Homes & Houses For Sale By Owner In Winchester, Virginia (375)

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Learn More About Winchester, Virginia

Currently there are 237 homes for sale, 129 vacant land for sale and 4 townhomes for sale

Background on Winchester, Virginia
Winchester is an Independent city that is in the Northwestern portion of the Commonwealth of Virginia. Winchester is the county seat of Frederick County. Winchester is also the principal city of the Winchester, Virginia – West Virginia Metro Statistical Area. The population here as of 2017 was just under 28,000, up from just over 26,000 in 2010. According to the United States Census Bureau, Winchester is approximately 9 square miles in size. The climate here is characterized as humid subtropical. The summers here tend to be warm and humid, hence the name “humid subtropical.” The winters here tend to be very cold. The coldest part of the year here is from the very end of November until the beginning of March when the daily average high is just 50 degrees. The average low for this time of year is just 26 degrees. So it does tend to get cold here but the summer months definitely make up for that. The hottest part of the year here is from the tail end of May until mid September. During this time the daily average high is just around 80 degrees. The average low for this time time is a very comfortable 67 degrees. As previously mentioned the weather here varies from season to season but it rarely goes below 12 degrees here during the winter or about 95 during the summer.

Apple Blossom
Here in Winchester you will find something called the “Shenandoah Apple Blossom Festival” which is a festival that has been in existence since the year 1924. This event typically takes place during the first weekend of May. This festival is truly incredible with all of its activities. There is a firework show, carnival, parades and a coronation where the Apple Blossom Queen is crowned. This event sounds like something right out of a Hallmark movie. This festival is such a big deal here in Winchester that many businesses and schools close on the Friday before the event to prepare for it. If you live in the Winchester area, this event is something you need to experience at least once!

Winchester and the Civil War
Winchester was the site of several battles that took place during the American Civil War. So that means that Winchester is mentioned in history textbooks all over the United States. Crazy to think about, right? Here are the battles that took place here in Winchester between the years 1862 through 1864. “The First Battle of Kernstown” took place on March 23rd, 1862. “The First Battle of Winchester” took place on May 25th, 1862. “The Second Battle of Winchester” took place on June 13th through the 15th of 1863. “The Second Battle of Kernstown” took place on July 24th, 1864 and “The Third Battle of Winchester” took place here on September 19th, 1864. There are also several other battles that took place in nearby areas between the months of July and October of 1864.

Subdivisions Here in Winchester
There are many subdivisions here for you to pick from when moving or relocating to Winchester. If you are looking for an adult community (55 and over) look no further than “Cottage Glen.” This new community offers homes with open floor plans and high-end finishes like granite countertops and stainless steel appliances. If you are looking for a more established neighborhood there is “Fieldstone.” This subdivision offers single family homes as well as townhomes. The townhomes here are quite large and are just as big as some of the single family homes here with three bedrooms and three and a half bathrooms. These are just a couple of the amazing subdivisions available here in Winchester for you to check out.

Major Highways and Transportation in Winchester
Here in Winchester there are a few roads that serve the area. There is U.S Route 11, U.S Route 50, U.S Route 17 and U.S Route 522. If you prefer to not drive, there is “Winchester Transit” which runs six days a week. It makes stops at Valley Ave, Apple Blossom Mall, Berryville Ave, Northside – Salvation Army, South Loudoun, Trolley, Amherst Street as well as Northside – Westminister Canterbury. Since Winchester is relatively small having a transit system that operates six days a week really helps people get around who do not have access to a car.

Winchester is a wonder, small city that has so much to offer potential homebuyers. There is an abundant amount of real estate available here as well as a rich history that can be found in any middle or high school textbook. Make sure to check out Winchester when thinking of moving to Virginia!

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How is that even possible? It works because we broaden the audience for your home to people that would be otherwise uninformed.

ByOwner not only lists your property with the local Multiple Listing Service (MLS) for any given city, we also engage the most utilized search engines and the more popular real estate gateway sites, including Trulia, Zillow,, MSN, AOL, Bing, Yahoo, and Google. Meanwhile, once the house is added to the MLS, the FSBO listing appears alongside homes listed on broker sites, specifically ReMax, C-21, Coldwell Banker, ERA, Redfin, Movoto, Keller Williams. This is standard practice among brokerages since sites like this generally display all MLS listings.

As a general rule, sellers who use ByOwner conserve over $15,000 when all is said and done. We give For Sale By Owners the apparatus and noticeability they need while, simultaneously, greatly diminishing the cost of the sales transaction. As of now (02/27/2024), our Winchester collection of market data shows 374 properties. We have 237 single-family homes for sale by their owners.

If you are thinking of selling your Winchester home fast, try our flat fee listing service, Our list fees start at $499, and may save you $15,000 in real estate commissions. Click here to start saving.

Disclaimer: Listing broker has attempted to offer accurate data, but buyers/lessees are advised to confirm all information IDX information is provided exclusively for consumers' personal, non-commercial use that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate by the MLS. The MLS may, at its discretion, require use of other disclaimers as necessary to protect Participants and/or the MLS from liability.
This data up-to-date as of [02/27/2024]