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/mo
3
Beds
2
Baths
1,136
Sq Ft
99,999
Lot Sq Ft
Apartment
Type
41
Days on Market
Lease Pending Listed May 5, 2026 • MLS# 73512885 Copied! • Updated Jun 16, 2026

Track this home for price, status, and open-house alerts.

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.

Property History

Market Insights

Property Timeline

⏳
Lease Pending
Jun 16, 2026
Lease pending
🏠
Listed for Rent
May 5, 2026
$5,500
Original listing
Agent: 617Living Office: Compass

Tax History

Year Taxes Assessment
Tax history not available

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

Rental Details

Available Jun 1, 2026
Lease Term Term of Rental(12-15)
Rent Includes Water, Sewer, Trash Collection
Security Deposit $1,000
Required DepositReferencesInsurance
Pets No
Pet Policy No Pets
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
Construction None
Architecture None
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None
Features None

Utilities

Electric None
Water None
Sewer None
Gas None
Other None

Building & Pet Policy

Fee Includes None
Amenities None
Optional Fee Includes None
Possession None
Accepted Financing None
Structure Type []
Unit/Building 202
Sq Ft Source Unit Floor Plan
Documents None
County Suffolk
Total market time (incl. prior listings) 42 days

Property Overview

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

Floor Layout

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:
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

Location

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Neighborhood

Midtown

44 Winter St. # 202, Boston MA 02108

Boston, MA 02108

Listing Information

Listing Agent 617Living
Listing Office Compass
Office Phone 617-206-3333
Agent MLS ID TM311911
Office MLS ID AN2383
Listing Data Updated Jun 16, 2026 2:35 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

Contact Us

Steve Novak Real Estate
Steve Novak Real Estate
mail@steve-novak.com
Ask about this property — free, no obligation.

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