31 Hillcrest Avenue
Waterbury, Connecticut 06705
- Beds
- 3
- Baths
- 3
- SqFt
- 1,876
- Acres
- 0.16
- Year Built
- 1925
- Property Type
- 2 Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Discover the perfect blend of timeless character and modern updates in this impeccably maintained two-family home on a corner lot in Waterbury. Whether you're seeking a smart investment opportunity or a flexible multigenerational living arrangement, this spacious property delivers. Live on the two-floor upper level and draw income from the three-room garden apartment with a private entrance and laundry hookup below. The fully renovated, 1,300+ square-foot main residence is filled with natural light and showcases quality craftsmanship throughout. The open concept living-dining area leads to a beautifully updated kitchen with fine finishes, plus a roomy home office space. Upstairs, the primary bedroom feels like an airy private retreat with its vaulted ceilings and abundant sunlight, second full bath, and 11-by-17 bonus room (currently used as a walk-in closet.) Rich architectural details add warmth and personality to every room. Once outside, enjoy a private backyard with plenty of space to relax, garden, or play. The partially covered deck significantly extends your entertaining space and provides the perfect setting for outdoor enjoyment. A detached outbuilding offers additional storage or conversion potential. Conveniently located close to shopping, parks, I-84 and the bus line, this versatile property combines comfort, character, and practicality in one exceptional package. A rare opportunity for owner-occupants and investors alike.
Key Facts
- City/Town
- Waterbury
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1925
- Days on Market
- 70 days
- Beds
- 3
- Baths
- 3 full
- Living Area
- 1,876 sq ft
- Lot Size
- 0.16 acres
- Property Taxes
- $5,318 / Annually
Market Snapshot
The Waterbury Market
Multi-Family · trailing 12 months
Active Listings
51
41 under contract
Median List Price
$439,900
51 active listings
Median Closed Price
$413,750
198 sales
Median Days on Market
48
51 active listings
Median $ / Sq Ft
$158
51 active listings
Sale-to-List Ratio
100.0%
198 sales
How this home compares
List Price
$425,000
vs $439,900 median
In line with median
Price / Sq Ft
$227
vs $158 median
43.7% above median
Days on Market
70 days
vs 48 days median
22 days longer than median
Based on 51 active and 198 closed sales (trailing 12 mo) of multi-family in Waterbury. Source: SmartMLS · As of July 29, 2026.
Location
31 Hillcrest Avenue, Waterbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,167
- Property Taxes$443
- Insurance$142
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Waterbury
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Multi-Family
- Subtype
- Duplex
- Style
- Units on different Floors
- Year Built
- 1925
- New Construction
- No/Resale
- Living Area
- 1,876 sq ft
- Below Grade
- 550 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- BaseboardOther
- Heat Fuel
- Electric
- Cooling
- Window Unit
- Basement
- FullFully Finished
Exterior & Lot
- Lot Size
- 0.16 acres
- Zoning
- RL
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl SidingAluminumStucco
- Color
- Blue
- Roof
- Asphalt Shingle
- Foundation
- MasonryStone
- Exterior Features
- ShedDeckGarden AreaCovered Deck
- Lot Description
- Corner Lot
Listing & Financials
- Property Taxes
- $5,318 / Annually
- Days on Market
- 70
- MLS #
- 24173184
- MLS Status
- Under Contract - Continue to Show
- 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 7/29/2026. 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 7/29/2026 at 10:10 AM UTC.