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Seymour, CT Houses for Sale

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  • /40

    $349,900

    • 3 Beds
    • 1.5 Baths
    • 1,172 Sq Ft

    74 Maple St, Seymour, CT 06483

    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

    Agent Photo

    Victoria Stillings

    Coldwell Banker Realty

    (475) 269-4682

    74 Maple St, Seymour, CT 06483
  • /31

    $349,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,473 Sq Ft

    5 Old Town Rd, Seymour, CT 06483

    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

    Agent Photo

    Sue Varrone

    Coldwell Banker Realty

    (203) 894-6268

    5 Old Town Rd, Seymour, CT 06483
  • /29

    $559,000

    • 3 Beds
    • 3 Baths
    • 1,732 Sq Ft

    30 Fairfield Rd, Oxford, CT 06478

    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

    Kimberly Hammac Weichert Realtors MRG

    30 Fairfield Rd, Oxford, CT 06478
  • /39

    $749,000

    • 4 Beds
    • 2.5 Baths
    • 3,158 Sq Ft

    16 Larkey Rd, Oxford, CT 06478

    Welcome to this spacious and beautifully maintained home in desirable Oxford, CT. Built in 2005, this 3,158 sq ft residence offers the perfect blend of comfort, space and privacy.The home features 4 generously sized bedrooms, including a primary bedroom suite designed for relaxation, along with 3 full bathrooms and 1 half bath. The inviting great room provide an ideal space for gathering and

    Johanna Vasquez RE/MAX Right Choice

    16 Larkey Rd, Oxford, CT 06478
  • /7

    $915,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,989 Sq Ft

    4 Randall Dr, Oxford, CT 06478

    Welcome to 4 Randall Drive, a grand 2,989 sqft new construction modern colonial located on 3.25 acres near the center of town on a cul-de-sac. The home features 4 bedrooms, 2.5 bathrooms, a kitchen with a large walk-in pantry and island, dining room, study, living room, two story foyer, 2nd floor laundry, a practically designed mud room, 2 car garage and a large walkout basement. Featuring

    Chantal O'Connell Real Broker CT, LLC

    4 Randall Dr, Oxford, CT 06478
  • /22

    $349,900

    $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,851 Sq Ft

    205 S Main St, Seymour, CT 06483

    Beautifully maintained and full of charm, 3-bedroom, 1.5-bath Cape-style single-family home with garage in Seymour offers comfort, functionality, and timeless appeal. Featuring gleaming hardwood floors throughout much of the home and newer windows that provide abundant natural light and improved energy efficiency, this inviting property is ready for its next owner. A spacious layout offers

    John Rodican All Connecticut Realty

    205 S Main St, Seymour, CT 06483
  • /40

    $549,000

    • 4 Beds
    • 3 Baths
    • 2,366 Sq Ft

    123 Pearl St, Seymour, CT 06483

    Welcome to 123 Pearl Street - a breathtaking Victorian-style residence in the heart of Seymour, where timeless architectural charm meets modern luxury living. This magnificent home has been thoughtfully and completely updated / remodeled throughout, preserving its original character while offering every contemporary comfort today's owner expects. From the moment you arrive, the steeply pitched

    Joseph Raiola Summit Realty Services LLC

    123 Pearl St, Seymour, CT 06483
  • /35

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 1,748 Sq Ft

    117 Rolling Hills Dr, Oxford, CT 06478

    Welcome to Oxford! This home was lovingly built and maintained by the same owners since 1986. Hardwood floors span both the main and upper levels with durable ceramic tile in the foyer and kitchen. This home features an oversized Rumford-style fireplace with a raised hearth, creating a striking focal point in the living room. The fully equipped kitchen boasts quartzite countertops, a center

    Karen Griffin Coldwell Banker Realty

    117 Rolling Hills Dr, Oxford, CT 06478
  • /17

    $499,999

    • 3 Beds
    • 1.5 Baths
    • 1,983 Sq Ft

    150 Pearl St, Seymour, CT 06483

    Versatile 3-bedroom, 1.5-bath home currently configured as a single-family residence while offering multifamily zoning potential. This character-filled home features a cozy living room with a wood-burning stove, updated electrical, and a flexible layout offering potential for in-home daycare use with ample off-street parking. Enjoy the fenced-in backyard complete with a concrete patio and outdoor

    Brittany Stanchak Berkshire Hathaway NE Prop.

    150 Pearl St, Seymour, CT 06483
  • /37

    $869,000

    • 4 Beds
    • 2.5 Baths
    • 3,142 Sq Ft

    51 Brookfield Rd, Seymour, CT 06483

    Welcome to 51 Brookfield Road! Built in 2004 and beautifully updated in 2026, this move-in-ready home offers an exceptional layout on a generous scale. A bright, spacious entryway welcomes you inside, where 9-foot ceilings carry through the entire main level. The heart of the home features a gourmet kitchen complete with granite countertops and brand-new appliances, flowing effortlessly into

    Kristofor Gjuraj Berkshire Hathaway NE Prop.

    51 Brookfield Rd, Seymour, CT 06483
  • /40

    $1,095,000

    • 4 Beds
    • 2.5 Baths
    • 6,400 Sq Ft

    194 Quaker Farms Rd, Oxford, CT 06478

    Incredible custom built home sited on a serene 1.61-acre lot with views of an adjacent pond. At over 6000 SQ FT this prestigious home with 4 bedrooms & 2.5 baths, this house checks all the boxes & more! A sundrenched great room has ~14 ft ceilings, wood molding & double arched door leading to a huge 1200 sq ft deck. Stunning open floor plan kitchen with granite counters, wood cabinets & built-ins

    Jack Hill Seabury Hill REALTORS

    194 Quaker Farms Rd, Oxford, CT 06478
  • /40

    $599,900

    • 4 Beds
    • 2.5 Baths
    • 2,336 Sq Ft

    1 Red Barn Rd, Oxford, CT 06478

    Welcome to this lovingly maintained 2,300+ square foot Colonial, proudly offered by its original owner. This spacious home features a recently updated kitchen with granite countertops and a beautiful bay window overlooking the lovely rear yard. The family room features a custom stone fireplace and access to the half bath and laundry area. There is also a formal living room, and a dining room with

    Karen Griffin Coldwell Banker Realty

    1 Red Barn Rd, Oxford, CT 06478
  • /23

    $329,900

    Open Sun 11AM - 1PM
    • 3 Beds
    • 1 Bath
    • 1,032 Sq Ft

    98 Washington Ave, Seymour, CT 06483

    A move-in ready ranch offering the perfect blend of updates, comfort, and convenience in the heart of Seymour. This well-maintained 3-bedroom home features central air (2020) , a new roof (2025), newer oil tank (2021), updated lighting throughout, freshly painted interiors, and an inviting layout designed for easy one-floor living. The kitchen has been refreshed with painted white cabinetry,

    Omar Montalvo III William Raveis Real Estate

    98 Washington Ave, Seymour, CT 06483
  • /40

    $599,900

    $75K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,431 Sq Ft

    3 Roosevelt Dr, Seymour, CT 06483

    Live like you're on vacation every day in this stunning DIRECT WATERFRONT home on the beautiful Housatonic River! Live on your OWN private sandy BEACH, pull up to your floating DOCKS with room for up to 4 boats, and enjoy boating, kayaking, fishing, or simply RELAXING by the water. There is no lack of deck space, dock space, or room for your boats and water toys, making this property PERFECT for

    Emily Fitzgerald William Raveis Real Estate

    3 Roosevelt Dr, Seymour, CT 06483
  • /31

    $399,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 1,769 Sq Ft

    6 Warren Dr, Seymour, CT 06483

    Discover the perfect blend of space, comfort, and convenience in this beautifully maintained, attached duplex-style home. Built in 1992, this property defies expectations with an incredibly generous layout where every single room is exceptionally spacious. Interior Highlights: Main Level Comfort: The inviting main floor features a cozy wood-burning fireplace, perfect for New England winters.

    Mitchell Delancy LAER Realty Partners

    6 Warren Dr, Seymour, CT 06483
  • /11

    $399,900

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,669 Sq Ft

    98 Hogs Back Rd, Oxford, CT 06478

    This two-bedroom, two-bath residence is situated on 1.55 acres and offers a variety of amenities including a fireplace, a one-car garage, screened-in back porch, full basement, and a spacious unfinished walk-in attic. The furnace was installed only a few years ago. This property presents an excellent opportunity for those seeking to add value through thoughtful updates and enhancements. Property

    Sindy Butkus Klemm Real Estate Inc

    98 Hogs Back Rd, Oxford, CT 06478
  • /37

    $799,000

    Open Sun 1PM - 3PM $26K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,450 Sq Ft

    218 Quaker Farms Rd, Oxford, CT 06478

    Completed in November of 2025, this home offers a new construction experience without the wait. Every square inch reflects intentionality, featuring a refined modern aesthetic that balances clean lines with warm, inviting tones. Unlike standard builder-grade properties, this home is defined by high-end, custom finishes, including West Elm-curated fixtures, upgraded tile, a fluted floating sink,

    Nicole Fiorelli Fiorelli Realty, LLC

    218 Quaker Farms Rd, Oxford, CT 06478
  • /24

    $459,900

    • 2 Beds
    • 2 Baths
    • 1,546 Sq Ft

    208 Bungay Rd, Seymour, CT 06483

    Charming ranch-style home on nearly 2 private acres with major upgrades already completed! This 2-bedroom, 2 full bath home features a newer roof, brand-new well system, low-cost solar panel lease for reduced electric expenses, new mechanics, water heater and a town-approved 3-4 bedroom septic system. Enjoy no water, sewer, or electricity bills while living in a peaceful setting with a huge deck

    Leslie Figueroa Keller Williams Realty Prtnrs.

    208 Bungay Rd, Seymour, CT 06483
  • /38

    $1,200,000

    $125K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 2,860 Sq Ft

    24 Deerwood Rd, Oxford, CT 06478

    Exquisite new construction in desirable location in lovely Oxford CT. Build your ultimate dream home in this tranquil setting while still being close to all highways and downtown.This state of the art 4 bedroom, 2 full/1 half bath home built to perfection with the ideal blend of high quality craftsmanship and high-end finishes. Well thought out floor plan with large rooms and open concept living.

    Magda Ballaro William Raveis Real Estate

    24 Deerwood Rd, Oxford, CT 06478
  • /4

    $365,000

    • 2 Beds
    • 2 Baths
    • 1,710 Sq Ft

    9 Rosko St, Seymour, CT 06483

    Welcome to 9 Rosko St. This charming 2 bedroom 2 full bathroom home has endless possibilities! Plenty of living space , 3rd bedroom possibility! Small work shop in the back of the house is perfect for projects . The backyard is peaceful and great for entertaining. New roof just done on the part without the solar panels, Windows Were replaced in 2020. In 2016 a master suite and additional full

    Joseph Romanauskas Showcase Realty, Inc.

    9 Rosko St, Seymour, CT 06483
  • /40

    $799,000

    $50K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,260 Sq Ft

    35 -1 Punkup Rd, Oxford, CT 06478

    Welcome to 35-1 Punkup Road, a well maintained, custom-built Center Hall Colonial on a quiet street in Oxford CT. A beautiful stone walkway that leads to welcoming and bright 2 story-foyer. On one side of the foyer is an inviting formal living room and the other is spacious dining room that leads into the open kitchen with custom cherry wood cabinets, granite countertops, center island, new

    Raquel Gomes Century 21 Scala Group

    35 -1 Punkup Rd, Oxford, CT 06478
  • /40

    $1,500,000

    • 6 Beds
    • 6 Baths
    • 6,451 Sq Ft

    8 Nod Hill Rd, Oxford, CT 06478

    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

    Michael Debiase Keller Williams Realty

    8 Nod Hill Rd, Oxford, CT 06478
  • /40

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 3,656 Sq Ft

    4 Bishop Rd, Oxford, CT 06478

    Welcome to 4 Bishop Rd, a custom-built colonial on a quiet cul-de-sac in beautiful Oxford, CT. Enjoy area amenities while surrounded by a peace and privacy. A gorgeous stone walkway leads to the dramatic main entrance with a bright two-story foyer, welcoming you and your guests to this exquisite living space. One side of the foyer is a flexible space that can serve as an office or guest suite and

    Brian Bates LPT Realty - IConn Team

    4 Bishop Rd, Oxford, CT 06478
  • /40

    $499,000

    Open Sat 11AM - 2PM
    • 3 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    9 Stanley Dr, Seymour, CT 06483

    Welcome to this well maintained 3 bedroom, 2.5 bath home located in the highly desirable Great Hill area of Seymour. This inviting property offers a wonderful blend of comfort, space, and convenience- perfect for today's lifestyle. Step inside to find a great layout featuring beautiful hardwood floors with a bright living room with a fireplace , dining room, spacious kitchen that seamlessly flows

    Angelo Catone Coldwell Banker Realty

    9 Stanley Dr, Seymour, CT 06483
  • /25

    $429,900

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft

    6 Anne Ave, Seymour, CT 06483

    Beautiful Ranch style home offering easy one-level living with thoughtful updates throughout. The remodeled kitchen is a standout, featuring quartz countertops, a center island, breakfast bar, soft-close cabinetry, and a charming built-in corner cabinet, all partially open to the main living space for a seamless flow. The home offers a spacious living room and dining room with newly finished

    Carrie Vass Brainerd Carbutti & Co., Realtors

    6 Anne Ave, Seymour, CT 06483
  • /40

    $1,195,000

    • 4 Beds
    • 3.5 Baths
    • 4,516 Sq Ft

    25 Macintosh Dr, Oxford, CT 06478

    Welcome To Your Private Oxford Retreat Set On 3.69 Serene Acres and Offering Over 4,500 sq ft of Flexible, Beautifully Designed Living Space. For Those Who Value A Certain Level Of Privacy or Love Entertaining This Stately 4 Bedroom Colonial Delivers While Blending Modern Luxury with Classic Charm. This Home Features Two Primary Suites Including an Exceptional In-Law Setup Complete With Its Own

    David Soares RE/MAX Right Choice

    25 Macintosh Dr, Oxford, CT 06478
  • /34

    $579,000

    $20K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 2,755 Sq Ft

    26 Union St, Seymour, CT 06483

    Welcome to your dreaming and beautifully preserved single family Brick Colonial House, initially built in 1911 and remodeled in 2019, blending timeless charm with modern fashion. This home is bathed in natural light from oversized windows, complemented by soaring over 9 ft ceilings. The first floor showcases an open living room with exposed beams and a fireplace, an eat-in kitchen, a half bath,

    Michael Jiang Century 21 AllPoints Realty

    26 Union St, Seymour, CT 06483
  • /39

    $452,900

    $12K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,436 Sq Ft

    14 Poplar Dr, Seymour, CT 06483

    Charming Raised Ranch 7 rooms 3 bedroom 1-1/2 baths. This spacious home awaits a new owner! The Upper level has hardwood flooring throughout plus 2-stylights and Anderson Windows. Fully finished lower level with brick fireplace plus 1/2 bath & laundry. This can easily become extended family living space! Living room has a functional wood stove, Dining Room -slider opens to large trek deck with

    Nickie O'Toole Nickie Otoole Realty LLC

    14 Poplar Dr, Seymour, CT 06483
  • /40

    $565,000

    • 5 Beds
    • 4.5 Baths
    • 2,572 Sq Ft

    119 Freeman Rd, Oxford, CT 06478

    Welcome to 119 Freeman Road in Oxford! Set on approximately 1.5 private acres, this spacious home offers 5 bedrooms and 4.5 baths, including a thoughtfully designed in-law residence featuring 1 bedroom, 1.5 baths, its own updated kitchen, separate entrance, and private driveway. Located very close to Lake Zoar, residents enjoy access to a private neighborhood beach within walking distance. The

    Cisco Borres RE/MAX Right Choice

    119 Freeman Rd, Oxford, CT 06478
  • /40

    $699,000

    • 4 Beds
    • 3.5 Baths
    • 2,800 Sq Ft

    15 Sarah Dr, Oxford, CT 06478

    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

    Christina Zainc BHGRE Gaetano Marra Homes

    15 Sarah Dr, Oxford, CT 06478
  • /39

    $920,000

    • 4 Beds
    • 4.5 Baths
    • 4,318 Sq Ft

    14 Wychwood Ln, Oxford, CT 06478

    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

    Chelsea Curran Real Broker CT, LLC

    14 Wychwood Ln, Oxford, CT 06478

Why Live in Seymour

Seymour, Connecticut, is a small town in New Haven County known for its tight-knit community and vintage charm. Established in 1850, Seymour features a walkable downtown with boutiques and local shops, surrounded by dense wildlife areas and the scenic Naugatuck River. The town offers a variety of home styles, including Minimal Traditional, ranch-style, and custom contemporary homes, many of which are situated on spacious lots with tall trees and long driveways. Seymour School District serves local students, with Seymour High School offering a robust athletic program and a student-teacher ratio of 12-to-1. For outdoor enthusiasts, Chatfield Park provides ball fields, a basketball court, and a playground, while the Naugatuck River is popular for fishing. Downtown Seymour is a hub for shopping and dining, featuring unique stores like Tickled Pink and Charlie’s Treasures, and eateries such as Tea with Tracy and Train Station Pizza. Residents enjoy entertainment options like Strand Theater and The Vault. Seymour is conveniently located near Route 8 and I-84, providing easy access to Waterbury, New Haven, and Hartford, with Amtrak services available in nearby New Haven for travel to major northeastern cities.

Single Family Home Prices in Seymour, CT

Single Family Home Price Trends

Median Home Price
$443,500
Median 3-Bedroom Home Price
$415,000
Median 4-Bedroom Home Price
$524,500
Median 5-Bedroom Home Price
$606,250
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