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20 New Street

Seymour, Connecticut 06483

ACTIVE - NEW$400,000
Beds
5
Baths
3
SqFt
1,512
Acres
0.06
Year Built
1900
Matt Caiola

Matt Caiola

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About This Home

Located in Seymour's Bungay neighborhood, this 2-family home offers flexibility and income potential - the property is zoned for 3 units. The first unit features 3 bedrooms and 2 full bathrooms, while the second-floor unit offers 2 bedrooms and 1 bathroom, for a total of 5 bedrooms and 3 bathrooms across both units. Whether you're an investor looking for rental income with room to expand to a third unit, or an owner-occupant wanting to live in one unit while the other helps carry the mortgage, this property delivers options. Seymour itself is a classic Naugatuck Valley town with a walkable downtown full of local shops and restaurants - grab a bite at Train Station Pizza, browse antiques, or enjoy afternoon tea downtown. Outdoor lovers will appreciate Chatfield Park and French Memorial Park, plus the nearby Naugatuck River and miles of local trails. Commuting is easy with Route 8 close by and the Seymour train station on Metro-North's Waterbury Line, putting New Haven and the surrounding valley within reach. A great combination of investment potential and small-town New England living.

Key Facts

City/Town
Seymour
Neighborhood
Bungay
Property / Style
Multi-Family · Units on different Floors
Year Built
1900
Days on Market
0 days
Beds
5
Baths
3 full
Living Area
1,512 sq ft
Lot Size
0.06 acres
Garage / Parking
2 total
Property Taxes
$3,931 / Annually

Market Snapshot

The Seymour Market

Multi-Family · trailing 12 months

Median Days on Market

47

5 active listings

Median $ / Sq Ft

$265

5 active listings

Sale-to-List Ratio

101.5%

13 sales

How this home compares

List Price

$400,000

vs $499,000 median

19.8% below median

Price / Sq Ft

$265

vs $265 median

In line with median

Days on Market

0 days

vs 47 days median

47 days fresher than median

Based on 5 active and 13 closed sales (trailing 12 mo) of multi-family in Seymour. Source: SmartMLS · As of November 5, 2026.

Location

20 New Street, Seymour, Connecticut

Property + 4 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,642

per month

  • Principal & Interest$2,181
  • Property Taxes$328
  • Insurance$133
  • HOA$0

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

Location

City/Town
Seymour
Neighborhood
Bungay
County
New Haven

Residence

Property Type
Multi-Family
Subtype
Duplex
Style
Units on different Floors
Year Built
1900
New Construction
No/Resale
Living Area
1,512 sq ft

Schools

Elementary
Bungay
High
Seymour

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
None
Laundry
All Units Have Hook-Ups
Laundry Location
in unit laundry hookup
Basement
Partial

Exterior & Lot

Lot Size
0.06 acres
Zoning
R-18
Garage / Parking
2 total parking spacesUnpaved
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Color
grey
Roof
Shingle
Foundation
ConcreteMasonry
Lot Description
N/A

Listing & Financials

Property Taxes
$3,931 / Annually
Days on Market
0
MLS #
24218936
MLS Status
Active

Similar Properties

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

Listed By

Jacob Mochkin

(347) 981-0571

Roundtree Realty LLC

(475) 227-4312

Co-Listed By

Javyn Roundtree

Roundtree Realty LLC

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

The IDX display contains information sourced from SmartMLS, Inc. as of 11/5/2026. 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 11/5/2026 at 12:25 AM UTC.