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33 Chestnut St, Milford MA 01757

Milford, MA 01757
$659,000
Est. $4,020/month
9
Beds
2
Baths
2,392
Sq Ft
$276
Price/Sq Ft
0.09
Acres
1890
Year Built
102
Days on Market
Active Price Drop -$21,000 Listed Nov 14, 2025 • MLS# 73455160 Copied!

About this home

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.

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Property Overview

Property Type
Multi Family
Listing Type
For Sale
Year Built
1890
Bedrooms
9
Full Bathrooms
2
Living Area
2,392 sq ft
Total Rooms
14
Stories
3
Levels
3

Facts & Features

Home Facts

Type Residential Income
Style Multi Family
Year Built 1890
Living Area 2,392 sq ft
Lot Size 0.09 acres
Bedrooms 9
Full Baths 2
Total Rooms 14

Interior

Heating None
Cooling None
Flooring Hardwood
Appliances None
Fireplace None
Basement Crawl Space, Unfinished
Laundry None
Features None

Exterior

Construction None
Architecture None
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None

Parking

Features Paved Drive, Off Street
Total Spaces 4

Utilities

Electric 100 Amp Service
Water Public
Sewer Public Sewer
Gas None
Other For Electric Oven

Financial

Annual Tax $5,848
Assessed Value $456,900

Interior Features

Flooring: Hardwood
Appliances:
Interior Features:
Windows:
Basement: Crawl Space, Unfinished
Laundry:
Security:

Construction & Materials

Year Built: 1890
Structure Type:
Exterior Materials:
Roof:
Foundation: Stone
Stories: 3

Heating, Cooling & Utilities

Heating:
Heating Zones: 1
Cooling:
Hot Water: Oil
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Total Parking Spaces: 4
Parking Features: Paved Drive, Off Street

Location

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Neighborhood

33 Chestnut St, Milford MA 01757

Milford, MA 01757

Walkability

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Nearby Schools

School District
Milford School District local
C+
School Safety 2024-25
3.8% Above Average
3.2% Suspensions 0.9% In-School 0.6% Emergency
1.7% below state avg
E

Elementary Schools

3 schools
Memorial School
0.7 mi
435 students Diverse
Diverse Student Body
Grades K-02
B+
Memorial School
0.8 mi | #328 of 824 | Score: 49.9
Improved 33 spots from last year
-8.3 below state avg
558 students Moderate
Rising School
Grades K-06
Brookside School
1.0 mi
578 students Diverse
Diverse Student Body
Grades K-02
M

Middle Schools

1 school
C
Stacy Middle School
0.6 mi | #263 of 352 | Score: 35.3
Improved 32 spots from last year
-22.9 below state avg
989 students Diverse
Rising School
Grades 06-08
H

High Schools

3 schools
B
Hopedale Jr-Sr High School
1.0 mi | #150 of 346 | Score: 55.5
Dropped 64 spots from last year
-2.7 below state avg
456 students Moderate
15 sports • 874 athletes
Strong AP Program College Ready Curriculum Strong Athletics
Grades 07-12
B-
Milford High School
1.2 mi | #209 of 346 | Score: 50.8
Improved 32 spots from last year
-7.4 below state avg
1,316 students Diverse
17 sports • 1,698 athletes
Early College Program Rising School College Ready Curriculum Strong Athletics
Grades 09-12
Riverside School
1.5 mi
Grades 06-12
Learn about these ratings

Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $487
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo

Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Property History

Market Insights

1
Price Changes
3.1%
Price Range

Property Timeline

Price Reduced
Feb 20, 2026
$659,000 $21,000 (-3.09%)
From $680,000 to $659,000 (-3.1%)
🏠
Listed for Sale
Nov 14, 2025
$680,000
Original listing
Office: MIG

Price & Status History

Date Event Price Change
Feb 20, 2026 Price Changed $659,000 -$21,000
Nov 14, 2025 New Listing Added $680,000

Market Statistics

Days on Market
102 days
Price per Sq Ft
$276
Total Price Drop
-$21,000

Tax History

Year Taxes Assessment
2025 $5,848 $456,900

Financial Details

Annual Property Tax
$5,848
Tax Year 2025
Assessed Value
$456,900

Listing Information

Listing Agent Mauricio Florian
Listing Office MIG
Agent MLS ID CN210316
Office MLS ID AN6265
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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Market Analytics for Milford, MA

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