33 Chestnut St

2,392 Sq. Ft.
$284 / Sq. Ft.
2,392
Sq. Ft.
$284
per Sq. Ft.

Description

Welcome to 33 Chestnut St, a large two family right in the heart of Milford. This property offers 2,392 sq ft of living area, 14 total rooms and 9 bedrooms, giving you the size and flexibility you don’t usually find at this price point. Unit 1 is a spacious first floor 4 bedroom with hardwood floors, good natural light and an eat in kitchen. Unit 2 is spread across two levels with 5 bedrooms, a family room, an eat in kitchen and extra flex rooms that work well for office or storage. Perfect setup...Welcome to 33 Chestnut St, a large two family right in the heart of Milford. This property offers 2,392 sq ft of living area, 14 total rooms and 9 bedrooms, giving you the size and flexibility you don’t usually find at this price point. Unit 1 is a spacious first floor 4 bedroom with hardwood floors, good natural light and an eat in kitchen. Unit 2 is spread across two levels with 5 bedrooms, a family room, an eat in kitchen and extra flex rooms that work well for office or storage. Perfect setup for an investor or an owner occupant who needs more space. The home sits on a low maintenance lot with parking for 4 cars, vinyl siding, town water and town sewer. Unit 1 is rented at $2,000 per month and Unit 2 will be delivered vacant, so the next owner can move in or bring rents to market. Close to downtown, shops and public transportation. Strong rental potential and a lot of upside in a growing area of Milford.
  1. Listed by Mauricio Florian • MIG

Property Details for 33 Chestnut Street

Town
Milford
Area
MA-Milford
Garage Spaces
0
Parking Spaces
4.00
Parking Spaces Total
4
LISTING UPDATED: 11/24/2025 12:53 PM

Property Details for 33 Chestnut Street

StatusActive
MLS #73455160
Days on Market60
Taxes$5,848 / year
HOA Fees-
Compass TypeMulti Family
MLS TypeMulti-family / 2 Family
Year Built1890
CountyWorcester County

Location

Listing Courtesy of MIG, Mauricio Florian
Add your commute

Building Information for 33 Chestnut Street

Stories3Residences2Year Built1890Building Size-Lot Size0.09 AC / 3,798 SF

Payment Calculator

$3,802 per month

30 year fixed, 6.15% Interest

Principal and Interest

$3,314

Property Taxes

$487

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 33 Chestnut Street

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation
  • Living Area: 2392.0
  • SqFt with Basement: No
  • Total Units: 2
  • Waterfront: No
  • Water View: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Features
Interior Features
  • Basement Features: Crawl, Unfinished Basement
  • Num of Baths: 2.0
  • Num of Full Baths: 2
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 2.00
  • Bathrooms Total Integer: 2
  • FireplaceYN: No
  • Fireplaces: 0
  • Flooring: Hardwood
  • SpaYN: No
Parking Features
  • Covered Spaces: .00
  • Garage: No
  • Garage Parking: Paved Drive, Off-Street
  • Open Parking: Yes
  • Parking Features: Paved Drive, Off-Street
  • Parking Features: Off-Street
Utilities
  • Electric: 100 Amp Service
  • Sewer: City/Town Sewer
  • Utility Connections: for Electric Oven
  • Water: Public
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
Tax Information
  • Tax ID: M:48 B:000 L:156,1617570
  • Assessments: $456,900
  • Book: 45995
  • Tax Year: 2025
  • Zoning: RA
Building / Association Information
Living Characteristics
  • Beds Total: 9
  • Total Living Levels: 3
Other Building Characteristics
  • Foundation: Stone
  • Levels: 3
  • Heat Units: 1
  • Heat Zones: 1
Income / Expenses
  • GOI: $24,000.00
  • NOI: $24,000.00
Complex & Association Information
  • Adult Community: No
Unit Information
Unit 1 Description
  • Floor U1: 1
  • Lease U1: Y
  • Levels U1: 1
Unit 2 Description
  • Floor U2: 2
  • Lease U2: N
  • Levels U2: 2
Rental Info
Rental Info
  • Total Actual Rent: $2,000.00

Property History for 33 Chestnut Street

DateEvent & SourcePriceAppreciation
Nov 14, 2025

Listed (Active)

MLS PIN #73455160

$680,000
Jul 1, 2010

Sold (Public Record)

Public Record #292452103

$108,750

+4057.4% / yr

Jul 1, 2010

Sold

MLS PIN #71040861

$108,750
Jun 5, 2010

Under Agreement

MLS PIN #71040861

Jun 5, 2010

Contingent

MLS PIN #71040861

Mar 3, 2010

Listed (Active)

MLS PIN #71040861

$149,900
May 22, 2007

Sold (Public Record)

Public Record #326805603

$1

-50.0% / yr

Dec 10, 1990

Sold (Public Record)

Public Record #88697584

$90,000
DateEvent & SourcePrice
11/14/2025

Listed (Active)

MLS PIN #73455160

$680,000
07/01/2010

Sold (Public Record)

Public Record #292452103

$108,750

+4057.4% / yr

07/01/2010

Sold

MLS PIN #71040861

$108,750
06/05/2010

Under Agreement

MLS PIN #71040861

06/05/2010

Contingent

MLS PIN #71040861

03/03/2010

Listed (Active)

MLS PIN #71040861

$149,900
05/22/2007

Sold (Public Record)

Public Record #326805603

$1

-50.0% / yr

12/10/1990

Sold (Public Record)

Public Record #88697584

$90,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 33 Chestnut Street

Taxable ValueLand$148,000Additions$308,900Total$456,900
Tax Record2025$5,848 ($487 / month)
Home Facts
Baths2Total Finished SqFt2,392 SqFtAbove Grade Finished SqFt2,392 SqFtUnfinished Basement SqFt1,201 SqFtStories2Lot Size3,798 SqFtStyleDuplexYear Built1890ZoningRACountyWORCESTERAPNMILF M:48 B:000 L:156

Schools near 33 Chestnut Street

This home is within Milford School District.
Rating
School
Type
Grades
Distance
Public - K to 2
Public - 6 to 8
Public - 9 to 12
Public - K to 2
Rating
School
Distance
Memorial Elementary School
PublicK to 2

Stacy Middle School
Public6 to 8

Milford High School
Public9 to 12

Brookside Elementary School
PublicK to 2

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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33 Chestnut Street is a multi-family home for sale in Milford, MA 01757. This property was listed for sale on November 14, 2025 by MIG, it's currently listed at $680,000. It has been on the market for a total of 60 days and was last sold on July 1, 2010. This listing's school district is Milford School District. Nearby schools include Memorial Elementary School, Stacy Middle School and Milford High School. 33 Chestnut Street is a 9-bed, 2-bath, 2,392 sqft multi-family home built in 1890.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of MIG, Mauricio Florian

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.