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57 Sunnyside Avenue

Watertown, Connecticut 06779

ACTIVE - NEW$359,900
Beds
4
Baths
2
SqFt
2,808
Acres
1.17
Year Built
1920
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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About This Home

ATTENTION INVESTORS & OWNER-OCCUPANTS! This longtime-owned two-family in the Oakville section of Watertown offers a unique opportunity with multiple possibilities. Set on a beautiful & spacious 1.17 acres, the property is ideal for an owner-occupant, investment, or multi-generational living arrangement. The second-floor owner's unit is filled with charm and character, featuring one bedroom with a bright bonus room right off of it flooded with natural light-perfect for a home office, art room, library and reading sanctuary or quiet retreat. The living room offers hardwood floors and a custom cherry built-in wood cabinet, while the partially finished third-floor attic includes two additional rooms with built-in beds and dressers. The first-floor apartment is ready for its next chapter, with much of the space already gutted to the studs, insulated and prepared for renovation. Major updates include a newer furnace, hot water heater, updated electrical and replacement windows. Add a welcoming front porch with the original antique carved hardwood front door with custom glass window, carport, off-street parking and convenient access to Route 8, I-84, shopping and area amenities. Bring your vision and make this unique property your own!

Key Facts

City/Town
Watertown
Neighborhood
Oakville
Property / Style
Multi-Family · Units on different Floors
Year Built
1920
Days on Market
0 days
Beds
4
Baths
2 full
Living Area
2,808 sq ft
Lot Size
1.17 acres
Garage / Parking
3 total
Property Taxes
$4,252 / Annually

Market Snapshot

The Watertown Market

Multi-Family · trailing 12 months

Median Days on Market

46

4 active listings

Median $ / Sq Ft

$195

4 active listings

Sale-to-List Ratio

100.0%

7 sales

How this home compares

List Price

$359,900

vs $384,450 median

6.4% below median

Price / Sq Ft

$128

vs $195 median

34.4% below median

Days on Market

0 days

vs 46 days median

46 days fresher than median

Based on 4 active and 7 closed sales (trailing 12 mo) of multi-family in Watertown. Source: SmartMLS · As of September 27, 2026.

Location

57 Sunnyside Avenue, Watertown, Connecticut

Property + 9 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,395

per month

  • Principal & Interest$1,921
  • Property Taxes$354
  • Insurance$120
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Watertown
Neighborhood
Oakville
County
Litchfield

Residence

Property Type
Multi-Family
Subtype
Duplex
Style
Units on different Floors
Year Built
1920
New Construction
No/Resale
Living Area
2,808 sq ft
Below Grade
786 sq ft

Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Natural Gas
Cooling
Window Unit
Laundry
All Units Have Hook-Ups
Laundry Location
in unit
Basement
PartialUnfinishedPartial With Hatchway

Exterior & Lot

Lot Size
1.17 acres
Zoning
R125
Garage / Parking
3 total parking spacesPavedOff Street ParkingDrivewayPrivatePavedAsphalt
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Shingle
Color
Blue
Roof
Asphalt Shingle
Foundation
Stone
Exterior Features
Porch-Wrap AroundBalconyPorchDeckGuttersGarden Area
Lot Description
Some WetlandsLightly WoodedTreedRolling

Listing & Financials

Property Taxes
$4,252 / Annually
Days on Market
0
MLS #
24209970
MLS Status
Active
Financing
FHA,VA,CHFA

Similar Properties

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

Listed By

Kristen DellaVecchia

(860) 378-5369

Perrella Realty

(860) 621-7130

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/27/2026. 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 9/27/2026 at 3:20 AM UTC.