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4 Academy Street

New Haven, Connecticut 06511

ACTIVE - NEW$950,000
Beds
6
Baths
6
SqFt
3,757
Acres
0.04
Year Built
1860
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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About This Home

Rare opportunity to own a classic brick three-family directly on the park in Wooster Square, one of New Haven's most distinctive and sought-after neighborhoods. This property combines historic character, an exceptional location, and a highly desirable apartment configuration. The building features three spacious 2-bedroom, 2-bathroom apartments, providing a layout that works equally well for an investor or owner-occupant. Each residence offers the added convenience of in-unit laundry, along with generous living space and the privacy of two full bathrooms. The property's timeless brick exterior, arched entryway, and architectural details complement its prime park-front setting in the heart of Wooster Square. Enjoy immediate access to the neighborhood's tree-lined streets, historic architecture, restaurants, cafes, and the renowned Wooster Street dining district, while remaining convenient to Downtown New Haven and Yale. With three 2-bedroom/2-bath units, laundry in every apartment, and an outstanding location directly on Wooster Square Park, this is a unique opportunity to acquire a substantial multifamily property in one of New Haven's premier neighborhoods.

Key Facts

City/Town
New Haven
Neighborhood
Wooster Square
Property / Style
Multi-Family · Units on different Floors
Year Built
1860
Days on Market
0 days
Beds
6
Baths
6 full
Living Area
3,757 sq ft
Lot Size
1,742 sq ft
Property Taxes
$23,749 / Annually

Market Snapshot

The New Haven Market

Multi-Family · trailing 12 months

Median Days on Market

59

70 active listings

Median $ / Sq Ft

$211

70 active listings

Sale-to-List Ratio

100.2%

309 sales

How this home compares

List Price

$950,000

vs $597,000 median

59.1% above median

Price / Sq Ft

$253

vs $211 median

19.9% above median

Days on Market

0 days

vs 59 days median

59 days fresher than median

Based on 70 active and 309 closed sales (trailing 12 mo) of multi-family in New Haven. Source: SmartMLS · As of October 12, 2026.

Location

4 Academy Street, New Haven, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$7,558

per month

  • Principal & Interest$5,262
  • Property Taxes$1,979
  • Insurance$317
  • 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
Units on different Floors
Year Built
1860
New Construction
No/Resale
Living Area
3,757 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Natural Gas
Cooling
None
Basement
Full

Exterior & Lot

Lot Size
1,742 sq ft
Zoning
RM2
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Brick
Roof
Flat
Foundation
Stone
Lot Description
City Views

Listing & Financials

Property Taxes
$23,749 / Annually
Days on Market
0
MLS #
24212980
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

James Huffman

(203) 671-2719

Farnam Realty Group

(203) 671-1924

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/12/2026. 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 10/12/2026 at 5:20 PM UTC.