307 Winthrop Avenue
New Haven, Connecticut 06511
- Beds
- 4
- Baths
- 4 | 1
- SqFt
- 2,107
- Acres
- 0.11
- Year Built
- 1920
- Property Type
- 4 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
Prime Investment Opportunity in New Haven! Welcome to 307 Winthrop Avenue, a spacious and income-generating 4-unit multifamily property located in the desirable Edgewood neighborhood of New Haven. This well-maintained investment property features three studio apartments and one 1-bedroom, 1.5-bathroom unit, offering a versatile layout with excellent rental income potential. Each unit provides a functional living space designed to attract tenants seeking convenient and comfortable housing. The property's four-unit configuration creates an excellent opportunity for investors looking to maximize rental income, diversify their tenant base, or expand their real estate portfolio. Situated on a quiet residential street, the property offers convenient access to Yale University, downtown New Haven, local hospitals, shopping, dining, and major transportation routes. Its desirable location and proximity to key employment and educational centers make it an attractive option for long-term rental investment. Whether you're an experienced investor or looking to enter the multifamily market, 307 Winthrop Avenue presents an exciting opportunity to generate rental income while building long-term equity in an established New Haven neighborhood. Don't miss your opportunity to own a four-unit investment property in one of New Haven's established residential communities!
Key Facts
- City/Town
- New Haven
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors,Units are Side-by-Side
- Year Built
- 1920
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 4 full · 1 half
- Living Area
- 2,107 sq ft
- Lot Size
- 0.11 acres
- Property Taxes
- $8,054 / Annually
Market Snapshot
The New Haven Market
Multi-Family · trailing 12 months
Active Listings
68
53 under contract
Median List Price
$592,500
68 active listings
Median Closed Price
$500,000
297 sales
Median Days on Market
52
68 active listings
Median $ / Sq Ft
$212
68 active listings
Sale-to-List Ratio
100.2%
297 sales
How this home compares
List Price
$475,000
vs $592,500 median
19.8% below median
Price / Sq Ft
$225
vs $212 median
6.1% above median
Days on Market
0 days
vs 52 days median
52 days fresher than median
Based on 68 active and 297 closed sales (trailing 12 mo) of multi-family in New Haven. Source: SmartMLS · As of November 6, 2026.
Location
307 Winthrop Avenue, New Haven, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$2,574
- Property Taxes$671
- Insurance$158
- 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
- Units on different Floors,Units are Side-by-Side
- Year Built
- 1920
- New Construction
- No/Resale
- Living Area
- 2,107 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- Window Unit
- Basement
- FullUnfinished
Exterior & Lot
- Lot Size
- 0.11 acres
- Zoning
- RM2
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Shingle
- Roof
- ShingleGable
- Foundation
- Concrete
- Lot Description
- City Views
Listing & Financials
- Property Taxes
- $8,054 / Annually
- Days on Market
- 0
- MLS #
- 24219476
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Philippe Brillant
KNG Realty LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 11/6/2026. 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 11/6/2026 at 11:50 PM UTC.