For Sale
House for sale at 299 Oak St, Waterbury, CT 06705 | MLS# 24218013 | Listing updated on 2026-10-30
Photo 1 of House for sale at 299 Oak St, Waterbury, CT 06705 | MLS# 24218013 | Listing updated on 2026-10-30
Photo 2 of House for sale at 299 Oak St, Waterbury, CT 06705 | MLS# 24218013 | Listing updated on 2026-10-30
Photo 3 of House for sale at 299 Oak St, Waterbury, CT 06705 | MLS# 24218013 | Listing updated on 2026-10-30
Photo 4 of House for sale at 299 Oak St, Waterbury, CT 06705 | MLS# 24218013 | Listing updated on 2026-10-30
32+
Beds Icon

Street View

$166,900

Monthly Est:$831

  • Beds Icon4 Beds
  • Beds Icon
    2 Baths
  • Beds Icon1,792sqft

299 Oak St, Waterbury, CT 06705

$831/moEst:

Get Pre-Approved

  • Duplex

  • Built in 1889

  • $-- HOA

  • 7,405.2 sqft lot

  • $93/sq.ft

Description

Investor package - 299 Oak St is sold together with 301 Oak St (see related MLS listing 24218005); package price $369,900 for both parcels, this listing reflects the allocation for 299 only. Two-family built 1889 with a separate studio over the detached garage. Both apartments are 2 bed / 1 bath: the first floor is intact and needs cosmetics; the second floor kitchen and bath are gutted, the rest is cosmetic. Flat-roof rear addition takes on water and the roof is likely due; stone basement; three electric panels; electric heat. Studio over the garage is gutted. Next door, 301 Oak St is a one-story 3-unit with two fully renovated apartments - six potential units across the package, buyer to verify unit count and zoning with the City of Waterbury. Strictly as-is. Cash or hard money only. Bring your contractor and your vision.

  • Houzeo last checked: 6 minutes ago
  • Listing updated: October 30, 2026 at 2:31 pm
  • Listing Provided by: Warren Juall | HOMESELL
  • Source: SMART MLS-CT | MLS#: 24218013 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Multi Family

  • No. of Stories

    -

  • County

    New Haven County

  • City

    Waterbury

  • Neighborhood

    --

  • Year Built

    1889

  • HOA Fees

    -

  • Finished Area

    1,792 sqft

  • Lot Size

    7,405.2 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24218013

  • MLS Status

    Active

  • Days on Market

    7

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 2

Interior

  • Sewer

    Public Sewer Connected

  • Heating

    Baseboard, Electric

  • Cooling

    None

Construction

  • Year Built

    Year Built: 1889

  • Home type

    Duplex

  • Architectural Style

    Units On Different Floors

  • Foundation Details

    Stone

  • Roof

    Asphalt Shingle, Flat

Utilities & Energy

  • Parking Features

    Detached Garage, Off Street Parking, Driveway

  • Water Source

    Public Water Connected

  • Basement

    Full, Interior Access, Dirt Floor

Other Features

  • Subdivision Name

    N/a

  • Lot Features

    Level Lot

Price History

DateEventPrice

10/30/2026

Source: mls_logoSMART MLS-CT #24218013

Listed for Sale

$166,900 -7.28%

$93/sqft

02/14/2020

Source: #170248035

Price Increased

$180,000 +132.26%

$100/sqft

06/14/2002

Source: #W1005729

Sold

$77,500

$43/sqft

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Nov 07, 2026, 04:45AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

Skip to Main Content