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.
Pending
$659,000
33 Chestnut St, Milford, MA 01757
9beds
2,392sqft
Multi Family
Built in 1890
-- sqft lot
$638,900 Zestimate®
$276/sqft
$-- HOA
What's special
Family roomEat in kitchenHardwood floorsLow maintenance lotGood natural light
- 223 days |
- 266 |
- 13 |
Zillow last checked:
Listing updated:
Listed by:
Mauricio Florian 617-515-8720,
MIG 617-651-5406
Source: MLS PIN,MLS#: 73455160
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 9
- Bathrooms: 2
- Full bathrooms: 2
Features
- Flooring: Hardwood
- Basement: Crawl Space,Unfinished
- Has fireplace: No
Interior area
- Total structure area: 2,392
- Total interior livable area: 2,392 sqft
- Finished area above ground: 2,392
Property
Parking
- Total spaces: 4
- Parking features: Paved Drive, Off Street
- Uncovered spaces: 4
Lot
- Size: 3,798 Square Feet
Details
- Parcel number: M:48 B:000 L:156,1617570
- Zoning: RA
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
Materials
- Foundation: Stone
Condition
- Year built: 1890
Utilities & green energy
- Electric: 100 Amp Service
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Electric Oven
Community & HOA
Community
- Features: Public Transportation
Location
- Region: Milford
Financial & listing details
- Price per square foot: $276/sqft
- Tax assessed value: $456,900
- Annual tax amount: $5,848
- Date on market: 11/14/2025
- Total actual rent: 3950
Estimated market value
$638,900
$607,000 - $671,000
$2,673/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/15/2026 | Pending sale | $659,000$276/sqft |
Source: MLS PIN #73455160 Report a problem | ||
| 6/5/2026 | Contingent | $659,000$276/sqft |
Source: MLS PIN #73455160 Report a problem | ||
| 2/20/2026 | Price change | $659,000-3.1%$276/sqft |
Source: MLS PIN #73455160 Report a problem | ||
| 11/14/2025 | Listed for sale | $680,000+525.3%$284/sqft |
Source: MLS PIN #73455160 Report a problem | ||
| 7/1/2010 | Sold | $108,750-12.9%$45/sqft |
Source: Public Record Report a problem | ||
| 5/12/2010 | Price change | $124,900-10.7%$52/sqft |
Source: Fatima Afonso #71040861 Report a problem | ||
| 4/3/2010 | Price change | $139,900-6.7%$58/sqft |
Source: Fatima Afonso #71040861 Report a problem | ||
| 3/4/2010 | Listed for sale | $149,900+66.6%$63/sqft |
Source: Fatima Afonso #71040861 Report a problem | ||
| 12/10/1990 | Sold | $90,000$38/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,848 +2.7% | $456,900 +6.7% |
| 2024 | $5,693 +8.7% | $428,400 +18.2% |
| 2023 | $5,235 +2.5% | $362,300 +9.2% |
| 2022 | $5,106 +6.6% | $331,800 +10.6% |
| 2021 | $4,792 +2.4% | $299,900 +2.3% |
| 2020 | $4,679 +10.1% | $293,200 +14.1% |
| 2019 | $4,249 +10.5% | $256,900 +10.6% |
| 2018 | $3,845 +2.9% | $232,200 +4.4% |
| 2017 | $3,736 +2.5% | $222,500 +4.9% |
| 2016 | $3,646 +3.1% | $212,200 +5.3% |
| 2015 | $3,536 +3.2% | $201,500 +4% |
| 2014 | $3,428 +2.5% | $193,800 -1.7% |
| 2013 | $3,343 +2.7% | $197,200 -2% |
| 2012 | $3,255 -1% | $201,300 -6.8% |
| 2011 | $3,289 +2.4% | $216,100 -5.3% |
| 2010 | $3,213 -9.5% | $228,200 -19.5% |
| 2009 | $3,551 +0.2% | $283,400 -5.6% |
| 2008 | $3,544 +4.8% | $300,300 -3.3% |
| 2007 | $3,383 +11.8% | $310,400 +16.4% |
| 2006 | $3,026 +2.5% | $266,600 +6.9% |
| 2005 | $2,952 +2.6% | $249,500 +3.5% |
| 2004 | $2,878 +40.9% | $241,000 +57.6% |
| 2003 | $2,043 +1.3% | $152,900 +8.3% |
| 2002 | $2,016 +19.8% | $141,200 +36.7% |
| 1998 | $1,683 | $103,300 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 01757
Nearby schools
GreatSchools rating
- NAMemorial Elementary SchoolGrades: K-2Distance: 0.7 mi
- 4/10Stacy Middle SchoolGrades: 6-8Distance: 0.5 mi
- 4/10Milford High SchoolGrades: 9-12Distance: 1.1 mi
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Massachusetts
- Worcester County
- Milford
- 01757
- 33 Chestnut St





