$438,842Average Value$278Average Price per Sq Ft20Homes 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
Marian Van Egas,
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.
View GreatSchools Rating Methodology
On average, homes in Seymour, CT sell after 52 days on the market compared to the national average of 56 days. The median sale price for homes in Seymour, CT over the last 12 months is $407,500, down 2% from the median home sale price over the previous 12 months.
Welcome to resort-style living at 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 flexible finished lower level is perfect for a family
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
Tucked away in a desirable Oxford neighborhood, this exceptional property offers the perfect blend of privacy, space, and scenic beauty. Wake up each morning to gorgeous sunrise views and take in the peaceful surroundings from the oversized deck-ideal for relaxing or entertaining. The home features 3 comfortable bedrooms and a versatile layout that includes an eat-in kitchen w/stainless
Motivated seller, Unit will be sold as is, there are many update to this unit including vinyl windows, newer slider, newer AC units, plus a window unit for BR 2. The bath features new flooring, toilet and vanity, there are newer interior doors, light fixtures. The kitchen is updated the dw is less than 2 year old. Whether you decide to live here or add to your investment portfolio this unit will
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 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
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.
Welcome to resort-style living at 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 flexible finished lower level is perfect for a family
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
Gorgeous Custom Colonial in the Desirable Great Hills area! This stunning 2,840 sq. ft. Colonial features 9-foot ceilings on the first floor and an inviting open layout, perfect for both everyday living and entertaining. The spacious Kitchen includes a center island, ample seating, and French door sliders that lead to beautiful Trex Decks, Ideal for hosting or relaxing outdoors. The formal Dining
Welcome to 85 Buckingham Road in Seymour, a charming home that offers the perfect blend of space, potential, and peaceful country living; this property features three generously sized bedrooms and two and a half bathrooms, providing comfort and functionality for everyday living, along with an open, unfinished upper-level space that presents an incredible opportunity to easily create a luxurious
Charming 3-bedroom, 1.5-bath Colonial offering 1,392 sq ft of comfortable living space. Features include a bright eat-in kitchen filled with natural light and direct access to a beautiful, nearly ground-level deck overlooking a spacious yard and above-ground pool, perfect for entertaining. The home also offers a separate dining room, convenient main-level laundry, and a living room prepped for a
Great opportunity to own 2 Family Duplex conveniently located in desirable area. Currently occupied by wonderful long term tenant which rent is currently well below market value. Each unit consists of 2 bedrooms and bright and open main level with spacious living room which opens to kitchen. Upper level has 2 good size bedrooms. Large shared deck area great for summer grilling and entertainment.
Step into timeless charm with this vintage Colonial nestled in the desirable Quaker Farms area. This beautifully maintained home offers 3 bedrooms and 2 full baths, blending classic character with thoughtful updates throughout.The spacious dining room opens to a private patio with a stunning pergola, framed by mature grapevines--creating an idyllic setting for outdoor dining and entertaining. 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
Enjoy life at Canterbury Estates Single family condo complex. Located in a country setting with easy access to major routes (route 84 approx. 8 minutes, 4.7 miles route 8 approx. 12 minutes, 6.1 miles,) and parks, our three bedroom rental offers the return of the front porch, beautiful stone work overlooking the sod front lawn maintained by our low monthly fees. Inside our open floor plan offers
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
Country living with a modern refresh. This newly renovated 3-bedroom ranch sits on 1.63 acres, offering privacy, space, and a peaceful setting highlighted by a natural babbling brook. Inside, the home has been thoughtfully updated with a clean, move-in-ready feel. The single-level layout provides simple, functional living with plenty of natural light throughout. A rare combination of land,
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
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
Bright and well-maintained second-floor 2-bedroom, 1-bath apartment located in the heart of Seymour. This inviting unit offers a spacious layout with an abundance of natural light, creating a warm and comfortable living environment.The apartment features a large living area with updated flooring, a functional kitchen with ample cabinet space, and two generously sized bedrooms. The
Located in a well-connected area of Seymour, Connecticut, this spacious and well-maintained 3-bedroom, 1-bath second-floor apartment offers approximately 1,000 square feet of clean and comfortable living space. The unit features both a private balcony and a deck, perfect for enjoying the outdoors. Inside, you'll find central air conditioning and forced hot air heating. A washer and dryer are also
Amazing opportunity to rent this secluded, fully remodeled one-bedroom, first-floor unit. Enjoy peaceful views of the serene yard from your private covered porch-perfect for relaxing. Inside, you'll find beautiful hardwood floors throughout and an oversized bedroom featuring double closets for ample storage. The updated eat-in kitchen boasts stainless steel appliances and modern finishes, while
Enjoy the perfect blend of comfort and convenience in this inviting 2-bedroom, 1 bath 1st-floor unit home. Features include a full basement with in-unit access, washer/dryer hookup, and abundant storage space. Cook and dine effortlessly in the bright eat-in kitchen or relax outdoors on your private deck. Nestled in a peaceful neighborhood, yet just minutes from shops, highways, and public
3+ bedroom, 1.5 bathroom, 1,182 square feet......Single Family House with hardwood floors, 2 car garage, central air conditioning, fenced back yard, appliances, w/d hookups......Pets Possible
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