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6 Jefferson Street

New Haven, Connecticut 06511

PENDING$699,900
Beds
5
Baths
3
SqFt
2,064
Acres
0.10
Year Built
1900
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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About This Home

Located in heart of beloved Historic Wooster Square; where timeless charm, vibrant city living, and smart investment potential beautifully align. This tastefully renovated two-family offers both lifestyle and opportunity. Set on a picturesque tree lined street just around the corner from WSQ Park, world-famous Wooster Street pizza, eateries & Farmer's Market, and just minutes to Yale University, Downtown New Haven and more. Thoughtfully updated with modern finishes while preserving its classic character, this special home features new kitchens, beautiful hardwood floors, and bright, inviting living spaces designed for both comfort and style. The first-floor unit offers a warm open layout perfect for owner occupancy or rental income with 2 spacious bedrooms, a dedicated office (or dressing room!), 1 full tile bath with tub, and private laundry. The second-floor unit creates excellent flexibility for investors or multi-generational living with 3 bedrooms, 2 full baths, living room and a sunny eat in tile kitchen. This special home also features a rare find, a spacious & private backyard with a fetching brick wall, plenty of parking parking, and Lenzi Park right out your front door! Whether you're seeking a soulful place to come home, an income-producing investment, or the perfect blend of both, this Wooster Square gem offers more than real estate, it offers possibility, connection, and to be part of one of New Haven's most iconic neighborhoods.

Key Facts

City/Town
New Haven
Neighborhood
Wooster Square
Property / Style
Multi-Family · Units on different Floors
Year Built
1900
Days on Market
91 days
Beds
5
Baths
3 full
Living Area
2,064 sq ft
Lot Size
0.10 acres
Garage / Parking
4 total
Property Taxes
$10,654 / 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

$699,900

vs $599,900 median

16.7% above median

Price / Sq Ft

$339

vs $212 median

59.9% above median

Days on Market

91 days

vs 41 days median

50 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

6 Jefferson Street, New Haven, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,690

per month

  • Principal & Interest$3,569
  • Property Taxes$888
  • Insurance$233
  • 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
1900
New Construction
No/Resale
Living Area
2,064 sq ft

Schools

Elementary
Conte-West
Middle
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Laundry
Basement Hook-Up(s)Common Laundry Area
Basement
FullStorageConcrete FloorFull With Walk-Out

Exterior & Lot

Lot Size
0.10 acres
Zoning
RM2
Garage / Parking
4 total parking spacesOff Street ParkingUnassigned ParkingDrivewayPrivatePaved
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Wood
Color
Blue
Roof
Asphalt Shingle
Foundation
BlockStone
Exterior Features
SidewalkGuttersLighting
Lot Description
City ViewsLevel Lot

Listing & Financials

Property Taxes
$10,654 / Annually
Days on Market
91
MLS #
24169666
MLS Status
Under Contract - Continue to Show

Similar Properties

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

Listed By

Melanie Gunn

(203) 216-1728

Coldwell Banker Realty

(203) 389-0015

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 6:15 AM UTC.