244 Sherman Avenue
New Haven, Connecticut 06518
- Beds
- 6
- Baths
- 4
- SqFt
- 4,090
- Acres
- 0.09
- Year Built
- 1900
- Property Type
- 2 Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Exceptional value-add opportunity in the heart of New Haven's desirable Edgewood neighborhood! This unique multi-family property offers an exciting opportunity for investors, developers, and visionaries looking to unlock its full potential. Currently configured as a 2-family with 6 bedrooms and 6 full bathrooms, the property also comes with zoning-approved plans to convert it into a 5-family residence, creating a rare opportunity to significantly increase its income-producing potential. With generous square footage and a flexible layout, this property provides a strong foundation for a transformative renovation. Whether you're an experienced investor or looking for your next development project, the possibilities are substantial. Bring your contractor, your vision, and the right team to reimagine this property into a standout asset in one of New Haven's most established neighborhoods. Located in the sought-after Edgewood neighborhood, you'll enjoy convenient access to Edgewood Park, Yale University, Yale New Haven Hospital, local restaurants, shopping, public transportation, and major highways, making this an attractive location for future tenants. While the property requires significant renovation and is being offered as an opportunity for someone ready to add value, the approved conversion plans and prime location make it a truly compelling investment. Don't miss your chance to bring new life to a property with exceptional upside and long-term potential.
Key Facts
- City/Town
- New Haven
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors,Units are Side-by-Side
- Year Built
- 1900
- Days on Market
- 66 days
- Beds
- 6
- Baths
- 4 full
- Living Area
- 4,090 sq ft
- Lot Size
- 0.09 acres
- Property Taxes
- $13,408 / Annually
Market Snapshot
The New Haven Market
Multi-Family · trailing 12 months
Active Listings
70
59 under contract
Median List Price
$577,450
70 active listings
Median Closed Price
$490,000
299 sales
Median Days on Market
53
70 active listings
Median $ / Sq Ft
$203
70 active listings
Sale-to-List Ratio
100.1%
299 sales
How this home compares
List Price
$499,900
vs $577,450 median
13.4% below median
Price / Sq Ft
$122
vs $203 median
39.9% below median
Days on Market
66 days
vs 53 days median
13 days longer than median
Based on 70 active and 299 closed sales (trailing 12 mo) of multi-family in New Haven. Source: SmartMLS · As of September 11, 2026.
Location
244 Sherman Avenue, New Haven, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$2,597
- Property Taxes$1,117
- Insurance$167
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Haven
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Multi-Family
- Subtype
- Duplex
- Style
- Units on different Floors,Units are Side-by-Side
- Year Built
- 1900
- New Construction
- No/Resale
- Living Area
- 4,090 sq ft
Schools
- Elementary
- Edgewood
- High
- James Hillhouse
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural GasOil
- Cooling
- None
- Basement
- FullUnfinished
Exterior & Lot
- Lot Size
- 0.09 acres
- Zoning
- RM2
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Clapboard
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $13,408 / Annually
- Days on Market
- 66
- MLS #
- 24189456
- MLS Status
- Active
- Financing
- Renovation
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Aharon Cowen
Roundtree Realty LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/11/2026. 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 9/11/2026 at 12:30 PM UTC.