31 Winchester Street
Waterbury, Connecticut 06704
Reduced from $209,000
- Beds
- 3
- Baths
- 2
- SqFt
- 1,414
- Acres
- 0.11
- Year Built
- 1894
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Opportunity awaits at 31 Winchester Street! This spacious home offers potential for investors, flippers, contractors or owner-occupants looking to build equity with a renovation loan. Situated up on a hill, in a lightly wooded setting, the property features a welcoming wraparound deck and large rear deck for entertaining. Whether you are seeking your next investment project or a chance to customize a home to your taste, this property presents an excellent value-add opportunity. Bring your ideas and unlock the potential this home has to offer.
Key Facts
- City/Town
- Waterbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1894
- Days on Market
- 49 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,414 sq ft
- Lot Size
- 0.11 acres
- Garage / Parking
- 1 total
- Property Taxes
- $2,100 / Annually
Market Snapshot
The Waterbury Market
Single Family · trailing 12 months
Active Listings
101
125 under contract
Median List Price
$349,000
101 active listings
Median Closed Price
$310,000
596 sales
Median Days on Market
36
101 active listings
Median $ / Sq Ft
$227
101 active listings
Sale-to-List Ratio
100.0%
596 sales
How this home compares
List Price
$205,000
vs $349,000 median
41.3% below median
Price / Sq Ft
$145
vs $227 median
36.1% below median
Days on Market
49 days
vs 36 days median
13 days longer than median
Based on 101 active and 596 closed sales (trailing 12 mo) of single family in Waterbury. Source: SmartMLS · As of July 28, 2026.
Location
31 Winchester Street, Waterbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,045
- Property Taxes$175
- Insurance$68
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Waterbury
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1894
- New Construction
- No/Resale
- Living Area
- 1,414 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- None
- Appliances
- Refrigerator
- Basement
- FullFull With Hatchway
Exterior & Lot
- Lot Size
- 0.11 acres
- Zoning
- RL
- Garage / Parking
- 1 total parking spaceOff Street Parking
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Wood
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Deck
- Lot Description
- Sloping LotRolling
Listing & Financials
- Property Taxes
- $2,100 / Annually
- Days on Market
- 49
- MLS #
- 24182323
- 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 7/28/2026. 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 7/28/2026 at 6:45 AM UTC.