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33 Hillcrest Avenue

Watertown, Connecticut 06795

PENDING$325,000
Beds
3
Baths
2
SqFt
1,916
Acres
0.22
Year Built
1959
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

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

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

Property + 5 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,158

per 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

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

David Hughes

(203) 525-7806

Century 21 AllPoints Realty

(860) 621-8378

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.