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101 Chestnut Street, Boston MA 02108

Boston, MA 02108 • Beacon Hill
$3,595,000
Est. $21,988/month
3
Beds
3
Baths
2,500
Sq Ft
$1,438
Price/Sq Ft
1918
Year Built
45
Days on Market
Active Price Drop -$155,000 Listed Apr 10, 2026 • MLS# 73499714 Copied!

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, intimate community. and impeccable service. The elegant entry courtyard w/ fountain is the perfect backdrop to this one of a kind residence that's both welcoming and distinguished. Unit E offers 2500 sqft of living space on one floor: 3 bedrooms, 3 bathrooms and a graceful living/dining room w/ front facing Chestnut Street 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 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 and a beautifully landscaped common roofdeck. A private storage closet completes this truly exceptional offering.

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Public Records

Current Owner

Owner ONE HUNDRED ONE CHESTNUT
Mailing Address 311 SUMMER ST SUITE #200, BOSTON, MA, 02210

Land Use

Use Code 112
Description Apartments (8+ units)
Style APT 7-30 UNITS

Tax Information

Assessed Value $27,413,400
Tax Rate $10.29 per $1,000
Base Tax $282,084
CPA Surcharge 1% ($2,811)
Estimated Annual Tax $284,894

Assessment History

Year Land Building Total Change
FY2023 $12,213,200 $15,193,500 $27,413,400

Municipal Context: BOSTON

Median Home Value $745,000
Avg SF Tax Bill $4,523
Residential Tax Rate $10.29/1000
CPA Surcharge 1%
County Suffolk

Property Data Comparison

Discrepancies found between MLS and assessor records.

Field Assessor MLS Match
Sqft 49,744 2,500
Year built 1,918 1,918
Match: address_exact (90.0% confidence) · Data as of Mar 8, 2026

Property Overview

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

Facts & Features

Central AC

Home Facts

Type Residential
Style Stock Cooperative
Year Built 1918
Living Area 2,500 sq ft
Bedrooms 3
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 None

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

Interior Features

Flooring: Wood
Appliances: Range, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer
Interior Features:
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

Location

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Neighborhood

Beacon Hill

101 Chestnut Street, Boston MA 02108

Boston, MA 02108

Walkability

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Nearby Schools

School information not available for this location.

Monthly Payment Calculator

Monthly Payment
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Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
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Over life of loan
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Including down payment
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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
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Cost $0/mo

Payment Over Time

Interest
Principal
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.

Property History

Market Insights

1
Price Changes
46.7%
Price Range
1
Previous Sales

Property Timeline

Price Reduced
May 9, 2026
$3,595,000 $155,000 (-4.13%)
From $3,750,000 to $3,595,000 (-4.1%)
🏠
Listed for Sale
Apr 10, 2026
$3,750,000
Original listing
Agent: Rebecca Davis Tulman and Leslie Singleton Adam Office: Gibson Sotheby's International Realty
Previous Transaction - MLS #72717171
Full transaction history available when tracking began
🏷️
Previously Sold
May 18, 2021
$2,000,000
MLS #72717171

Price & Status History

Date Event Price Change
May 9, 2026 Price Changed $3,595,000 -$155,000
Apr 10, 2026 New Listing Added $3,750,000
May 18, 2021 Sold $2,000,000

Market Statistics

Days on Market
45 days
Price per Sq Ft
$1,438
Total Price Drop
-$155,000

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
Listing Data Updated May 13, 2026 3:05 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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