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44 Winter St. # 202, Boston MA 02108 - Preview 1 44 Winter St. # 202, Boston MA 02108 - Preview 2 44 Winter St. # 202, Boston MA 02108 - Preview 3 44 Winter St. # 202, Boston MA 02108 - Preview 4 44 Winter St. # 202, Boston MA 02108 - Preview 5 44 Winter St. # 202, Boston MA 02108 - Preview 6 44 Winter St. # 202, Boston MA 02108 - Preview 7
44 Winter St. # 202, Boston MA 02108 - Preview 1 44 Winter St. # 202, Boston MA 02108 - Preview 2 44 Winter St. # 202, Boston MA 02108 - Preview 3 44 Winter St. # 202, Boston MA 02108 - Preview 4 44 Winter St. # 202, Boston MA 02108 - Preview 5 44 Winter St. # 202, Boston MA 02108 - Preview 6 44 Winter St. # 202, Boston MA 02108 - Preview 7

44 Winter St. # 202, Boston MA 02108

Boston, MA 02108 • Midtown
$5,500
Est. $228/month
3
Beds
2
Baths
1,136
Sq Ft
$5
Price/Sq Ft
99,999
Lot Sq Ft
Apartment
Type
35
Days on Market
Active Listed May 5, 2026 • MLS# 73512885 Copied!

About this home

DOWNTOWN BOSTON LOFT | AVAIL JUNE 1 -- Few apartments in Boston carry this kind of character. This three-bedroom, two-bath loft sits at the center of everything with Boston Common, the Financial District, Suffolk University, and Emerson College all right outside your door. Industrial vaulted ceilings, exposed brick, and ductwork tell the story of a building rich in history, thoughtfully restored for the way people live today. The open kitchen with stainless steel appliances flows into a generous living space, with wood flooring running throughout. Two full bathrooms, central A/C, and laundry on every floor keep daily life running smoothly. The third bedroom is interior, ideal for anyone whose schedule runs on night shifts or late hours. Elevator building. Tenant is responsible for gas, electricity, and WiFi. Nearby garage parking options are available.

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Public Records

Current Owner

Owner FORTY FOUR-46 WINTER ST LLC MASS LLC
Mailing Address 585 MASS AVE, CAMBRIDGE, MA, 02139

Land Use

Use Code 013
Description N/A
Style APT 7-30 UNITS

Tax Information

Assessed Value $11,484,600

Assessment History

Year Land Building Total Change
FY2023 $2,032,200 $9,452,400 $11,484,600 —

Sale History

Date Price Book/Page
Dec 5, 2000 $2,600,000 25630/250

Building Permit History

Issued Type / Work Status Value
Mar 5, 2025 Certificate of Occupancy
CHGOCC
Change Occupancy
Permit #COO1694554 		Closed —
Apr 16, 2024 Long Form/Alteration Permit
CHGOCC
Change Occupancy
Permit #ALT1446059 		Closed —
Dec 14, 2021 Electrical Permit
ELECTRICAL
Electrical
Permit #E1273836 		Closed $5,000
Nov 19, 2021 Short Form Bldg Permit
INTREN
Renovations - Interior NSC
Permit #SF1270806 		Open $148,000
Nov 17, 2021 Short Form Bldg Permit
EXTREN
Renovations - Exterior
Permit #SF1262749 		Open $65,000
Data: City of Boston Open Data (Analyze Boston)

Municipal Context: BOSTON

Property Data Comparison

Discrepancies found between MLS and assessor records.

Field Assessor MLS Match
Sqft 16,020 1,136 ✗
Match: geocode_proximity (89.7% confidence) · Data as of Jun 1, 2026

Property Overview

Property Type
Apartment
Listing Type
For Rent
Bedrooms
3
Full Bathrooms
2
Living Area
1,136 sq ft
Total Rooms
5
Entry Level
2

Facts & Features

Home Facts

Type Residential Lease
Style Apartment
Living Area 1,136 sq ft
Lot Size 99,999 sq ft
Bedrooms 3
Full Baths 2
Total Rooms 5

Interior

Heating None
Cooling None
Flooring None
Appliances Freezer, Energy Star Qualified Refrigerator, Energy Star Qualified Dishwasher, Oven
Fireplace None
Basement None
Laundry Common Area, In Building
Features None

Exterior

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

Parking

Features None

Utilities

Electric None
Water None
Sewer None
Gas None
Other None

Financial

No financial details available

Interior Features

Flooring:
Appliances: Freezer, ENERGY STAR Qualified Refrigerator, ENERGY STAR Qualified Dishwasher, Oven
Interior Features:
Windows:
Basement:
Laundry: Common Area, In Building
Security:

Construction & Materials

Structure Type:
Exterior Materials:
Roof:
Foundation:

Heating, Cooling & Utilities

Heating:
Cooling:
Hot Water:
Water Source:
Sewer:
Energy Features:

Exterior & Lot

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

Parking & Garage

Parking Features:

Location

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Neighborhood

Midtown

44 Winter St. # 202, Boston MA 02108

Boston, MA 02108

Walkability

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Nearby Schools

School District
Boston School District local
C-
🎓 Where Graduates Go Class of 2021
52% attend college
38% 4-Year 14% 2-Year 7% Out of State 7% Working
⚠ School Safety 2024-25
3.7% Above Average
3.2% Suspensions 0.3% In-School 0.5% Emergency
↓ 1.8% below state avg
E

Elementary Schools

10 schools
Park Street School
0.5 mi
Grades K-07
Advent School
0.5 mi
Grades K-06
St. John Elementary School
0.7 mi
Grades PK-08
The Learning Project
0.8 mi
Grades K-06
A
Eliot K-8 Innovation School
0.8 mi | #48 of 352 | Score: 57.2
Improved 2 spots from last year
-1.1 below state avg
784 students Diverse
Strong Attendance
Grades PK-08
D
Melvin H. King South End Academy
1.0 mi | #24 of 25 | Score: 20.2
Improved 363 spots from last year
-38.1 below state avg
125 students Diverse
Rising School Diverse Student Body
Grades PK-12
Kingsley Montessori School
1.1 mi
Grades PK-06
F
Blackstone Elementary School
1.1 mi | #809 of 824 | Score: 26.3
Improved 12 spots from last year
-31.9 below state avg
582 students Moderate
Grades PK-06
F
Condon K-8 School
1.3 mi | #345 of 352 | Score: 24.6
Improved 13 spots from last year
-33.6 below state avg
518 students Diverse
Diverse Student Body
Grades PK-08
C
Hurley K-8 School
1.4 mi | #258 of 352 | Score: 35.8
Dropped 23 spots from last year
-22.4 below state avg
335 students Moderate
Grades PK-08
M

Middle Schools

10 schools
Middle School Academy
1.7 mi
F
Higginson/Lewis K-8 School
2.7 mi | #349 of 352 | Score: 23.6
Improved 3 spots from last year
-34.6 below state avg
213 students Diverse
Grades 03-08
Nativity Prep School
3.1 mi
Grades 05-08
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
3.1 mi | #4 of 16 | Score: 41.9
Improved 187 spots from last year
-16.3 below state avg
1,126 students Diverse
Rising School College Ready Curriculum
Grades 05-08
Dearborn Middle School
3.5 mi
Mother Caroline Academy
3.5 mi
Grades 05-08
Epiphany School
4.4 mi
Grades 05-08
C
Ohrenberger School
7.9 mi | #265 of 352 | Score: 34.9
Improved 20 spots from last year
-23.3 below state avg
477 students Diverse
Rising School Diverse Student Body
Grades 03-08
Edwards Middle
1.6 mi
UP Academy
1.7 mi
H

High Schools

10 schools
C
Quincy Upper School
0.6 mi | #268 of 346 | Score: 44.6
Improved 4 spots from last year
-13.6 below state avg
557 students Very Diverse
12 sports • 208 athletes
High Graduation Rate Diverse Student Body
Grades 06-12
Newman School
1.1 mi
Grades 07-12
Cathedral High School
1.1 mi
9 sports • 430 athletes
Grades 07-12
D
Charlestown High School
1.7 mi | #322 of 346 | Score: 31.0
Improved 49 spots from last year
-27.2 below state avg
754 students Diverse
11 sports • 488 athletes
Early College Program Rising School
Grades 07-12
C-
East Boston High School
2.2 mi | #305 of 346 | Score: 37.3
Improved 31 spots from last year
-20.9 below state avg
1,252 students Less Diverse
14 sports • 584 athletes
Early College Program Rising School
Grades 07-12
A-
O'Bryant School of Math & Science
2.2 mi | #90 of 346 | Score: 61.1
Improved 94 spots from last year
+2.9 above state avg
1,509 students Very Diverse
High Graduation Rate Rising School College Ready Curriculum Diverse Student Body
Grades 07-12
B
Dearborn STEM Academy
2.3 mi | #13 of 25 | Score: 31.7
Improved 356 spots from last year
-26.6 below state avg
565 students Diverse
10 sports • 242 athletes
Early College Program Rising School
Grades 07-12
A+
Boston Latin School
2.4 mi | #19 of 346 | Score: 73.3
Improved 61 spots from last year
+15.1 above state avg
2,424 students Very Diverse
18 sports • 2,006 athletes
Strong AP Program High Graduation Rate Rising School Strong Athletics
Grades 07-12
C
Ruth Batson Academy
2.8 mi | #19 of 25 | Score: 27.6
Improved 346 spots from last year
-30.6 below state avg
604 students Diverse
8 sports • 128 athletes
Early College Program Rising School
Grades 07-12
A+
Boston Latin Academy
3.0 mi | #2 of 25 | Score: 63.9
Improved 214 spots from last year
+5.7 above state avg
1,693 students Very Diverse
17 sports • 1,298 athletes
High Graduation Rate Rising School Strong Athletics Diverse Student Body
Grades 07-12
Learn about these ratings
School data provided by BMN Schools

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Monthly Payment Breakdown

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Homeowners Insurance $200
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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.

Property History

Property Timeline

🏠
Listed for Sale
May 5, 2026
$5,500
Original listing
Agent: 617Living Office: Compass

Price & Status History

Date Event Price Change
May 5, 2026 New Listing Added $5,500 —

Market Statistics

Days on Market
35 days
Price per Sq Ft
$5

Tax History

Year Taxes Assessment
Tax history not available

Listing Information

Listing Agent 617Living
Listing Office Compass
Agent MLS ID TM311911
Office MLS ID AN2383
Listing Data Updated May 9, 2026 3:05 AM 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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44 Winter St. # 202, Boston MA 02108 - Photo 1 44 Winter St. # 202, Boston MA 02108 - Photo 2 44 Winter St. # 202, Boston MA 02108 - Photo 3 44 Winter St. # 202, Boston MA 02108 - Photo 4 44 Winter St. # 202, Boston MA 02108 - Photo 5 44 Winter St. # 202, Boston MA 02108 - Photo 6 44 Winter St. # 202, Boston MA 02108 - Photo 7
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BMN Boston Real Estate

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