6 Jefferson Street
New Haven, Connecticut 06511
- Beds
- 5
- Baths
- 3
- SqFt
- 2,064
- Acres
- 0.10
- Year Built
- 1900
- Neighborhood
- Wooster Square
- Property Type
- 2 Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
61
64 under contract
Median List Price
$599,900
61 active listings
Median Closed Price
$475,000
293 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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 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.