337 W 2nd St # 17, Boston MA 02127

Boston, MA 02127
$1,075,000
Est. $6,986/month
Estimate assumptions

20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.

Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.

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2
Beds
2
Baths
1,471
Sq Ft
$731
Price/Sq Ft
0.03
Acres
2004
Year Built
3
Garage Spaces
9 hours 51 minutes
Time on Market
For Sale Listed Sep 29, 2026 • MLS# 73583999 Copied! • Updated Sep 29, 2026

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About this home

Perched atop the boutique, 24-unit Trolley House, Penthouse 17 offers a rare blend of architectural character and expansive volume. Spanning 1,471 square feet, this residence has been thoughtfully reimagined from its original two-bedroom layout into a sophisticated, loft-like sanctuary. The space is defined by an effortless, airy flow and soaring walls of windows that bathe every corner in natural light. While currently curated for open-concept living, the floor plan remains flexible and can easily be transitioned back to a two-bedroom configuration to suit your needs. The heart of the home is anchored by a striking wood-clad feature wall, which houses a cozy fireplace and serves as a stylish partition between the sleek kitchen and the living area. A dedicated dining area provides a proper setting for hosting, while the oversized foyer and generous coat closet offer the kind of storage and furniture space rarely found in urban dwellings. The primary suite is a true retreat, featuring an integrated office annex for seamless remote work and a private ensuite bathroom. A second full bathroom serves the main living area, ensuring convenience for guests and residents alike.Modern comfort is a priority here, with the addition of central AC providing effortless climate control throughout the seasons. Beyond the interior, this penthouse includes coveted roof rights, offering the potential to create a private outdoor oasis. The property also boasts an exceptional parking arrangement with three garage spaces. Two of these spaces are fully enclosed, providing a versatile footprint for a private gym, a creative studio, or workshop.Conveniently located, the Trolley House offers effortless access to the best of the city. The vibrant dining scenes of the South End and Seaport, local entertainment, the beach, and major highway routes are all nearby. This is a singular opportunity to own a home that balances a chic aesthetics with unparalleled utility and a premier location.

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Property History

Property Timeline

🏠
Listed for Sale
Sep 29, 2026
$1,075,000
Original listing
Agent: Dana Schaefer Office: Compass

Tax History

Year Taxes Assessment
2026 $9,508 $1,111,300

Financial Details

Annual Property Tax
$9,508
Tax Year 2026
HOA Fee
$558
Monthly
Assessed Value
$1,111,300

Facts & Features

3 Car Garage
Central AC

Home Facts

Type Residential
Style Condominium
Year Built 2004
Living Area 1,471 sq ft
Lot Size 0.03 acres
Stories 1
Bedrooms 2
Full Baths 2
Total Rooms 5

Interior

Heating Forced Air
Cooling Central Air
Flooring None
Appliances Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer
Fireplace None
Fireplaces 1
Basement N
Laundry In Unit
Features None

Exterior

Construction None
Architecture None
Roof Rubber
Features Deck - Roof + Access Rights
Pool None
Spa None
Fencing None
Patio/Porch Deck - Roof + Access Rights
Garage Spaces 3
Has Garage Yes
Features Attached, Garage Door Opener, Storage
Total Spaces 3
Electric None
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range
Annual Tax $9,508
Assessed Value $1,111,300

HOA & Community

HOA Fee $558 Monthly
Fee Includes Water, Sewer, Insurance
Amenities None
Optional Fee Includes None
Pets Yes
Lead Paint None
Seller Disclosures There Is Common Outdoor Space With Potential For Private Outdoor Space- Unit Comes With Roof Rights
Possession None
Accepted Financing None
Structure Type ["Low-Rise"]
Unit/Building 17
Sq Ft Source Master Deed
Documents None
County Suffolk

Property Overview

Property Type
Condominium
Listing Type
For Sale
Year Built
2004
Bedrooms
2
Full Bathrooms
2
Living Area
1,471 sq ft
Total Rooms
5
Stories
1
Entry Level
4

Floor Layout

Interior Features

Flooring:
Appliances: Range, Dishwasher, Disposal, Refrigerator, Washer, Dryer
Interior Features:
Windows:
Basement: N
Laundry: In Unit
Security: Intercom

Construction & Materials

Year Built: 2004
Structure Type: Low-Rise
Exterior Materials:
Roof: Rubber
Foundation:
Stories: 1

Heating, Cooling & Utilities

Heating: Forced Air
Heating Zones: 1
Cooling: Central Air
Cooling Zones: 1
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Deck - Roof + Access Rights
Patio & Porch: Deck - Roof + Access Rights
Fencing:
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Garage Spaces: 3
Garage Type: Attached
Total Parking Spaces: 3
Parking Features: Attached, Garage Door Opener, Storage

Special Features

Fireplaces: 1
Fireplace Type:
Community Amenities: Public Transportation, Shopping, Highway Access, T-Station
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
St. Peter Academy School
0.2 mi
Grades PK-08
F
Condon K-8 School
0.3 mi | #347 of 352 | Score: 24.2
Improved 11 spots from last year
-34 below state avg
448 students Diverse
Diverse Student Body
Grades PK-08
F
Tynan Elementary School
0.5 mi | #819 of 825 | Score: 24.7
Dropped 97 spots from last year
-33.5 below state avg
218 students Diverse
Diverse Student Body
Grades PK-06
B
Excel Academy Charter School
1.1 mi | #149 of 346 | Score: 56.4
Improved 166 spots from last year
-1.9 below state avg
1,376 students Moderate
High Graduation Rate Rising School
Grades 05-12
F
Clap Elementary School
1.2 mi | #811 of 825 | Score: 25.6
Dropped 26 spots from last year
-32.6 below state avg
144 students Diverse
Diverse Student Body
Grades PK-06
F
Blackstone Elementary School
1.3 mi | #808 of 825 | Score: 26.2
Improved 13 spots from last year
-32 below state avg
572 students Moderate
Grades PK-06
Saint John Paul II Academy - Columbia
1.4 mi
Grades PK-08
B
Boston Collegiate Charter School
1.4 mi | #154 of 346 | Score: 55.7
Improved 44 spots from last year
-2.5 below state avg
688 students Diverse
High Graduation Rate Rising School College Ready Curriculum Diverse Student Body
Grades 05-12
D
Melvin H. King South End Academy
1.4 mi | #24 of 25 | Score: 20.4
Improved 363 spots from last year
-37.8 below state avg
80 students Diverse
Rising School
Grades PK-12
D
Dever Elementary School
1.5 mi | #768 of 825 | Score: 31.1
Improved 40 spots from last year
-27.1 below state avg
279 students Diverse
Rising School
Grades K-06
M

Middle Schools

10 schools
Middle School Academy
0.4 mi
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
2.3 mi | #4 of 16 | Score: 42.5
Improved 187 spots from last year
-15.7 below state avg
1,225 students Diverse
Rising School College Ready Curriculum
Grades 05-08
F
Higginson/Lewis K-8 School
2.4 mi | #349 of 352 | Score: 23.2
Improved 3 spots from last year
-35 below state avg
246 students Diverse
Grades 03-08
Dearborn Middle School
2.8 mi
Mother Caroline Academy
2.9 mi
Grades 05-08
Nativity Prep School
3.0 mi
Grades 05-08
Epiphany School
3.3 mi
Grades 05-08
C
Ohrenberger School
7.5 mi | #266 of 352 | Score: 35.0
Improved 19 spots from last year
-23.2 below state avg
458 students Diverse
Diverse Student Body
Grades 03-08
UP Academy
0.4 mi
McCormack Middle
1.4 mi
H

High Schools

10 schools
C
Quincy Upper School
1.1 mi | #279 of 346 | Score: 44.4
Dropped 7 spots from last year
-13.8 below state avg
575 students Very Diverse
12 sports • 208 athletes
Diverse Student Body
Grades 06-12
Cathedral High School
1.2 mi
9 sports • 430 athletes
Grades 07-12
C
Ruth Batson Academy
1.5 mi | #20 of 25 | Score: 29.1
Improved 345 spots from last year
-29.1 below state avg
584 students Diverse
8 sports • 128 athletes
Early College Program Rising School
Grades 07-12
B
Dearborn STEM Academy
1.9 mi | #13 of 25 | Score: 33.4
Improved 356 spots from last year
-24.8 below state avg
565 students Moderate
10 sports • 242 athletes
Early College Program Rising School
Grades 07-12
Newman School
2.0 mi
Grades 07-12
A-
O'Bryant School of Math & Science
2.3 mi | #90 of 346 | Score: 61.6
Improved 94 spots from last year
+3.4 above state avg
1,518 students Very Diverse
High Graduation Rate Rising School College Ready Curriculum Diverse Student Body
Grades 07-12
A+
Boston Latin Academy
2.5 mi | #2 of 25 | Score: 64.9
Improved 214 spots from last year
+6.7 above state avg
1,669 students Very Diverse
17 sports • 1,298 athletes
Strong AP Program High Graduation Rate Rising School Strong Athletics
Grades 07-12
A+
Boston Latin School
2.8 mi | #20 of 346 | Score: 73.7
Improved 60 spots from last year
+15.5 above state avg
2,382 students Very Diverse
18 sports • 2,006 athletes
Strong AP Program High Graduation Rate Rising School Strong Athletics
Grades 07-12
D
Charlestown High School
3.0 mi | #319 of 346 | Score: 32.9
Improved 52 spots from last year
-25.4 below state avg
646 students Diverse
11 sports • 488 athletes
Early College Program Rising School
Grades 07-12
C-
East Boston High School
3.0 mi | #300 of 346 | Score: 38.2
Improved 36 spots from last year
-20 below state avg
1,181 students Moderate
14 sports • 584 athletes
Early College Program Rising School
Grades 07-12
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $792
Homeowners Insurance $200
HOA Fee $558/mo
PMI (if <20% down) $0

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Neighborhood

337 W 2nd St # 17, Boston MA 02127

Boston, MA 02127

Listing Information

Listing Agent Dana Schaefer
Listing Office Compass
Office Phone 617-303-0067
Agent MLS ID NB110142
Office MLS ID AN2606
Listing Data Updated Sep 29, 2026 4:09 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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