101 Chestnut St, #R, Boston, MA 02108

$7,900,000 - Beacon Hill

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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

— MLSPIN #: 73357969

Map of 101 Chestnut St, #R, Boston, MA 02108

101 Chestnut St, #R, Beacon Hill, Boston, MA 02108
101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108
101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108
101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108
101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108
101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108
101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108
101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108
101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108
101 Chestnut St, #R, Beacon Hill, Boston, MA 02108 101 Chestnut St, #R, Beacon Hill, Boston, MA 02108
List Price:$7,900,000
Status:New
MLS ID:73357969
Town:Boston
Neighborhood:Beacon Hill
County:Suffolk
Zip:02108
Property Type:Residential
Property Sub Type:Stock Cooperative
Bedrooms:4
Full Baths:4
Half Baths:2
Living Area:3,000 sqft
Appliances:Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Range Hood
Cooling:Central Air
Flooring:Wood, Marble, Flooring - Hardwood
Heating:Heat Pump, Individual
Status:Active
Water Source:Public
Year Built:1918
Roof:Shingle
Directions:Charles St to Chestnut St
Laundry Features:Flooring - Hardwood, Recessed Lighting, In Unit
Construction Materials:Brick
Fireplace Features:Family Room, Kitchen, Living Room, Master Bedroom
Listing Contract Date:2025-04-10
Cooling?:Yes
Fireplace?:Yes
Heating?:Yes
Fireplaces Total:4
Rooms Total:9
Bathrooms Total Integer:6
Basement:N
Building Area Source:Public Records
Building Area Total:3,000
Common Walls:No One Above
Community Features:Public Transportation, Shopping, Park, Medical Facility, Highway Access, Private School, T-Station, University
Interior Features:Recessed Lighting, Bathroom - Half, Closet/Cabinets - Custom Built, Countertops - Stone/Granite/Solid, Closet, Entrance Foyer, Den, Office, Foyer
Living Area Units:Square Feet
Lot Size Units:Acres
Number Of Units Total:18
Parcel Number:3353906
Property Attached?:Yes
Sewer:Public Sewer
Structure Type:Mid-Rise
Utilities:for Gas Range, for Electric Range
Zoning:res
Stories Total:2
Year Built Source:Public Records
Building Name:101 Chestnut Stree
Disclosures:Monthly co-op fee includes taxes. Shareholder ownership approval process is required. Ask agent about additional heating/AC system.
Entry Level:6
Farm Land Area Units:Square Feet
Listing Agreement:Exclusive Right To Sell
Disclosure:No
Dpr Flag:No
Laundry Dimen:2X6
Lead Paint:Unknown
Listing Alert:No
List Price Per Sqft:$2,633.33
Management:Professional - Off Site
No Units Owner Occ:18
Page:1
Price Per Sqft:$2,633.33
Square Feet Incl Base:No
Unit Building:R
Original List Price:$7,900,000
Room Bedroom2 Area:195
Room Bedroom2 Features:Bathroom - Full, Closet, Flooring - Hardwood
Room Bedroom2 Length:13
Room Bedroom2 Width:15
Room Bedroom3 Area:144
Room Bedroom3 Features:Bathroom - Full, Closet, Flooring - Hardwood
Room Bedroom3 Length:16
Room Bedroom3 Width:9
Room Bedroom4 Area:255
Room Bedroom4 Features:Bathroom - Full, Closet, Flooring - Hardwood
Room Bedroom4 Length:15
Room Bedroom4 Width:17
Room Dining Room Area:$552.00
Room Dining Room Features:Flooring - Hardwood, Window(s) - Bay/Bow/Box, French Doors, Open Floorplan, Recessed Lighting, Remodeled, Crown Molding
Room Dining Room Length:24
Room Dining Room Level:Main
Room Dining Room Width:23
Room Family Room Area:234
Room Family Room Features:Bathroom - Half, Closet, Flooring - Hardwood, Window(s) - Bay/Bow/Box, Recessed Lighting, Closet - Double
Room Family Room Length:18
Room Family Room Level:Main
Room Family Room Width:13
Room Kitchen Area:406
Room Kitchen Features:Flooring - Hardwood, Window(s) - Bay/Bow/Box, Dining Area, Countertops - Upgraded, Kitchen Island, Wet Bar, Recessed Lighting
Room Kitchen Length:14
Room Kitchen Level:Main
Room Kitchen Width:29
Room Living Room Area:552
Room Living Room Features:Flooring - Hardwood, Window(s) - Bay/Bow/Box, French Doors, Open Floorplan, Recessed Lighting, Crown Molding
Room Living Room Length:24
Room Living Room Level:Main
Room Living Room Width:23
Room Master Bathroom Features:Yes
Room Master Bedroom Area:330
Room Master Bedroom Features:Bathroom - Full, Walk-In Closet(s), Flooring - Hardwood, Flooring - Wall to Wall Carpet, Double Vanity
Room Master Bedroom Length:15
Room Master Bedroom Width:22
Room Office Area:60
Room Office Features:Closet/Cabinets - Custom Built, Countertops - Stone/Granite/Solid
Room Office Length:6
Room Office Level:Main
Room Office Width:10
Tax Year:2024
Year Built Details:Approximate
Outdoor Space Available:Yes - Common

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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.

MLS Property Information Network, Inc. data last updated on April 12, 2025 11:14 PM

Property Last Updated: April 10, 2025 12:19 PM

Listing Courtesy of: Gibson Sotheby's International Realty
Listing Agent: John Ranco
617-699-8130