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A dream city in the Shenandoah Valley

  • Picturesque
  • Unique
  • Historic
  • Shopping
  • College
  • Festivals
  • Mountains

If you could design your dream city, would it include treasured historic sites, great shopping, an excellent location, beautiful parks, a popular university, and cozy neighborhoods tucked among rolling green hills? If so, then Winchester is a dream-come-true. Winchester was settled around 1729, and the town was officially chartered in 1752. The city played a role in three major wars: the French and Indian War, the American Revolution, and the Civil War. The Kernstown Battlefield, located on the Pritchard-Grim Farm, includes the 1854 Pritchard House. The Civil War battlefield park covers 350 acres and offers guided tours.

Old Town Winchester is a fantastic location to have as your backyard. This area features a brick-paved pedestrian mall lined with historic architecture, courtyards, and terrific shops and restaurants. It is the site of community events, including outdoor movies, the Haunted Pub Crawl, food and wine tours, a seasonal farmers market, Oktoberfest, and the Old Town Holiday Parade. The Shenandoah Apple Blossom Festival is held annually in Winchester, a huge event that attracts nearly 250,000 visitors a year and includes parades, a carnival, a wine festival, live music, and a 10K race.

The oldest house in Winchester, Abram's Delight, was built in 1754. This historic house museum is a state landmark and is listed on the National Register of Historic Places. It is located near Shenandoah University, a private liberal arts university that was established in 1875. Hikers can access the Appalachian Trail from Winchester, and Jim Barnett Park features a disc golf course, a fitness trail, indoor and outdoor swimming pools, a playground, the Winchester BMX, and ball fields. Shopping destinations include Winchester Station and the Apple Blossom Mall.

Explore the City

The historic Handley Library was built in 1913

A sunny day at Wilkins Lake

Rent Trends

As of September 2018, the average apartment rent in Winchester, VA is $1,074 for a studio, $924 for one bedroom, $1,027 for two bedrooms, and $1,216 for three bedrooms. Apartment rent in Winchester has decreased by -0.8% in the past year.

Beds Avg Sq Ft Avg Rent
Studio 700 $1,074
1 BR 671 $924
2 BR 952 $1,027
3 BR 1,167 $1,216


45 Walk Score® Car-Dependent

Top Apartments in Winchester

  1. The Lofts at Jubal Square, 1-2 Bed, $1,350 - 1,365
  2. Preston Place - Tax Credit, 2-3 Bed, $906 - 1,041
  3. Peppertree Apartments, 1-2 Bed, $1,074 - 1,352
  4. Woodstock Terrace, 2 Bed, $950
  5. Fort Collier Terrace, 1-3 Bed, $750
  6. Morgan Apartments, 2 Bed, $950
  7. 121 Fay St, 1-3 Bed, $750 - 1,025
  8. Cedar Hill Apartments, 2 Bed, $1,125 - 1,275
  9. Executive Suites, 1 Bed, $1,300


280 Apartments Available

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Apartments for Rent in Winchester, VA

You searched for apartments in Winchester, VA. Let help you find the perfect rental near you. Click to view any of these 280 available rental units in Winchester to see photos, reviews, floor plans and verified information about schools, neighborhoods, unit availability and more. has the most extensive inventory of any apartment search site, with over 149 thousand currently available apartments for rent. You can trust to find your next Winchester rental.


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