27 Chipman St, Waterbury, CT 06708
OFF MARKET

$439,000

Trulia Estimate
  • 5 Beds
  • 3 Baths
  • 2,972 sqft

27 Chipman St, Waterbury, CT 06708

Town Plot
Refinance Your Home

Home Value

Trulia Estimate
$439K
Since last month
Decreased$4K (-0.9%)
Since last year
Increased$2K (+0.3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +178% in the last 10 years
MonthEstimated value
2026
September 2026$439K
August 2026$443K
July 2026$449K
June 2026$455K
May 2026$445K
April 2026$434K
March 2026$433K
February 2026$434K
January 2026$429K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
576 Highland Avenue, Waterbury, CT
0.15
Multi-Family Home
$438,000
04/06/26
8
3
3,090
70 Vail Street, Waterbury, CT
0.29
Multi-Family Home
$450,000
02/04/26
7
3
2,633
509 Highland Avenue, Waterbury, CT
0.20
Multi-Family Home
$400,000
11/21/25
5
2
2,178
316 Wilson Street, Waterbury, CT
0.48
Multi-Family Home
$426,000
03/02/26
5
3
2,240
324 Congress Avenue, Waterbury, CT
0.47
Multi-Family Home
$326,400
11/05/25
6
3
2,760
318 Congress Avenue, Waterbury, CT
0.47
Multi-Family Home
$450,000
02/27/26
4
3
2,630
502 Wilson St, Waterbury, CT
0.36
Multi-Family Home
$365,000
10/24/25
8
3
2,816
21 Poplar Street, Waterbury, CT
0.46
Multi-Family Home
$399,000
04/29/26
5
3
3,705
81 Chambers Street, Waterbury, CT
0.40
Multi-Family Home
$605,000
08/18/26
9
3
3,561
540 Washington Ave, Waterbury, CT
0.34
Multi-Family Home
$375,000
10/17/25
9
3
3,666

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
Address Not Disclosed, Waterbury, CT 06708
0.01
$343,100
Studio
-
2,016
Off Market
215 Chipman Street Extension, Waterbury, CT 06708
0.01
$339,100
3
1.5
2,002
Off Market
205 Chipman Street Extension, Waterbury, CT 06708
0.03
$269,999
3
1
924
For Sale
176 Chipman Street Street, Waterbury, CT 06708
0.08
$304,700
3
1.5
1,186
Off Market
35 Tree Hill Road, Waterbury, CT 06708
0.10
$367,400
3
1.5
1,860
Off Market
740 Washington Ave Extension, Waterbury, CT 06708
0.07
$566,600
9
3
4,122
Off Market
298 Chipman Street, Waterbury, CT 06708
0.11
$480,000
3
2.5
1,734
Recently Sold
29 Tree Hill Road, Waterbury, CT 06708
0.10
$345,000
3
2
1,848
Recently Sold
Address Not Disclosed, Waterbury, CT 06708
0.09
$270,400
3
1
1,276
Off Market
15 Tree Hill Road, Waterbury, CT 06708
0.12
$265,000
3
1.5
960
Recently Sold
158 Chipman Street Extension, Waterbury, CT 06708
0.10
$392,100
3
2.5
1,547
Off Market
154 Highland Drive, Waterbury, CT 06708
0.11
$317,000
2
1
960
Off Market

Local Information

  • Map ViewExplore the area around 27 Chipman St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Multi-Family
Built in 1931
2,972 sqft
$148/sqft

About this House

This multi-family home is located at 27 Chipman St, Waterbury, CT. 27 Chipman St is in the Town Plot neighborhood in Waterbury, CT and in ZIP code 06708. This property has 5 bedrooms, 3 bathrooms and approximately 2,972 sqft of floor space. This property has a lot size of 7405 sqft and was built in 1931.
27 Chipman St, Waterbury, CT 06708 is a 5 bedroom, 3 bathroom, 2,972 sqft multi-family in Town Plot, built in 1931. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $439,000, with a rent estimate of $2,388/month.

Home Details for 27 Chipman St

Interior Features

Heating & Cooling
Heating: Forced Air, GasHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3
Interior Details
Number of Rooms: 12

Property Information

Year Built
Year Built: 1931Year Updated: 1969
Property Type / Style
Property Type: Multi FamilyArchitecture: Other

Exterior Features

Exterior Home Features
Exterior: OtherPatio

Lot Information

Lot Area: 7405 sqft

Price and Tax history

YearProperty taxTax assessment
2025
$8,772
$195,020
Home facts updated by county records

Market trends in Waterbury

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$312K
$5KMoM
Sale-to-List Price
101.0%
0.5%MoM
Price per sq ft
$216
$4MoM
Available listings
229
8MoM

Around this home

Neighborhood Overview

Town Plot
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Town Plot

At least 183 Trulia users voted on each feature.

  • 81 % Say car is needed

  • 75 % Say it's dog friendly

  • 72 % Say parking is easy

  • 70 % Say yards are well-kept

  • 69 % Say it's walkable to restaurants

  • 66 % Say there's holiday spirit

  • 62 % Say it's walkable to grocery stores

  • 58 % Say there are sidewalks

  • 55 % Say it's quiet

  • 55 % Say kids play outside

  • 54 % Say they plan to stay for at least 5 years

  • 51 % Say people would walk alone at night

  • 48 % Say neighbors are friendly

  • 43 % Say streets are well-lit

  • 36 % Say there's wildlife

  • 23 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • JW
    "Still a great area to live in Waterbury. Neighbors are always nice & a lot of good people in the area. "
    1
    Flag
  • Trulia User
    "The Mount Carmel Feast in the summer is popular, being able to walk to the restaurants on Highland Avenue is really nice. Quiet neighborhood. "
    0
    Flag
  • Trulia User
    "safe quite area lot's of children playing enjoying neighborhood friendly people clean great restaurants and grocery store close "
    1
    Flag
  • Trulia User
    "It is close to highway, schools and grocery markets. Beautiful area park is near by and a few good restaurants around the area as well. Close to the West side of town . "
    6
    Flag
  • Trulia User
    "Neighborly. Nice area to raise children. Pet friendly neighborhood. 2 Parks nearby. Many restaurants and convince stores in walking distance "
    0
    Flag
  • Trulia User
    "Very safe to walk your dog throughout this neighborhood regardless if you meandering through the side streets or the multiple parks available."
    0
    Flag
  • Trulia User
    "I only been living in town plot for 8 months and i love it. everyone is friendly. Its very quiet and peaceful "
    3
    Flag
  • Trulia User
    "Great to commute to and from. 2 busses go through the neighborhood..and the roads are well maintained and everything is easily accessible. "
    0
    Flag
  • Trulia User
    "The restaurants and Town Plot is one of several neighborhoods in Waterbury with a strong Italian influence. The neighborhood is home to many Italian restaurants and delis, as well many Italian-American owned businesses. The neighborhood is also home to Our Lady of Mt. Carmel Church. The parish is famous for its popular four-day feast every July which ends with a large parade through the streets of the neighborhood on Sunday. The feast which draws thousands of visitors who come to enjoy homemade food as well as live Italian entertainment. The feast is specifically known for its fried dough, soffritto sandwiches, Italian ice, and pastries."
    3
    Flag
  • Trulia User
    "Cars don’t care and race down the road. Though there is a really nice loop that goes around town that I always see people walking their dogs, but side streets are a nightmare, seeing as cars just race down the roads."
    0
    Flag
  • Trulia User
    "It is a nice neighborhood over all.Good Schools. Close shopping and restaurants. i like living here. Quiet and nice place. "
    2
    Flag
  • Trulia User
    "Great neighborhood to raise children. Good elementary schools. There is church, drug stores, grocery stores, gas stations and banks. "
    0
    Flag
  • Amyska89
    "Easy access to highways within minutes. Roads are well kept and maintained by town. This area has come along way"
    2
    Flag
  • Norma C.
    "it's safe and clean and a comfortable area where you can can have kids be at and I love that there are nearbby banks and transit areas "
    28
    Flag
  • Ginger F.
    "Yes, this is a very dog friendly area and dog owners are very responsible and I had a neighbor call me after ever found my dog in the street at 1am!! So thankful they got him. "
    1
    Flag
  • Tabitha C.
    "Not many families with children. Everyone keeps to themselves. The schools are close by so that’s helpful if you have children "
    2
    Flag
  • Jocelyn G.
    "The Italian feast at olmc church, Damelio’s restaurant has weekly entertainment in the summer, it’s just nice to walk around when the weather is nice"
    0
    Flag
  • Iesha N. S.
    "The streets don’t have many cars driving up and down which is great I don’t think they would like that there are some big hills "
    1
    Flag
  • Chago T.
    "nice neighborhood clean well maintained just not so great with u.o.s. packaging somethings i get my packages sometimes i dont "
    1
    Flag
  • Khalidah G.
    "it's in little Italy. also school's are good. I barely hear sirens. it's a quite neighborhood. you definitely need a car around here."
    2
    Flag
  • Jason W.
    "Lived in the Town Plot area for several yrs. Although a lot has changed throughout the yrs., it still remains a good, friendly & safe area to reside in "
    34
    Flag
  • Gamc3040
    "it’s really good to live here it’s a great neighborhood to live in everything is clean it’s the almost the nicest part of waterbury."
    2
    Flag
  • Rikiannegiscombe
    "this is a great neighborhood. everyone looks out for each other and are very nice. its a safe place to be outside "
    4
    Flag
  • Martha M.
    "My neighborhood is very quiet and clean , people are kind to each other, we say hi and speak to each other "
    7
    Flag
  • Vlad K.
    "It’s a very quite and beautiful neighborhood. It’s known as Town Plot which is the best neighborhood to live in, in Waterbury."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 27 Chipman St

  • What is 27 Chipman St estimated to be worth?
    Trulia's estimated value for 27 Chipman St in Waterbury, CT is $439,000.
  • Is Waterbury a buyer's or seller's market?
    Waterbury is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Waterbury?
    The median sale price in Waterbury is $312K. That is up $5K from the prior month.
  • What do residents say about the Town Plot neighborhood?
    Residents describe the Town Plot neighborhood in Waterbury, CT as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Town Plot, Waterbury.

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