For sale

$3,499,950

101 Chestnut St APT E, Boston, MA 02108

2beds

2,500sqft

$23,650/mo

Get pre-qualified

Stock Cooperative

Built in 1918

-- sqft lot

$-- Zestimate^®

$1,400/sqft

$3,610/mo HOA

What's special

Well-appointed kitchenEn suite bathExceptional closet spaceSouth-facing primary suiteElegant courtyardCourtyard views

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.

22 days
609
24

Likely to sell faster than

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 2
Bathrooms: 3
Full bathrooms: 3

Primary bedroom

Level: Second
Area: 396
Dimensions: 18 x 22

Bedroom 2

Level: Second
Area: 210
Dimensions: 15 x 14

Primary bathroom

Features: Yes

Dining room

Level: Second
Area: 484
Dimensions: 22 x 22

Kitchen

Level: Second
Area: 224
Dimensions: 16 x 14

Living room

Level: Second
Area: 484
Dimensions: 22 x 22

Heating

Central

Cooling

Central Air

Appliances

Included: Range, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer

Features

Study
Flooring: Wood
Has basement: No
Number of fireplaces: 3
Fireplace features: Kitchen, Living Room, Master Bedroom

Interior area

Total structure area: 2,500
Total interior livable area: 2,500 sqft
Finished area above ground: 2,500

Property

Features

Entry location: Unit Placement(Front)
Patio & porch: Deck - Roof
Exterior features: Deck - Roof

Details

Parcel number: 3353906
Zoning: Res

Construction

Type & style

Home type: Cooperative
Property subtype: Stock Cooperative
Attached to another structure: Yes

Materials

Brick, See Remarks
Roof: Rubber,Other

Condition

Year built: 1918

Utilities & green energy

Sewer: Public Sewer
Water: Public

Community & HOA

Community

Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Highway Access, Other
Security: Concierge

HOA

Amenities included: Hot Water, Laundry, Elevator(s), Fitness Center, Storage, Garden Area
Services included: Water, Sewer, Insurance, Maintenance Structure, Maintenance Grounds, Snow Removal, Trash, Reserve Funds
HOA fee: $3,610 monthly

Location

Region: Boston

Financial & listing details

Price per square foot: $1,400/sqft
Date on market: 9/14/2026
Exclusions: Fireplace Mantel In Living Room Is Excluded.

Estimated market value

Not available

Estimated sales range

Not available

Price history

Date	Event	Price
9/14/2026	Listed for sale	$3,499,950-2.6%$1,400/sqft
Source: MLS PIN #73576624 Report a problem
6/26/2026	Listing removed	$3,595,000$1,438/sqft
Source: MLS PIN #73499714 Report a problem
5/9/2026	Price change	$3,595,000-4.1%$1,438/sqft
Source: MLS PIN #73499714 Report a problem
4/10/2026	Listed for sale	$3,750,000-6.2%$1,500/sqft
Source: MLS PIN #73499714 Report a problem
12/1/2025	Listing removed	$3,999,999$1,600/sqft
Source: MLS PIN #73363206 Report a problem
9/30/2025	Price change	$3,999,999-6.9%$1,600/sqft
Source: MLS PIN #73363206 Report a problem
5/27/2025	Price change	$4,295,000-5.1%$1,718/sqft
Source: MLS PIN #73363206 Report a problem
4/23/2025	Listed for sale	$4,525,000+235.2%$1,810/sqft
Source: MLS PIN #73363206 Report a problem
8/2/2004	Sold	$1,350,000$540/sqft
Source: LINK #42040 Report a problem