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161 Chestnut Grove Road

Watertown, Connecticut 06795

ACTIVE$399,900
Beds
3
Baths
2
SqFt
1,510
Acres
0.50
Year Built
1920
Matt Caiola

Matt Caiola

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2-Car Garage

About This Home

Welcome to 161 Chestnut Grove Road, where timeless charm meets everyday comfort. Nestled on a peaceful half acre lot, this inviting 3/bed, 2/bath bungalow offers over 1500 sq/ft. of living space filled with character and natural light. The spacious dining room features a classic built-in hutch and flows into the living room, complete with French doors leading to a generous deck overlooking the private backyard and established gardens. The flexible floor plan includes a first-floor primary bedroom and full bath, while two bedrooms and a second full bath are located upstairs. Outside, enjoy a partially fenced year, patio and a detached 2-car garage with an attach workshop-ideal for hobbies, storage or additional workspace. Conveniently located just minutes from Watertown's town center, schools, shopping, parks and commuter routes, this home offers the perfect blend of privacy, charm and accessibility.

Key Facts

City/Town
Watertown
Neighborhood
Taft School
Property / Style
Single Family · Bungalow
Year Built
1920
Days on Market
13 days
Beds
3
Baths
2 full
Living Area
1,510 sq ft
Lot Size
0.50 acres
Garage / Parking
2 garage
Property Taxes
$4,771 / Annually

Market Snapshot

The Watertown Market

Single Family · trailing 12 months

Median Days on Market

45

29 active listings

Median $ / Sq Ft

$257

29 active listings

Sale-to-List Ratio

100.0%

207 sales

How this home compares

List Price

$399,900

vs $429,999 median

7.0% below median

Price / Sq Ft

$265

vs $257 median

In line with median

Days on Market

13 days

vs 45 days median

32 days fresher than median

Based on 29 active and 207 closed sales (trailing 12 mo) of single family in Watertown. Source: SmartMLS · As of July 28, 2026.

Location

161 Chestnut Grove Road, Watertown, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,570

per month

  • Principal & Interest$2,039
  • Property Taxes$398
  • 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
Bungalow
Year Built
1920
New Construction
No/Resale
Living Area
1,510 sq ft

Schools

Elementary
Per Board of Ed
High
Watertown

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Ceiling FansWindow Unit
Laundry
Lower Level
Appliances
Oven/RangeRefrigeratorDishwasherWasherDryer
Basement
FullUnfinished
In-Law Apartment
No
Additional Rooms
Mud RoomWorkshop

Exterior & Lot

Lot Size
0.50 acres
Zoning
R10
Garage / Parking
2 garage spacesDetached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Clapboard
Color
Blue
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
DeckGarden AreaFrench DoorsPatio
Lot Description
Lightly Wooded

Listing & Financials

Property Taxes
$4,771 / Annually
Days on Market
13
MLS #
24191323
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Dawn Ciappetta

(203) 650-1918

Coldwell Banker Realty

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 5:25 AM UTC.