341 Saint John Street
New Haven, Connecticut 06511
- Beds
- 5
- Baths
- 4
- SqFt
- 2,396
- Acres
- 0.06
- Year Built
- 1850
- Neighborhood
- Wooster Square
- Property Type
- 4 Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
71
58 under contract
Median List Price
$550,000
71 active listings
Median Closed Price
$480,000
295 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 13, 2026per 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
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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 8/14/2026. 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.