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244 Sherman Avenue

New Haven, Connecticut 06518

ACTIVE$499,900
Beds
6
Baths
4
SqFt
4,090
Acres
0.09
Year Built
1900
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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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
21 days
Beds
6
Baths
4 full
Living Area
4,090 sq ft
Lot Size
0.09 acres
Property Taxes
$13,219 / 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

$499,900

vs $599,900 median

16.7% below median

Price / Sq Ft

$122

vs $212 median

42.5% below median

Days on Market

21 days

vs 41 days median

20 days fresher 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

244 Sherman Avenue, New Haven, Connecticut

Property

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,818

per month

  • Principal & Interest$2,549
  • Property Taxes$1,102
  • 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
$13,219 / Annually
Days on Market
21
MLS #
24189456
MLS Status
Active
Financing
Renovation

Similar Properties

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

Listed By

Javyn Roundtree

Roundtree Realty LLC

(475) 227-4312

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 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 5:25 AM UTC.