33 Chestnut St, Milford, MA 01757

Building Details

Year Built

1890

Listing office Show Phone

Listing date Mar 10, 2026

Source Elliman

Displayed information is deemed reliable but is not guaranteed and should be independently verified.

All listing content including descriptions, pricing, images are the copyrighted material of Mauricio Florian

Report an issue

---

Overview

Located in the heart of Milford, this two-family home at 33 Chestnut St offers 2,392 sq ft of living area. The property includes a total of 14 rooms and 9 bedrooms. Unit 1 is a first-floor apartment featuring 4 bedrooms, hardwood floors, good natural light, and an eat-in kitchen. Unit 2 spans two levels and includes 5 bedrooms, a family room, an eat-in kitchen, and additional flexible rooms suitable for office or storage space. The property is situated on a low-maintenance lot with parking for 4 cars and features vinyl siding. It is connected to town water and town sewer services. Unit 1 is currently rented at $2,000 per month, while Unit 2 will be delivered vacant, offering the option for the new owner to occupy it or bring the rents to market value. The property is close to downtown, shops, and public transportation, with strong rental potential in a growing area of Milford.

Suggested Use

Parking Lot & Garage Cafe & Coffee Shop Travel Agency Discount Store Home Appliance Store Storage Facility Car Rental Facility Arcade & Gaming Center Pet Grooming Service Tech Support Center

Zoning and permitted uses should be independently verified with local authorities.

Location Insight

• Map
• Local Demand

City

Milford

County

Worcester

State

Massachusetts

Longitude

-71.5206785

Latitude

42.1361182

Nearby Similar for Sale

• 

  $1,200,000

  Turn Key Auto Body Shop

  Successful auto body shop with equipment and living suite.

  60 West St, Milford, MA 01757

  View Details
• 

  $1,200,000

  Turn-Key Auto Body Shop Opportunity

  Established auto body shop with equipment, inventory, and living suite.

  60 West St, Milford, MA 01757

  View Details
• 

  $8,500,000

  Renovated Office Building Near I-495

  Multi-use commercial office building, renovated with long-term tenants.

  9 Industrial Rd, Milford, MA 01757

  View Details
• 

  $8,500,000

  Renovated Office Building Near I-495

  Multi-use commercial office building, renovated with capital improvements.

  9 Industrial Rd, Milford, MA 01757

  View Details
• 

  $489,000

  1,792 SF

  Freestanding Retail Building

  Steel I-beam retail building with showroom-ready ceilings, parking, and public water and sewer connections.

  40 S Main St, Milford, MA 01757

  View Details
• 

  $659,000

  Spacious Two-Family Home in Milford

  Large two-family home with strong rental potential in Milford.

  33 Chestnut St, Milford, MA 01757

  View Details
• 

  $2,100

  1,000 SF

  Retail or Office Suite in Strip Center

  Versatile 1,000-square-foot suite in a highly visible strip center at a Route 16/Route 109 intersection.

  178 East Main # 2, Milford, MA 01757

  View Details
• 

  $97,000

  400 SF

  Retail Storefront in Downtown Milford

  400 SF retail storefront suitable for various business types.

  14 Exchange St, Milford, MA 01757

  View Details
• 

  Contact for pricing

  50,205 SF

  Retail Space in Milford Square

  Retail spaces available in Milford, MA, from 1,200 to 8,800± SF.

  138-140 South Main Street, Milford, MA 01757

  View Details
• 

  $97,000

  Retail Storefront in Downtown Milford

  400 SF retail/office space in downtown Milford, Massachusetts.

  14 Exchange St, Milford, MA 01757

  View Details
• 

  $15

  4,200 SF

  First Floor Office Suite Available

  First floor office suite with private entrance and handicap accessibility.

  53 Sumner St, Milford, MA 01757

  View Details

FAQs

What type of property is this?

Duplex - Large two-family with strong rental potential near downtown Milford.

Where is this duplex located?

The property is located at 33 Chestnut St Milford, MA.

What is the asking price?

The asking price for this property is $659,000.

What are key features of this property?

This property features: Delivered vacant, Unit 2 allows immediate occupancy or market‑rate rental potential.; Large two‑family home with 2,392 sq ft, 14 rooms, and 9 bedrooms offers significant space and flexibility.; Ideal for investors or owner‑occupants needing extra space.