586 Orchard Street
New Haven, Connecticut 06511
- Beds
- 10
- Baths
- 3
- SqFt
- 3,946
- Acres
- 0.23
- Year Built
- 1905
- Property Type
- 3 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
Welcome to 586 Orchard Street, a large 3-family property offering incredible flexibility for investors and owner-occupants alike. With 10 total bedrooms and 3 full baths spread across three spacious units, and a large parking lot in the back. This property is built for strong rental income and long-term value in one of New Haven's established residential pockets. Whether you're an investor looking to add a cash-flowing multi-family to your portfolio, or a buyer looking to offset your mortgage by living in one unit while renting the others, 586 Orchard St checks every box: size, flexibility, and immediate income potential. AS-IS SALE: Seller will not make any repairs
Key Facts
- City/Town
- New Haven
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1905
- Days on Market
- 51 days
- Beds
- 10
- Baths
- 3 full
- Living Area
- 3,946 sq ft
- Lot Size
- 0.23 acres
- Property Taxes
- $10,205 / Annually
Market Snapshot
The New Haven Market
Multi-Family · trailing 12 months
Active Listings
66
56 under contract
Median List Price
$599,900
66 active listings
Median Closed Price
$500,000
295 sales
Median Days on Market
60
66 active listings
Median $ / Sq Ft
$216
66 active listings
Sale-to-List Ratio
100.2%
295 sales
How this home compares
List Price
$675,000
vs $599,900 median
12.5% above median
Price / Sq Ft
$171
vs $216 median
20.8% below median
Days on Market
51 days
vs 60 days median
9 days fresher than median
Based on 66 active and 295 closed sales (trailing 12 mo) of multi-family in New Haven. Source: SmartMLS · As of November 5, 2026.
Location
586 Orchard Street, New Haven, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$3,680
- Property Taxes$850
- Insurance$225
- 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
- 3 Family
- Style
- Units on different Floors
- Year Built
- 1905
- New Construction
- No/Resale
- Living Area
- 3,946 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Gas on Gas
- Cooling
- None
- Basement
- Full
Exterior & Lot
- Lot Size
- 0.23 acres
- Zoning
- RM2
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $10,205 / Annually
- Days on Market
- 51
- MLS #
- 24203746
- MLS Status
- Under Contract - Continue to Show
Similar Properties
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Co-Listed By
John Brewer
Exceptional Real Estate LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 11/5/2026. 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 11/5/2026 at 9:10 AM UTC.