237 Chestnut Hill Avenue
Waterbury, Connecticut 06704
- Beds
- 2
- Baths
- 1
- SqFt
- 1,044
- Acres
- 0.25
- Year Built
- 1980
- Neighborhood
- Bucks Hill
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
111
122 under contract
Median List Price
$325,000
111 active listings
Median Closed Price
$310,000
592 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per 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
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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.