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$530,000
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Property Description
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!
Full Property Details
Full Property Details for 299 High St
General
- Sold For: $530,000
- Taxes: (July 2026-June 2027)
- Status: Closed
- Type: Multi-Family
- Source: SMARTMLS
- MLS ID: 24189575
- Added to Site: 95 day(s) ago
Interior
- Number of Rooms: 12
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 6
Other Rooms
- Laundry: Basement Hook-Up(s), Common Laundry Area
Exterior
- Exterior Features: Porch, Deck, Patio
- Color: Blue
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 1
- Total Spaces: 5
- Parking: Attached Garage, Paved, Driveway
Location
- County: New Haven
- Driving Directions: May Street to High Street - Home is corner of May and High
School Information
- Elementary School: Per Board of Ed
- High School: Naugatuck
Heating & Cooling
- Cooling Type: Ceiling Fans
- Heating Type: Baseboard, Hot Water, Electric, Natural Gas
- Heating Fuel: Electric, Natural Gas
- Water Heater: Natural Gas, Tank Size Unknown
Utilities
- Sewer: Public Sewer Connected
- Water: Public Water Connected
Structural Information
- Architectural Style: 3updown - Unit(s) per Floor
- Construction Status: No/Resale
- Exterior Const.: Aluminum
- Basement Desc.: Full, Full With Hatchway
- Roof: Asphalt Shingle
- Square Feet: 2,497
- Above Ground: 2,497 Sq. Ft.
- Year Built: 1864
Unit Information
Unit 1
- Total Bathrooms: 1
- Bedrooms: 3
Unit 2
- Total Bathrooms: 1
- Bedrooms: 2
Unit 3
- Total Bathrooms: 1
- Bedrooms: 1
Lot Features
- Lot Size (Acres): 0.11
- Driveway/Sidewalk: Asphalt
- Zoning: RA1
- Lot Description: Corner Lot, City Views
Financial Considerations
- Assessment Amount: $184,310
- Tax Year: July 2026-June 2027
Disclosures and Reports
- Property ID: 2265795
Listed by Coldwell Banker Realty 2000, Daniel Zandvliet
Sold by Compass Connecticut, LLC, Sarah Joyner
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Schools
Schools serving 299 High St
School District:Naugatuck School District
| Name | Grades | Distance |
|---|---|---|
Andrew Avenue School 140 Andrew Avenue, Naugatuck, CT 06770 | K-4 | 1 mi |
City Hill Middle School 441 City Hill Street, Naugatuck, CT 06770 | 7-8 | 0.7 mi |
Naugatuck High School 543 Rubber Avenue, Naugatuck, CT 06770 | 9-12 | 1.2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 299 High St
Date
Details
Price
Change
Source
9/03/2026
Sold
$530,000
6.02%
MLS
7/12/2026
Listed
$499,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
299 High Street, Naugatuck, CT 06770 (MLS# 24189575) is a Multi-Family property that was sold at $530,000 on September 03, 2026. Want to learn more about 299 High Street? Do you have questions about finding other Multi-Family real estate for sale in Naugatuck? You can browse all Naugatuck real estate or contact a Coldwell Banker agent to request more information.

