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286 North Street

Watertown, Connecticut 06795

COMING SOON - NEW$399,000
Beds
3
Baths
2
SqFt
1,637
Acres
0.24
Year Built
1938
Matt Caiola

Matt Caiola

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1-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,691

per 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.

Listed By

Taylor O'Keefe-Hamel

(203) 578-5388

Drakeley Real Estate, Inc.

(203) 263-4336

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.