527 Chapel Street
New Haven, Connecticut 06511
- Beds
- 24
- Baths
- 16
- SqFt
- 14,692
- Acres
- 0.18
- Year Built
- 1890
- 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
Exceptional opportunity to acquire a 16-unit multifamily property in the heart of Wooster Square. This approximately 14,692 SF brick building features a desirable unit mix of eight 1-bedroom and eight 2-bedroom apartments. The property currently generates $29,750 per month in in-place rental income, excluding two vacant units that provide immediate lease-up potential. At projected rents of $1,900 and $2,250 for the vacant units, total potential rental income is approximately $33,900 per month / $406,800 annually. The property offers additional value-add potential through continued unit improvements, rent optimization as leases turn over, and expansion of in-unit laundry. Nine of the sixteen units currently feature in-unit laundry. Separate utilities and natural gas heat help minimize owner-paid expenses. Parking is available nearby through the St. Andrew's Society for an additional fee, subject to availability and separate arrangement, providing tenants with a convenient parking in this highly walkable neighborhood. Ideally situated near Wooster Square Park, Downtown New Haven, Yale University, restaurants, public transportation, and major highways, 527 Chapel Street offers investors a compelling combination of strong in-place income, immediate lease-up opportunity, and long-term value-add potential. 16 Units * 8 One-Bedrooms * 8 Two-Bedrooms * 14,692 SF * 9 Units with In-Unit Laundry * $29,750/Month In-Place Rent * 2 Vacant Units * $33,900/Month Potential
Key Facts
- City/Town
- New Haven
- Neighborhood
- Wooster Square
- Property / Style
- Multi-Family · Units on different Floors,Units are Side-by-Side
- Year Built
- 1890
- Days on Market
- 0 days
- Beds
- 24
- Baths
- 16 full
- Living Area
- 14,692 sq ft
- Lot Size
- 0.18 acres
- Property Taxes
- $63,732 / Annually
Market Snapshot
The New Haven Market
Multi-Family · trailing 12 months
Active Listings
72
59 under contract
Median List Price
$584,000
72 active listings
Median Closed Price
$490,000
299 sales
Median Days on Market
53
72 active listings
Median $ / Sq Ft
$203
72 active listings
Sale-to-List Ratio
100.1%
299 sales
How this home compares
List Price
$3.90M
vs $584,000 median
6.7× the median
Price / Sq Ft
$265
vs $203 median
30.5% above median
Days on Market
0 days
vs 53 days median
53 days fresher than median
Based on 72 active and 299 closed sales (trailing 12 mo) of multi-family in New Haven. Source: SmartMLS · As of September 14, 2026.
Location
527 Chapel Street, New Haven, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$20,257
- Property Taxes$5,311
- Insurance$1,300
- 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,Units are Side-by-Side
- Year Built
- 1890
- New Construction
- No/Resale
- Living Area
- 14,692 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Gas on GasHot Water
- Heat Fuel
- Natural Gas
- Cooling
- Wall Unit
- Laundry
- Washer/Dryer Some Units
- Laundry Location
- basement
- Basement
- Full
Exterior & Lot
- Lot Size
- 0.18 acres
- Zoning
- RM2
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Brick
- Roof
- Flat
- Foundation
- Concrete
- Lot Description
- City Views
Listing & Financials
- Property Taxes
- $63,732 / Annually
- Days on Market
- 0
- MLS #
- 24206633
- MLS Status
- Active
- Financing
- Assumable
Similar Properties
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Co-Listed By
Michelle Gutierrez
Social & Co Realty
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/14/2026. 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 9/14/2026 at 10:55 PM UTC.