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4 Jefferson Street

New Haven, Connecticut 06511

PENDING$575,000

Reduced from $590,000

Beds
4
Baths
2
SqFt
2,380
Acres
0.11
Year Built
1890
Matt Caiola

Matt Caiola

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About This Home

**Eligible Yale University employees may qualify for up to $30,000 through the Yale Homebuyer Program**. Located in historic Wooster Square overlooking Lenzi Park, this two-family home offers charm, flexibility, and an exceptional location in one of New Haven's most desirable neighborhoods. Just minutes from Yale University, Yale New Haven Hospital, Downtown New Haven, Union Station, I-91, I-95, local restaurants, coffee shops, and Wooster Street's famous pizza scene, this property combines the convenience of city living with the character of a historic neighborhood. The owner's unit features tandem bedrooms, offering the perfect opportunity for a home office, nursery, or dressing room, along with hardwood floors, abundant natural light, a fireplace, and an updated eat-in kitchen with restored cabinetry and quartz countertops and a dishwasher. The second-floor apartment offers updated flooring, a functional layout, and its own laundry. Both units include newer boilers, updated hot water heaters, and separate utilities. Outside, enjoy a private patio surrounded by perennial gardens, plus a detached garage with an oversized studio/workshop ideal for a home office, fitness room, artist's studio, or additional storage. Additional highlights include a newer roof, windows, walk-up attic, full basement, natural gas heat, public utilities, and off-street parking. Whether you're looking for a home with room for extended family, space for guests, or the flexibility that a t

Key Facts

City/Town
New Haven
Neighborhood
Wooster Square
Property / Style
Multi-Family · Units on different Floors
Year Built
1890
Days on Market
76 days
Beds
4
Baths
2 full
Living Area
2,380 sq ft
Lot Size
0.11 acres
Garage / Parking
1 garage · 3 total
Property Taxes
$11,297 / Annually

Market Snapshot

The New Haven Market

Multi-Family · trailing 12 months

Median Days on Market

41

61 active listings

Median $ / Sq Ft

$212

61 active listings

Sale-to-List Ratio

100.1%

293 sales

How this home compares

List Price

$575,000

vs $599,900 median

In line with median

Price / Sq Ft

$242

vs $212 median

14.2% above median

Days on Market

76 days

vs 41 days median

35 days longer than median

Based on 61 active and 293 closed sales (trailing 12 mo) of multi-family in New Haven. Source: SmartMLS · As of July 28, 2026.

Location

4 Jefferson Street, New Haven, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,065

per month

  • Principal & Interest$2,932
  • Property Taxes$941
  • Insurance$192
  • 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
Duplex
Style
Units on different Floors
Year Built
1890
New Construction
No/Resale
Living Area
2,380 sq ft

Schools

Elementary
East Rock
High
Wilbur Cross

Interior

Heating
Hot Water
Heat Fuel
Natural Gas
Cooling
Ceiling FansWindow Unit
Fireplaces
1
Laundry
Basement Hook-Up(s)Hook-Up In Unit 2
Laundry Location
#1 in basement- #2 in unit
Basement
FullUnfinishedShared BasementConcrete Floor

Exterior & Lot

Lot Size
0.11 acres
Zoning
RM2
Garage / Parking
1 garage space3 total parking spacesDetached GarageDrivewayPrivatePaved
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer In Street
Flood Zone
No
Construction
Aluminum
Color
brown
Roof
Asphalt Shingle
Foundation
Masonry
Exterior Features
PorchGuttersLightingPatio
Lot Description
City ViewsLevel Lot

Listing & Financials

Property Taxes
$11,297 / Annually
Days on Market
76
MLS #
24173215
MLS Status
Under Contract - Continue to Show
Financing
FHA,VA,CHFA

Similar Properties

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

Listed By

Heike Severine

(860) 385-6315

Coldwell Banker Realty

(203) 795-6000

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 7:05 AM UTC.