N/A Homes with Region 4 Middle school

Welcome to Chester, Connecticut—a picturesque town nestled in the heart of Middlesex County, where charming New England vibes meet modern living. Known for its rich history and vibrant community, Chester offers a delightful blend of quaint shops, scenic parks, and a welcoming atmosphere that makes it an ideal place to call home.

One of the standout features of this lovely town is its exceptional educational opportunities, particularly for families with school-aged children. Homes in Chester are served by Region 4 Middle School, which is renowned for its commitment to academic excellence and fostering a supportive learning environment. Parents can feel confident knowing their children are receiving a top-notch education, with dedicated educators and a curriculum designed to prepare them for future success.

The neighborhood itself boasts a variety of beautiful homes, from charming colonial-style houses to modern new builds, each with its unique character and appeal. Whether you're looking for a cozy cottage or a spacious family home, Chester has something to suit every taste and budget.

Beyond the homes, Chester is bursting with recreational activities. Enjoy leisurely strolls along the Connecticut River, explore the picturesque hiking trails, or participate in community events that bring residents together. With its friendly atmosphere and beautiful surroundings, Chester is not just a place to live; it’s a place to thrive.

Discover the magic of Chester, where quality education and a close-knit community create the perfect backdrop for your family’s next chapter. Welcome home!

Newest N/A Homes with Region 4 Middle school

$875,000

3 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24210144 MLS

A truly special Chester Village treasure! Beautifully nestled in a private, peaceful neighborhood on a desirable cul-de-sac with no through traffic. This pristine home offers an exceptional blend of timeless character, refined comfort, and an enviable location less than a half-mile stroll to Historic Downtown Chester. From the moment you enter, the warmth and elegance are unmistakable. The gracious living room features a stunning paneled wall, gorgeous fireplace, and beautiful wide board hardwood floors. The elegant formal dining room is perfect for intimate dinners or festive gatherings. The inviting kitchen is a true focal point, offering a generous island with granite countertops and its own fireplace. Three bedrooms and two full baths are privately located on the second floor, while convenient main-level laundry adds to the ease of everyday living. The newly finished lower level provides versatile living space-ideal for a family room, media room, office, gym, or private retreat. Outside, the beautifully landscaped grounds create a private oasis with a charming gazebo, patio, and handsome stone walls. A wonderful setting for summer entertaining, cozy autumn evenings, or simply enjoying the tranquility of your own backyard. Come discover this exceptional home and experience the good life in Historic Chester Village. Professional photos will be added soon.

15 Hickory Hill Dr, Chester

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.