53 Hillside Avenue, Waterbury, Connecticut

$279,900

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8

Beds

3

Baths

2,952

Square feet

0.08

Acres

About 53 Hillside Avenue

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. The finished attic includes a kitchenette and private entrance-ideal for an in-law setup or extended living. Both units showcase beautiful hardwood floors, original woodwork, newer windows, and separate utilities. Needs some TLC. 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 of 53 Hillside Avenue

MLS® # 24134783
Price $279,900
Bedrooms 8
Bathrooms 3.00
Full Baths 3
Square Footage 2,952
Acres 0.08
Type Multi-Family For Sale
Sub-Type 2 Family
Style Units on different Floors
Status Under Contract - Continue to Show

Community Information

Address 53 Hillside Avenue
Area Hillside
City Waterbury
County New Haven
State Connecticut
Zip Code 06710

Amenities

Features Thermopane Windows
Parking Spaces 1
Parking None, Off Street Parking, Driveway, Unpaved
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Heating Hot Air, Hot Water, Natural Gas, Oil
Cooling None
Fireplace No
Has Basement Yes
Basement Full, Unfinished, Full With Walk-Out

Exterior

Exterior Wood
Exterior Features Porch-Enclosed, Balcony, Porch, Lighting
Lot Description Corner Lot, Historic District
Roof Asphalt Shingle
Foundation Brick, Stone

School Information

Elementary Per Board of Ed
High Per Board of Ed

Additional Information

Date Listed October 22nd, 2025
Days on Market 10
Zoning RM
RE / Bank Owned No

Listing Details

OfficeGreat Estates, CT

Listing Map

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