Berkshire Estates Real Estate

Welcome to Berkshire Estates, a hidden gem nestled in the picturesque town of Southbury, Connecticut. Located in New Haven County, this charming neighborhood offers a perfect blend of suburban tranquility and modern convenience, making it an ideal place for families, retirees, and everyone in between.

Berkshire Estates is characterized by its beautifully landscaped streets, lined with stunning homes that reflect a variety of architectural styles. The neighborhood exudes a warm, welcoming ambiance, where neighbors become friends and community spirit thrives. With spacious lots and well-maintained properties, residents enjoy a sense of privacy while still being part of a vibrant community.

Nature lovers will appreciate the proximity to the breathtaking landscapes of Southbury. Explore the scenic trails at nearby parks, such as the Southbury Town Park and the Pomperaug River, perfect for hiking, biking, and picnicking with family and friends. The area also boasts several recreational facilities, including sports fields and playgrounds, ensuring that there’s always something to do.

Berkshire Estates is conveniently located near local shopping, dining, and entertainment options. Residents can enjoy a variety of restaurants, cafes, and boutiques, all just a short drive away. Additionally, the neighborhood's easy access to major highways makes commuting a breeze, providing residents with quick connections to nearby cities and attractions.

With its serene atmosphere, strong community ties, and convenient amenities, Berkshire Estates is more than just a neighborhood; it’s a place to call home. Come discover the charm of Berkshire Estates and envision your future in this delightful Southbury enclave.

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! Highest and Best by Tuesday, 9/8/2026 at 5:00pm.

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.