Seymour Homes for Sale

Welcome to Seymour, Connecticut—a charming town nestled in the heart of New Haven County, where small-town charm meets modern convenience. With its picturesque landscapes and friendly community, Seymour offers a perfect backdrop for families, young professionals, and retirees alike.

Seymour is known for its rich history, dating back to the 1800s, and boasts a vibrant downtown area filled with quaint shops, delightful eateries, and local businesses that give the town its unique character. Outdoor enthusiasts will appreciate the abundance of parks and recreational opportunities, including the scenic Housatonic River, which provides a perfect setting for kayaking, fishing, and hiking. The town’s commitment to community events, such as seasonal festivals and farmers' markets, fosters a strong sense of belonging among residents.

When it comes to real estate, Seymour has an impressive array of homes for sale that cater to diverse lifestyles and budgets. From charming historic homes with character to modern developments with all the latest amenities, there’s something for everyone. Families will find spacious single-family homes with large yards, while young professionals may prefer stylish condos or townhouses close to the bustling downtown area. The local schools are highly regarded, making Seymour an attractive option for families looking to settle down.

With its ideal location just a short drive from larger cities like New Haven and Bridgeport, Seymour combines the tranquility of suburban living with easy access to urban conveniences. Discover the warmth and charm of Seymour, CT, and find your dream home in this delightful community today!

Newest Seymour Homes for Sale

$349,900

2 Beds ⋅ 1 Baths ⋅ 24219836 MLS

Welcome to 33 Patton Avenue, Seymour! Looking for a great place to call home? This charming 2-bedroom ranch is a wonderful opportunity, especially for first-time homebuyers looking to get into the market and make a home their own! Offering comfortable one-level living, this home features new vinyl siding, newer vinyl windows, central air, and an inviting front deck. Inside, you'll find hardwood floors throughout, a spacious living area, and a remodeled full bath. The kitchen offers plenty of cabinet space and stainless steel appliances. Downstairs, the basement provides excellent potential for additional finished living space, a home office, recreation room, or hobby area. There's also a convenient one-car garage underneath. Additional features include upgraded 200-amp electrical service and an optional pellet furnace in the basement, offering an alternative to the home's oil heating system. Outside, enjoy a great level backyard with plenty of room for gardening, entertaining, pets, or simply relaxing. A home with great potential, important updates, and room to make it your own! Whether you're just starting out, downsizing, or looking for an affordable opportunity to build equity, 33 Patton Avenue is definitely worth a look. Come see the possibilities!

33 Patton Ave, Seymour

$334,900

3 Beds ⋅ 1 Baths ⋅ 24219405 MLS

HIGHEST AND BEST TUESDAY 11/10/26 @5PM Welcome to 30 Emma Street! Tucked away on a quiet cul-de-sac, this charming ranch-style home offers comfortable one-level living with convenient commuting access. Featuring 3 bedrooms, 1 full bath, and an inviting open flow between the kitchen, dining area, and living room, this home offers a wonderful opportunity to make it your own. Proudly maintained by its original owner, the home features several important updates, including a new heat-pump hot-water-tank (2026), furnace and HVAC system (2024), newer windows (2017), a new front door and basement door (2019), and siding (2019). The oil tank was also replaced approximately 10 years ago. The full walk-out basement offers excellent potential for future expansion, additional living space, or whatever best suits your needs. With solid bones, valuable updates, and room to add your personal touch, all that's left is to bring your vision and make this home your own!

30 Emma St, Seymour

$429,900

3 Beds ⋅ 1 Baths ⋅ 24218542 MLS

Welcome to 60 Birchwood Road! This inviting three-bedroom home features hardwood flooring throughout and an open-concept kitchen and dining area that flows into the living room, creating a comfortable setting for everyday living and entertaining. The kitchen offers stainless steel appliances, an induction range, and a large center island with generous prep and gathering space. In the living room, a fireplace with a wood-burning insert adds warmth and character, while sliding glass doors lead to a patio overlooking the private backyard and established three-season garden-an inviting setting for outdoor dining or simply unwinding. The bathroom features a stone floor and tile detailing, and central air provides comfort during warmer months. The basement offers ample storage with shelving to keep everything organized. Located near Chatfield School and local parks, with convenient access to Routes 8 and 67, shopping, and everyday amenities. A welcoming place to make your own!

60 Birchwood Rd, 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

$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

$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

$549,000

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

$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

$475,000

3 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

$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

$485,000

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

$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

Start Your Search

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.

Seymour Homes for Sale

Newest Seymour Homes for Sale

How much is your home worth?

How much is your home worth?