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$535,000
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Property Description
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.
Full Property Details
Full Property Details for 42 Milton St
General
- Sold For: $535,000
- Taxes: (July 2025-June 2026)
- Status: Closed
- Type: Multi-Family
- Source: SMARTMLS
- MLS ID: 24098788
- Added to Site: 234 day(s) ago
Interior
- Number of Rooms: 14
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 6
Parking
- Total Spaces: 6
- Parking: None, Paved, Driveway
Location
- County: New Haven
- Driving Directions: 91 to 95 North. Take Townsend Ave. to Burwell St. to Peat Meadow Rd, onto Milton St.
School Information
- Elementary School: Ross/Woodward
- High School: Per Board of Ed
Heating & Cooling
- Cooling Type: None
- Heating Type: Hot Water, Oil
- Heating Fuel: Oil
- Water Heater: Oil, Tank Size Unknown
Utilities
- Sewer: Public Sewer Connected
- Water: Public Water Connected
Structural Information
- Architectural Style: Units on different Floors
- Construction Status: No/Resale
- Exterior Const.: Aluminum
- Basement Desc.: Full, Full With Walk-Out
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 3,130
- Above Ground: 3,130 Sq. Ft.
- Year Built: 1963
Unit Information
Unit 1
- Square Feet: 1786
- Total Bathrooms: 2
- Bedrooms: 3
Unit 2
- Square Feet: 1344
- Total Bathrooms: 1
- Bedrooms: 3
Lot Features
- Lot Size (Acres): 0.36
- Driveway/Sidewalk: Private
- Zoning: RM1
- Lot Description: Level Lot
Green Features
- Energy Features: Active Solar
Financial Considerations
- Assessment Amount: $199,640
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 1238094
Listed by Lamacchia Realty, Deborah Eldredge
Sold by eRealty Advisors, Inc., Andrea Garcia
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Schools
Schools serving 42 Milton St
School District:New Haven School District
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 42 Milton St
Date
Details
Price
Change
Source
7/25/2025
Sold
$535,000
17.58%
MLS
5/31/2025
Listed
$455,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
42 Milton Street, New Haven, CT 06513 (MLS# 24098788) is a Multi-Family property that was sold at $535,000 on July 25, 2025. Want to learn more about 42 Milton Street? Do you have questions about finding other Multi-Family real estate for sale in New Haven? You can browse all New Haven real estate or contact a Coldwell Banker agent to request more information.

