Winchester County, VA Homes

/65
$405,000 Under Contract
- 3 Beds
- 2 Baths
- 1,802 Sq Ft
414 S Cameron St, Winchester, VA 22601

Located in Winchester’s Historic District, 414 S Cameron Street offers a thoughtful blend of character, modern improvements, and a spacious outdoor setting just blocks from Old Town. Inside, the main level features beautifully refinished hardwood floors, fresh interior and exterior paint, and unique architectural touches including exposed brick, built-ins, and exposed log details in select rooms

Natasha Roberts Realty ONE Group Old Towne

414 S Cameron St, Winchester, VA 22601
/6
$1,550 per month
- 2 Beds
- 2 Baths
- 23,305 Sq Ft
- Condo for Rent
443 Millwood Ave Unit 2, Winchester, VA 22601

Beautiful 2 Bedroom apartment with Washer/dryer. Great Location! Over the Restore, close to Shenandoah university. One assigned parking spot with additional street parking. No pets/No smoking. $30 additional monthly charge for water/sewer.

Steve DuBrueler Coldwell Banker Premier

443 Millwood Ave Unit 2, Winchester, VA 22601
/60
$400,000 Sold Aug 26, 2025

319 Beechcroft Rd, Winchester, VA 22601
- 3 Beds
- 2 Baths
- 2,538 Sq Ft
- Built 1961
Last Sold Summary
- $158/SF
- 4 Days On Market
Current Estimated Value $403,364

Last Listing Agent Gidget Smallwood Coldwell Banker Premier

319 Beechcroft Rd, Winchester, VA 22601

/24
Est $420,051 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,288 Sq Ft
428 Superior Ave, Winchester, VA 22601

428 Superior Ave, Winchester, VA 22601

/47
$440,000 Open Sat 11AM - 2PM
- 4 Beds
- 2 Baths
- 2,408 Sq Ft
519 Whitacre St, Winchester, VA 22601

Ideally located within one of Winchester’s most desirable neighborhoods, Whittier Acres, and next to Winchester Medical Center, this spacious split-level home offers exceptional convenience paired with a rare sense of privacy in a quiet, established setting. Backing to mature trees, the backyard is a peaceful retreat where birds visit regularly and an established butterfly garden awaits its

Katie Landi Jordan Samson Properties

519 Whitacre St, Winchester, VA 22601
/25

$1,605 - $1,800 per month

HARRISON PLAZA RESIDENTIAL

1 - 2 Beds

2310 Valor Dr, Winchester, VA 22601

Harrison Plaza is a new mixed-use development located at the intersection of Hope Drive and Valor Drive in the heart of Winchester, VA. This three-building community offers 70 one- and two-bedroom spacious modern apartments minutes away from local shopping centers, restaurants, and entertainment venues.Interior features include an open floor plan with stylish cabinets, granite countertops,

2310 Valor Dr, Winchester, VA 22601
/28
$310,000 Sold Feb 14, 2025

634 Battle Ave, Winchester, VA 22601
- 3 Beds
- 1.5 Baths
- 954 Sq Ft
- Built 1961
Last Sold Summary
- $325/SF
- 3 Days On Market
Current Estimated Value $312,642

Last Listing Agent Mike Webber EXP Realty, LLC

634 Battle Ave, Winchester, VA 22601

/43
Est $448,892 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,672 Sq Ft
441 Superior Ave, Winchester, VA 22601

441 Superior Ave, Winchester, VA 22601

/42
$415,000
- 3 Beds
- 2 Baths
- 1,716 Sq Ft
307 Fox Dr, Winchester, VA 22601

Exceptional, spacious one-level home ideally located near the Medical Center, the Museum of the Shenandoah Valley, shopping, and downtown. This well-maintained property features newly refinished hardwood floors. The generously sized living room offers extensive built-in shelving and a wood-burning fireplace with mantle and hearth. Sliding glass doors open to a lovely patio and fenced rear yard,

Darcy Amburn Colony Realty

307 Fox Dr, Winchester, VA 22601
/12
$1,200 per month
- 2 Beds
- 1 Bath
- 1,100 Sq Ft
- Condo for Rent
324 Amherst St Unit 5, Winchester, VA 22601

Another beautiful apartment in Historic Winchester within walking distance to many stores, restaurants, walking trails, the Museum of the Shenandoah Valley, and so much more. Large 1st floor apartment featuring 2 bedroom 1 bath, hardwood floors throughout, and washer/dryer. Water/sewer/trash included in rent. NO animals please. VAR or NVAR rental application with $50/per person application fee

Mandie Gladwell OliveTree Property Group, LLC

324 Amherst St Unit 5, Winchester, VA 22601
/2
$205,000 Sold Apr 30, 2025

264 Shenandoah Ave, Winchester, VA 22601
- 3 Beds
- 1 Bath
- 913 Sq Ft
- Built 1954
Last Sold Summary
- $225/SF
- 0 Days On Market
Current Estimated Value $216,388

Last Listing Agent Pamela Dors Keller Williams Realty Advantage

264 Shenandoah Ave, Winchester, VA 22601

/39
Est $395,335 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,747 Sq Ft
417 Superior Ave, Winchester, VA 22601

417 Superior Ave, Winchester, VA 22601

/14
$441,700 Pending
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
421 Superior Ave, Winchester, VA 22601

Renovated and move in ready! Let's start with the new mailbox, new 16' wide asphalt driveway, new 8'x13' concrete patio for you to enjoy watching the sun sets overlooking the large back yard., The carport even has bolts in ceiling for you to install a swing. Then inside, new heat pump and central a/c system, new appliances with fingerprint resistant stainless-steel exterior, stainless steel liner

Leo Smith CENTURY 21 New Millennium

421 Superior Ave, Winchester, VA 22601
/9

$1,800 - $2,600 per month

Apartment for Rent

1 - 2 Beds

210 S Cameron St, Winchester, VA 22601

This fully furnished and recently renovated property is located in the heart off Old Town Winchester and includes a log cabin structure, premium appliances, granite countertops and assigned parking spaces.Come and enjoy the excitement of living in Old Town with many excellent restaurants and drinking establishments , six breweries, multiple music venues, fabulous shopping, museums and art

210 S Cameron St, Winchester, VA 22601
/28
$580,000 Sold Oct 24, 2025

230 W Boscawen St, Winchester, VA 22601
- 7,650 Sq Ft
- Built 1891
Last Sold Summary
- $76/SF
- 284 Days On Market
Current Estimated Value $581,331

Last Listing Agent Gillian Greenfield Coldwell Banker Premier

230 W Boscawen St, Winchester, VA 22601

/54
Est $357,862 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,221 Sq Ft
444 Imperial St, Winchester, VA 22601

444 Imperial St, Winchester, VA 22601

/37
$396,500
- 3 Beds
- 1.5 Baths
- 1,416 Sq Ft
31 W Whitlock Ave, Winchester, VA 22601

Charming Home Near Handley High School – Move-In Ready! Welcome to this beautifully updated home in a fantastic downtown location—just a short walk to shops, restaurants, and all that the vibrant city center has to offer. This property features a converted garage that now serves as a versatile studio space, perfect for a home office, art studio, or guest suite. Enjoy a spacious, fenced-in

Meridee Powars Link Realty Services LLC

31 W Whitlock Ave, Winchester, VA 22601
/14
$1,810 per month
- 2 Beds
- 1 Bath
- 994 Sq Ft
- House for Rent
137 Fox Dr, Winchester, VA 22601

House has been completely remodeled and looks great! This property is very close to the Winchester Hospital and it's at walking distance to downtown Winchester. The ideal tenant would have credit score 660+, monthly income corresponding to at least 4 times the amount of monthly rent, job stability, great references. Available on March 1st. Schedule a showing today!

Elcy Pereira Elcy & Co. Realty, LLC.

137 Fox Dr, Winchester, VA 22601
/30
$325,000 Sold Oct 20, 2025

966 Woodstock Ln, Winchester, VA 22601
- 3 Beds
- 2 Baths
- 1,529 Sq Ft
- Built 1980
Last Sold Summary
- $213/SF
- 31 Days On Market
Current Estimated Value $333,291

Last Listing Agent Anselm Tamasang Weichert Realtors - Blue Ribbon

966 Woodstock Ln, Winchester, VA 22601

/10
Est $270,510 Not Listed For Sale
- 3 Beds
- 1 Bath
- 858 Sq Ft
420 Royal St, Winchester, VA 22601

420 Royal St, Winchester, VA 22601

/17
$389,990 New Construction
- 3 Beds
- 3.5 Baths
- 1,784 Sq Ft
TBB Monteith Dr Unit BEDFORD II, Winchester, VA 22601

***OFFERING UP TO $7K IN CLOSING COST ASSISTANCE FOR PRIMARY RESIDENCE WITH USE OF APPROVED LENDER AND TITLE!** SPECIAL INTEREST RATES AVAILABLE** CONTACT SALES CONSULTANT FOR DETAILS*Featuring Bedford II in Valor Crossing! Open concept kitchen located next to the country kitchen and living room. Optional features include box bay rear window and 10' x 14' deck. Primary suite with large

Brittany Newman DRB Group Realty, LLC

TBB Monteith Dr Unit BEDFORD II, Winchester, VA 22601
/6

$1,013 - $1,467 per month

ZeroPak Apartments

1 - 2 Beds

570 N Cameron St, Winchester, VA 22601

Welcome to Zeropak Apartments at the heart of Winchester living. Located just steps from Old Town, Jim Barnett Park, cafes, events, and everyday essentials, Zeropak places you in one of Winchester's most connected and culturally rich neighborhoods. Rooted in the historic North End and surrounded by festivals, arts, and local flavor, this is where convenience meets character - and where community

570 N Cameron St, Winchester, VA 22601
/10
$74,900 Sold Mar 19, 2025

405 Crescent Dr, Winchester, VA 22601
- Land
- 0.19 Acre
- $394,211 per Acre
Last Sold Summary
- 5 Days On Market
Current Estimated Value $78,831

Last Listing Agent Matt Kilmer Samson Properties

405 Crescent Dr, Winchester, VA 22601

/14
Est $375,900 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,970 Sq Ft
3128 Papermill Rd, Winchester, VA 22601

3128 Papermill Rd, Winchester, VA 22601

/12
$80,000
- Land
- 0.13 Acre
- $615,385 per Acre
520 Highland Ave, Winchester, VA 22601

Empty lot ready to build a home one. The lot is fully fenced with front and rear gates. The front of the lot meets the sidewalks and road of Highland Ave. The rear of the lot meets a gravel alley way that could give access to off street parking on this lot. Homes in the city are in demand, so don't miss this opportunity. Zoned HR-1Can only be used for single family dwellingsFront setback:

Michael Sprague Samson Properties

520 Highland Ave, Winchester, VA 22601
/10
$1,549 per month
- 2 Beds
- 1.5 Baths
- 900 Sq Ft
- Townhouse for Rent
3107 Shawnee Dr Unit 11, Winchester, VA 22601

Beautifully Renovated Unit Two level townhome*Full size Washer & Dryer*Hardwood like Floors* Huge Brand New Eat-In Kitchen*Granite counters & Stainless Steel Appliances*Spacious bedrooms*Large closets*Individually controlled HVAC and hot water heater*Plenty of parking*1 mile from great shopping on Valley Avenue, 10 minute from downtown Winchester and 9 minute from Shenandoah University *Photos

Steve DuBrueler Coldwell Banker Premier

3107 Shawnee Dr Unit 11, Winchester, VA 22601
/36
$635,500 Sold Nov 19, 2025

315 W Leicester St, Winchester, VA 22601
- 4 Beds
- 4 Baths
- 3,100 Sq Ft
- Built 1923
Last Sold Summary
- $205/SF
- 5 Days On Market
Last Listing Agent Leigh Phillips MarketPlace REALTY

315 W Leicester St, Winchester, VA 22601

/68
Est $397,631 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,902 Sq Ft
3020 Papermill Rd, Winchester, VA 22601

3020 Papermill Rd, Winchester, VA 22601

/11
$80,000
- Land
- 0.08 Acre
- $1,000,000 per Acre
24 N Pleasant Valley Rd, Winchester, VA 22601

Ready for building! Clear open lot that is ready for a home to be built. Winchester City is the fastest growing city in the state and homes are in high demand. Don't miss your opportunity. Property has road front access as well as a gravel alley in the rear that could be used for access to off street parking.Zoned MR - medium density residential districtCan only be used for single family

Michael Sprague Samson Properties

24 N Pleasant Valley Rd, Winchester, VA 22601
/25

$1,595 - $1,860 per month

LIMESTONE PLACE

2 - 3 Beds

475 W Tevis St, Winchester, VA 22601

Limestone Place is a townhouse community located off of Route 11 in Winchester, VA. Conveniently located near shopping, educational centers, and Valley Health Medical Center you will find everything you need near Limestone Place. With easy access to Interstate 81, Limestone Place Townhouses offers 2 bedrooms units with or without garages. Three bedroom units are available as well. Square footage

475 W Tevis St, Winchester, VA 22601
/35
$540,000 Sold Jul 01, 2025

2008 Taylor Grace Ct, Winchester, VA 22601
- 4 Beds
- 4 Baths
- 1,976 Sq Ft
- Built 2008
Last Sold Summary
- $273/SF
- 26 Days On Market
Current Estimated Value $547,479

Last Listing Agent Kent Mull Link Realty Services LLC

2008 Taylor Grace Ct, Winchester, VA 22601

/29
Est $322,577 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,183 Sq Ft
3141 Papermill Rd, Winchester, VA 22601

3141 Papermill Rd, Winchester, VA 22601

/43
$385,000 Under Contract
- 3 Beds
- 2 Baths
- 1,580 Sq Ft
420 Russelcroft Rd, Winchester, VA 22601

Welcome to 420 Russelcroft Road — the house that practically checks all your boxes *and* puts a smile on your face while doing it. With 1,580 square feet of comfortable living space, this 3-bedroom, 2-bath beauty has all the right vibes. The hardwood floors throughout most of the home give it a touch of class (and make cleaning a breeze), while the carpeted bedrooms give you that perfect excuse

Brian Yoder Realty ONE Group Old Towne

420 Russelcroft Rd, Winchester, VA 22601
/19
$1,500 per month
- 2 Beds
- 1.5 Baths
- 1,106 Sq Ft
- Townhouse for Rent
544 Allston Cir, Winchester, VA 22601

NO PETS. 2bedroom 1.5 bath townhouse located minutes to shops and dining in Winchester. Central heating and AC. Large primary bedroom. Unfinished walkout basement. Requirements: (1) Minium household annual income $67k, (2) Good Credit, (3) Good Landlord Reference. $47 application fee per applicant. Contact listing agent for application

Courtney Spaid Crum Realty, Inc.

544 Allston Cir, Winchester, VA 22601
/116
$537,500 Sold Jan 08, 2026

510 S Washington St, Winchester, VA 22601
- 3 Beds
- 1.5 Baths
- 2,874 Sq Ft
- Built 1920
Last Sold Summary
- $187/SF
- 14 Days On Market
Last Listing Agent Laurie Webber Century 21 Modern Realty Results

510 S Washington St, Winchester, VA 22601

/20
Est $299,286 Not Listed For Sale
- 3 Beds
- 1 Bath
- 895 Sq Ft
3113 Papermill Rd, Winchester, VA 22601

3113 Papermill Rd, Winchester, VA 22601

/17
$359,900
- 3 Beds
- 1 Bath
- 960 Sq Ft
2952 Grace St, Winchester, VA 22601

Charming one level, 3-bedroom, 1 full bath home conveniently located in the heart of Winchester. Recently remodeled with new flooring throughout, updated bathroom, and modern fixtures. Thoughtful updates make this home move-in ready and ideal for easy, single-level living. Close to shopping, dining, and commuter routes.

Carolina Mosquera Weichert, REALTORS

2952 Grace St, Winchester, VA 22601
/25

$1,600 - $2,600 per month

Apartment for Rent

Studio - 2 Beds

114 N Loudoun St, Winchester, VA 22601

Brand new fully furnished extended stay apartments in the heart of Old Town Winchester Virginia including all utilities, washer /dyer, high speed internet, free nightly and weekend parking ( 5pm to 8 am), keyless entry, 10' ceilings, exposed brick interior partitions and optional weekly cleaning.. More information can be found at themerchantsuites

114 N Loudoun St, Winchester, VA 22601
/51
$535,000 Sold Mar 14, 2025

926 Wayne Dr, Winchester, VA 22601
- 5 Beds
- 3.5 Baths
- 3,918 Sq Ft
- Built 2003
Last Sold Summary
- $137/SF
- 138 Days On Market
Current Estimated Value $575,575

Last Listing Agent Melissa Crider Sager Real Estate

926 Wayne Dr, Winchester, VA 22601

/37
Est $345,446 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,584 Sq Ft
2905 First St, Winchester, VA 22601

2905 First St, Winchester, VA 22601

Showing Results 121 - 160, Page 4 of 18

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