
101 Chestnut Street #E Boston — Photo 1 of 23
$3,499,950
101 Chestnut Street #E, Boston, MA 02108
Boston, MA 02108 — Beacon Hill
Beds
2
Baths
3
SqFt
2,500
Style
Stock Cooperative
Built
1918
Set within one of Beacon Hill’s most distinguished buildings, 101 Chestnut Street is celebrated for its gracious architecture, elegant courtyard and exceptional service. Unit E offers approximately 2,500 sq. ft. of expansive single-floor living with 2 bedrooms plus a library/office/guest room and 3 full baths. At the heart of the residence is an impressive 22' × 22' living and dining room, offering exceptional scale for both entertaining and everyday living. Desirable corner exposure brings natural light throughout, while the south-facing primary suite features generous proportions, an en suite bath and exceptional closet space. A separate guest wing provides wonderful privacy with a second bedroom, full bath and flexible library/office/guest room with an additional bath. Courtyard views, a well-appointed kitchen, concierge service, beautifully landscaped common roof deck and private storage complete this gracious Beacon Hill residence.
Market Value Analysis
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Boston, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Range • Dishwasher • Disposal • Refrigerator • Freezer • Washer • Dryer
Neighborhood
Public Transportation • Shopping • Tennis Court(s) • Park • Walk/Jog Trails • Medical Facility
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl Second22 x 22
Dining Room
Lvl Second22 x 22
Kitchen
Lvl Second16 x 14
Primary Bedroom
Lvl Second18 x 22
Bedroom 2
Lvl Second15 x 14
Property History
$3,499,950
Was $3,499,000
Sep 14, 2026
MLS® 73576624
$3,499,950
Sep 14, 2026
MLS® 73576624
$3,595,000
Jun 26, 2026
MLS® 73499714
$3,595,000
Apr 10, 2026
MLS® 73499714
$3,999,999
Nov 30, 2025
MLS® 73363206
$3,999,999
Apr 23, 2025
MLS® 73363206
Population
3,794
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$213K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
49.4%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Suffolk County
2,337 housing units permitted in the last 12 months (+13% vs the prior 12 months) — 2,062 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jul '26)
Listing Agent: Rebecca Davis Tulman And Leslie Singleton Adam
Listing Office: Gibson Sotheby's International Realty
MLS® Number: 73576624
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