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$550,000

  • For Sale
  • Under Contract
  • Multi-Family
  • 8 Total Beds
  • Updated 11 days ago
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This spacious three-family home is ideally located just off Chapel Street, minutes from Downtown New Haven and only half a block from the newly expanding Yale New Haven Hospital Neurosciences Center at the St. Raphael Campus. This transformative, nearly 500,000-square-foot project-the largest healthcare construction in Connecticut history- is slated to be completed in 2026 with patient move-in anticipated in early 2027 and will bring expanded clinical services and research facilities to the neighborhood. Units 1 and 2 each offer three bedrooms, abundant natural light, and a decorative fireplace. Unit 2 also features a bonus room-ideal for a home office or nursery-as well as in-unit laundry hookups. The third-floor unit offers two bedrooms and is currently rented. Unit 1 and Unit 3 have electric heating, and Unit 2 has gas heating. An excellent investment opportunity near a major local employer and healthcare hub with significant economic impact and job growth during construction and once operational, enhancing long-term rental appeal.

Full Property Details for 2 Derby Ave

General

  • Price: $550,000
  • Taxes: (July 2025-June 2026)
  • Status: Under Contract
  • Type: Multi-Family
  • Source: SMARTMLS
  • MLS ID: 24152348
  • Updated: 2/12/2026
  • Added to Site: 20 day(s) ago

Interior

  • Number of Rooms: 15

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 8

Location

  • County: New Haven
  • Driving Directions: Left off Chapel St, after Yale New Haven Hospital St Raphael Campus.

School Information

  • Elementary School: Barnard
  • High School: James Hillhouse

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Hot Water, Gas In Street
  • Heating Fuel: Gas In Street
  • Water Heater: Tank Size Unknown

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Units on different Floors
  • Construction Status: No/Resale
  • Exterior Const.: Wood
  • Basement Desc.: Full, Unfinished
  • Roof: Shingle
  • Square Feet: 3,835
  • Above Ground: 3,835 Sq. Ft.
  • Year Built: 1900

Unit Information

Unit 1

  • Total Bathrooms: 1
  • Bedrooms: 3

Unit 2

  • Total Bathrooms: 1
  • Bedrooms: 3

Unit 3

  • Total Bathrooms: 1
  • Bedrooms: 2

Lot Features

  • Lot Size (Acres): 0.22
  • Zoning: RO
  • Lot Description: Level Lot

Financial Considerations

  • Assessment Amount: $220,850
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1255451

Listed by Caplan Realty Corp., Naftali Caplan

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Listing agent

— 2 Derby Ave —

  • Naftali Caplan

    Caplan Realty Corp.

Agent Contact: (347) 563-5554 Office Contact: (347) 563-5554

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 2 Derby Ave

School District:New Haven School District
NameGradesDistance
Barnard Environmental Magnet School
170 Derby Avenue, New Haven, CT 06511
PK-60.4 mi
James Hillhouse High School
480 Sherman Parkway, New Haven, CT 06511
9-120.9 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 2 Derby Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/08/2026
Listed
$550,000
189.47%
MLS
5/28/2020
Sold
$190,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 2 Derby Ave

Year
Property Taxes
Change
Tax Assessment
Change
2024
$8,701
2%
$220,850
—
2023
$8,503
3%
$220,850
—
2023
$8,216
-6%
$220,850
—
2022
$8,779
47%
$220,850
62%
2021
$5,974
—
$136,150
—
2020
$5,974
2%
$136,150
—
2019
$5,852
—
$136,150
—
2018
$5,852
11%
$136,150
—
2017
$5,266
30%
$136,150
40%
2016
$4,040
—
$97,230
—
2015
$4,040
—
$97,230
—
2014
$4,040
2%
$97,230
—
2011
$3,967
—
$97,230
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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with our affiliated lender
NMLS#: 1598647

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Listed by Caplan Realty Corp., Naftali Caplan

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2 Derby Avenue, New Haven, CT 06511 (MLS# 24152348) is a Multi-Family property with 3 units containing 8 bedrooms and 3 full bathrooms. 2 Derby Avenue is currently listed for $550,000 and was received on February 03, 2026. Want to learn more about 2 Derby Avenue? Do you have questions about finding other Multi-Family real estate for sale in New Haven? You can browse all New Haven real estate or contact a Coldwell Banker agent to request more information.

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