14 Gilbert Avenue
New Haven, Connecticut 06511
- Beds
- 8
- Baths
- 3
- SqFt
- 2,370
- Acres
- 0.12
- Year Built
- 1880
- Property Type
- 2 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
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
Active Listings
61
64 under contract
Median List Price
$599,900
61 active listings
Median Closed Price
$475,000
293 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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.