57 Sunnyside Avenue
Watertown, Connecticut 06779
- Beds
- 4
- Baths
- 2
- SqFt
- 2,808
- Acres
- 1.17
- Year Built
- 1920
- Neighborhood
- Oakville
- Property Type
- 2 Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
4
3 under contract
Median List Price
$384,450
4 active listings
Median Closed Price
$450,000
7 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per 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
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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 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.