23 Dewitt Street
New Haven, Connecticut 06519
- Beds
- 6
- Baths
- 2 | 2
- SqFt
- 2,376
- Acres
- 0.14
- Year Built
- 1991
- Property Type
- 2 Family

Matt Caiola
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About This Home
Just Renovated Two-Family Home Near Yale - Ideal for Investors or Owner-Occupants! Welcome to this beautifully renovated legal two-family home located on sought-after Dewitt Avenue in New Haven, CT. This turnkey property offers spacious 3-bedroom, 2-bathroom units on both the first and second floors, each thoughtfully updated for modern comfort and convenience. Enjoy the benefits of brand-new renovations throughout, including sleek finishes, updated kitchens and baths, and central air conditioning for year-round comfort. The home also features a full basement with impressive 8-foot ceilings, perfect for storage or future expansion opportunities. Parking 4 vehicles and an ample backyard, ideal for entertaining, gardening, or just relaxing. Located minutes from Yale University, downtown New Haven, public transportation, shopping, and major highways, this property is perfect for investors looking for strong rental income or buyers seeking to live in one unit and rent the other. Don't miss this rare opportunity to own a move-in ready multi-family home in one of New Haven's most convenient locations!
Key Facts
- City/Town
- New Haven
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1991
- Days on Market
- 400 days
- Beds
- 6
- Baths
- 2 full · 2 half
- Living Area
- 2,376 sq ft
- Lot Size
- 0.14 acres
- Garage / Parking
- 3 total
- Property Taxes
- $6,103 / Annually
Market Snapshot
The New Haven Market
Multi-Family · trailing 12 months
Active Listings
61
64 under contract
Median List Price
$599,900
61 active listings
Median Closed Price
$475,000
293 sales
Median Days on Market
41
61 active listings
Median $ / Sq Ft
$212
61 active listings
Sale-to-List Ratio
100.1%
293 sales
How this home compares
List Price
$575,000
vs $599,900 median
In line with median
Price / Sq Ft
$242
vs $212 median
14.2% above median
Days on Market
400 days
vs 41 days median
359 days longer than median
Based on 61 active and 293 closed sales (trailing 12 mo) of multi-family in New Haven. Source: SmartMLS · As of July 28, 2026.
Location
23 Dewitt Street, New Haven, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,932
- Property Taxes$509
- Insurance$192
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Haven
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Multi-Family
- Subtype
- Duplex
- Style
- Units on different Floors
- Year Built
- 1991
- New Construction
- No/Resale
- Living Area
- 2,376 sq ft
Schools
- Elementary
- Barnard
- High
- James Hillhouse
Interior
- Heating
- BaseboardHeat PumpHot Air
- Heat Fuel
- ElectricNatural Gas
- Cooling
- Central AirWindow Unit
- Laundry
- Basement Hook-Up(s)
- Laundry Location
- basement
- Basement
- Full
Exterior & Lot
- Lot Size
- 0.14 acres
- Zoning
- RM2
- Garage / Parking
- 3 total parking spacesDrivewayPrivate
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $6,103 / Annually
- Days on Market
- 400
- MLS #
- 24105631
- MLS Status
- Under Contract
- Financing
- FHA,VA
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 6:15 AM UTC.