59 High Street
Naugatuck, Connecticut 06770
- Beds
- 6
- Baths
- 2
- SqFt
- 2,086
- Acres
- 0.55
- Year Built
- 1940
- Property Type
- 2 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
Welcome to 59 High St, a well-maintained two-family home offering a great opportunity for investors. This property features two separate living units, along with a finished basement and finished attic providing additional flexible living and storage space. Newer kitchens and bathrooms, refinished floors. Newer water on demand gas furnaces. Conveniently located near downtown Naugatuck, shopping, restaurants, schools, parks, and major commuting routes. Whether you're looking to generate rental income or live in one unit while renting the other, this property offers excellent versatility and potential. Don't miss the opportunity to make this Naugatuck two-family your next investment!
Key Facts
- City/Town
- Naugatuck
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1940
- Days on Market
- 0 days
- Beds
- 6
- Baths
- 2 full
- Living Area
- 2,086 sq ft
- Lot Size
- 0.55 acres
- Garage / Parking
- 6 total
- Property Taxes
- $5,629 / Annually
Market Snapshot
The Naugatuck Market
Multi-Family · trailing 12 months
Active Listings
8
12 under contract
Median List Price
$549,000
8 active listings
Median Closed Price
$410,000
39 sales
Median Days on Market
15
8 active listings
Median $ / Sq Ft
$178
8 active listings
Sale-to-List Ratio
100.0%
39 sales
How this home compares
List Price
$434,900
vs $549,000 median
20.8% below median
Price / Sq Ft
$208
vs $178 median
16.9% above median
Days on Market
0 days
vs 15 days median
15 days fresher than median
Based on 8 active and 39 closed sales (trailing 12 mo) of multi-family in Naugatuck. Source: SmartMLS · As of August 19, 2026.
Location
59 High Street, Naugatuck, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 13, 2026per month
- Principal & Interest$2,238
- Property Taxes$469
- Insurance$145
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Naugatuck
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Multi-Family
- Subtype
- Duplex
- Style
- Units on different Floors
- Year Built
- 1940
- New Construction
- No/Resale
- Living Area
- 2,086 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Naugatuck
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- None
- Basement
- FullFully Finished
Exterior & Lot
- Lot Size
- 0.55 acres
- Zoning
- R15
- Garage / Parking
- 6 total parking spacesOff Street Parking
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- N/A
Listing & Financials
- Property Taxes
- $5,629 / Annually
- Days on Market
- 0
- MLS #
- 24199735
- MLS Status
- Active
- Financing
- FHA,VA,CHFA,Renovation,USDA
Similar Properties
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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 8/19/2026. 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 8/19/2026 at 4:31 AM UTC.