Welcome to 16 Highland Street, Waterbury - a solid two-family investment opportunity located on a quiet, secluded hill in the desirable Town Plot area. This well-maintained property features (2) spacious 2-bedroom / 1-bath units -- 1 unit is recently vacated and has updated flooring and brand new paint. Seller is actively renting this unit. 2nd Floor unit is occupied by a tenant paying below market rent. Each unit offers generously sized bedrooms, a functional layout, and newer flooring and windows throughout. The first & second floor units features an ample front porch, while the second-floor unit enjoys its own private rear porch, perfect for added tenant appeal. The property also includes a shared backyard, ideal for outdoor enjoyment, along with laundry hookups for added convenience. With large unit layouts, there is potential to reconfigure and add an additional bedroom, increasing future rental income. Located minutes from downtown Waterbury, major highways, shopping, and amenities, this property offers strong rental demand and long-term upside.
For sale
$350,000
16 Highland Avenue, Waterbury, CT 06708
4beds
1,440sqft
Est.:
Multi Family
Built in 1918
-- sqft lot
$-- Zestimate®
$243/sqft
$-- HOA
What's special
Ample front porchPrivate rear porchLaundry hookupsUpdated flooringGenerously sized bedroomsBrand new paintFunctional layout
- 35 days |
- 949 |
- 27 |
Zillow last checked: 8 hours ago
Listing updated: February 18, 2026 at 01:41pm
Listed by:
Lisa Cozzi Team,
Molly Sullivan (860)878-8141,
Century 21 AllPoints Realty 860-263-2121,
Co-Listing Agent: Lindy Hoyt 860-539-2730,
Century 21 AllPoints Realty
Source: Smart MLS,MLS#: 24149312
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Hot Water, Natural Gas
Cooling
- Window Unit(s)
Appliances
- Included: Water Heater
- Laundry: None
Features
- Basement: None
- Attic: None
- Has fireplace: No
Interior area
- Total structure area: 1,440
- Total interior livable area: 1,440 sqft
- Finished area above ground: 1,440
Video & virtual tour
Property
Lot
- Size: 6,534 Square Feet
- Features: Level
Details
- Parcel number: 1380965
- Zoning: RO
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Units on different Floors
- Property subtype: Multi Family
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- New construction: No
- Year built: 1918
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
HOA
- Has HOA: No
Location
- Region: Waterbury
Financial & listing details
- Price per square foot: $243/sqft
- Tax assessed value: $93,660
- Annual tax amount: $4,213
- Date on market: 1/22/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 1/22/2026 | Listed for sale | $350,000+105.9%$243/sqft |
Source: | ||
| 3/16/2023 | Sold | $170,000-5.5%$118/sqft |
Source: | ||
| 2/13/2023 | Contingent | $179,900$125/sqft |
Source: | ||
| 1/26/2023 | Listed for sale | $179,900-0.1%$125/sqft |
Source: | ||
| 10/10/2022 | Listing removed | -- |
Source: | ||
| 9/14/2022 | Price change | $180,000-10%$125/sqft |
Source: | ||
| 7/22/2022 | Listed for sale | $199,900+48.1%$139/sqft |
Source: | ||
| 5/3/2021 | Sold | $135,000+51.7%$94/sqft |
Source: Public Record Report a problem | ||
| 10/12/2020 | Listing removed | $89,000$62/sqft |
Source: Best Realty #170324751 Report a problem | ||
| 10/8/2020 | Price change | $89,000-2.2%$62/sqft |
Source: Best Realty #170324751 Report a problem | ||
| 9/30/2020 | Price change | $91,000-4.2%$63/sqft |
Source: Best Realty #170324751 Report a problem | ||
| 9/22/2020 | Price change | $95,000-4.9%$66/sqft |
Source: Best Realty #170324751 Report a problem | ||
| 9/5/2020 | Listed for sale | $99,900+110.3%$69/sqft |
Source: Best Realty #170324751 Report a problem | ||
| 10/20/2016 | Sold | $47,500-26.9%$33/sqft |
Source: | ||
| 8/18/2016 | Listed for sale | $65,000+195.5%$45/sqft |
Source: A Home Connection #W10161911 Report a problem | ||
| 12/2/2010 | Sold | $22,000-55.9%$15/sqft |
Source: Public Record Report a problem | ||
| 7/16/2010 | Price change | $49,900-16.7%$35/sqft |
Source: Abreu Realty, LLC #W1055125 Report a problem | ||
| 2/11/2010 | Price change | $59,900-14.3%$42/sqft |
Source: Abreu Realty, LLC #W1055125 Report a problem | ||
| 1/14/2010 | Listed for sale | $69,900-12.5%$49/sqft |
Source: Abreu Realty, L.L.C. Report a problem | ||
| 8/1/2009 | Listing removed | $79,900$55/sqft |
Source: CENTURY 21 Access America #G518007 Report a problem | ||
| 3/14/2009 | Price change | $79,900-20%$55/sqft |
Source: CENTURY 21 Access America #G518007 Report a problem | ||
| 1/19/2009 | Listed for sale | $99,900$69/sqft |
Source: CENTURY 21 Access America #G518007 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,213 -9% | $93,660 |
| 2024 | $4,631 -8.7% | $93,660 |
| 2023 | $5,075 +41.9% | $93,660 +57.7% |
| 2022 | $3,577 | $59,410 |
| 2021 | $3,577 0% | $59,410 |
| 2020 | $3,577 +0% | $59,410 |
| 2019 | $3,577 | $59,410 |
| 2018 | $3,577 +7.8% | $59,410 +7.8% |
| 2017 | $3,317 | $55,090 |
| 2016 | $3,317 +3.4% | $55,090 |
| 2015 | $3,207 | $55,090 |
| 2014 | $3,207 +2.2% | $55,090 |
| 2013 | $3,139 -11.1% | $55,090 -34.8% |
| 2012 | $3,531 0% | $84,460 |
| 2011 | $3,532 | $84,460 |
| 2010 | $3,532 +4.7% | $84,460 |
| 2009 | $3,372 -4.1% | $84,460 -4.1% |
| 2008 | $3,515 +22.1% | $88,050 +65.1% |
| 2005 | $2,879 0% | $53,340 +1.6% |
| 2002 | $2,880 +124% | $52,500 +299.2% |
| 2001 | $1,286 | $13,150 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$2,290/mo
Principal & interest
$1669
Property taxes
$621
Climate risks
Neighborhood: West End
Nearby schools
GreatSchools rating
- 3/10Driggs SchoolGrades: PK-5Distance: 0.9 mi
- 4/10West Side Middle SchoolGrades: 6-8Distance: 0.8 mi
- 1/10John F. Kennedy High SchoolGrades: 9-12Distance: 0.7 mi








