Moving to Seymour CT | real estate for sale in Seymour Connecticut | Property Statistics of living in Seymour
Seymour provides a balanced housing market with a mix of historic homes, suburban neighborhoods, and multifamily properties. The town's location along the Route 8 corridor supports commuter demand. Affordability and accessibility make Seymour attractive to first-time buyers and families. Continued residential interest contributes to stable property values and investment potential.
7 Tomlinson Road
Seymour, Connecticut 06483
$399,900 | Coming Soon
3 Beds | 1 Baths | 1200 Sqft | 0.99 Acres | Days on Market
Property Type: Single Family For Sale
Fresh, polished, and ready for its next chapter. This 3-bedroom, 1-bath home (approx. 1,200 sq ft) has just been freshly painted throughout, and the hardwood floors have been beautifully refinished, giving the whole house a bright, move-in-ready feel. The layout is easy and pract...
125 Mountain Road
Seymour, Connecticut 06483
$499,900 | Under Contract - Continue
3 Beds | 3 Baths | 2394 Sqft | 1.45 Acres | 7 Days on Market
Property Type: Single Family For Sale
Hard-to-find 1960s ranch offering timeless craftsmanship, solid construction, and the convenience of true single-level living. Set along quiet Mountain Road in Seymour, the home sits beautifully on a level, tree-lined lot that provides privacy from neighboring properties. Inside,...
35 Charles Road
Seymour, Connecticut 06483
$540,000 | Active
3 Beds | 3 Baths | 2040 Sqft | 6.48 Acres | 1 Days on Market
Property Type: Single Family For Sale
Welcome to 35 Charles Road, where classic Colonial charm meets the serenity of country living. Set on nearly 6.5 private acres on a cul-de-sac with a natural brook, this beautifully maintained 3-bedroom, 2.5-bath home offers 2,040 square feet of comfortable living space in a priv...
12 Forest Rd Extension
Seymour, Connecticut 06483
$724,900 | Active
4 Beds | 3 Baths | 2930 Sqft | 1.08 Acres | 2 Days on Market
Property Type: Single Family For Sale
Tucked away on just over an acre of beautifully secluded property, this move-in ready home offers the perfect blend of privacy, space, and comfort. Enjoy your own backyard oasis featuring a heated in-ground pool with a NEW pool liner, a spacious patio surrounding the pool, and a ...
150 Pearl Street
Seymour, Connecticut 06483
$349,999 | Active
3 Beds | 2 Baths | 1983 Sqft | 0.28 Acres | 60 Days on Market
Property Type: Single Family For Sale
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, central air, and a flexible layout offering pote...
25 Beecher Street
Seymour, Connecticut 06483
$324,500 | Under Contract - Continue
3 Beds | 2 Baths | 965 Sqft | 0.49 Acres | 44 Days on Market
Property Type: Single Family For Sale
Move right into this beautifully updated 3 bedroom, 2 bath Cape Cod located in a desirable Seymour neighborhood. Recent improvements include brand new hardwood flooring throughout the main level, new carpeting upstairs, fresh interior paint, updated ceiling fans, and a new oil ta...
14 Poplar Drive
Seymour, Connecticut 06483
$452,900 | Active
3 Beds | 2 Baths | 2436 Sqft | 0.29 Acres | 22 Days on Market
Property Type: Single Family For Sale
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 exte...
285 Main Street
Seymour, Connecticut 06483
$325,000 | Under Contract
4 Beds | 2 Baths | 2310 Sqft | 0.36 Acres | 26 Days on Market
Property Type: Single Family For Sale
Opportunity awaits at 285 S Main Street in Seymour. This 4-bedroom, 2-bath Colonial offers excellent potential for renovation. Features include a detached garage with additional storage, two storage sheds, and fully paid-off solar panels. The property requires substantial updatin...
205 Main Street
Seymour, Connecticut 06483
$334,900 | Under Contract - Continue
3 Beds | 2 Baths | 1851 Sqft | 0.56 Acres | 85 Days on Market
Property Type: Single Family For Sale
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 li...
123 Pearl Street
Seymour, Connecticut 06483
$449,900 | Active
4 Beds | 3 Baths | 2366 Sqft | 0.28 Acres | 30 Days on Market
Property Type: Single Family For Sale
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 charac...
32 Shari Drive
Seymour, Connecticut 06483
$569,900 | Active
3 Beds | 3 Baths | 2800 Sqft | 1.79 Acres | 13 Days on Market
Property Type: Single Family For Sale
Welcome to your own private oasis, nestled on a lightly wooded lot at the end of a quiet cul de sac, this beautiful Colonial offers the perfect combination of privacy,space and convenience. Whether you are looking for a peaceful retreat or a home designed for entertaining, this p...
172 Cedar Street
Seymour, Connecticut 06483
$314,900 | Under Contract - Continue
3 Beds | 2 Baths | 1368 Sqft | 0.25 Acres | 15 Days on Market
Property Type: Single Family For Sale
Move-in ready with more space than you would expect, this well-maintained home offers a flexible layout and convenient location. Inside, youll find a large eat-in kitchen with access to the flat backyard and shed, giving you plenty of room for everyday living, entertaining, and e...
15 Briarwood Drive
Seymour, Connecticut 06483
$580,000 | Active
3 Beds | 3 Baths | 3114 Sqft | 0.7 Acres | 24 Days on Market
Property Type: Single Family For Sale
Welcome to this custom-built contemporary home featuring quality 2x6 construction and beautiful hardwood flooring throughout. Nestled in a private, peaceful setting, the exterior features an impressive 60-foot back deck designed for entertaining, plus two sheds (one powered and r...
70 Benham Road
Seymour, Connecticut 06483
$699,900 | Under Contract - Continue
3 Beds | 3 Baths | 2540 Sqft | 1.25 Acres | 16 Days on Market
Property Type: Single Family For Sale
***Highest and Best due 7/21 at 5:00pm*** Enjoy scenic views, exceptional indoor-outdoor living, and a home designed for entertaining in this beautiful Seymour property. The heart of the home is a beautiful gourmet spacious kitchen featuring stainless steel appliances, and a uniq...
1 Second Avenue
Seymour, Connecticut 06483
$319,900 | Active
4 Beds | 3 Baths | 1362 Sqft | 0.34 Acres | 10 Days on Market
Property Type: Single Family For Sale
Yesteryear and today all rolled into one! This older two-story home brings some charm, character and recent updates. (Furnace, oil tank 2023; hot water heater 2025; roof 2017) Second floor remodeled aprox. 12 yrs. ago, with 1/2 bath included! Full bath on first floor boasts strik...
5 Reservoir Manor
Seymour, Connecticut 06483
$549,900 | Under Contract
5 Beds | 3 Baths | 2706 Sqft | 0.72 Acres | 4 Days on Market
Property Type: Single Family For Sale
Every detail of this home has been thoughtfully refreshed, featuring a bright, open layout, stylish finishes, and generous living spaces designed for todays lifestyle. The newly updated kitchen is great for hosting with the open floor plan and large island ideal for large groups....
53 Holbrook Road
Seymour, Connecticut 06483
$550,000 | Active
4 Beds | 3 Baths | 3120 Sqft | 0.84 Acres | 35 Days on Market
Property Type: Single Family For Sale
Wonderful opportunity at this 4 bedroom 3 full bathroom Cape located on the southern end of Seymour. From the foyer, the formal living and dining rooms are spacious and offer gleaming hardwood floors. The interior of the home has just been refreshed with new paint and carpets. Th...
67 Botsford Road
Seymour, Connecticut 06483
$475,000 | Active
5 Beds | 2 Baths | 3060 Sqft | 2.25 Acres | 11 Days on Market
Property Type: Single Family For Sale
Spacious 5-Bedroom Home on a Premium 2.25-Acre Lot! Offering incredible space and versatility, this unique property features 4 upper-level bedrooms and a 5th bedroom on the walk-out lower level-perfect for extended family or guests. Step inside to find classic hardwood floors thr...
26 Greenwood Circle
Seymour, Connecticut 06483
$539,000 | Under Contract
3 Beds | 3 Baths | 2256 Sqft | 0.59 Acres | 7 Days on Market
Property Type: Single Family For Sale
** BEST AND FINAL BY THURSDAY 7/16 9AM PLEASE ** Welcome to 26 Greenwood Circle, an immaculate 3-bedroom, 2.5-bathroom Colonial that perfectly blends classic elegance with pride of ownership. Each bedroom comes complete with its own walk-in closet. The primary suite features an a...
9 Stanley Drive
Seymour, Connecticut 06483
$499,000 | Active
3 Beds | 2 Baths | 1248 Sqft | 0.31 Acres | 94 Days on Market
Property Type: Single Family For Sale
Welcome everyone to this 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 todays lifestyle. Step inside to find a great layout featuring beautiful h...
45 Peach Drive
Seymour, Connecticut 06483
$299,000 | Under Contract
2 Beds | 2 Baths | 1296 Sqft | 0.71 Acres | 5 Days on Market
Property Type: Single Family For Sale
Charming ranch home situated on a beautiful, level 0.71-acre lot in a desirable Seymour location. Offering the convenience of one-level living, this home features a spacious living room with fireplace, spacious kitchen, large dining room with a slider leading to the deck overlook...
144 Maple Street
Seymour, Connecticut 06483
$459,900 | Under Contract
3 Beds | 3 Baths | 3327 Sqft | 0.44 Acres | 27 Days on Market
Property Type: Single Family For Sale
Welcome to 144 Maple Street, a charming 1957 brick ranch set near scenic Clark Pond. Located on a convenient street with easy access to main roads and commuter-friendly Route 8, this home is also approximately 15-20 minutes from New Haven and offers a manageable commute to Fairfi...
169 Derby Avenue
Seymour, Connecticut 06483
$360,000 | Active
3 Beds | 2 Baths | 1504 Sqft | 0.17 Acres | 15 Days on Market
Property Type: Single Family For Sale
Welcome to 169 Derby Avenue, a renovated three-bedroom Colonial offering direct frontage and peaceful views of the Naugatuck River. The bright and inviting main level features a comfortable living room, dining area, updated kitchen and convenient half bathroom. An additional sitt...
105 Walnut Street
Seymour, Connecticut 06483
$379,900 | Active
3 Beds | 2 Baths | 1157 Sqft | 0.25 Acres | 16 Days on Market
Property Type: Single Family For Sale
Welcome home to this well-maintained property set on a level lot in a convenient Seymour location. Inside, youll find a bright, functional layout with inviting living spaces and generously sized bedrooms. Step outside to a spacious backyard with plenty of room to relax, entertain...
9 Osprey Drive
Seymour, Connecticut 06483
$699,900 | Under Contract - Continue
3 Beds | 3 Baths | 2858 Sqft | 1.4 Acres | 42 Days on Market
Property Type: Single Family For Sale
Welcome home to this beautifully maintained younger Colonial perfectly situated in a sought-after neighborhood. Offering 4 spacious bedrooms and a versatile recreation room. This home provides plenty of space for todays lifestyle, whether you need a home office, playroom, media r...
108 Humphrey Street
Seymour, Connecticut 06483
$135,000 | Under Contract
2 Beds | 1 Baths | 1404 Sqft | 0.23 Acres | 17 Days on Market
Property Type: Single Family For Sale
Rare investment opportunity in a prime location. Conveniently situated near the downtown area with an easy walk to the train station and quick access to Route 8 for commuting. Please note: This property will not qualify for standard financing. Portions of the ceiling are incompl...
3 Roosevelt Drive
Seymour, Connecticut 06483
$585,000 | Active
2 Beds | 2 Baths | 1431 Sqft | 0.19 Acres | 82 Days on Market
Property Type: Single Family For Sale
Experience waterfront living at its finest in this exceptional DIRECT WATERFRONT home on the beautiful Housatonic River. Offering a rare combination of a private sandy beach, two floating docks with room for up to four boats, and breathtaking water views, this property is perfect...
4 Mead Farm Road
Seymour, Connecticut 06483
$879,000 | Active
4 Beds | 3 Baths | 3800 Sqft | 1.1 Acres | 23 Days on Market
Property Type: Single Family For Sale
Classic 4 bedroom, 2 and a half bath home nearing completion. This home features a large eat-in country kitchen with granite countertops and a large center island, opening up to spacious family room with gas fireplace. French doors provide access to the deck over-looking the back...
6 Warren Drive
Seymour, Connecticut 06483
$399,000 | Under Contract
3 Beds | 3 Baths | 1769 Sqft | 0 Acres | 33 Days on Market
Property Type: Single Family For Sale
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: M...
30 Bunting Road
Seymour, Connecticut 06483
$499,900 | Active
4 Beds | 3 Baths | 2288 Sqft | 0.52 Acres | 30 Days on Market
Property Type: Single Family For Sale
2 HOUSES IN ONE!! INLAW, IN LAW SUITE... Step inside this 11-room, 4-5 bedroom home with In-Law apartment on a prime corner lot!! Hardwood floors and cool breeze of central air conditioning. This house offers space for everyone, including a full in-law apartment perfect for exten...
51 Brookfield Road
Seymour, Connecticut 06483
$749,900 | Active
4 Beds | 3 Baths | 3142 Sqft | 1.07 Acres | 81 Days on Market
Property Type: Single Family For Sale
BROOKFIELD ESTATES, Beautifully maintained and updated for 2026, this move-in-ready 4 bedroom 2.5 bath home sits on 1.08 acres and features 3142 s.f. of living space offering exceptional layout on generous scale. A bright, spacious foyer welcomes you with 9-foot ceilings througho...
40 Church Street
Seymour, Connecticut 06483
$649,900 | Under Contract - Continue
4 Beds | 3 Baths | 2639 Sqft | 0.86 Acres | 52 Days on Market
Property Type: Single Family For Sale
Bring the whole family-and the extended family too! This completely remodeled grand Colonial sits on sprawling, park-like grounds and offers the perfect blend of charm and modern new conveniences. The property features a detached three-car plus garage with storage room and work a...
74 Maple Street
Seymour, Connecticut 06483
$330,000 | Active
3 Beds | 2 Baths | 1172 Sqft | 0.14 Acres | 71 Days on Market
Property Type: Single Family For Sale
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 yo...
29 Evergreen Terrace
Seymour, Connecticut 06483
$650,000 | Under Contract - Continue
5 Beds | 5 Baths | 3856 Sqft | 2.53 Acres | 36 Days on Market
Property Type: Single Family For Sale
Opportunity knocks! Been looking for a terrific house with an ideal in-law setup? This one checks all the boxes! Fabulous neighborhood, and huge, gorgeous 2.53 acre yard that extends far beyond the stone wall onto the woods for endless exploration and adventures! Plenty of space ...
9 Rosko Street
Seymour, Connecticut 06483
$345,000 | Under Contract
2 Beds | 2 Baths | 1710 Sqft | 0.13 Acres | 23 Days on Market
Property Type: Single Family For Sale
HIGHLY MOTIVATED SELLERS!! Sellers are offering a credit at closing towards updating the kitchen. 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 ho...
2 Whippoorwill Lane
Seymour, Connecticut 06483
$315,000 | Under Contract
3 Beds | 1 Baths | 1172 Sqft | 0.23 Acres | 5 Days on Market
Property Type: Single Family For Sale
Welcome home! This home has been lovingly cared for by the same owner for the past 34 years! Just add your personal touches to make this cozy, warm and comfortable home yours. 3 bedrooms all with hardwood floors, kitchen with hardwood and living room with beautiful laminate floor...
47 Colony Road
Seymour, Connecticut 06483
$349,900 | Under Contract
2 Beds | 1 Baths | 1292 Sqft | 0.46 Acres | 3 Days on Market
Property Type: Single Family For Sale
The perfect place to start your next chapter awaits in this MOVE-IN READY Seymour home. Set on nearly half an acre in a desirable neighborhood, this property offers the perfect combination of comfort, convenience, and outdoor space. Enjoy a LARGE FRONT YARD, SPACIOUS BACKYARD, a...
98 Washington Avenue
Seymour, Connecticut 06483
$329,900 | Under Contract
3 Beds | 1 Baths | 1032 Sqft | 0.25 Acres | 5 Days on Market
Property Type: Single Family For Sale
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 a...
29 Evening Star Drive
Seymour, Connecticut 06483
$539,900 | Under Contract - Continue
4 Beds | 2 Baths | 2318 Sqft | 0.36 Acres | 75 Days on Market
Property Type: Single Family For Sale
Tucked away on a quiet cul-de-sac and surrounded by the peaceful feel of nature, this spacious 4-bedroom, 2 full bath raised ranch offers the perfect balance of privacy and convenience. With generous living space throughout, the main level features a bright and welcoming flow bet...
26 Union Street
Seymour, Connecticut 06483
$579,000 | Active
6 Beds | 4 Baths | 2755 Sqft | 0.26 Acres | 128 Days on Market
Property Type: Single Family For Sale
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 ceilin...