33 Chestnut Grove Road
Watertown, Connecticut 06795
Reduced from $394,900
- Beds
- 4
- Baths
- 2
- SqFt
- 1,499
- Acres
- 0.45
- Year Built
- 1916
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Active Listings
37
35 under contract
Median List Price
$400,000
37 active listings
Median Closed Price
$405,000
221 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per 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
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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 11/5/2026. 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.