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Back 53 Hillside Avenue
Off Market

53 Hillside Avenue

Waterbury CT 06710

8
3
1
2952 sq. ft.
0.08 ac.
Duplex
Last sold for $279,900
Vasco SilvaVasco Silva, last sold this property on 23 January 2026 after 90 days on market.

Overview

Stately Victorian Two-Family in Waterbury's Historic Hillside District! Spacious home offering over 2,900 sq ft of living space and more than $3,000 per month in rental income! The first-floor unit features 5 rooms and 3 bedrooms, while the expansive second-floor apartment extends into a finished attic, boasting 10 rooms, 5 bedrooms, and 2 full baths. Both units showcase beautiful hardwood floors, original woodwork, newer windows, and separate utilities. Sold in "As Is" condition. Enjoy easy access to highways, shopping, dining, the downtown green, two major hospitals, and public transportation. Just a short walk to the Metro-North train station and the iconic 70+ acre Fulton Park, complete with ponds, walking trails, tennis courts, ball fields, playground, and a newly renovated public pool. Perfectly situated less than 45 minutes from Bridgeport and Danbury, and under 2 hours from NYC-this property blends historic charm with modern convenience. A rare opportunity for owner-occupants or investors alike!

Features

8 bedrooms
3 bathrooms
1 carspace
2952 sq. ft. floor area
0.08 ac. lot size
Duplex

Estimated Value

Based on this property and similar 8 bedroom duplexes sold in Waterbury over the last 12 months, the estimated median property value of 53 Hillside Avenue is $400k.

Median value
$400k
Estimated value range
$170k - $540k
Median days on market
13
Estimated value trend
-11%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Waterbury. 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 53 Hillside Avenue

2026
Sold
$279,900
23 Jan 2026 by Vasco Silva, of Great Estates, CT
2022
Sold
$159,000
02 Aug 2022 by Vasco Silva, of United Realty

Happy sellers in Waterbury

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

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

This is based on voluntary sentiment collected from 3 reviews in Waterbury over the last 12 months.

Local market activity for 8 bedroom duplexes in Waterbury

In the last 12 months, 8 eight-bedroom duplexes similar to 53 Hillside Avenue, have been sold.

This represents a 350% decrease in eight-bedroom duplexes sales when compared to the previous 12 months.

Nearby agents

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

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Isabel Arenas

Isabel Arenas is a recommended agent for Waterbury.  They have 2 local sales and collected 1 local review across the last 12 months.

  •   5   (1 review)
  •  1 Review in Waterbury
  •  2 Sales in Waterbury
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Shari Jones

Shari Jones is a recommended agent for Waterbury.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (34 reviews)
  •  1 Review in Waterbury
  •  1 Sale in Waterbury
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Gilbert Kalemba

Gilbert Kalemba is a recommended agent for Waterbury.  They have 1 local sale and collected 1 local review across the last 12 months.

  •   5   (4 reviews)
  •  1 Review in Waterbury
  •  1 Sale in Waterbury
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Levi Judqin

Levi Judqin is a recommended agent for Waterbury.  They have 7 local sales across the last 12 months.

  •  7 Sales in Waterbury
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