33 Chestnut Grove Road
Watertown, Connecticut 06795
- Beds
- 4
- Baths
- 2
- SqFt
- 1,499
- Acres
- 0.45
- Year Built
- 1916
- Neighborhood
- Taft School
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
39
31 under contract
Median List Price
$389,000
39 active listings
Median Closed Price
$405,000
222 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per 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
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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.