74 Woolsey Street
New Haven, Connecticut 06513
- Beds
- 8
- Baths
- 2 | 1
- SqFt
- 2,552
- Acres
- 0.08
- Year Built
- 1900
- Neighborhood
- Fair Haven
- Property Type
- 2 Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Attention Investors! Excellent investment opportunity at 74 Woolsey Street in New Haven! Priced below market value, this property offers great potential for investors looking to add to their portfolio. The first-floor unit is currently leased, providing rental income. Per the owner, the second and third floors are combined into a single unit featuring a total of five bedrooms. Buyers and their agents are encouraged to perform their own due diligence regarding the property's layout, unit configuration, permitted use, and zoning compliance.1st floor tenant is month to month. The second and third floors require minor repairs, offering an opportunity to add value. Property does not qualify for FHA financing. Property is being sold strictly AS IS, WHERE IS. Seller will make no repairs. Bring your vision and explore the possibilities this investment property has to offer.
Key Facts
- City/Town
- New Haven
- Neighborhood
- Fair Haven
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1900
- Days on Market
- 51 days
- Beds
- 8
- Baths
- 2 full · 1 half
- Living Area
- 2,552 sq ft
- Lot Size
- 0.08 acres
- Property Taxes
- $6,895 / Annually
Market Snapshot
The New Haven Market
Multi-Family · trailing 12 months
Active Listings
68
53 under contract
Median List Price
$592,500
68 active listings
Median Closed Price
$500,000
297 sales
Median Days on Market
52
68 active listings
Median $ / Sq Ft
$212
68 active listings
Sale-to-List Ratio
100.2%
297 sales
How this home compares
List Price
$372,000
vs $592,500 median
37.2% below median
Price / Sq Ft
$146
vs $212 median
31.1% below median
Days on Market
51 days
vs 52 days median
In line with median
Based on 68 active and 297 closed sales (trailing 12 mo) of multi-family in New Haven. Source: SmartMLS · As of November 7, 2026.
Location
74 Woolsey Street, New Haven, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$2,016
- Property Taxes$575
- Insurance$124
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Haven
- Neighborhood
- Fair Haven
- County
- New Haven
Residence
- Property Type
- Multi-Family
- Subtype
- Duplex
- Style
- Units on different Floors
- Year Built
- 1900
- New Construction
- No/Resale
- Living Area
- 2,552 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot AirHot Water
- Heat Fuel
- Natural Gas
- Cooling
- None
- Basement
- FullUnfinished
Exterior & Lot
- Lot Size
- 0.08 acres
- Zoning
- RM2
- Waterfront Details
- Not Applicable
- Water Source
- Public Water In Street
- Sewer
- Public Sewer In Street
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- None
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $6,895 / Annually
- Days on Market
- 51
- MLS #
- 24207587
- MLS Status
- Under Contract
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 11/7/2026. 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 11/7/2026 at 12:10 AM UTC.