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33 Chestnut Grove Road

Watertown, Connecticut 06795

ACTIVE$389,900

Reduced from $394,900

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.

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2-Car GaragePrice Reduced

About This Home

Welcome to 33 Chestnut Grove in Watertown! This well-maintained 4-bedroom, 2-bath home offers approximately 1,500 sq. ft. of comfortable living space. Featuring beautiful hardwood floors throughout, a freshly painted interior, and a brand-new driveway, this home is move-in ready. Additional highlights include a spacious 2-car garage and plenty of room for everyday living and entertaining. Conveniently located near local amenities, shopping, dining, and major routes. Schedule your showing today! Seller concessions up to $10,000 for buyer's closings costs.

Key Facts

City/Town
Watertown
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1916
Days on Market
51 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

43

37 active listings

Median $ / Sq Ft

$257

37 active listings

Sale-to-List Ratio

100.0%

221 sales

How this home compares

List Price

$389,900

vs $400,000 median

In line with median

Price / Sq Ft

$260

vs $257 median

In line with median

Days on Market

51 days

vs 43 days median

8 days longer than median

Based on 37 active and 221 closed sales (trailing 12 mo) of single family in Watertown. Source: SmartMLS · As of November 5, 2026.

Location

33 Chestnut Grove Road, Watertown, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,732

per month

  • Principal & Interest$2,126
  • Property Taxes$476
  • Insurance$130
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Watertown
Neighborhood
N/A
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
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Window Unit
Appliances
Electric RangeMicrowaveRefrigeratorDishwasher
Basement
FullUnfinishedFull With Walk-Out

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
Roof
Asphalt Shingle
Foundation
Stone
Lot Description
N/A

Listing & Financials

Property Taxes
$5,711 / Annually
Days on Market
51
MLS #
24206482
MLS Status
Active
Financing
FHA,VA,CHFA,Renovation,USDA

Similar Properties

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

Listed By

Joe Moreira

(203) 537-0819

Clearview Realty LLC

(203) 798-0158

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

The IDX display contains information sourced from SmartMLS, Inc. as of 11/5/2026. 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 11/5/2026 at 7:35 PM UTC.