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101 Chestnut Street # R, Boston MA 02108

Boston, MA 02108 • Beacon Hill
$4,400,000
3
Beds
4.5
Baths
3,000
Sq Ft
$1,467
Price/Sq Ft
1925
Year Built
1
Garage Space
122
Days on Market
Closed Listed May 10, 2018 • MLS# 72324773 Copied! • Updated Oct 24, 2018

Sale Statistics

Sale Overview
Original List Price: $5,100,000
Final Sale Price: $4,400,000
Difference: $700,000 (-13.7%)
Performance Metrics
86.3%
List to Sale Ratio
Sold below asking price
122
Days on Market
Extended listing
Price per Square Foot Analysis
Original $/sq ft: $1,700
Sale $/sq ft: $1,467
This property sold for $1,467 per square foot
Sale Summary

This property sold for 13.7% below the original asking price.

At 122 days on market, this property took longer than average to sell.

About this home

One of Beacon Hill's most prized doorman buildings,101 Chestnut Street is an Italian-Renaissance style building with a distinctive bricked courtyard with fountain surrounded by an open colonnade. Stunning penthouse duplex...elegant foyer leads to gracious formal living room, featuring fireplace, high ceilings, deep crown moldings and Juliet balcony. An exquisite formal dining room with fireplace, wainscoting, built-in china cabinets affords spectacular views of Chestnut Street to the golden dome of the State House. Cozy library features custom built-ins, fireplace and powder room. The unique kitchen has casual dining area, pantry, ample storage and Beacon Hill vistas. Spacious master suite includes fireplace, dressing room, his and hers baths. A large guest suite with full bath and versatile third bedroom/office with full bath complete this distinctive offering. Amenities include roof deck, Brimmer garage rental, storage room....One of the most beautifully appointed homes on the Hill.

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Recently Sold Nearby

Property History

Market Insights

44.3%
Price Range
34
Total Days on Market
2
Previous Sales

Property Timeline

Previous Transaction - MLS #73357969
Full transaction history available when tracking began
🏷️
Previously Sold
Jul 22, 2025
$7,900,000
MLS #73357969
Previous Transaction - MLS #72893873
Full transaction history available when tracking began
🏷️
Previously Sold
Dec 8, 2021
$6,825,000
MLS #72893873
Sold
Oct 23, 2018
$4,400,000
Property sold
Days on Market: 34
🏠
Listed for Sale
May 10, 2018
$4,500,000
Original listing
Agent: William J. Milbury Office: Milbury and Company

Tax History

Year Taxes Assessment
2018 $0 $0

Financial Details

Annual Property Tax
$0
Tax Year 2018
HOA Fee
$4,200
Monthly
Assessed Value
$0

Facts & Features

1 Car Garage
Central AC

Home Facts

Type Residential
Style Stock Cooperative
Year Built 1925
Living Area 3,000 sq ft
Bedrooms 3
Full Baths 4
Half Baths 1
Total Rooms 7

Interior

Heating Central
Cooling Central Air
Flooring Hardwood
Appliances None
Fireplace Dining Room, Family Room, Living Room, Master Bedroom, Bedroom
Fireplaces 5
Basement N
Laundry Fourth Floor, In Unit
Features Entrance Foyer, Wired For Sound

Exterior

Construction Stone
Architecture Other (see Remarks)
Roof None
Features Deck - Access Rights
Pool None
Spa None
Fencing None
Patio/Porch Deck - Access Rights
Garage Spaces 1
Has Garage Yes
Features Detached, Rented
Total Spaces 1
Electric None
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range
Annual Tax 0.00
Assessed Value 0.00
HOA Fee $4,200 Monthly
Fee Includes Heat, Insurance, Snow Removal
Amenities Fitness Center, Storage, Garden Area
Optional Fee Includes None
Pets Yes w/ Restrictions
Seller Disclosures Cooperative Association Approval Process...common Area Work In Process (seller To Assume Current Assessment) Taxes Are Included In The Listed Monthly Coop. Fee...
Exclusions All Window Treatment And Light Fixtures Are Excluded...
Possession None
Accepted Financing Contract
Structure Type ["Duplex"]
Unit/Building R
Sq Ft Source Owner
Sq Ft Disclosures Approximate...
Documents None
County Suffolk
Total market time (incl. prior listings) 34 days

Property Overview

Property Type
Stock Cooperative
Listing Type
For Sale
Year Built
1925
Bedrooms
3
Full Bathrooms
4
Half Bathrooms
1
Living Area
3,000 sq ft
Total Rooms
7
Stories
2
Entry Level
5

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Bathroom - Full, Flooring - Hardwood
Dining Room
Flooring - Hardwood, Window(s) - Picture, Wainscoting
Kitchen
Flooring - Hardwood, Dining Area, Pantry, Countertops - Stone/Granite/Solid
Bathroom2
Bedroom2
Bathroom - Full, Flooring - Hardwood
Living Room
Flooring - Hardwood, Balcony - Exterior, French Doors
Bathroom3
Master Bedroom
Bathroom - Full, Walk-In Closet(s), Flooring - Hardwood, Dressing Room
Office
Family Room
Bathroom - Half, Flooring - Hardwood
Master Bathroom
Yes

Interior Features

Flooring: Hardwood
Appliances:
Interior Features: Entrance Foyer, Wired for Sound
Windows:
Basement: N
Laundry: Fourth Floor, In Unit
Security: Intercom, Doorman, Security System

Construction & Materials

Style: Other (See Remarks)
Year Built: 1925
Structure Type: Duplex
Exterior Materials: Stone
Roof:
Foundation:
Stories: 2

Heating, Cooling & Utilities

Heating: Central
Cooling: Central Air
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Deck - Access Rights
Patio & Porch: Deck - Access Rights
Fencing:
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Garage Spaces: 1
Total Parking Spaces: 1
Parking Features: Detached, Rented

Special Features

Fireplaces: 5
Fireplace Type: Dining Room, Family Room, Living Room, Master Bedroom, Bedroom
Community Amenities: Public Transportation, Shopping, Medical Facility, University
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
1.4 mi
Grades PK-12
M

Middle Schools

10 schools
Middle School Academy
1.9 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
1.9 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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Location

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Neighborhood

Beacon Hill

101 Chestnut Street # R, Boston MA 02108

Boston, MA 02108

Listing Information

Listing Agent William J. Milbury
Listing Office Milbury and Company
Office Phone 508-997-7400
Agent MLS ID A9500738
Office MLS ID A95340
Listing Data Updated Oct 24, 2018 5:22 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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