101 Chestnut Street, Boston, MA 02108
View Map
$3,499,950
2 Beds
3 Baths
2500 SQFT
Acres: N/A
$3,610 HOA

Property Description

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.

Property Details tap to expand

Amenities

  • Amenities: Bike Path, Highway Access, Medical Facility, Other (See Remarks), Park, Public Transportation, Shopping, Tennis Court, Walk/Jog Trails
  • Association Fee Includes: Elevator, Exercise Room, Exterior Maintenance, Extra Storage, Garden Area, Hot Water, Landscaping, Laundry Facilities, Master Insurance, Refuse Removal, Reserve Funds, Sewer, Snow Removal, Water

Kitchen, Dining, and Appliances

  • Kitchen Dimensions: 16X14
  • Kitchen Level: Second Floor
  • Dishwasher, Disposal, Dryer, Freezer, Range, Refrigerator, Washer
  • Dining Room Dimensions: 22X22
  • Dining Room Level: Second Floor

Bathrooms

  • Full Baths: 3
  • Master Bath: 1

Bedrooms

  • Bedrooms: 2
  • Master Bedroom Dimensions: 18X22
  • Master Bedroom Level: Second Floor
  • Master Bedroom Features: Fireplace
  • Bedroom 2 Dimensions: 15X14
  • Bedroom 2 Level: Second Floor

Other Rooms

  • Total Rooms: 6
  • Living Room Dimensions: 22X22
  • Living Room Level: Second Floor
  • Living Room Features: Fireplace

Utilities

  • Heating: Central Heat
  • Cooling: Central Air
  • Water: City/Town Water
  • Sewer: City/Town Sewer

Unit Features

  • Square Feet: 2500
  • Unit Building: E
  • Unit Level: 2
  • Unit Placement: Front
  • Security: Concierge
  • Floors: 1
  • Pets Allowed: Yes
  • Fireplaces: 3
  • Accessability Features: Unknown

Condo Complex Information

  • Condo Type: Co-op
  • Complex Complete: Yes
  • Number of Units: 18
  • Number of Units Owner Occupied: 18
  • Elevator: Yes
  • Condo Association: U
  • HOA Fee: $3,610
  • Fee Interval: Monthly
  • Management: Professional - Off Site

Construction

  • Year Built: 1918
  • Style: Mid-Rise
  • Construction Type: Brick, Other (See Remarks)
  • Roof Material: Other (See Remarks), Rubber
  • Flooring Type: Wood
  • Lead Paint: Unknown
  • Warranty: No

Exterior & Grounds

  • Exterior Features: Deck - Roof
  • Pool: No

Other Information

  • MLS ID# 73576624
  • Last Updated: 09/14/26

Property History tap to expand

Date Event Price Price/Sq Ft Source
09/14/2026New$3,499,950$1,400MLSPIN
09/14/2026New$3,499,000$1,400MLSPIN
06/26/2026Canceled$3,595,000$1,438MLSPIN
05/13/2026Active$3,595,000$1,438MLSPIN
05/09/2026Price Change$3,595,000$1,438MLSPIN
04/14/2026Active$3,750,000$1,500MLSPIN
04/10/2026New$3,750,000$1,500MLSPIN
12/01/2025Expired$3,999,999$1,600MLSPIN
11/30/2025Temporarily Withdrawn$3,999,999$1,600MLSPIN
11/03/2025Active$3,999,999$1,600MLSPIN
10/30/2025Extended$3,999,999$1,600MLSPIN
10/04/2025Active$3,999,999$1,600MLSPIN
09/30/2025Price Change$3,999,999$1,600MLSPIN
07/23/2025Sold$7,900,000$2,633MLSPIN
05/31/2025Active$4,295,000$1,718MLSPIN
05/27/2025Price Change$4,295,000$1,718MLSPIN
04/27/2025Active$4,525,000$1,810MLSPIN
04/23/2025New$4,525,000$1,810MLSPIN
04/23/2025Under Agreement$7,900,000$2,633MLSPIN
04/13/2025Contingent$7,900,000$2,633MLSPIN
04/10/2025New$7,900,000$2,633MLSPIN
01/15/2010Active$1,450,000$967MLSPIN
01/15/2010Active$1,695,000$1,130MLSPIN

Mortgage Calculator

View Breakdown

Map

Seller's Representative: Rebecca Davis Tulman and Leslie Singleton Adam, Gibson Sotheby's International Realty
Sub Agent Compensation: n/a
Buyer Agent Compensation: n/a
Facilitator Compensation: n/a
Compensation Based On: n/a
Sub-Agency Relationship Offered: No

© 2026 MLS Property Information Network, Inc.. All rights reserved.

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.

MLS PIN data last updated at 2026-09-14 11:22:00

Related Properties