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20 French St, Seymour
$335,000
2 Beds ⋅ 2 Baths ⋅ 24172445 MLS
Townhouse-style single-family home set on a quiet street, offering a low-maintenance lifestyle. The main level features a comfortable layout with a spacious living area, an eat-in kitchen with updated finishes, a convenient laundry area, and additional utility/storage space. Upstairs includes generously sized bedrooms and a full bath, highlighted by a primary with vaulted ceilings and ample closet space. Recent updates throughout provide a clean, move-in-ready feel, while the private backyard with deck and storage sheds adds to the home's functionality and appeal.

20 French St, Seymour
205 S Main St, Seymour
$334,900
3 Beds ⋅ 2 Baths ⋅ 24173618 MLS
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 comfortable living areas perfect for everyday living and entertaining alike. Step outside to enjoy the deck, ideal for relaxing evenings, outdoor dining, or hosting guests. A mostly finished basement provides valuable extra living space with endless possibilities for a family room, home office, gym, or recreation area, while the separate private laundry area adds practicality and organization. Conveniently located near local shopping, restaurants, parks, and commuter routes, this charming home combines classic New England character with modern updates in a desirable location. Don't miss the opportunity to make this wonderful property your next home!

205 S Main St, Seymour
49 Brookdale Rd, Seymour
$333,000
3 Beds ⋅ 1 Baths ⋅ 24192048 MLS
Welcome home to this cozy 3-bedroom, 1 full bath ranch offering comfortable living in a convenient Seymour location. Inside, you'll find hardwood floors throughout the living room and all three bedrooms, creating a warm and inviting feel. The kitchen features tile flooring and provides a functional space for cooking meals. The main level full bath features wainscoting, tub with tile shower surround and tile floor. The finished lower level expands your living space with wall-to-wall carpeting and rustic wood paneling, making it the perfect spot for a family room, home office, or recreation area. Outside, enjoy a patio space overlooking the easy-to-maintain yard, ideal for relaxing or entertaining. A detached one-car garage provides additional storage and parking. Situated on a corner lot just minutes from Route 8, this home offers an excellent commuter-friendly location with easy access to local amenities. Whether you're looking for your first home or the convenience of one-level living, this Seymour gem is ready to welcome you home.

49 Brookdale Rd, Seymour
9 Rosko St, Seymour
$333,000
2 Beds ⋅ 2 Baths ⋅ 24178293 MLS
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 house is perfect for projects . The backyard is peaceful and great for entertaining. New roof just done on the part without the solar panels, new hot water tank, Windows Were replaced in 2020. In 2016 a master suite and additional full bathroom plus living room were added as well as a new furnace, Central Air and the electric was updated as well. Come add your touches and make this wonderful home yours!!

9 Rosko St, Seymour
31 Smith St, Seymour
$330,000
5 Beds ⋅ 2 Baths ⋅ 24174049 MLS
Welcome home to this spacious Colonial full of potential! Add your personal touches and updates to make this house truly your own. Located at 31 Smith Street, this home offers 5 bedrooms, 2 full bathrooms, and plenty of flexible living space throughout. Enjoy your morning coffee on the inviting front porch or unwind on the backyard deck overlooking the private, level yard. The main level features a full bathroom with convenient laundry, a spacious kitchen, dining room with access to the deck, and a cozy living room perfect for gathering and entertaining. Upstairs, you'll find three generously sized bedrooms and a full bathroom. The finished attic provides two additional bedrooms, ideal for guests, home offices, or extra living space. The finished basement offers even more room for recreation, storage, or a home gym.Outside, enjoy the detached two-car garage and backyard space perfect for entertaining, gardening, or relaxing. Don't miss the opportunity to bring your vision to life and make this home your own!

31 Smith St, Seymour
5 Old Town Rd, Seymour
$330,000
3 Beds ⋅ 2 Baths ⋅ 24174172 MLS
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 is being sold strictly as is. A newer roof is already in place. A true diamond in the rough and a great opportunity for an investor or contractor. See Agent Notes and disclosures in attachments. Cash or renovation financing only.

5 Old Town Rd, Seymour
146 Roosevelt Dr, Seymour
$325,000
3 Beds ⋅ 1 Baths ⋅ 24205554 MLS
Living is easy in this one level updated 3 bedroom Ranch. Renovated in 2018 and truly move-in ready, this home is a smart alternative to a condominium: no association fees, your own yard, and everything on one floor. The open plan includes a stylish kitchen with granite counters and stainless appliances, while beautiful engineered wood floors run throughout, giving this home a clean, current feel from the moment you walk in. Perfect for anyone looking to downsize, as well as a family just getting started - just add your personal touch to make this house your home. Living here is a lifestyle, as the home is set across from the Housatonic River and waterfront community which features boat rentals, riverside restaurants, and nearby parks for walking, paddling, and spending weekend time exploring the outdoors. Next door, a future winery is taking shape adding to the ambiance of the neighborhood. Conveniently located, commuters will love the easy access to Route 8 and Route 84, making getting around a breeze. Don't miss this opportunity!

146 Roosevelt Dr, Seymour
2 Whippoorwill Ln, Seymour
$325,000
3 Beds ⋅ 1 Baths ⋅ 24184022 MLS
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 flooring. Family room in the lower level, furnace room with storage leading to a 1 car garage. Newer roof, corner lot. Greta location!! Highest and Best offer by noon on Monday 6/22/26

2 Whippoorwill Ln, Seymour
150 Pearl St, Seymour
$310,000
3 Beds ⋅ 2 Baths ⋅ 24179444 MLS
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 potential for in-home daycare use with ample off-street parking. Enjoy the fenced-in backyard complete with a concrete patio and outdoor fire pit, creating the perfect space for relaxing, entertaining, or enjoying outdoor gatherings. The basement includes a laundry setup adjacent to a large workshop space featuring direct exterior access, ideal for contractors, hobbyists, or storage, while the framed-out attic provides additional storage or future finishing possibilities. Conveniently located minutes to Route 8, the Seymour train station, downtown shopping and dining, local restaurants, the neighborhood deli, and a nearby ice cream shop, this property combines convenience with the charm of small-town Seymour living. A unique opportunity offering flexibility, functionality, and potential all in one. Don't miss out!

150 Pearl St, Seymour
46 Knorr Ave, Seymour
$309,000
3 Beds ⋅ 2 Baths ⋅ 24176227 MLS
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, Route 8, and the riverfront access to Naugatuck River. Whether you're looking for your first home or your next chapter, this special property is ready for new memories to be made.

46 Knorr Ave, Seymour
27-29 Bank St, Seymour
$300,000
3 Baths ⋅ 24164299 MLS
Opportunity awaits in the heart of historic downtown Seymour! This charming two-unit mixed-use property offers an ideal setup for both owner-operators and investors. The building is being sold with the existing restaurant business and equipment, providing a strong foundation for your next venture. Two separate units with flexible layouts. Sale includes restaurant equipment and furnishings. Ideal for food service, retail, or creative use. Excellent visibility and foot traffic on Bank Street, perfectly situated on a quaint, walkable block in Seymour's historic district. One block from the Seymour Metro-North Train Station (easy access to New Haven, Waterbury, Hartford, and NYC). Quick access to Route 8 and Route 67 Surrounded by local boutiques, art galleries, and antique shops. With strong bones and undeniable character, this property is a blank canvas ready for its next chapter. Bring your vision to life in one of Seymour's most charming downtown locations.

27-29 Bank St, Seymour
107 West St, Seymour
$270,000
3 Beds ⋅ 1 Baths ⋅ 24171019 MLS
Historical home, Cape Style, Large deck leads into the kitchen and dining room which are sun filled rooms on the main level. The living room has hardwood floors and a fireplace. Master bedroom is on main level which leads to the second deck overlooking back yard and brook. Two spacious bedrooms upstairs. Town of Seymour has a fantastic down town area with eateries, antique shops and pretty waterfalls. Close to all your needs and mayor highway.

107 West St, Seymour
29 Moss Ave Unit 23, Seymour
$269,900
1 Beds ⋅ 2 Baths ⋅ 24178440 MLS ⋅ Hickory Hill BLDG.
Welcome to this beautifully maintained 1 bedroom, 1.5-bath condo offering comfort, space, and convenience in a private 24-unit complex. This bright and inviting home features a cozy wood-burning fireplace in the living room with access to a private balcony, perfect for relaxing mornings or quiet evenings. The oversized primary bedroom offers natural light and two large closets for exceptional storage. The kitchen opens to a private deck, ideal for grilling or entertaining. Additional highlights include an oversized one-car garage and a spacious laundry and utility room providing plenty of extra storage. The carpet is just 2 years old, adding a fresh, well-cared-for feel throughout. This well-maintained, pet-friendly and investor-friendly community offers low-maintenance living in a peaceful setting. A fantastic opportunity for both homeowners and savvy investors!

29 Moss Ave Unit 23, Seymour
79 Balance Rock Rd Unit APT 8, Seymour
$215,000
2 Beds ⋅ 1 Baths ⋅ 24159953 MLS ⋅ Balance Rock BLDG.
Unit located on main level of building- offers updated kitchen cabinets and granite counter tops and stainless steal appliances, hardwood floors throughout. Newer slider and windows. Complex offers a Pool House and in-ground pool for residents to use, basket ball, tennis courts and play ground area steps away from your door. Unit will convey AS-IS, microwave is not functional will convey AS-IS.

79 Balance Rock Rd Unit APT 8, Seymour
75 Balance Rock Rd Unit APT 20, Seymour
$214,900
2 Beds ⋅ 1 Baths ⋅ 24156679 MLS
This freshly renovated condo is ready for you to call it home. It's move in ready with several updates including new flooring throughout, an updated bathroom, and brand new kitchen appliances. The classic simplicity of the ranch style layout is convenient for keeping everything accessible on the same floor. The balance rock complex offers some exciting amenities like the tennis courts and in-ground pool to unwind at. It's also nestled in a great commuter location just a few minutes from Rt 8. Come and see this one today while it lasts!

75 Balance Rock Rd Unit APT 20, Seymour
85 Balance Rock Rd Unit 4, Seymour
$200,000
2 Beds ⋅ 1 Baths ⋅ 24163346 MLS
Take a look at this end-unit, first-floor condo at Balance Rock! This condo features updated flooring and windows throughout and opens into a spacious living room featuring newer slider doors that lead directly to your private patio-overlooking a wooded backdrop and open field area, perfect for indoor-outdoor entertaining. Both bedrooms are generously sized to comfortably accommodate queen-sized beds, while the primary is slightly larger and features double closets for ample storage.The HOA includes heat, hot water, water, sewer, and grounds maintenance-keeping ownership simple and costs controlled. Residents also enjoy a full suite of amenities, including a community pool, clubhouse, basketball court, tennis/pickleball courts, and a playground with a swing set. Whether you're an owner-occupant or investor, this rental-friendly condo offers great versatility-rent immediately, or move in now and hold as an income-producing asset down the road. Don't miss this well-located, move-in-ready opportunity!

85 Balance Rock Rd Unit 4, Seymour
50 Balance Rock Rd Unit 16, Seymour
$195,000
2 Beds ⋅ 1 Baths ⋅ 24163836 MLS ⋅ Balance Rock BLDG.
Great investment opportunity. This spacious 2 Bedroom, 1 Bath unit is located on the 2nd floor. Spacious living room w/sliders, leads out to a covered balcony. Bedrooms have plenty of closet space. Windows are double hung. Building has newer roof. Convenience of on-site laundry in building and a spacious enclosed storage unit on bottom level. The complex has a beautiful inground pool, pool house, tennis courts, basketball, playground and Heat and Hot Water is included in common fees. Great commuter location with major highways only minutes away and in close proximity to schools, shopping, eateries, coffee shops, etc.

50 Balance Rock Rd Unit 16, Seymour
41 Balance Rock Rd Unit APT 16, Seymour
$182,000
2 Beds ⋅ 1 Baths ⋅ 24133106 MLS ⋅ Balance Rock BLDG.
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 be good to go with a few cosmetic touches. Balance Rock is well located near schools, highways, shopping and restaurants. Wander through the Antique district and then take the train if you pefer! Heat, hot water, cold water and sewer use fees are included in the HOA fees. Spend summers by the pool, or on the tennis courts, walk to the play area or just enjoy a walk through the complex. Make this top floor 2 bedroom unit your own today!

41 Balance Rock Rd Unit APT 16, Seymour
43 Balance Rock Rd Unit APT 1, Seymour
$180,000
2 Beds ⋅ 1 Baths ⋅ 24150997 MLS ⋅ Balance Rock BLDG.
This 2 bedroom end unit features ground level access to private patio overlooking a serene wooded area. Recent updates include a refreshed kitchen with newer appliances, along with sliders, air conditioning units, flooring and a full bath. The kitchen opens to an L-shaped dining and living area creating a functional layout. The complex offers a pool, clubhouse, playground, basketball court and tennis courts. Heat and hot water are included in the HOA dues. Prime location with convenient access to schools, highways, shopping and restaurants.

43 Balance Rock Rd Unit APT 1, Seymour
108 Humphrey St, Seymour
$166,000
2 Beds ⋅ 1 Baths ⋅ 24187423 MLS
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 incomplete, and some areas have only subflooring. Home is being sold strictly asis. Ideal for investors, contractors, or buyers looking for a project with strong location upside.

108 Humphrey St, Seymour
114 Balance Rock Rd Unit 10, Seymour
$160,500
1 Beds ⋅ 1 Baths ⋅ 24190576 MLS ⋅ Balance Rock BLDG.
Main level one bedroom unit, no stairs into unit. Large living room with slider to patio, kitchen, dining area, full bathroom and large bedroom with spacious closet. Community washer and dryer located in the basement area along with extra storage space. Heat & hot water included in the HOA. Complex amenities include tot/play area, basketball, in ground pool & clubhouse. Great location close to shopping, library, restaurants, train station, Rt. 8, 67, & 34. Being sold as is. Subject to probate court approval

114 Balance Rock Rd Unit 10, Seymour
22 Frances Dr, Seymour
$159,900
24078049 MLS
Building lot located in the Mountain Rd and Bungay area on Frances Drive. Build your dream home here or save as a future investment. This lot has access to city sewer and water located on the street. Your new home will be located close to all conveniences such as shopping, banking, restaurants, medical facilities, schools, health clubs, bars, coffee shops and much more. Close to RT. 67 ,RT 8 and RT 15. Come make Seymour your future home!!!

22 Frances Dr, Seymour
29 Balance Rock Rd Unit APT 5, Seymour
$151,000
1 Beds ⋅ 1 Baths ⋅ 24156113 MLS ⋅ Balance Rock BLDG.
Discover an excellent opportunity to stop renting and start building equity! Whether you're a firsttime homebuyer or an investor looking to grow your portfolio, this onebedroom condo in the desirable Balance Rock complex offers unbeatable value. This wellmaintained unit provides comfortable living with low monthly expenses, thanks to an HOA fee that conveniently includes heat, hot water, sewer, and property maintenance-a rare and budgetfriendly advantage. Enjoy peace of mind knowing key utilities and upkeep are covered. The Balance Rock community offers a tranquil setting with wellkept grounds, ample parking, and easy access to everyday necessities. Located close to shopping, schools, and major commuter routes, this condo combines convenience with affordability. Whether you're ready to settle into your own space or seeking a smart investment with strong rental potential, this property checks all the boxes. Don't miss your chance to take the next step toward ownership!

29 Balance Rock Rd Unit APT 5, Seymour
5 Bungay Ter, Seymour
$120,000
24174675 MLS
Resting on a quiet dead-end street, 5 Bungay Terrace offers a rare opportunity to create something truly special in one of Seymour's established residential neighborhoods. Imagine mornings with coffee on your future front porch as deer wander nearby, all while being just minutes from downtown conveniences and major commuter routes. This cleared and gently sloping site blends peaceful suburban living with everyday practicality. Public water, sewer, electric, and cable are available at the street, making the path to building your dream home even more convenient. Sidewalk-lined main roads connect the neighborhood to nearby schools, parks, ball fields, and the Seymour train station with access to New York City. Whether you envision a cozy custom ranch or a modern farmhouse, this property provides the perfect canvas. Surrounded by a community investing in its future through infrastructure improvements and new school development, 5 Bungay Terrace is more than just land; it's a chance to put down roots in a town known for its charm, convenience, and sense of community. Rarely does the last available lot on a dead-end street become available. Here is your opportunity to build not just a house, but a lifestyle. Do not walk the property without a confirmed appointment. Seller does not have a survey. Sale to convey as-is. Buyer to perform due diligence.

5 Bungay Ter, Seymour
389 S Main St Unit 8A, Seymour
$112,000
2 Beds ⋅ 1 Baths ⋅ 24190751 MLS ⋅ Wooster Brook BLDG.
Two bedroom first floor end unit condo! Condo needs work but a great price for a 2 bedroom! Sold "as is". Inspections for informational purposes only. Great opportunity to own vs. rent! Cash sale only due to percentage of same ownership of units.

389 S Main St Unit 8A, Seymour
389 S Main St Unit 3B, Seymour
$112,000
1 Beds ⋅ 1 Baths ⋅ 24190697 MLS ⋅ Wooster Brook BLDG.
Second floor one bedroom condo is waiting for a new owner!! Small complex with just 16 units! Security cameras on property. Condo sold "as is". Inspections for informational purposes only. Parking in rear of building! Walk to bus-line. Suitable only for cash buyers; complex has high level of same ownership in multiple units.

389 S Main St Unit 3B, Seymour
132 New Haven Rd, Seymour
$95,000
24200283 MLS
Turnkey food service opportunity in a highly visible Seymour location along the New Haven Road retail corridor. This approximately 1,500 SF commercial space is already configured for restaurant/deli use and offers a new operator the chance to step into a fully built-out operation without starting from scratch. The business includes a substantial equipment package featuring commercial refrigeration, deli case, grill and hood system, sandwich and hot-food stations, convection oven, dough machine, freezers, prep areas, slicer, panini presses, coffee station, shelving, seating, and additional kitchen equipment. Current hours of operation are 6:00 AM-3:00 PM, creating clear upside potential through expanded hours, delivery, online ordering, catering, specialty menu offerings, and evening service. Catering is not currently part of the existing sales model, providing an additional avenue for growth. Positioned along the New Haven Road retail corridor near the entrance to the Seymour Industrial Park, the location benefits from proximity to area businesses, employment centers, established residential neighborhoods, and daily commuter traffic. The property sits on approximately 0.35 acres in a C-2 commercial zone, supporting an established food-service use. Ideal for an owner-operator, chef, caterer, or entrepreneur looking for a ready-to-go location with existing infrastructure, equipment, and room to build additional revenue streams. Business opportunity only; real est

132 New Haven Rd, Seymour
61 Bellevue Ter, Seymour
$85,000
24201500 MLS
Great opportunity to build your dream home on this approved building lot situated on over half an acre! The lot is already cleared and ready for your builder to begin. Conveniently located to shopping and highways.

61 Bellevue Ter, Seymour

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