Investor Alert: Duplex with Suite & Walk-Out Basement - 3,130 Sq Ft with Multi-Use Potential. Rare opportunity to own a versatile 2-family property with expansion potential on a quiet dead-end street. This well-maintained duplex, with many updates including a new roof in 2018, offers 6 bedrooms and 3 full bathrooms across two units, plus a walk-out basement and flexible layout that supports a range of income-producing options.The first-floor unit features 3 bedrooms, 2 full baths, a living room, dining room, and a private suite/in-law setup with a large living area, kitchenette, and its own entrance-ideal for multi-generational living or same-family use. There is potential for this space to be converted into a separate rental unit, pending town approval. The second-floor unit includes 3 bedrooms, 1 full bath, a spacious kitchen, dining room, large living room, and a private deck. The walk-out basement has its own entrance, a utility sink, and an existing toilet, offering future potential for added living space or a third unit with proper approvals. A shared oversized deck and large backyard add to the appeal. Located in New Haven's Annex neighborhood, this flexible property suits investors, owner-occupants, or multi-generational living. Across from Peat Meadow Park and close to beaches, the sea wall, and downtown, with easy access to public transportation, Tweed Airport, Metro North, and I-95-an ideal blend of lifestyle and long-term value.
Under contract
$455,000
42 Milton Street, New Haven, CT 06513
6beds
3,130sqft
Est.:
Multi Family
Built in 1963
-- sqft lot
$-- Zestimate®
$145/sqft
$-- HOA
What's special
- 24 days
- on Zillow |
- 1,265 |
- 123 |
Likely to sell faster than
Zillow last checked: 7 hours ago
Listing updated: June 05, 2025 at 06:05pm
Listed by:
Deborah A. Eldredge,
Lamacchia Realty
Source: Smart MLS,MLS#: 24098788

Travel times
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Hot Water, Oil
Cooling
- None
Appliances
- Included: Water Heater
Features
- Basement: Full
- Attic: Pull Down Stairs
- Has fireplace: No
Interior area
- Total structure area: 3,130
- Total interior livable area: 3,130 sqft
- Finished area above ground: 3,130
Property
Parking
- Total spaces: 6
- Parking features: None, Paved, Driveway, Private
- Has uncovered spaces: Yes
Lot
- Size: 0.36 Acres
- Features: Level
Details
- Parcel number: 1238094
- Zoning: RM1
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Units on different Floors
- Property subtype: Multi Family
Materials
- Aluminum Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1963
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Green energy
- Energy generation: Solar
Community & HOA
Community
- Features: Park, Public Rec Facilities, Near Public Transport
HOA
- Has HOA: No
Location
- Region: New Haven
Financial & listing details
- Price per square foot: $145/sqft
- Tax assessed value: $199,640
- Annual tax amount: $7,686
- Date on market: 5/27/2025
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