Refine Search
Map
Sort by
150 Pearl St, Seymour
$419,000
3 Beds ⋅ 2 Baths ⋅ 24216722 MLS
Welcome to 150 Pearl Street! This charming two-story home offers nearly 2,000 square feet of living space, featuring 3 bedrooms, 1.5 bathrooms, and a wonderful blend of character, comfort, and functionality. Freshly painted throughout, the home features beautifully refinished hardwood floors, a fully renovated bathroom, refreshed landscaping, and additional updates waiting to be discovered! Inside, you'll find inviting living spaces, including a cozy living room with a wood-burning stove, perfect for relaxing evenings at home. Additional highlights include central air conditioning, updated electrical, and a flexible floor plan with plenty of room to make it your own. Step outside to enjoy the spacious, fully fenced backyard and concrete patio, ideal for entertaining, outdoor dining, or simply unwinding. The walk-out basement offers ample storage, a washer and dryer, and additional space ready for your personal touch. A walk-up attic provides even more possibilities for storage or future improvements, while ample off-street parking adds everyday convenience. Conveniently located in Seymour, just minutes from Route 8, the train station, downtown shops, restaurants, and local amenities, this home offers easy access to everything the area has to offer. With its generous living space, charming details, and recent improvements, 150 Pearl Street is a wonderful opportunity to create a home that feels uniquely yours. Schedule your showing today!

150 Pearl St, Seymour
16 Paramount Dr, Seymour
$495,000
3 Beds ⋅ 2 Baths ⋅ 24216204 MLS
A must see! This completely renovated 2,210 total sqf- three bedroom, 1 1/2 bath ranch, nestled in the Garden City section of Seymour- on a cul-de-sac, just minutes to schools -will not disappoint. The main level features an open floor plan with recessed lighting throughout the home. The bright living area leads to the fully equipped kitchen with stainless steel appliances, butcher block countertops, and a eat-in breakfast bar. A cozy dining area complete with an open back yard view. The three spacious bedrooms feature extra closet space and meticulous attention to details. The lower level boasts a completely finished family room, barn doors leading to the uniquely designed 1/2 bath which is sure to impress. Then to the built-in bar and yes, an exercise room with sliding doors leading to the back deck. Laundry room complete with sink, and a home office. The outside is a perfect oasis, new Trex deck complete with breakfast bar and outside entertainment set up, fire pit, and above ground salt water, heated pool is virtually maintenance free. The home also has a complete workshop, solar panels, central air, a new roof, hybrid electric water heater with built in dehumidifier and generator interlock hardwired to house. This house has to many details to list and won't last!!!!!!

16 Paramount Dr, Seymour
61 Davis Rd, Seymour
$499,900
4 Beds ⋅ 4 Baths ⋅ 24216257 MLS
This Multi-Generational Home with NEW ROOF at a Fantastic Value in Desirable Great Hill! Welcome to this 4 bedroom 3 full and one half bath Colonial offering exceptional space, versatility, and a fantastic layout designed for today's lifestyle! This spacious home offers room for everyone with the added bonus of a possible in-law area! The inviting family room features a classic masonry fireplace, while the formal dining room flows seamlessly into the updated eat-in kitchen, complete with granite countertops, tile backsplash, stainless steel appliances, and sliders leading to a deck overlooking beautiful wooded grounds. A formal living room (virtually staged as office) provides additional space. The main-level possible inlaw area offers wonderful flexibility with its own separate entrance, bedroom, full bathroom, den/office, kitchenette, and access to the deck. A powder room completes the first floor. Upstairs, retreat to the spacious primary suite featuring TWO generous walk-in closets and an updated private bathroom with double sinks and granite vanity. Two additional bedrooms and a full hall bathroom complete the second level. Need even more space? The finished walkout lower level offers approximately 400 additional square feet, including a recreation room, office or exercise space, and plenty of storage! Addt'l highlights incl newer water heater, central air, two-car garage, carport, and shed. Move right in and make this exceptional property your own!

61 Davis Rd, Seymour
7 Colony Rd, Seymour
$425,000
5 Beds ⋅ 2 Baths ⋅ 24215995 MLS
Welcome to this beautiful 5 Bedroom Cape Style home. This home has a lot of space for the value. Hardwood Flooring throughout most of home. Mudroom entrance to the front of the home. Living Room features hardwood flooring and pellet burning stove, flanked by built ins. Open flow from the Living Room to the Dining Area, allows for easy entertaining and lifestyle. The Dining Area features tile flooring with the original corner hutch style cabinets and new chandelier. The updated kitchen features Corian counters, stainless steel appliances and ample amount of cabinets and counter space, allowing for good storage and workspace. The kitchen overlooks the family room, which features new w-w carpeting and light fixture. Main Level offers 2 bedrooms (One can be a first-floor primary) and 1 full bath. The upper level offers the primary bedroom plus 2 additional bedrooms and updated hall full bath. Large, unfinished basement with interior access to the 3rd garage bays with plenty of storage. Private, fenced in level back yard. Central Air. Sewer/City water. Ideally located - minutes to everything - shopping, highways and all amenities.

7 Colony Rd, Seymour
174 Roosevelt Dr, Seymour
$310,000
2 Beds ⋅ 1 Baths ⋅ 24215662 MLS
This beautiful single -family home for sale in Seymour is a fantastic condo alternative, offering residential living with no HOA fees. This newly renovated ranch features two bedrooms,1 bathroom, laundry room, and open living space. It also offers a partially finished basement that provides excellent potential for additional living or storage space. Conveniently located, the property is just a short walk to the local restaurants and stores along the scenic Housatonic River, and only minutes away from Lake Zoar. Whether you are looking to purchase your first home or searching for an ideal downsize, this single-family ranch is a must see!

174 Roosevelt Dr, Seymour
2 Bryan Cir, Seymour
$500,000
3 Beds ⋅ 3 Baths ⋅ 24216330 MLS
Welcome to 2 Bryan Circle, a beautifully maintained, modern raised ranch nestled near the top of a quiet cul-de-sac in Seymour. Offering an inviting combination of style, comfort, and functionality, this home is designed for both everyday living and entertaining. The attractive exterior features a lovely front yard, charming stone walls, landscaped walkways, and an expansive rear wood deck that's perfect for outdoor gatherings, grilling, or simply relaxing. Step inside to discover a bright and airy main level filled with natural light, beautiful hardwood floors, and an impressive open floor plan enhanced by soaring vaulted ceilings. The spacious living areas flow seamlessly into a modern, well-appointed kitchen featuring updated appliances and plenty of room for gathering. The main level also offers three generously sized bedrooms, including a spacious primary bedroom, along with two full bathrooms. Downstairs, a large finished family room provides exceptional additional living space, ideal for entertaining, recreation, or a home office. A convenient half bath and attached two-car garage add to the home's practicality and appeal. Lovingly cared for and thoughtfully maintained, this property offers the perfect blend of modern amenities, generous living space, and an inviting neighborhood setting. Competitively priced and ready for its next chapter, 2 Bryan Circle is a wonderful opportunity you won't want to miss. Schedule your private showing today!

2 Bryan Cir, Seymour
4 Bellevue Ter, Seymour
$325,000
3 Beds ⋅ 2 Baths ⋅ 24202402 MLS
Welcome to 4 Bellevue Drive, a versatile 3-bedroom, 2-bathroom home situated on a fenced in .32-acre lot in Seymour. This property offers the added benefit of a flexible lower level that is currently being used as a multi-generational living arrangement, providing excellent potential for extended family, guests, a private living space, or additional flexibility to suit your needs. The main living area offers a welcoming layout with three bedrooms, full bath, kitchen, fireplace, and living room. Moreover, the lower level provides valuable additional space and versatility with a kitchen, full bath, living room with a fireplace, bedroom and a separate entrance. Whether you're looking for a home that can accommodate multiple generations or simply want extra room for guests and hobbies, this property offers plenty of possibilities. Enjoy the space and privacy of a .32-acre lot while being conveniently located in Seymour, close to local amenities, shopping, dining, parks, schools, and commuter routes. Three bedrooms, two full baths, a flexible setup, and a great lot make 4 Bellevue Drive a home with plenty to offer. Come see the possibilities for yourself! Being sold "As Is"

4 Bellevue Ter, Seymour
609 S Main St, Seymour
$365,000
3 Beds ⋅ 2 Baths ⋅ 24216203 MLS
Welcome to 609 South Main Street, a beautifully renovated Cape that is truly move-in ready! Step inside to a bright and inviting first floor featuring hardwood floors throughout and an updated kitchen with granite countertops and stainless steel appliances. Upstairs, two oversized bedrooms and a renovated half bath offer an impressive amount of additional space. Perched above the Naugatuck River, the home enjoys beautiful seasonal river views and an elevated setting that makes this property truly unique. Outside, enjoy a fully fenced backyard and deck-perfect for entertaining, pets, or simply relaxing at home. A full basement provides tons of room for storage, while the oversized one-car garage adds even more convenience. Ideally located in Seymour with easy access to Route 8, Route 67, I-95, Metro-North, shopping, dining, and nearby amenities. With thoughtful updates, beautiful river views, and a backyard ready to enjoy, this turnkey home is an opportunity you won't want to miss-schedule your showing today!

609 S Main St, Seymour
34 Brookdale Rd, Seymour
$245,000
3 Beds ⋅ 1 Baths ⋅ 24215631 MLS
HIGHEST AND BEST BY 6PM, 10/26.Wonderful opportunity to live in the Great Hill area of Seymour residential homes with easy access to schools and shopping. This 3 bedroom ranch features a gorgeous remodeled bathroom with Travertine looks and marble effects. Completely done top to bottom with a full step in shower. Brand new refrigerator and stove in stainless. Hard wood floors throughout living room and bedrooms. Bonus room off the kitchen overlooks the flat yard. Livingroom with bay window. semifinished lower level room and separate laundry area and access to a deep garage underneath. Vinyl siding and paved driveway all packaged in a ready to remodel gem.

34 Brookdale Rd, Seymour
206 Mountain Rd, Seymour
$435,000
3 Beds ⋅ 1 Baths ⋅ 24214574 MLS
Location, location, location! Fantastic opportunity to own this 3-bedroom Ranch in a highly desirable Seymour neighborhood, ideally situated directly across the street from the town park and middle school! Enjoy the convenience of nearby recreational facilities, schools, shopping, and easy access to major highways. This classic Ranch offers the ease and comfort of one-floor living with approximately 1,240 square feet, a spacious living area, three bedrooms, and a full bath. Additional features include central air, a 2-car attached garage, enclosed porch, and a generously sized deck offering great potential for outdoor entertaining and relaxation. The home has experienced deferred maintenance and requires repairs, updating, and TLC throughout, presenting an excellent opportunity for buyers looking to renovate and create a home that reflects their personal style. With its desirable single-level layout, outstanding location, and tremendous potential, this property offers a wonderful opportunity to build equity through improvements. Bring your vision, roll up your sleeves, and transform this classic Ranch into the home you've been dreaming of!

206 Mountain Rd, Seymour
18 Johnson Ave, Seymour
$409,900
3 Beds ⋅ 2 Baths ⋅ 24215032 MLS
Welcome to 18 Johnson Avenue, where charm, comfort, and opportunity come together in the beautiful town of Seymour! Nestled in a peaceful residential setting, this inviting home offers a wonderful blend of comfort, character and convenience. Featuring 3 bedrooms, 1 full and 1 half bathroom. This warm and welcoming property offers plenty of possibilities to make it your own. Imagine hosting gatherings, enjoying peaceful evenings at home, and creating lasting memories. Conveniently located near local shopping, restaurants, parks and major commuting routes. This home offers small-town charm with everyday essentials close by. Whether you are purchasing your first home, looking for a fresh start, or searching for a place to call your own. This is one you won't want to miss! PROPERTY IS BEING SOLD STRICTLY AS-IS.

18 Johnson Ave, Seymour
5 Whippoorwill Ln, Seymour
$369,000
3 Beds ⋅ 1 Baths ⋅ 24206953 MLS
This beautiful, well-maintained ranch, located in Seymour boasts over 1100 sqft of living space and easy access to both RT8 & RT34. Walking into the home you are greeted by a large living room with hardwood floors and a huge bay window that lets in ample light. The Eat-in-Kitchen has beautiful cabinets and plenty of room to prepare & enjoy meals. Off the kitchen, there is a small screened-in room that leads out to the back deck. Also on the main level, are 3 large bedrooms and the full bathroom. The finished lower level of the home has plenty of room for an entertaining space, workout area, office or game room. The one-car garage is detached and provides room for storage or a small workplace.

5 Whippoorwill Ln, Seymour
45 Rosko St, Seymour
$275,000
3 Beds ⋅ 2 Baths ⋅ 24211576 MLS
Opportunity awaits at 45 Rosko Street in Seymour! This 1920 single-family home offers 3 bedrooms, 1.5 bathrooms, and approximately 1,564 square feet of living space on a 0.20-acre corner lot. Bring your vision and creativity to restore and update this property to its full potential! The main level features an eat-in kitchen, living space, and a convenient half bathroom with laundry. Upstairs, you'll find all three bedrooms, a full bathroom, and an unfinished attic with potential. Additional features include an enclosed front porch, oil-fired forced hot air heating, an oil-fired water heater, and a private paved driveway leading to a 2-car detached garage. The corner lot provides outdoor space for landscaping and gardening. Conveniently located near local parks, shopping, restaurants, downtown Seymour, and the Metro-North Waterbury Branch train station. Whether you're considering a renovation project or looking to customize a home to your preferences, this property offers plenty of possibilities. Estate sale. Property is being sold strictly AS-IS. Buyers to perform their own due diligence regarding property condition and improvements.

45 Rosko St, Seymour
18 Carriage Dr, Seymour
$515,000
3 Beds ⋅ 3 Baths ⋅ 24212003 MLS
Beautifully landscaped, fully fenced, and set in a sidewalk-lined neighborhood, this home offers just as much to love outside as it does inside. There is NO SHORTAGE OF SPACE here, with a flexible first-floor layout that gives you plenty of room to entertain, work from home, or create spaces that fit your lifestyle. The kitchen features stainless steel appliances and flows into the dining area and living room, where a WOOD-BURNING FIREPLACE creates the perfect place to cozy up as the cooler months roll in. On the other side of the home, even more living space is currently set up with a bar area, formal dining room, and office, but the possibilities are ENDLESS. Create a playroom, second living room, game room, home office, or additional entertaining space. Dimmer switches in the dining and bar area add just the right ambiance when hosting or relaxing at home. Upstairs, you'll find three GENEROUSLY SIZED bedrooms with BRAND-NEW HARDWOOD FLOORS throughout the upstairs. The primary bedroom features a large walk-in closet and private full bath. Step outside to enjoy the FULLY FENCED BACKYARD, deck, beautiful patio, firepit area, large shed, and plenty of yard space to make your own. With a NEWER ROOF, PUBLIC WATER, PUBLIC SEWER, and so much versatile living space, this is one you won't want to miss. There's still time to make it yours and enjoy HOME for the holidays before the year is over!

18 Carriage Dr, Seymour
22 Tomlinson Rd, Seymour
$369,900
2 Beds ⋅ 2 Baths ⋅ 24211204 MLS
Welcome to this charming Cape Cod home on a picturesque level .60 acre with 2 car attached garage. Living room & dining room with hardwood flooring, eat in kitchen with wood cabinetry, family room plus office, first floor half bath & laundry. Oil tank in basement. Sump pump in basement (per owner basement gets damp in heavy rain). Highest and best by 10:00 AM Tuesday October 6

22 Tomlinson Rd, Seymour
26 Union St, Seymour
$569,900
6 Beds ⋅ 4 Baths ⋅ 24211094 MLS
Looking for more space without taking on a renovation? This updated, well-maintained brick Colonial offers six bedrooms, three full baths, and a half bath, with flexible rooms across three levels for everyday living, guests, and working from home. High ceilings, hardwood floors, and generous windows create a bright, welcoming interior with classic character. The living room features exposed beams and a fireplace, while the eat-in kitchen includes granite countertops and stainless steel appliances. A main-level bedroom can also serve as a dining room or home office. Upstairs, the primary suite includes a walk-in closet, dressing area, and private bath. Two additional bedrooms and a full bath on the third floor offer room to spread out, while two additional basement rooms provide extra flexibility. Outside, enjoy a private backyard enclosed by black fencing, a deck, and an above-ground pool for relaxing and entertaining. A detached two-car garage, central air, and public water and sewer add everyday convenience. Convenient to Route 8, 26 Union Street brings together generous space, versatile rooms, and a backyard to enjoy. Settle in and make it your own.

26 Union St, Seymour
6 Stony Creek Ln, Seymour
$669,000
4 Beds ⋅ 3 Baths ⋅ 24207754 MLS
Welcome to 6 Stony Creek Lane, an exceptional, turnkey Colonial beautifully situated on a desirable cul-de-sac in Seymour. Built in 2019 and offering thoughtfully designed living space, this impressive 4-bedroom, 2.5-bath home blends timeless style with modern finishes and effortless everyday living. From the moment you step inside, you'll appreciate the bright, beautifully maintained interior and hardwood floors throughout the main level. The heart of the home is the stylish kitchen, featuring quartz countertops, stainless steel appliances, abundant cabinetry, center island and generous workspace-perfectly designed for everything from casual mornings to entertaining family and friends. The inviting living spaces offer warmth and sophistication, highlighted by a beautiful fireplace that creates the perfect focal point for cozy evenings at home and a formal dining room. Upstairs, you'll find a spacious primary ensuite, along with three additional generous sized bedrooms and a full bath. Whether you need additional bedrooms, guest accommodations, or dedicated home-office space, this home offers exceptional versatility. Step outside to your own private backyard retreat, where a deck and patio provide wonderful spaces for outdoor dining, summer entertaining, grilling, or simply unwinding in a peaceful setting.Conveniently located to shopping, dining, recreation, schools, and major commuting routes.

6 Stony Creek Ln, Seymour
112 Maple St, Seymour
$499,000
4 Beds ⋅ 4 Baths ⋅ 24209463 MLS
This ranch style home offers loads of space (over 2100 s.f. main level) and has endless possibilities!! Addition in 2005 added a Great Room and a "new" (2005) main level primary bedroom suite with full bath, along with a lower level kitchen, family room and full bath (pump up for bath). This walk-out lower level offers many options! Main level heated by oil hot water and central air; lower level has radiant heat (no air). Two staircases to lower level. Second fireplace in basement. SUBJECT TO PROBATE COURT APPROVAL; NO DISCLOSURES!

112 Maple St, Seymour
30 Briarwood Dr, Seymour
$630,000
3 Beds ⋅ 3 Baths ⋅ 24209024 MLS
Welcome to 30 Briarwood Drive a BUILDERS OWN home, where the experience begins before you even pull in. Sidewalks and a canopy of mature trees line the street, setting the tone for this stately brick home framed by professional landscaping and undeniable curb appeal. Step into a bright, welcoming foyer with custom millwork and a statement chandelier, the first of many surprises around every corner. Upstairs, vaulted ceilings crown an open layout joining the living room, dining area, and chef's kitchen. The kitchen has a generous butcher block island, 6-burner stove, Viking refrigerator, and custom cabinetry with stylish hardware. Two bedrooms share a spacious, well-appointed bath. The primary suite offers a walk-in closet and a spa-like bath with a soaking tub and a shower. The lower level includes a family room with a fireplace, a den or bedroom, and a full bath. Behind the two-car garage is a bonus space with heated floors and a sink, ideal for an office, gym, or workshop. Outside, the thoughtfully landscaped yard feels like a private retreat. A koi pond, a patio under a pergola, and an area for an outdoor TV make it the perfect place to enjoy crisp fall evenings. A charming outbuilding adds storage, plus an additional covered parking spot. Seymour living, elevated. Schedule your private showing today.

30 Briarwood Dr, Seymour
16 Tracy Ter, Seymour
$460,000
4 Beds ⋅ 2 Baths ⋅ 24209700 MLS
Welcome to 16 Tracy Terrace! After 26 years of ownership, this well maintained raised ranch is ready for its next chapter. Tucked away at the end of a quiet cul-de-sac on .37 acres, this home offers 4 bedrooms and 2 full baths. The main level features 3 bedrooms, a full bath with jetted tub, a spacious living and dining area, and beautiful natural wood floors throughout. Sliders lead to an oversized deck overlooking the fully cleared lot and above-ground pool, creating a great space to enjoy the outdoors. The lower level offers an additional bedroom, full bath, and bonus family/rec room! Recent updates include a 2023 pool liner and pump, 2020 siding, 2018 oil tank, 2017 roof and attic insulation, and triple-pane windows installed in 2012. Solar is leased at just $117.52/month, with the last three months of summer electric bills attached for review. Schedule your showing today!

16 Tracy Ter, Seymour
94 Tomlinson Rd, Seymour
$799,900
3 Beds ⋅ 3 Baths ⋅ 24208465 MLS
Direct Waterfront! A True Tranquility Base set in one of Seymours most desirable neighborhoods. Beautifully designed, quality-built home on superbly maintained 1.5 acres with direct water frontage on Ajellos Pond! A 6-acre private pond access in your own backyard and no flood ins . needed! Simply breathtaking views to enjoy all seasons as well as fishing, kayaking, a winter game of hockey, & ice skating in your own backyard! All fenced in too !Nice hardwood flooring and new carpet. Spacious living room with custom brick fireplace. French doors lead to newly expanded 12x25 All season room and deck with the most tranquil views! Spacious lite & bright Kitchen with red birch cabinetry. Great room flow & top quality throughout. Even an inlaw apt or home office with beautiful waterviews that also has separate entrance thru garage. Finished walk out lower level with patio and hot tub overlooking pond ! Like being on vacation every day! In the past few years, over $175,000 in upgrades and improvements on this truly unique find! Call today for your private showing....Welcome Home!

94 Tomlinson Rd, Seymour
109 Davis Rd, Seymour
$739,900
4 Beds ⋅ 3 Baths ⋅ 24209223 MLS
This Colonial style home features a distinctive two story foyer that creates an impressive entrance and establishes the residence's sense of scale. Four bedrooms and two and a half bathrooms are complemented by oversized room proportions and high ceilings that define the interior character throughout. The spacious bedrooms offer generous dimensions, while the soaring ceilings enhance the open feel in each room. Central air conditioning provides reliable climate control for year-round comfort. The three-car garage accommodates multiple vehicles and includes additional storage space for household items. The level lot creates an ideal setting for outdoor activities, featuring a deck that extends the living space into the backyard for barbecues and summer entertaining. This combination of interior volume and outdoor capability makes the property well-suited for residents who value both indoor comfort and outdoor gatherings. Schedule your showing today to experience this Colonial home's spacious interior and outdoor entertaining potential.

109 Davis Rd, Seymour
48-A Steep Hill Rd, Seymour
$699,900
3 Beds ⋅ 3 Baths ⋅ 24205517 MLS
****HUGE PRICE REDUCTION!!! ***Welcome to this charming, well-maintained Cape Cod-style home, privately nestled among the woods and offering a peaceful retreat with plenty of space to relax and entertain. Outdoor living takes center stage with a wrap-around deck, firepit beneath a gazebo, above-ground pool, and storage shed. Inside, the light-filled main level features a spacious kitchen with breakfast bar and eat-in area, dining room, and inviting living room with fireplace. The main floor also offers a primary bedroom, two additional bedrooms, two full baths, and a half bath. The lower level provides a recreation room with bar area and additional storage. * PLUS* The versatile upper level with an additional 777sq ft includes two bedrooms, a family room, full bath, and additional finished space ideal for a home office, guest area, playroom, or bonus space. Perfect for flexible living or multigenerational needs. A wonderful combination of privacy, comfort, and versatile living space-inside and out.**The best of both worlds!** Enjoy the peace and privacy of a beautiful neighborhood while staying close to the Seymour train station for an easy commute. Conveniently positioned for access to Stamford and New York City, this location gives you the freedom to enjoy a quieter lifestyle without giving up the convenience of the city. **** Price Improvement!! **** Motivated sellers and all reasonable offers will be considered. Schedule your showing and lets make a deal

48-A Steep Hill Rd, Seymour
2 Edgehill Ter, Seymour
$375,000
3 Beds ⋅ 1 Baths ⋅ 24207658 MLS
Your search for "one-level living" stops here!! This ranch-style has been remodeled within the last year! It boasts central air and new mechanicals, along with a 2-car detached garage. The walk-up attic is great for storage too! Deeded water/beach rights with dock and play area for tots on water side! The demand for ranch-style homes is greater than the supply and, with this home, just turn the key and move right in!! Nothing left to do but enjoy your new home!

2 Edgehill Ter, Seymour
5 Scott Ave, Seymour
$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
146 Roosevelt Dr, 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
47 Moss Ave, 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
178 Maple St, Seymour
$564,900
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.

178 Maple St, Seymour
26 Bellevue Ter, 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
18 Buckingham Rd, 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

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!