33 Hillcrest Avenue
Watertown, Connecticut 06795
- Beds
- 3
- Baths
- 2
- SqFt
- 1,916
- Acres
- 0.22
- Year Built
- 1959
- Property Type
- 2 Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Investors take notice or Excellent owner-occupant opportunity in the heart of Watertown! This well-maintained two-family home offers separate living spaces, making it ideal for generating rental income while occupying one unit or adding to your investment portfolio. Situated on a level to sloping lot with ample off-street parking and 2 car garage, the property provides convenience and flexibility for a variety of living arrangements. The home features spacious rooms with a functional layout with plenty of natural light. Perfect opportunity for handyman. Conveniently located near shopping, restaurants, schools, parks, and major commuter routes, this property offers the perfect combination of comfort and accessibility. Whether you're looking for a solid income-producing property or a home with multi-generational living potential, this is an opportunity you won't want to miss.
Key Facts
- City/Town
- Watertown
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1959
- Days on Market
- 11 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,916 sq ft
- Lot Size
- 0.22 acres
- Garage / Parking
- 2 garage · 4 total
- Property Taxes
- $4,712 / Annually
Market Snapshot
The Watertown Market
Multi-Family · trailing 12 months
Active Listings
2
3 under contract
Median List Price
$416,950
2 active listings
Median Closed Price
$450,000
7 sales
Median Days on Market
35
2 active listings
Median $ / Sq Ft
$236
2 active listings
Sale-to-List Ratio
100.0%
7 sales
How this home compares
List Price
$325,000
vs $416,950 median
22.1% below median
Price / Sq Ft
$170
vs $236 median
28.0% below median
Days on Market
11 days
vs 35 days median
24 days fresher than median
Based on 2 active and 7 closed sales (trailing 12 mo) of multi-family in Watertown. Source: SmartMLS · As of July 28, 2026.
Location
33 Hillcrest Avenue, Watertown, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,657
- Property Taxes$393
- Insurance$108
- 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
- Multi-Family
- Subtype
- Duplex
- Style
- Units on different Floors
- Year Built
- 1959
- New Construction
- No/Resale
- Living Area
- 1,916 sq ft
- Below Grade
- 886 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Watertown
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry Location
- in unit
- Basement
- FullFully Finished
Exterior & Lot
- Lot Size
- 0.22 acres
- Zoning
- R10
- Garage / Parking
- 2 garage spaces4 total parking spacesAttached GarageDrivewayPavedPrivate
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Color
- Green
- Roof
- Asphalt Shingle
- Foundation
- BlockConcrete
- Exterior Features
- PorchGuttersGarden AreaPatio
- Lot Description
- Lightly WoodedTreedSloping Lot
Listing & Financials
- Property Taxes
- $4,712 / Annually
- Days on Market
- 11
- MLS #
- 24191720
- MLS Status
- Under Contract
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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 6:10 AM UTC.