$438,508Average Value$279Average Price per Sq Ft16Homes For Sale
Tight-knit community in New Haven County
“Tight-knit” and “comfortably secluded” are words used to describe Seymour, a New Haven County town set around the Naugatuck River and full of dense, expansive wildlife areas. Established in 1850, this southwest Connecticut community retains much of that vintage charm, from its walkable downtown full of boutiques to its homes surrounded by trees. “Everyone's family, and everyone knows everyone," says Nickie O'Toole, a Realtor with O'Toole Realty LLC and Seymour resident. “Our downtown is an old, 1800s-type walking-around downtown with some great shops. We have a lot of parks and rec areas; there’s a really great natural scene here. Seymour’s a wonderful place to live.”
Enjoy a safe, family-oriented environment in the Seymour neighborhood.
The historic Seymour Post Office resides in Downtown Seymour.
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Vintage Victorians and custom contemporary homes
The homes in Seymour are found primarily in its expansive residential areas, in a range of architectural styles, including Minimal Traditional, ranch-style, and custom contemporary, and built anywhere between 1900 and 2022. Many of these homes sit on spacious lots, full of green grass and flanked by tall trees, with long driveways leading to two-car garages. Prices range from $225,000 for 800 square feet to $735,000 for 3,000 square feet. Those in the market for condos and townhouses can find them throughout the town, ranging from $136,000 for 600 square feet to $389,000 for 2,000 square feet. While the variety of homes in Seymour is wide, it can be challenging to purchase there. “If you find a home for sale that you like, move fast because inventory is often low,” says O’Toole.
Sit on your front porch and enjoy sunny days in Seymour.
Farmhouse-style homes are available in Seymour.
Raised Ranch-style homes are a common sight in the Seymour neighborhood.
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Area kids served by Seymour School District
Area kids usually start their education at Bungay Elementary School and then move on to Seymour Middle School and Seymour High, which are all part of the Seymour School District. Bungay Elementary and Seymour Middle have B-minus ratings on Niche, and Seymour High has a B rating. Seymour High serves about 600 students and has a student-teacher ratio of 12-to-1. It has a robust athletic department and is a part of the Naugatuck Valley League (NVL) and the Connecticut Interscholastic Athletic Conference (CIAC). Families considering private education for their kids have two faith-based schools in the area to choose from.
Seymour Middle School serves students grades 6 through 8
Bungay Elementary School serves students in Kindergarten through 5th grade in Seymour.
Seymour High School features multiple sports teams for students.
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Outdoor recreation at Chatfield Park
Among the many recreational opportunities in Seymour is Chatfield Park, which offers multiple amenities that get residents out in the fresh air. Two ball fields sit on either side of the park and buzz with excitement during the summer months. The basketball court is often busy with gameplay, too, and the small playground offers area kids slides and plenty of things to climb on. Anglers fish in the Naugatuck River, which runs through the town and has undergone a profound conservation effort over the years, from one of the most polluted bodies of water in the state to one consistently stocked with trout and salmon.
Seymour's Chatfield Park features a walking track for residents to enjoy.
The basketball court at Chatfield Park in Seymour is a local favorite.
Seymour's Chatfield Park features two baseball diamonds, a basketball court, and a playground.
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Shopping and dining in Downtown Seymour
Downtown Seymour is a small, walkable few blocks near the town’s center and is the go-to for boutique shopping and local restaurants. Residents pick up unique gifts at Tickled Pink and antiques at Charlie’s Treasures, then head to Tea with Tracy for a meal or an afternoon tea and pastry break. Or they head to Train Station Pizza, a neighborhood favorite for their signature Mashed Potato Pizza. They catch the latest blockbuster at Strand Theater or play virtual reality action-adventure games at The Vault. For weekend errands, Stop & Shop is conveniently located off Franklin Street and offers groceries, and Walgreens is nearby, offering home and medical essentials.
Explore the charm of Tea with Tracy in Seymour
Find a variety of food options at Seymour Train Station Pizza.
The unique space inside Vault Virtual Reality in Downtown Seymour.
Find your favorite grocery store chains in Seymour.
Check out the Glass Source in the heart of Seymour.
Explore the historic Haroula's Coffee Shop in Seymour.
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Easy access to Route 8 and I-84
To get to Waterbury and Interstate 84, residents take Route 8 north, about 13 miles. New Haven is about 12 miles southeast along Route 313, and Hartford is about 45 miles northeast. Those who want to reduce their time in the car can pick up the Amtrak train in New Haven and take it to New York, Boston, or just about anywhere else in the northeast United States they want to go.
Enjoy the convenience and accessibility and of living in Seymour.
Find easy access to i95 and route 8 from Seymour.
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Written By
Conor Lobb
Video By
Tyler Cataldo
Interested in learning more about homes in this area?
Reach out to
Matthew Langston,
an experienced agent in this area.
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 Seymour, CT sell after 53 days on the market compared to the national average of 58 days. The median sale price for homes in Seymour, CT over the last 12 months is $403,000, down 2% from the median home sale price over the previous 12 months.
Set on a quiet cul-de-sac in the highly coveted Quaker Farms neighborhood, this exceptional custom Brick Colonial offers a rare combination of privacy, scale, and timeless elegance. Sited on a secluded 2.83-acre parcel, the residence spans over 6,451 square feet of thoughtfully designed living space, creating an ideal retreat for refined everyday living and grand-scale entertaining. A dramatic
Welcome to your private retreat in the heart of Oxford. This beautifully appointed 4 bedroom, 3.1 bath Colonial set on a serene, level lot in a sought-after, quiet subdivision, surrounded by similar style homes. Step inside to gleaming hardwood floors which flow throughout the main level, leading you into a formal dinning room with crown moulding, a den or playroom, and a stunning living room
Welcome to the kind of home that makes you look forward to coming back. Tucked at the end of one of Oxford's most desirable cul-de-sacs and bordered by Land Trust woodland, 14 Wychwood Lane is a custom-built colonial with a legally recognized accessory dwelling unit. Full of country charm, this home invites you through the covered front porch and into a stunning two-story foyer. Character-filled
Welcome to the Pinehurst — 2,536 square feet of modern elegance and effortless comfort. The first-floor primary suite creates a private retreat with a spa-like ensuite and generous closet space. Throughout the main level, soaring ceilings, oversized windows, and hardwood floors set a bright, inviting tone. The kitchen features wood cabinetry, induction cooking, and stone countertops that open to
Step into the Bethpage — a beautifully designed 1,955-square-foot home that captures the ease and comfort of single-level living. Natural light fills the open floorplan, where vaulted ceilings and hardwood floors enhance the home’s spacious, airy feel. At the heart of it all is a kitchen with wood cabinetry, stone countertops, and a generous island — perfect for cooking, gathering, and creating
Proudly owned by the same family since 2004, this home offers comfortable living space in a classic Connecticut mill-town. Situated on a sloping lot, tucked-away on a cul-de-sac, with views of the town below! 46 Knorr Ave has been cared for over the years, offering a newer roof, awaiting new memories and the opportunity for a new look! Minutes to downtown, public green spaces, shopping, dining,
The Sawgrass brings timeless style together with modern comfort across 2,455 square feet. The first-floor primary suite offers a peaceful retreat with an elegant ensuite and generous closet space. An open layout with hardwood floors connects bright, spacious living areas to a kitchen featuring wood cabinetry, stone countertops, and a large island — the perfect gathering spot for guests or family.
Excellent investment opportunity in a prime location! This well maintained 4 family property sits on a corner 1acre lot and offers a true turnkey experience for investors. Featuring city water and sewer, separate entrances and utilities, and off street parking, this asset is designed for easy management and long term stability. The building includes four basement storage units plus a walkup attic
Welcome home to this charming Cape Cod, with a fabulous front porch to rock away your cares. Also, where timeless character meets thoughtful updates. Renovated over the years while preserving its classic appeal, this warm and inviting home truly "feels like home" from the moment you arrive. Start your mornings or unwind in the evenings on the spacious front porch, perfectly suited for rocking
PRIME SEYMOUR OPPORTUNITY - Brick ranch located in the desirable Great Hill section of Seymour, set on a private 2.35 acre lot surrounded by nature. This property offers 3 bedrooms, 2 full baths, eat-in kitchen, and a separate dining room. The full unfinished basement offers excellent potential for future family, recreation, or flex space. The home requires total renovation from top to bottom and
SELLER MOTIVATED!! Now is the time to take another look at this resort style community The Village at Oxford Greens. This detached ranch-style home offers a large primary suite with walk-in closet and full bath. There is an additional bedroom and a full bath, formal dining room and eat-in kitchen. The laundry room is conveniently located on the main floor as you enter from the two car garage. A
Brand new for 2026 in Oxford Greens-welcome to one of Connecticut's premier active adult communities. This move-in ready home offers the perfect blend of luxury, comfort, and low-maintenance living. The Pinehurst is a beautifully designed two-story townhome featuring approximately 2,536 sq. ft. of thoughtfully crafted space. Enjoy the ease of main-level living with a spacious first-floor primary
EG Home, a trusted multi-award-winning builder, introduces the Sawgrass home at Oxford Greens, Connecticut's premier active-adult community. This two-level plan offers 2,455 sq. ft. of low-maintenance living. The main floor features hardwood floors, a spacious primary suite, a vaulted Great Room, and a chef's kitchen-perfect for quiet mornings or entertaining friends. Upstairs, the loft adds
Great area of Seymour, mix of single and multi-family homes. Near Rt.8, shopping etc., this property is on .91 of an acre. Plenty of off street parking!! First floor is very, very nice and spacious with 2-3 BR, extra large LR, formal Dr., nice kitchen with pantry/laundry area. Second floor has EIK, 2-3 BRS, smaller LR and access to walk-up attic, laundry hook-up in the basement. (Tenant has some
Welcome to 30 Fairfield Road-where space, flexibility, and value come together in the heart of Oxford. This well-cared-for 3-bedroom, 3-bath home offers the ease of main-level living added with a fully finished lower level, perfect for today's versatile lifestyle. Whether you need a home office, guest space, or potential in-law setup, this home adapts to your needs. The main level features a
Inquire about special offers! Enjoy newly-built luxurious 1 and 2 bedroom apartments located inside Quarry Walk, Connecticut’s best answer to “Live, Work, Play” living. Residents enjoy premium amenities at our environmentally friendly community in Oxford, Connecticut, located in Upper Fairfield County / Western New Haven county. Nestled amongst the rock faces, The Residences at Quarry Walk
Situated on the scenic Housatonic River, in Seymour Connecticut, the Residences at the Kestrel feature modern luxury amenities with a rustic feel. Brand new Building built in 2023All of our 1 and 2 bedroom apartments have private washer and dryers, granite and stainless kitchens and tiled baths, central air and heat and hard surface floors. There is onsite parking, electric vehicle
BRAND NEW FACTORY-BUILT RENTAL HOMES - ONE-FLOOR LIVING!To set up a live tour, please submit an Application for Rental on the GHMCO website. Once received, our friendly leasing staff will contact you to set up a live tour. A credit check fee of $13 will be collected electronically at the time of application. **Master Bedroom with Full Bath (walk-in shower)**Full Hall Bath
Welcome to this charming property situated in the heart of Seymour, CT. Perfect for those seeking a comfortable and convenient lifestyle, this rental is close to a variety of dining options and department stores, ensuring you have everything you need within reach. Additionally, you’ll appreciate the proximity to Yale New Haven Health Urgent Care Derby, just a short 13-minute drive away, as well
Property Id: 2512876Now reviewing for qualified applicants. Absolutely no pets will be considered. You should know that the majority of this house has all the original hardwood floors. All three bedrooms have been freshly carpeted with wall to wall carpeting. Newly installed siding and windows on custom eight room house. This residence boasts three bedrooms, spectacular living and dining
Charming stand-alone cottage available for rent in a quiet neighborhood in Oxford. This single-story, 1000 sq. ft. home features 2 bedrooms and 1 full bath. Brand new high efficiency HVAC system. Enjoy sunrises and observe wildlife from the screened-in sunroom. The primary bedroom includes double closets, while the dining room boasts French doors. Additional highlights include a mudroom with
Spacious 2BR (1,350 sq ft) w/ Private Balcony | Quiet Home | Tenant-Controlled UtilitiesSpacious and bright 2-bedroom apartment located on the 3rd floor of a quiet multi-family home in Seymour.This oversized unit offers approximately 1,350 sq ft of living space much larger than typical 2-bedroom apartments in the area.Private balconyLarge windows with natural
This property at 67 Maple St features 2 bedrooms and 2 bathrooms within a spacious 1,800 square feet. The apartment gets tons of natural light. There is a front enclosed porch with ample windows. The living room offers ample space for relaxation and entertainment. Each bedroom provides a comfortable area for rest, while the bathrooms are equipped for convenience. The kitchen includes a
Wonderful opportunity to rent in a most convenient location with easy access to major commuter highways, public transportation and trains. Well maintained, newly renovated unit with lots of natural light offering a spacious living room, 3 generous sized bedrooms with ample closet space, a large kitchen includes brand new appliances with dining area and rear access & full bath. There is 1
Comfortable rooms. Fresh decor. Charming fireplace. First floor semi-private family room without a closet could possibly serve as fourth bedroom or office. The deck overlooks the level yard. You do not have to worry about mowing the lawn or plowing the driveway. There are little garden areas, if you have a mind to grow some vegetables or flowers. Comfortable, quiet sidewalk neighborhood. Amble
Welcome Home! Spacious, clean, and beautifully extended dormered Cape available immediately. Offering 5 bedrooms, 3 full bathrooms, and 2 half baths, this home provides plenty of room for comfortable living. The inviting living room features vaulted ceilings and an open catwalk overlooking the space, connecting the upper-level bedrooms and baths. The catwalk area also offers an additional
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