Seymour Homes for Sale

Welcome to Seymour, Connecticut – a hidden gem nestled in the heart of New Haven County. Known for its picturesque landscapes and rich history, Seymour offers a charming blend of small-town warmth and modern conveniences. With a vibrant community spirit, this town is perfect for families, young professionals, and retirees alike.

Seymour boasts a variety of recreational opportunities, from the serene beauty of the Housatonic River to the expansive parks and trails that invite outdoor enthusiasts to explore. The town's historic downtown area is filled with quaint shops, delightful dining options, and a calendar of seasonal events that foster a strong sense of community. With excellent schools and a welcoming atmosphere, Seymour is an ideal place to raise a family or settle down.

For those looking to call this enchanting town home, there are numerous homes for sale that cater to diverse tastes and budgets. Whether you're seeking a cozy single-family residence, a charming colonial, or a modern townhouse, Seymour's real estate market has something for everyone. Many homes feature spacious yards, updated interiors, and convenient access to local amenities.

Investing in a home in Seymour means not only finding a beautiful property but also becoming part of a thriving community. With its convenient location just a short drive from New Haven and easy access to major highways, Seymour offers the perfect balance of tranquility and accessibility. Don’t miss your chance to discover the perfect home in this delightful town – your dream lifestyle awaits in Seymour, CT!

Newest Seymour Homes for Sale

$449,900

3 Beds ⋅ 2 Baths ⋅ 24204990 MLS

Welcome home to this beautifully updated 3-bedroom, 2-bath home, perfectly situated on a level .23-acre lot with a private, fully fenced backyard. Step inside to an expansive living room featuring hardwood floors and a beautiful fireplace. The main level offers an updated kitchen with granite countertops, a dining room, updated hall bath with marble tile, and three spacious bedrooms with hardwood floors. Just off the kitchen, a sunroom provides additional space to relax. The updated walk-out lower level adds approximately 1,000 square feet of additional living space and offers tremendous versatility. Highlights include a large kitchenette with white cabinetry and sleek black stone countertops, an expansive family room with vinyl flooring, home office, updated full bath with stall shower, and a dedicated laundry room. Natural light and direct access to the backyard make this space ideal for extended living, entertaining, or a potential future in-law setup. Outside, enjoy your own private retreat featuring a koi pond, pergola with Jacuzzi, charming farm-style red shed and an oversized carport. Major improvements include a new roof within the past year, newer heating system, updated electrical, and a newer pergola. Offering incredible value with pride of ownership evident throughout, this is a home you won't want to miss!

5 Scott Ave, Seymour

$319,000

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

$450,000

4 Beds ⋅ 3 Baths ⋅ 24205563 MLS

Beautifully updated 4 Br, 3 full Bath raised range perfectly located on lightly wooded private 0.5 acres lot. This perfect home offers legal in law apartment with separate entrance, large rear deck for summer gatherings. Truly nothing to doo, just move in.

47 Moss Ave, Seymour

$574,900

5 Beds ⋅ 4 Baths ⋅ 24204272 MLS

Exceptional space, flexibility and privacy await in this charming Colonial, set on 1.3 lightly wooded acres near the Woodbridge line. A true main-level in-law apartment with a private entrance is the standout feature, offering its own kitchen, living and dining areas, bedroom, full bath, and laundry with access to deck for extended family, guests or multigenerational living. In the main home, the eat in kitchen features granite counters, stainless steel appliances, hardwood flooring, generous cabinetry and a sunny breakfast nook. The inviting living room offers a masonry fireplace, abundant natural light and access to the expansive rear deck. Upstairs are four bedrooms, including a spacious primary suite with a private balcony, peaceful views, dressing room, office, walk-in closet, laundry area and full bath with separate glass-enclosed shower. In addition an office, craft room, and a finished walkup attic provides flexible space for a playroom, extra office or bedroom, or storage. Enjoy three decks, an awning and above-ground pool, creating the perfect setting for gatherings and enjoyment. Additional highlights include newer HVAC, unfinished dry lower level for storage, a circular driveway, ample parking and an attached two-car garage. Convenient to commuter routes, shopping, schools, parks, hiking and Seymour's historic district, this distinctive property offers room for everyone and possibilities for every stage of life. *Contingent Upon Seller Finding Suitable Housing*

178 Maple St, Seymour

$579,000

2 Beds ⋅ 2 Baths ⋅ 24203247 MLS

Direct Housatonic River waterfront living! This beautifully updated home is officially recorded as a 2-bedroom, 2-full-bath residence offering 2,104 total sq. ft. of heated living space, including 1,530 sq. ft. above grade plus 574 heated sq. ft. in the partially finished walk-out lower level. Hardwood floors, a renovated kitchen and bright living spaces welcome you inside. Downstairs, one finished room is currently utilized as additional sleeping space, conveniently located beside a full bath and walk-out, while an adjoining room serves as a podcast/media studio. Officially listed as a 2-bedroom, the flexible lower level offers endless possibilities for guests, office, gym, studio or playroom. Outside, over $100,000 in recent deck, patio and river-facing improvements have transformed the waterfront into an incredible extension of the home. Entertain overlooking the river, enjoy quiet mornings by the water or head down to two private docks for direct Housatonic access. A detached 1-car garage, central air, tankless propane hot water and fully owned, paid-off solar panels with no lease or loan to assume add even more value. Extensively improved inside and out, with two private docks and an impressive 120' of direct Housatonic River frontage, this property makes the most of its exceptional waterfront setting.

5 Roosevelt Dr, Seymour

$490,000

3 Beds ⋅ 2 Baths ⋅ 24203468 MLS

Lovely move-in ready and well-maintained Raised Ranch with 7 rooms 3 bedroom 1-1/2 baths. This clean and modern home awaits a new owner! Many updates have been lovingly done by the current owners including a whole house gutter system; the main level has recently refinished hard wood floors, included in all three spacious bedrooms. There is a fully finished basement and laundry room with vinyl floors, new Wi-Fi washer and dryer with direct access to the garage with electric door openers . The center wall of the living room has beautiful stone wood-burning fireplace with newly done chimney liner and flue as well as dimmable recessed lighting. New Thermopane windows and Thermopane Dining room slider that opens to a large newly painted deck that overlooks a private expansive level lawn with a recently installed firepit to enjoy with your family and friends. Newly remodeled kitchen with granite countertops, stainless steel appliances. Septic was as removed in 2022 and house is now on city water and sewer and a brand newly installed water heater. Hook-up also for fiber internet.

99 Botsford Rd, Seymour

$420,000

3 Beds ⋅ 3 Baths ⋅ 24203187 MLS

Welcome to 80 Silvermine Road in Seymour! This spacious home offers plenty of room and a great opportunity to make it your own. The home could benefit from some updating, and the asking price has been positioned with those improvements in mind, giving the next owner the opportunity to update and add value over time. Situated on a level lot in a quiet, established neighborhood, the property features 3 bedrooms, 3 full baths, a 2-car garage, and propane for cooking . The lower level offers an additional room that provides flexible living space and could be used as a home office, guest room, or potential 4th bedroom. With generous living space and plenty of potential, this home is ready for a buyer to bring their ideas and personal touches. A great opportunity for those looking for space, a level yard, a peaceful neighborhood setting, and the ability to make a home their own. The sale is as is.

80 Silvermine Rd, Seymour

$539,900

3 Beds ⋅ 3 Baths ⋅ 24200072 MLS

Welcome to 26 Bellevue Terrace, a truly distinctive custom raised ranch offering approximately 1,640 square feet of finished living space on the main level, complemented by approximately 600 square feet of beautifully finished lower-level space. Thoughtfully designed with exceptional craftsmanship and attention to detail, the home features crown molding throughout. At the heart of the home is the fully remodelled kitchen, showcasing a striking white quartz waterfall countertop, a glass-door refrigerator, and Fisher & Paykel double-drawer dishwasher. The elegant dining room features raised-panel detailing and chair rail molding, while the entry hall makes a statement with distinctive reclaimed wood walls. The beautifully finished lower level offers a tray ceiling, marble fireplace, and custom wood-grain tile flooring enhanced by comfortable Ditra Heat, Exercise room, French doors open from the lower-level family room to the deck, creating an inviting connection to the outdoors. An oversized three-car garage provides abundant space for vehicles, storage, hobbies, or a workshop. The meticulously landscaped grounds are equally impressive, featuring more than 15 Japanese maple trees and approximately 20 hydrangeas, creating a beautiful and private setting. This is truly a one-of-a-kind custom raised ranch where craftsmanship, character, comfort, and exceptional design come together to create a home like no other. *Surveillance cameras inside and outside*

26 Bellevue Ter, Seymour

$615,000

4 Beds ⋅ 3 Baths ⋅ 24199064 MLS

Welcome to your own private oasis, set on an expansive 2.36-acre lot with a massive, secluded yard designed for relaxing, entertaining, and making memories. This spacious 4-bedroom, 3-bathroom home offers the perfect blend of comfort, privacy, and versatility. Spacious primary bedroom complete with full bathroom. Hardwood floors throughout. The heart of the home features an inviting open-concept kitchen with beveled granite countertops, flowing seamlessly into the oversized living room. A full renovation completed several years ago provides a thoughtfully updated foundation, while the generous floor plan offers plenty of room to make the space your own. The lower level adds even more versatility with an extra living area, perfect for a home office, recreation space, or extended living arrangements. Step outside and discover the true highlight of the property-an in-ground pool with a brand-new liner, surrounded by an expansive private yard. The pool house is already pre-plumbed, offering an exciting opportunity to create the ultimate poolside retreat, guest space, entertaining area, or outdoor oasis. Additional features include a 2-car attached garage and abundant space both inside and out. With its exceptional acreage, private setting, updated pool, flexible living spaces, and room to personalize, this property offers a rare opportunity to create the lifestyle you've been dreaming of. Make this private oasis your own!

18 Buckingham Rd, Seymour

$349,900

3 Beds ⋅ 2 Baths ⋅ 24197853 MLS

***Highest and Best offers due 12:00 p on Tuesday 8/18. Welcome home to this charming 3-bedroom, 1.5-bath one-level Ranch offering easy, comfortable living in the desirable Great Hill area. This 1,150 sq. ft. home features hardwood floors throughout beneath the carpeting, central air, a newer roof, and a functional floor plan ready for your personal touches. Set on a .31-acre lot, the property boasts a gorgeous, private backyard surrounded by mature plantings, creating a peaceful outdoor retreat. A large deck provides the perfect setting for entertaining, outdoor dining, or simply relaxing and enjoying the beautiful surroundings. A two-car under-house garage offers plenty of parking and additional storage. Well-loved and full of character and potential, this home presents a wonderful opportunity for first-time buyers or anyone looking to make a home their own. Ready for its next chapter!

5 Oak Hill Rd, Seymour

$430,000

3 Beds ⋅ 2 Baths ⋅ 24198641 MLS

A well-maintained 3-bedroom, 1.5-bath raised ranch tucked away on one of Seymour's most established residential streets - private, quiet, and completely secluded from the outside world. The layout delivers comfortable single-family living across two levels, with a 2-car attached garage adding everyday convenience. Radiant heat with individual thermostats in each room allows for customized temperature control, helping you heat only the spaces you need for added comfort and energy efficiency. The backyard is the standout - a spacious, versatile outdoor area currently set up for basketball and recreation, offering plenty of possibilities for active families, entertaining, or creating your own outdoor retreat. A home that checks every box for anyone who wants room, privacy, comfort, and a lifestyle the neighborhood fully supports.

102 Colony Rd, Seymour

$684,900

4 Beds ⋅ 3 Baths ⋅ 24197872 MLS

Welcome to 5 Rolling Hills Drive, a beautifully maintained home located in one of Seymour's most sought-after neighborhoods. Set on a spacious 1/2-acre lot, this property offers the ideal combination of comfort, space, privacy, and convenience. From the moment you walk in, you'll appreciate the freshly painted interior and beautiful hardwood floors, creating a bright and welcoming atmosphere. OPEN LAYOUT floor plan and a spacious family room, complete with soaring cathedral ceilings, provides the perfect setting to relax, entertain, and create lasting memories. A brand-new roof, installed just weeks ago, means one of the most important home improvements has already been taken care of-giving you added confidence and peace of mind from day one. Outside, the generous 1/2-acre property gives you the space to enjoy your own private outdoor retreat, whether you're hosting family and friends, gardening, or simply enjoying a quiet afternoon at home. And the location truly sets this home apart. Situated in a highly desirable Seymour neighborhood, you'll enjoy convenient access to schools, parks, major highways, shopping, dining, and everyday essentials while coming home to a peaceful and welcoming community. Owner Agent.

5 Rolling Hills Dr, Seymour

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