One of the most notable buildings in all of Boston, 101 Chestnut Street in Beacon Hill is known for its incredibly gracious architecture. The elegant entry courtyard w/ fountain provides the perfect backdrop to this one of a kind residence that's both welcoming & distinguished. Unit E offers 2500 sqft of living space on one floor w/ 3 bedrooms, 3 bathrooms & graceful living/dining room w/ front facing Chestnut St views. The expansive space occupies a desirable corner exposure w/ courtyard views seen from the chef's kitchen & addt'l exposures throughout. The primary bedroom is generously proportioned & boasts South facing sun. A primary bathroom & oversized closet space offer incredible storage. A separate bedroom wing w/ 2 add'tl bedrooms & 2 bathrooms is on the West side of the unit & offer privacy. 101 Chestnut features a concierge, a beautifully landscaped common roofdeck & private storage closet complete this truly exceptional offering. Garage pkg. available for separate purchase.
Listed by Rebecca Davis Tulman and Leslie Singleton Adam
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Gibson Sotheby's International Realty
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(617) 5105050
Last updated October 04, 2025
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Source: MLSPin #73363206
Listing Facts
TypeSingle-family
NeighborhoodFlat of the Hill
Bedrooms3
Bathrooms3
Days on Prevu182
HOA/Maint. Fees$3,610/month
Size2,500 sqft
Price per sqft$1,600
Amenities
Dishwasher
Private Outdoor Space
Washer/Dryer
Pets Allowed
Air Conditioning
Parking
Storage
Fitness Center
Location
Mortgage Calculator
Listing History
09/30/2025
Price Decreased
$3,999,999
05/27/2025
Price Decreased
$4,295,000
04/23/2025
Listed by Gibson Sotheby's International Realty
$4,525,000
Property Details for 101 Chestnut Street E
Association
Amenities
Association Amenities: Hot Water, Laundry, Elevator(s), Fitness Center, Storage, Garden Area
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Highway Access, Other
Exclusions: Fireplace Mantel In Living Room Is Excluded.
Parking
Parking
Covered Spaces: 1
Garage Spaces: 1
Garage: Yes
Parking Features: Detached, Off Street
Utilities
Equipment
Cooling: Central Air
Has Cooling: Yes
Heating: Central
Has Heating: Yes
Sewer: Public Sewer
Water Source: Public
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