Winchester, VA Homes

/13
Est $238,736 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,116 Sq Ft
422 Cornwallis Ct, Winchester, VA 22601

422 Cornwallis Ct, Winchester, VA 22601

/86
$669,900
- 4 Beds
- 3 Baths
- 3,442 Sq Ft
121 Sweetbriar Ln, Winchester, VA 22603

"Private haven Rancher" on 13 plus acres with 4 Bedrooms and 3 full baths. Hardwood floors throughout home. See-thru Fireplace between Dining room and Living room. Recent upgraded kitchen with new flooring ,counter tops and fresh paint. Owners' Suite has bathroom w/whirlpool tub, separate shower, double sinks and French door access to the rear deck. Finished basement with full bath, bedroom,

Andrew Hensley Samson Properties

121 Sweetbriar Ln, Winchester, VA 22603
/35
$540,000 Sold Jul 01, 2025
- 1,976 Sq Ft
- $273/SF
- 26 Days On Market
- 4 Beds
- 4 Baths
- Built 2008
2008 Taylor Grace Ct, Winchester, VA 22601

Wonderful location in Park Place subdivision near city park. Finished basement that includes a large recreation room and possible 5th bedroom with full bath. Bring the pets! Fenced back yard. Lots of upgrades to include, crown molding, chair rail and shadowboxes. Eat in kitchen opens to family room and large deck. Gas cooking with double oven and all stainless steel appliances. Shows

Kent Mull Link Realty Services LLC

2008 Taylor Grace Ct, Winchester, VA 22601

/16
Est $247,624 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,116 Sq Ft
503 Yorktowne Place, Winchester, VA 22601

503 Yorktowne Place, Winchester, VA 22601

/72
$695,000
- 5 Beds
- 4 Baths
- 4,387 Sq Ft
3949 N Frederick Pike, Winchester, VA 22603

You will feel the peace and harmony the moment you come up the drive, this is your new home place. Almost 4 unrestricted acres for you to spread your wings. The sweet spots here will truly tug at your heart, the hammock area for lazy day reading, the fire pit with the most incredible mountain views in the fall and winter months, The four wheeler trails begging for fun and memories!! The

Kristen Kerns Roberts Realty Group, LLC

3949 N Frederick Pike, Winchester, VA 22603
/78
$690,000 Sold Jul 01, 2025
- 4,208 Sq Ft
- $164/SF
- 76 Days On Market
- 5 Beds
- 3.5 Baths
- Built 2021
115 Nevermore Dr, Winchester, VA 22602

Stunning 5-Bedroom Home with Spectacular Blue Ridge Views - 115 Nevermore Drive, Winchester, VAWelcome to your dream home! Nestled in one of Winchester’s most coveted neighborhoods, this custom-built, brick-front beauty is the largest model offered by Richmond American Homes – the Yorktown. With 5 spacious bedrooms, 3.5 luxurious bathrooms, and an array of upgrades throughout, this home is a

Sean Smith Real Broker, LLC

115 Nevermore Dr, Winchester, VA 22602

/34
Est $400,720 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,916 Sq Ft
113 Oakwood Ct, Winchester, VA 22601

113 Oakwood Ct, Winchester, VA 22601

/65
$875,000
- 5 Beds
- 4.5 Baths
- 5,254 Sq Ft
1504 Brookdale Ct, Winchester, VA 22601

Paint/Carpet allowance up to $15,000 credit with an acceptable offer.Stunning 5BR/3.5BA Home in Prime Meadow Branch Area!Elegant 2-story foyer with sweeping staircase, coffered ceilings, and extended-height windows. Family room features floor-to-ceiling stone fireplace, open to gourmet kitchen with quartz countertops, stainless steel appliances, cooktop, and wall oven. Main level office

Julie Shiley Coldwell Banker Realty

1504 Brookdale Ct, Winchester, VA 22601
/45
$335,000 Sold Jun 30, 2025
- 1,360 Sq Ft
- $246/SF
- 1 Day On Market
- 2 Beds
- 2.5 Baths
- Built 2020
1310 S Kent St, Winchester, VA 22601

Welcome to The Towns at Brooks Manor – where charm, comfort and convenience converge in this beautifully crafted end-unit townhome in Downtown Winchester. Step inside and experience the bright, open-concept floor plan—perfect for both everyday living and effortless entertaining. The main level features gleaming hardwood floors, a spacious living area, and a sleek, modern kitchen outfitted with

Laura White ERA Oakcrest Realty, Inc.

1310 S Kent St, Winchester, VA 22601

/46
Est $440,965 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 3,066 Sq Ft
201 Russelcroft Rd, Winchester, VA 22601

201 Russelcroft Rd, Winchester, VA 22601

/32
$299,900
- 3 Beds
- 1 Bath
- 960 Sq Ft
133 Country Park Dr, Winchester, VA 22602

Charming Rancher – Move-In Ready! Don’t miss this great opportunity to own a recently refreshed rancher in a prime location east of Winchester! Freshly painted and featuring brand new Luxury Vinyl Plank flooring throughout. Enjoy the fenced backyard with a concrete patio, perfect for relaxing or entertaining. Conveniently located near Route 7 and Route 50, you'll have easy access to everything

Brett Sowder RE/MAX Roots

133 Country Park Dr, Winchester, VA 22602
/77
$465,000 Sold Jun 30, 2025
- 2,240 Sq Ft
- $208/SF
- 13 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1983
112 Old Forest Cir, Winchester, VA 22602

Nestled into the established Stonebrook Farms neighborhood, this home blends seamlessly with the mature plantings and deciduous trees of the surrounding community. Roof replaced in 2023.The two decks and screened porch enjoy complete privacy provided by the abundant flora. Inside, generous rooms and a traditional floor plan anchor the home for informal, yet gracious living. A full basement is

Dallas Croft Samson Properties

112 Old Forest Cir, Winchester, VA 22602

/40
Est $424,802 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,613 Sq Ft
129 Garden Ct, Winchester, VA 22601

129 Garden Ct, Winchester, VA 22601

/5
$289,500
- 4 Beds
- 1 Bath
- 1,732 Sq Ft
1006 S Cameron St, Winchester, VA 22601

Don't miss out on this opportunity to own this 5 bedroom/1 bath home. Hardwood flooring throughout. Large, covered front porch and rear deck. Less than a mile from downtown Winchester & the Handley Library. Close to schools. Off-street parking and a spacious backyard. Access to alley from backyard and off-street parking.

Sheila Pack RE/MAX Roots

1006 S Cameron St, Winchester, VA 22601
/77
$975,000 Sold Jun 30, 2025
- 3,672 Sq Ft
- $266/SF
- 2 Days On Market
- 5 Beds
- 3.5 Baths
- Built 1988
241 Clayhill Dr, Winchester, VA 22602

Rarely available home on 5 acres in one of Winchester’s most distinguished locations, this stunning 5 bedroom farmhouse with heated pool and dazzling grounds is camera ready for House Beautiful! Remodeled to perfection inside and out, including major new infrastructure improvements means many maintenance-free years for the new owners. With lustrous hardwood floors, a state-of-the art kitchen,

Mary Anthony Keller Williams Realty

241 Clayhill Dr, Winchester, VA 22602

/73
Est $453,852 Not Listed For Sale
- 5 Beds
- 2.5 Baths
- 2,899 Sq Ft
212 W Cedarmeade Ave, Winchester, VA 22601

212 W Cedarmeade Ave, Winchester, VA 22601

/78
$689,900
- 5 Beds
- 4 Baths
- 4,037 Sq Ft
114 Renee Ln, Winchester, VA 22602

Welcome to 114 Renee Lane – Where Elegance Meets Everyday ComfortThis beautifully appointed home offers the perfect blend of space, sophistication, and modern convenience. Boasting 5 bedrooms and 4 full bathrooms, including a main-level bedroom and full bath ideal for guests or multi-generational living, this residence is designed to accommodate today’s lifestyles.Step inside to

Laura White ERA Oakcrest Realty, Inc.

114 Renee Ln, Winchester, VA 22602
/32
$365,000 Sold Jun 30, 2025
- 1,745 Sq Ft
- $209/SF
- 8 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2005
2079 Stoneleigh Dr, Winchester, VA 22601

Beautifully Maintained End-Unit Townhome in the City of WinchesterDon’t miss this rare opportunity to own a stunning 3-level end-unit townhome, impeccably maintained by its original owner. Located in the City of Winchester, this home offers timeless charm and modern updates throughout.The main level features gleaming hardwood floors, elegant crown molding, and an open-concept

Jeanne Mezzatesta Colony Realty

2079 Stoneleigh Dr, Winchester, VA 22601

/41
Est $328,711 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,148 Sq Ft
309 Wentworth Dr, Winchester, VA 22601

309 Wentworth Dr, Winchester, VA 22601

/45
$399,900
- 4 Beds
- 1.5 Baths
- 2,860 Sq Ft
684 Berryville Ave, Winchester, VA 22601

Come check out this 4-bedroom 1.5 bath 4 level Brick Colonial with a Detached Garage all on a double lot, updated roof, windows, new plumbing & water heater, updated electric & panel box. There is plenty of room to grow and put your flavor in the walk-up attic and basement. Home has the original Hardwood floors & Beautiful Woodworking that has never been painted on the main level. Large, Covered

Richard Kozlowski Long & Foster Real Estate, Inc.

684 Berryville Ave, Winchester, VA 22601
/12
$375,000 Sold Jun 30, 2025
- 1,372 Sq Ft
- $273/SF
- 13 Days On Market
- Studio
- Built 1920
122 E Pall Mall St, Winchester, VA 22601

Renovated Duplex in Downtown Winchester – A Must-See Investment Opportunity!Discover this beautifully renovated duplex located in the heart of Downtown Winchester. Each unit features a stunning new kitchen redesign with: Gorgeous cabinets Granite countertops Large kitchen island with plenty of counter space Stainless steel appliances New LED recessed

Kathy Colville Century 21 Redwood Realty

122 E Pall Mall St, Winchester, VA 22601

/34
Est $370,444 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,276 Sq Ft
311 Russelcroft Rd, Winchester, VA 22601

311 Russelcroft Rd, Winchester, VA 22601

/5
$25,000
- Land
- 0.51 Acre
- $49,020 per Acre
LOT 85 Mimosa, Winchester, VA 22602

Mimosa Trail- Beautiful Mountain Views. Build your dream home on this Large .51 acre Lot. 3 bedroom Perc, Certification Letter and Plat. Breathtaking Mountain Views, Quiet Rural area still close to Hospital, Shopping, Schools, Rt.37 & I 81. Enjoy the amenities, Fishing Lake & Ponds, Beach area, Recreational Park area, Picnic Pavilion, Golf pads, Ball Field & Streams.

Gina Griffith MarketPlace REALTY

LOT 85 Mimosa, Winchester, VA 22602
/72
$677,500 Sold Jun 30, 2025
- 4,268 Sq Ft
- $159/SF
- 5 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2005
119 Killaney Ct, Winchester, VA 22602

“Sophisticated Contemporary” - Welcome to your dream home in the coveted Raven Pointe community—where elegant design meets everyday comfort. This stunning single-level residence offers over 4,200 finished square feet of thoughtfully designed living space, featuring vaulted ceilings, an open floor plan, and exceptional craftsmanship throughout.With 4 spacious bedrooms and 4.5 beautifully

Mark Francis ICON Real Estate, LLC

119 Killaney Ct, Winchester, VA 22602

/33
Est $372,600 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,211 Sq Ft
430 Wentworth Dr, Winchester, VA 22601

430 Wentworth Dr, Winchester, VA 22601

/8
$1,400,000
- Land
- 6 Acres
- $244,328 per Acre
1667 N Frederick Pike, Winchester, VA 22603

Great highway exposure exposure to state route 37 the bypass around the West side of Winchester and and 5222 north or North Frederick Pike entrance at a signalized intersection

John Scully Colony Realty

1667 N Frederick Pike, Winchester, VA 22603
/64
$619,000 Sold Jun 30, 2025
- 3,527 Sq Ft
- $176/SF
- 0 Days On Market
- 6 Beds
- 3.5 Baths
- Built 2002
100 Duner Ct, Winchester, VA 22602

Welcome to this spacious 5-6 bedroom, 3.5-bath home nestled in a quiet cul-de-sac on a generous 0.38-acre lot. Enjoy the perfect blend of privacy and convenience with a fully fenced backyard that backs to mature trees—ideal for relaxing or entertaining. Step outside to your own private retreat featuring an in-ground pool and plenty of outdoor space. Inside, the finished basement offers versatile

Sheila Pack RE/MAX Roots

100 Duner Ct, Winchester, VA 22602

/27
Est $353,281 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,328 Sq Ft
433 Beechcroft Rd, Winchester, VA 22601

433 Beechcroft Rd, Winchester, VA 22601

/35
$285,000
- 3 Beds
- 2 Baths
- 1,152 Sq Ft
822 Pheasant Dr, Winchester, VA 22602

PRICE IMPROVEMENT! Welcome to this charming ranch home with spacious backyard and unfinished basement. Set on a generous lot in Mountain Falls, this property has 3 bedroom and 2 bathrooms. Functional kitchen with ample cabinet space and adjoining dining room. Comfortable main-level layout-ideal for easy everyday living. Unfinished basement with walk out access. Back deck great for gatherings.

Sebrina Ruths Coldwell Banker Premier

822 Pheasant Dr, Winchester, VA 22602
/26
$285,000 Sold Jun 30, 2025
- 963 Sq Ft
- $296/SF
- 49 Days On Market
- 3 Beds
- 1 Bath
- Built 1948
701 Watson Ave, Winchester, VA 22601

Immaculate Renovation of 3 Bedroom and 1 Bath Single Family Home*New Kitchen Includes: New White Cabinets, New Quartz Countertop, New Stainless Steel Appliances, New Ceramic Tile Flooring*Refinished Hardwood Floors*New Windows*New HVAC*All New Bathroom*Newer Roof, Gutters and Downspouts*New Side Porch and Decking*New Exterior Doors*New Recessed Lights*New Washer and Dryer*Full Unfinished

Gary Green Samson Properties

701 Watson Ave, Winchester, VA 22601

/22
Est $352,109 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,427 Sq Ft
314 Beechcroft Rd, Winchester, VA 22601

314 Beechcroft Rd, Winchester, VA 22601

/41
$475,000
- 3 Beds
- 2 Baths
- 2,165 Sq Ft
327 Bryarly Rd, Winchester, VA 22603

Charming Countryside Cape Cod on a Meticulously Maintained 1.25 acres! Motivated seller! Welcome to 327 Bryarly Drive, Winchester, VA 22603 – a beautifully updated Cape Cod-style home nestled on a serene and private 1.25 Acre lot. Originally built in 1941, this residence exudes countryside charm and character, while offering numerous modern upgrades.Step inside to discover 3 spacious

Lisa Behr Coldwell Banker Premier

327 Bryarly Rd, Winchester, VA 22603
/28
$314,900 Sold Jun 30, 2025
- 1,373 Sq Ft
- $229/SF
- 187 Days On Market
- 3 Beds
- 1 Bath
- Built 1930
129 E Monmouth St, Winchester, VA 22601

HUGE PRICE REDUCTION. A beautifully updated home in the perfect spot to enjoy all of the excitement of downtown living. A short walk brings you to the historic walking mall; amidst the shops, restaurants and entertainment. Take advantage of First Fridays, Apple Blossom festivities and Old Town events throughout the year. Enjoy the large front and back porches for relaxing with a nice drink and a

Jimmy Biedrzycki CENTURY 21 New Millennium

129 E Monmouth St, Winchester, VA 22601

/34
Est $381,403 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,847 Sq Ft
523 Applecroft Rd, Winchester, VA 22601

523 Applecroft Rd, Winchester, VA 22601

/56
$625,000
- 4 Beds
- 3.5 Baths
- 2,581 Sq Ft
1080 Old Bethel Church Rd, Winchester, VA 22603

Notice: Private Property/Working Homestead, Do NOT enter/walk property without appointment. Turnkey Homestead on 5+ Acres | Updated 4BR Home with Farm InfrastructureWelcome to this versatile and well-maintained property located in the pastoral countryside of Frederick County, VA. Situated on 5.07 acres, this 4-bedroom, 3.5-bath home offers modern updates, flexible living spaces, and a

Samantha Armel EXP Realty, LLC

1080 Old Bethel Church Rd, Winchester, VA 22603
/5
$14,000 Sold Jun 30, 2025
- Land
- 0.52 Acre
- $26,923 per Acre
- 281 Days On Market
0 Opossum Trail Unit VAFV2020618, Winchester, VA 22602

Are you looking for a quiet place to retreat? This wooded double lot in Wilde Acres, nestled against the backdrop of Great North Mountain, could be the perfect choice. Swim in the community's lake, fish, plan a picnic in the park, hike to the mountain falls, and enjoy the serenity of country life. Wilde Acres, in Mountain Falls Park, is just 16 miles from downtown Winchester, VA, where you will

Rebecca McTavish Long & Foster Real Estate, Inc.

0 Opossum Trail Unit VAFV2020618, Winchester, VA 22602

/7
Est $345,343 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,368 Sq Ft
543 Wentworth Dr, Winchester, VA 22601

543 Wentworth Dr, Winchester, VA 22601

/58
$1,129,000
- 6 Beds
- 5.5 Baths
- 6,174 Sq Ft
1020 Breckinridge Ln, Winchester, VA 22601

A place to grow, gather, and stay awhile! From the moment you arrive, this property greets you with thoughtful details and a sense of home you can feel. A brick-paved, rocking chair-worthy front porch sets the tone, and the charming side porch with composite decking is both stylish and maintenance-free. This spacious 6+ bedroom/5.5 bath residence features a main-level bedroom and full bath—ideal

Sheila Pack RE/MAX Roots

1020 Breckinridge Ln, Winchester, VA 22601
/30
$214,000 Sold Jun 30, 2025
- 2,064 Sq Ft
- $104/SF
- 372 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1930
4163 Northwestern Pike, Winchester, VA 22603

**Investment Opportunity with Endless Potential!**This spacious fixer-upper is your chance to turn a diamond in the rough into a valuable gem! With over an acre of land featuring a serene pond, this property offers the perfect canvas for your commercial, residential, or rental income dreams.**Key Features:**- Over an acre of land with a picturesque pond- Fixer-upper in need of

Kristina Towns Weichert Realtors - Blue Ribbon

4163 Northwestern Pike, Winchester, VA 22603

/54
Est $524,961 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,495 Sq Ft
604 Kernstown Ct, Winchester, VA 22601

604 Kernstown Ct, Winchester, VA 22601

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