32 Chestnut St, #2, Boston, MA 02108

$2,800,000 - Beacon Hill

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Incredible rare opportunity on upper Chestnut Street, this distinguished Beacon Hill residence is on the market for the first time in over 50 years allowing for personalization and restoration at a truly iconic location. Rich in period detail, the unit features 3 living levels, multiple fireplaces, box windows, and abundant natural light. Double etched-glass doors open to the gracious entry foyer and staircase which lead to beautifully proportioned rooms. The first level features living & dining rooms w/ marble fireplaces and Chestnut St views. The upper two floors offer 4+ bedrooms and 2 full baths and spectacular sunlight. The top floor features a full staircase to the roof with sweeping city views (a new slate and rubber roof in 2024 temporarily replaced the deck). Additional common storage in the bldg’s lower level. A timeless Beacon Hill gem ready for its next chapter.

— MLSPIN #: 73454938

Map of 32 Chestnut St, #2, Boston, MA 02108

Open Houses
Start Time: End Time: Comments:
11-15-2025 11:30 AM 11-15-2025 01:00 PM
11-16-2025 12:00 PM 11-16-2025 01:30 PM
32 Chestnut St, #2, Beacon Hill, Boston, MA 02108
32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108
32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108
32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108
32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108
32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108
32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108 32 Chestnut St, #2, Beacon Hill, Boston, MA 02108
List Price:$2,800,000
Status:New
MLS ID:73454938
Town:Boston
Neighborhood:Beacon Hill
County:Suffolk
Zip:02108
Property Type:Residential
Property Sub Type:Condominium
Bedrooms:4
Full Baths:2
Living Area:2,740 sqft
Acres:0.06
Taxes:25,227
Cooling:Window Unit(s)
Flooring:Hardwood
Heating:Baseboard
Parking Features:Off Street
Status:Active
Water Source:Public
Year Built:1821
Roof:Slate, Rubber
Directions:Near the intersection of Chestnut St and Spruce Streets
Construction Materials:Brick
Fireplace Features:Dining Room, Living Room, Master Bedroom, Bedroom
Listing Contract Date:2025-11-14
Cooling?:Yes
Fireplace?:Yes
Heating?:Yes
Lot Size Area:0.06
Lot Size Square Feet:2,815
Fireplaces Total:4
Rooms Total:8
Bathrooms Total Integer:2
Basement:Y
Building Area Source:Public Records
Building Area Total:2,740
Community Features:Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Conservation Area, Highway Access, House of Worship, T-Station, University
Exterior Features:Deck - Roof
Interior Features:Closet, Entrance Foyer
Living Area Units:Square Feet
Lot Size Units:Acres
Number Of Units Total:2
Parcel Number:W:05 P:01460 S:004, 1278281
Patio And Porch Features:Deck - Roof
Sewer:Public Sewer
Structure Type:Townhouse
Zoning:CD
Stories Total:3
Year Built Source:Owner
Disclosures:Please ask about Unit #1, which includes a covered garage and garden. New roof 2024. Chimney rebuilt in 2025.
Entry Level:2
Entry Location:Unit Placement(Upper)
Farm Land Area Units:Square Feet
Listing Agreement:Exclusive Right To Sell
Complex Complete:Yes
Disclosure:No
Dpr Flag:No
Lead Paint:Unknown
Listing Alert:No
List Price Per Sqft:$1,021.90
Management:No Management
Opt Fee Includes:Water, Sewer, Master Insurance
Page:0
Price Per Sqft:$1,021.90
Square Feet Disclosures:2, 815 Roof deck removed for installation of new roof. Potential to rebuild.
Square Feet Incl Base:No
Unit Building:2
Year Round:Yes
Original List Price:$2,800,000
Pets Allowed:Yes
Room Bathroom1 Area:64.6
Room Bathroom1 Features:Bathroom - Half
Room Bathroom1 Length:9.5
Room Bathroom1 Level:Second
Room Bathroom1 Width:6.8
Room Bathroom2 Area:110.16
Room Bathroom2 Features:Bathroom - Full
Room Bathroom2 Length:10.2
Room Bathroom2 Level:Third
Room Bathroom2 Width:10.8
Room Bathroom3 Area:86.49
Room Bathroom3 Length:9.3
Room Bathroom3 Level:Fourth Floor
Room Bathroom3 Width:9.3
Room Bedroom2 Area:239.913
Room Bedroom2 Features:Closet, Flooring - Hardwood
Room Bedroom2 Length:13.11
Room Bedroom2 Level:Third
Room Bedroom2 Width:18.3
Room Bedroom3 Area:184.721999999
Room Bedroom3 Features:Closet, Flooring - Hardwood, Window(s) - Bay/Bow/Box
Room Bedroom3 Length:10.2
Room Bedroom3 Level:Third
Room Bedroom3 Width:18.11
Room Bedroom4 Area:327.63
Room Bedroom4 Features:Skylight, Closet, Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Bay/Bow/Box
Room Bedroom4 Length:20.1
Room Bedroom4 Level:Fourth Floor
Room Bedroom4 Width:16.3
Room Bedroom5 Area:159.119999999
Room Bedroom5 Features:Closet, Flooring - Hardwood
Room Bedroom5 Length:11.7
Room Bedroom5 Level:Fourth Floor
Room Bedroom5 Width:13.6
Room Dining Room Area:$285.12
Room Dining Room Features:Closet, Closet/Cabinets - Custom Built, Flooring - Hardwood
Room Dining Room Length:16.2
Room Dining Room Level:Second
Room Dining Room Width:17.6
Room Kitchen Area:111.519999999
Room Kitchen Features:Window(s) - Bay/Bow/Box
Room Kitchen Length:16.4
Room Kitchen Level:Second
Room Kitchen Width:6.8
Room Living Room Area:347.679999999
Room Living Room Features:Closet/Cabinets - Custom Built, Flooring - Hardwood
Room Living Room Length:16.4
Room Living Room Level:Second
Room Living Room Width:21.2
Room Master Bedroom Area:203.13
Room Master Bedroom Features:Closet, Flooring - Hardwood
Room Master Bedroom Length:11.1
Room Master Bedroom Level:Third
Room Master Bedroom Width:18.3
Tax Assessed Value:$2,178,500
Tax Year:2025
Year Built Details:Actual
Waterview Flag:No
Outdoor Space Available:Yes - Private

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MLS Property Information Network, Inc. data last updated on November 15, 2025 08:23 AM

Property Last Updated: November 14, 2025 01:36 PM

Listing Courtesy of: Gibson Sotheby's International Realty
Listing Agent: Rebecca Davis Tulman and Leslie Singleton Adam