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$166,900 Just Listed

  • For Sale
  • Active
  • Multi-Family
  • 4 Total Beds
  • 1 Car Garage
  • Updated 1 day ago
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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.

Full Property Details for 299 Oak St

General

  • Price: $166,900
  • Taxes: (July 2026-June 2027)
  • Status: Active
  • Type: Multi-Family
  • Source: SMARTMLS
  • MLS ID: 24218013
  • Updated: 10/30/2026
  • Added to Site: 4 day(s) ago

Interior

  • Number of Rooms: 8

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 4
  • Parking: Detached Garage, Off Street Parking, Driveway

Location

  • County: New Haven
  • Driving Directions: GPS to 299 Oak St, Waterbury. Next door to 301 Oak St - the two parcels are sold together as one package.

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Baseboard, Electric
  • Heating Fuel: Electric
  • Water Heater: Electric, Upright Tank

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Units on different Floors
  • Construction Status: No/Resale
  • Exterior Const.: Aluminum
  • Basement Desc.: Full, Interior Access, Dirt Floor
  • Roof: Asphalt Shingle, Flat
  • Square Feet: 1,792
  • Above Ground: 1,792 Sq. Ft.
  • Year Built: 1889

Unit Information

Unit 1

  • Total Bathrooms: 1
  • Bedrooms: 2

Unit 2

  • Total Bathrooms: 1
  • Bedrooms: 2

Lot Features

  • Lot Size (Acres): 0.17
  • Driveway/Sidewalk: Private, Paved
  • Zoning: RM
  • Lot Description: Level Lot

Financial Considerations

  • Assessment Amount: $107,310
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Property ID: 1383437

Listed by Homesell, Warren Juall

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Listing agent

— 299 Oak St —

  • Warren Juall

    Homesell

Agent Contact: (203) 815-1890 Office Contact: (203) 361-3182

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 Oak St

School District:Waterbury School District
NameGradesDistance
Woodrow Wilson School, Waterbury, CT
235 Birch Street, Waterbury, CT 06704
K-50.2 mi
Michael F. Wallace Middle School
3465 East Main Street, Waterbury, CT 06705
6-82.7 mi
Crosby High School
300 Pierpont Road, Waterbury, CT 06705
9-122.6 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 Oak St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/27/2026
Listed
$166,900
66.9%
MLS
2/08/2020
Sold
$100,000
—
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 Oak St

Year
Property Taxes
Change
Tax Assessment
Change
2026
$4,651
-4%
$107,310
—
2024
$4,827
-9%
$107,310
—
2023
$5,305
-9%
$107,310
—
2023
$5,815
38%
$107,310
53%
2022
$4,218
—
$70,050
—
2021
$4,218
—
$70,050
—
2020
$4,218
-4%
$70,050
-4%
2019
$4,401
—
$73,090
—
2018
$4,401
-1%
$73,090
-1%
2017
$4,431
—
$73,600
—
2016
$4,431
3%
$73,600
—
2015
$4,285
2%
$73,600
—
2011
$4,194
—
$73,600
—
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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Listed by Homesell, Warren Juall

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299 Oak Street, Waterbury, CT 06705 (MLS# 24218013) is a Multi-Family property with 2 units containing 4 bedrooms and 2 full bathrooms. 299 Oak Street is currently listed for $166,900 and was received on October 27, 2026. Want to learn more about 299 Oak Street? Do you have questions about finding other Multi-Family real estate for sale in Waterbury? You can browse all Waterbury real estate or contact a Coldwell Banker agent to request more information.

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