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20 New St, Seymour
$400,000
5 Beds ⋅ 3 Baths ⋅ 24218936 MLS
Located in Seymour's Bungay neighborhood, this 2-family home offers flexibility and income potential - the property is zoned for 3 units. The first unit features 3 bedrooms and 2 full bathrooms, while the second-floor unit offers 2 bedrooms and 1 bathroom, for a total of 5 bedrooms and 3 bathrooms across both units. Whether you're an investor looking for rental income with room to expand to a third unit, or an owner-occupant wanting to live in one unit while the other helps carry the mortgage, this property delivers options. Seymour itself is a classic Naugatuck Valley town with a walkable downtown full of local shops and restaurants - grab a bite at Train Station Pizza, browse antiques, or enjoy afternoon tea downtown. Outdoor lovers will appreciate Chatfield Park and French Memorial Park, plus the nearby Naugatuck River and miles of local trails. Commuting is easy with Route 8 close by and the Seymour train station on Metro-North's Waterbury Line, putting New Haven and the surrounding valley within reach. A great combination of investment potential and small-town New England living.

20 New St, Seymour
214 Bungay Rd, Seymour
$389,900
3 Beds ⋅ 2 Baths ⋅ 24217727 MLS
Nestled on approximately 1.7 acres, this updated 3 bedroom 2 bathroom home offers the perfect combination of comfort and convenience. Inside you will find a flexible and functional layout highlighted by a new upper-level primary ensuite just finished in 2026. Seller has made many updates to the property including new roof (2023), new central air (2023), new siding (2026), new hot water heater (2026), new driveway (2026), upgraded 200amp electrical service (2026), and new ductless mini-split system in upper level. Kitchen and main floor bathroom received updates in 2023 as well as the living room to include a wood-burning fireplace insert w/ circulating blower. Nothing left to do but move in! Ring doorbell cameras on property.

214 Bungay Rd, Seymour
65 Meadow St, Seymour
$249,900
3 Beds ⋅ 2 Baths ⋅ 24217225 MLS
ATTENTION INVESTORS & CONTRACTORS? Tremendous opportunity to restore this historic 1900 Victorian home set on a level, cleared 0.44-acre lot. Offering 2,214 sq. ft. of living space plus a massive 1,000 sq. ft. walk-up attic with a pre-existing finished room (not reflected on tax records), this property boasts endless upside. Zoned for multi-family use, the home features an existing 2nd-floor accessory apartment and 2 separate entrances on each floor, making it an ideal candidate for a multi-family conversion, income-generating investment, or expansive multi-generational estate. Easily reconfigured into a 4-to-5-bedroom home. Interior highlights include original coffered ceilings and gorgeous hardwood floors ready to be restored. Exterior features a detached 2-car garage with a spacious loft for additional storage or workshop space. NEEDS FULL REHAB. Strictly sold "AS-IS." Will NOT qualify for FHA or Conventional Financing-Cash, Hard Money, or Rehab loans only. Bring your crew and unlock this property's maximum value! Offers are due 12:00 pm on Friday 11/6.

65 Meadow St, Seymour
80 Silvermine Rd, Seymour
$420,000
4 Beds ⋅ 3 Baths ⋅ 24217960 MLS
Welcome to 80 Silvermine Road in Seymour! This spacious home offers a fantastic opportunity for buyers looking to add their personal touches and make it their own. Priced with future updates and improvements in mind, the property offers plenty of potential to build equity over time. Situated on a level lot in a quiet, established neighborhood, this home features 3 bedrooms, 3 full bathrooms, a 2-car garage, and propane cooking. The lower level offers additional flexible living space, complete with a wood-burning stove and an additional room that could serve as a home office, guest room, or potential fourth bedroom. With generous living space, a level yard, and a peaceful neighborhood setting, this property offers a great combination of space, potential, and opportunity. Whether you're looking to update the home over time or make improvements right away, 80 Silvermine Road provides an excellent opportunity to create a home that reflects your style and needs. Property is being sold as-is.

80 Silvermine Rd, Seymour
115-A Squantuck Rd, Seymour
$315,000
3 Beds ⋅ 1 Baths ⋅ 24217916 MLS
This charming 3 bedroom, 1 bathroom ranch is nestled on a private secluded lot near the Housatonic River in Seymour. Enjoy the peaceful sounds of Spruce Brook that runs along the back of the property. The outdoor space features a beautiful stone patio and terrace along with a hot tub, perfect for relaxing, entertaining or just enjoying the natural surroundings. This home offers the comfort of one level living with a main level laundry room, 3 spacious bedrooms, including a primary with a fireplace, dining room, living room, and a bonus room. There is also a detached bonus space equipped with a mini-split heating and cooling system adding to the living space. Come see this unique property and all it has to offer!

115-A Squantuck Rd, Seymour
52 Buckingham Rd, Seymour
$599,000
3 Beds ⋅ 5 Baths ⋅ 24214960 MLS
Set on a private 0.83-acre lot in Seymour, this Colonial-style home delivers 2,161 sq ft of living space, 3 bedrooms, (main level in-law suite not included) and 4 full baths plus a half bath - rare flexibility for any household. The primary suite impresses with vaulted ceilings, a stained-glass accent window, and a spa-like en-suite featuring a marble double vanity, glass shower, and large soaking tub. Secondary bedrooms are bright and airy, one with a vaulted ceiling, and warm wood-toned furnishings that highlight the home's character. A second full bath offers a classic vanity and tub/shower combo. Step outside to a deck and open porch for easy indoor-outdoor living, with a basement-level garage adding everyday convenience. Built in 2001 and move-in ready, this home pairs comfortable living with a peaceful, tree-lined setting just minutes from downtown Seymour, multiple state parks, and the Housatonic River.

52 Buckingham Rd, Seymour
4 Elaine Dr, Seymour
$379,900
3 Beds ⋅ 1 Baths ⋅ 24217227 MLS
Welcome to 4 Elaine Drive, Seymour. This 3-bedroom, 1-bath ranch sits on 0.28 acres on a quiet, established street and offers efficient one-level living. The home features hardwood floors throughout, an updated kitchen, and a 1-car garage. Recent updates have been completed for peace of mind, including a new kitchen, a new water heater, and a new well pump. Additional improvements in 2020 include a new oil tank, windows, siding, roof, and central AC. Solar panels are in place for energy efficiency - buyer to assume solar financing. Convenient location close to shopping, schools, and Route 8. Ideal for first-time buyers, downsizers, or anyone looking for a well-maintained, low-maintenance home that is ready to move in.

4 Elaine Dr, Seymour
27 Bissell Pl, Seymour
$475,000
2 Beds ⋅ 2 Baths ⋅ 24217343 MLS
Welcome to 27 Bissell Place, a beautifully renovated ranch situated on 3 acres along a quiet dead-end street in Seymour! This charming home offers 2 bedrooms, 1 full and 1 half bathroom, and approximately 1,450 square feet of comfortable living space. Thoughtfully updated throughout, the home combines modern finishes with the convenience of single-level living. The inviting living room features a fireplace, while the spacious eat-in kitchen provides a welcoming setting for everyday living and entertaining. Additional highlights include a full walk-out basement, one-car under-house garage, and a lightly wooded 3-acre property offering exceptional privacy, outdoor enjoyment, and room to explore. Enjoy a peaceful setting while remaining conveniently located near downtown Seymour, shopping, dining, and major commuter routes. A wonderful opportunity to own a move-in-ready home with acreage in a desirable location!

27 Bissell Pl, Seymour
49 Micko Dr Unit 25, Seymour
$479,900
2 Beds ⋅ 3 Baths ⋅ 24217234 MLS ⋅ Ridge View Townhomes(Pending Verification) BLDG.
This impeccably built, soon-to-be-completed 2-bed, 2.5-bath FULLY CUSTOMIZABLE, end-unit townhouse offers a rare combination of modern design, premium finishes, and exceptional comfort. Located within a newly constructed, peaceful, and private community, this three-story residence is thoughtfully designed to deliver bright, spacious living areas, everyday functionality, and timeless elegance. A perfect balance of upscale living-at a remarkably attainable price point. The first floor features a beautifully designed open-concept layout, highlighted by a spacious kitchen with quartz countertops, stainless steel appliances, and abundant cabinetry. The adjacent dining area flows seamlessly into a bright, generously sized living room, enhanced by sliding glass doors that open to a 10' x 12' sun-filled balcony. The second floor features a spacious primary bedroom, complete with a walk-in closet and a stunning primary bathroom. An additional generously proportioned bedroom with a second full bath complete the floor. Ample closet spaces. The ground level offers exceptional versatility, featuring a spacious one-car garage and an oversized, fully finished family room with walk-out access to a large patio. Ideally situated near major highways, regional employment centers, retail, dining, and neighboring hubs including New Haven. Completion date: 01/30/27. A rare opportunity to own in a peaceful new community featuring pickleball courts and a beautifully designed fire pit, gazebo area.

49 Micko Dr Unit 25, Seymour
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
45 Micko Dr Unit 23, Seymour
$479,900
2 Beds ⋅ 3 Baths ⋅ 24216287 MLS ⋅ Ridge View Townhomes(Pending Verification) BLDG.
This impeccably built, soon-to-be-completed 2-bed, 2.5-bath FULLY CUSTOMIZABLE, end-unit townhouse offers a rare combination of modern design, premium finishes, and exceptional comfort. Located within a newly constructed, peaceful, and private community, this three-story residence is thoughtfully designed to deliver bright, spacious living areas, everyday functionality, and timeless elegance. A perfect balance of upscale living-at a remarkably attainable price point. The first floor features a beautifully designed open-concept layout, highlighted by a spacious kitchen with quartz countertops, stainless steel appliances, and abundant cabinetry. The adjacent dining area flows seamlessly into a bright, generously sized living room, enhanced by sliding glass doors that open to a 10' x 12' sun-filled balcony. The second floor features a spacious primary bedroom, complete with a walk-in closet and a stunning primary bathroom. An additional generously proportioned bedroom with a second full bath complete the floor. Ample closet spaces. The ground level offers exceptional versatility, featuring a spacious one-car garage and an oversized, fully finished family room with walk-out access to a large patio. Ideally situated near major highways, regional employment centers, retail, dining, and neighboring hubs including New Haven. Completion date: 01/30/27. A rare opportunity to own in a vibrant new community featuring pickleball courts and a beautifully designed fire pit and gazebo area.

45 Micko Dr Unit 23, 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
57 Micko Dr Unit 29, Seymour
$499,900
3 Beds ⋅ 3 Baths ⋅ 24215681 MLS ⋅ Ridge View Townhomes(Pending Verification) BLDG.
This impeccably built, soon-to-be-completed 3-bed, 2.5-bath FULLY CUSTOMIZABLE townhouse offers a rare combination of modern design, premium finishes, and exceptional comfort. Located within a newly constructed, peaceful, and private community, this three-story residence is thoughtfully designed to deliver bright, spacious living areas, everyday functionality, and timeless elegance. A perfect balance of upscale living-at a remarkably attainable price point. The first floor features a beautifully designed open-concept layout, highlighted by a spacious kitchen with quartz countertops, stainless steel appliances, and abundant cabinetry. The adjacent dining area flows seamlessly into a bright, generously sized living room, enhanced by sliding glass doors that open to a 10' x 12' sun-filled balcony. The second floor features a spacious master bedroom, complete with a walk-in closet and a stunning primary bathroom. Two additional generously proportioned bedrooms with a second full bath complete the floor. Ample closet spaces. The ground level offers exceptional versatility, featuring a spacious one-car garage and an oversized, fully finished family room with walk-out access to a large patio. Ideally situated near major highways, regional employment centers, retail, dining, and neighboring hubs including New Haven. Completion date: January 7. A rare opportunity to own in a vibrant new community featuring two pickleball courts and a beautifully designed fire pit and gazebo area.

57 Micko Dr Unit 29, Seymour
206 Mountain Rd, Seymour
$425,000
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
74-76 S Main St, Seymour
$375,000
4 Beds ⋅ 2 Baths ⋅ 24212919 MLS
Welcome to 74-76 S Main Street, Seymour! This versatile two-family property offers convenience, flexibility, and excellent potential for both investors and owner-occupants. Ideally situated in a central location close to shopping, restaurants, everyday amenities, and major routes, including Route 8, Route 67, and Route 115, this property offers easy access to surrounding towns and beyond. Each unit features separate utilities, including individual water meters, oil tanks, electricity, and heating, offering added independence for each residence. The entire home has new windows throughout, the exterior features paved driveways on both sides of the property, providing convenient off-street parking for both units while keeping exterior maintenance to a minimum. Whether you're looking to expand your investment portfolio, generate rental income, or live in one unit while renting the other, this property offers a variety of possibilities. Take advantage of this opportunity to own a two-family property in a convenient Seymour location with the flexibility to suit your goals!

74-76 S Main St, 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
207 Woodlawn Dr Unit 207, Seymour
$625,000
3 Beds ⋅ 3 Baths ⋅ 24210683 MLS ⋅ Meadow Brook Estates BLDG.
BOM. Buyer had health issues. Amazing stand-alone, peaceful Meadow Brook Estates Condo. One of the largest units at almost 2500 square feet. Open concept with soaring ceilings, great light and 3 generous bedrooms, 2 on the main level. Very private setting with woods on one side and evergreens on the other. Gas fireplace, gorgeous 4 season sun room with tons of windows facing the woods. Meticulously maintained, with brand new Gas Stove and Microwave. Refrigerator, Dishwasher and Washer/Dryer are new as of 2024 and newer hot water heater as of 2022. Totally turn key waiting for you to call it home. Enormous walk out basement ready to finish to add equity to the home or keep as storage. Carefree living in this highly desired 55+ community.

207 Woodlawn Dr Unit 207, Seymour

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