227 Chestnut Hill Avenue
Waterbury, Connecticut 06704
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 1,512
- Acres
- 0.19
- Year Built
- 1983
- Neighborhood
- Bucks Hill
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Welcome to 227 Chestnut Hill Ave, a spacious and inviting home with room for everyone! The main level features a bright living room with vaulted ceilings and hardwood flooring. The updated kitchen offers granite countertops, a center island, and a dining area perfect for family meals. A sliding glass door provides easy access to the deck. This level also includes two bedrooms with hardwood floors and a full bathroom. Upstairs, you will find the primary bedroom with hardwood flooring and two closets, along with another full bathroom. The versatile loft, complete with a propane fireplace is ideal for a home office, playroom, or additional living space. The finished basement is designed for entertaining, featuring a wet bar with seating for six, a refrigerator, a microwave, and a stunning electric fireplace. Easy-care ceramic tile flooring completes the space. There also is a half bath and washer and dryer. With central air, multiple gathering areas, and a flexible layout, this property has so much to offer!
Key Facts
- City/Town
- Waterbury
- Neighborhood
- Bucks Hill
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1983
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 1,512 sq ft
- Lot Size
- 0.19 acres
- Property Taxes
- $7,595 / Annually
Market Snapshot
The Waterbury Market
Single Family · trailing 12 months
Active Listings
116
103 under contract
Median List Price
$320,000
116 active listings
Median Closed Price
$310,750
614 sales
Median Days on Market
42
116 active listings
Median $ / Sq Ft
$215
116 active listings
Sale-to-List Ratio
100.0%
614 sales
How this home compares
List Price
$359,000
vs $320,000 median
12.2% above median
Price / Sq Ft
$237
vs $215 median
10.2% above median
Days on Market
0 days
vs 42 days median
42 days fresher than median
Based on 116 active and 614 closed sales (trailing 12 mo) of single family in Waterbury. Source: SmartMLS · As of November 13, 2026.
Location
227 Chestnut Hill Avenue, Waterbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 12, 2026per month
- Principal & Interest$1,932
- Property Taxes$633
- Insurance$120
- 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
- Cape Cod
- Year Built
- 1983
- New Construction
- No/Resale
- Living Area
- 1,512 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- BaseboardOther
- Heat Fuel
- ElectricPropane
- Cooling
- Ceiling FansCentral AirWall Unit
- Fireplaces
- 2
- Laundry
- Lower Level
- Laundry Location
- basement
- Appliances
- Electric CooktopOven/RangeRefrigeratorDishwasherWasherDryer
- Basement
- FullFully Finished
Exterior & Lot
- Lot Size
- 0.19 acres
- Zoning
- RL
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Color
- Tan
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Lightly Wooded
Listing & Financials
- Property Taxes
- $7,595 / Annually
- Days on Market
- 0
- MLS #
- 24220861
- MLS Status
- Active
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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 11/13/2026. 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 11/13/2026 at 3:50 AM UTC.