299 High St

Off Market

299 High St

Naugatuck CT 06770

2497 sq. ft.

0.11 ac.

Duplex

Last sold for $530,000

Daniel Zandvliet, last sold this property on 03 September 2026 after 517 days on market.

Overview

Welcome to this spacious and well-maintained 3-family home in the heart of Naugatuck, offering an outstanding opportunity for both owner-occupants and investors alike! The second-floor apartment is move-in ready, making it the perfect option for an owner looking to offset their mortgage with rental income. This updated unit features new carpeting, an updated kitchen, and a bright, comfortable layout. The first-floor apartment offers 3 generously sized bedrooms with beautiful hardwood floors, an updated kitchen, and a renovated bathroom. Major exterior improvements include a new roof (2024), new vinyl siding (2025), a new privacy fence (2020), and a fully fenced backyard. Enjoy outdoor living with a welcoming front porch, a rear patio, and a balcony overlooking the attached one-car garage. The property also offers ample off-street parking and beautiful city views. Inside, the oversized basement with high ceilings provides exceptional storage space or endless possibilities for a workshop, recreation area, or future finished bonus space. Additional updates include two newer hot water heaters, while the second and third-floor apartments are heated with electric heat. Whether you're looking to live in one unit while generating rental income or add a solid asset to your investment portfolio, this well-maintained property offers space, flexibility, and tremendous value!

Features

6 bedrooms

3 bathrooms

5 carspaces

1 garage space

2497 sq. ft. floor area

0.11 ac. lot size

Duplex

Estimated Value

Based on this property and similar 6 bedroom duplexes sold in Naugatuck over the last 12 months, the estimated median property value of 299 High St is $455k.

Median value

$455k

Estimated value range

$335k - $618k

Median days on market

Estimated value trend

-4%

decrease over the last 12 months

Average days on market is based on recent, comparable sales in Naugatuck. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 299 High St

2026

Sold

$530,000

03 Sep 2026 by Daniel Zandvliet, of Coldwell Banker Realty 2000

2019

Sold

$260,000

28 Oct 2019 by Don Fitzgerald, of Showcase Realty, Inc.

Happy sellers in Naugatuck

94%

94% of sellers in Naugatuck reported that their sale price either exceeded or met their price expectations.

Naugatuck stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 12 reviews in Naugatuck over the last 12 months.

Local market activity for 6 bedroom duplexes in Naugatuck

In the last 12 months, 9 six-bedroom duplexes similar to 299 High St, have been sold.

This represents a 24% increase in six-bedroom duplexes sales when compared to the previous 12 months.

Sold

For Sale

Interested in selling?

People are reaching out to these agents in Naugatuck for a market analysis.

Rick Settani

at Showcase Realty, Inc.

(114 reviews)

Get a market analysis

Shane Kropo

at REMAX Rise | Naugatuck

(50 reviews)

Get a market analysis

Arcy Khan

at BHGRE Gaetano Marra Homes

(20 reviews)

Get a market analysis

Carmen Walden

at Realty ONE Group Connect | Monroe

(12 reviews)

Get a market analysis

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Naugatuck

Rick Settani

Sellers who recommend Rick Settani have praised them for being local expert, clear communication, responsive, reliable, supportive, stress-free process, and detail-oriented

5 (114 reviews)
6 Reviews in Naugatuck
6 Sales in Naugatuck

View profile

Shane Kropo

Sellers who recommend Shane Kropo have praised them for being local expert, responsive, clear communication, dedicated, supportive, patient, and empathetic