161 Chestnut Grove Road
Watertown, Connecticut 06795
Reduced from $399,900
- Beds
- 3
- Baths
- 2
- SqFt
- 1,510
- Acres
- 0.50
- Year Built
- 1920
- Neighborhood
- Taft School
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to 161 Chestnut Grove Road, where timeless charm meets everyday comfort. Nestled on a peaceful half acre lot, this inviting 3/bed, 2/bath bungalow offers over 1500 sq/ft. of living space filled with character and natural light. The spacious dining room features a classic built-in hutch and flows into the living room, complete with French doors leading to a generous deck overlooking the private backyard and established gardens. The flexible floor plan includes a first-floor primary bedroom and full bath, while two bedrooms and a second full bath are located upstairs. Outside, enjoy a partially fenced year, patio and a detached 2-car garage with an attach workshop-ideal for hobbies, storage or additional workspace. Conveniently located just minutes from Watertown's town center, schools, shopping, parks and commuter routes, this home offers the perfect blend of privacy, charm and accessibility.
Key Facts
- City/Town
- Watertown
- Neighborhood
- Taft School
- Property / Style
- Single Family · Bungalow
- Year Built
- 1920
- Days on Market
- 65 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,510 sq ft
- Lot Size
- 0.50 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $4,771 / Annually
Market Snapshot
The Watertown Market
Single Family · trailing 12 months
Active Listings
33
37 under contract
Median List Price
$415,000
33 active listings
Median Closed Price
$395,000
219 sales
Median Days on Market
41
33 active listings
Median $ / Sq Ft
$263
33 active listings
Sale-to-List Ratio
100.0%
219 sales
How this home compares
List Price
$367,750
vs $415,000 median
11.4% below median
Price / Sq Ft
$244
vs $263 median
7.2% below median
Days on Market
65 days
vs 41 days median
24 days longer than median
Based on 33 active and 219 closed sales (trailing 12 mo) of single family in Watertown. Source: SmartMLS · As of September 18, 2026.
Location
161 Chestnut Grove Road, Watertown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per month
- Principal & Interest$1,947
- Property Taxes$398
- Insurance$123
- 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
- Bungalow
- Year Built
- 1920
- New Construction
- No/Resale
- Living Area
- 1,510 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Watertown
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Ceiling FansWindow Unit
- Laundry
- Lower Level
- Appliances
- Oven/RangeRefrigeratorDishwasherWasherDryer
- Basement
- FullUnfinished
- In-Law Apartment
- No
- Additional Rooms
- Mud RoomWorkshop
Exterior & Lot
- Lot Size
- 0.50 acres
- Zoning
- R10
- Garage / Parking
- 2 garage spacesDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Clapboard
- Color
- Blue
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckGarden AreaFrench DoorsPatio
- Lot Description
- Lightly Wooded
Listing & Financials
- Property Taxes
- $4,771 / Annually
- Days on Market
- 65
- MLS #
- 24191323
- 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 9/18/2026. 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 9/18/2026 at 8:05 PM UTC.