Off market oct 2021 for $190K

$390,838

•

3,101

sq ft

66 Highland Ave, Waterbury, CT 06708

About this home

Wonderful opportunity to own a 3 family home. Live on one of the units or rent all 3 apartments as an investment. A gorgeous and open 3rd fl apartment is not your typical 3rd flr apartment. Sprinkler system over the furnace, fire coated sheetrock in the hallway, fire coded doors in hallway, the third floor is vapor barrier insulated, and each apartment has 100 amp electrical. Washer and dryer hook-ups in each apartment. Priced to sell and will be sold AS-IS. Definitely a must-see!

Multi-familyProperty Type

1919Year Built

5,227 sq ftLot Size

$126Est. Price/Sq.Ft.

Listed by Yomayra Soto • Key Connection Realty, LLC

Bought with Jackie Stasonis • bmr01 - Brass Moon Realty

Source:Smart MLS #170432756

Redfin Estimate

$390,838

$200K since sold in October 2021$4,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3.9% lower than the average sale price ($407K) of 6 comparable homes.

SOLD OCT 5, 2026
$432,000
A
6 beds3 baths2,602 sq ft
500 Wilson St, Waterbury, CT 06708
SOLD JUN 11, 2026
$415,000
B
6 beds3 baths3,393 sq ft
163 Draher St, Waterbury, CT 06708
SOLD JUN 29, 2026
$367,500
C
4 beds2 baths2,254 sq ft
308 Highland Ave, Waterbury, CT 06708
SOLD APR 29, 2026
$399,000
D
5 beds3 baths3,705 sq ft
21 Poplar St, Waterbury, CT 06708
SOLD MAR 27, 2026
$530,000
E
6 beds3 baths3,825 sq ft
82 Bunker Hill Ave, Waterbury, CT 06708
SOLD JUN 26, 2026
$296,500
F
6 beds3.5 baths2,450 sq ft
181 Buckingham St, Waterbury, CT 06710

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Earn from this home

Sell

$228,319

Est. take-home

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Market trends in 06708, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

100.1%

+0.6% MoM

Median sale price

$315K

$5K MoM

Avg. days on market

49d

5 days MoM

Recently sold homes

4 MoM

New listings for sale

NEW 4 HRS AGO
$589,000
4 beds2.5 baths2,904 sq ft
50 Shiring Ln, Waterbury, CT 06708
NEW 7 HRS AGO
$137,900
2 beds1 bath722 sq ft
23 Shirley St #12, Waterbury, CT 06708
COMING SOON
$350,000
3 beds2 baths1,686 sq ft
47 Greenfield Ave, Waterbury, CT 06708
$259,000
3 beds1.5 baths1,220 sq ft
53 Elk Ave, Waterbury, CT 06708
OPEN SUN, 1:30PM TO 3PM
$449,900
3 beds2.5 baths1,960 sq ft
39 Regency Hl, Waterbury, CT 06708
$330,000
3 beds2 baths1,660 sq ft
818 Bunker Hill Ave, Waterbury, CT 06708
$299,900
3 beds1.5 baths1,290 sq ft
11 Media Ave, Waterbury, CT 06708
$320,000
2 beds1 bath1,376 sq ft
117 Arden Rd, Waterbury, CT 06708
$275,000
2 beds2 baths1,428 sq ft
350 Bristol St Unit A4, Waterbury, CT 06706
OPEN SUN, 12PM TO 2PM
$145,000
3 beds1.5 baths991 sq ft
81 Angel Dr Unit D, Waterbury, CT 06708
See all

Provided by Redfin

Sale history for 66 Highland Ave

Year

Property tax

Land + Additions

Assessment*

2023

$7,260 (+53.9%)

$13,440 + $120,540

$133,980

2022

$4,717

$13,470 + $64,870

$78,340

2021

$4,717

$13,470 + $64,870

$78,340

2020

$4,717

$13,470 + $64,870

$78,340

2019

$4,717

$13,470 + $64,870

$78,340

2018

$4,717 (+7.5%)

$13,470 + $64,870

$78,340

2017

$4,389

$13,470 + $59,430

$72,900

2016

$4,389 (+5.7%)

$13,470 + $59,430

$72,900

2013

$4,154

$13,470 + $59,430

$72,900

2011

$4,154

$13,470 + $59,430

$72,900

Tax history for 66 Highland Ave

Year

Property tax

Land + Additions

Assessment*

2023

$7,260 (+53.9%)

$13,440 + $120,540

$133,980

2022

$4,717

$13,470 + $64,870

$78,340

2021

$4,717

$13,470 + $64,870

$78,340

2020

$4,717

$13,470 + $64,870

$78,340

2019

$4,717

$13,470 + $64,870

$78,340

2018

$4,717 (+7.5%)

$13,470 + $64,870

$78,340

2017

$4,389

$13,470 + $59,430

$72,900

2016

$4,389 (+5.7%)

$13,470 + $59,430

$72,900

2013

$4,154

$13,470 + $59,430

$72,900

2011

$4,154

$13,470 + $59,430

$72,900

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

5,227 Sq. Ft.

Year renovated

1967

Sq. Ft.

3,101

Year built

1919

Style

Multi-Family (2-4 Unit)

County

New Haven County

APN

1382834

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Medium Density Multi-Family Residential District

The RM District is established to provide for a variety of housing choices and limited nonresidential uses. The District allows for moderate density multi-family residences, townhouses, and Residential Campus Developments. Uses and Conditional Accessory Uses are permitted by Zoning Permit, Special Permit, or Special Exception approval as provided in of these Regulations.

Permitted uses

Include but are not limited to:

No uses permitted by right

Property details

Parking

Garage Information
Garage & Parking: On Street Parking, Other

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Laundry Room Info: All Units Have Hook-Ups
Cooling System: Ceiling Fans

Bathroom Information
# of Baths (Full): 3

Bedroom Information
Beds Total: 5

Room Information
Basement Description: Full, Unfinished

Multi-Unit Information
Unit Count: 3
Total Rooms Multi Family: 13
Total Number of Units: 3

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Wood
Exterior Features: Porch

Lot Information
Lot Description: Sloping Lot

Building Information
Foundation Type: Stone
Construction Description: Frame

Property Information
Property Type: Multi-Family For Sale
Property Sub Type: 3 Family
Living Area SQFT Per Public Record: 3101

Financial

Assessments Information
Assessed Value: $78,340

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Public Sewer Connected
Hot Water Description: 40 Gallon Tank, Electric
Heat Type: Baseboard, Gas on Gas, Hot Air
Heat Fuel Type: Electric, Natural Gas
Fuel Tank Location: In Basement

Location

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

Location Information
State: Connecticut
Directions: GPS friendly.
County: New Haven

Public facts

Beds: 8
Baths: 3.0
Sq. Ft.: 3,101
Stories: 3.0
Lot Size: 5,227 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1919
Year Renovated: 1967
County: New Haven County
APN: 1382834

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 2

Around this home

Schools

Driggs School

Public PreK-5 • Assigned • 1.0mi

3/10

West Side Middle School

Public 6-8 • Assigned • 0.7mi

4/10

John F. Kennedy High School

Public 9-12 • Assigned • 0.6mi

1/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Waterbury, CT • 06708

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.8 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$372,000 – $450,000

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Home values near 66 Highland Ave

Data from public records.

Address	Redfin Estimate
61 Highland Avenue, Waterbury, CT 6 Beds \| 3 Baths \| 2284 Sq. Ft.	—
50 Highland Avenue, Waterbury, CT - Beds \| - Baths \| 1355 Sq. Ft.	—

Address	Redfin Estimate
55 Highland Avenue, Waterbury, CT 3 Beds \| 1 Baths \| 1316 Sq. Ft.	$237,130
60 Highland Avenue, Waterbury, CT 6 Beds \| 2 Baths \| 3052 Sq. Ft.	$399,185

Address	Redfin Estimate
41 Highland Avenue, Waterbury, CT 8 Beds \| 4 Baths \| 3480 Sq. Ft.	—
91 Highland Avenue, Waterbury, CT 6 Beds \| 3 Baths \| 2899 Sq. Ft.	$440,243

Property information provided by Smart MLS when last listed in 2021. This data may not match . Learn more.

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