$519,408Average Value$258Average Price per Sq Ft62Homes For Sale
A homey Connecticut highway town
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 77 days on the market compared to the national average of 57 days. The median sale price for homes in Southbury, CT over the last 12 months is $370,000, down 5% from the median home sale price over the previous 12 months.
Move right into this fully renovated Ethan Allen with open floor plan. New Shaker style white cabinets and quartzite countertops in kitchen open to spacious living/dining room with brick fireplace and sliders to private deck overlooking woods. All new recessed lights througout. Two new fully tiled full baths with showers, new luxury vinyl flooring throughout, new heat pump system with central
Welcome to this fully renovated main level ranch style unit. Features include new oversized flagstone patio, New kitchen with white Shaker style cabinets, Island/breakfast bar, quartz counter tops, upgraded stainless steel appliances, pull out pantry, opens to spacious living-dining room with fireplace and sliders to patio. Two new full baths, fully tiled, including 5' shower in primary bathroom,
Nestled on a secluded cul-de-sac, this elegant colonial boasts three spacious bedrooms in the main house, complemented by a separate, two-bedroom, two-level in-law suite. The property is situated on professionally landscaped grounds, featuring a paved driveway and a three-car garage. The outdoor amenities are exceptional, including a heated in-ground saltwater pool with pool house, a scenic
STOP right here...before we go any further.. Imagine one-level living. Carefree living starts here - because life is meant to be enjoyed, not maintained. Heritage Village is a 55+ active community with 4 pools, tennis/pickle ball courts, many clubs, indoor gym & so much to explore. Enjoy this community while living in a professionally a updated 3-bedroom, 2 full bath condo with 1,716 square feet
Move right into this fully renovated Ethan Allen with open floor plan. New Shaker style white cabinets and quartzite countertops in kitchen open to spacious living/dining room with brick fireplace and sliders to private deck overlooking woods. All new recessed lights througout. Two new fully tiled full baths with showers, new luxury vinyl flooring throughout, new heat pump system with central
Experience refined, energy-efficient luxury in this meticulously maintained, 4 Bed, 2.5 Bath, 2,791 sq ft home, built in 2004 for comfort, privacy, and sustainability. Enjoy zero electric bills with a fully owned 60-panel solar system-no lease, no payments-plus double Tesla Powerwalls for seamless backup power and energy independence. A Tesla EV charger enhances the 3-car garage. Set against 20+
Welcome to easy, maintenance-free living in the award-winning 55+ community of Heritage Village! This beautifully updated, move-in ready 1-bedroom, 1-bath Carriage House-style unit is ideally situated in the heart of the community, just moments from Pool 1 and the community's many activities. Enjoy a bright, inviting interior featuring thoughtful updates throughout. The kitchen, bathroom,
Contractors, renovators, and dreamers-this is your opportunity to create something special. Set on 1.32 picturesque acres with a peaceful pond at the rear of the property, this rough and rustic house-barn is brimming with potential and country charm. A drilled well and septic system, installed in 1990 and reportedly hardly used, provide a solid starting point for your renovation plans. The home
Welcome you to this delightful cottage, where you'll enjoy charming "peek-a-boo" views of the lake and endless possibilities for making it your own. With a little imagination and some thoughtful updates, this property has the potential to become a charming place to lay some roots. Whether you're looking for a cozy weekend escape or a project with room to grow, this cottage offers a unique
Welcome home to one of the area's most inviting neighborhoods, where quiet streets are perfect for evening jogs, leisurely strolls, bike rides, and friendly conversations with neighbors. Offering space, versatility, and comfort, this expansive 3,500+ sq. ft. Colonial is complete with a 700 sq. ft. second-floor accessory apartment, ideal for in-laws or overnight guests. The apartment features a
Welcome to this beautiful end unit home in peaceful Heritage Village, a 55+ community. Tucked away at the end of a cul-de-sac, this unit offers privacy and direct access to nearby walking trails perfect for enjoying the surrounding nature. Inside, you'll find brand new kitchen appliances, fresh paint throughout, plush new carpeting, and an updated primary bathroom vanity area. Heritage Village is
This upper Mark Twain condo is ready for you to come and turn it into your dream home. Heating its cozy layout is a heat pump and working fireplace. With its amenities including four pools, a fully equipped gym, huge array of special interest clubs, pickleball and tennis courts, this sought-after, 55+ Heritage Village community will give you the opportunity to relax and enjoy your life in a condo
Welcome to this beautiful Cape Cod style home, perfectly set back. This inviting home features four spacious bedrooms and an updated kitchen complete with sleek stainless-steel appliances, making it ideal for both relaxing and entertaining. The finished basement offers even more living space and boasts a convenient walk-out that leads directly to your own private yard. Imagine enjoying gatherings
Welcome to this fully renovated main level ranch style unit. Features include new oversized flagstone patio, New kitchen with white Shaker style cabinets, Island/breakfast bar, quartz counter tops, upgraded stainless steel appliances, pull out pantry, opens to spacious living-dining room with fireplace and sliders to patio. Two new full baths, fully tiled, including 5' shower in primary bathroom,
Tucked away on over 5 private acres, this charming A-frame retreat offers the perfect blend of seclusion, character, and lifestyle. Surrounded by nature, the setting feels like your own personal escape while still being within close proximity to everything you need. Inside, the open floor plan creates an inviting and effortless flow, anchored by a warm and welcoming family room with a charming
Welcome to a bright and inviting 1 bedroom condo designed for easy living. The deck has privacy with desirable Southern exposure creating a warm and comfortable setting. Heritage Village is a very active 55+ community filled with convenience and low maintenance living, including 4 pools, tennis courts, clubhouse and 100 plus clubs and activities at your disposal. Whether you're looking to
Welcome to Heritage Village! This beautifully maintained Sherman model offers 2 spacious bedrooms and 2 full bathrooms, along with an upgraded eat-in kitchen perfect for everyday living. The open-concept living room and dining room combination creates a warm and inviting space for entertaining. Enjoy your private patio and backyard which features a patio surrounded by mature trees and seasonal
Enjoy this charming in-law unit nestled on private acreage, offering peaceful surroundings set back from the main road. Includes pool access during the summer months. Available immediately upon application approval. Pets considered on a case-by-case basis.
Beautifully updated Ethan Allen model with serene North Pond views. Located in desirable Heritage Village 55+ active community offering 4 pools, tennis & pickleball courts, clubhouse, security, and 100+ clubs and activities. Enjoy resort-style living in a vibrant, well-maintained setting. Available April 1, 2026.
This second-floor rental unit in Heritage Village, a 55+ community in Southbury, offers an appealing living space with golf course views. The unit features two bedrooms and two full bathrooms, providing ample storage. Conveniently, the garage is centrally located in a three-bay structure, offering a short walk to the private entrance. A single flight of stairs leads to the unit, where residents
PLEASE NOTE: INTERIOR PHOTOS TO COME NEXT WEEK! Set back from the road in a private, serene setting, this spacious Colonial offers the perfect blend of comfort and convenience. Featuring 3 bedrooms and 3 full bathrooms, the home is thoughtfully designed for both everyday living and entertaining. Enjoy a large deck overlooking the peaceful surroundings-ideal for relaxing or hosting gatherings.
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