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335 Saint John Street

New Haven, Connecticut 06511

COMING SOON - NEW$875,000
Beds
4
Baths
3
SqFt
2,386
Acres
0.04
Year Built
1858
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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About This Home

Located in the heart of New Haven's vibrant Wooster Square neighborhood, this beautifully maintained brick multifamily property is an excellent investment opportunity. Approved by local zoning as a 4-family, currently configured as a 3-family, the property offers three beautifully renovated apartments, with the potential for a fourth unit in the basement, which has been approved by local zoning. The first-floor unit is a spacious 2-bedroom, 1-bathroom apartment currently rented at $2,375 per month on a month-to-month tenancy. The second-floor 2-bedroom, 1-bathroom unit is currently vacant, offering an excellent opportunity for an owner-occupant or investor to establish new rental income at market value. The third unit is currently rented for $1,900 per month. The property offers strong income potential with the flexibility to increase rental income through the vacant unit and approved fourth unit. Each apartment features hardwood flooring, granite countertops, updated bathrooms, and the convenience of in-unit washer and dryer. This is a fantastic opportunity to own a gorgeous, turn-key multifamily property in one of New Haven's most desirable, walkable, and sought-after neighborhoods.

Key Facts

City/Town
New Haven
Neighborhood
Wooster Square
Property / Style
Multi-Family · Units on different Floors
Year Built
1858
Days on Market
0 days
Beds
4
Baths
3 full
Living Area
2,386 sq ft
Lot Size
1,742 sq ft
Property Taxes
$12,750 / Annually

Market Snapshot

The New Haven Market

Multi-Family · trailing 12 months

Median Days on Market

64

71 active listings

Median $ / Sq Ft

$211

71 active listings

Sale-to-List Ratio

100.2%

304 sales

How this home compares

List Price

$875,000

vs $599,900 median

45.9% above median

Price / Sq Ft

$367

vs $211 median

73.9% above median

Days on Market

0 days

vs 64 days median

64 days fresher than median

Based on 71 active and 304 closed sales (trailing 12 mo) of multi-family in New Haven. Source: SmartMLS · As of October 28, 2026.

Location

335 Saint John Street, New Haven, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$6,164

per month

  • Principal & Interest$4,809
  • Property Taxes$1,063
  • Insurance$292
  • 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
1858
New Construction
No/Resale
Living Area
2,386 sq ft

Schools

Elementary
East Rock
Middle
Per Board of Ed
High
Wilbur Cross

Interior

Heating
Hot Air
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
Asphalt Shingle
Foundation
Stone
Lot Description
Level Lot

Listing & Financials

Property Taxes
$12,750 / Annually
Days on Market
0
MLS #
24211971
MLS Status
Coming Soon

Similar Properties

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

Listed By

Naftali Caplan

Caplan Realty Corp.

(347) 563-5554

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/28/2026. 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 10/28/2026 at 12:35 AM UTC.