Skip to main content

74-76 South Main Street

Seymour, Connecticut 06483

ACTIVE - NEW$375,000
Beds
4
Baths
2
SqFt
1,584
Acres
0.08
Year Built
1986
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt

About This Home

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!

Key Facts

City/Town
Seymour
Neighborhood
N/A
Property / Style
Multi-Family · Units on different Floors
Year Built
1986
Days on Market
0 days
Beds
4
Baths
2 full
Living Area
1,584 sq ft
Lot Size
0.08 acres
Property Taxes
$5,042 / Annually

Market Snapshot

The Seymour Market

Multi-Family · trailing 12 months

Median Days on Market

21

4 active listings

Median $ / Sq Ft

$257

4 active listings

Sale-to-List Ratio

100.7%

14 sales

How this home compares

List Price

$375,000

vs $584,000 median

35.8% below median

Price / Sq Ft

$237

vs $257 median

7.8% below median

Days on Market

0 days

vs 21 days median

21 days fresher than median

Based on 4 active and 14 closed sales (trailing 12 mo) of multi-family in Seymour. Source: SmartMLS · As of October 9, 2026.

Location

74-76 South Main Street, Seymour, Connecticut

Property + 3 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,622

per month

  • Principal & Interest$2,077
  • Property Taxes$420
  • Insurance$125
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Seymour
Neighborhood
N/A
County
New Haven

Residence

Property Type
Multi-Family
Subtype
Duplex
Style
Units on different Floors
Year Built
1986
New Construction
No/Resale
Living Area
1,584 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Baseboard
Heat Fuel
Oil
Cooling
Ceiling FansWindow Unit
Laundry
Washer/Dryer All Units
Laundry Location
Each unit has a washer and dryer
Basement
Full

Exterior & Lot

Lot Size
0.08 acres
Zoning
R-18
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Color
Tan
Roof
Asphalt Shingle
Foundation
Block
Lot Description
Level Lot

Listing & Financials

Property Taxes
$5,042 / Annually
Days on Market
0
MLS #
24212919
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Jennifer Vargas

(203) 572-3478

Coldwell Banker Realty

(203) 389-0015

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/9/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 10/9/2026 at 4:25 PM UTC.