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101 Chestnut St # R, Boston MA 02108

Boston, MA 02108 • Beacon Hill
$7,900,000
Est. $40,147/month
4
Beds
5
Baths
3,000
Sq Ft
$2,633
Price/Sq Ft
1918
Year Built
12
Days on Market
Closed Listed Apr 10, 2025 • MLS# 73357969 Copied!

About this home

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

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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
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
4
Full Bathrooms
4
Half Bathrooms
2
Living Area
3,000 sq ft
Total Rooms
9
Stories
2
Entry Level
6

Sale Statistics

Sale Overview
Original List Price: $7,900,000
Final Sale Price: $7,900,000
Difference: +$0 (+0.0%)
Performance Metrics
100.0%
List to Sale Ratio
Sold at asking price
12
Days on Market
Quick sale
Price per Square Foot Analysis
Original $/sq ft: $2,633
Sale $/sq ft: $2,633
This property sold for $2,633 per square foot
Sale Summary

This property sold exactly at the asking price.

With only 12 days on market, this was a quick sale compared to typical market conditions.

Facts & Features

Central AC

Home Facts

Type Residential
Style Stock Cooperative
Year Built 1918
Living Area 3,000 sq ft
Bedrooms 4
Full Baths 4
Half Baths 2
Total Rooms 9

Interior

Heating Heat Pump, Individual
Cooling Central Air
Flooring Wood, Marble, Flooring - Hardwood
Appliances Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Range Hood
Fireplace Family Room, Kitchen, Living Room, Master Bedroom
Fireplaces 4
Basement N
Laundry Flooring - Hardwood, Recessed Lighting, In Unit
Features Recessed Lighting, Bathroom - Half, Closet/cabinets - Custom Built, Countertops - Stone/granite/solid, Closet, Entrance Foyer, Den, Office, Foyer

Exterior

Construction Brick
Architecture None
Roof Shingle
Features None
Pool None
Spa None
Fencing None
Patio/Porch None

Parking

Features None

Utilities

Electric None
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range, For Electric Range

Financial

Annual Tax 0.00
Assessed Value 0.00

Interior Features

Flooring: Wood, Marble, Flooring - Hardwood
Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Range Hood
Interior Features: Recessed Lighting, Bathroom - Half, Closet/Cabinets - Custom Built, Countertops - Stone/Granite/Solid, Closet, Entrance Foyer, Den, Office, Foyer
Windows:
Basement: N
Laundry: Flooring - Hardwood, Recessed Lighting, In Unit
Security:

Construction & Materials

Year Built: 1918
Structure Type: Mid-Rise
Exterior Materials: Brick
Roof: Shingle
Foundation:
Stories: 2

Heating, Cooling & Utilities

Heating: Heat Pump, Individual
Cooling: Central Air
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Parking Features:

Special Features

Fireplaces: 4
Fireplace Type: Family Room, Kitchen, Living Room, Master Bedroom
Community Amenities: Public Transportation, Shopping, Park, Medical Facility, Highway Access, Private School, T-Station, University

Location

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Neighborhood

Beacon Hill

101 Chestnut St # R, Boston MA 02108

Boston, MA 02108

Walkability

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Nearby Schools

School District
Boston School District local
C-
🎓 Where Graduates Go Class of 2021
52% attend college
38% 4-Year 14% 2-Year 7% Out of State 7% Working
School Safety 2024-25
3.7% Above Average
3.2% Suspensions 0.3% In-School 0.5% Emergency
1.8% below state avg
E

Elementary Schools

10 schools
Park Street School
< 0.1 mi
Grades K-07
Advent School
0.1 mi
Grades K-06
The Learning Project
0.3 mi
Grades K-06
Kingsley Montessori School
0.7 mi
Grades PK-06
D
Melvin H. King South End Academy
0.9 mi | #24 of 25 | Score: 20.2
Improved 363 spots from last year
-38.1 below state avg
125 students Diverse
Rising School Diverse Student Body
Grades PK-12
F
Blackstone Elementary School
1.1 mi | #809 of 824 | Score: 26.3
Improved 12 spots from last year
-31.9 below state avg
582 students Moderate
Grades PK-06
St. John Elementary School
1.1 mi
Grades PK-08
A
Eliot K-8 Innovation School
1.2 mi | #48 of 352 | Score: 57.2
Improved 2 spots from last year
-1.1 below state avg
784 students Diverse
Strong Attendance
Grades PK-08
C
Hurley K-8 School
1.3 mi | #258 of 352 | Score: 35.8
Dropped 23 spots from last year
-22.4 below state avg
335 students Moderate
Grades PK-08
Kids Are People School
1.3 mi
Grades PK-12
M

Middle Schools

10 schools
Middle School Academy
2.0 mi
F
Higginson/Lewis K-8 School
2.6 mi | #349 of 352 | Score: 23.6
Improved 3 spots from last year
-34.6 below state avg
213 students Diverse
Grades 03-08
Nativity Prep School
2.9 mi
Grades 05-08
A
Uncommon Schools - Roxbury Preparatory Dorchester Campus Middle School
3.1 mi | #4 of 16 | Score: 41.9
Improved 187 spots from last year
-16.3 below state avg
1,126 students Diverse
Rising School College Ready Curriculum
Grades 05-08
Dearborn Middle School
3.4 mi
Mother Caroline Academy
3.5 mi
Grades 05-08
Epiphany School
4.4 mi
Grades 05-08
C
Ohrenberger School
7.7 mi | #265 of 352 | Score: 34.9
Improved 20 spots from last year
-23.3 below state avg
477 students Diverse
Rising School Diverse Student Body
Grades 03-08
Edwards Middle
1.6 mi
UP Academy
2.0 mi
H

High Schools

10 schools
Newman School
0.6 mi
Grades 07-12
C
Quincy Upper School
0.8 mi | #268 of 346 | Score: 44.6
Improved 4 spots from last year
-13.6 below state avg
557 students Very Diverse
12 sports • 208 athletes
High Graduation Rate Diverse Student Body
Grades 06-12
Cathedral High School
1.1 mi
9 sports • 430 athletes
Grades 07-12
D
Charlestown High School
1.7 mi | #322 of 346 | Score: 31.0
Improved 49 spots from last year
-27.2 below state avg
754 students Diverse
11 sports • 488 athletes
Early College Program Rising School
Grades 07-12
A+
Boston Latin School
2.0 mi | #19 of 346 | Score: 73.3
Improved 61 spots from last year
+15.1 above state avg
2,424 students Very Diverse
18 sports • 2,006 athletes
Strong AP Program High Graduation Rate Rising School Strong Athletics
Grades 07-12
A-
O'Bryant School of Math & Science
2.0 mi | #90 of 346 | Score: 61.1
Improved 94 spots from last year
+2.9 above state avg
1,509 students Very Diverse
High Graduation Rate Rising School College Ready Curriculum Diverse Student Body
Grades 07-12
B
Dearborn STEM Academy
2.1 mi | #13 of 25 | Score: 31.7
Improved 356 spots from last year
-26.6 below state avg
565 students Diverse
10 sports • 242 athletes
Early College Program Rising School
Grades 07-12
C-
East Boston High School
2.6 mi | #305 of 346 | Score: 37.3
Improved 31 spots from last year
-20.9 below state avg
1,252 students Less Diverse
14 sports • 584 athletes
Early College Program Rising School
Grades 07-12
A+
Boston Latin Academy
2.9 mi | #2 of 25 | Score: 63.9
Improved 214 spots from last year
+5.7 above state avg
1,693 students Very Diverse
17 sports • 1,298 athletes
High Graduation Rate Rising School Strong Athletics Diverse Student Body
Grades 07-12
C
Ruth Batson Academy
3.1 mi | #19 of 25 | Score: 27.6
Improved 346 spots from last year
-30.6 below state avg
604 students Diverse
8 sports • 128 athletes
Early College Program Rising School
Grades 07-12
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Year 15
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Property History

Market Insights

13
Total Days on Market

Property Timeline

Sold
Jul 22, 2025
$7,900,000
Property sold
Days on Market: 13
🏠
Listed for Sale
Apr 10, 2025
$7,900,000
Original listing
Agent: John Ranco Office: Gibson Sotheby's International Realty

Price & Status History

Date Event Price Change
Apr 10, 2025 New Listing Added $7,900,000

Market Statistics

Days on Market
12 days
Price per Sq Ft
$2,633

Tax History

Year Taxes Assessment
2024 $0 $0

Financial Details

Annual Property Tax
$0
Tax Year 2024
Assessed Value
$0

Listing Information

Listing Agent John Ranco
Listing Office Gibson Sotheby's International Realty
Agent MLS ID BB910246
Office MLS ID BB5918
Listing Data Updated Jul 23, 2025 1:13 PM 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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