Skip to main content

237 Chestnut Hill Avenue

Waterbury, Connecticut 06704

ACTIVE - NEW$289,900
Beds
2
Baths
1
SqFt
1,044
Acres
0.25
Year Built
1980
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
1-Car Garage1 Fireplace

About This Home

Welcome to 237 Chestnut Hill Ave! This charming 2 bedroom, 1 bath ranch is move-in ready, meticulously maintained and offers the covenience of one level living. Step inside and fall in love with the bright, open floor plan. The immaculate kitchen features a dining area and flows seamlessly into the spacious living room with a wood-burning fireplace. Two comfortable bedrooms and a beautifully updated full bathroom complete the main level. Need more space? The finished lower level offers plenty of versatility, including a possible third bedroom/office/guest room plus a storage area, cedar closet, and washer/dryer area. Walk out directly to the backyard and enjoy the convenience of an oversized attached one-car garage. Recent updates include a new roof, windows, hot water heater, driveway and sidewalk. With its thoughtful updates, flexible living space, and inviting layout, this home is ready for its next owner. Don't miss the opportunity to see all that 237 Chestnut Hill Ave has to offer!

Key Facts

City/Town
Waterbury
Neighborhood
Bucks Hill
Property / Style
Single Family · Ranch
Year Built
1980
Days on Market
0 days
Beds
2
Baths
1 full
Living Area
1,044 sq ft
Lot Size
0.25 acres
Garage / Parking
1 garage · 4 total
Property Taxes
$6,304 / Annually

Market Snapshot

The Waterbury Market

Single Family · trailing 12 months

Median Days on Market

37

111 active listings

Median $ / Sq Ft

$225

111 active listings

Sale-to-List Ratio

100.0%

592 sales

How this home compares

List Price

$289,900

vs $325,000 median

10.8% below median

Price / Sq Ft

$278

vs $225 median

23.6% above median

Days on Market

0 days

vs 37 days median

37 days fresher than median

Based on 111 active and 592 closed sales (trailing 12 mo) of single family in Waterbury. Source: SmartMLS · As of October 2, 2026.

Location

237 Chestnut Hill Avenue, Waterbury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,209

per month

  • Principal & Interest$1,587
  • Property Taxes$525
  • Insurance$97
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Waterbury
Neighborhood
Bucks Hill
County
New Haven

Residence

Property Type
Single Family
Style
Ranch
Year Built
1980
New Construction
No/Resale
Living Area
1,044 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Baseboard
Heat Fuel
Electric
Cooling
Ceiling FansWall Unit
Fireplaces
1
Laundry
Lower Level
Appliances
Oven/RangeRefrigeratorDishwasherWasherDryer
Basement
FullPartially FinishedFull With Walk-Out

Exterior & Lot

Lot Size
0.25 acres
Zoning
RL
Garage / Parking
1 garage space4 total parking spacesAttached GaragePavedDrivewayAsphalt
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Lightly WoodedLevel Lot

Listing & Financials

Property Taxes
$6,304 / Annually
Days on Market
0
MLS #
24210930
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Sarah Devino

(203) 217-3146

Showcase Realty, Inc.

(860) 274-7000

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/2/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 10/2/2026 at 4:55 PM UTC.