286 North Street
Watertown, Connecticut 06795
- Beds
- 3
- Baths
- 2
- SqFt
- 1,637
- Acres
- 0.24
- Year Built
- 1938
- Neighborhood
- Taft School
- 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
Cute as a button, this expanded Cape is conveniently located near Taft School and within walking distance to downtown Watertown. Hardwood floors run throughout much of the home, where the first floor offers a spacious living room with a pellet stove, dining room, kitchen, and full bath. Just off the kitchen, the sunken family room is a welcome addition, featuring a propane fireplace flanked by built-ins and access to the back deck. Upstairs, the primary suite offers an updated bathroom and generous closet space, along with two additional bedrooms, including one with built-ins. Outside, enjoy the large back deck, a level yard with room to play, and a one-car under-house garage. A charming home in a convenient Watertown location!
Key Facts
- City/Town
- Watertown
- Neighborhood
- Taft School
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1938
- Days on Market
- 1 day
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,637 sq ft
- Lot Size
- 0.24 acres
- Garage / Parking
- 1 garage
- Property Taxes
- $5,953 / Annually
Market Snapshot
The Watertown Market
Single Family · trailing 12 months
Active Listings
27
37 under contract
Median List Price
$449,900
27 active listings
Median Closed Price
$400,000
222 sales
Median Days on Market
45
27 active listings
Median $ / Sq Ft
$251
27 active listings
Sale-to-List Ratio
100.0%
222 sales
How this home compares
List Price
$399,000
vs $449,900 median
11.3% below median
Price / Sq Ft
$244
vs $251 median
In line with median
Days on Market
1 day
vs 45 days median
44 days fresher than median
Based on 27 active and 222 closed sales (trailing 12 mo) of single family in Watertown. Source: SmartMLS · As of September 6, 2026.
Location
286 North Street, Watertown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 3, 2026per month
- Principal & Interest$2,062
- Property Taxes$496
- Insurance$133
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Watertown
- Neighborhood
- Taft School
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1938
- New Construction
- No/Resale
- Living Area
- 1,637 sq ft
Schools
- Elementary
- John Trumbull
- Middle
- Judson
- High
- Watertown
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Ceiling Fans
- Fireplaces
- 1
- Laundry
- Lower Level
- Appliances
- Oven/RangeRefrigeratorDishwasherWasherDryer
- Basement
- FullStorage
Exterior & Lot
- Lot Size
- 0.24 acres
- Zoning
- R10
- Garage / Parking
- 1 garage spaceUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Exterior Features
- DeckGuttersGarden AreaLighting
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $5,953 / Annually
- Days on Market
- 1
- MLS #
- 24204811
- MLS Status
- Coming Soon
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Timothy Drakeley
Drakeley Real Estate, Inc.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/6/2026. 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 9/6/2026 at 7:51 AM UTC.