Incorporated in 1787, Southbury, Connecticut, provides modern conveniences while preserving its bucolic feel. “We have four exits on a major highway, but we’re still able to maintain a very homey atmosphere,” says Southbury First Selectman Jeff Manville. He’s a lifelong resident whose great-grandfather was the town’s first doctor. “When they get off the highway, citizens feel like they’re home right away.” Southbury provides high-value housing, considering its distance to significant commuter destinations. New Haven, Hartford and New York City are all within about 50 miles. “People have found the standard of living was worth the time it took to get to New York,” Manville says. Homebuyers are also drawn to the town’s highly rated school system, award-winning Main Street and various outdoor amenities.
From Italian eats to grass-fed burgers
While Southbury brims with rural charm, there's plenty of convenience and recreation within the town limits. Main Street has an excellent array of eateries, like Laurel Diner. This retro roadside stop serves all-day breakfast and lunch and is often swarmed on weekends. “Years ago, I could easily get breakfast on Saturday or Sunday morning. Now, you’ve got to wait in line — it’s a big hit. All their hamburgers are made from grass-fed beef. They buy their beef from my farm!” Manville says. Down the road, Mercato Italian Kitchen and Bar serves small plates like truffle parmesan fries and Italian classics like robiola and burrata. It's right next to the Riverview Cinemas 8, where visitors watch mainstream Hollywood fare from cozy recliners. Locals can grab groceries from two supermarkets in town: Stop & Shop to the north and ShopRite to the south.
Mercato Italian Kitchen & Bar serves small plates and classic Italian entrees in Southbury.
Burgers with grass-fed beef are a specialty at Laurel Diner in Southbury.
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Riverside parks and athletic facilities
The Housatonic River flows alongside Southbury to the west, eventually draining into the Long Island Sound. Along the river are several outdoor destinations, including Bent of the River Audubon Center. Hikers can traverse about 15 miles of wooded and meadowed trails in this 700-acre nature sanctuary. Settlers Park fills 68 acres in north-central Southbury with athletic facilities, a playground and a community garden. Visitors can also fish on the Pomperaug River.
Bent of the River Audubon Center features hiking trails along the Pomperaug River in Southbury.
Settlers Park in Southbury has a playground and multiple athletic fields.
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Condos, Colonial Revivals and custom builds
Nearly 20,000 people live in Southbury in a variety of residential communities. One of these, the Russian Village Historic District, was founded in 1923 as a sanctuary for Russian immigrants fleeing the Bolshevik Revolution. Another, Heritage Village, is one of the country's largest and oldest 55-and-over communities. Water features and trails run throughout this 1,000-acre community, which features over 2,500 condominiums. These start at around $200,000 for two-bedroom units. Detached homes in Southbury include many Colonial-style and New Traditional constructions, plus some larger custom or historic houses. The median home price is about $575,000, which could buy a four-bedroom Colonial Revival nearing 2,400 square feet. Prices top out at around $1.75 million for a seven-bedroom early-1900s Victorian build on nearly 4 acres.
There are two-bedroom condos in the Heritage Village retirement community in Southbury.
Colonial Revival homes such as this one are common in Southbury.
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Some of Connecticut's best public schools
Southbury is served by the Pomperaug Regional School District 15, which has an A-minus rating on Niche. It’s particularly lauded for its academics, teachers and college prep. Students can attend one of four elementary schools, including Gainfield Elementary, and two middle schools, including Rochambeau Middle. They eventually progress to Pomperaug Regional High School, which offers a variety of educational pathways. These include career and technical education pathways and a fine arts program. The school also has robust athletics programs; it's common to see community support on game nights for all its teams. Gainfield Elementary, Rochambeau Middle and Pomperaug Regional High all have A-minuses from Niche. “There are also very good private schools within close distances if you should choose,” Manville adds. These include The Frederick Gunn School, a nearly 175-year-old boarding and day school about 9 miles north of town.
About 350 children from Southbury attend Gainfield Elementary School.
About 1,100 teens attend Southbury's Pomperaug High School.
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Convenient for commuters and day-trippers alike
While there is plenty to do in town, Interstate 84 runs through the center of Southbury, so commuting for work or play is easy. Realtor Marian Van Egas of Berkshire Hathaway New England Properties says it’s a popular area for New York commuters. "It's more of a rural area with suburban neighborhoods and excellent conveniences," Van Egas says. "We have it all." Manville adds that Southbury is conveniently located for day trips to the Berkshires and other New England landmarks.
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GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
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On average, homes in Southbury, CT sell after 75 days on the market compared to the national average of 55 days. The median sale price for homes in Southbury, CT over the last 12 months is $395,000, up 5% from the median home sale price over the previous 12 months.
This four-bedroom, four-full-bathroom residence at 282 Laurelwood Lane in Southbury offers over 4,000 square feet of living space, including a finished walk-out lower level. The custom-built home by Eric Strachman features a welcoming foyer, detailed woodworking, hardwood floors, and built-in elements. Eric Strachman, known for building custom homes since 1984, emphasizes quality materials and
PRICE IMPROVEMENT! Welcome Home! This beautifully maintained Colonial/Farmhouse-style home perfectly blends classic charm with modern comfort. Conveniently located near shopping, major highways, and everyday amenities, this move-in-ready property offers spacious living and thoughtful updates throughout. The main level features beautiful hardwood floors, a fully remodeled kitchen, cozy fireplace,
Move right into this fully renovated Sherman on sought after Krueger Circle location. Level short walk with no steps to nearby garage. Beautiful south facing patio. Gorgeous new kitchen with Shaker style white cabinets, quartzite countertops and upgraded stainless steel appliances. New luxury large primary bath with huge shower and double sinks. New main bath with 5' shower, new luxury vinyl
This four-bedroom, four-full-bathroom residence at 282 Laurelwood Lane in Southbury offers over 4,000 square feet of living space, including a finished walk-out lower level. The custom-built home by Eric Strachman features a welcoming foyer, detailed woodworking, hardwood floors, and built-in elements. Eric Strachman, known for building custom homes since 1984, emphasizes quality materials and
This stunning and simple Sherman model condominium is located in Heritage Village, a 55+ active adult community in Southbury. The unit offers two bedrooms and two full bathrooms within 1,432 square feet of living space, designed for comfortable, single-level living. Situated in the peaceful Hill Top area of Heritage Village, the condo provides a serene environment. The interior boasts beautiful
Make your move now and embrace the carefree lifestyle you've been dreaming of in this Sherman end unit, ideally located in the award-winning active 55+ community of Heritage Village. Offering comfortable one-level living, this inviting home features attractive laminate flooring throughout the main living areas and a spacious eat-in kitchen with granite countertops, soft white shaker cabinetry,
PRICE IMPROVEMENT! Welcome Home! This beautifully maintained Colonial/Farmhouse-style home perfectly blends classic charm with modern comfort. Conveniently located near shopping, major highways, and everyday amenities, this move-in-ready property offers spacious living and thoughtful updates throughout. The main level features beautiful hardwood floors, a fully remodeled kitchen, cozy fireplace,
Welcome to 60 Old Field Road! This light-filled Contemporary Cape style home blends timeless charm with modern updates. Featuring hardwood and ceramic tile flooring, beautiful wood trim, solid wood doors, and fully renovated kitchen with granite countertops, recessed lighting, crown molding and ceiling fan. The upstairs bath offers both a Jacuzzi and separate shower. Whole house security system
Move right into this fully renovated Sherman on sought after Krueger Circle location. Level short walk with no steps to nearby garage. Beautiful south facing patio. Gorgeous new kitchen with Shaker style white cabinets, quartzite countertops and upgraded stainless steel appliances. New luxury large primary bath with huge shower and double sinks. New main bath with 5' shower, new luxury vinyl
This well maintained "Country House" model is located in the Hilltop area of the much sought after 55+ Heritage Village community. This condo is not too far a distance from the pool and pickleball courts. It offers a lovely, private back yard with an expansive lawn area. Wood floors throughout and newer windows and sliders. Easy walk from garage and lots of guest parking.
Nestled on a private, fenced .94-acre lot in one of Southbury's desirable neighborhoods,this beautifully updated New England Cape offers warmth, character, and thoughtfully designed living spaces throughout.The main level features a spacious living room centered around a cozy pellet stove, creating a warm and welcoming gathering space.The updated kitchen offers quartz countertops, center island,
Welcome to this beautiful Colonial, perfectly situated on a quiet, private road in one of Southbury's most desirable locations. This move-in-ready home blends timeless charm with modern amenities, featuring newly refinished hardwood floors and fresh paint that bring warmth and elegance throughout the main living spaces. Designed for both everyday living and entertaining, the home boasts a
Enjoy peaceful, one-level living in this lower Mark Twain model, tucked into a private setting in Southbury's desirable Heritage Village 55+ community. Offering 1,076 square feet, this 2-bedroom, 2-bath home features a spacious open living and dining area centered around a classic brick fireplace. Sliding doors lead directly to a covered patio and grassy backyard bordered by mature woods, an
Year-round living with water views, beach and dock access just steps from your door! Welcome to 1 Algonquin Trail, a charming cottage offering the relaxed feel of a waterside retreat with the comfort of a home to enjoy in every season. Inside, vaulted ceilings, exposed beams and natural stone accents add warmth and character, while the open floor plan connects the kitchen, dining and living
Located on the quiet end of East Hill Road with guest parking just behind the condo and a short walk to pool 4 and the pavilion, the condo is sited in a way that makes you feel like you have a corner unit. Inside, you can find ways to fill the huge coat closet to your left before turning right to lust over the renovated kitchen with its cozy eating space, newer stainless appliances, and multiple
Electric for this house is included for this very Spacious Cape located on a Cul de Sac, Center of Southbury, easy access to walking path and just across the street from Southbury Library. , The House offers Multi-Generational Living Possibilities, on the Main Level you find Living Room, Country Kitchen, a Full Bath with 2 Bedrooms, the Upstairs Floor offers: 2 Large Bedrooms and a Full Bath and
Rare rental opportunity in desirable Heritage Circle! This beautifully remodeled 2-bedroom, 2-bathroom end-unit condo offers privacy, comfort, and convenience in a peaceful non-age restricted community in Southbury. A prime location tucked away in a quiet private setting, the home offers a lovely rear patio, one-car garage, and an additional parking space. The remodeled eat in kitchen
Are you looking for a weekend pied a terre or an easy, minimalist rental with nothing to do but move in? Here is a unique opportunity to rent a chic, fully furnished cottage that is currently used by the owners as a guest house. Located in a secluded parklike setting with views of a pond and gardens. Enter the front door to the great room which has been divided into a cozy sitting area and
A Berkshire Model for rent in Heritage Village, a known fifty-five plus community located in Southbury, CT. This 3 bedroom 2 full bath rental comes fully furnished and is a short term rental. So if your building that home or looking for a place to buy why not rent till you find it? This is located right off of New Wheeler and East Hill Rd, very convenient and easy to find. Water and sewer, cable
This rental is in a 55+ community, so someone on the lease must be at least 55 years of age. All tenants can access all of the amenities that make Heritage Village so special. When you enter the front door, the public areas are down a short set of steps, while the bedrooms and one full bath are located upstairs. On the main level you'll find a gorgeous gourmet kitchen with easy care Caesarstone
Available for November 1st. Welcome to your peaceful escape with water views and an oversized deck! This two bedroom, two bath home is nestled in a quiet, natural setting, the property features a wrap-around deck that invites you to relax and take in stunning water views year-round. Inside, the home offers an open and comfortable layout-perfect for both everyday living and weekend entertaining.
Unique rental opportunity overlooking historic Mitchell's farm and Lake Zoar. 3 bedroom and 2 full bath dwelling with attached plus sized one car garage underneath. Elevator from garage to second floor living space. Kitchen open to LR/DR and also includes a large pantry. Plenty of parking and views of fields and the lake in the distance.
Enjoy peaceful pond views, bright sunlight, and a maintenance-free lifestyle in this beautifully updated 2-bedroom, 2-bath condo located in Southbury's sought-after 55+ community. Sip coffee outside on the patio with an overhang or on the porch swing as you watch the sunrise in this private nook of Heritage Village with no views of any other condos! Eat-in kitchen, combination dining and living
Absolutely incredible 2 bedroom cottage on a 30+ acre gentleman's farm in Southbury's "Purchase" area just a mile from Lake Lillinonah. Only 80 miles from NYC. Fully furnished with high-end finishes throughout the home. Open concept with the luxurious kitchen facing the great room. Kitchen includes granite counters and stainless-steel appliances. Incredible views of the pastures and woods are
Enjoy the amenities Heritage Village has to offer while renting an award winning, peaceful, maintenance free, 55+ active community. Updated with new appliances, this 2 bedroom, 2 full bath Heritage model has private wooded views from the deck, level short walk from garage, mailbox and multiple guest parking. Community features activity buildings, club house, art studio, woodworking, fitness
Rarely available direct waterfront rental! This highly desirable "Berkshire" model is located in the premier 55+ Heritage Village active adult community. Nestled in the peaceful Winship neighborhood, this spacious 3-bedroom, 2-bathroom single-level ranch offers stunning, unobstructed views of the pond and its seasonal fountain. Enjoy true maintenance-free living with flat, step-free access from
Beautifully renovated home with lovely view of Lake Zoar ! Open floor plan, shows like new! Lots of room for storage. Gorgeous hardscaping and good sized deck. Walk to water and boat launch! Shed is used by owner only.
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