38 Academy Street
New Haven, Connecticut 06511
- Beds
- 4
- Baths
- 4
- SqFt
- 2,738
- Acres
- 0.09
- Year Built
- 1800
- Neighborhood
- Wooster Square
- Property Type
- 3 Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Professional photos to be loaded soon. Wonderful income property right on Wooster Square. Extensive off street private parking. Recently renovated and updated, Well cared for and maintained.
Key Facts
- City/Town
- New Haven
- Neighborhood
- Wooster Square
- Property / Style
- Multi-Family · 3updown - Unit(s) per Floor
- Year Built
- 1800
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 4 full
- Living Area
- 2,738 sq ft
- Lot Size
- 0.09 acres
- Garage / Parking
- 5 garage · 3 total
- Property Taxes
- $28,287 / Annually
Market Snapshot
The New Haven Market
Multi-Family · trailing 12 months
Active Listings
68
51 under contract
Median List Price
$592,000
68 active listings
Median Closed Price
$498,500
311 sales
Median Days on Market
55
68 active listings
Median $ / Sq Ft
$210
68 active listings
Sale-to-List Ratio
100.2%
311 sales
How this home compares
List Price
$1.29M
vs $592,000 median
2.2× the median
Price / Sq Ft
$473
vs $210 median
2.3× the median
Days on Market
0 days
vs 55 days median
55 days fresher than median
Based on 68 active and 311 closed sales (trailing 12 mo) of multi-family in New Haven. Source: SmartMLS · As of October 8, 2026.
Location
38 Academy Street, New Haven, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 8, 2026per month
- Principal & Interest$7,173
- Property Taxes$2,357
- Insurance$432
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Haven
- Neighborhood
- Wooster Square
- County
- New Haven
Residence
- Property Type
- Multi-Family
- Subtype
- 3 Family
- Style
- 3updown - Unit(s) per Floor
- Year Built
- 1800
- New Construction
- No/Resale
- Living Area
- 2,738 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- OilPropane
- Cooling
- Split System
- Fireplaces
- 3
- Laundry
- All Units Have Hook-Ups
- Basement
- None
Exterior & Lot
- Lot Size
- 0.09 acres
- Zoning
- RM2
- Garage / Parking
- 5 garage spaces3 total parking spacesDetached GaragePavedOff Street ParkingDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Brick
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- TerraceGarden AreaCovered Deck
- Lot Description
- Level LotHistoric District
Listing & Financials
- Property Taxes
- $28,287 / Annually
- Days on Market
- 0
- MLS #
- 24213068
- MLS Status
- Coming Soon
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Robert Teodosio
William Raveis Real Estate
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/8/2026. 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 10/8/2026 at 10:25 PM UTC.