Winchester VA Real Estate & Homes for Sale

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Beds:
3
Baths:
1.00
Sq.Ft.:
2,683
Status:
Active
MLS#:
VAFV2040196
Type:
Single Family-Detached
Subdivision:
Mountain Falls Park
Lot size:
3 Acres
Year built:
1979
Courtesy: Corcoran McEnearney 540-687-6321
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ADDITIONAL INFORMATION

Wake up to breathtaking views of the Shenandoah Valley every day in this peaceful, beautifully renovated cottage. Completely updated in 2024, the home blends modern amenities with warm, inviting charm. The bright, open living space features a vaulted ceiling and abundant natural light, creating an airy, welcoming atmosphere. The living room showcases large windows, custom built-ins, and a stone fireplace, flowing seamlessly into the stylish kitchen. The kitchen is designed for both beauty and function with quartz countertops, stainless steel appliances, a tile backsplash, decorative hood vent, and open shelving. The bathroom has also been thoughtfully renovated with a full glass shower, updated vanity, and elegant stone surround. The property includes an impressive 2,500-square-foot shop that is heated and cooled, with its own separately metered 200-amp service—perfect for car enthusiasts, hobbies, workshop space, or storage. A unique mural on the shop was created by a local artist, adding character and charm. Set on three private acres, the property offers space to relax, play, hike, and explore while enjoying the surrounding natural beauty. Conveniently located just a short drive from many of the region’s most sought-after destinations, including Washington, DC, the Shenandoah National Park entrance, breweries, wineries, rivers, and lakes. Additional updates include the septic system, roof, water softener, well pump & water heater making it a very energy efficient home. Escape the hustle and bustle of the suburbs and discover life on the mountain!

Beds:
6
Baths:
5.00
Sq.Ft.:
6,682
Status:
Active
MLS#:
VAWI2010180
Type:
Single Family-Detached
Subdivision:
Winchester Historic District
Lot size:
0.3 Acres
Year built:
1840
Courtesy: Coldwell Banker Premier 540-662-9937
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ADDITIONAL INFORMATION

Historic Water Street Inn a magnificent legacy residence, profitable Bed & Breakfast, or sophisticated professional office opportunity! Located in Winchester's Historic District, two blocks from Old Town Walking Mall! Six large bedrooms and five full baths, this historically significant property is one of a kind, offering private garden spaces, romantic terraces, sunlight filled porches, and floor to ceiling windows cascading natural light throughout. The wrap around stairs will wrap around your heart with charm and the thrill to make this glorious mansion your own. Ideal as a single family residence but also zoned B1 for a bed and breakfast or upscale professional offices. Private parking in the rear is another downtown rarity. Includes carriage house. Whether enjoying mint julips on a summer evening, entertaining guests, or impressing clients, fear not, 217 W. Boscawen has arrived! Professional Photos Coming 3.20.26. Asking $1.2M.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,068
Status:
Active
MLS#:
VAWI2010122
Type:
Single Family-Detached
Subdivision:
Westridge
Lot size:
0.23 Acres
Year built:
1993
Courtesy: Realty ONE Group Old Towne 540-773-8475
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ADDITIONAL INFORMATION

Welcome home to this spacious, light filled four bedroom, two and a half bath home in the Westridge subdivision. The traditional main level floor plan offers the perfect separation of spaces which include a formal dining room or potential home office/den, a kitchen that opens into a living area perfect for a casual breakfast table and a cozy sofa in front of the fireplace and a large, more formal living area for relaxation, family and guests. The upper level of the home offers a primary bedroom/bathroom and two separate bedrooms with a shared bathroom. The lower level bedroom which could also be a home office or exercise room has an interior and exterior entrance. The remaining unfinished basement could also be used for additional recreational space, workout area and additional storage. The backyard is perfect for entertaining. Got a green thumb? Garden plots are ready for you to start planting! Recent improvements include a new rear deck and a freshly painted two car garage door. Primary bedroom furniture can convey at no value to buyers. Minutes to downtown Winchester, this home is ready for the next owner. Hurry, this home won't last!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,722
Status:
Active
MLS#:
VAWI2010148
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.28 Acres
Year built:
1971
Courtesy: Jim Barb Realty Inc. 540-722-0477
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ADDITIONAL INFORMATION

Location, Location, Location! Built in 1971 is this 2700 + Sq. Ft. Finished Quality Brick Home Meticulously Maintained with many upgrades! Sitting on a large 12253 Sq. Ft. Lot. Prime Location Two Blocks to Handley Library, Three Blocks to Old Town Walking Mall and Walking Distance to Handley High School and Walking Trails and Summer Concerts of The Shenandoah Museum. Low Maintenance Home with Privacy, Beautiful View of Land/Trees on Quiet Dead End Street. 3 Bedrooms, 3 Full Baths. Two Car Garage, Rear Screened In Porch Out to a Lovely 600 Sq.Ft. Patio for Entertainment and Powered 17x10 Awning for Shade. Upgrades Include Custom New Renewal By Anderson Casement Windows. Three Sliding Glass Doors. Six Inch Guttering And Downspouts underground to Storm Sewer. New Concrete Driveway with Space for Four Vehicles also Street Parking. Heating/ Air American Standard 20 Seer HVAC System. Programmable Wi-Fi Thermostat. Additional Insulation in Roof Attic Area. New Central VAC. Water Softner. Kitchen Cabinets From ( Mid South). Granite Counter Tops. Ceiling Fans. Hall Bath: Vanity, Lighting, Toilet, Faucets and Shower Door. Primary Full Bath Upgrade: Walk-in Shower. Basement: Carpet, Ceramic Tiled Floors. Full Bath Vanity ,Toilet and light fixture. Low utilities. Loads of Storage Easy Access. Beautiful Oak Hardwood Flooring. Basement has Outside Entrance on left side of Home and Two Car Garage Access Ground Level. Garage has Workshop Area/Storage Closets. Basement: Recreation Room, In-law Suite or Teenage Suite.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,632
Status:
Active
MLS#:
VAFV2039426
Type:
Single Family-Detached
Subdivision:
Briarwood Estates
Lot size:
0.32 Acres
Year built:
2001
Courtesy: Samson Properties 540-348-4911
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ADDITIONAL INFORMATION

Welcome to 119 Foxglove Drive! This beautifully maintained home is tucked away in a quiet Winchester neighborhood in a GREAT location, close to Rt 7 & downtown Winchester City. This home offers the perfect blend of comfort, space, and convenience. From the moment you arrive, you’ll appreciate the inviting curb appeal and the quiet and private cul de sac. Step inside to discover a bright and open layout filled with natural light & cathedral ceilings, ideal for both everyday living and entertaining. The large eat-in kitchen has tons of counter space and plenty of room for several barstools which opens to the family room and kitchen table area where friends and family can gather together. The large kitchen is equipped with newer stainless-steel appliances and provides ample cabinetry and counter space, making meal prep and hosting a breeze. The 4 bedrooms are generously sized, while the 3 bathrooms are well-appointed and thoughtfully designed. The large fully finished natural walkout basement offers a 4th bedroom, full bathroom and huge living area with cozy gas fireplace. Outside, you will enjoy a peaceful yard bursting with colorful flowers that’s perfect for morning coffee, weekend barbecues, or simply unwinding after a long day on your private deck overlooking a large level backyard and large level driveway on a private & quiet cul-de-sac. Conveniently located near shopping, dining, schools, and major commuter routes, this home offers easy access to everything Winchester has to offer while still maintaining a quiet, residential feel. Whether you’re a first-time buyer, growing household, or looking for a place to settle in and enjoy, this home checks all the boxes. Recent renovations include- New windows (throughout most of home that are still under warranty with Window World) and a large 14 SEER HVAC with whole house filter, newer roof and extra-large gas hot water heater. Don’t miss the opportunity to make 119 Foxglove Drive in Frederick County, Virginia, located on the east side of Winchester Virginia, your very own—schedule your private showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,850
Status:
Active
MLS#:
674053
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.79 Acres
Year built:
1989
Courtesy: EXP REALTY LLC - STAFFORD 434-422-5664
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ADDITIONAL INFORMATION

Tucked away in the peaceful Wilderness Acres neighborhood, this beautiful home offers the perfect balance of privacy, character, and comfort. Inside, you?re welcomed by stunning wide-plank heart pine flooring that brings warmth and timeless character to the living space. A newly updated shower adds a fresh, modern touch and makes the bathroom feel clean, bright, and relaxing. The property sits on 3/4 of an acre, with a well-manicured and intentionally landscaped yard that creates a peaceful outdoor setting. Two additional Lots available nextdoor .25AC and .27AC. There?s plenty of room to enjoy quiet mornings, entertain guests, or simply take in the natural surroundings. A detached 2-car garage offers excellent space for parking, storage, or a workshop. If you?ve been looking for a home that combines natural beauty, usable space, and thoughtful updates, this one is worth seeing in person.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,020
Status:
Active
MLS#:
VAWI2010088
Type:
Single Family-Detached
Subdivision:
Forest Hills
Lot size:
0.16 Acres
Year built:
1979
Courtesy: RE/MAX Roots 540-686-7362
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ADDITIONAL INFORMATION

Conveniently located in Winchester City, this 3-bedroom, 1.5-bath ranch-style home features a primary bedroom with a private half bath, two additional bedrooms, and a hall bath. The spacious living room opens to the dining area and kitchen, creating a comfortable flow for everyday living. The kitchen includes a newer refrigerator. Step outside to a screened-in back porch overlooking the level, fenced backyard with a shed for additional storage. Off-street parking is available with an asphalt driveway. A newer hot water heater adds additional value and peace of mind.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,852
Status:
Active
MLS#:
VAFV2040144
Type:
Single Family-Detached
Subdivision:
Rolling Fields
Year built:
1968
Courtesy: RE/MAX Roots 540-686-7362
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ADDITIONAL INFORMATION

Welcome Home to 135 Meade Dr. This Winchester home is a great find, especially if you want to be close to everything. With its convenient location near Route 7 and I-81, this could be a great commuter home, and you are also just minutes from downtown Winchester, Shopping and Jim Barnett Park. This all-brick ranch has 3 bedrooms and 2.5 bathrooms, with hardwood floors through most of the main level. The living room feels warm and inviting with its wood-burning fireplace. The kitchen has everything you could need, including a fridge, wall oven, built-in microwave, cooktop, a countertop area perfect for a coffee bar and the dining area right off to the side. All three bedrooms are a good size, and the primary bedroom has its own full bathroom with a walk-in shower. There is a second full bathroom in the hallway with a tub shower combo. Downstairs, you’ll find an open basement with another wood-burning fireplace. This area would be great for entertainment with its built-in bar. There is a laundry room, a half bath, and an unfinished storage room as well. Outside, the backyard includes two large sheds, both with electricity that work great for tools, hobbies, or extra storage. There’s also a 1-car attached garage for added convenience. If you’re looking for a solid, well-loved older home with plenty of charm and room to make it your own, this one is worth a look.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,344
Status:
Active
MLS#:
VAFV2039786
Type:
Townhouse
Subdivision:
Carlisle Heights
Year built:
1990
Courtesy: Spring Hill Real Estate, LLC. 703-891-4520
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ADDITIONAL INFORMATION

This 3-bedroom home offers a functional layout with a welcoming entry into the main living area, flowing seamlessly into the dining space with access to the backyard. Natural light fills the home, creating a warm and inviting atmosphere. The spacious basement provides laundry space, ample storage, and room for a workshop or hobby area. **Currently tenant-occupied. Lease in place through May 31, 2026. Sale is subject to existing lease. ***Join us for an Open House Sunday, March 29 from 12-2pm!***

Beds:
3
Baths:
3.00
Sq.Ft.:
1,752
Status:
Active
MLS#:
VAFV2040172
Type:
Townhouse
Subdivision:
Hiatt Pointe At Snowden Bridge
Lot size:
0.05 Acres
Year built:
2025
Courtesy: Brookfield Mid-Atlantic Brokerage, LLC 703-420-3322
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ADDITIONAL INFORMATION

Low maintenance and right sized villa in Hiatt Pointe at Snowden Bridge, a gated community for those persons 55 or better is now ready for to call home! Experience the epitome of modern living in this exquisitely designed two-level villa. The open-concept layout on the main level fosters an inviting and spacious ambiance, perfect for both relaxed living and vibrant entertaining. The heart of the home is the expansive rear kitchen, a chef's delight featuring elegant Carrara Morro quartz countertops, two-tone shaker cabinetry accented with brushed nickel hardware, and upgraded stainless appliances. The well-designed L-shaped layout includes a convenient eating bar, complemented by a central island offering additional bar seating. Seamless transitions are ensured with the stylish and durable LVP main level flooring flowing throughout the entire main level. Sliding doors from the kitchen gracefully open to a delightful rear covered patio, extending your living space outdoors. The main level also hosts a serene primary bedroom retreat, complete with two generous walk-in closets and a luxurious en suite bathroom. A dedicated laundry room and a well-appointed powder room also located on this level. Take the stairs to the upper level to find two generously sized secondary bedrooms, each featuring a walk-in closet, and a spacious full bathroom designed with comfort in mind.bedrooms, each featuring a walk-in closet, and a spacious full bathroom designed with comfort in mind. Community will offer a gated entrance, bocce & pickleball courts, clubhouse with event room, fitness and yoga studio, outdoor kitchen with gas grill and an outdoor pool with hot tub. Snow, trash and recycling included.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,839
Status:
Active
MLS#:
VAFV2040166
Type:
Single Family-Detached
Subdivision:
Raven Oaks
Lot size:
0.13 Acres
Year built:
2022
Courtesy: Samson Properties 540-348-4911
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ADDITIONAL INFORMATION

Elevated living at its very best! A very rare blend of modern luxury and serene surroundings, this exceptional one-level living home absolutely presents like a model home. Perfectly positioned at the very end of a quiet cul-de-sac, this beauty backs to peaceful wooded views that offer both privacy and tranquility. Step inside to a bright, beautifully appointed interior featuring elegant LVP flooring that flows seamlessly throughout the main living areas and bedrooms. The thoughtfully designed open-concept floor plan is ideal for both everyday living and sophisticated entertaining. Upon entering the home, you’ll find a versatile front room filled with natural light from the front-facing window. This flexible space can easily serve as a home office, playroom, exercise area, or bonus room- perfect for adapting to your lifestyle and needs. At the heart of the home, the chef’s kitchen showcases sleek soft-close cabinetry, quartz countertops, a gas range, and a generous island that effortlessly connects the kitchen, dining, and living spaces. Culligan filtered water comes out of the kitchen faucet with the push of a button. The inviting living room is anchored by a warm gas fireplace and opens to the outdoor patio through sliding glass doors, creating the perfect indoor-outdoor flow. The luxurious primary suite serves as a private retreat, featuring a generous walk-in closet, as well as an oversized custom-made window that fills the space with natural light and serenity of trees - like no other houses in the area…Motorized blackout roller shades convey and add both comfort and privacy. The spa-inspired ensuite bath offers dual vanities and a beautifully finished fully tiled shower with elegant glass doors. A desirable split-bedroom layout places two additional bedrooms on the opposite side of the home, each offering ample closet space and access to a stylish full bathroom complete with dual sinks and a fully tiled glass-enclosed shower. Car enthusiasts will appreciate the Formula-1-inspired garage, featuring custom flooring panels and upgraded ceiling lighting for both style and functionality! Step outside to a private outdoor retreat, where a deck and also a spacious concrete patio overlooks serene landscaping and tranquil wooded surroundings- perfect for relaxing while sipping your morning coffee, or entertaining. Adding even more value, solar panels convey with the home with NO LIEN to the property, along with a Culligan water softener and filtration system, providing enhanced comfort, efficiency, and long-term savings. Located in the highly sought-after community of Raven Oaks in Winchester and quick access to Route 7, and I-81, residents enjoy wonderful neighborhood amenities including a community pool and basketball courts, creating the perfect balance between relaxation and recreation. Keep in mind this home is loaded with premium builder upgrades throughout, offering the elevated finishes and thoughtful details today’s buyers are looking for. For added buyer confidence, the seller has already obtained a professional appraisal, and the property has been valued above the current list price. This provides reassurance regarding the home’s value and offers your clients peace of mind as they move forward with their purchase. Come see for yourself everything this exceptional high-end property has to offer - homes like this don’t come around often… schedule your tour today!

Beds:
2
Baths:
1.00
Sq.Ft.:
900
Status:
Active
MLS#:
VAFV2039390
Type:
Single Family-Detached
Subdivision:
Shawneeland
Lot size:
1.37 Acres
Year built:
1976
Courtesy: Keller Williams Realty 703-669-0099
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ADDITIONAL INFORMATION

Fantastic Opportunity! Unique home features newer stainless appliances, newer roof, and newer shower - all upgrades less than 3 years young! Surrounding yard space perfect for entertaining, complete with framed driveway. Bring your creative eye and view this gem for yourself. Amazing potential to create your private oasis! Cash transactions only, this property is not eligible for financing and is selling as-is. **Multiple offers have been received. Please submit your highest and best offer by 9am on Friday, March 27th. All agents will be notified on the status of their offer by 2pm on Friday, March 27th. Please see the engineering estimate for foundation repair that has been uploaded to Bright MLS Documents.

Beds:
5
Baths:
4.00
Sq.Ft.:
1,776
Status:
Active
MLS#:
VAFV2040028
Type:
Single Family-Detached
Subdivision:
Brentwood Terrace
Year built:
1988
Courtesy: Keller Williams Realty 703-679-1700
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ADDITIONAL INFORMATION

Don’t miss this beautifully maintained and extensively updated home offering 5 bedrooms and 3.5 bathrooms, ideally situated on a quiet cul-de-sac with convenient access to Route 7 and Route 81, making commuting a breeze. This versatile floor plan features a rare main-level bedroom with a private entrance and attached full bath, perfect for an in-law suite, au pair suite or home office. The main level also includes an eat-in kitchen with new granite countertops, new sink and plumbing (2026), and stainless steel LG appliances, along with a separate dining room, living room, half bath, and laundry area with new stackable washer and dryer. Upstairs you’ll find the primary suite with a private full bath, plus three additional bedrooms and another full bathroom. Step outside to enjoy the full-length rear deck, perfect for entertaining, overlooking a private backyard enhanced with new landscaping and newly planted trees that will provide additional privacy as they mature. The property also features a NEW large private 6-car asphalt driveway, offering abundant parking.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,495
Status:
Active
MLS#:
VAFV2040136
Type:
Single Family
Subdivision:
Regency Lakes
Year built:
2018
Courtesy: Keller Williams Realty 703-430-9008
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ADDITIONAL INFORMATION

This 2018-built manufactured ranch-style home is move-in ready and well maintained for its new owner. The home offers an open floor plan featuring a spacious kitchen with abundant countertop space, a large pantry, and a dining area that flows into the main living space. The living room provides plenty of open space for comfortable everyday living, and the home also includes a dedicated laundry room. All three bedrooms are generously sized, including a primary bedroom with a private ensuite bathroom. The two secondary bedrooms share a hallway bathroom and offer ample space for family, guests, or a home office. Just off the kitchen and dining area is a deck, providing a great space for outdoor relaxation. The property is located in the Regency Lakes community, conveniently situated near Route 7 with easy access to I-81. Regency Lakes offers a variety of amenities including a community pool, fishing, tennis and basketball courts, tot lots and playgrounds, a fitness center, clubhouse, and more. Please note this is a personal property sale, and Regency Lakes requires an application for residency within the community. The land is subject to a ground lease. Lot rent is currently $953 per month (purchaser to perform their own due diligence). Community requirements include a criminal background check and a minimum 650 credit score. Each home receives two parking permits, with additional overflow parking available. Please contact the listing agent or co-listing agent with any questions.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,880
Status:
Active
MLS#:
VAFV2039954
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
10.41 Acres
Year built:
2020
Courtesy: RE/MAX Roots 540-686-7362
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ADDITIONAL INFORMATION

Nestled in the scenic countryside of Winchester, this impressive custom built home offers space, privacy, and beautiful Shenandoah Valley surroundings. Located in Frederick County, the property combines peaceful rural living with convenient access to shopping, dining, and commuter routes. Custom built in 2020, this spacious residence offers approximately 4,800+ square feet of living space on the main level with 4 bedrooms and 4 bathrooms, office/exercise room, featuring generous living areas and a thoughtfully designed layout ideal for both everyday living, cooking, gatherings, and entertaining. The main level having wide hallways, spacious rooms, low ovens, comfort height toilets and front loading laundry makes this home handicap accessible. This one of a kind custom home built with low maintenance in mind. Situated on 10.41 unrestricted acres, the property provides plenty of room to enjoy the outdoors while maintaining privacy and flexibility for a variety of uses. A full unfinished basement with a bathroom rough-in, offers excellent potential for future expansion, allowing space for additional living areas, a recreation room, a home gym, or a workshop. Car enthusiasts and hobbyists will appreciate the 3-car attached garage along with a separate 2-car detached garage, providing abundant parking and storage. The property is also well suited for horse lovers, featuring fenced pasture and a run-in shed, making it ready for horses or other livestock. The property is set up for a homestead with blue berry and black berry bushes, fruit trees, 2 vegetable gardens, fenced pasture and backyard, and composting area. Enjoy the tranquility of country living while still being just a short drive from historic downtown Winchester, local shopping, dining, and outdoor recreation. With unrestricted acreage, equestrian potential, and modern construction, this property offers a rare opportunity for privacy, space, and convenience in the Shenandoah Valley. All sizes are approximate.

Beds:
3
Baths:
1.00
Sq.Ft.:
882
Status:
Active
MLS#:
VAWI2010150
Type:
Single Family-Detached
Subdivision:
Liberty Heights
Year built:
1961
Courtesy: Realty ONE Group Old Towne 540-773-8475
View additional info

ADDITIONAL INFORMATION

Calling all investors, contractors, and savvy home buyers! Seize this incredible opportunity to own a 3-bedroom, 1-bath home in an up-and-coming Winchester neighborhood. This property is the definition of "sweat equity," and the heavy lifting has already been started for you. Property has had a recently survey and property lines are marked. The current owner has completed the two hardest parts of the renovation process: the interior has been fully demoed, and the overgrown lot has been completely cleared. You are not paying for old carpet or outdated kitchens; you are buying a blank canvas ready for your vision. The newly spacious, level backyard offers endless possibilities for gardening, entertaining, or expansion. This home needs major repairs and a complete remodel, but the price reflects the potential. Bring your contractor and your imagination—this diamond in the rough is ready to shine!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,280
Status:
Active
MLS#:
VAWI2010060
Type:
Single Family-Detached
Subdivision:
Winchester City
Lot size:
0.06 Acres
Year built:
2004
Courtesy: MarketPlace REALTY 540-450-2747
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ADDITIONAL INFORMATION

Life in Historic Winchester just got easier with this modern construction. Built in 2004, this Charming 3 Bedroom, 1.5 Bath home is the best of all worlds. This home has been completely & professionally remodeled in 2025 and the quality of construction shows. Fresh and bright you will find that practically everything is new. Enter to find newly finished gleaming hardwood floors (2025), crisp new paint and trim(2025) throughout. Generous family room flows into completely renovated kitchen. Kitchen is up to date (2025) with Brand New stainless appliances, counters, flooring, sink and handy laundry area with hook-up for washer and dryer, plus a half bath ( with all new fixtures) is tucked away for convenience. Flow through beautiful sliding doors to nicely sized deck overlooking large, fully fenced lawn with space to play and garden. Relaxation happens here! Upstairs, find gorgeous new carpet in all areas, 3 Bedrooms, a beautifully remodeled bathroom with all new fixtures and blinds. Exterior of the home has just been freshly painted, too. New Water Heater 2025. There is no deferred maintenance in this charming home. Located within easy walking distance of Old Town Pedestrian Mall, The Handley Library, Restaurants, Galleries, Museums, Coffee Shops and Boutiques. Call for a tour today.

Beds:
6
Baths:
3.00
Sq.Ft.:
4,260
Status:
Active
MLS#:
VAWI2010152
Type:
Single Family-Detached
Subdivision:
Williamsburg Heights
Lot size:
0.29 Acres
Year built:
2007
Courtesy: ERA Oakcrest Realty, Inc. 540-665-0360
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ADDITIONAL INFORMATION

Over 4,300 square feet of above-grade living space with a flexible six-bedroom layout, located near the Green Circle Trail, Winchester Medical Center, and downtown Winchester. Welcome to Williamsburg Heights — a well-established neighborhood of attractive homes with no HOA. A welcoming wraparound porch spans the front and side of the home, with a door leading directly into the dining room—perfect for entertaining. Inside, Brazilian cherry wood flooring runs throughout the main level. It's hard to say whether the star of the kitchen is the large center island, the custom tile backsplash, or the electric range with modern induction cooking. The main level also includes a bedroom with a walk-in closet that can serve as a home office or den. The current owners recently completed a large bonus room that can function as a bedroom, recreation room, or multipurpose space, bringing the home to a potential six-bedroom layout. All bedrooms apart from the bonus room include walk-in closets. The primary suite includes a sitting area, ample closet space, and a spacious bathroom. Bathrooms throughout the home feature granite countertops and tile flooring. Additional features include an oversized side-load garage with an electric vehicle charger and a water softener system with integrated leak detection that can automatically shut off the water supply and notify the homeowner if a leak is detected. The home also features a newer roof with 50-year architectural shingles. Newer gas tankless water heater.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,945
Status:
Active
MLS#:
VAFV2039914
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
8.02 Acres
Year built:
2006
Courtesy: Colony Realty 540-662-0323
View additional info

ADDITIONAL INFORMATION

This all-brick custom home sits on 8 acres on the east side of Winchester, offering a prime commuter location with a gated entrance for added privacy. The main level includes a high-end kitchen with a gas cooktop, double wall ovens, and a large pantry, alongside a family room with a fireplace and wet bar. An additional room on this level serves as an optional living room or office, while covered porches on both the main and second floors provide ample outdoor living space. The second level features a primary suite with a gas fireplace, private covered porch, walk-in closet with custom built-ins, and an en-suite bathroom with a soaking tub and walk-in shower. The second bedroom includes its own private bathroom, while the third and fourth bedrooms are connected by a Jack and Jill bathroom. For automotive storage, the property offers a four-car garage with a large unfinished loft ready for future conversion. Built for efficiency, the home features a three-zone HVAC system and Superior brand basement foundation walls. The basement includes a wood stove and French door outside access, providing a clean slate for additional finished living space.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,400
Status:
Active
MLS#:
VAWI2010062
Type:
Single Family-Detached
Subdivision:
Winchester City
Year built:
1934
Courtesy: Pearson Smith Realty, LLC 571-386-1075
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ADDITIONAL INFORMATION

Welcome to 743 Berryville Ave in the heart of Downtown Winchester! This unique and versatile property offers exceptional space and flexibility with two fully equipped living areas on one lot. The main house features 4 bedrooms, 2 full bathrooms, 2 kitchens, and 2 laundry areas—ideal for multi-generational living or added convenience. Enjoy a spacious layout with plenty of room for everyone to spread out comfortably. The highlight of this property is the additional detached unit in the rear, complete with 2 bedrooms, 1 full bathroom, its own kitchen, and laundry—perfect for extended family, guests, or potential rental income. A huge parking lot behind the home provides ample off-street parking, a rare find in Downtown Winchester. Buy one property and enjoy the benefit of two fully functional homes on one lot—perfect for a large family who values privacy while staying close together, all in a prime location near shops, dining, and historic Old Town Winchester.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,432
Status:
Active
MLS#:
VAWI2010138
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.11 Acres
Year built:
1900
Courtesy: Inmobiliaria De Las Casas LLC 571-353-9363
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ADDITIONAL INFORMATION

Welcome to this 2 level house, the spacious patio backyard will be the perfect spot to relax and enjoy a relaxing day. Located near multiple stores and parks. Schedule your showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,938
Status:
Active
MLS#:
VAFV2040000
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
3.49 Acres
Year built:
1990
Courtesy: Realty ONE Group Old Towne 540-773-8475
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ADDITIONAL INFORMATION

Only minutes from Winchester, this 3-bedroom, 2-bath ranch home sits on 3.5 beautiful acres of peaceful pasture. The land is partially fenced, has a wet weather stream and is ideal for a hobby farm, home grown food, recreation, and horses. A two-stall horse barn with tack room, hay shed, and open pasture space await your animals. Additionally, the property features a detached two-car garage with workshop that offers excellent storage and room for projects. Inside the well maintained home, you are greeted by hardwood floors and a vaulted ceiling that creates an open and airy feel. A floor to ceiling stone fireplace with pellet stove adds warmth and character to the living space. The updated kitchen showcases quartz countertops, a herringbone tile backsplash, newer fixtures and crisp white cabinets. A large recreation room provides flexible space for gatherings or hobbies.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,660
Status:
Active
MLS#:
VAFV2039682
Type:
Single Family-Detached
Subdivision:
Shawneeland
Lot size:
0.48 Acres
Year built:
2021
Courtesy: Weichert Realtors - Blue Ribbon 301-262-3100
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ADDITIONAL INFORMATION

Must See - built at the end of 2021 and barely lived in, this beautifully maintained 3-bedroom, 2.5-bath home offers nearly 1,700 square feet of thoughtfully designed living space and is ready for its new owner. Step inside to find stunning hardwood floors flowing throughout most of the home, creating a warm and cohesive feel. The spacious living room and separate dining room provide excellent space for both everyday living and entertaining. The large kitchen features granite countertops, ample cabinetry, and a bright eat-in area with plenty of space for gathering. The primary suite is a true retreat, complete with a large walk-in closet and an impressive en-suite bath featuring double sinks, a soaking tub, and a separate shower. The two additional bedrooms are generously sized and share a well-appointed full bath. Situated on nearly half an acre, this home offers beautiful sunset views and plenty of outdoor space to enjoy. The walk-out unfinished basement provides incredible potential for additional finished square footage, allowing the next owner to customize and expand to fit their needs. Additional highlights include: Large 2-car garage Fantastic water treatment system Beautiful hardwood flooring Quiet setting with scenic views Conveniently located just 15 minutes from Historic Winchester, shopping, and restaurants, this home combines modern comfort with peaceful surroundings. Don’t miss this opportunity to own a like-new home in a fantastic location!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,157
Status:
Active
MLS#:
VAFV2040020
Type:
Single Family-Detached
Subdivision:
Village At Harvest Ridge
Lot size:
0.22 Acres
Year built:
2005
Courtesy: Homecoin.com 888-400-2513
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ADDITIONAL INFORMATION

Welcome to 153 Harvest Ridge Drive, a beautifully appointed home tucked within the highly desirable Village at Harvest Ridge, a premier 55+ community offering comfort, quality, and ease of living. Designed for effortless main-level living, this home features a well-thought-out open floorplan that connects the living, dining, and kitchen spaces, creating a warm and inviting atmosphere with generous room sizes throughout. The primary suite on the main level offers a peaceful retreat with a private en suite bath with tile flooring and a newly remodeled large step in shower, while 3 additional bedrooms on the upper level (separate climate control) provide flexibility for guests, hobbies, or additional storage. One of the true highlights of this home is the exceptional privacy being on a loop with no thru traffic. The light filled sunroom overlooks a serene, natural backdrop, making it the perfect space to relax, entertain, or simply enjoy the quiet surroundings. The brick front adds charm and curb appeal, while attached two-car garage provides both function and style. Ideally located within the community, this home offers the best of both worlds, county taxes with the convenience of being just one block from Winchester city limits. Enjoy close proximity to town, shopping, dining, and everyday amenities, all while coming home to a neighborhood that feels private, peaceful, and beautifully maintained. The HOA takes care of trash pickup, mowing, trimming bushes, weeding, edging and mulching in the spring and summer. Leaf removal in the fall and snow shoveling all the way to the front door in the winter. Spend your time with household and friends, not in the yard or shoveling! This is a rare opportunity to enjoy a thoughtfully and beautifully designed home, the most convenient location, near to everything downtown, ONE exit away from the Winchester Medical Center Hospital and a tranquil setting all in one. These homes don’t last long in the sought after neighborhood!

Beds:
4
Baths:
3.00
Sq.Ft.:
1,971
Status:
Active
MLS#:
VAFV2040018
Type:
Single Family-Detached
Subdivision:
Sovereign Village
Lot size:
0.15 Acres
Year built:
2025
Courtesy: ERA Oakcrest Realty, Inc. 540-665-0360
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ADDITIONAL INFORMATION

The home is vacant, move-in ready, with preselected upgrades and a one-year home warranty. Welcome to this beautifully crafted new home by a respected local builder, offering almost 2,000 square feet of thoughtfully designed living space in the desirable Sovereign Village community with room to grow in the unfinished basement. The inviting, open-concept main level features a spacious kitchen with a large island, perfect for gathering and entertaining, that seamlessly connects to the dining and living areas. The family room features a beautiful fireplace and opens to the large patio and yard, backing to green space. Upstairs, you’ll find three bedrooms with generous closets, a shared hall bath, and the home's large primary suite with a massive walk-in closet and a beautiful ensuite bathroom with a tiled walk-in shower. Every detail of this home reflects quality craftsmanship and modern style, with numerous upgrades and dual-zone HVAC for year-round comfort. Sovereign Village is a sought-after community with sidewalks, open green spaces, and an optional membership pool for summer fun. Conveniently located just off Route 7 and less than four miles from Old Town Winchester, this home offers the perfect blend of modern comfort, community living, and commuter convenience. Don’t miss your chance to make this stunning new home yours this spring!

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Andrea Conner, Maryland License 667140, Xome Inc., License 667140, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, [email protected], 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

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Winchester Real Estate

Winchester is located in Virginia. Winchester, Virginia has a population of 28,194. Winchester is less family-centric than the surrounding county with 26.15% of the households containing married families with children. The county average for households married with children is 26.15%.

The median household income in Winchester, Virginia is $61,321. The median household income for the surrounding county is $61,321 compared to the national median of $69,021. The median age of people living in Winchester is 36.6 years.

Winchester Weather

The average high temperature in July is 85.7 degrees, with an average low temperature in January of 21.3 degrees. The average rainfall is approximately 38.3 inches per year, with 21.9 inches of snow per year.

Winchester Map

Winchester Real Estate Market Conditions

  • Median sales price

    $405,495
    13.9%
    change since last quarter
  • # Active listings

    372
    30-day change

Winchester Schools and Demographics

Education near Winchester, VA

City County
High School Graduates 87.28 87.28
College Degree - 2 year 6.54 6.54
College Degree - 4 year 33.7 33.7
Graduate Degree 10.34 10.34
Expenditures per Student 15,810 15,810
Students per Teacher 13.6 13.6

Elementary Schools near Winchester, VA

Grades Students P/T Ratio ZIP
Apple Pie Ridge Elementary School PK - 05 499 16.1 22603
Armel Elementary School PK - 05 563 17.1 22602
Bass-Hoover Elementary School PK - 05 589 16.8 22655
Evendale Elementary School PK - 05 543 15.1 22602
Frederick Douglass Elementary School PK - 04 475 12.3 22601
Gainesboro Elementary School PK - 05 547 16.1 22603
Garland R. Quarles Elementary PK - 04 542 16.4 22601
Greenwood Mill Elementary School PK - 05 677 16.5 22602
Indian Hollow Elementary School PK - 05 384 15.1 22603
John Kerr Elementary School PK - 04 285 12.5 22601
Orchard View Elementary School KG - 05 448 15.7 22602
Redbud Run Elementary School PK - 05 687 16 22603
Stonewall Elementary School PK - 05 533 15.7 22624
Virginia Avenue Charlotte Dehart Elementary PK - 04 477 14.5 22601

Middle Schools near Winchester, VA

Grades Students P/T Ratio ZIP
Admiral Richard E. BYRD Middle 06 - 08 895 13.3 22602
Daniel Morgan Middle School 05 - 08 1,287 13.1 22601
Frederick County Middle School 06 - 08 691 12.7 22601
James Wood Middle School 06 - 08 850 13.3 22601
Robert E. Aylor Middle 06 - 08 618 13 22655

High Schools near Winchester, VA

Grades Students P/T Ratio ZIP
James Wood High School 09 - 12 1,304 12.3 22603
John Handley High School 09 - 12 1,203 11.5 22601
Millbrook High School 09 - 12 1,312 13.4 22603
Sherando High School 09 - 12 1,488 13.1 22655

Ungraded Schools near Winchester, VA

Grades Students P/T Ratio ZIP
New John KERR Elementary UG - UG 0 22601
Northwestern Reg. Ed PGM UG - UG 0 22601

Demographics near Winchester, VA

City County
Neighborhood Type
Population 28,194 28,194
Population Density 3,067 3,067
Median Age 36.6 36.6
People per Household 2.5 2.5
Median Household Income 61,321 61,321
Average Income per Capita 33,908 33,908

Real estate near Winchester