Dimensions16 x 14
LevelSecond
101 Chestnut Street, Boston MA 02108
Boston, MA 02108 • Beacon Hill
$3,499,950
Est. $21,508/month
Estimate assumptions
20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.
Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.
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About this home
Set within one of Beacon Hill’s most distinguished buildings, 101 Chestnut Street is celebrated for its gracious architecture, elegant courtyard and exceptional service. Unit E offers approximately 2,500 sq. ft. of expansive single-floor living with 2 bedrooms plus a library/office/guest room and 3 full baths. At the heart of the residence is an impressive 22' × 22' living and dining room, offering exceptional scale for both entertaining and everyday living. Desirable corner exposure brings natural light throughout, while the south-facing primary suite features generous proportions, an en suite bath and exceptional closet space. A separate guest wing provides wonderful privacy with a second bedroom, full bath and flexible library/office/guest room with an additional bath. Courtyard views, a well-appointed kitchen, concierge service, beautifully landscaped common roof deck and private storage complete this gracious Beacon Hill residence.
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Recently Sold Nearby
Property History
Market Insights
1
Price Changes
0%
Price Range
Property Timeline
Price Increased
Sep 14, 2026
$3,499,950
+$950
(+0.03%)
From $3,499,000 to $3,499,950 (+0.0%)
Listed for Sale
Sep 14, 2026
$3,499,000
Original listing
Agent: Rebecca Davis Tulman and Leslie Singleton Adam
Office: Gibson Sotheby's International Realty
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 09/14/2026 | ↑ Price Increased | $3,499,950 | +$950 | - | From $3,499,000 to $3,499,950 (+0.0%) |
| 09/14/2026 | 🏠 Listed for Sale | $3,499,000 | - | - | Original listing |
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
Facts & Features
Central AC
Home Facts
Type
Residential
Style
Stock Cooperative
Year Built
1918
Living Area
2,500 sq ft
Stories
1
Bedrooms
2
Full Baths
3
Total Rooms
6
Interior
Heating
Central
Cooling
Central Air
Flooring
Wood
Appliances
Range, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer
Fireplace
Living Room, Master Bedroom
Fireplaces
3
Basement
N
Laundry
None
Features
Study
Exterior
Construction
Brick, See Remarks
Architecture
None
Roof
Rubber, Other
Features
Deck - Roof
Pool
None
Spa
None
Fencing
None
Patio/Porch
Deck - Roof
Parking
Features
None
Utilities
Electric
None
Water
Public
Sewer
Public Sewer
Gas
None
Other
None
Financial
Annual Tax
0.00
Assessed Value
0.00
HOA & Community
HOA Fee
$3,610 Monthly
Fee Includes
Water, Sewer, Insurance, Maintenance Structure, Maintenance Grounds, Snow Removal, Trash, Reserve Funds
Amenities
Hot Water, Laundry, Elevator(s), Fitness Center, Storage, Garden Area
Optional Fee Includes
None
Owner-Occupied Units
18
Pets
Yes
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
Prospective Buyers Will Need To Submit Necessary Coop Application And Go Through Coop Interview Process.
Exclusions
Fireplace Mantel In Living Room Is Excluded.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
["Mid-Rise"]
Unit/Building
E
Sq Ft Source
Other
Sq Ft Disclosures
Wonderful front exposure over Chestnut Street with all living space on one floor.
Documents
None
County
Suffolk
Property Overview
Property Type
Stock Cooperative
Listing Type
For Sale
Year Built
1918
Bedrooms
2
Full Bathrooms
3
Living Area
2,500 sq ft
Total Rooms
6
Stories
1
Entry Level
2
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,500 sq ft above grade
Dimensions15 x 14
LevelSecond
Dimensions22 x 22
LevelSecond
Dimensions22 x 22
LevelSecond
Dimensions18 x 22
LevelSecond
FeaturesYes
Display Options
Outdoor Areas
Patio & porchDeck - Roof
Room Markers
OOffice (1)
KKitchen (1)
BRBedroom (5)
BABathroom (4)
DDining (1)
LLiving (2)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Wood
Appliances:
Range, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer
Interior Features:
Study
Windows:
Basement:
N
Laundry:
Security:
Concierge
Construction & Materials
Year Built:
1918
Structure Type:
Mid-Rise
Exterior Materials:
Brick, See Remarks
Roof:
Rubber, Other
Foundation:
Stories:
1
Heating, Cooling & Utilities
Heating:
Central
Cooling:
Central Air
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Deck - Roof
Patio & Porch:
Deck - Roof
Fencing:
Other Structures:
Lot Features:
Road Surface:
Parking & Garage
Parking Features:
Special Features
Fireplaces:
3
Fireplace Type:
Living Room, Master Bedroom
Community Amenities:
Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Highway Access, Other
Nearby Schools
School information not available for this location.
Monthly Payment Calculator
Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$0
Homeowners Insurance
$200
HOA Fee
$3,610/mo
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
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Neighborhood
Beacon Hill
101 Chestnut Street, Boston MA 02108
Boston, MA 02108
Listing Information
Listing Agent
Rebecca Davis Tulman and Leslie Singleton Adam
Listing Office
Gibson Sotheby's International Realty
Office Phone
857-310-5632
Agent MLS ID
TM348767
Office MLS ID
AN7429
Listing Data Updated
Sep 14, 2026 11:22 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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