Skip to main content

14 Gilbert Avenue

New Haven, Connecticut 06511

PENDING$375,000
Beds
8
Baths
3
SqFt
2,370
Acres
0.12
Year Built
1880
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.

Call Matt

About This Home

Tucked into a well-connected pocket of New Haven, 14 Gilbert Ave offers a rare blend of flexibility, stability, and opportunity. Just moments from Yale New Haven Hospital, local bus lines, downtown, and commuter access, this property places daily convenience right outside your door. Configured as a true multi-level living setup, the home functions as three distinct spaces. The first floor features a spacious 3-bedroom apartment, while the second floor offers a comfortable 2-bedroom unit, both occupied by long-term tenants who take pride in where they live. Above, the third floor lives like a private owner's suite with its own entrance, 2 bedrooms, bath, and a cozy kitchenette and living area, ideal for an owner occupant or added income potential. Natural gas heat, separate electric meters, multiple hot water heaters, and city utilities support the home's efficiency. A freshly painted exterior, front porch, and partially fenced backyard round out the setting. Lead has been professionally remediated with documentation available. Whether you're looking to offset your mortgage or expand your portfolio, this is a property that adapts to your goals.

Key Facts

City/Town
New Haven
Neighborhood
N/A
Property / Style
Multi-Family · Units on different Floors
Year Built
1880
Days on Market
103 days
Beds
8
Baths
3 full
Living Area
2,370 sq ft
Lot Size
0.12 acres
Property Taxes
$6,073 / 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

$375,000

vs $599,900 median

37.5% below median

Price / Sq Ft

$158

vs $212 median

25.5% below median

Days on Market

103 days

vs 41 days median

62 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

14 Gilbert Avenue, New Haven, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,543

per month

  • Principal & Interest$1,912
  • Property Taxes$506
  • Insurance$125
  • 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
Duplex
Style
Units on different Floors
Year Built
1880
New Construction
No/Resale
Living Area
2,370 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
BaseboardHot WaterRadiator
Heat Fuel
ElectricNatural Gas
Cooling
Window Unit
Laundry
Basement Hook-Up(s)
Basement
FullFull With Hatchway

Exterior & Lot

Lot Size
0.12 acres
Zoning
RM2
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Wood
Color
White
Roof
Asphalt Shingle
Foundation
Stone
Exterior Features
PorchGutters
Lot Description
Level Lot

Listing & Financials

Property Taxes
$6,073 / Annually
Days on Market
103
MLS #
24167773
MLS Status
Under Contract

Similar Properties

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

Listed By

Marie Matta-Isona

(203) 314-9195

iVision Real Estate

(203) 871-1068

Co-Listed By

Will Gonzalez

iVision Real Estate

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 6:15 AM UTC.