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527 Chapel Street

New Haven, Connecticut 06511

ACTIVE - NEW$3,899,999
Beds
24
Baths
16
SqFt
14,692
Acres
0.18
Year Built
1890
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$26,868

per 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

Homes with a close match in area, property type, and price.

Listed By

Joseph Tracey

(203) 676-9953

Social & Co Realty

(203) 484-8061

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.