Skip main navigation
Under contract
  • $499,900

    299 High Street, Naugatuck, CT 06770

    6beds
    2,497sqft
    : 
    $3,597/mo
    Get pre-qualified
    Multi Family
    Built in 1864
    -- sqft lot
    $-- Zestimate®
    $200/sqft
    $-- HOA

    What's special

    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!
    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#: 24189575MLS Logo

      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

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/15/2026Pending sale$499,900$200/sqft
        Source: Smart MLS #24189575 Report a problem
        7/12/2026Listed for sale$499,900+28.2%$200/sqft
        Source: Smart MLS #24189575 Report a problem
        4/9/2025Listing removed$389,900$156/sqft
        Source: Smart MLS #24078997 Report a problem
        4/3/2025Listed for sale$389,900+50%$156/sqft
        Source: Smart MLS #24078997 Report a problem
        10/28/2019Sold$260,000-3.7%$104/sqft
        Source: Smart MLS #170208917 Report a problem
        8/7/2019Pending sale$269,900$108/sqft
        Source: Showcase Realty, Inc. #170208917 Report a problem
        6/25/2019Listed for sale$269,900$108/sqft
        Source: Showcase Realty, Inc. #170208917 Report a problem
        10/31/2013Listing removed$600
        Source: VIEIRA AGENCY INC MANUEL #N340156 Report a problem
        8/3/2013Listed for rent$600-7.7%
        Source: VIEIRA AGENCY INC MANUEL #N340194 Report a problem
        5/18/2011Listing removed$650
        Source: Prudential Connecticut Realty #V986372 Report a problem
        3/22/2011Listed for rent$650
        Source: Prudential Connecticut Realty #V986372 Report a problem

        Public tax history

        YearProperty taxesTax 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.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 06770

        Getting around

        71 / 100
        Very Walkable
        45 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        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.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes