257 Hillside Avenue
Hartford, Connecticut 06106
- Beds
- 6
- Baths
- 2
- SqFt
- 2,113
- Acres
- 0.19
- Year Built
- 1960
- Neighborhood
- Behind The Rocks
- Property Type
- 2 Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Strong two-family opportunity that works for owner-occupants and investors alike. Each unit offers 3 bedrooms and 1 bath, and the current owner has handled the big-ticket items already: newer roof, upgraded electrical panels, and a full conversion to high-efficiency natural gas for heat and hot water. The 2nd-floor unit is updated refreshed - freshly painted walls and cabinets, refinished floors, and an updated bathroom - ready for an owner to move in or a new tenant to lease. The 1st-floor unit is immaculate and fully updated with new floors, a new tile shower, and new windows, occupied by month-to-month tenants. Here's the upside: fair market rent is roughly $2,100 per unit, so there's meaningful room to grow income on both sides. Owner-occupy one unit and let the other help cover your mortgage, or rent both and capture the full spread. Additional features include off-street parking and a 2-car garage - store cars, set up a workshop, or lease it out for extra monthly income. Convenient access to public transportation adds to the appeal for tenants. A well-maintained, mechanically updated multi-family with real value-add potential in a convenient location. Bring your buyers - this one checks the boxes for both lifestyles.
Key Facts
- City/Town
- Hartford
- Neighborhood
- Behind The Rocks
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1960
- Days on Market
- 7 days
- Beds
- 6
- Baths
- 2 full
- Living Area
- 2,113 sq ft
- Lot Size
- 0.19 acres
- Garage / Parking
- 2 garage · 5 total
- Property Taxes
- $4,951 / Annually
Market Snapshot
The Hartford Market
Multi-Family · trailing 12 months
Active Listings
49
70 under contract
Median List Price
$459,900
49 active listings
Median Closed Price
$420,000
230 sales
Median Days on Market
32
49 active listings
Median $ / Sq Ft
$120
49 active listings
Sale-to-List Ratio
100.0%
230 sales
How this home compares
List Price
$389,000
vs $459,900 median
15.4% below median
Price / Sq Ft
$184
vs $120 median
53.3% above median
Days on Market
7 days
vs 32 days median
25 days fresher than median
Based on 49 active and 230 closed sales (trailing 12 mo) of multi-family in Hartford. Source: SmartMLS · As of July 28, 2026.
Location
257 Hillside Avenue, Hartford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,983
- Property Taxes$413
- Insurance$130
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Hartford
- Neighborhood
- Behind The Rocks
- County
- Hartford
Residence
- Property Type
- Multi-Family
- Subtype
- Duplex
- Style
- Units on different Floors
- Year Built
- 1960
- New Construction
- No/Resale
- Living Area
- 2,113 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- Window Unit
- Laundry
- Basement Hook-Up(s)
- Basement
- FullUnfinishedStorageHatchway AccessConcrete Floor
Exterior & Lot
- Lot Size
- 0.19 acres
- Zoning
- NX-2
- Garage / Parking
- 2 garage spaces5 total parking spacesDetached GarageDrivewayPavedOff Street ParkingPaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Clapboard
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $4,951 / Annually
- Days on Market
- 7
- MLS #
- 24193236
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
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 6:50 AM UTC.