565 Orange Street
New Haven, Connecticut 06511
- Beds
- 5
- Baths
- 3
- SqFt
- 2,205
- Acres
- 0.04
- Year Built
- 1890
- Neighborhood
- East Rock
- Property Type
- 3 Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Some addresses are a purchase. This one is a position. 565 Orange Street stands on the best stretch of Orange Street, steps from the Yale School of Management: a three unit brick rowhouse in the Orange Street Historic District, one of a matched nineteenth century trio with tall ceilings, original moldings, decorative fireplaces, and rooms that hold the light. Separate electric meters and individual gas furnaces let each unit stand on its own. The upper three bedroom duplex spans two levels under skylights, with a private garden behind. Yale, downtown, cafes, and parks are all a walk away. Property this close to a growing Ivy rarely trades, and when it does, it does not stay long.
Key Facts
- City/Town
- New Haven
- Neighborhood
- East Rock
- Property / Style
- Multi-Family · 3updown - Unit(s) per Floor
- Year Built
- 1890
- Days on Market
- 41 days
- Beds
- 5
- Baths
- 3 full
- Living Area
- 2,205 sq ft
- Lot Size
- 1,742 sq ft
- Property Taxes
- $14,449 / 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
$910,000
vs $599,900 median
51.7% above median
Price / Sq Ft
$413
vs $212 median
94.8% above median
Days on Market
41 days
vs 41 days median
In line with 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
565 Orange Street, New Haven, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$4,640
- Property Taxes$1,204
- Insurance$303
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Haven
- Neighborhood
- East Rock
- County
- New Haven
Residence
- Property Type
- Multi-Family
- Subtype
- 3 Family
- Style
- 3updown - Unit(s) per Floor
- Year Built
- 1890
- New Construction
- No/Resale
- Living Area
- 2,205 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Window Unit
- Fireplaces
- 2
- Laundry
- Basement Hook-Up(s)Common Laundry Area
- Laundry Location
- Basement
- Basement
- FullUnfinished
Exterior & Lot
- Lot Size
- 1,742 sq ft
- Zoning
- RM2
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Brick
- Color
- Red
- Roof
- Asphalt Shingle
- Foundation
- Brick
- Exterior Features
- SidewalkGarden Area
- Lot Description
- City ViewsLevel Lot
Listing & Financials
- Property Taxes
- $14,449 / Annually
- Days on Market
- 41
- MLS #
- 24184013
- MLS Status
- Active
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.