Regency Key
Regency Real Estate
The Key To Your New Home
← Back to Search
MLS 24218013 For Sale Updated November 1, 2026
299 Oak Street

Waterbury, Connecticut 06705

$166,900
On market 4 days
299 Oak Street
1 / 36

About This Property

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.

Property Details

Interior

Heat
Baseboard — Electric
Cooling
None
Basement
Full,Interior Access,Dirt Floor

Exterior & Lot

Roof
Asphalt Shingle,Flat
Construction
Construction
Lot Description
Level Lot
Garage & Parking
Detached Garage Off Street Parking Driveway

Utilities & Systems

Water Source
Public Water Connected
Sewer
Public Sewer Connected

Community & Schools

Elementary
Per Board of Ed
High
Per Board of Ed

299 Oak Street

Waterbury , Connecticut 06705

$166,900

On market 4 days

Beds
4
Baths
2
SqFt
1,792
Type
Multi-Family
County New Haven
Garage 1
Rooms -
Lot Size 0.17 Acres
Property Tax $4,651
Assessed Value $107,310
Year Built 1889
Style Units on different Floors
Zoning RM
Parking Spaces 4

Payment Estimate

30-year fixed. Includes taxes; estimates only.

Estimated Monthly Payment
—
Open the full mortgage calculator →

Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: 13550.

Menu