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34 Bellevue Ter, Seymour
$433,900
4 Beds ⋅ 4 Baths ⋅ 24170452 MLS
This impressive, move-in-ready home showcases extensive updates and an abundance of natural light throughout. Expansive windows frame beautiful views, while multiple open decks create seamless indoor-outdoor living. The main level features three spacious bedrooms and two full bathrooms, including one with a relaxing jacuzzi tub. The updated kitchen is equipped with stainless steel appliances and granite countertops, and flows effortlessly into the combined living and dining area-an inviting space filled with light and direct access to a large deck. The lower level offers excellent versatility with a second fully equipped kitchen, comfortable sitting area, additional bedroom, one-and-a-half baths, and a dedicated laundry room. This level also opens to its own private deck, making it ideal for guests or extended living. Major upgrades include a new septic system, generator with propane tanks, updated electrical wiring, convection electric wall heaters, a second water heater, whole-house water purification and air softening system, and solar panels. Loaded with thoughtful improvements and modern conveniences, this home is truly turnkey and ready to enjoy.

34 Bellevue Ter, Seymour

123 Pearl St, Seymour
$427,000
4 Beds ⋅ 3 Baths ⋅ 24188026 MLS
Welcome to 123 Pearl Street - a breathtaking Victorian-style residence in the heart of Seymour, where timeless architectural charm meets modern luxury living. This magnificent home has been thoughtfully and completely updated / remodeled throughout, preserving its original character while offering every contemporary comfort today's owner expects. From the moment you arrive, the steeply pitched rooflines, ornate gingerbread trim, and inviting front porch announce the home's Victorian heritage. Step inside to discover soaring ceilings, rich millwork, beautiful turret and light-filled rooms that flow seamlessly for both everyday living and elegant entertaining. All the amenities of modern living with the charm of a classic Victorian. Bedrooms are all generous in size and the the home has a beautiful primary bedroom suite with an large bathroom and walk-in closet space. Potential: This home offers excellent two-family conversion potential - a rare opportunity for investors, multi-generational families, or buyers seeking rental income to offset their mortgage. Conveniently located with easy access to major commuter routes, train and downtown - this is the rare home that truly has it all. Seller is an agent

123 Pearl St, Seymour

17 Morningstar Dr, Seymour
$425,000
3 Beds ⋅ 2 Baths ⋅ 24172325 MLS
Welcome to 17 Morningstar Drive located in the desirable Skokorat neighborhood of Seymour! This fully remodeled Ranch offers modern updates, flexible living space, and a great location in a wonderful neighborhood. The main level features beautiful hardwood floors throughout, a bright living room, and a stunning brand-new kitchen with new cabinetry, quartz countertops, stainless steel appliances, and under-cabinet lighting with exceptional attention to detail. The dining room showcases a stylish chandelier, creating the perfect space for gatherings. Off the kitchen, you'll find a versatile room ideal for a home office, TV room, or relaxing sitting area, complete with slider access to the spacious fenced-in back and side yard, recently seeded and ready to bloom. The main floor also includes a fully remodeled full bathroom and 2 bedrooms, including a primary bedroom with 2 closets. The lower level offers a private 3rd bedroom with its own full bathroom, a laundry area, and a large entertainment room with exterior access through double doors to the front of the home. There is also a mechanical room with ample storage space. Between the house and the one-car garage, you'll find additional storage space for added convenience. Easy access to Route 8 makes commuting a breeze! Schedule your private showing today - a must see!

17 Morningstar Dr, Seymour

23 Highland Ave, Seymour
$425,000
3 Beds ⋅ 2 Baths ⋅ 24168352 MLS
HIGHEST & BEST SUNDAY, APRIL 26TH AT 5PM. This beautifully maintained home has been lovingly cared for over the past two decades and is truly move-in ready. The functional layout offers 3 bedrooms and 2 full bathrooms, providing flexibility for a variety of living arrangements. Two bedrooms are located on the main level, including an oversized primary bedroom, along with a full bathroom, while the lower level includes a third bedroom that can also serve as a family room, home office, or guest space, along with a second full bathroom. The lower level also features a cozy wood-burning stove, creating a warm and inviting additional living area during the colder months. Entertaining is easy in the formal dining room, which includes a slider leading out to a covered Trex deck, perfect for relaxing, grilling, or hosting gatherings year-round. The spacious two-car garage offers high ceilings, providing excellent storage or workshop potential. Situated on a desirable corner lot, this home offers great outdoor space and is ideal for entertaining both inside and out. This home has been thoughtfully updated and well cared for, offering peace of mind with several important recent improvements, including a Roof which is 2 years old, a hot water heater only 1 year old, new garage doors, a new chimney and a new sump pump.

23 Highland Ave, Seymour

7 Tomlinson Rd, Seymour
$420,000
3 Beds ⋅ 1 Baths ⋅ 24192267 MLS
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 practical, with three comfortable bedrooms and a full bath, plus a garage for parking and storage. A leased solar system helps reduce monthly energy costs. Outside, a lovely yard offers room to relax, garden, or entertain. Commuters will appreciate the location minutes from Route 8 and the Seymour train station on Metro-North's Waterbury branch, with easy access to the Naugatuck Valley, New Haven, and beyond. A wonderful opportunity to settle into a refreshed home in a convenient Seymour location.

7 Tomlinson Rd, Seymour

6 Anne Ave, Seymour
$420,000
4 Beds ⋅ 2 Baths ⋅ 24164663 MLS
Beautiful Ranch style home offering easy one-level living with thoughtful updates throughout. The remodeled kitchen is a standout, featuring quartz countertops, a center island, breakfast bar, soft-close cabinetry, and a charming built-in corner cabinet, all partially open to the main living space for a seamless flow. The home offers a spacious living room and dining room with newly finished hardwood floors, perfect for everyday living and entertaining. With four bedrooms and two full bathrooms, there's plenty of space and flexibility for a variety of needs. Major updates provide peace of mind, including a new roof and windows completed in 2023, along with added solar panels for energy efficiency. Additional improvements include new attic insulation and a new oil tank. The property also features central air, a one-car garage, and the convenience of two driveways for ample parking. The large basement offers great storage and includes a partially finished room ideal for a home office, gym, or additional living space. Don't miss your chance to own this well-maintained home with valuable upgrades and plenty of room to grow. Being sold as-is.

6 Anne Ave, Seymour

8 Bungay Ter, Seymour
$415,000
3 Beds ⋅ 2 Baths ⋅ 24198858 MLS
Welcome to 8 Bungay Terrace, a beautifully maintained 3-bedroom, 2-bath ranch offering the space, comfort, and convenience you've been searching for in an established Seymour neighborhood. The bright, welcoming interior features gleaming hardwood floors, a fireplace with an updated mantel, spacious bedrooms, and an easy-flowing floor plan that leads into two beautifully renovated tiled bathrooms and an open kitchen appointed with stainless steel appliances, opening seamlessly to a fantastic three-season porch ideal for morning coffee, relaxing evenings, or additional entertaining space. Outside, a brick patio and lush, level half-acre lot provide plenty of room for gatherings, outdoor dining, and everyday enjoyment, while newer windows, electrical, water tank, siding, and appliances make this home truly move-in ready. Just minutes from Route 8, local shopping, restaurants, and schools, this is a rare combination of turnkey living and outdoor space that won't last long - schedule your showing today.

8 Bungay Ter, Seymour

27 Rosko St, Seymour
$410,000
3 Beds ⋅ 1 Baths ⋅ 24203889 MLS
Welcome Home to This Adorable Completely Renovated Cape! Beautifully renovated in 2022, this charming 3-bedroom, 2 full bath Cape offers the perfect blend of modern updates, a comfortable living, and private outdoor space. The main level features beautiful hardwood floors throughout, an inviting open-concept large living room, and a nearly new eat-in kitchen complete with stainless steel appliances, granite countertops, tile backsplash, and an abundance of cabinet & counter space. The first floor also offers a cozy dining room, a renovated full bath, and a versatile bedroom currently being used as a playroom-perfect for guests, a home office, or additional living space. Upstairs, you'll find a nice size primary bedroom with a walk-in closet, a third generous bedroom both with hardwood floors and a second updated full bath. The full basement provides a dedicated laundry area & plenty of storage space. Recent improvements also include a 4 year old boiler and 40-gallon water heater. Step outside and discover a truly special .41-acre private property, featuring mature fruit trees and playscape. There is a patio and outdoor entertaining area, making this a wonderful setting for relaxing or hosting family and friends. A two-car detached garage and shed provide plenty of parking and storage. Move-in ready with thoughtful updates, wonderful indoor space, and a beautiful private lot-this charming Cape is a must-see to fully appreciate all it has to offer!

27 Rosko St, Seymour

5 Oak Hill Rd, Seymour
$406,500
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

114 S Main St, Seymour
$405,000
2 Baths ⋅ 24190887 MLS
Historic Whittemore Tavern originally constructed in 1720 and expanded/updated in 2001, currently home to 2 thriving businesses. Town of Seymour Zoning confirms that residential occupancy is also permitted here (C2 Zoning). Total parcel size is .94 acre, including the adjacent lot with a small structure at 126-130 S. Main, which will convey with this sale. The 3,017 square-foot building is home to a well-known and successful ice cream retailer on the main level, and a popular dance studio upstairs (20 years here as a tenant). Excellent, clean and bright interior condition throughout both businesses, with some exterior cosmetic maintenance needed at this turn-key operation. Beautiful wraparound porch and mature trees contribute to the curb appeal enjoyed by locals at this well-recognized location. Public water and sewer, updated electrical and plumbing, with oil and propane heating plus Central A/C on the main level. Basement is spacious and easily accessed for storage. Heating, A/C and hot water are solid, while oil tank is brand new. Prime Valley location just a minute off Route 8 and plenty of easy parking have made this a convenient and popular ice cream and dance studio destination for decades! The lot is perfectly level and wide open, with the easy possibility of a second business being added. A great opportunity to take advantage of!

114 S Main St, Seymour

148 Roosevelt Dr, Seymour
$399,900
3 Beds ⋅ 1 Baths ⋅ 24160041 MLS
Fully updated and move-in ready! This meticulously maintained ranch features a bright kitchen with a new skylight, vaulted ceilings, and eat-in space. Flexible living room layout, 3 bedrooms with hardwood floors, and true one-level living. Spacious, super dry lower level offers great potential for additional living space. Major upgrades include a new roof (2023), newer windows (2020), central air, and a Sani-Dry sump system with battery backup and lifetime warranty. Enjoy a fully fenced yard, new paver patio, and private outdoor space-perfect for entertaining. Brand new driveway fits multiple vehicles. Unbeatable commuter location with easy access to Route 8 for a quick ride to New Haven, Waterbury, or points south-plus nearby trails, parks, water access, shopping, and dining. Peace of mind, already paid for: current flood insurance policy ($4,300/year) is fully paid through the end of the year and transfers to the buyer at closing-no first-year premium out of pocket and no waiting on coverage. Rate is grandfathered in and will transfer to buyer. No flood history ever. Turn-key, clean, and ready to go. Easy to show-schedule today!

148 Roosevelt Dr, Seymour

6 Warren Dr Unit 6, Seymour
$390,000
3 Beds ⋅ 3 Baths ⋅ 24178458 MLS
BACK ON MARKET and with *New Radon mitigation system. *New Oil Tank, *Upgraded basement drainage system, *New Exterior door trim. Discover the perfect blend of space, comfort, and convenience in this beautifully maintained, attached duplex-style home. Built in 1992, this property defies expectations with an incredibly generous layout where every single room is exceptionally spacious. Interior Highlights: Main Level Comfort: The inviting main floor features a cozy wood-burning fireplace, perfect for New England winters. You'll also find a convenient half-bathroom complete with main-level washer and dryer hookups-making laundry day a breeze. Primary Suite Retreat: The expansive primary bedroom serves as your personal oasis, boasting a very large, attached full bathroom and a massive walk-in closet with room to spare. Generous Living Space: With 3 bedrooms and 2.5 bathrooms total, there is plenty of room for family, guests, or a dedicated home office. Exterior & Additional Features: Oversized Garage: Car enthusiasts and storage seekers rejoice! The attached garage is much larger than average, offering ample space for your vehicles, tools, and weekend gear. Outdoor Entertaining: Step outside to a nice back porch perfectly set up for summer barbecues, morning coffee, and relaxing evenings. Low-Maintenance HOA: Enjoy the perks of a community structure with a straightforward HOA that covers insurance only, keeping your monthly costs low and predictable.

6 Warren Dr Unit 6, Seymour

47 Colony Rd, Seymour
$381,000
2 Beds ⋅ 1 Baths ⋅ 24181964 MLS
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, and a secluded rear deck that has been FRESHLY PAINTED-creating the ideal setting for relaxing, entertaining, or enjoying the peaceful surroundings. Recent updates including NEWER SIDING, REPLACEMENT WINDOWS, and CENTRAL AIR CONDITIONING provide added peace of mind for years to come. Inside, you'll find TWO WELL-SIZED BEDROOMS and an UPDATED FULL BATHROOM featuring a JACUZZI TUB. The FINISHED LOWER LEVEL offers incredible flexibility and is currently being used as a bedroom, but could easily function as a family room, home office, playroom, gym, or den. Additional storage space is available in both the ATTIC and UNFINISHED BASEMENT AREA. The location is hard to beat. Conveniently situated near shopping, restaurants, schools, and commuter routes, you'll also enjoy being just moments from the neighborhood park on Colony Road, featuring a POND, OPEN PLAYING FIELDS, and BASKETBALL COURTS-perfect for enjoying the outdoors close to home. Whether you're searching for your FIRST HOME, looking to downsize, or simply want a home that's ready to enjoy from day one, this property offers the SPACE, UPDATES, STORAGE, and LOCATION to make your next move an easy one. HIGHEST AND BEST 6/16 10:00 am

47 Colony Rd, Seymour

33 Emma St, Seymour
$379,900
3 Beds ⋅ 2 Baths ⋅ 24195508 MLS
Welcome to 33 Emma Street, where charm, comfort, and opportunity come together in one of Seymour's quietest neighborhoods! This cozy ranch is full of character and offers a warm, inviting feel from the moment you arrive! A charming front porch welcomes you home, while the patio just off the kitchen provides the perfect spot for outdoor dining, grilling, or simply relaxing. Set on a spacious, private lot, you'll love the large, level backyard-ideal for entertaining, gardening, outdoor games, or simply enjoying the peaceful surroundings. Inside, the home features 1,268 square feet of comfortable one-level living, including a separate laundry room for added convenience, an attached one-car garage, and an additional 276 square feet of finished lower-level space, offering endless flexibility for a family room, home office, fitness area, hobby room, or guest space. Tucked away on a quiet cul-de-sac, this home offers the perfect balance of privacy while remaining just minutes from local shops, restaurants, parks, and commuter routes. 33 Emma Street offers the ease of one-level living, timeless charm, versatile living space, a fantastic backyard, and endless potential in a desirable Seymour location!

33 Emma St, Seymour

98 Washington Ave, Seymour
$370,000
3 Beds ⋅ 1 Baths ⋅ 24178357 MLS
A move-in ready ranch offering the perfect blend of updates, comfort, and convenience in the heart of Seymour. This well-maintained 3-bedroom home features central air (2020) , a new roof (2025), newer oil tank (2021), updated lighting throughout, freshly painted interiors, and an inviting layout designed for easy one-floor living. The kitchen has been refreshed with painted white cabinetry, updated lighting over the breakfast bar, and a newer refrigerator. Additional updates include bathroom fixtures, LVP flooring in the rear room, upgraded electrical with sub panel, and Bluetooth garage door openers on the detached 2-car garage. Enjoy the warmer months in the newer pool and spacious backyard, while the enclosed breezeway and full basement provide additional functionality and storage. Conveniently located close to Route 8, shopping, restaurants, parks, and commuter routes, this home offers the balance of practicality and modern updates buyers have been waiting for. SUBJECT TO SELLER FINDING SUITABLE HOUSING

98 Washington Ave, Seymour

16 Colony St Ext, Seymour
$367,000
2 Beds ⋅ 2 Baths ⋅ 24171925 MLS
Bright and spacious 2-bedroom, 2-bath home set on a private .35-acre lot in a lovely, quiet neighborhood close to everything. This well-maintained property offers a flexible layout featuring a formal living room with a wood-burning fireplace, a comfortable family room with access to a rear deck, and a dedicated dining area. The kitchen includes updated appliances, a new sink, fixtures, and recessed lighting, along with plenty of cabinetry Both bedrooms are generously sized, including a primary suite with a full bath. Recent updates provide peace of mind, including hardwood flooring, a 10-year-old roof with transferable warranty, updated 200-amp electrical, new blown-in insulation, a newer well pump and components, radon charcoal filtration system, generator hook-up and an oil tank approximately 10 years old. The boiler and central air system are also estimated at 10 years old. A full unfinished basement offers excellent potential for additional living space or storage. Enjoy the privacy of the yard and the convenience of the location, making this home an excellent opportunity in Seymour!

16 Colony St Ext, Seymour

129 Old Ansonia Rd, Seymour
$365,000
2 Beds ⋅ 1 Baths ⋅ 24160438 MLS
Charming, newly reimagined residence offering timeless appeal and modern comfort. Perfectly positioned on a 0.16-acre parcel in a quiet, desirable neighborhood, this beautifully updated 2-bedroom, 1-bath home presents an exceptional opportunity for effortless living. Thoughtfully renovated throughout, the interior showcases a light-filled, open living space complemented by rich flooring, crisp designer finishes, and a seamless flow ideal for both everyday living and entertaining. The eat-in kitchen is appointed with elegant cabinetry, granite countertops, and stainless steel appliances, creating a sophisticated yet inviting culinary space. The home continues to impress with well-proportioned bedrooms, a beautifully updated bath, and a fully finished lower level that expands your living space-perfect for a cozy family room, home office, gym, or guest retreat. Outdoor living is equally appealing, featuring a level backyard perfect for entertaining, gardening, or quiet relaxation, along with a welcoming front porch that enhances the home's curb appeal. Additional amenities include a detached one-car garage, ample driveway parking, and convenient access to Route 8, local schools, parks, and shopping. A refined offering that blends charm, quality, and convenience-an exceptional place to call home. New Septic & Hot Water Heater!!

129 Old Ansonia Rd, Seymour

45 Peach Dr, Seymour
$360,000
2 Beds ⋅ 2 Baths ⋅ 24189078 MLS
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 overlooking the expansive backyard, two bedrooms which can be converted back to three bedroom, and a full bath will complete the main level. The partially finished lower level provides additional living space perfect for a family room, recreation room, home office, or gym, along with ample storage and half bath. Excellent opportunity to customize and make it your own. The generous backyard offers plenty of space for entertaining, gardening, or simply enjoying the peaceful setting. Conveniently located close to shopping, restaurants, schools, parks, and Route 8, making commuting a breeze. Whether you're a first-time homebuyer, downsizing, or looking for a home with great potential, this property offers endless possibilities. Tax records show three bedrooms however seller converted it to a two bedroom. Being sold as is. ***Highest and best by Thursday 7/16 @ 9:00am***

45 Peach Dr, Seymour

282 Pearl St, Seymour
$360,000
2 Beds ⋅ 2 Baths ⋅ 24161945 MLS
Charming and well-maintained raised ranch located in desirable Seymour. This 2-bedroom home offers flexibility with the potential to easily convert back to a 3-bedroom layout, providing added value and versatility for a variety of living needs. The main level features a bright and functional floor plan with comfortable living space, a well-appointed kitchen, and generously sized bedrooms, creating a warm and inviting atmosphere throughout. Enjoy outdoor living on the private wraparound rear deck, perfect for relaxing, entertaining, or enjoying your morning coffee. The front yard is enhanced with new fencing, offering both curb appeal and added privacy. Additional updates include a new washer and dryer combo, bringing convenience and efficiency to your daily routine. The lower level provides additional usable space, ideal for a family room, home office, gym, or recreation area, giving you the flexibility to suit your lifestyle. Set on a nicely sized lot with room to enjoy the outdoors, this home is conveniently located near local amenities, shopping, dining, and major commuter routes. A great opportunity to own a home with expansion potential in a sought-after location. Schedule your showing today.

282 Pearl St, Seymour

172 Cedar St, Seymour
$350,000
3 Beds ⋅ 2 Baths ⋅ 24190592 MLS
Move-in ready with more space than you would expect, this well-maintained home offers a flexible layout and convenient location. Inside, you'll find a large eat-in kitchen with access to the flat backyard and shed, giving you plenty of room for everyday living, entertaining, and extra storage. The main level features two well-sized bedrooms, a full bath, a spacious living room, and a formal dining room. A bright sunroom/breezeway at the front of the home adds even more usable space and is perfect for relaxing, a home office nook, or plant lovers. Upstairs offers an additional well-sized bedroom along with walk-in attic storage, providing extra flexibility and room to grow. The full basement adds even more value with additional storage space, a full bath, and a one-car garage bay. With public water, public sewer, and easy access to Route 8 and Route 67, this home offers a practical layout with the space and features to fit a variety of needs. HIGHEST AND BEST WEDNESDAY 7/22 12:00 PM

172 Cedar St, Seymour

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