103 Hollow Road
Watertown, Connecticut 06795
- Beds
- 3
- Baths
- 2
- SqFt
- 1,747
- Acres
- 0.69
- Year Built
- 1952
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Set in a desirable location, this Watertown home offers a flexible layout and a great opportunity to make it your own. The main level includes a comfortable living room with a pellet stove, an eat-in kitchen with generous cabinet space and backyard views, a family room, a main floor bedroom, and an updated full bath. Upstairs, there are two additional bedrooms, providing a practical separation of space. The finished lower level adds extra versatility with its own kitchen and full bath, suitable for extended family, guests, or other uses. Outside, the property features a level backyard and ample garage space, including a two-car attached garage and an additional two-car garage below. A newer well provides added peace of mind. Set on a quiet, private road, the location offers easy access to local amenities, including Watertown Golf Club, Hawk Ridge Winery, downtown Watertown, and nearby Litchfield. A solid option for buyers seeking space, functionality, and the chance to add personal touches over time. Property to be sold as-is.
Key Facts
- City/Town
- Watertown
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1952
- Days on Market
- 130 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,747 sq ft
- Lot Size
- 0.69 acres
- Garage / Parking
- 4 garage
- Property Taxes
- $7,179 / Annually
Market Snapshot
The Watertown Market
Single Family · trailing 12 months
Active Listings
29
44 under contract
Median List Price
$429,999
29 active listings
Median Closed Price
$385,000
207 sales
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
$215
vs $257 median
16.3% below median
Days on Market
130 days
vs 45 days median
85 days longer than 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
103 Hollow Road, Watertown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,912
- Property Taxes$598
- 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
- Cape Cod
- Year Built
- 1952
- New Construction
- No/Resale
- Living Area
- 1,747 sq ft
Schools
- Elementary
- John Trumbull
- Middle
- Judson
- High
- Watertown
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- None
- Fireplaces
- 1
- Laundry
- Lower Level
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullStoragePartially FinishedWalk-outLiveable Space
- In-Law Apartment
- PossibleLower Level
- Interior Features
- Auto Garage Door OpenerCable - Pre-wired
Exterior & Lot
- Lot Size
- 0.69 acres
- Zoning
- R70
- Garage / Parking
- 4 garage spacesAttached GarageUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- GuttersGarden AreaLighting
- Lot Description
- Lightly WoodedCleared
Listing & Financials
- Property Taxes
- $7,179 / Annually
- Days on Market
- 130
- MLS #
- 24159949
- MLS Status
- Under Contract - Continue to Show
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 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 6:15 AM UTC.