Seymour Homes under $750,000

Welcome to Seymour, Connecticut – a charming town nestled in the heart of New Haven County, where small-town charm meets modern convenience. Known for its picturesque landscapes and friendly community, Seymour offers a unique blend of suburban tranquility and easy access to urban amenities. With its rich history dating back to the 1800s, this vibrant town boasts a variety of local shops, parks, and recreational activities that cater to all ages.

Seymour is an ideal location for families, young professionals, and retirees alike. The town’s excellent school system and community-oriented atmosphere make it a great place to raise children. Nature enthusiasts will appreciate the scenic beauty of the Housatonic River and the numerous hiking trails that wind through the surrounding hills. Additionally, Seymour's convenient location provides easy access to major highways, making commutes to nearby cities like New Haven and Hartford a breeze.

For those looking to buy a home in this delightful area, Seymour offers an impressive selection of properties priced under $750,000. From charming single-family homes to modern townhouses, there’s something to suit every taste and budget. Whether you’re seeking a cozy starter home or a spacious residence with room to grow, the real estate market in Seymour is thriving, making it the perfect opportunity to invest in your dream home.

Come explore all that Seymour has to offer – a welcoming community, beautiful surroundings, and a range of affordable housing options await you in this hidden gem of Connecticut!

Newest Seymour Homes under $750,000

$175,000

3 Beds ⋅ 2 Baths ⋅ 24211537 MLS

Investor Special! Builders, flippers and investors take note of this 3 bedroom, 1.5 bath Colonial offering plenty of potential for renovation and added value. The home features hardwood floors throughout, newer vinyl siding and a roof approximately 3 years old. A walk up attic provides additional space with possibilities for future expansion. The detached garage also needs updating and offers additional potential. Bring your ideas and vision to restore this home and make it shine once again. Property is being sold As Is. Any items remaining in the garage at closing will convey with the property. I kept it straightforward and MLS-friendly while making the property sound like an opportunity rather than focusing too heavily on the work needed.

26 Grand St, Seymour

$390,000

2 Beds ⋅ 1 Baths ⋅ 24211194 MLS

Tucked back on a spacious half-acre lot at the end of a quiet dead-end street, this 1926 Cape blends vintage character with room to grow. The main level offers two bedrooms, a full bath, and an eat-in kitchen that opens to a stone patio with a built-in pizza oven, ideal for summer gatherings and crisp fall evenings. Upstairs, a generously sized third bedroom provides a private retreat. The level, cleared yard has room to garden, play, or relax, and a long paved driveway leads to a detached one-car garage and storage shed. A full basement with laundry adds storage and future potential, and zoned heat plus public water and sewer keep things practical. The location is hard to beat: you're minutes from Route 8, Quarry Walk's shops and restaurants in Oxford, and the Beacon Falls Recreation Complex. Downtown Seymour's antique shops, cozy pubs, and classic Strand Theater are close by. Explore the Naugatuck River Greenway and local trails, and enjoy hometown traditions like the Pumpkin Festival and Seymour Pink Day. Charming, convenient, and ready to welcome you home!

23 Lakeview Ave, Seymour

$435,000

5 Beds ⋅ 3 Baths ⋅ 24210104 MLS

Welcome to 36 Smith Street! This spacious Seymour home offers approximately 2,197 square feet of living space on a generous .73-acre lot, with a versatile layout and plenty of room to spread out. Featuring 5 bedrooms and 3 full baths, the home provides flexible living options with the potential for an in-law setup, extended-family living, home office, or additional private living space. The property also features a detached garage with separate electric, offering added convenience for parking, storage, a workshop, or hobby space. Step outside onto the large Trex deck, added in 2023, offering the perfect setting for outdoor entertaining and relaxing. Major updates include a new roof and central air in 2023, updated electrical in 2020, and a new water heater in 2021. With significant improvements already completed, abundant living space, and a spacious property, this home has so much to offer. Conveniently located near shopping, dining, schools, and major routes. Don't miss your opportunity to make 36 Smith Street your new home!

36 Smith St, 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

$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

$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

$625,000

3 Beds ⋅ 3 Baths ⋅ 24210683 MLS ⋅ Meadow Brook Estates BLDG.

OFFERS UNDER REVIEW. PLS SUBMIT ASAP 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

$494,900

3 Beds ⋅ 3 Baths ⋅ 24210274 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: November 15. A rare opportunity to own in a vibrant new community featuring two pickleball courts and a beautifully designed fire pit and gazebo area.

5 Bruno Court, Unit 57, Seymour

$539,000

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

$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

$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

$209,000

2 Beds ⋅ 1 Baths ⋅ 24208488 MLS ⋅ Balance Rock BLDG.

Welcome to easy, convenient condo living at Balance Rock in the beautiful town of Seymour! This desirable main-level two-bedroom unit offers comfortable and functional living with a galley kitchen, dining area, and spacious living room featuring sliders leading to a private deck,perfect for relaxing or entertaining. The two generously sized bedrooms offer ample closet space, along with a full bathroom. Additional conveniences include a dedicated storage area and on-site laundry facilities located on the lower level. Heat and hot water are included in the HOA, providing added value and convenience. Enjoy an array of community amenities, including an in-ground pool, clubhouse, tennis court, basketball court, and tot/play area. Take a dip in the pool, enjoy the outdoor spaces, or reserve the clubhouse for gatherings with family and friends. The community is pet-friendly for owners. This condo also offers an excellent opportunity for an investor looking to add a rental property to their portfolio, or for a buyer looking to purchase now and potentially rent in the future, subject to HOA rules and regulations. Conveniently located near shopping, restaurants, medical facilities, and major roadways, with easy access to Routes 8 and 67. Whether you're looking for a comfortable home or an investment opportunity, this Balance Rock condo offers a great combination of comfort, amenities, and convenience.

79 Balance Rock Rd Unit 12, Seymour

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