$441,415Average Value$277Average Price per Sq Ft15Homes 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.
1/2
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.
1/3
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.
1/3
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.
1/3
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.
1/6
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.
1/2
Written By
Conor Lobb
Video By
Tyler Cataldo
Interested in learning more about homes in this area?
Reach out to
Greg DeFazio,
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 49 days on the market compared to the national average of 54 days. The median sale price for homes in Seymour, CT over the last 12 months is $415,000, up 4% from the median home sale price over the previous 12 months.
Welcome to 10 Country Farm Road, a well-maintained single-family home tucked away on a quiet cul-de-sac in Oxford. From the moment you arrive, the setting offers a sense of privacy while remaining conveniently close to local amenities, schools, and commuter routes. Inside, the home features a functional layout designed for both everyday living and entertaining. A light-filled sunroom provides the
Welcome to 334 Oxford Road, a unique and spacious property set on 9.57 private acres in the heart of Oxford. Offering 1,944 square feet of living space, this home features a versatile IN-LAW apartment, ideal for multi-generational living, guests, or added flexibility. The expansive grounds provide a peaceful retreat, highlighted by a scenic pond that enhances the natural beauty and privacy of the
Welcome to your dream home! This beautiful 4-bed, 2full/2 half bath, colonial is located in a sought-after section of Seymour, CT. Nestled on a gorgeous .46 acre lot, the grounds are almost as impressive as the interior. Minutes away from RT8/RT15 and all the amenities Seymour has to offer, this home is perfect for the everyday or weekend traveler. Making your way into the home, you are greeted
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
Welcome to Fairview at Oxford Greens. This premier active adult community is complete with a beautiful golf course, indoor/outdoor pools, clubhouse, fitness center, tennis, pickleball, bocce and many more activities coordinated by a lifestyle administrator. 712 Championship Drive is situated nicely with great, far-reaching views. This is main floor living at its finest with two bedrooms, two full
Brand NEW for 2026 in Oxford Greens - Welcome home to Oxford Greens, a vibrant active adult community in the heart of Connecticut. Move into this new construction home by January 2026! The Pinehurst is a beautifully designed two-story townhome offering approximately 2,536 sq. ft. of thoughtfully crafted living space. Enjoy main-level living with a first-floor primary bedroom, while the second
Welcome to 10 Country Farm Road, a well-maintained single-family home tucked away on a quiet cul-de-sac in Oxford. From the moment you arrive, the setting offers a sense of privacy while remaining conveniently close to local amenities, schools, and commuter routes. Inside, the home features a functional layout designed for both everyday living and entertaining. A light-filled sunroom provides the
CONVENIENT LOCATION NEAR SCHOOLS, PARKS AND SHOPPING 3-BEDROOM, 1.5 BATH RANCH. DEN IS 10X30 FT. TWO CAR GARAGE. FENCED IN BACKYARD WITH OUTSIDE SHED FOR LAWNMOWER AND YARD TOOLS. NEW CENTRAL A/C AND ROOF INSTALLED IN 2024. HARDWOOD FLOORS THROUGHOUT.
Equestrian estate, residential subdivision, affordable housing, or office park. this property is located 1 mile north of the Quarry Walk shopping plaza. the property has been approved to be used for a commercial hoarse boarding facility, with a large home, a retail location and business offices. It can easily be subdivided for 6-8 homes.
This impeccably built, soon-to-be-completed townhouse offers a rare combination of refined modern design, premium materials, and outstanding comfort. Located within a newly constructed, peaceful, and private community, this three-story residence is thoughtfully designed to deliver bright, spacious living areas, everyday functionality, and timeless elegance. A perfect balance of upscale living-at
2.58 ACRE INDUSTRIAL LOT FOR SALE in the sought after Fox Hollow Industrial Park! Lot has been fully approved for a building up to 18,000 square feet. Fox Hollow Industrial Park has all municipal utilities. It is easily accessible to I-84 and Route 8. Some preliminary site work already completed. Take advantage of the low tax rate in this rapidly growing, business friendly, town in the heart of
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 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
For Sale: 147 Riggs Street, Oxford, CT - 128.64-Acre Farm with Historic Homestead A rare opportunity to own 128.64 acres of picturesque land in Oxford, Connecticut. This expansive property (Parcel 27-15-9, per Town of Oxford Assessment Parcel Map) offers mixed-use zoning (Code 016), making it ideal for residential and forestry applications. Property Highlights: Historic 3-Bedroom Cape (Built in
Welcome to 826 South Main Street - a charming, well-maintained Colonial style home with classic New England curb appeal. This inviting property features a beautiful symmetrical facade, covered porches, and bright interiors filled with natural light. Conveniently located near shops, dining, schools, and major commuter routes, this home offers a wonderful opportunity to own a character-filled home
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
1st floor unit in a beautiful, well-maintained Victorian home in a quiet neighborhood. The unit is spacious with 1 bedroom, office/study room, living room, eat-in kitchen with under cabinet lighting, newly remodeled bathroom, newer windows, central air conditioning, washer, dryer, and plenty of storage closets. The unit boasts Victorian style trim and pocket doors along with many large windows
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
Great opportunity for this large 1/2 duplex style unit located on quiet and convenient street. Hardwood floors throughout with large sun filled living room leading to dining area and sliders to rear deck and half bathroom. Upper level features full bath and 3 generous size bedrooms.
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 $12.50 will be collected electronically at the time of application. **Master Bedroom with Full Bath (walk-in shower)**Full Hall
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
Charming 2-Bedroom, 1-Bath Apartment in Quiet Residential NeighborhoodLocation: Seymour, CTPrice: $1,900 per monthKey Features:2 Spacious Bedrooms with ample closet space1 Full Bathroom with modern fixtures3rd Floor Walk-Up in a well-maintained private homeOpen Floor Plan with a bright and airy feelAbundant Natural Light from large windows throughout
Clean and Bright unit with modern cabinetry and contemporay appliances -- conveniently located to local amenities, restaurants ,coffee shops, parks with easy access to hwys and local transportation No Pets No Smoking Landlord seeking good credit Please use RENTSPREE - it covers - credit check -criminal back ground plus evection notice - also be sure to add proof and source of income. RentSpree
Enjoy Living Large and Saving Big $$! HEAT and HOT WATER INCLUDED in Your Rent! Spacious 2 bedroom condo is recently painted, with nearly new kitchen appliances, nearly new flooring. LR has sliders to balcony, and there is private storage and laundry room in lower level. Well located unit is just steps to clubhouse and pool, courts, playground. Plenty of parking too! Complex is conveniently
Welcome to 30 Bungay Rd, Unit 5, a recently renovated 1 bedroom, 1 bathroom apartment in a prime Seymour location close to shopping, dining, and major routes. This bright unit features beautiful flooring throughout and large windows that provide an abundance of natural light. A wall air conditioning unit will be installed once weather permits. On site coin operated laundry is available for tenant
Charming 1-Bedroom, 1-Bath Second-Floor Apartment in a Prime Location! This spacious unit offers a large living room, a well-sized bedroom with two walk-in closets, and the added bonus of both a front and back porch for outdoor enjoyment. Located on the second floor, this apartment provides a comfortable layout with great natural light and ample storage. Coin-operated laundry is available on-site
Like nothing you have seen before, this 2ND floor apartment offers off street parking. then head up to the second floor and your sure to love the brand new eat in kitchen with white cabinets plenty of counter space, a gas range, microwave and ref! The full bath was recently remodeled with tiled walk in shower. Enjoy 2 bedrooms and a spacious living room on this level. Walk up to finished attic
Walk Score® measures the walkability of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
