Winchester, Virginia

Winchester​ VA Real Estate, Winchester​ area and Community Information

Winchester, Virginia, is a prosperous community about 75 miles west of the nation's capital. Winchester is the home of Shenandoah University, and its population is now approximately 28,000. The area's heritage as a one-time home to many apple orchards has been commemorated by artistic renderings of apples that now appear throughout the community. Since 2005, approximately 20 large apple sculptures have been permanently exhibited around town.


This area was long respected by Native Americans as a sacred hunting ground. Settlers of European descent arrived in the early 18th century. Col. George Washington designed Fort Loudoun in 1756. The original fortification occupied about an acre in what is now downtown Winchester.

Parks and Recreation

Jim Barnett Park is located right next to Shenandoah University. Those that invest in Winchester real estate can enjoy both indoor and outdoor pools, outdoor basketball courts, baseball diamonds and even a disc golf layout. Enthusiasts can head out to the BMX track, and anglers can go fishing on the lake. The recreation center here also offers residents with Winchester properties a full gymnasium.

Attractions and Activities

Ring the doorbell at Stonewall Jackson's Headquarters in Winchester, and you'll be greeted by a docent in period dress. The restored structure includes numerous Civil War artifacts that were actually used by Stonewall Jackson himself. The tour is very thorough, and the photo opportunities are excellent.

The Glen Burnie Historic House and Gardens offers beautiful gardens surrounding an historic residence.

Residents can attend theatrical productions in an intimate venue in a converted historic train depot called the Winchester Little Theater. The local community theater puts on events throughout the year that are inevitably well-attended.


Every year, over a quarter-of-a-million people attend one of northern Virginia's major festivals right in Winchester. From late April until early May, the ten-day Shenandoah Apple Blossom Festival fills the local calendar with numerous activities. There's a parade, carnival, 10k run, dancing and the crowning of the Apple Blossom Queen.

The growth of the Winchester community has resulted in a nice mix of Winchester homes for sale that a member of our team can discuss with you. Winchester VA real estate often includes newer construction in modern subdivisions. Such Winchester VA homes often include more than 2,500 sq-ft of living space, energy-efficient designs and multi-car garages. A Winchester home buyer looking for luxurious real estate in Winchester will find homes for sale in Winchester on multi-acre lots and upscale amenities. Contact our team and we can tell you more.

Wendy Conner
Wendy Conner
Realtor, Associate Broker
1682 S Pleasant Valley Road Winchester VA 22601