72 Woolsey Street
New Haven, Connecticut 06513
- Beds
- 4
- Baths
- 2
- SqFt
- 2,066
- Acres
- 0.08
- Year Built
- 1900
- Neighborhood
- Fair Haven
- Property Type
- 2 Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Fantastic investment opportunity or owner-occupied duplex in New Haven! This well-maintained two-family property offers the perfect combination of rental income potential and comfortable living. Each unit features a spacious layout with bright living areas, generously sized bedrooms, a full bathroom, and a functional kitchen designed for everyday convenience. Whether you're looking to expand your investment portfolio or live in one unit while generating rental income from the other, this property offers excellent flexibility. Conveniently located near downtown New Haven, Yale University, hospitals, shopping, restaurants, schools, parks, and major highways, providing easy access to everything the city 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
- 0 days
- Beds
- 4
- Baths
- 2 full
- Living Area
- 2,066 sq ft
- Lot Size
- 0.08 acres
- Property Taxes
- $6,333 / Annually
Market Snapshot
The New Haven Market
Multi-Family · trailing 12 months
Active Listings
74
57 under contract
Median List Price
$555,000
74 active listings
Median Closed Price
$480,000
294 sales
Median Days on Market
37
74 active listings
Median $ / Sq Ft
$198
74 active listings
Sale-to-List Ratio
100.1%
294 sales
How this home compares
List Price
$400,000
vs $555,000 median
27.9% below median
Price / Sq Ft
$194
vs $198 median
In line with median
Days on Market
0 days
vs 37 days median
37 days fresher than median
Based on 74 active and 294 closed sales (trailing 12 mo) of multi-family in New Haven. Source: SmartMLS · As of August 13, 2026.
Location
72 Woolsey Street, New Haven, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 6, 2026per month
- Principal & Interest$2,063
- Property Taxes$528
- Insurance$133
- 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
- 2,066 sq ft
Schools
- Elementary
- John S. Martinez
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- None
- Basement
- None
Exterior & Lot
- Lot Size
- 0.08 acres
- Zoning
- RM2
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Gable
- Foundation
- Concrete
- Lot Description
- N/A
Listing & Financials
- Property Taxes
- $6,333 / Annually
- Days on Market
- 0
- MLS #
- 24194751
- MLS Status
- Active
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 8/13/2026. 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 8/13/2026 at 2:01 AM UTC.