About 299 High Street
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 of 299 High Street
| MLS® # | 24189575 |
|---|---|
| Price | $499,900 |
| Bedrooms | 6 |
| Bathrooms | 3.00 |
| Full Baths | 3 |
| Square Footage | 2,497 |
| Acres | 0.11 |
| Type | Multi-Family For Sale |
| Sub-Type | 3 Family |
| Style | 3updown - Unit(s) per Floor |
| Status | Under Contract |
Community Information
| Address | 299 High Street |
|---|---|
| Area | N/A |
| City | Naugatuck |
| County | New Haven |
| State | Connecticut |
| Zip Code | 06770 |
Amenities
| Parking Spaces | 5 |
|---|---|
| Parking | Attached Garage, Paved, Driveway |
| # of Garages | 1 |
| Is Waterfront | No |
| Waterfront | Not Applicable |
| Has Pool | No |
Interior
| Heating | Baseboard, Hot Water, Electric, Natural Gas |
|---|---|
| Cooling | Ceiling Fans |
| Fireplace | No |
| Has Basement | Yes |
| Basement | Full, Full With Hatchway |
Exterior
| Exterior | Aluminum |
|---|---|
| Exterior Features | Porch, Deck, Patio |
| Lot Description | Corner Lot, City Views |
| Roof | Asphalt Shingle |
| Foundation | Concrete |
School Information
| Elementary | Per Board of Ed |
|---|---|
| High | Naugatuck |
Additional Information
| Date Listed | July 7th, 2026 |
|---|---|
| Days on Market | 3 |
| Zoning | RA1 |
| RE / Bank Owned | No |
Listing Details
| Office | Coldwell Banker Realty 2000 |
|---|