16 Highland Ave

Waterbury, CT 06708

$350,000
Price
4
Beds
1,440 Sq. Ft.
$243 / Sq. Ft.
1,440
Sq. Ft.
$243
per Sq. Ft.

Description

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, both fully occupied with tenants currently paying below-market rents, offering immediate value-add potential for the next owner. Each unit offers generously sized bedrooms, a functional layout, and newer flooring and windows throughout. The first & second floor units features...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, both fully occupied with tenants currently paying below-market rents, offering immediate value-add potential for the next owner. 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. Currently Producing Positive Cash Flow!
  1. Listed by Molly E Sullivan • Century 21 AllPoints Realty
    P: (860)-878-8141 C: (860)-878-8141 molly.cozziteam@gmail.com
  2. Listed by Lindy Hoyt • Century 21 AllPoints Realty
    P: (860)-263-2121 C: (860)-539-2730 lindy.cozziteam@gmail.com

Property Details for 16 Highland Avenue

Basement Description
None
Direct Waterfront
No
Neighborhood
N/A
Style
Units on different Floors
Swimming Pool
No
LISTING UPDATED: 01/23/2026 04:49 PM

Property Details for 16 Highland Avenue

StatusActive
MLS #24149312
Days on Market4
Taxes$4,213 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeMulti Family
MLS TypeMulti-Family / 2 Family
Year Built1918
Lot Size0.15 AC / 6,534 SF
CountyNew Haven County

Location

Listing Courtesy of Century 21 AllPoints Realty, Molly E Sullivan; Century 21 AllPoints Realty, Lindy Hoyt
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Building Information for 16 Highland Avenue

Stories-Residences2Year Built1918Building Size-Lot Size0.15 AC / 6,534 SF

Payment Calculator

$2,057 per month

30 year fixed, 6.15% Interest

Principal and Interest

$1,706

Property Taxes

$351

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 16 Highland Avenue

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Latitude: 41.55629
  • Longitude: -73.058102
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $4,213
Virtual Tour
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Not Applicable
Interior Features
  • Cooling System: Window Unit
  • Heat Type: Hot Water
  • Attic YN: No
  • Fireplaces Total: 0
  • Laundry Room Info: None
  • Rooms Total: 8
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Shingle
  • Year Built: 1918
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 1440
Lot Information
  • Lot Description: Level Lot
  • Parcel Number: 1380965
  • Sq Ft Est Heated Above Grade: 1440.0
  • Sq Ft Total: 1440.0
  • Zoning: RO
Utilities
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Domestic
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Tenant
  • Total Number of Units: 2
  • Total Rooms Multi Family: 8
Unit 1
  • Unit Entry Order: 2
  • Unit Full Baths: 1
  • Unit Modified Date: 01-23-2026
  • Unit Monthly Rent: $1,300
  • Unit Num Bedrms: 2
  • Unit Num Rooms: 4
Unit 2
  • Unit Entry Order: 1
  • Unit Full Baths: 1
  • Unit Modified Date: 01-23-2026
  • Unit Monthly Rent: $1,400
  • Unit Num Bedrms: 2
  • Unit Num Rooms: 4

Property History for 16 Highland Avenue

DateEvent & SourcePriceAppreciation
Mar 16, 2023

Closed (Public Record)

Public Record #1507734012

$170,000

+13.0% / yr

Apr 28, 2021

Closed (Public Record)

Public Record #1459851998

$135,000

+19.1% / yr

Dec 2, 2010

Closed (Public Record)

Public Record #301422504

$22,000—
DateEvent & SourcePrice
03/16/2023

Closed (Public Record)

Public Record #1507734012

$170,000

+13.0% / yr

04/28/2021

Closed (Public Record)

Public Record #1459851998

$135,000

+19.1% / yr

12/02/2010

Closed (Public Record)

Public Record #301422504

$22,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 16 Highland Avenue

Taxable ValueLand$11,900Additions$81,760Total$93,660
Tax Record2024$4,213 ($351 / month)
Home Facts
Baths2Total Finished SqFt1,440 SqFtAbove Grade Finished SqFt1,440 SqFtUnfinished Basement SqFt720 SqFtStories2Lot Size6,534 SqFtStyleDuplexYear Built1918Year Renovated1967ZoningROCountyNEW HAVENAPNWBRY M:0271 B:0031 L:0571

Schools near 16 Highland Avenue

This home is within Waterbury School District.
Rating
School
Type
Grades
Distance
Driggs School
Public - PK to 5
West Side Middle School
Public - 6 to 8
John F. Kennedy High School
Public - 9 to 12
Enlightenment School
Public - 6 to 12
Rating
School
Distance
Driggs School
PublicPK to 5

West Side Middle School
Public6 to 8

John F. Kennedy High School
Public9 to 12

Enlightenment School
Public6 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 16 Highland Avenue, Waterbury, CT 06708

16 Highland Avenue is a multi-family home for sale in Waterbury, CT 06708. This property was listed for sale on January 21, 2026 by Century 21 AllPoints Realty, it's currently listed at $350,000. It has been on the market for a total of 4 days and was last sold on March 16, 2023. This listing's school district is Waterbury School District. Nearby schools include Driggs School, West Side Middle School and John F. Kennedy High School. 16 Highland Avenue is a 4-bed, 2-bath, 1,440 sqft multi-family home built in 1918.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Century 21 AllPoints Realty, Molly E Sullivan; Century 21 AllPoints Realty, Lindy Hoyt

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.