111 Woolson Street
Watertown, Connecticut 06795
- Beds
- 1
- Baths
- 1
- SqFt
- 1,116
- Acres
- 0.30
- Year Built
- 1920
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Charm abounds at this unique 5 room bungalow near the Crestbrook Golf Course and in walking distance to downtown. From the covered front porch step into a welcoming foyer. Hardwood floors run through out the main level of the home. The living room feels airy and bright. Gorgeous French doors draw one into the formal dining room. The kitchen incudes an antique sink and retro refrigerator. Also on the main level is an office that can double as a guest room. Upstairs is the primary bedroom which is spacious. In the backyard a stone patio with pergola awaits and further back sits a she-shed with lots of potential. The property also includes a one car garage and is connected to city water and natural gas. This gem wont last long!
Key Facts
- City/Town
- Watertown
- Neighborhood
- N/A
- Property / Style
- Single Family · Cottage
- Year Built
- 1920
- Days on Market
- 35 days
- Beds
- 1
- Baths
- 1 full
- Living Area
- 1,116 sq ft
- Lot Size
- 0.30 acres
- Garage / Parking
- 1 garage
- Property Taxes
- $4,582 / 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
$292,500
vs $429,999 median
32.0% below median
Price / Sq Ft
$262
vs $257 median
In line with median
Days on Market
35 days
vs 45 days median
10 days fresher 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
111 Woolson Street, Watertown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,491
- Property Taxes$382
- Insurance$98
- 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
- Cottage
- Year Built
- 1920
- New Construction
- No/Resale
- Living Area
- 1,116 sq ft
Schools
- Elementary
- John Trumbull
- High
- Watertown
Interior
- Heating
- Steam
- Heat Fuel
- Gas In Street
- Cooling
- None
- Fireplaces
- 1
- Appliances
- Oven/RangeRefrigerator
- Basement
- FullUnfinishedInterior AccessWalk-outConcrete FloorFull With Hatchway
- Interior Features
- Cable - Pre-wired
Exterior & Lot
- Lot Size
- 0.30 acres
- Zoning
- R10
- Garage / Parking
- 1 garage spaceDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Clapboard
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Exterior Features
- ShedPorchDeckGarden Area
- Lot Description
- Lightly Wooded
Listing & Financials
- Property Taxes
- $4,582 / Annually
- Days on Market
- 35
- MLS #
- 24185596
- 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 7:01 AM UTC.