14-16 Lyon Street
New Haven, Connecticut 06511
- Beds
- 6
- Baths
- 6
- SqFt
- 5,069
- Acres
- 0.08
- Year Built
- 1900
- Neighborhood
- Wooster Square
- Property Type
- 5+ 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
Stunning six-unit building in coveted Wooster Square. Rare opportunity to own a meticulously maintained, turnkey property on a quiet, one-way, tree-lined street. Featuring six one-bedroom apartments, each one on its own floor, most with spacious living and dining rooms. Stunning kitchens and baths, soaring 10 foot ceilings, exposed brick throughout, majestic historic decorative fireplaces, many light-filled windows, and a rare private backyard add to the charm. Five units are occupied by excellent tenants, with one furnished apartment just vacated perfect for owner occupancy. Current monthly rent roll of $9,846 ($118,152 annually), including the vacant unit. Rents are very below market, offering tremendous upside potential! Tenants pay their own utilities, gas and electric. Roof is approximately 10 years old. Additional potential exists to convert the attic into another apartment, subject to buyer due diligence, approvals, and applicable requirements. Walk to Yale, train station, Yale shuttle, and New Haven's famous Pizza on Wooster Street. A truly special investment opportunity in one of New Haven's most desirable neighborhoods. This one won't last.
Key Facts
- City/Town
- New Haven
- Neighborhood
- Wooster Square
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1900
- Days on Market
- 0 days
- Beds
- 6
- Baths
- 6 full
- Living Area
- 5,069 sq ft
- Lot Size
- 0.08 acres
- Property Taxes
- $21,646 / Annually
Market Snapshot
The New Haven Market
Multi-Family · trailing 12 months
Active Listings
70
50 under contract
Median List Price
$597,000
70 active listings
Median Closed Price
$498,500
311 sales
Median Days on Market
56
70 active listings
Median $ / Sq Ft
$210
70 active listings
Sale-to-List Ratio
100.2%
311 sales
How this home compares
List Price
$1.31M
vs $597,000 median
2.2× the median
Price / Sq Ft
$258
vs $210 median
22.9% above median
Days on Market
0 days
vs 56 days median
56 days fresher than median
Based on 70 active and 311 closed sales (trailing 12 mo) of multi-family in New Haven. Source: SmartMLS · As of October 9, 2026.
Location
14-16 Lyon Street, New Haven, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 8, 2026per month
- Principal & Interest$7,256
- Property Taxes$1,804
- Insurance$437
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Haven
- Neighborhood
- Wooster Square
- County
- New Haven
Residence
- Property Type
- Multi-Family
- Subtype
- 5 Family+
- Style
- Units on different Floors
- Year Built
- 1900
- New Construction
- No/Resale
- Living Area
- 5,069 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- None
- Laundry
- Coin Op LaundryCommon Laundry Area
- Laundry Location
- Lower level
- Basement
- FullUnfinished
Exterior & Lot
- Lot Size
- 0.08 acres
- Zoning
- RM2
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Brick
- Roof
- FlatOther
- Foundation
- Concrete
- Lot Description
- City ViewsLevel Lot
Listing & Financials
- Property Taxes
- $21,646 / Annually
- Days on Market
- 0
- MLS #
- 24213108
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/9/2026. 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 10/9/2026 at 8:15 PM UTC.