Berkshire Estates Real Estate

Welcome to Berkshire Estates, a hidden gem nestled in the picturesque town of Southbury, Connecticut, within the charming New Haven County. This delightful neighborhood is a perfect blend of serene suburban living and vibrant community spirit, making it an ideal place to call home.

Berkshire Estates is characterized by its lush landscapes, tree-lined streets, and well-maintained properties, creating a warm and inviting atmosphere. Residents enjoy a sense of tranquility while being just a stone's throw away from the bustling amenities of Southbury. The area boasts a variety of recreational opportunities, including nearby parks, walking trails, and access to beautiful lakes, perfect for outdoor enthusiasts and families alike.

One of the standout features of Berkshire Estates is its strong sense of community. Neighbors often come together for seasonal events and gatherings, fostering friendships and a welcoming environment. Families will appreciate the highly-rated schools in the area, which are known for their commitment to academic excellence and community involvement.

For those who enjoy shopping and dining, Southbury offers a diverse selection of local boutiques, cafes, and restaurants, ensuring that you’ll never run out of options to explore. Additionally, the neighborhood’s convenient access to major highways makes commuting to nearby cities a breeze.

Whether you’re looking for a peaceful retreat or an active community, Berkshire Estates has something for everyone. Come discover the charm and beauty of this exceptional neighborhood, where your dream home awaits!

Newest Listings in Berkshire Estates

$850,000

4 Beds ⋅ 3 Baths ⋅ 24204565 MLS

There's nothing quite like being the first to call a home yours. Currently under construction and thoughtfully designed with today's lifestyle in mind, this beautiful new Southbury home combines fresh, modern finishes, an open and inviting interior, and a gorgeous level piece of property in an incredibly convenient location. Step inside to a bright, open floor plan featuring beautiful hardwood flooring and quality finishes throughout. The spacious, flowing layout creates an effortless connection between living, dining, and entertaining spaces, with a clean, timeless design that feels both elevated and comfortable. Outside, the beautiful level lot offers plenty of room to enjoy-whether you envision outdoor entertaining, a future patio, play space, gardens, or simply a great backyard to call your own. And the timing couldn't be better. With construction underway and completion anticipated before the holidays, you could be celebrating the season in a brand-new home without the long wait typically associated with new construction. Ideally located in desirable Southbury with easy access to I-84, shopping, dining, recreation, and everything the area has to offer, this home delivers the perfect combination of new construction, beautiful surroundings, modern living, and everyday convenience. Brand new. Beautifully finished. Ideally located. Come make it yours and be home for the holidays!

435 Berkshire Rd, Southbury

$399,900

3 Beds ⋅ 2 Baths ⋅ 24203069 MLS

Welcome to 42 Berkshire Road, a charming 3-bedroom, 2 bath ranch! The upper level has a large bright living room with a window seat framed by bookcases and a cozy fireplace to warm your winter nights. There are 2 bedrooms, a full bath, kitchen and dining area with French doors leading to a patio. Heading down the spiral staircase to the lower level you are welcomed into a large living/family room. This level has a full bath, kitchenette, bedroom and a slider to the deck for relaxing, barbeques, or gazing at the stars. Perhaps a primary suite or guest lodging, lots of possibilities. The shed is large enough to store your outside furniture and gardening tools. Convenient to I-84. An Absolute must see!

42 Berkshire Rd, Southbury

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.