$350,000

16 Highland Avenue, Waterbury, CT 06708

  • 4 beds |
  • 2 baths |
  • 1,440 sqft
  • Property Icon Multi-Family Home
  • Property Year Built Icon Built in 1918
  • Property Lot Size Icon6,534sqft lot
  • Property Parking Icon —— car garage
  • Property Price Per Square Feet Icon $243/sqft
  • Property List Date Icon Listed 17 days ago

Property Description

Welcome to 16 Highland Street, Waterbury - a solid two-family investment opportunity located on a quiet, secluded hill in the desirable Town Plot area. This well-maintained property features (2) spacious 2-bedroom / 1-bath units, both fully occupied with tenants currently paying below-market rents, offering immediate value-add potential for the next owner. Each unit offers generously sized bedrooms, a functional layout, and newer flooring and windows throughout. The first & second floor units features an ample front porch, while the second-floor unit enjoys its own private rear porch, perfect for added tenant appeal. The property also includes a shared backyard, ideal for outdoor enjoyment, along with laundry hookups for added convenience. With large unit layouts, there is potential to reconfigure and add an additional bedroom, increasing future rental income. Located minutes from downtown Waterbury, major highways, shopping, and amenities, this property offers strong rental demand and long-term upside. Currently Producing Positive Cash Flow!

Listing Status:
Active
Date Added:
January 22, 2026
Data Last Updated:
February 9, 2026 at 12:52AM
Listing Office:
Century 21 AllPoints Realty : (860) 263-2121
Listing Agent:
Molly Sullivan : (860) 878-8141
MLS ID:
24149312
  • Laundry: None
  • Basement: None
  • A/C: Window Unit
  • Heating: Hot WaterNatural Gas
  • Fireplace: Fireplaces: 0
  • Style: Units on different Floors
  • Roofing: Shingle
  • County: New Haven
  • Zoning: RO1380965
  • Water: Public Water Connected
  • Sewer: Public Sewer Connected

Presented by Veterans United Realty

This listing courtesy of Molly Sullivan , Century 21 AllPoints Realty

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

B

Bunker Hill Elementary School

170 Bunker Hill Ave, Waterbury, CT, 06708

Grades KG-5

0.83 miles away

W

West Side Middle School

483 Chase Pkwy, Waterbury, CT, 06708

Grades 6-8

0.80 miles away

K

Kennedy High School

422 Highland Ave, Waterbury, CT, 06708

Grades 9-12

0.72 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.

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