Exquisite Penthouse Duplex at 101 Chestnut Street, a premier doorman/elevator building on the Flat of the Hill. Completely renovated to the highest standards, this 3,000 sq. ft. home has fantastic views from every room. The gracious living room features a fireplace and French doors opening to a balcony overlooking the courtyard. The grand eat-in chef’s kitchen, with custom cabinetry and a fireplace, has an adjacent butler’s pantry/wet bar. Both rooms are framed by oversized windows with spectacular views of Beacon Hill rooftops, the State House dome, and the Downtown skyline. 4 spacious bedrooms, all with ensuite baths • Library, Den, Home Office, and Butler’s Pantry • 4 full & 2 half bathrooms • Generous foyer entries on both levels • Exceptional craftsmanship throughout: built-ins, millwork, and custom finishes • Abundant storage and closet space • Rental parking transferable at Brimmer St. Garage • Spectacular common roof deck with panoramic city views • Fitness & storage rooms
Property Details
Price:
$7,900,000
MLS #:
73357969
Status:
Pending
Beds:
4
Baths:
5
Type:
Single Family
Subtype:
Stock Cooperative
Neighborhood:
Beacon Hill
Listed Date:
Apr 10, 2025
Finished Sq Ft:
3,000
Total Sq Ft:
3,000
Year Built:
1918
See this Listing
Schools
Interior
Appliances
Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Range Hood
Bathrooms
4 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air
Fireplaces Total
4
Flooring
Wood, Marble, Flooring – Hardwood
Heating
Heat Pump, Individual
Laundry Features
Flooring – Hardwood, Recessed Lighting, In Unit
Exterior
Community Features
Public Transportation, Shopping, Park, Medical Facility, Highway Access, Private School, T- Station, University
Construction Materials
Brick
Roof
Shingle
Financial
Tax Year
2024
Map
Community
- Address101 Chestnut St # R Boston MA
- CityBoston
- CountySuffolk
- Zip Code02108
Subdivisions in Boston
- Adams Village
- Ashmont Hill
- Ashmont Hill / Carruth Area
- Back Bay
- Bay Village
- Beacon Hill
- Bellevue Hill
- Boston
- Brighton-Oak Square
- Charlestown
- Chestnut Hill
- Chestnut Hill /Brookline line
- Chestnut Hill Park Condominium
- Clam Point Neighborhood
- Eight Streets Neighborhood
- Ellis South End Neighborhood
- Fairmount Hill
- Fields Corner
- Gas Light District
- Golf Course Neighborhood
- Harbor View
- Harborview
- Highland
- Hyde Park
- Jamaica Plain
- Lower Mills
- Melville Park
- Metropolitan Heights Area
- Metropolitan Hill
- Mission Hill – Longwood Medical
- Oak Square
- Parkway neighborhood
- Roslindale
- Roslindale – WC Bates
- roslindale village
- Roxbury’s Moreland Street Historic District
- Savin Hill: Minutes to Carson Beach/UMass Boston T-Stop
- South Boston
- Suffolk County
- Sumner Hill
- Thomas Park
- Woodbourne
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Market Summary
Current real estate data for Single Family in Boston as of Jul 17, 2025
366
Single Family Listed
139
Avg DOM
667
Avg $ / SqFt
$1,808,687
Avg List Price
Property Summary
- 101 Chestnut St # R Boston MA is a Single Family for sale in Boston, MA, 02108. It is listed for $7,900,000 and features 4 beds, 5 baths, and has approximately 3,000 square feet of living space, and was originally constructed in 1918. The current price per square foot is $2,633. The average price per square foot for Single Family listings in Boston is $667. The average listing price for Single Family in Boston is $1,808,687. To schedule a showing of MLS#73357969 at 101 Chestnut St # R in Boston, MA, contact your Cornerstone Real Estate agent at 617-238-7400.
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Courtesy of Gibson Sotheby’s International Realty. 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.
101 Chestnut St # R
Boston, MA
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