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122 Chestnut Grove Road

Watertown, Connecticut 06795

PENDING$375,000
Beds
3
Baths
1 | 1
SqFt
1,376
Acres
0.27
Year Built
1924
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 Garage

About This Home

Welcome home to this beautifully maintained 3-bedroom, 1.5-bath Colonial where pride of ownership shines throughout. Thoughtfully updated and move-in ready, this home offers the perfect blend of classic charm and modern convenience. The main level features a spacious living room, dining area, and an updated kitchen complete with stainless steel appliances. A convenient half bath with main-level laundry adds everyday functionality, while a versatile flex space currently used as a gym area offers endless possibilities as a home office, playroom, or potential 4th bedroom. Upstairs, you'll find three comfortable bedrooms and a newly remodeled full bath! The primary bedroom includes a private enclosed porch, creating the perfect space to allow for extra storage or extra space. Stepping outside off the kitchen is a large composite deck overlooking the level, fully fenced backyard-ideal for entertaining, pets, and outdoor gatherings. Additional highlights include central air conditioning, a high-efficiency gas furnace, a detached 2-car garage/workshop, and plenty of off-street parking in the driveway. With many updates already completed, this move-in-ready home offers comfort, convenience, and value. Schedule your showing today and see all this property has to offer!

Key Facts

City/Town
Watertown
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1924
Days on Market
45 days
Beds
3
Baths
1 full · 1 half
Living Area
1,376 sq ft
Lot Size
0.27 acres
Garage / Parking
2 garage · 8 total
Property Taxes
$5,564 / 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

$375,000

vs $429,999 median

12.8% below median

Price / Sq Ft

$273

vs $257 median

6.2% above median

Days on Market

45 days

vs 45 days median

In line with 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

122 Chestnut Grove Road, Watertown, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,501

per month

  • Principal & Interest$1,912
  • Property Taxes$464
  • Insurance$125
  • 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
1924
New Construction
No/Resale
Living Area
1,376 sq ft

Schools

Elementary
John Trumbull
High
Watertown

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Central Air
Laundry
Main Level
Laundry Location
Main Level Bathroom
Appliances
Gas RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullUnfinishedFull With Hatchway
Interior Features
Auto Garage Door OpenerCable - Pre-wired

Exterior & Lot

Lot Size
0.27 acres
Zoning
R10
Garage / Parking
2 garage spaces8 total parking spacesDetached GaragePavedOff Street ParkingDrivewayPrivatePavedAsphalt
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Vinyl Siding
Color
White
Roof
Asphalt Shingle
Foundation
Stone
Exterior Features
Underground UtilitiesShedDeckGarden Area
Lot Description
Fence - PrivacyFence - FullLevel Lot

Listing & Financials

Property Taxes
$5,564 / Annually
Days on Market
45
MLS #
24183239
MLS Status
Under Contract - Continue to Show
Financing
FHA,VA,CHFA

Similar Properties

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

Listed By

Matthew Egan

(203) 725-7131

Regency Real Estate, LLC

(860) 945-9868

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 7:05 AM UTC.