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Winchester, MA Real Estate Guide

The town of Winchester in Massachusetts is known as a commuter town or a bedroom community. Most of the residents commute to work every day and come back to their Winchester homes to sleep. As such, it's a community filled with condos, townhouses, and luxury apartment complexes and is densely populated. In addition to these residences, there are a number of historically significant and custom homes as well. Whether you're a commuter or you’re looking for your dream home, Winchester homes for sale or apartments for rent are sure to satisfy your real estate desires! 

Luxury and Style in Winchester

On almost every street in this town, you'll find Winchester apartments that will be perfect for putting your feet up after a long day as well as entertaining on the weekends. There are condos and townhouses both standing alone and in complexes as well as other Winchester rentals that make living in this town a luxury experience. The main streets like Church Street, Main Street, Mt. Vernon, and Highland Avenue near the border of town all have several choices for many different styles and personalities. 

Customization and Historical Significance

If you're not looking for something in a townhouse, condo, or apartment setting, there are also custom homes and historically significant properties in different areas around town. There is no designated "historical area" or street. These houses are mostly mixed in with the others, although the large properties do set them apart and give them space.

  • On Rangely Road, Winchester real estate enthusiasts will find the historically significant Colonial Revival of the early 1900s constructed by Edwin Ginn. History buffs will enjoy the beauty of this updated property as well as the rich story of its background. 
  • On Aristotle Drive, there is a must-see custom built Colonial that offers several amenities exclusive to this property. Some people don't want something that's like everything else and in this case, you'll find something one of a kind. 
  • On St. Thomas More Drive, an architectural dream sits on a beautiful lot, custom built with care and artistic conviction.
This is only a cross section of the exclusive types of properties that Winchester real estate offers. These are specific listings that could be sold at any moment but there are several others in many different areas of the town and each one makes that area even more sought after. 

Life in Winchester MA

Winchester is an affluent town with many upstanding citizens that enjoy the amenities that the town has to offer. There is a country club with a golf course, a swim and tennis club, as well as boating, a tavern, and all kinds of town festivals and events throughout the year. Owning Winchester real estate also offers the esteem of being part of the town's green initiative. Winchester has been recognized as a "Green Community" with energy efficient homes, solar power initiatives, and even LED street lights that save on energy costs for the town. It makes every home owner feel good about living in Winchester!


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