Wilson Heights – Chesapeake

Welcome to restful Wilson Heights. There are some fantastic values to be found in the highly sought after Great Bridge area of Chesapeake. Many of those great values can be found right here in beautiful Wilson Heights. The peaceful area of Wilson Heights is home to many gorgeous ranch and traditional style homes averaging 2300 square feet of charming living space.

 Wilson Heights has a bit of history behind it, tranquil Old Drive was one of the first streets developed in the Great Bridge area for homes. Billy Wilson, brother of Ann Old, developed a portion of Old Drive in the early 1950′s from the cozy family farm he and his sister owned, and as a result a few comfortable houses were built.

T. Ray Hassell, III. bought the remaining farm land and developed homes, naming it Wilson Heights in honor of Billy Wilson’s family. To honor T. Ray Hassell’s contributions to Great Bridge, the Great Bridge Bypass is named after him. His widow, Ann, remained living in Wilson Heights.

Built on lots of nearly ½ of an acre, there are not many communities as peaceful as Wilson Heights. Filled with scampering squirrels, chirping song birds, and the sound of children, you will truly feel relaxed in the spacious yard of your new welcoming Wilson Heights home.

Just off of fast growing Cedar Road, near Battlefield Boulevard South, Wilson Heights is conveniently located near Chesapeake City Hall and many shopping, dining, and banking options. Yet, you feel secluded from the hustle and bustle of fast paced city life in unruffled Wilson Heights. Because Wilson Heights is so near city hall, convenient public transportation is within walking distance of your new home.

Wilson Heights is located in the desired Great Bridge High School district of Chesapeake, which is the home of the Great Bridge Wildcats. The Wildcats have been known for their winning wrestling team for many years, they hold the record for thelongest streak of consecutive state titles won by any Virginia high school in any sport.

Some notable Alumni of Great Bridge High School include US Congressman Randy Forbes; Larry Griffin, Carlton Powell, and Ken Barefoot of the NFL; Mark Davis of the NBA; Justin Upton of MLB;

From Wilson Heights, you are within walking distance of the amazing and relaxing Intra Coastal Waterway. The Intra Coastal Waterway which was originally built for commercial use, is now booming with fun-filled recreational activity. Alongside of the Intra Coastal Waterway, you will find peaceful Locks Park, a great place for a picnic or just a stroll.

If you would like to view a property in Wilson Heights, or the surrounding area, please call Keffer Realty. Any Keffer Realty agent will happily assist you in purchasing a home in Wilson Heights with no charge for our services. We value our Buyers, and we would love to work with you today. We look forward to hearing from you.


  1. Linda Barrett says:

    Love the bit of history that you throw into your blogs. Wilson Heights sounds nice.

  2. Carlos Munez says:

    Wilson Heights is in a great area of Chesapeake. I agree with Linda, nice to know some history behind the community.

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Alan M. Keffer | Broker | 409 Slate Street | Chesapeake, Virginia | 23322
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