33 Winchester St, Medford MA 02155

Medford, MA 02155
$988,888
Est. $5,886/month
6
Beds
3
Baths
2,355
Sq Ft
$420
Price/Sq Ft
0.12
Acres
1910
Year Built
4
Parking
5
Days on Market
Pending Listed Jun 17, 2026 • MLS# 73537730 Copied! • Updated Jun 23, 2026

About this home

LOCATION! LOCATION! Possibilities abound in this RARE side by side DUPLEX affording popular Townhouse style living in the city- a skip and a jump to the GREEN LINE train, Ball Sq, Davis Square and Tufts University. Long time family owned and occupied cared for home affording you POSSIBILITIES to build sweat equity modernizing. Two level 6/6 2 family home with good bones. Updates include a New roof, gutter & spouts (2025) Addition roof (2020) Both water mains from the street replaced in 2023. Separate Gas furnaces in 2010. Need a first floor bedroom? It's POSSIBLE! Enjoy a nice rear deck and the fenced yard is a perennial paradise. Great property for both investment income and multi generational living. Bakery, restaurants and conveniences at your door- WALK SCORE 97 and BIKERS PARADISE SCORE OF 99. Offers requested by 10am on Monday June 22

BMN Estimate

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A free agent CMA factors in condition, upgrades, and the street — the things comps alone can't see.

Recently Sold Nearby

Property History

Market Insights

Property Timeline

Pending Sale
Jun 23, 2026
Offer accepted, sale pending
🏠
Listed for Sale
Jun 17, 2026
$988,888
Original listing
Agent: Catallo Team Office: Realty ONE Group Cosmopolitan

Tax History

Year Taxes Assessment
2026 $8,233 $954,000

Financial Details

Annual Property Tax
$8,233
Tax Year 2026
Assessed Value
$954,000

Facts & Features

Home Facts

Type Residential Income
Style Multi Family
Year Built 1910
Living Area 2,355 sq ft
Lot Size 0.12 acres
Bedrooms 6
Full Baths 3
Total Rooms 13

Investment Metrics

Units 2
Unit 1 Rent — · N
Unit 2 Rent — · N
Heating Forced Air, Natural Gas
Cooling None
Flooring Vinyl, Carpet, Varies, Laminate, Hardwood
Appliances Range
Fireplace None
Basement Full, Interior Entry, Dirt Floor
Laundry Washer Hookup, Dryer Hookup, Washer & Dryer Hookup, Electric Dryer Hookup
Features Bathroom With Tub & Shower, Bathroom With Shower Stall, Living Room, Dining Room, Kitchen
Construction Frame
Architecture None
Roof Shingle
Features Garden
Pool None
Spa None
Fencing Fenced/enclosed, Fenced
Patio/Porch Enclosed, Deck
Features Paved Drive, Off Street, Tandem, Paved
Total Spaces 4
Electric Circuit Breakers, Individually Metered
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range, For Gas Oven, For Electric Dryer, Washer Hookup

Financial

Annual Tax $8,233
Assessed Value $954,000
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures Delivered Vacant.
Possession None
Accepted Financing None
Structure Type []
House Color white
Sq Ft Source Other
Sq Ft Disclosures matterport floorplan
Documents None
County Middlesex
Total market time (incl. prior listings) 6 days

Property Overview

Property Type
Multi Family
Listing Type
For Sale
Year Built
1910
Bedrooms
6
Full Bathrooms
3
Living Area
2,355 sq ft
Total Rooms
13
Stories
4
Levels
4

Floor Layout

Interior Features

Flooring: Vinyl, Carpet, Varies, Laminate, Hardwood
Appliances: Range
Interior Features: Bathroom With Tub & Shower, Bathroom with Shower Stall, Living Room, Dining Room, Kitchen
Windows:
Basement: Full, Interior Entry, Dirt Floor
Laundry: Washer Hookup, Dryer Hookup, Washer & Dryer Hookup, Electric Dryer Hookup
Security:

Construction & Materials

Year Built: 1910
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Stone
Stories: 4

Heating, Cooling & Utilities

Heating: Forced Air, Natural Gas
Heating Zones: 2
Cooling:
Hot Water: Natural Gas
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Garden
Patio & Porch: Enclosed, Deck
Fencing: Fenced/Enclosed, Fenced
Other Structures:
Lot Features: Level
Road Surface: Paved

Parking & Garage

Total Parking Spaces: 4
Parking Features: Paved Drive, Off Street, Tandem, Paved
School District
Medford School District local
B+
School Safety 2024-25
1.0% Low
0.8% Suspensions 0.1% In-School 0.2% Emergency
4.5% below state avg
E

Elementary Schools

6 schools
St. Joseph Elementary School
1.2 mi
Grades PK-08
St. Raphael Elementary School
1.8 mi
Grades PK-08
B+
Missituk Elementary School
0.5 mi | #300 of 824 | Score: 50.8
Improved 77 spots from last year
-7.4 below state avg
418 students Diverse
Rising School Diverse Student Body
Grades PK-05
B-
John J McGlynn Elementary School
0.9 mi | #422 of 824 | Score: 47.1
Improved 242 spots from last year
-11.1 below state avg
505 students Very Diverse
Rising School Diverse Student Body
Grades PK-05
B
Milton Fuller Roberts School
1.5 mi | #353 of 824 | Score: 49.1
Improved 194 spots from last year
-9.1 below state avg
586 students Diverse
Rising School Diverse Student Body
Grades PK-05
A+
Brooks School
1.6 mi | #2 of 12 | Score: 59.7
Improved 135 spots from last year
+1.5 above state avg
556 students Moderate
Rising School
Grades PK-05
M

Middle Schools

2 schools
B+
Madeleine Dugger Andrews Middle School
1.0 mi | #128 of 352 | Score: 46.6
Improved 32 spots from last year
-11.6 below state avg
435 students Diverse
Rising School
Grades 06-08
B-
John J. McGlynn Middle School
1.5 mi | #206 of 352 | Score: 40.2
Improved 30 spots from last year
-18.1 below state avg
464 students Diverse
Rising School Diverse Student Body
Grades 06-08
H

High Schools

2 schools
A-
Medford High School
2.1 mi | #94 of 346 | Score: 60.6
Improved 24 spots from last year
+2.3 above state avg
1,195 students Diverse
19 sports • 1,212 athletes
Strong AP Program Rising School Career Tech Programs College Ready Curriculum
Grades PK-12
Curtis-Tufts School
0.2 mi
11 students Diverse
Diverse Student Body
Grades 09-12
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Including down payment
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $686
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

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

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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.

Location

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Neighborhood

33 Winchester St, Medford MA 02155

Medford, MA 02155

Listing Information

Listing Agent Catallo Team
Listing Office Realty ONE Group Cosmopolitan
Office Phone 781-219-3200
Agent MLS ID TM316490
Office MLS ID AN6811
Listing Data Updated Jun 23, 2026 12:58 PM EDT
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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