Winchester, Virginia

330 Active listings

Winchester, Virginia Description

Winchester, Virginia is a small city located in the northern Shenandoah Valley of Virginia. It is the county seat of Frederick County and is located approximately 75 miles west of Washington, D.C. Winchester has a population of approximately 27,000 people and is known for its historical significance and vibrant downtown area.

The city was founded in 1744 by James Wood and was named after Winchester, England. It quickly became an important trading center due to its location at the intersection of the Great Wagon Road and the Valley Pike. During the Civil War, Winchester changed hands between Union and Confederate forces more than 70 times, earning it the nickname “The Town That Changed Hands”.

Today, Winchester is a thriving city with a vibrant downtown area that features numerous restaurants, shops, galleries, museums, and other attractions. The Old Town Walking Mall is a popular destination for visitors to explore the city’s history while enjoying unique shopping opportunities. The Museum of the Shenandoah Valley offers visitors an opportunity to learn about local history through interactive exhibits and programs. The Handley Regional Library serves as a cultural hub for residents with its extensive collection of books and other materials.

Winchester also offers plenty of outdoor activities such as hiking trails at nearby Shenandoah National Park or canoeing on the Shenandoah River. There are also several wineries in the area that offer tastings and tours for visitors to enjoy. With its rich history and abundance of attractions, Winchester is an ideal destination for anyone looking to explore all that Virginia has to offer!


Winchester, Virginia Real Estate Stats

Active Listings
:
330
Median List Price
:
$465,995
Median Days On Market
:
72
Median Price Sqft
:
214
Median Lot Size
:
11,326
Median Sqft
:
2,186
Median Year Built
:
2005

Latest Homes for sale in Winchester, Virginia

Address Bed / Bath Listing Price
Picture of 1006 GATLING DRIVE
1006 GATLING DRIVE WINCHESTER, VA
Living Area: 1381 Sqft.
3 Beds, 2 Baths
$350,000
Picture of 152.44 Acres Lot 2 LAUREL GROVE ROAD
152.44 Acres Lot 2 LAUREL GROVE ROAD WINCHESTER, VA
Living Area: 1801 Sqft.
3 Beds, 2 Baths
$2,124,900
Picture of 570 WELLTOWN ROAD
570 WELLTOWN ROAD WINCHESTER, VA
Living Area: 2800 Sqft.
4 Beds, 3 Baths
$449,000
Picture of 129 MASCOUTEN STREET
129 MASCOUTEN STREET WINCHESTER, VA
Living Area: 3127 Sqft.
6 Beds, 4 Baths
$591,990
Picture of 628 CARDINAL DRIVE
628 CARDINAL DRIVE WINCHESTER, VA
Living Area: 1381 Sqft.
3 Beds, 2 Baths
$350,000
Picture of 157 OAK DRIVE
157 OAK DRIVE WINCHESTER, VA
Living Area: 2280 Sqft.
4 Beds, 3 Baths
$590,000
Picture of 254 WHISTLEWOOD LANE
254 WHISTLEWOOD LANE WINCHESTER, VA
Living Area: 4301 Sqft.
5 Beds, 7 Baths
$894,000
Picture of 217 MYRTLE AVENUE
217 MYRTLE AVENUE WINCHESTER, VA
Living Area: 907 Sqft.
3 Beds, 1 Bath
$374,900
Picture of 127 KINROSS DRIVE
127 KINROSS DRIVE WINCHESTER, VA
Living Area: 3494 Sqft.
5 Beds, 4 Baths
$625,000
Picture of 819 ARMISTEAD STREET
819 ARMISTEAD STREET WINCHESTER, VA
Living Area: 5262 Sqft.
4 Beds, 4 Baths
$1,199,000
Picture of 230 TRANQUIL WOOD LANE
230 TRANQUIL WOOD LANE WINCHESTER, VA
Living Area: 3476 Sqft.
3 Beds, 3 Baths
$790,000
Picture of 114 INCA TRAIL
114 INCA TRAIL WINCHESTER, VA
Living Area: 1566 Sqft.
2 Beds, 2 Baths
$235,000
Picture of 2952 GRACE STREET
2952 GRACE STREET WINCHESTER, VA
Living Area: 960 Sqft.
3 Beds, 1 Bath
$359,900
Picture of 317 CROW DRIVE
317 CROW DRIVE WINCHESTER, VA
Living Area: 1015 Sqft.
2 Beds, 2 Baths
$289,000
Picture of 113 KILLBUCK TRAIL
113 KILLBUCK TRAIL WINCHESTER, VA
Living Area: 2324 Sqft.
3 Beds, 3 Baths
$359,900
Picture of 211 LYNNEHAVEN DRIVE
211 LYNNEHAVEN DRIVE WINCHESTER, VA
Living Area: 4500 Sqft.
5 Beds, 4 Baths
$620,000
Picture of 207 TREFOIL COURT
207 TREFOIL COURT WINCHESTER, VA
Living Area: 2150 Sqft.
3 Beds, 3 Baths
$449,900
Picture of 1412 MAGRUDER COURT
1412 MAGRUDER COURT WINCHESTER, VA
Living Area: 2154 Sqft.
3 Beds, 2 Baths
$569,900
Picture of 200 LAUCK DRIVE
200 LAUCK DRIVE WINCHESTER, VA
Living Area: 2496 Sqft.
3 Beds, 3 Baths
$420,000
Picture of 450 CANYON ROAD
450 CANYON ROAD WINCHESTER, VA
Living Area: 2290 Sqft.
3 Beds, 3 Baths
$629,900
Picture of 103 KINGSLAND COURT
103 KINGSLAND COURT WINCHESTER, VA
Living Area: 1104 Sqft.
3 Beds, 2 Baths
$298,000
Picture of 701 HICKORY TRAIL
701 HICKORY TRAIL WINCHESTER, VA
Living Area: 1660 Sqft.
3 Beds, 3 Baths
$365,000
Picture of 123 MASCOUTEN STREET
123 MASCOUTEN STREET WINCHESTER, VA
Living Area: 3127 Sqft.
6 Beds, 4 Baths
$589,990
Picture of 330 W CECIL STREET
330 W CECIL STREET WINCHESTER, VA
Living Area: 1820 Sqft.
3 Beds, 2 Baths
$529,000
Picture of 161 SKYLAR LANES WAY
161 SKYLAR LANES WAY WINCHESTER, VA
Living Area: 4891 Sqft.
6 Beds, 5 Baths
$939,000
Picture of 364 BETHEL GRANGE ROAD
364 BETHEL GRANGE ROAD WINCHESTER, VA
Living Area: 2448 Sqft.
2 Beds, 2 Baths
$450,000
Picture of 3904 N FREDERICK PIKE
3904 N FREDERICK PIKE WINCHESTER, VA
Living Area: 1895 Sqft.
3 Beds, 2 Baths
$559,000
Picture of 501 JEFFERSON STREET
501 JEFFERSON STREET WINCHESTER, VA
Living Area: 3420 Sqft.
5 Beds, 3 Baths
$649,000
Picture of 21 W PALL MALL STREET
21 W PALL MALL STREET WINCHESTER, VA
Living Area: 1634 Sqft.
4 Beds, 3 Baths
$465,000
Picture of 116 MAGPIE LANE HOMESITE 1037
116 MAGPIE LANE HOMESITE 1037 WINCHESTER, VA
Living Area: 3200 Sqft.
3 Beds, 3 Baths
$635,434
Picture of 1420 FISHEL ROAD
1420 FISHEL ROAD WINCHESTER, VA
Living Area: 1680 Sqft.
3 Beds, 2 Baths
$449,900
Picture of 307 FOX DRIVE
307 FOX DRIVE WINCHESTER, VA
Living Area: 1716 Sqft.
3 Beds, 2 Baths
$415,000
Picture of 418 CIRCLE DRIVE
418 CIRCLE DRIVE WINCHESTER, VA
Living Area: 1960 Sqft.
4 Beds, 3 Baths
$479,900
Picture of 139 BRYARLY ROAD
139 BRYARLY ROAD WINCHESTER, VA
Living Area: 1585 Sqft.
3 Beds, 2 Baths
$450,000
Picture of 519 WHITACRE STREET
519 WHITACRE STREET WINCHESTER, VA
Living Area: 2408 Sqft.
4 Beds, 2 Baths
$440,000
Picture of 225 LEHIGH DR
225 LEHIGH DR WINCHESTER, VA
Living Area: 4276 Sqft.
7 Beds, 4 Baths
$699,900
Picture of 129 DOONBEG COURT
129 DOONBEG COURT WINCHESTER, VA
Living Area: 2072 Sqft.
4 Beds, 3 Baths
$450,000
Picture of 323 RUSSELCROFT ROAD
323 RUSSELCROFT ROAD WINCHESTER, VA
Living Area: 1534 Sqft.
4 Beds, 2 Baths
$365,000
Picture of 129 JALAPA TRAIL
129 JALAPA TRAIL WINCHESTER, VA
Living Area: 2075 Sqft.
3 Beds, 2 Baths
$399,000
Picture of 124 ARROWHEAD TRAIL
124 ARROWHEAD TRAIL WINCHESTER, VA
Living Area: 1248 Sqft.
3 Beds, 2 Baths
$300,000
Picture of 121 RAVEN OAKS DRIVE
121 RAVEN OAKS DRIVE WINCHESTER, VA
Living Area: 2534 Sqft.
4 Beds, 3 Baths
$530,000
Picture of 121 GRAYWOLF TRAIL
121 GRAYWOLF TRAIL WINCHESTER, VA
Living Area: 1582 Sqft.
4 Beds, 3 Baths
$390,000
Picture of 1105 HENRY DRIVE
1105 HENRY DRIVE WINCHESTER, VA
Living Area: 2850 Sqft.
4 Beds, 3 Baths
$449,900
Picture of 107 TUCKS CIRCLE
107 TUCKS CIRCLE WINCHESTER, VA
Living Area: 2401 Sqft.
4 Beds, 2 Baths
$489,000
Picture of 27 JACKSON AVENUE
27 JACKSON AVENUE WINCHESTER, VA
Living Area: 1134 Sqft.
3 Beds, 1 Bath
$320,000
Picture of 3915 APPLE PIE RIDGE ROAD
3915 APPLE PIE RIDGE ROAD WINCHESTER, VA
Living Area: 2354 Sqft.
5 Beds, 3 Baths
$715,000
Picture of 718 PANTHER DRIVE
718 PANTHER DRIVE WINCHESTER, VA
Living Area: 1512 Sqft.
3 Beds, 3 Baths
$350,000
Picture of 113 WILLIAMSON ROAD
113 WILLIAMSON ROAD WINCHESTER, VA
Living Area: 2547 Sqft.
3 Beds, 3 Baths
$434,900
Picture of 521 HIDDEN VALLEY LANE
521 HIDDEN VALLEY LANE WINCHESTER, VA
Living Area: 2973 Sqft.
3 Beds, 4 Baths
$659,000
Picture of 1491 PITCOCK LANE
1491 PITCOCK LANE WINCHESTER, VA
Living Area: 2139 Sqft.
3 Beds, 2 Baths
$730,000
Picture of 313 BEAVER TRAIL
313 BEAVER TRAIL WINCHESTER, VA
Living Area: 1631 Sqft.
3 Beds, 3 Baths
$379,000
Picture of Homesite 25 WILLIAMSON ROAD
Homesite 25 WILLIAMSON ROAD WINCHESTER, VA
Living Area: 2476 Sqft.
3 Beds, 2 Baths
$549,990
Picture of 420 RUSSELCROFT ROAD
420 RUSSELCROFT ROAD WINCHESTER, VA
Living Area: 1580 Sqft.
3 Beds, 2 Baths
$385,000
Picture of 681 HILLMAN DRIVE
681 HILLMAN DRIVE WINCHESTER, VA
Living Area: 3550 Sqft.
5 Beds, 4 Baths
$600,000
Picture of 125 MASCOUTEN STREET
125 MASCOUTEN STREET WINCHESTER, VA
Living Area: 3619 Sqft.
6 Beds, 5 Baths
$594,990
Picture of 711 E CORK STREET
711 E CORK STREET WINCHESTER, VA
Living Area: 1186 Sqft.
2 Beds, 2 Baths
$384,900
Picture of 126 N EUCLID AVENUE
126 N EUCLID AVENUE WINCHESTER, VA
Living Area: 1868 Sqft.
4 Beds, 3 Baths
$370,000
Picture of 1619 TOMAHAWK TRAIL
1619 TOMAHAWK TRAIL WINCHESTER, VA
Living Area: 1850 Sqft.
3 Beds, 3 Baths
$364,000
Picture of 107 PINTO TRAIL
107 PINTO TRAIL WINCHESTER, VA
Living Area: 1850 Sqft.
3 Beds, 3 Baths
$389,900
Picture of Lot 12 KEVAL GYAN WAY
Lot 12 KEVAL GYAN WAY WINCHESTER, VA
Living Area: 3100 Sqft.
3 Beds, 3 Baths
$950,000
Picture of Lot 11 KEVAL GYAN WAY
Lot 11 KEVAL GYAN WAY WINCHESTER, VA
Living Area: 2488 Sqft.
3 Beds, 2 Baths
$849,999
Picture of Lot 5 KEVAL GYAN WAY
Lot 5 KEVAL GYAN WAY WINCHESTER, VA
Living Area: 3057 Sqft.
5 Beds, 3 Baths
$850,000
Picture of Lot 1 KEVAL GYAN WAY
Lot 1 KEVAL GYAN WAY WINCHESTER, VA
Living Area: 5800 Sqft.
4 Beds, 4 Baths
$1,099,900
Picture of 436 WESTSIDE STATION DRIVE
436 WESTSIDE STATION DRIVE WINCHESTER, VA
Living Area: 2644 Sqft.
4 Beds, 3 Baths
$569,900
Picture of 407 JEFFERSON STREET
407 JEFFERSON STREET WINCHESTER, VA
Living Area: 2568 Sqft.
3 Beds, 3 Baths
$476,500
Picture of 133 MEADE DRIVE
133 MEADE DRIVE WINCHESTER, VA
Living Area: 2550 Sqft.
3 Beds, 3 Baths
$400,000
Picture of 534 N KENT STREET
534 N KENT STREET WINCHESTER, VA
Living Area: 1152 Sqft.
3 Beds, 2 Baths
$295,000
Picture of 146 BEELER LANE
146 BEELER LANE WINCHESTER, VA
Living Area: 2940 Sqft.
3 Beds, 2 Baths
$499,000
Picture of 318 E PICCADILLY STREET
318 E PICCADILLY STREET WINCHESTER, VA
Living Area: 1953 Sqft.
4 Beds, 2 Baths
$399,000
Picture of 236 BENTLEY AVENUE
236 BENTLEY AVENUE WINCHESTER, VA
Living Area: 1791 Sqft.
3 Beds, 2 Baths
$419,000
Picture of 218 FLANAGAN DRIVE
218 FLANAGAN DRIVE WINCHESTER, VA
Living Area: 4354 Sqft.
4 Beds, 5 Baths
$650,000
Picture of 199 MEETING HOUSE DRIVE
199 MEETING HOUSE DRIVE WINCHESTER, VA
Living Area: 3767 Sqft.
5 Beds, 5 Baths
$849,900
Picture of 109 GLEN RIDGE ROAD
109 GLEN RIDGE ROAD WINCHESTER, VA
Living Area: 1935 Sqft.
3 Beds, 3 Baths
$439,900
Picture of 229 SOLDIERS REST LANE
229 SOLDIERS REST LANE WINCHESTER, VA
Living Area: 3725 Sqft.
6 Beds, 5 Baths
$925,000
Picture of 415 QUAIL DRIVE
415 QUAIL DRIVE WINCHESTER, VA
Living Area: 1719 Sqft.
3 Beds, 3 Baths
$359,000
Picture of 108 MARTIN DRIVE
108 MARTIN DRIVE WINCHESTER, VA
Living Area: 997 Sqft.
2 Beds, 1 Bath
$285,000
Picture of 126 PLAINFIELD DRIVE
126 PLAINFIELD DRIVE WINCHESTER, VA
Living Area: 1456 Sqft.
4 Beds, 2 Baths
$329,900
Picture of 121 POE DRIVE
121 POE DRIVE WINCHESTER, VA
Living Area: 3514 Sqft.
4 Beds, 3 Baths
$644,900
Picture of 3221 LAUREL GROVE ROAD
3221 LAUREL GROVE ROAD WINCHESTER, VA
Living Area: 1450 Sqft.
4 Beds, 2 Baths
$325,000
Picture of 204 SHENANDOAH AVENUE
204 SHENANDOAH AVENUE WINCHESTER, VA
Living Area: 882 Sqft.
2 Beds, 1 Bath
$265,000
Picture of 111 MEADOWVIEW COURT
111 MEADOWVIEW COURT WINCHESTER, VA
Living Area: 1164 Sqft.
3 Beds, 2 Baths
$356,000
Picture of 815 PHEASANT DRIVE
815 PHEASANT DRIVE WINCHESTER, VA
Living Area: 960 Sqft.
2 Beds, 1 Bath
$245,000
Picture of 414 S CAMERON STREET
414 S CAMERON STREET WINCHESTER, VA
Living Area: 1802 Sqft.
3 Beds, 2 Baths
$405,000
Picture of 2003 SENSENY ROAD
2003 SENSENY ROAD WINCHESTER, VA
Living Area: 800 Sqft.
2 Beds, 1 Bath
$269,000
Picture of 3253 FRONT ROYAL PIKE
3253 FRONT ROYAL PIKE WINCHESTER, VA
Living Area: 1296 Sqft.
3 Beds, 2 Baths
$200,000
Picture of 207 WEST VIEW DR DRIVE
207 WEST VIEW DR DRIVE WINCHESTER, VA
Living Area: 4180 Sqft.
7 Beds, 5 Baths
$1,115,000
Picture of Lot 18 HONEYCRISP WAY
Lot 18 HONEYCRISP WAY WINCHESTER, VA
Living Area: 3484 Sqft.
4 Beds, 5 Baths
$1,485,000
Picture of 108 MAGPIE LANE
108 MAGPIE LANE WINCHESTER, VA
Living Area: 3200 Sqft.
3 Beds, 3 Baths
$615,259
Picture of 3339 N FREDERICK PIKE
3339 N FREDERICK PIKE WINCHESTER, VA
Living Area: 3378 Sqft.
5 Beds, 2 Baths
$329,000
Picture of 163 DENNY LANE
163 DENNY LANE WINCHESTER, VA
Living Area: 1152 Sqft.
3 Beds, 2 Baths
$339,990
Picture of 208 SHENANDOAH AVENUE
208 SHENANDOAH AVENUE WINCHESTER, VA
Living Area: 907 Sqft.
3 Beds, 1 Bath
$279,000
Picture of WEBSTER COURT
WEBSTER COURT WINCHESTER, VA
Living Area: 3200 Sqft.
3 Beds, 3 Baths
$603,790
Picture of 461 SKYLAR LANES WAY
461 SKYLAR LANES WAY WINCHESTER, VA
Living Area: 4124 Sqft.
6 Beds, 5 Baths
$689,900
Picture of 108 RAWLINGS AVENUE
108 RAWLINGS AVENUE WINCHESTER, VA
Living Area: 1884 Sqft.
4 Beds, 2 Baths
$459,000
Picture of 312 SHAWNEE AVENUE
312 SHAWNEE AVENUE WINCHESTER, VA
Living Area: 1325 Sqft.
3 Beds, 1 Bath
$295,000
Picture of 251 ROSSMANN BLVD
251 ROSSMANN BLVD WINCHESTER, VA
Living Area: 1971 Sqft.
4 Beds, 3 Baths
$565,000
Picture of 100 BROCKHAM COURT
100 BROCKHAM COURT WINCHESTER, VA
Living Area: 2284 Sqft.
4 Beds, 3 Baths
$575,000
Picture of 619 FARMINGTON BOULEVARD
619 FARMINGTON BOULEVARD WINCHESTER, VA
Living Area: 2023 Sqft.
4 Beds, 3 Baths
$575,000
Picture of 102 BROCKHAM COURT
102 BROCKHAM COURT WINCHESTER, VA
Living Area: 2023 Sqft.
4 Beds, 3 Baths
$560,000
Picture of 236 MILLER STREET
236 MILLER STREET WINCHESTER, VA
Living Area: 1978 Sqft.
3 Beds, 3 Baths
$475,000


Winchester, Virginia Real Estate Stats

Active Listings
:
330
Median List Price
:
$465,995
Median Days On Market
:
72
Median Price Sqft
:
214
Median Lot Size
:
11,326
Median Sqft
:
2,186
Median Year Built
:
2005

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