Winchester VA Real Estate & Homes for Sale

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Beds:
4
Baths:
3.00
Sq.Ft.:
2,168
Status:
Active
MLS#:
VAFV2040508
Type:
Single Family
Subdivision:
Willow Run
Lot size:
0.13 Acres
Year built:
2026
Courtesy: D R Horton Realty of Virginia LLC 804-510-9139
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ADDITIONAL INFORMATION

Experience effortless living in our Willow Run Active Adult community! Our Freeport floorplan is a thoughtfully designed villa, blending style and functionality in a single-level open layout and finished loft, complete with a 2-car garage. This stunning 1,492 sq. ft. residence features three bedrooms and two baths on the main level, with the finished loft offering an additional 676 sq ft of living space with an additional bedroom, full bath, and storage closet. The kitchen comes equipped with a walk-in corner pantry, stainless steel appliances, soft close white shaker-style cabinets, and a modern island with quartz counter-tops and a farmhouse style sink. The primary suite is nestled at the back of the home, featuring a spacious walk-in closet and an en-suite bathroom. Two additional bedrooms in the front of the home provide versatility and privacy. And with the laundry room conveniently located off the main foyer, you'll have everything you need right at your fingertips. Embrace low-maintenance living and make The Freeport your perfect new home this summer! *Photos, 3D tours, and videos are representative of plan only and may vary as built.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,850
Status:
Active
MLS#:
VAFV2040506
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
5.15 Acres
Courtesy: Pearson Smith Realty, LLC 571-386-1075
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ADDITIONAL INFORMATION

CARRINGTON HOMES AT FALL RIDGE ESTATES- 5 Acre Wooded LOTS WITH MOUNTAIN VIEWS. Choose from 7 different floorplans including our Main Level Living Evergreene model with standard 13' Family Rm Ceilings Model Home Open on Weekends from 11-5 at 156 Covey Lane Winchester Va

Beds:
3
Baths:
3.00
Sq.Ft.:
3,000
Status:
Active
MLS#:
VAWI2010158
Type:
Single Family-Detached
Subdivision:
Whittier Acres
Lot size:
0.42 Acres
Year built:
1974
Courtesy: Colony Realty 540-662-0323
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ADDITIONAL INFORMATION

Charming all-brick ranch offering comfortable one-level living in a highly convenient location! This well-maintained home features 3 bedrooms and 2 baths on the main level, along with a spacious living room highlighted by a cozy fireplace. A formal dining room provides the perfect space for entertaining, while the kitchen offers ample workspace and connects conveniently to the main-level laundry room. the finished lower level expands the living space with a second fireplace, a wet bar, and a large recreation area ideal for a pool table, ping-pong, or game nights with family and friends. Additional features include a one-and-a-half-car garage, providing excellent storage and parking options, along with additional off-street parking. Enjoy outdoor living on the rear deck overlooking a great backyard—perfect for relaxing or entertaining. Located on a quiet street within walking distance to downtown and convenient to the hospital, this home offers both privacy and accessibility in a desirable setting.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,428
Status:
Active
MLS#:
VAFV2040474
Type:
Single Family-Detached
Subdivision:
Sovereign Village
Lot size:
0.28 Acres
Year built:
2003
Courtesy: MarketPlace REALTY 540-450-2747
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ADDITIONAL INFORMATION

Located in an established cul-de-sac this 4 bedrooms, 2 ½ bath, home has an unfinished basement. Also a deep two vehicle garage and storage building with a fenced yard and rear covered porch. The kitchen has Corian counters and loads of beautiful cabinets, an arch pass through, and hardwood floors. The house has crown molding, chair rail, wainscoting and hardwood floors throughout the main level. Upstairs, you’ll find the laundry area and four generously sized bedrooms, including the primary suite with an attached bath and a large walk-in closet. Three additional bedrooms share a full hall bath. The rear yard is fenced and includes a 10x12 building.

Beds:
2
Baths:
1.00
Sq.Ft.:
560
Status:
Active
MLS#:
VAFV2040504
Type:
Single Family-Detached
Subdivision:
Wild Acres
Year built:
1985
Courtesy: EXP Realty, LLC 833-335-7433
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ADDITIONAL INFORMATION

Tucked away at the end of the neighborhood and surrounded by serene woods, 610 Puma Trl offers the perfect blend of privacy and charm. This adorable 2-bedroom, 1-bath rancher is a true retreat, featuring modern updates and a warm, inviting layout. Enjoy peaceful living with beautiful natural surroundings while still being conveniently located near town. A rare opportunity to own your own slice of quiet, comfortable living.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,296
Status:
Active
MLS#:
VAFV2040466
Type:
Townhouse
Subdivision:
Carlisle Heights
Lot size:
0.05 Acres
Year built:
1997
Courtesy: Take 2 Real Estate LLC 703-626-5607
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ADDITIONAL INFORMATION

Don't miss your opportunity to own this turn key, meticulously maintained 3 bedroom/2.5 bath townhome in sought after Carlisle Heights! The main level is the heart of the home and features gleaming hardwood flooring throughout, a large living room, gourmet updated kitchen with white cabinetry, stainless steel appliances, quartz counters and a modern sink that opens to an oversized dining room. Access to the large rear deck and fenced yard are just off the dining room. A main level 1/2 bath and laundry are also conveniently located on this level. Upstairs you'll find 3 oversized bedrooms, abundant closet space and 2 updated full bathrooms. Carlisle Heights features an ultra low $250 annual HOA fee, assigned parking and lots of guest parking, community playground, and is just minutes to major commuter routes 7 and 81!

Beds:
3
Baths:
2.00
Sq.Ft.:
2,139
Status:
Active
MLS#:
VAFV2040376
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
5 Acres
Year built:
2026
Courtesy: Samson Properties 540-348-4911
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ADDITIONAL INFORMATION

Estimated completion August 2026. Photos shown are of a similar home previously constructed by the builder. Finishes and features may vary. Welcome to 169 Cather Lane, a spacious rancher situated on 5 beautiful pastoral acres with stunning views and an unbeatable location just minutes from town. Built by local builder Scott & Scott Construction, this home offers the perfect blend of quality craftsmanship, thoughtful design, and peaceful country living. Step through the front door into an open floor plan featuring luxury vinyl plank flooring throughout the main level. Just off the entry, a dedicated office provides the ideal work from home space or flexible bonus room. The kitchen has upgraded cabinetry, an oversized island, and opens seamlessly to the dining and living areas, where vaulted ceilings create a bright and inviting feel. From there, step out to the covered back porch overlooking the backyard, with stairs leading down to the open space behind the home. The owner’s suite features tray ceilings, a walk-in closet, and an en-suite bath with separate vanities. A huge walk-out unfinished basement offers excellent storage and future expansion potential, complete with a rough-in for a bathroom. Conveniently located just 5 minutes from downtown Winchester shopping and restaurants, with state-maintained paved roads all the way to the property. No HOA. Anticipated completion in August. Now is the time to secure the home and lifestyle you’ve been envisioning.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,344
Status:
Active
MLS#:
VAFV2039676
Type:
Single Family-Detached
Subdivision:
Wilde Acres
Year built:
2026
Courtesy: Preslee Real Estate 540-227-4416
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ADDITIONAL INFORMATION

Welcome to 720 Panther Dr, Winchester, VA – a stunning new construction home scheduled for completion in May 2026. This beautifully designed 3-bedroom, 2-bathroom residence showcases exceptional upgrades throughout, offering the perfect blend of modern luxury and everyday comfort. The stylish kitchen is equipped with granite countertops and upgraded stainless steel appliances, ideal for both entertaining and daily living. Durable and elegant LVP flooring flows seamlessly throughout the open-concept, one-level layout, enhancing the home’s spacious feel. The unfinished basement includes a convenient rough-in for a future bathroom, providing excellent potential for additional living space. Step outside to enjoy a private backyard, perfect for relaxing or hosting outdoor gatherings.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,805
Status:
Active
MLS#:
VAWI2010202
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.08 Acres
Year built:
1930
Courtesy: Compass 703-310-6111
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ADDITIONAL INFORMATION

Timeless soul with modern spirit. Step into a piece of Winchester history, reimagined for the way you live today. From the iconic front porch—perfect for your morning coffee or evening wind-down—to the private, fenced-in backyard, this home is designed for seamless indoor-outdoor living. Renovated top to bottom with classic features such as crown moulding, thick wood banisters, and columns combine with the beautiful neutral LVP flooring creates an open flow in a timeless traditional floorplan, perfect for everyday living and entertaining. The kitchen features all new bright white cabinets and quartz counters, perfectly set with classic stainless steel appliances. Upstairs you'll find four full bedrooms with new carpet and two beautifully renovated bathrooms. Downstairs, the story continues with a mostly finished basement ready for your home gym, theater, family room, or creative studio. Additional storage and laundry are found downstairs. Located just minutes from the vibrant pulse of downtown Winchester, you get the quiet of an established neighborhood with walking distance to dining and shopping at your doorstep.

Beds:
5
Baths:
6.00
Sq.Ft.:
5,670
Status:
Active
MLS#:
VAFV2040410
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
8.6 Acres
Year built:
1996
Courtesy: Colony Realty 540-662-0323
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ADDITIONAL INFORMATION

If you’re looking for a truly impressive property with unexpected benefits, welcome to 530 Laurel Grove Road. With nearly 6,000 finished square feet and five bedrooms and 5.5 baths, this home allows for easy gathering, relaxing, living, and entertaining—and includes a private in-law suite perfect for multi-generational living, guests, or rental potential. Ensconced in nature on 8.6 acres and surrounded by mature trees in a largely pastoral setting, this home offers peace and privacy, and the outdoor swimming pool and surrounding decks add another layer of enjoyment. You’ll also appreciate how this Winchester location gives you access to everything you love about town without living right in the city. The Colonial’s façade is brick and siding with a welcoming front porch just waiting for you to sit and enjoy the scenery or rock a while on the porch swing. Once you enter, you have two options. The right takes you to the all the main level features amidst pleasing neutral paint colors you’ll find throughout the home. A formal dining room allows for generous seating but also extra display cabinets and buffets. The kitchen has a bank of cabinets, long counters, and a four-seat island that includes the range. More informal dining sits adjacent, along with an inset, built-in desk space with cabinets. This shared space opens to a cheerful, whitewashed sunroom with a handsome wood ceiling, giving you natural views plus access to the deck and pool areas. Another side leads into a family room with a dramatic, vaulted wood ceiling, cozy corner fireplace, and lots of room for comfortable furniture. Back in the foyer, turn left through a door to find the convenient in-law suite, complete with a living room, kitchen and dining area, laundry and storage, and a spacious bedroom with attached full bath and walk-in closet. Private and accessible, it’s also available furnished, if desired. Upstairs houses the substantial owner’s suite with beautiful cherry hardwood floors and ample room for all your furniture. The ensuite features split vanities, beadboard wainscoting surrounding an appealing soaking tub, a walk-in shower, and water closet. A matching sitting room offers another pleasing, versatile space. Find three generous bedrooms and another two full baths on this floor. Downstairs is home to the fifth bedroom and attached full bath with an adjacent indoor, infrared sauna with chromotherapy benefits. A wood paneled den with hardwood floors and bar with a walk- out round out this level. Head outside and enjoy a large walkaround deck where seating and dining opportunities abound. Portions lead to the pool, hot tub, the backyard, and play areas. The home includes an attached two-car garage, but it’s a boon to have the detached, three-car garage, perfect for a workshop or car enthusiasts, or to utilize for additional storage. This home has been meticulously maintained and updated by only two owners and comes with multiple fuel sources to help with energy efficient heating and cooling. With space galore, comfort, privacy, and functionality, this is an amazing oasis near the city.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,762
Status:
Active
MLS#:
VAFV2040324
Type:
Single Family-Detached
Subdivision:
Merrimans Chase
Lot size:
0.33 Acres
Year built:
2004
Courtesy: ERA Oakcrest Realty, Inc. 540-665-0360
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ADDITIONAL INFORMATION

Beautifully maintained home with 3 fully finished levels and a large, level backyard backing to common ground—offering both space and privacy! Enjoy outdoor living on the spacious deck, perfect for entertaining. Inside, this home features 4 bedrooms with a finished basement offering a potential 5th bedroom (no egress window), ideal for guests, office, or flex space. The open floor plan is complemented by a bright sunroom, along with formal living and dining rooms for added versatility. Upstairs, you’ll find a bonus family room—perfect for a second living area, playroom, or media space. The large primary suite includes two closets, while all additional bedrooms feature walk-in closets for ample storage. Conveniently located in a great location close to the hospital, shopping, and amenities—this home truly has it all!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,064
Status:
Active
MLS#:
VAWI2010120
Type:
Single Family
Subdivision:
Armour Dale
Lot size:
0.09 Acres
Year built:
1981
Courtesy: Berkshire Hathaway HomeServices PenFed Realty 540-338-4171
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ADDITIONAL INFORMATION

Sold "As-IS" Nice investment or starter property. Needs a little updating. Hardwoods throughout upstairs and living room downstairs. This price includes 525 Monticello lot. Tax ID #330-02-19. If any questions call listing agent. Agent related to seller.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,331
Status:
Active
MLS#:
VAFV2040452
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
2.66 Acres
Year built:
2026
Courtesy: RE/MAX Roots 540-686-7362
View additional info

ADDITIONAL INFORMATION

Don’t miss this incredible opportunity to own a brand-new ranch home set on 2.66 beautiful acres, conveniently located near shopping and commuter routes to Winchester, Martinsburg, and Northern Virginia and approximately 10 minutes from the Winchester Medical Center. This thoughtfully designed home features an open-concept layout with a desirable split-bedroom design, offering both comfort and privacy. The charming exterior showcases board and batten siding for a distinctive look. Inside, the spacious primary suite includes a large walk-in closet and a luxurious 6-foot tile shower, while a private main-level office provides the perfect work-from-home space. The chef’s kitchen is equipped with quartz countertops, a center island, stainless steel appliances, and quality cabinetry with soft-close drawers and doors. A bright sunroom fills the home with natural light, and additional highlights include a main-level laundry room with utility sink, extensive luxury vinyl plank flooring, and an enormous unfinished basement already plumbed for a future bathroom with an HVAC system sized for finishing. The home also offers a two-car side-load garage, a covered front porch with a concrete sidewalk, and a scenic lot with mature hardwoods. Construction is already on the way with an anticipated August completion, and a similar home nearby is available to tour. There is still time to select some colors and options. Photos are of a similar home and may include upgraded features.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
VAFV2040364
Type:
Townhouse
Subdivision:
Brookland Heights
Lot size:
0.25 Acres
Year built:
1989
Courtesy: Prime Properties DMV, LLC. 703-570-2266
View additional info

ADDITIONAL INFORMATION

Great investment opportunity! This tenant-occupied property is currently rented for $1,650/month with a lease in place through January 2027, offering immediate income. Ideal for investors looking for a turnkey rental. Seller is motivated, don’t miss this opportunity! Welcome to 138 Parkside Drive, a charming 3-bedroom, 1.5-bath townhome in a quiet, convenient Winchester neighborhood! This home offers the perfect blend of comfort, style, and location — ideal for families, young professionals, or anyone seeking a peaceful place to call home. Features You’ll Love: Spacious living room with plenty of natural light Updated kitchen with modern appliances and ample cabinet space Three comfortable bedrooms on the upper level with generous closets 1.5 bathrooms, including a full bath upstairs and a convenient half bath on the main floor Private fenced backyard — perfect for relaxing or entertaining Two assigned parking spaces right out front Washer & dryer included

Beds:
5
Baths:
4.00
Sq.Ft.:
2,967
Status:
Active
MLS#:
VAFV2039704
Type:
Single Family-Detached
Subdivision:
Senseny Village
Lot size:
0.22 Acres
Year built:
2023
Courtesy: Keller Williams Realty 703-679-1700
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ADDITIONAL INFORMATION

This nearly new Lennar home offers the advantages of modern construction combined with thoughtful upgrades and future expansion potential in a location that keeps you connected to everything Winchester has to offer. Built just two years ago, the home provides the confidence of newer systems and energy efficiency, enhanced by a complete security system and water softener for added comfort and peace of mind. The main level is designed for seamless everyday living, featuring a spacious open concept kitchen and living area that encourages connection and effortless entertaining. A six foot rear bump out extends the living space, creating additional room for gatherings, work from home flexibility, or quiet evenings in. The custom stone fireplace serves as a striking focal point, adding warmth and architectural character to the heart of the home. Natural light flows through the main living areas, complementing the open layout and enhancing the sense of space. The kitchen is positioned to function as both a workspace and a central hub, allowing interaction with guests while preparing meals. Whether hosting celebrations or enjoying a relaxed night at home, the layout adapts easily to a variety of needs. The basement presents a rare opportunity for immediate equity and customization. It is fully framed with complete electrical already installed and simply needs drywall to transform it into finished living space. Create a recreation room, home office, fitness area, or additional lounge space tailored to your vision without starting from scratch. Located within Frederick County, the home offers convenient access to Route 7, Route 50, and Interstate 81, making commuting and travel straightforward. Old Town Winchester’s shops, dining, and community events are just a short drive away, along with everyday conveniences such as grocery, retail, and services. Photos may be virtually staged

Beds:
3
Baths:
2.00
Sq.Ft.:
2,164
Status:
Active
MLS#:
VAFV2040240
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.87 Acres
Year built:
1964
Courtesy: Keller Williams Realty 703-679-1700
View additional info

ADDITIONAL INFORMATION

This well-built all-brick home is offered for the first time since its construction and is situated on nearly an acre of land in a peaceful rural setting, just minutes from Winchester. Featuring main-level living, this home provides added convenience and functionality with a full basement that offers additional space for customization. The main level boasts newly refinished solid oak flooring throughout, enhancing the home’s inviting, open layout. The large country-style kitchen is ideal for gatherings, offering plenty of room for cooking, entertaining, and creating lasting memories. An oversized detached garage provides ample space for two full-sized vehicles, with room for a workshop or additional storage. The property’s location offers the perfect balance of privacy and accessibility, with easy access to Winchester’s shops, dining, and local amenities. The expansive outdoor space offers opportunities for gardening, relaxation, or enjoying the natural beauty of the Shenandoah Valley. This home has been thoughtfully cared for over the years, ensuring it’s move-in ready with room to grow and personalize to fit your needs. If you’re seeking a home that combines comfort, space, and a tranquil lifestyle while still being close to all the conveniences Winchester has to offer, this property is a great option. Photos may be virtually staged

Beds:
3
Baths:
3.00
Sq.Ft.:
3,052
Status:
Active
MLS#:
VAFV2040070
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
5 Acres
Year built:
1840
Courtesy: RE/MAX Roots 540-686-7362
View additional info

ADDITIONAL INFORMATION

Historic 1800s farmhouse on 5 unrestricted acres just outside Winchester, Virginia, in desirable Frederick County. This 3-bedroom, 3-bath farmhouse blends historic charm with modern comfort and is equestrian-ready. Features include hardwood floors throughout, a farmhouse kitchen with wrap-around covered porch access, a dining room with a fireplace, a living room with a fireplace, and a den/office with built-in bookcases. The primary suite has a sitting area and a full bath. Unfinished basement for storage. Enjoy outdoor living with an inground pool, hot tub, and covered patio, perfect for entertaining. Horse amenities include a 40x30 barn with 2–4 stalls, an automatic waterer, and 8-strand high-tensile fencing (a small portion of fencing needed to fully enclose the back field). Unrestricted acreage is ideal for horses, livestock, or hobby farming. Conveniently located minutes from Old Town Winchester, shopping, restaurants, and farmers' markets. A rare opportunity for historic farmhouse living, equestrian property, and peaceful country lifestyle near town. All sizes are approximate. See documents for a list of home improvements.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,660
Status:
Active
MLS#:
VAFV2039898
Type:
Single Family-Detached
Subdivision:
Shawneeland
Lot size:
0.56 Acres
Year built:
2021
Courtesy: NextHome Realty Select 540-667-9097
View additional info

ADDITIONAL INFORMATION

Looking for privacy, modern finishes, and a extra lot? This 2021-built Colonial checks all the boxes. Newly build with attached garage offering privacy, modern finishes, and convenient access to Winchester. The home features 3 bedrooms, 2.5 baths, and approximately 2,500 total sqft. Main level includes convenient laundry room, half bath for guests, spacious family room, separate dining area, modern kitchen with pantry, large island, upgraded cabinetry, quartz countertops, and stainless appliances. Hardwood flooring runs throughout the entire main level, stairs, upper hallway, and bedrooms—no carpet in the home—while all bathrooms feature tile flooring. Upstairs, the primary suite offers two walk-in closets and a private bath with soaking tub, double vanity and separate shower. Two additional bedrooms and a full bath complete the upper level. The full unfinished basement includes a walkout entrance and rough-in for a future bathroom, offering excellent potential for additional living space. **An additional lot is included in the sale, offering potential future building opportunities or added privacy,buyer to do their due diligence **Located on a quiet, flat lot with paved road access, Comcast availability, public water, and septic. Enjoy the peaceful mountain setting of Shawneeland while being just a short drive to Winchester’s shopping, restaurants, and amenities.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,132
Status:
Active
MLS#:
VAFV2039258
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
16.33 Acres
Year built:
1990
Courtesy: Long & Foster Real Estate, Inc. 540-662-3484
View additional info

ADDITIONAL INFORMATION

First time on the market, this private wooded retreat offers the perfect blend of seclusion and accessibility, with convenient access to Back Mountain Road. Set on approximately 16 + acres of mature hardwoods, the property features striking natural rock outcroppings and a peaceful mountain setting—ideal for those seeking a serene escape. With no restrictions, the possibilities here are wide open. The home offers over 2,100 square feet of finished living space, plus an additional 1,300 square feet in the unfinished basement, providing excellent potential for expansion. With 3 bedrooms and 2 bathrooms, the home is ready for your personal updates and vision. Its solid construction and “good bones” make it an ideal candidate for renovation. Inside, the main level features beautiful hardwood floors and abundant natural light throughout. The centerpiece of the home is the impressive family room, highlighted by a floor-to-ceiling stone fireplace crafted from stone sourced directly from the property. A wood-burning insert adds warmth and charm to the family room. The large unfinished basement includes windows and a wood stove, offering even more opportunities to create additional living space. Step outside to enjoy the expansive wraparound deck—perfect for taking in the surrounding natural beauty. This is a rare opportunity to own a mountain property with character, acreage, and incredible potential. Bring your vision and restore this home to its full glory.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,058
Status:
Active
MLS#:
VAFV2040182
Type:
Single Family-Detached
Subdivision:
Shawneeland
Lot size:
0.69 Acres
Year built:
1977
Courtesy: Samson Properties 540-348-4911
View additional info

ADDITIONAL INFORMATION

Welcome home to this spacious 4-bedroom, 2.5-bath ranch nestled on two wooded lots in Shawneeland - which has a lake, playground, beach and more! Situated on over half an acre, this property offers privacy, beautiful natural surroundings, and an abundance of flowers and mature plantings that create a peaceful setting. Inside, you'll find finished living space on both levels, offering flexibility and room to spread out. The main level features two bedrooms, including the primary bedroom, while two additional bedrooms are located on the fully finished lower level. With multiple living areas including a family room and a recreation room, there is plenty of space for entertaining, relaxing, or working from home. The kitchen offers ample cabinetry and updated appliances, making meal preparation easy and enjoyable. Cozy up to one of the two fireplaces, perfect for cooler evenings. Step outside to enjoy the expansive deck that spans across both the primary bedroom and family room, ideal for morning coffee or evening gatherings overlooking the wooded surroundings. The lower level features large sliding doors that allow for abundant natural light, creating bright and inviting living space with convenient ground-level access. Additional highlights include a large carport and a spacious shed with electricity, providing excellent storage and workspace options. Conveniently located just 10 minutes from Walmart and 15 minutes to downtown Winchester, this home offers the perfect balance of peaceful living with easy access to shopping, dining, and amenities. Perfect for a first-time buyer or anyone looking for space, comfort, and a beautiful natural setting. Welcome home!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,365
Status:
Active
MLS#:
VAFV2040250
Type:
Single Family-Detached
Subdivision:
Sunnyside
Lot size:
0.12 Acres
Year built:
1951
Courtesy: Redfin Corporation 703-665-6665
View additional info

ADDITIONAL INFORMATION

Welcome to 1033 Sunnyside Drive, a beautifully renovated bungalow tucked away on a quiet street just minutes from historic downtown Winchester. This charming home blends classic character with modern upgrades, creating a warm and inviting place to call home. Start your day on the inviting 9’ x 11’ tiled front porch, complete with new railings and stairs, the perfect spot for morning coffee or relaxing autumn evenings. Inside, the home has been completely updated from top to bottom with stylish, move-in-ready finishes. The open-concept layout creates a bright and comfortable living space filled with natural light, while the newly finished upper level offers flexible use as a third bedroom, home office, den, craft room, or additional storage. Enjoy peace of mind with central AC and heating, including an HVAC system installed in 2024. Additional improvements include an encapsulated crawl space with new supports, insulation, and a vapor barrier. For hobbyists or DIY enthusiasts, the reinforced workshop space features new cinder block support, electrical outlets, and lighting, ideal for projects or storage. The side deck off the kitchen provides easy access to both the front and backyard, making outdoor living and entertaining effortless. Homes with this level of renovation, charm, and location don’t stay on the market long. Major upgrades include 100% waterproof luxury vinyl plank flooring, new carpeting on the upper level, brand-new kitchen cabinets, backsplash and quartz countertops, new stainless steel appliances along with a new washer and dryer, modern recessed lighting, custom-tiled bathrooms, new interior and exterior doors, fresh paint throughout, and a new wooden fence. Additional highlights include a covered porch with a 9’ x 15’ storage or workshop area underneath, a large parking pad with space for 4 to 6 vehicles, no HOA, and the benefit of Frederick County taxes while still enjoying a Winchester address. Conveniently located with quick access to I-81, Route 522, Route 50, and Route 37, commuting and daily errands are a breeze.

Beds:
3
Baths:
4.00
Sq.Ft.:
1,784
Status:
Active
MLS#:
VAWI2010200
Type:
Townhouse
Subdivision:
Village At Valor Crossing
Year built:
2025
Courtesy: DRB Group Realty, LLC 240-457-9391
View additional info

ADDITIONAL INFORMATION

Luxury 3 level/3 bedroom townhome with 1 car garage located in the heart of Winchester! Possibility of 4th Bedroom/flex base in the basement available! ***OFFERING UP TO $12K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS* MOVE-IN READY! Explore Winchester’s new luxury townhome community. This three level interior unit home features three bedrooms, three and a half baths, and bright box bay window in the rear. An attached one car garage provides easy parking and storage. Inside, the kitchen stands out with an extended island that seats four at counter height. The first level includes a private finished recreation room and possible 4th bedroom with its own full bath and walk in shower, perfect for guests or a home office. Laundry hookups are conveniently located on the third level near the bedrooms. Step outside to a 10X14 maintenance free deck, ideal for relaxing or entertaining. Upgrades throughout make this home truly shine. Come see it for yourself.

Beds:
3
Baths:
4.00
Sq.Ft.:
1,989
Status:
Active
MLS#:
VAFV2039496
Type:
Townhouse
Subdivision:
Rossum Crossing
Lot size:
0.04 Acres
Year built:
2025
Courtesy: New Home Star Virginia, LLC 703-967-2073
View additional info

ADDITIONAL INFORMATION

Immediate Move-in at Rossum Crossing! Winchester's newest and most popular townhome community, conveniently located near shopping and dining options. The St. Paul Townhome features three bedrooms, two and a half baths, and a one-car garage. The main floor boasts an open-concept floor plan, with a spacious family room that flows into a fully equipped kitchen. The kitchen includes an island, a pantry closet, and a breakfast nook. This level also features a powder room and provides access to a composite exterior deck, perfect for relaxing or entertaining guests. Upstairs, you'll find the luxurious Owner's Bedroom, complete with a spacious walk-in closet and an Owner's Bath. There are two additional bedrooms and another bathroom on this level, along with a conveniently located washer/dryer. The lower level offers a spacious finished Recreation Room, as well as a rough-in for a half bath. Additionally, there is a one-car private garage and extra parking available in the driveway. Photos of a similar model

Beds:
3
Baths:
2.00
Sq.Ft.:
1,147
Status:
Active
MLS#:
VAFV2040344
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.42 Acres
Year built:
1967
Courtesy: Epic Realty, LLC. 703-328-3000
View additional info

ADDITIONAL INFORMATION

Renovated house with NO HOA. The lot is almost half acre, it goes beyond the metal fence on the back to the tree line. The following are new: HVAC, siding, kitchen, bathrooms. floors, gutters, washer and dryer . The roof was installed in 2018. The windows in 2015. Fenced back yard. The driveway has gravel. 4 cars can fit easily in the front, plus another car in the backyard. This home is about 10 minutes drive to Old Town Winchester. Winchester is the "Apple Capital of the World" and it is rich in Civil War history. Easy access to routes 81, 7, 50 and 522.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,914
Status:
Active
MLS#:
VAFV2040342
Type:
Single Family-Detached
Subdivision:
Shawneeland
Lot size:
0.33 Acres
Year built:
2026
Courtesy: Realty ONE Group Old Towne 540-773-8475
View additional info

ADDITIONAL INFORMATION

3-22-26 foundation going in this week and 60 days to complete. Stunning 3BR/3BA home on 0.33+ acre lot with public water & available Xfinity internet. Easy entrance access. Open floor plan features vaulted family room & kitchen. Upgraded kitchen boasts Bonus Granite Island & premium cabinets. Luxury finishes include hardwood throughout the entire main floor, stairs & bedrooms, plus tile in all baths. Huge value: Almost 2,000 sq ft Finished Rec Room on the lower level with upgraded LVP flooring and third full bath—the "biggest bang for your buck" for square footage! 2-car garage included.

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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

    359
    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