770-778 South Main Street
Seymour, Connecticut 06483
- Beds
- 8
- Baths
- 3
- SqFt
- 3,092
- Acres
- 0.56
- Year Built
- 1905
- Property Type
- 3 Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Rare opportunity to own two separate residential buildings on one spacious parcel in Seymour! 770 S Main Street features a standalone Colonial and a separate legal two-family home, offering three rental units with potential for extended-family living or future owner occupancy. The single-family home offers 3 bedrooms, 1 full bathroom, and 1,112 square feet of living space. In the two-family home, the first-floor unit features 2 bedrooms, 1 full bathroom, and convenient basement access with a washer and dryer. The second-floor unit offers 3 bedrooms, 1 full bathroom, and in-unit laundry. All three units are currently occupied by long-standing month to month tenants, providing immediate rental income. Both buildings' roofs were replaced within the past three years, and the single-family home has a newer hot water heater. A large lot and detached garage add to the property's versatility. A unique opportunity to acquire multiple income-producing units together on one parcel!
Key Facts
- City/Town
- Seymour
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Other
- Year Built
- 1905
- Days on Market
- 0 days
- Beds
- 8
- Baths
- 3 full
- Living Area
- 3,092 sq ft
- Lot Size
- 0.56 acres
- Garage / Parking
- 1 garage · 4 total
- Property Taxes
- $7,227 / 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
29
4 active listings
Median $ / Sq Ft
$257
4 active listings
Sale-to-List Ratio
100.7%
14 sales
How this home compares
List Price
$499,900
vs $584,000 median
14.4% below median
Price / Sq Ft
$162
vs $257 median
37.0% below median
Days on Market
0 days
vs 29 days median
29 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 17, 2026.
Location
770-778 South Main Street, Seymour, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 15, 2026per month
- Principal & Interest$2,769
- Property Taxes$602
- Insurance$167
- 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
- 3 Family
- Style
- Other
- Year Built
- 1905
- New Construction
- No/Resale
- Living Area
- 3,092 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- None
- Laundry
- Basement Hook-Up(s)Hook-Up In Unit 3
- Laundry Location
- #1 & #2 basement#3 in bathroom
- Basement
- FullUnfinishedFull With Hatchway
Exterior & Lot
- Lot Size
- 0.56 acres
- Zoning
- R-18
- Garage / Parking
- 1 garage space4 total parking spacesDetached GarageOn Street ParkingOff Street Parking
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl SidingWood
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Exterior Features
- Porch-EnclosedBalconyPorchCovered Deck
- Lot Description
- Corner Lot
Listing & Financials
- Property Taxes
- $7,227 / Annually
- Days on Market
- 0
- MLS #
- 24215023
- MLS Status
- Coming Soon
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Storm Steinberg
Carbutti & Co., Realtors
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/17/2026. 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 10/17/2026 at 1:15 AM UTC.