Seller's Agent in 2025
Michael Harper
Coldwell Banker Realty - Boston
(617) 480-3938
17 in this area
108 Total Sales
21 Chestnut St Boston, MA 02108
Beacon Hill NeighborhoodEstimated Value: $7,821,000 - $9,907,483
4
Beds
7
Baths
6,653
Sq Ft
$1,315/Sq Ft
Est. Value
Highlights
- Medical Services
- Property is near public transit and schools
- 4 Fireplaces
- Deck
- Victorian Architecture
- 4-minute walk to The Boston Common Frog Pond
About This Home
As of November 2025Exquisitely marrying historic Beacon Hill character with contemporary design, this 2017 gut renovated 4 bedroom + 2 office townhouse has been thoughtfully designed and expertly crafted! 6 levels of living connected by an elegantly draping oval staircase, this home boasts a parlor level eat in kitchen with concealed top-of-the-line appliances & storage, walk in pantry and breakfast room that are accessible to the enclosed garden. Ideal for formal entertaining the parlor also offers formal living with South facing views of Chestnut St and a large formal dining room. A 2nd floor double parlor features dual gas fireplaces, a fully equipped bar, floor to ceiling windows and a juliet balcony. A private office with access to the deck is also located on this level. A serene primary suite with dressing room, and ultra luxurious marble bath. Separate entrance with enormous mudroom, home gym, A/V system, concealed storage throughout, many custom built-ins, and excellent southern sun light!
Last Agent to Sell the Property
Coldwell Banker Realty - Boston Listed on: 02/24/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $97,177
Year Built
- Built in 1830
Lot Details
- 2,000 Sq Ft Lot
- Property is zoned R1
Home Design
- Victorian Architecture
- Brick Exterior Construction
- Frame Construction
- Concrete Perimeter Foundation
Interior Spaces
- 4 Fireplaces
Kitchen
- Oven
- Range
- Freezer
- Dishwasher
- Disposal
Bedrooms and Bathrooms
- 4 Bedrooms
Laundry
- Dryer
- Washer
Finished Basement
- Walk-Out Basement
- Basement Fills Entire Space Under The House
Outdoor Features
- Deck
- Patio
Location
- Property is near public transit and schools
Utilities
- Forced Air Heating and Cooling System
- Baseboard Heating
Listing and Financial Details
- Assessor Parcel Number W:05 P:01583 S:000,1339735
Community Details
Overview
- No Home Owners Association
- Near Conservation Area
Amenities
- Medical Services
- Shops
Recreation
- Park
- Bike Trail
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Feb 24, 2025
Closed on
Dec 15, 2025
Sold by
Bought by
Seller's Agent
Michael Harper
Coldwell Banker Realty - Boston
Buyer's Agent
Michael Harper
Coldwell Banker Realty - Boston
List Price
$11,800,000
Sold Price
$10,400,000
Premium/Discount to List
-$1,400,000
-11.86%
Views
118
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
-$1,654,506
Avg. Annual Appreciation
-25.82%
Original Mortgage
$6,240,000
Outstanding Balance
$6,192,685
Interest Rate
4.78%
Mortgage Type
New Conventional
Estimated Equity
$2,552,809
Purchase Details
Listed on
Feb 24, 2025
Closed on
Nov 18, 2025
Bought by
Seller's Agent
Michael Harper
Coldwell Banker Realty - Boston
Buyer's Agent
Michael Harper
Coldwell Banker Realty - Boston
List Price
$11,800,000
Sold Price
$10,400,000
Premium/Discount to List
-$1,400,000
-11.86%
Views
118
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$6,240,000
Outstanding Balance
$6,192,685
Interest Rate
4.78%
Mortgage Type
New Conventional
Estimated Equity
$2,552,809
Purchase Details
Listed on
Apr 8, 2014
Closed on
Apr 22, 2014
Sold by
Seller's Agent
Sally Brewster
Brewster & Berkowitz R. E.
Buyer's Agent
Sally Brewster
Brewster & Berkowitz R. E.
List Price
$5,500,000
Sold Price
$5,200,000
Premium/Discount to List
-$300,000
-5.45%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
6.17%
Original Mortgage
$3,640,000
Interest Rate
4.26%
Mortgage Type
Purchase Money Mortgage
Purchase Details
Closed on
Apr 13, 2010
Sold by
Bought by
Purchase Details
Closed on
Jul 23, 1992
Sold by
Bought by
Purchase Details
Closed on
Oct 6, 1988
Sold by
Bought by
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Home Values in the Area
Average Home Value in this Area
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| -- | -- | ||
| $10,400,000 | -- | ||
| $5,200,000 | -- | ||
| $5,200,000 | -- | ||
| -- | -- | ||
| -- | -- | ||
| $1,352,500 | -- | ||
| $550,000 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Open | $6,240,000 | ||
| Previous Owner | $3,640,000 | ||
| Previous Owner | $2,800,000 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 11/18/2025 11/18/25 | Sold | $10,400,000 | -11.9% | $1,563 / Sq Ft | |
| 10/03/2025 10/03/25 | Pending | -- | -- | -- | |
| 02/24/2025 02/24/25 | For Sale | $11,800,000 | +126.9% | $1,774 / Sq Ft | |
| 04/22/2014 04/22/14 | Sold | $5,200,000 | -5.5% | $761 / Sq Ft | View Prior Sale |
| 04/11/2014 04/11/14 | Pending | -- | -- | -- | |
| 04/08/2014 04/08/14 | For Sale | $5,500,000 | -- | $805 / Sq Ft |
Source: MLS Property Information Network (MLS PIN)
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $100,556 | $8,683,600 | $2,974,900 | $5,708,700 |
| 2024 | $97,177 | $8,915,300 | $2,819,100 | $6,096,200 |
| 2023 | $95,750 | $8,915,300 | $2,819,100 | $6,096,200 |
| 2022 | $92,380 | $8,490,800 | $2,684,900 | $5,805,900 |
| 2021 | $88,819 | $8,324,200 | $2,632,200 | $5,692,000 |
| 2020 | $85,658 | $8,111,600 | $1,969,400 | $6,142,200 |
| 2019 | $81,391 | $7,722,100 | $1,606,200 | $6,115,900 |
| 2018 | $75,661 | $7,219,600 | $1,606,200 | $5,613,400 |
| 2017 | $72,815 | $6,875,800 | $1,606,200 | $5,269,600 |
| 2016 | $39,903 | $3,627,528 | $1,092,216 | $2,535,312 |
| 2015 | $64,378 | $5,316,100 | $1,235,600 | $4,080,500 |
| 2014 | $63,691 | $5,062,900 | $1,235,600 | $3,827,300 |
Source: Public Records
Agents Affiliated with this Home
-
Michael Harper
-
Sally Brewster
S
Seller's Agent in 2014
Sally Brewster
Brewster & Berkowitz R. E.
(617) 367-0505
34 in this area
38 Total Sales
Map
Source: MLS Property Information Network (MLS PIN)
MLS Number: 73337575
APN: CBOS-000000-000005-001583
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.
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