Skip to main content

33 Chestnut Grove Road

Watertown, Connecticut 06795

ACTIVE - NEW$360,000
Beds
4
Baths
2
SqFt
1,499
Acres
0.45
Year Built
1916
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
2-Car Garage

About This Home

Location, Location, Location! Tucked away just off of Litchfield Road, this Watertown home offers the perfect combination of convenience, privacy, and charm. Set back from the road with a brand new driveway, the home welcomes you with a nice, composite wraparound deck, perfect for relaxing and taking in the beautiful scenery. Step inside to discover a freshly painted interior, hardwood flooring, and warm cedar-style wood paneling that adds character and charm. The main level primary bedroom is a stand out feature, complete with beautiful French doors, a full size bathroom, and sliding glass doors leading directly to the backyard, creating your own private retreat. With four bedrooms, this home offers flexibility for a variety of living arrangements. Enjoy the convenience of being just minutes from Watertown's town center, shopping, restaurants, and everyday amenities, while still enjoying a peaceful setting.

Key Facts

City/Town
Watertown
Neighborhood
Taft School
Property / Style
Single Family · Colonial
Year Built
1916
Days on Market
0 days
Beds
4
Baths
2 full
Living Area
1,499 sq ft
Lot Size
0.45 acres
Garage / Parking
2 garage
Property Taxes
$5,711 / Annually

Market Snapshot

The Watertown Market

Single Family · trailing 12 months

Median Days on Market

42

39 active listings

Median $ / Sq Ft

$251

39 active listings

Sale-to-List Ratio

100.0%

222 sales

How this home compares

List Price

$360,000

vs $389,000 median

7.5% below median

Price / Sq Ft

$240

vs $251 median

In line with median

Days on Market

0 days

vs 42 days median

42 days fresher than median

Based on 39 active and 222 closed sales (trailing 12 mo) of single family in Watertown. Source: SmartMLS · As of November 11, 2026.

Location

33 Chestnut Grove Road, Watertown, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,547

per month

  • Principal & Interest$1,951
  • Property Taxes$476
  • Insurance$120
  • 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
Colonial
Year Built
1916
New Construction
No/Resale
Living Area
1,499 sq ft

Schools

Elementary
Per Board of Ed
High
Watertown

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Ceiling FansWindow Unit
Appliances
Electric RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullUnfinishedWalk-out
In-Law Apartment
No
Interior Features
Auto Garage Door Opener

Exterior & Lot

Lot Size
0.45 acres
Zoning
R10
Garage / Parking
2 garage spacesDetached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Color
White
Roof
Asphalt Shingle
Foundation
Stone
Exterior Features
Wrap Around DeckDeckFrench Doors
Lot Description
Interior LotLightly WoodedDry

Listing & Financials

Property Taxes
$5,711 / Annually
Days on Market
0
MLS #
24220244
MLS Status
Active

Similar Properties

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

Listed By

Amanda Nemense

(203) 558-4500

Showcase Realty, Inc.

(860) 274-7000

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 11/11/2026. 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 11/11/2026 at 6:16 PM UTC.