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341 Saint John Street

New Haven, Connecticut 06511

COMING SOON - NEW$1,200,000
Beds
5
Baths
4
SqFt
2,396
Acres
0.06
Year Built
1850
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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About This Home

Prime Wooster Square 4-Unit Investment Opportunity! Ideally located just steps from Wooster Square and minutes from Yale University, this beautifully updated four-unit property offers an exceptional opportunity for investors, owner-occupants, or those seeking flexible rental options. The property has been tastefully renovated while thoughtfully preserving its original character, including exposed brick and charming architectural details. All four units are being offered fully furnished, creating a truly turnkey opportunity. Select units have been utilized as Airbnb rentals, while the property's proximity to Yale makes it ideally positioned for strong rental demand. Whether continuing with short-term rentals, transitioning to traditional leases, or exploring a combination of both, this property offers tremendous flexibility. Enjoy the best of New Haven with world-class dining, cafes, parks, Yale University, and downtown amenities all close by. A rare opportunity to own a distinctive four-family property in one of New Haven's most sought-after neighborhoods, combining historic charm, modern updates, prime location, and multiple income-producing possibilities.

Key Facts

City/Town
New Haven
Neighborhood
Wooster Square
Property / Style
Multi-Family · 4updown - Unit(s) per Floor
Year Built
1850
Days on Market
0 days
Beds
5
Baths
4 full
Living Area
2,396 sq ft
Lot Size
0.06 acres
Property Taxes
$15,313 / Annually

Market Snapshot

The New Haven Market

Multi-Family · trailing 12 months

Median Days on Market

38

71 active listings

Median $ / Sq Ft

$198

71 active listings

Sale-to-List Ratio

100.0%

295 sales

How this home compares

List Price

$1.20M

vs $550,000 median

2.2× the median

Price / Sq Ft

$501

vs $198 median

2.5× the median

Days on Market

0 days

vs 38 days median

38 days fresher than median

Based on 71 active and 295 closed sales (trailing 12 mo) of multi-family in New Haven. Source: SmartMLS · As of August 14, 2026.

Location

341 Saint John Street, New Haven, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$7,852

per month

  • Principal & Interest$6,176
  • Property Taxes$1,276
  • Insurance$400
  • 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
Quadruplex
Style
4updown - Unit(s) per Floor
Year Built
1850
New Construction
No/Resale
Living Area
2,396 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Water
Heat Fuel
Natural Gas
Cooling
Window Unit
Laundry
Washer/Dryer All Units
Basement
FullApartment

Exterior & Lot

Lot Size
0.06 acres
Zoning
RM2
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Brick
Roof
Flat
Foundation
Brick
Lot Description
Corner LotCity Views

Listing & Financials

Property Taxes
$15,313 / Annually
Days on Market
0
MLS #
24198627
MLS Status
Coming Soon

Similar Properties

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

Listed By

Andrew Roach

(203) 444-9636

KD Realty

(929) 210-5332

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

The IDX display contains information sourced from SmartMLS, Inc. as of 8/14/2026. 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 8/14/2026 at 1:32 AM UTC.