic charm. With five bedrooms, including a generous primary suite, and 3.5 bathrooms, it provides an ideal setting for families of any size. The home's open-concept layout features a large kitchen that seamlessly flows into the living area, perfect for daily living and entertaining guests. The separate dining room, highlighted by a charming bay window, creates a warm and intimate space for formal meals or special gathering

22638, VA Homes for Sale

This classic, 2-story home, built in 1931, is now seeking a visionary owner to restore its former glory. Solid bones with great potential for modern upgrades offer an opportunity for you to renovate to your personal taste. Ideal for investors, DIY enthusiasts, or anyone seeking to create their dream home in a character-filled setting. With vision and effort, this property could be transformed into a stunning, contemporary home that reflects both modern tastes and its original character. Located close to downtown Winchester, this property offers an easy commute to 81 and Rt 7.

22638, VA Homes for Sale

Welcome to this impressive large colonial home situated on a tranquil cul-de-sac in the highly desirable Park Place subdivision of Winchester. This charming residence offers a spacious kitchen featuring a central island, gas cooktop, and wall oven; perfect for both everyday living and entertaining. The family room, adorned with hardwood floors, provides a warm and inviting space for relaxation. The formal living and dining rooms are beautifully appointed with classic moldings and hardwood floors, creating a refined atmosphere for gatherings. The primary suite is a true retreat, complete with a luxurious bath featuring double sinks, a soaking tub, a separate shower, and a generous walk-in cl

22638, VA Homes for Sale

Currently a single family home with a private “guest apartment”, but zoned multi-family with the potential for up to 4 units!! Nestled in the center of Winchester’s Historic District, this stately home offers the perfect balance of circa 1890 J. B Russel stunning architecture and new modern finishes. Surrounded by beautiful woodwork, brick-exposed walls, arched walls and doorways and soaring 12-foot ceilings, this home exudes elegance. The renovations done in the last 2 years have stayed true to the home's original architecture, while modernizing it and adding luxurious features throughout. The kitchen renovation was just completed, and consisted of enlarging the original

22638, VA Homes for Sale

Rare and unique opportunity! Be just the second owner of this modern, custom, architect designed, home unlike any other! This one-of a kind contemporary home sits on the slope of one of the highest points in Winchester. It was designed by renowned local architects, Reader and Swartz, and built in 2006 by Ritter Construction. The Handley Heights location, next to an old Winchester neighborhood, has the advantages of in-town conveniences, while offering open space and privacy. The home’s high elevation offers a rare opportunity for mountain views from an upstairs bedroom. From Vanceright Circle’s quiet cul-de-sac, walk just three blocks to Handley High School. The driveway curves

22638, VA Homes for Sale

Welcome to Piccadilly Circle, a newly built luxury home community located in the heart of Old Town Winchester, VA. A great location within walking distance of over 30 restaurants, 60 shops, and numerous historical sites and museums. Circle residents can also take advantage of nearby community playgrounds and parks. This unit is in construction and offers presale customization for multiple upgrade options available to the buyer. On the main entry level, find Luxury Vinyl Plank wood look flooring or upgrade to Engineered hardwood flooring in the den, hallway, and entryway drop zone. The first-floor bedroom includes Shaw Carpeting and the option to upgrade the suite with a ceiling fan. Off the

22638, VA Homes for Sale

This is a prime lot located in the Meadow Branch Section of Winchester City, perfect for your dream home! This spacious 0.97-acre lot is in the heart of Winchester City, one of the fastest growing cities in the region. If you are looking to build your forever home, this property offers endless potential. Nestled in a peaceful, established neighborhood with proximity to old town Winchester, this home offers both relaxation and an active lifestyle within the community. This ready to build custom homesite is suited for a 4000-7000 square foot home! This lot backs up to the protected Abrams Creek Wetlands Preserve & Green Circle Walking Trails, has easy access to major roads and is just m

22638, VA Homes for Sale

Unique opportunity to own a piece of land in Historic Downtown Winchester. Located between Braddock and Washington Streets South of the Old Town Walking Mall. The property is within steps to Washington Street and the Apple Blossom Festival Parade route. The lots are located within the Historic District of Winchester. Two parcels are included in this listing. Previously, the lots were approved for the building of two townhouses complete with building permits. The architectural plans were approved previously by the Board of Architectural Review. The plans may be purchased separately for a fee. All permits and approvals will have to be resubmitted for current approvals. Lots are available for

22638, VA Homes for Sale

Unique opportunity to own a piece of land in Historic Downtown Winchester. Located between Braddock and Washington Streets South of the Old Town Walking Mall. The property is within steps to Washington Street and the Apple Blossom Festival Parade route. The lot is located within the Historic District of Winchester. One parcels is included in this listing. Two lots are available for individual sale. .. see also MLS # VAWI2006458 for the additional lot or two lots combined VAWI2006462.

22638, VA Homes for Sale

Vacant buildable lot!! In Winchester City. Adjacent to Race St. Seller has written approval from Winchester City that lot is permitted for a residential home. Electric, water and sewer hookups at site.

22638, VA Homes for Sale

Excellent Development Opportunity! Downtown Winchester, VA! APPROVED (!) Mixed Use site plan for multi-story building consisting of 1st floor commercial space (1,340 SF) with 6x spacious luxury condos/apartments (potential for seven) with rooftop patio above (for total of 8 rental units)! Legacy development opportunity! One North is located in the second historical district and Enterprise Zone. It qualifies for a $100K state grant along with special financing, tax rebates and other incentives to build. Buyer to verify all incentives. VERY FEW infill lots available and certainly not already site plan approved! One block from walking mall. Asking $795,000, price includes land, approved plann

22638, VA Homes for Sale

FOR SALE+PAD SITE APPROVED * (!) Pad site approved for 2000 SF professional office building on Pleasant Valley Road, Winchester City. Very rare opportunity! Will have directly access from Pleasant Valley Road. Excellent visibility and traffic count! Ideal for professional medical office building. Asking $299K. Contact Agent for more details! * settlement will be at final subdivision and site plan approval.

22638, VA Homes for Sale

3.51 AC of premier commercial land. Directly across the street from the main hospital campus on one of Winchester's main commercial corridors. Ideal for banks, medical offices, retail or restaurants.

22638, VA Homes for Sale

Conventional/medical office development parcel with excellent exposure and accessibility. Zoned RO-1. Two parcels totaling 1.33 acres with 14K traffic count. Multiple development concept schemes laid out with a variety of building configurations and sizes (see documents). Other schemes possible. Site Plan approval required by City of Winchester. Owner is commercial building contractor and flexible in terms of deal structure including possible build to suit own or lease, or joint venture. Other possible uses include small church, pharmaceutical center, funeral home, or small private school. Bank possible with conditional use permit. Great opportunity for possible end user or developer. Offe