16 Highland Avenue, Waterbury, CT 06708

• 4 beds |
• 2 baths |
• 1,440 sqft

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

Interior

• Laundry: None
• Basement: None
• A/C: Window Unit
• Heating: Hot WaterNatural Gas
• Fireplace: Fireplaces: 0

Exterior

• Style: Units on different Floors

Construction

• Roofing: Shingle

Location

• County: New Haven

Lot

• Zoning: RO1380965

Utilities

• Water: Public Water Connected
• Sewer: Public Sewer Connected