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$499,900 Coming Soon

  • For Sale
  • Coming Soon
  • Multi-Family
  • 6 Total Beds
  • 1 Car Garage
  • Updated 4 days ago

Next open house:

Open House: 1:00 PM - 3:00 PM

Sunday 7/12 1:00 PM - 3:00 PM

299 High Street,Naugatuck, CT 06770

299 High StreetNaugatuckCT06770

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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 for 299 High St

General

  • Price: $499,900
  • Taxes: (July 2025-June 2026)
  • Status: Coming Soon
  • Type: Multi-Family
  • Source: SMARTMLS
  • MLS ID: 24189575
  • Updated: 7/7/2026
  • Added to Site: 4 day(s) ago
  • Expected Market Date: 7/12/2026

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 2025-June 2026

Disclosures and Reports

  • Property ID: 2265795

Listed by Coldwell Banker Realty 2000, Daniel Zandvliet

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Listing agent

— 299 High St —

  • Daniel Zandvliet

    Coldwell Banker Realty 2000

Agent Contact: (203) 565-8822 Office Contact: (203) 706-1222

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 299 High St

School District:Naugatuck School District
NameGradesDistance
Andrew Avenue School
140 Andrew Avenue, Naugatuck, CT 06770
K-41 mi
City Hill Middle School
441 City Hill Street, Naugatuck, CT 06770
7-80.7 mi
Naugatuck High School
543 Rubber Avenue, Naugatuck, CT 06770
9-121.2 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 Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/07/2026
Listed
$499,900
92.27%
MLS
10/29/2019
Sold
$260,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 299 High St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,334
-5%
$184,310
—
2023
$7,702
-7%
$184,310
—
2023
$8,248
33%
$184,310
42%
2022
$6,190
—
$129,630
—
2021
$6,190
—
$129,630
—
2020
$6,190
52%
$129,630
50%
2019
$4,077
-1%
$86,290
1%
2018
$4,116
—
$85,120
—
2017
$4,133
2%
$85,120
—
2016
$4,058
5%
$85,120
—
2015
$3,879
1%
$85,120
—
2014
$3,836
1%
$85,120
—
2011
$3,813
—
$85,120
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Coldwell Banker Realty 2000, Daniel Zandvliet

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299 High Street, Naugatuck, CT 06770 (MLS# 24189575) is a Multi-Family property with 3 units containing 6 bedrooms and 3 full bathrooms. 299 High Street is currently listed for $499,900 and was received on July 07, 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.

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