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!
Under contract
$499,900
299 High Street, Naugatuck, CT 06770
6beds
2,497sqft
Multi Family
Built in 1864
-- sqft lot
$-- Zestimate®
$200/sqft
$-- HOA
What's special
- 46 days |
- 32 |
- 0 |
Zillow last checked:
Listing updated:
Listed by:
Daniel Zandvliet (203)565-8822,
Coldwell Banker Realty 2000 203-706-1222
Source: Smart MLS,MLS#: 24189575
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Baseboard, Hot Water, Electric, Natural Gas
Cooling
- Ceiling Fan(s)
Appliances
- Included: Gas Water Heater
- Laundry: In Basement, Common Area
Features
- Basement: Full
- Attic: None
- Has fireplace: No
Interior area
- Total structure area: 2,497
- Total interior livable area: 2,497 sqft
- Finished area above ground: 2,497
Property
Parking
- Total spaces: 5
- Parking features: Attached, Paved, Driveway, Asphalt
- Attached garage spaces: 1
- Has uncovered spaces: Yes
Features
- Patio & porch: Porch, Deck, Patio
- Has view: Yes
- View description: City
Lot
- Size: 4,791 Square Feet
- Features: Corner Lot
Details
- Parcel number: 2265795
- Zoning: RA1
Construction
Type & style
- Home type: MultiFamily
- Architectural style: 3updown - Unit(s) per Floor
- Property subtype: Multi Family
- Attached to another structure: Yes
Materials
- Aluminum Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1864
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
HOA
- Has HOA: No
Location
- Region: Naugatuck
Financial & listing details
- Price per square foot: $200/sqft
- Tax assessed value: $184,310
- Annual tax amount: $7,334
- Date on market: 7/7/2026
Estimated market value
Zestimate®
Not available
Estimated sales range
Not available
Rent Zestimate®
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 7/15/2026 | Pending sale | $499,900$200/sqft |
Source: | ||
| 7/12/2026 | Listed for sale | $499,900+28.2%$200/sqft |
Source: | ||
| 4/9/2025 | Listing removed | $389,900$156/sqft |
Source: | ||
| 4/3/2025 | Listed for sale | $389,900+50%$156/sqft |
Source: | ||
| 10/28/2019 | Sold | $260,000-3.7%$104/sqft |
Source: | ||
| 8/7/2019 | Pending sale | $269,900$108/sqft |
Source: Showcase Realty, Inc. #170208917 Report a problem | ||
| 6/25/2019 | Listed for sale | $269,900$108/sqft |
Source: Showcase Realty, Inc. #170208917 Report a problem | ||
| 10/31/2013 | Listing removed | $600 |
Source: VIEIRA AGENCY INC MANUEL #N340156 Report a problem | ||
| 8/3/2013 | Listed for rent | $600-7.7% |
Source: VIEIRA AGENCY INC MANUEL #N340194 Report a problem | ||
| 5/18/2011 | Listing removed | $650 |
Source: Prudential Connecticut Realty #V986372 Report a problem | ||
| 3/22/2011 | Listed for rent | $650 |
Source: Prudential Connecticut Realty #V986372 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,190 | $129,630 |
| 2024 | $6,190 | $129,630 |
| 2023 | $6,190 | $129,630 |
| 2022 | $6,190 | $129,630 |
| 2021 | $6,190 | $129,630 |
| 2020 | $6,190 +51.8% | $129,630 +50.2% |
| 2019 | $4,077 -0.9% | $86,290 +1.4% |
| 2018 | $4,116 -0.4% | $85,120 |
| 2017 | $4,133 +6.5% | $85,120 |
| 2015 | $3,879 +1.1% | $85,120 |
| 2014 | $3,836 -25.6% | $85,120 -44.6% |
| 2012 | $5,157 +2.3% | $153,710 |
| 2011 | $5,043 +2.5% | $153,710 |
| 2010 | $4,922 +1.6% | $153,710 |
| 2009 | $4,845 -1.5% | $153,710 |
| 2008 | $4,920 +57.3% | $153,710 +103% |
| 2007 | $3,128 +6.5% | $75,730 |
| 2006 | $2,938 +9.6% | $75,730 |
| 2004 | $2,681 +21.3% | $75,730 +11.7% |
| 2001 | $2,211 | $67,820 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 06770
Nearby schools
GreatSchools rating
- 5/10Hillside Intermediate SchoolGrades: 5-6Distance: 0.5 mi
- 3/10City Hill Middle SchoolGrades: 7-8Distance: 0.7 mi
- 4/10Naugatuck High SchoolGrades: 9-12Distance: 1.2 mi
Schools provided by the listing agent
- High: Naugatuck
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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