Is a car needed in Seymour, CT?

As of early 2026, 93% of users say car is needed

Is Seymour, CT dog-friendly?

As of early 2026, 87% of users say it's dog friendly

Is parking easy in Seymour, CT?

As of early 2026, 83% of users say parking is easy

Are yards well-kept in Seymour, CT?

As of early 2026, 76% of users say yards are well-kept

Does Seymour, CT show holiday spirit?

As of early 2026, 75% of users say there's holiday spirit

Is there wildlife in Seymour, CT?

As of early 2026, 74% of users say there's wildlife

Do kids play outside in Seymour, CT?

As of early 2026, 70% of users say kids play outside

Is Seymour, CT quiet?

As of early 2026, 66% of users say it's quiet

Would people walk alone at night in Seymour, CT?

As of early 2026, 66% of users say people would walk alone at night

Are neighbors friendly in Seymour, CT?

As of early 2026, 55% of users say neighbors are friendly

Do residents of Seymour, CT plan to stay at least 5 years?

As of early 2026, 46% of users say they plan to stay for at least 5 years

Does Seymour, CT have sidewalks?

As of early 2026, 43% of users say there are sidewalks

Are the streets well-lit in Seymour, CT?

As of early 2026, 37% of users say streets are well-lit

Is Seymour, CT walkable to restaurants?

As of early 2026, 34% of users say it's walkable to restaurants

Is Seymour, CT walkable to grocery stores?

As of early 2026, 34% of users say it's walkable to grocery stores

Are there community events in Seymour, CT?

As of early 2026, 26% of users say there are community events

FOR SALE

0.89 ACRES

387 South Main Street
Seymour, CT 06483

8 Beds
4 Baths
4,360 sqft (on 0.89 acres)

$729,900

Est. Mortgage $4,997/mo*

Get Pre-Qualified

$729,900

Est. Mortgage $4,997/mo*

Get Pre-Qualified

8 Beds

4 Baths

4,360 sqft

(on 0.89 acres)

Local Information

-- mins to

Commute Destination

Description

Excellent investment opportunity in a prime location! This well maintained 4 family property sits on a corner 1acre lot and offers a true turnkey experience for investors. Featuring city water and sewer, separate entrances and utilities, and off street parking, this asset is designed for easy management and long term stability. The building includes four basement storage units plus a walkup attic for additional storage, providing valuable extra space for tenants or owner use. Located on the bus line and just moments from the Sochrin Pond walking trail and dog park, the property offers convenience and lifestyle appeal. Current long term tenants are significantly under market rent, presenting immediate upside potential for the next owner. Initial showings will include Apartment 2 and the basement.

Home Highlights

Parking

8 Parking Spaces

Outdoor

No Info

A/C

Heating only

HOA

None

Price/Sqft

$167

Listed

43 days ago

Home Details for 387 South Main Street

Interior Features
Interior Details Basement: FullNumber of Rooms: 16
Beds & Baths Number of Bedrooms: 8Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout Living Area: 4360 Square Feet
Appliances & Utilities Appliances: Water HeaterLaundry: In Basement
Heating & Cooling Heating: Hot Water,OilNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Hot Water
Fireplace & Spa Number of Fireplaces: 5Has a Fireplace
Windows, Doors, Floors & Walls Window: Thermopane Windows

Exterior Features
Exterior Home Features Roof: ShingleFoundation: Concrete Perimeter, StoneNo Private Pool
Parking & Garage No CarportNo GarageNo Attached GarageParking Spaces: 8Parking: Off Street
Frontage Not on Waterfront
Water & Sewer Sewer: Public Sewer
Finished Area Finished Area (above surface): 4360 Square Feet

Days on Market
Days on Market: 43

Property Information
Year Built Year Built: 1770
Property Type / Style Property Type: Residential IncomeProperty Subtype: Multi FamilyArchitecture: Units on different Floors,Units are Side-by-Side
Building Construction Materials: Vinyl SidingNot a New ConstructionAttached To Another StructureDoes Not Include Home Warranty
Property Information Parcel Number: 1320091

Price & Status
Price List Price: $729,900Price Per Sqft: $167
Status Change & Dates Possession Timing: Negotiable

Active Status
MLS Status: Active

Location
Direction & Address City: Seymour
School Information Elementary School: Per Board of EdJr High / Middle School: Per Board of EdHigh School: Seymour

Agent Information
Listing Agent Listing ID: 24148310

Building
Building Area Building Area: 4360 Square Feet

Community
Community Features: Medical Facilities, Near Public Transport, Shopping/Mall

HOA
No HOA

Lot Information
Lot Area: 0.89 acres

Energy
Energy Efficiency Features: Windows

Miscellaneous
BasementMls Number: 24148310Attic: Storage, Floored, Walk-upAttribution Contact: (203) 305-8700Above Grade Unfinished Area: 4360

Additional Information
Medical FacilitiesNear Public TransportShopping/Mall

Last check for updates: about 7 hours ago

Listing courtesy of David E. Fiske, (203) 305-8700

Houlihan Lawrence WD, (203) 305-8700

Source: Smart MLS, MLS#24148310

Also Listed on Smart MLS.

Price History for 387 South Main Street

Date	Price	Event	Source
03/24/2026	$729,900	Listed For Sale	Smart MLS #24148310

07/18/2023	$590,000	Sold	Smart MLS #170569902
Recording Date 07/18/2023 County Transfer Tax N/A Total Transfer Tax N/A
07/17/2023	$579,900	Pending	Smart MLS #170569902

05/13/2023	$579,900	Listed For Sale	Smart MLS #170569902

06/14/2014	$1,100	ListingRemoved	Agent Provided

05/11/2014	$1,100	PriceChange	Agent Provided
Price Change $150 (16%)
02/17/2014	$950	Listed For Rent	Agent Provided

08/31/2013	$1,100	ListingRemoved	Agent Provided

08/18/2013	$1,100	Listed For Rent	Agent Provided

05/17/2013	$980	ListingRemoved	Agent Provided

05/16/2013	$980	PriceChange	Agent Provided
Price Change $20 (-2%)
04/19/2013	$1,000	Listed For Rent	Agent Provided

11/26/2012	$900	ListingRemoved	Agent Provided

07/22/2012	$900	Listed For Rent	Agent Provided

04/27/2012	$900	ListingRemoved	Agent Provided

01/27/2012	$900	Listed For Rent	Agent Provided

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Comparable Sales for 387 South Main Street

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
122 Derby Avenue, Seymour, CT	0.58	Multi-Family Home	$545,000	04/17/26	6	3	3,404
22 Hull Place, Seymour, CT	0.88	Multi-Family Home	$460,000	06/18/25	6	3	2,838
202 West Church Street, Seymour, CT	0.96	Multi-Family Home	$568,000	11/20/25	4	3	2,560
139 Derby Avenue, Seymour, CT	0.53	Multi-Family Home	$335,000	10/31/25	4	2	1,806
32-34 Maple Street, Seymour, CT	0.86	Multi-Family Home	$514,000	08/20/25	6	2.5	2,250
77 Washington Avenue, Seymour, CT	1.13	Multi-Family Home	$565,000	07/21/25	6	3	2,800
14 Washington Avenue, Seymour, CT	0.95	Multi-Family Home	$435,000	09/26/25	5	2.5	2,194
87 Washington Avenue, Seymour, CT	1.17	Multi-Family Home	$635,000	06/16/25	5	2.5	2,784
812 South Main Street, Seymour, CT	0.87	Multi-Family Home	$372,000	08/22/25	4	2	1,798

Assigned Schools

These are the assigned schools for 387 South Main Street.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Seymour

At least 105 Trulia users voted on each feature.

93 % Say car is needed
87 % Say it's dog friendly
83 % Say parking is easy
76 % Say yards are well-kept
75 % Say there's holiday spirit
74 % Say there's wildlife
70 % Say kids play outside
66 % Say it's quiet
66 % Say people would walk alone at night
55 % Say neighbors are friendly
46 % Say they plan to stay for at least 5 years
43 % Say there are sidewalks
37 % Say streets are well-lit
34 % Say it's walkable to restaurants
34 % Say it's walkable to grocery stores
26 % Say there are community events

Learn more about our methodology.

Cait Badamo
Resident
5mo ago
"I constantly see people walking their dogs which I love so much cause I feel like I never use to see anyone walking their dogs their dogs growing up never have I stepped in anything let alone seen it left behind. "
0
Flag
Kimberly Tucker
Resident
1y ago
"Annual Pumpkin Festival in French Memorial Park attracts vendors from the tri-state area. Locals really look forward to this. Downtown antique shops. Great schools. "
0
Flag
Kimberly Tucker
Resident
1y ago
"Some roads have sidewalks. Some don’t. So you may end up walking them in the road. We do have a dog park now though. "
0
Flag
johane
Resident
2y ago
"I have only lived in Seymour for about 3 years. Thus far it’s been a good experience from the perspective of raising a family. There really is not much to do in Seymour but we’re located close enough to other communities that have better shopping, dining, and recreation options. I am pleased with the school overall."
0
Flag
johane
Resident
2y ago
"I don’t like that dog owners let their dogs out in their front yards unattended because I don’t appreciate being barked at on my walks."
1
Flag
Debkadice
Resident
5y ago
"Dog owners would not like the neighborhood because no one enforces the leash laws or other dog laws or ordinances "
6
Flag
Cherylanncarlson
Resident
5y ago
"lived here 11 years. our neighbors are great, friendly and we all help each other our. there are people who walk dogs on leashes in the cul-de-sac."
0
Flag
Jose H. Q.
Resident
5y ago
"very good area, people are very good and is safe area , very good school, super market farmacy gym, cars wash "
0
Flag
Keenan.blaize
Resident
5y ago
"Seymour is a nice quiet neighborhood to live in. The people that live here are friendly and everyone looks out for one another. I have lived here over 15 years and I love the area. "
3
Flag
Jmarie8807
Resident
5y ago
"I’ve lived in this neighborhood a few years now, the neighbors are friendly and police are always on patrol making sure people are safe. "
1
Flag
Mommagaleano
Resident
6y ago
"We have cancer walks every October. The town loves to host Trunk or Treats at Seymour High school. There are parades. It's a nice "homie" feel in Seymour. I love it here and I'm a girl from the Bronx NY! "
2
Flag
Meghana R.
Resident
6y ago
"Lived here for 4 years. quiet and safe neighborhood. There are plenty of trails to walk and explore. No sidewalks and the street lights are few and far between. Absolutely need a car. But other than that it's a nice place to live."
4
Flag
Hritterct
Resident
6y ago
"Schools are close. Wish people would drive much much slower in the neighborhood. I grew up here. Not the same as it was but still ok. Easy commute. Convenient to RT 8 and Waterbury/Bridgeport. Many local stores. Parks nearby. Good place to start. Convenient to many local attractions and museums. Colleges within a 30 minute commute. Seymour is the best of the Naugatuck valley towns to live it. Wish folks would clean up their trash though. "
1
Flag
Casey G. .
Resident
6y ago
"Great sense of Community small town feel with easy access to highways and cities. Good schools and very sweet and quaint downtown area "
0
Flag
Bac7162
Resident
6y ago
"People walk their dogs in this area. Different kinds of dogs and their owners always carry a roll of poop bags so I assume they are diligent about cleaning up any mess. "
1
Flag
Scorpionrkg
Resident
6y ago
"Trunk or treat at the high school or the elementary school October 1 pumpkin Festival and smoke in the valley"
2
Flag
Scorpionrkg
Resident
6y ago
" It’s fine community not much work but it safe secure and fairly reasonableA great place to be and everything"
0
Flag
Trulia User
Resident
6y ago
"Nice afternoon drives , fishing, dog walking and many more ...twelve minutes away to a friendly twenty four hour Walmart as well "
1
Flag
Virzif01
Visitor
7y ago
"I can’t really say because I don’t know the about the area because I’m just visiting a friend and don’t have much knowledge of the area. But I can say from what I’ve seen so far i must i really like this quant little town. It makes you feel welcome "
1
Flag
Reggiecampbell22
Resident
7y ago
"I love the neighborhood very quite. I’ve live here for 2 years and I’ve yet to have any issues. I would highly recommend this town for young and growing families."
1
Flag
Brandon V.
Resident
7y ago
"Nice town but boring to live in if you don’t have a car. Public transportation isn’t all good either"
0
Flag
chera330
Resident
7y ago
"I live across the street from the water and love to sit on my front porch and drink my coffee in the morning. It is peaceful and I have awesome neighbors but am still close to anything family and I need!"
4
Flag
Amber N.
Resident
7y ago
"The downtown antique shops are amazing for great finds and a fun afternoon. Cute eateries available too! "
3
Flag
Crimsonchiq
Resident
7y ago
"Kind, genuine neighbors. Fairly family-oriented. Strangers make conversation at the grocery store. I've been living here 2.5 years"
0
Flag
Michael C.
Resident
7y ago
"Average suburbs. Nothing great about Seymour, can be a little boring and need to drive out of town for entertainment "
0
Flag

LGBTQ Local Legal Protections

Additional Cost

David E. Fiske, Houlihan Lawrence WD, (203) 305-8700

Agent Phone: (203) 305-8700

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

387 South Main Street, Seymour, CT 06483 is a 8 bedroom, 4 bathroom, 4,360 sqft multi-family built in 1770. This property is currently available for sale and was listed by Smart MLS on Mar 24, 2026. The MLS # for this home is MLS# 24148310.

387 South Main Street
Seymour, CT 06483

$729,900

$729,900

Local Information