Winchester, VA Homes

/43
$315,000 Sold Apr 08, 2025
- 1,477 Sq Ft
- $213/SF
- 3 Days On Market
- 4 Beds
- 1.5 Baths
- Built 1977
913 Opequon Ave, Winchester, VA 22601

Welcome home! This charming 4-bedroom, 1.5-bathroom home offers the perfect blend of comfort and convenience, nestled within city limits; perfect for first time home buyers and investors alike! The primary bedroom offers a peaceful retreat, complete with a half bath for added convenience. Three additional bedrooms provide room for everyone. The full bath includes a walk-in shower, making it an

Laura White ERA Oakcrest Realty, Inc.

913 Opequon Ave, Winchester, VA 22601

/38
Est $627,678 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 4,159 Sq Ft
929 Meadow Ct, Winchester, VA 22601

929 Meadow Ct, Winchester, VA 22601

/43
$300,000 Under Contract
- 3 Beds
- 1.5 Baths
- 1,299 Sq Ft
341 Opequon Ave, Winchester, VA 22601

Welcome home to this charming 3-bedroom, 1.5-bath gem perfectly located for easy access to I-81, Route 50, and Route 7—ideal for commuters. SEE VIDEO attached :)Enjoy the convenience of a main-level laundry room and peace of mind with a new roof installed in 2018. Step outside to your fully fenced backyard, complete with a screened-in porch and storage shed, perfect for relaxing or extra

Sheila Pack RE/MAX Roots

341 Opequon Ave, Winchester, VA 22601
/31
$310,000 Sold Apr 04, 2025
- 1,380 Sq Ft
- $225/SF
- 12 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1985
2117 Harvest Dr, Winchester, VA 22601

Welcome to this move-in ready 3-bedroom, 1.5-bath townhome in the sought-after Orchard Hill neighborhood! Featuring hardwood floors & ceramic tile throughout the main level, an upgraded kitchen w/ granite counter tops and graphite SS appliances, and elegant crown molding & chair rail in the dining room, this home exudes warmth and character. The cozy wood-burning brick fireplace in the living

Sarah Abderrazzaq Realty ONE Group Old Towne

2117 Harvest Dr, Winchester, VA 22601

/32
Est $479,681 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,332 Sq Ft
2329 Harrison St, Winchester, VA 22601

2329 Harrison St, Winchester, VA 22601

/34
$279,900 Under Contract
- 3 Beds
- 1 Bath
- 960 Sq Ft
2301 Tower Ave, Winchester, VA 22601

Welcome to this charming and cozy budget friendly home. With 3 bedrooms on the main level and a full basement below with tons of room for future expansion that walks out to a large off-street parking area this home is bursting with potential! The big ticket items are already there with newer high-end appliances, heat pump and central air, 200 amp service, etc this home is ready for your cosmetic

Clint Pierpoint NextHome Realty Select

2301 Tower Ave, Winchester, VA 22601
/50
$400,000 Sold Apr 04, 2025
- 2,226 Sq Ft
- $180/SF
- 30 Days On Market
- 4 Beds
- 2 Baths
- Built 1969
1714 Lewis St, Winchester, VA 22601

Located in the heart of Winchester, this home offers timeless charm paired with modern updates! Hardwood floors flow throughout, creating a warm and inviting atmosphere. Situated at the quiet end of the street, this property provides the perfect retreat while still being close to all the city has to offer.Key features include:A screened-in porch, ideal for enjoying your morning

Sharon Farinholt Realty ONE Group Old Towne

1714 Lewis St, Winchester, VA 22601

/44
Est $470,149 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,985 Sq Ft
2301 Harrison St, Winchester, VA 22601

2301 Harrison St, Winchester, VA 22601

/73
$549,900 Under Contract
- 4 Beds
- 3.5 Baths
- 3,204 Sq Ft
903 Crestview Terrace, Winchester, VA 22601

Seller offering $10,000 credit towards repair costs or closing costs depending on lender approval and the purchase agreement. Spacious 3-Level Colonial in Winchester’s Prime LocationNestled next to a charming park and within city limits, this 3-level brick-front Colonial offers both comfort and convenience. The home boasts a new roof installed in 2024 and a no HOA community, providing the

MARIA STRIBLING EXP Realty, LLC

903 Crestview Terrace, Winchester, VA 22601
/19
$509,873 Sold Apr 04, 2025
- 2,451 Sq Ft
- $208/SF
- 4 Beds
- 3.5 Baths
- Built 2025
629 Hemsworth Ln, Winchester, VA 22601

A luxury home with the 4th floor Loft and stunning rooftop terrace. Step into the elegance of the Upton II, a house designed with high-end finishes and refined details. Enjoy the sleek look of stainless-steel appliances, and luxurious quartz countertops, all highlighted by 9-ft ceilings. Relax and enjoy the beautiful views of the Kernstown Battlefield. Unwind on your private back deck or use the

Brittany Newman DRB Group Realty, LLC

629 Hemsworth Ln, Winchester, VA 22601

/37
Est $298,173 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
2225 Harrison St, Winchester, VA 22601

2225 Harrison St, Winchester, VA 22601

/26
$299,500 Under Contract
- 3 Beds
- 1.5 Baths
- 2,052 Sq Ft
806 Appleseed Ct, Winchester, VA 22601

Newly painted interior. This 3 bedroom, 1.5 bath townhouse with a large rec room in the lower level is located just where you want to be. Great community and so convenient to shopping and everyday life necessities.

Joan Donald MarketPlace REALTY

806 Appleseed Ct, Winchester, VA 22601
/18
$401,000 Sold Apr 03, 2025
- 1,424 Sq Ft
- $282/SF
- 24 Days On Market
- 2 Beds
- 2 Baths
- Built 2000
1865 Rosser Ln, Winchester, VA 22601

Willowlawnva .com Great community where all outside maintenance is handled by the HOA. Open floor plan with rear deck and 1 car garage. There is also a community. There is also a club house that you may enjoy 5 minutes to everything in Winchester. All HVAC was replaced within the last 6 months. Photos will be uploaded on Monday.

Meridee Powars Link Realty Services LLC

1865 Rosser Ln, Winchester, VA 22601

/42
Est $299,313 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,182 Sq Ft
2300 Harrison St, Winchester, VA 22601

2300 Harrison St, Winchester, VA 22601

/14
$217,750 Under Contract
- 3 Beds
- 1 Bath
- 1,495 Sq Ft
723 Berryville Ave, Winchester, VA 22601

This is a good house in an active area so shopping is easy. There is a huge back yard and nice driveway. There also is alley access. It has a relatively new furnace and the appliances there convey. The out side has a camera so owner can see if anyone enters the house. It is vacant and ready for a new owner.

Katherine Gregg CENTURY 21 New Millennium

723 Berryville Ave, Winchester, VA 22601
/35
$507,000 Sold Mar 31, 2025
- 2,136 Sq Ft
- $237/SF
- 10 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2011
605 Lake Dr, Winchester, VA 22601

Need more space but don’t want the hassle of a massive house? This 3-bedroom, 2.5-bath home gives you exactly what you need—smart space, modern updates, and a location that makes life easy.Inside, the family room with a gas fireplace is your go-to spot to kick back and unwind. That front room with a bay window? Use it as a dining room, home office, or playroom—whatever works for your

Yvonne Holland Samson Properties

605 Lake Dr, Winchester, VA 22601

/25
Est $297,909 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,192 Sq Ft
24 Glaize Ave, Winchester, VA 22601

24 Glaize Ave, Winchester, VA 22601

/9
$119,900 Under Contract
- Land
- 0.12 Acre
- $999,167 per Acre
116-118 W Leicester St, Winchester, VA 22601

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

Kim Hurst MarketPlace REALTY

116-118 W Leicester St, Winchester, VA 22601
/36
$405,000 Sold Mar 31, 2025
- 1,776 Sq Ft
- $228/SF
- 13 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1961
1735 Brandon Dr, Winchester, VA 22601

This elegant all-brick Colonial brings the wow factor before you’ve even entered the home. Tall pillars brace a stately porch, with a herringbone brick pattern creating the floor. The surrounding garden brims with mature shrubs, bushes, and plants. Inside, the beauty continues from paint choices to trim details to the hardwood floors. The living room is spacious and cheerful with a fireplace

Dan Whitacre Colony Realty

1735 Brandon Dr, Winchester, VA 22601

/38
Est $311,202 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,320 Sq Ft
20 Glaize Ave, Winchester, VA 22601

20 Glaize Ave, Winchester, VA 22601

/73
$970,800 Under Contract
- 3 Beds
- 3.5 Baths
- 3,793 Sq Ft
1321 Vanceright Cir, Winchester, VA 22601

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,

John Scully Colony Realty

1321 Vanceright Cir, Winchester, VA 22601
/25
$345,000 Sold Mar 27, 2025
- 1,155 Sq Ft
- $299/SF
- 11 Days On Market
- 4 Beds
- 2 Baths
- Built 1964
1032 Woodland Ave, Winchester, VA 22601

Charming 4-bedroom, 2-bathroom all-brick rancher. Ideally situated just a few blocks from Jim Barnett Park, you’ll have easy access to walking and running trails, outdoor pools, ball fields, picnic shelters, a dog park, and even frisbee golf! Roof installed in August 2023, new gas stove. Featuring hardwood floors throughout (including under the living room carpet), it combines timeless style

Berta Vasquez Samson Properties

1032 Woodland Ave, Winchester, VA 22601

/42
Est $555,663 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,288 Sq Ft
2025 Taylor Grace Ct, Winchester, VA 22601

2025 Taylor Grace Ct, Winchester, VA 22601

/2
$295,000 Under Contract
- Land
- 1.33 Acres
- $221,805 per Acre
616 Cedar Creek Grade, Winchester, VA 22601

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

Christopher Molden Merrifield Realty, LLC

616 Cedar Creek Grade, Winchester, VA 22601
/28
$342,500 Sold Mar 21, 2025
- 1,479 Sq Ft
- $232/SF
- 14 Days On Market
- 3 Beds
- 2 Baths
- Built 1962
2943 S Pleasant Valley Rd, Winchester, VA 22601

This remodeled ranch home has 3 beds & 2 full baths with a partially finished basement offering a 4th bedroom (NTC) or office, plus a den, all sitting on over 1/3 of an acre in Winchester City. Enter the kitchen from the carport and appreciate the granite counter tops and new black appliance package (fridge, range, and dishwasher). Upstairs you'll find a mid-century modern vibe with 3 bedrooms

Anna Fox NextHome Realty Select

2943 S Pleasant Valley Rd, Winchester, VA 22601

/46
Est $507,384 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 2,872 Sq Ft
2012 Taylor Grace Ct, Winchester, VA 22601

2012 Taylor Grace Ct, Winchester, VA 22601

/20
$249,000 Under Contract
- 2 Beds
- 1 Bath
- 1,542 Sq Ft
413 S Braddock St, Winchester, VA 22601

Roger Walker Crum Realty, Inc.

413 S Braddock St, Winchester, VA 22601
/10
$74,900 Sold Mar 19, 2025
- Land
- 0.19 Acre
- $394,211 per Acre
- 5 Days On Market
405 Crescent Dr, Winchester, VA 22601

"Come Build Your Dream Home On Crescent Dr." Rare opportunity to purchase a buildable lot in Winchester City! With the convenience of being close to shopping, restaurants, the hospital and more this is an amazing location! 327 Russellcroft Rd. Winchester, VA 22601 (Adjoining lot with house is also for sale). The fence & patio in the backyard of 327 Russellcroft Rd. Winchester, VA 22601 go onto

Matt Kilmer EXP Realty, LLC

405 Crescent Dr, Winchester, VA 22601

/46
Est $591,166 Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,888 Sq Ft
655 Beehive Way, Winchester, VA 22601

655 Beehive Way, Winchester, VA 22601

/20
$319,000
- 3 Beds
- 2 Baths
- 1,526 Sq Ft
369 Charles St, Winchester, VA 22601

This two-story home offers classic charm with a covered front porch, fenced backyard, and upper-level balcony. Located just minutes from downtown, 369 Charles Street features a recently updated kitchen with modern cabinetry, granite countertops, and stainless steel appliances. The main level features updated flooring, while the upstairs level provides access to a private, covered balcony. Two

Marisa Varley ERA Oakcrest Realty, Inc.

369 Charles St, Winchester, VA 22601
/63
$489,900 Sold Mar 19, 2025
- 3,873 Sq Ft
- $126/SF
- 5 Days On Market
- 3 Beds
- 3 Baths
- Built 1968
327 Russellcroft Rd, Winchester, VA 22601

"Renovated On Russellcroft" If you're looking for space you've found it! This 3 bedroom, 3 full bath home sits on a corner lot and is ready for you to move right in! Large family room with built in cabinets that have been freshly painted, large dining room, large kitchen with island and two extra rooms right off the kitchen perfect for a home office, home library or whatever you need the space

Matt Kilmer EXP Realty, LLC

327 Russellcroft Rd, Winchester, VA 22601

/35
Est $555,584 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,542 Sq Ft
635 Beehive Way, Winchester, VA 22601

635 Beehive Way, Winchester, VA 22601

/3
$387,000 Sold Mar 14, 2025
- 992 Sq Ft
- $390/SF
- 2 Days On Market
- 3 Beds
- 2 Baths
- Built 1957
524 Hollingsworth Dr, Winchester, VA 22601

Welcome to this beautifully renovated 3-bedroom, 2-bathroom home in the heart of Winchester, VA! This charming property offers a fully finished basement with additional living space and a flex/office room, perfect for remote work or extra storage.Every inch of this home has been upgraded with modern touches, including:* Brand-New Roof, Windows, New Hot Water Heater, and HVAC

Dalila Zamorano Samson Properties

524 Hollingsworth Dr, Winchester, VA 22601

/36
Est $572,685 Not Listed For Sale
- 5 Beds
- 4 Baths
- 3,550 Sq Ft
681 Hillman Dr, Winchester, VA 22601

681 Hillman Dr, Winchester, VA 22601

/42
$386,350 Sold Mar 14, 2025
- 1,638 Sq Ft
- $236/SF
- 1 Day On Market
- 3 Beds
- 2.5 Baths
- Built 1931
315 Gray Ave, Winchester, VA 22601

***Open House Cancelled*** Experience the perfect blend of timeless charm and modern comfort in this beautifully updated Colonial, located just a 10-minute walk to the vibrant streets of Old Town Winchester's walking mall. This three-bedroom, two-and-a-half-bathroom home offers a unique opportunity to enjoy a lifestyle filled with character, convenience, and quality craftsmanship.The main

Devon Fox Samson Properties

315 Gray Ave, Winchester, VA 22601

/34
Est $576,001 Not Listed For Sale
- 5 Beds
- 4 Baths
- 3,550 Sq Ft
673 Hillman Dr, Winchester, VA 22601

673 Hillman Dr, Winchester, VA 22601

/58
$508,000 Sold Mar 14, 2025
- 3,452 Sq Ft
- $147/SF
- 90 Days On Market
- 6 Beds
- 3 Baths
- Built 2002
2721 Middle Rd, Winchester, VA 22601

Move-in ready with endless possibilities! This large home is just minutes from downtown Winchester. Enjoy hardwood floors on the main level which includes 4 bedrooms, 2 full baths, and laundry. The lower level offers over 1000 square feet of living space that includes 2 additional bedrooms and 1 full bath. The lower level has a separate entrance and a sink and wiring in place to complete a

Chad Lesman RE/MAX Roots

2721 Middle Rd, Winchester, VA 22601

/20
Est $560,411 Not Listed For Sale
- 5 Beds
- 4 Baths
- 3,550 Sq Ft
661 Hillman Dr, Winchester, VA 22601

661 Hillman Dr, Winchester, VA 22601

/51
$535,000 Sold Mar 14, 2025
- 3,918 Sq Ft
- $137/SF
- 138 Days On Market
- 5 Beds
- 3.5 Baths
- Built 2003
926 Wayne Dr, Winchester, VA 22601

This home is set to receive a brand-new roof in just a few weeks, saving the new owners a significant expense! PRICE REDUCED on this stunning property in the sought-after Meadow Branch South community. Boasting over 3,000 square feet of spacious, welcoming living space, this two-story brick home was built in 2003 and is situated on the beautifully maintained Wayne Drive. Featuring five

Melissa Crider Sager Real Estate

926 Wayne Dr, Winchester, VA 22601

/45
Est $540,238 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,825 Sq Ft
653 Hillman Dr, Winchester, VA 22601

653 Hillman Dr, Winchester, VA 22601

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