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525 Whitney Avenue

New Haven, Connecticut 06511

PENDING$1,025,000

Reduced from $1,070,000

Beds
6
Baths
5
SqFt
3,685
Acres
0.23
Year Built
1918
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

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2-Car GaragePrice Reduced

About This Home

Welcome to this meticulously maintained legal four-family property located in the heart of New Haven's highly desirable East Rock neighborhood and within the sought-after Worthington Hooker School district. Combining strong investment potential with upscale owner-occupant living, 525 Whitney Avenue is a standout opportunity in one of the city's most prestigious areas. The spacious first-floor unit features 3 bedrooms and 2 bathrooms, soaring ceilings, newly refinished hardwood floors, and a cozy fireplace. One bedroom and bath include a private entrance, creating flexibility for a primary suite, in-law setup, or home office. The upper levels include two 1-bedroom apartments and a large 2-bedroom unit, all occupied by long-term tenants. Recent improvements include new flat roofs and renovated exterior stairs, making this a true turnkey property. Additional highlights include a 2-car garage, four off-street parking spaces, and direct access to the Yale Shuttle and bus lines. Conveniently located near Yale University, Downtown New Haven, parks, restaurants, and local amenities. Schedule your private showing today!

Key Facts

City/Town
New Haven
Neighborhood
N/A
Property / Style
Multi-Family · 4sides - Units Are Side-by-Side,4updown - Unit(s) per Floor
Year Built
1918
Days on Market
68 days
Beds
6
Baths
5 full
Living Area
3,685 sq ft
Lot Size
0.23 acres
Garage / Parking
2 garage · 4 total
Property Taxes
$20,230 / Annually

Market Snapshot

The New Haven Market

Multi-Family · trailing 12 months

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

$1.02M

vs $599,900 median

70.9% above median

Price / Sq Ft

$278

vs $212 median

31.1% above median

Days on Market

68 days

vs 41 days median

27 days longer than 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

525 Whitney Avenue, New Haven, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$7,254

per month

  • Principal & Interest$5,226
  • Property Taxes$1,686
  • Insurance$342
  • 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
Quadruplex
Style
4sides - Units Are Side-by-Side,4updown - Unit(s) per Floor
Year Built
1918
New Construction
No/Resale
Living Area
3,685 sq ft

Schools

Elementary
Worthington Hooker
Middle
Per Board of Ed
High
Wilbur Cross

Interior

Heating
Hot Water
Heat Fuel
Natural Gas
Cooling
Ceiling Fans
Laundry Location
Basement
Basement
FullConcrete Floor
Accessibility
Handicap Parking,Multiple Entries/Exits,Ramps

Exterior & Lot

Lot Size
0.23 acres
Zoning
RH1
Garage / Parking
2 garage spaces4 total parking spacesDetached GarageOff Street Parking
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Vinyl Siding
Roof
Gable
Foundation
None
Exterior Features
BalconyDeck
Lot Description
Level Lot

Listing & Financials

Property Taxes
$20,230 / Annually
Days on Market
68
MLS #
24177279
MLS Status
Under Contract

Similar Properties

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

Listed By

Jake Smith

(203) 520-5436

Alpha Capital Realty, LLC

(860) 507-3394

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 7:55 AM UTC.