Winchester, VA Homes

/35
Est $339,902 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,752 Sq Ft
2658 Daniel Terrace, Winchester, VA 22601

2658 Daniel Terrace, Winchester, VA 22601

/30
$320,000 Pending
- 4 Beds
- 2 Baths
- 1,668 Sq Ft
613 Watson Ave, Winchester, VA 22601

- In-town living at it's best - Great starter home- Fully renovated in 2023 - 4 bedrooms, 2 full bathrooms- Quiet street no thru traffic- Pretty and private backyard

Teri Domanski Corcoran McEnearney

613 Watson Ave, Winchester, VA 22601
/31
$275,000 Sold May 01, 2025
- 780 Sq Ft
- $353/SF
- 10 Days On Market
- 2 Beds
- 1 Bath
- Built 1954
545 Armour Dale, Winchester, VA 22601

This adorable, updated 2-Bedroom, 1-Bath home in the City of Winchester offers the perfect blend of comfort and cozy charm. Featuring beautiful, low-maintenance LVP flooring throughout and fresh paint, it’s move-in ready for you to make it your own.Enjoy the added bonus of a bright and inviting sunroom, perfect for sipping your morning coffee or relaxing in the afternoon. The unfinished basement

Laura King MarketPlace REALTY

545 Armour Dale, Winchester, VA 22601

/39
Est $369,436 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,769 Sq Ft
2642 Daniel Terrace, Winchester, VA 22601

2642 Daniel Terrace, Winchester, VA 22601

/61
$599,900 Pending
- 5 Beds
- 3 Baths
- 2,898 Sq Ft
315 W Whitlock Ave, Winchester, VA 22601

Come home to 315 W Whitlock Avenue, a charming and meticulously maintained 2,898 sq ft Cape Cod Colonial nestled in a desirable, close-knit Winchester neighborhood. This unique one-owner home, originally built in 1992 and significantly updated in 2013 and 2021, seamlessly blends classic architectural style with modern amenities. This home offers two full stories, featuring a classic brick front

Dan Whitacre Colony Realty

315 W Whitlock Ave, Winchester, VA 22601
/9
$160,000 Sold Apr 30, 2025
- 1,066 Sq Ft
- $150/SF
- 4 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1922
326 E Piccadilly St, Winchester, VA 22601

Great for Investment Property. CASH ONLY. Home needs remodeled . Property to be SOLD " Where is, As is" Has 2 bedrooms, 1 1/2 Bath. Laundry Room, Basement. Rear Off street Parking. Rear Storage Shed. Gas forced air heat.Utilities are OFF: Water,Electric and Natural Gas.

George Johnson Jim Barb Realty Inc.

326 E Piccadilly St, Winchester, VA 22601

/43
Est $680,439 Not Listed For Sale
- 6 Beds
- 3.5 Baths
- 4,515 Sq Ft
727 Kennedy Dr, Winchester, VA 22601

727 Kennedy Dr, Winchester, VA 22601

/33
$399,000 Pending
- 5 Beds
- 3 Baths
- 1,930 Sq Ft
658 Sherlock Trace, Winchester, VA 22601

Welcome to 658 Sherlock Trace in Winchester, VA – a spacious and energy-efficient home with no HOA! Conveniently located near the intersection of Routes 11, 37, 7, and I-81, this property offers easy access for commuting, shopping, and daily essentials.This well-maintained residence features 5 generously sized bedrooms and 3 full bathrooms, perfect for families or guests. The thoughtfully

Elcy Pereira Elcy & Co. Realty, LLC.

658 Sherlock Trace, Winchester, VA 22601
/34
$314,900 Sold Apr 30, 2025
- 1,238 Sq Ft
- $254/SF
- 2 Days On Market
- 2 Beds
- 2.5 Baths
- Built 2020
1322 S Kent St, Winchester, VA 22601

This charming 5-year-old IMMACULATE townhouse is ideally situated in the heart of Winchester, offering a perfect blend of comfort and convenience. With 2 spacious bedrooms, each featuring their own adjoining baths, this home is perfect for families or guests. The center loft area adds versatility, serving as an excellent office space or a game room. The upper-level laundry area, which includes a

Lisa Cox Colony Realty

1322 S Kent St, Winchester, VA 22601

/49
Est $604,819 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,433 Sq Ft
808 Lake Dr, Winchester, VA 22601

808 Lake Dr, Winchester, VA 22601

/57
$559,000 Pending
- 4 Beds
- 2.5 Baths
- 2,125 Sq Ft
220 Wolfe St, Winchester, VA 22601

MOTIVATED SELLER! BRING ALL OFFERS! This House appraised at over $600,000Classic craftsman style bungalow featuring a covered front porch supported by Tuscan columns located in the historic district. Super location between Washington and Stewart streets, convenient to everything in Old Town and within feet of the parade route! Other features include tons of storage in three floors of

Kathrin Donovan Keller Williams Realty

220 Wolfe St, Winchester, VA 22601
/40
$310,000 Sold Apr 30, 2025
- 1,408 Sq Ft
- $220/SF
- 3 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1990
536 Gray Ave, Winchester, VA 22601

GREAT HOME.L located in the heart of Winchester. Closed to all of the amenities in town. This single family home offers 3 bedrooms, Nice Size closets and 1 full bath , Carpet was put in less than 2 years ago.in the second floor. The main level features :Living room, dining , kitchen and laundry with half bath. with new vanity and mirror. Vinyl Plank throughout the main floor just recently

Magnolia Halkowitz ERA Oakcrest Realty, Inc.

536 Gray Ave, Winchester, VA 22601

/61
Est $623,104 Not Listed For Sale
- 5 Beds
- 4 Baths
- 3,802 Sq Ft
708 Lake Dr, Winchester, VA 22601

708 Lake Dr, Winchester, VA 22601

/43
$349,900 Pending
- 3 Beds
- 2.5 Baths
- 1,008 Sq Ft
205 Parkway St, Winchester, VA 22601

WELCOME to this charming, conveniently-located, two-level brick rambler home!! This spacious, well-maintained property has comfortable living spaces inside and out. This cozy home features two finished levels with hardwood floors on the main level and flooring on the basement level as well. The main level features three bedrooms and a nice-sized kitchen. Your outdoor retreat awaits just beyond

Agustin Martinez Spring Hill Real Estate, LLC.

205 Parkway St, Winchester, VA 22601
/94
$880,000 Sold Apr 30, 2025
- 5,049 Sq Ft
- $174/SF
- 11 Days On Market
- 7 Beds
- 3.5 Baths
- Built 1900
102 S Stewart St, Winchester, VA 22601

This elegant 7 bedroom home sits on a spacious corner lot in Winchester's historic district. The all brick construction sits on a native limestone foundation. The beautiful front yard is surrounded by a raised stone wall and overlooked by the large front porch offering wonderful space for entertaining or a comfortable to relax. The private backyard is great family space and play area and features

John Scully Colony Realty

102 S Stewart St, Winchester, VA 22601

/69
Est $652,600 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 3,677 Sq Ft
920 Kennedy Dr, Winchester, VA 22601

920 Kennedy Dr, Winchester, VA 22601

/21
$501,791 Pending
- 3 Beds
- 2.5 Baths
- 2,451 Sq Ft
3131 Eton Place, Winchester, VA 22601

**Final opportunity to own a home at The Lofts at Creekside**Stunning Fully Upgraded Model Home – Don’t Miss Out! This gorgeous end-unit model home at The Lofts at Creekside is a must-see! The Upton II features a gourmet kitchen with stainless steel appliances, quartz countertops, upgraded cabinets, and lighting. Oak staircases, a spacious fourth-floor loft, and nine-foot ceilings add to the

Brittany Newman DRB Group Realty, LLC

3131 Eton Place, Winchester, VA 22601
/15
$388,756 Sold Apr 30, 2025
- 1,916 Sq Ft
- $203/SF
- 14 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2025
634 Hemsworth Ln, Winchester, VA 22601

*OFFERING UP TO 15K IN CLOSING ASSISTANCE WITH USE OF PREFERRED LENDER AND TITLE.*Step into the elegance of the Upton II, a home designed with high-end finishes and refined details. Enjoy the sleek look of stainless-steel appliances, luxurious quartz countertops, upgraded cabinets, and upgraded lighting, all highlighted by 9-ft ceilings. Unwind on your private back deck or use the spacious

Brittany Newman DRB Group Realty, LLC

634 Hemsworth Ln, Winchester, VA 22601

/24
Est $405,143 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,854 Sq Ft
625 Quartzite Cir, Winchester, VA 22601

625 Quartzite Cir, Winchester, VA 22601

/4
$469,900 Coming Soon
- 3 Beds
- 3.5 Baths
- 2,052 Sq Ft
711 S Braddock St, Winchester, VA 22601

Coming soon, beautiful end unit townhome within city limits. Just blocks away from John Handley High and downtown.

Dave Spence RE/MAX Roots

711 S Braddock St, Winchester, VA 22601
/48
$405,000 Sold Apr 29, 2025
- 1,769 Sq Ft
- $229/SF
- 8 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1866
119 E Germain St, Winchester, VA 22601

Nestled in the heart of historic downtown Winchester, this beautifully updated 2 bed, 2.5 bath colonial seamlessly blends modern convenience with timeless charm. Just steps from parks, dining, shopping, and the vibrant Old Town Walking Mall, this home offers the perfect blend of city living and cozy retreat.Inside, you'll find maintained original details alongside stylish updates, creating a warm

Tiffany Hunter ERA Oakcrest Realty, Inc.

119 E Germain St, Winchester, VA 22601

/55
Est $490,879 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,068 Sq Ft
2713 Middle Rd, Winchester, VA 22601

2713 Middle Rd, Winchester, VA 22601

/2
$369,900 Coming Soon
- 3 Beds
- 2 Baths
- 1,293 Sq Ft
301 Liberty Ave, Winchester, VA 22601

Welcome to this charming all - brick colonial residence situated in the heart of downtown Winchester. Just blocks away from the scenic walking mall you’ll discover an array of quaint shops, restaurants and the renowned Apple Blossom Parade route. This meticulously fully remodeled home boasts three spacious bedrooms and two luxurious bathrooms and is ready for a new family to create memories in.

John Ashton Equity Realty

301 Liberty Ave, Winchester, VA 22601
/52
$590,000 Sold Apr 25, 2025
- 3,329 Sq Ft
- $177/SF
- 4 Days On Market
- 4 Beds
- 3 Baths
- Built 2003
721 Chelsea Dr, Winchester, VA 22601

Main level living at its finest! CUSTOM-built in 2003 by John Scott Builders with every detail in mind. The inset front door provides shelter and a shady respite to enjoy the front landscaping. The spacious foyer leads to the great room with a double tiered lighted tray ceiling and the 1st of 2 gas fireplaces. This open concept adjoins the kitchen and breakfast area. Beyond the great room, the 12

Becky Hanrahan Coldwell Banker Realty

721 Chelsea Dr, Winchester, VA 22601

/40
Est $375,202 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,407 Sq Ft
2717 Blue Ridge Terrace, Winchester, VA 22601

2717 Blue Ridge Terrace, Winchester, VA 22601

/35
$399,999 Open House 8/17
- 2 Beds
- 1.5 Baths
- 1,630 Sq Ft
125 E Clifford St, Winchester, VA 22601

Step into the past with this beautifully preserved home, believed to be built in the 1840s, located in the heart of downtown, complete with a historical plaque. Full of timeless charm, this 3-bedroom, 1-bath residence features original hand-hewn log beams, wide-plank wood floors, and authentic period details throughout. Enjoy a warm, inviting living space with exposed wood beams that highlight

Leigh Phillips MarketPlace REALTY

125 E Clifford St, Winchester, VA 22601
/53
$415,000 Sold Apr 25, 2025
- 1,694 Sq Ft
- $245/SF
- 24 Days On Market
- 5 Beds
- 2 Baths
- Built 1920
525 N Cameron St, Winchester, VA 22601

Looking to drastically reduce your living expenses? You should HOUSE HACK! This is the perfect property to do that. It is a duplex with one unit rented. You can live in the other have have the tenant slash your mortgage payment in half or more!Back on the market, Buyer contract fell through. Motivated seller! Amazing multifamily duplex (Cash-Machine) for sale in a prime location in Winchester

Omni Casey Keller Williams Realty

525 N Cameron St, Winchester, VA 22601

/21
Est $245,210 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,160 Sq Ft
18 Jigsaw Place, Winchester, VA 22601

18 Jigsaw Place, Winchester, VA 22601

/30
$370,000 Open Sat 12PM - 2:30PM
- 4 Beds
- 2 Baths
- 1,534 Sq Ft
323 Russelcroft Rd, Winchester, VA 22601

Looking for a home in amazing shape for your buyers? You've found it. 2108sf total living space. Beautiful cared for by the homeowners. 3 bedrooms 2 full baths detached home .Beautiful Detached home with 3 bedrooms and 2 full baths + bonus room on the basement isfull finished with a family room. Looking for a home in amazing shape for your buyers? You've found it. 2108sf total living

Alexandra Brown Berkshire Hathaway HomeServices PenFed Realty

323 Russelcroft Rd, Winchester, VA 22601
/64
$530,000 Sold Apr 25, 2025
- 3,360 Sq Ft
- $158/SF
- 0 Days On Market
- 3 Beds
- 4 Baths
- Built 2007
344 Linden Dr, Winchester, VA 22601

Introducing A Lovely Classic Colonial Home in the City of Winchester! Check out the Curb Appeal!Walk up to the Very Tasteful Hardscape/Path way to the porch/front door. Statuesque and Elevated, you will love the Views and Overall Location. It's Close to SO much Winchester Medical Center, Downtown Walking Mall with a variety of shops and restaurants, & Easy commuter access to highways.

Jodi Costello ERA Oakcrest Realty, Inc.

344 Linden Dr, Winchester, VA 22601

/29
Est $248,829 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,160 Sq Ft
31 Jigsaw Place, Winchester, VA 22601

31 Jigsaw Place, Winchester, VA 22601

/47
$795,000 Coming Soon
- 5 Beds
- 4 Baths
- 4,405 Sq Ft
644 Seldon Dr, Winchester, VA 22601

Welcome to 644 Seldon Dr, Winchester, VA—a spacious and inviting residence located in the desirable Handley Heights neighborhood. Designed for comfort and convenience, this rambler-style home features one-level living, with over 5,300 above-grade square feet. (The estimated square footage does not match the tax statement.)The interior has beautiful oak floors, adding warmth and character

Becky Olmstead Corcoran McEnearney

644 Seldon Dr, Winchester, VA 22601
/93
$1,265,000 Sold Apr 25, 2025
- 8,070 Sq Ft
- $157/SF
- 3 Days On Market
- 5 Beds
- 4.5 Baths
- Built 1999
788 Johnston Ct, Winchester, VA 22601

OPEN HOUSE ON 3/16 IS CANCELLED.Nestled on an expansive 0.89-acre corner lot, this stunning 8,000+ sq. ft. custom-built residence is a rare opportunity in the prestigious Meadow Branch community. Offering timeless elegance, impeccable craftsmanship, and modern luxury, this home is designed to impress with soaring spaces, exquisite finishes, and thoughtful details throughout. Step inside to

Lisa Thompson Hunt Country Sotheby's International Realty

788 Johnston Ct, Winchester, VA 22601

/42
Est $326,627 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,823 Sq Ft
2513 Hillside Terrace, Winchester, VA 22601

2513 Hillside Terrace, Winchester, VA 22601

/30
$589,900 Under Contract
- 3 Beds
- 2 Baths
- 2,271 Sq Ft
718 Chelsea Dr, Winchester, VA 22601

Welcome to this One Owner immaculate home in Meadow Branch South in the City of Winchester. Main level living at its finest! This custom built home took every detail into consideration. The front porch provides a shady area to enjoy. The Sunsetter awning over the back brick/concrete patio offers a retreat of tranquility to enjoy. The yard is surrounded by a brick retaining wall with wrought

Diane Walter Crum Realty, Inc.

718 Chelsea Dr, Winchester, VA 22601
/45
$444,000 Sold Apr 24, 2025
- 1,760 Sq Ft
- $252/SF
- 3 Days On Market
- 4 Beds
- 2.5 Baths
- Built 2025
720 Frederick Ave, Winchester, VA 22601

Discover the perfect blend of modern comfort and timeless charm in this stunning new construction 2-story colonial home. Offering 1,760 sq. ft. of well-appointed living space, this home features 4 spacious bedrooms and 2.5 bathrooms, providing ample room for families of all sizes.Designed with convenience in mind, the main-level primary suite offers a peaceful retreat with a walk-in closet and a

Amanda Downs LPT Realty, LLC

720 Frederick Ave, Winchester, VA 22601

/53
Est $312,801 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,741 Sq Ft
2436 Massanutten Terrace, Winchester, VA 22601

2436 Massanutten Terrace, Winchester, VA 22601

/60
$400,000 Under Contract
- 3 Beds
- 2 Baths
- 2,538 Sq Ft
319 Beechcroft Rd, Winchester, VA 22601

Charming Brick Rancher with Modern Updates and Timeless Character.Welcome to this beautifully maintained brick rancher offering the perfect blend of classic charm and thoughtful updates. Featuring 3 spacious bedrooms and 2 full bathrooms, this home is designed for comfort, function, and style.Step onto the covered front porch, complete with a ceiling fan, Timber tech flooring and a

Gidget Smallwood Coldwell Banker Premier

319 Beechcroft Rd, Winchester, VA 22601
/111
$1,215,000 Sold Apr 24, 2025
- 4,780 Sq Ft
- $254/SF
- 6 Days On Market
- 5 Beds
- 4.5 Baths
- Built 2005
1869 Clayton Ridge Dr, Winchester, VA 22601

Discover this stunning 5-bedroom, 4.5-bathroom colonial backing to serene wetlands, offering privacy and luxury just minutes from city conveniences. The main-floor primary suite has a large shower and dual vanities, along with a large walk-in closet. The primary bedroom overlooks the private backyard. The family room is accessible from the gourmet kitchen that features quartz countertops, a large

Traci Shoberg RE/MAX Roots

1869 Clayton Ridge Dr, Winchester, VA 22601

/42
Est $331,955 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,676 Sq Ft
2428 Massanutten Terrace, Winchester, VA 22601

2428 Massanutten Terrace, Winchester, VA 22601

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