66 Chesterfield Avenue
Wolcott, Connecticut 06716
- Beds
- 2
- Baths
- 1
- SqFt
- 792
- Acres
- 0.46
- Year Built
- 1958
- 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
Great opportunity to build equity on a quiet cul-de-sac in Wolcott. This 2-bedroom, 1-bath ranch sits on a generous 0.46-acre lot, offering plenty of outdoor space and privacy. The home features 792 square feet of living space on the main level plus a convenient under-house garage for parking or extra storage. Bring your design ideas and updates to maximize this property's true potential. Ideal for investors, contractors, or handy buyers looking to customize their next home. Schedule your showing today to explore the possibilities.
Key Facts
- City/Town
- Wolcott
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1958
- Days on Market
- 0 days
- Beds
- 2
- Baths
- 1 full
- Living Area
- 792 sq ft
- Lot Size
- 0.46 acres
- Garage / Parking
- 1 garage · 1 total
- Property Taxes
- $3,852 / Annually
Market Snapshot
The Wolcott Market
Single Family · trailing 12 months
Active Listings
27
30 under contract
Median List Price
$650,000
27 active listings
Median Closed Price
$400,000
167 sales
Median Days on Market
25
27 active listings
Median $ / Sq Ft
$260
27 active listings
Sale-to-List Ratio
100.5%
167 sales
How this home compares
List Price
$225,000
vs $650,000 median
65.4% below median
Price / Sq Ft
$284
vs $260 median
9.2% above median
Days on Market
0 days
vs 25 days median
25 days fresher than median
Based on 27 active and 167 closed sales (trailing 12 mo) of single family in Wolcott. Source: SmartMLS · As of July 31, 2026.
Location
66 Chesterfield Avenue, Wolcott, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 30, 2026per month
- Principal & Interest$1,157
- Property Taxes$321
- Insurance$75
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Wolcott
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Ranch
- Year Built
- 1958
- New Construction
- No/Resale
- Living Area
- 792 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Wolcott
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- None
- Appliances
- None
- Basement
- Full
Exterior & Lot
- Lot Size
- 0.46 acres
- Zoning
- R-30
- Garage / Parking
- 1 garage space1 total parking spaceUnder House GarageOff Street Parking
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Aluminum
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- N/A
Listing & Financials
- Property Taxes
- $3,852 / Annually
- Days on Market
- 0
- MLS #
- 24195811
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/31/2026. 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 7/31/2026 at 6:40 PM UTC.