101 Chestnut Street, Boston MA 02108

Boston, MA 02108 • Beacon Hill
$4,295,000
Est. $22,860/month
3
Beds
3
Baths
2,500
Sq Ft
$1,718
Price/Sq Ft
1918
Year Built
Stock Cooperative
Type
156
Days on Market
Active Price Drop -$230,000 Listed Sep 26, 2025 • MLS# 73363206

About this home

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 and courtyard w/ fountain provide the perfect backdrop to this one of a kind residence that's both welcoming and distinguished. Unit E spans 2500 square feet of living space on one floor w/ 3 bedrooms, 3 bathrooms and graceful living and dining room w/ front facing Chestnut Street views. The expansive living space occupies a desirable corner exposure w/ courtyard views seen from the chef's kitchen, and additional exposures throughout. The primary bedroom is generously proportioned and boasts South facing sun. A primary bathroom and oversized closet space offer incredible storage. A separate bedroom wing w/ 2 add'tl bedrooms and 2 bathrooms is on the West side of the unit and offer privacy. 101 Chestnut features a concierge, a beautifully landscaped common roofdeck & private storage closet complete this truly exceptional offering.

Facts & Features

Property Overview

Property Type
Stock Cooperative
Property Category
Residential
Year Built
1918
Bedrooms
3
Full Bathrooms
3
Living Area
2,500 sq ft
Total Rooms
6
Stories
1
Entry Level
2

Interior Features

Flooring
Wood
Heating
Central
Has Heating
Yes
Cooling
Central Air
Has Cooling
Yes
Fireplace Features
Living Room, Master Bedroom
Has Fireplace
Yes
Number of Fireplaces
3
Appliances
Range, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer
Basement Details
N

Exterior & Structure

Construction Materials
Brick, See Remarks
Roof
Rubber, Other
Exterior Features
Deck - Roof
Patio/Porch Features
Deck - Roof
Has Spa
No
Waterfront Property
No

Lot & Land

Parking & Garage

Has Garage
No

Utilities & Systems

Water Source
Public
Sewer
Public Sewer
Security Features
Concierge

Community & HOA

Community Features
Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Highway Access, Other
HOA Fee
$3,610
HOA Fee Frequency
Monthly
Association Amenities
Hot Water, Laundry, Elevator(s), Fitness Center, Storage, Garden Area
Senior Community
No

Financial & Tax Information

Annual Tax Amount
$0
Tax Year
2025
Tax Assessed Value
$0
Parcel Number
3353906
Zoning
Res

Additional Details

Year Built Source
Public Records
Year Built Details
Approximate
Attached Property
Yes
Disclosures
Prospective buyers will need to submit necessary coop application and go through coop interview process.
Exclusions
Fireplace Mantel In Living Room Is Excluded.

Location

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Neighborhood

Beacon Hill

101 Chestnut Street, Boston MA 02108

Boston, MA 02108

Walkability

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Schools

School information not available

Monthly Payment Calculator

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Estimated Monthly Payment $0

Payment Breakdown

Principal & Interest $0
Property Tax $0
Homeowners Insurance $200
HOA Fee $3,610
PMI $0

Property History

Property Timeline

🏠
Listed for Sale
Apr 23, 2025
$4,295,000
Original listing
Agent: Rebecca Davis Tulman and Leslie Singleton Adam Office: Gibson Sotheby's International Realty

Price & Status History

Date Event Price Change
Apr 23, 2025 New Listing Added $4,295,000

Market Statistics

Days on Market
156 days
Price per Sq Ft
$1,718
Total Price Drop
-$230,000

Tax History

Year Taxes Assessment
2025 $0 $0

Financial Details

Annual Property Tax
$0
Tax Year 2025
HOA Fee
$3,610
Monthly
Assessed Value
$0

Listing Information

Listing Agent Rebecca Davis Tulman and Leslie Singleton Adam
Listing Office Gibson Sotheby's International Realty
Agent MLS ID TM348767
Office MLS ID AN7429

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