74-76 South Main Street
Seymour, Connecticut 06483
- Beds
- 4
- Baths
- 2
- SqFt
- 1,584
- Acres
- 0.08
- Year Built
- 1986
- Property Type
- 2 Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
4
Seymour inventory
Median List Price
$584,000
4 active listings
Median Closed Price
$450,500
14 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 8, 2026per 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
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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.