OFF MARKET

Off market jan 2025 for $5M

$5,624,240

•

4,620

sq ft

53 Chestnut St, Boston, MA 02108

About this home

Welcome to 53 Chestnut Street, a quintessential Federal-style single-family home nestled in the heart of historic Beacon Hill. This distinguished residence beautifully blends timeless elegance with modern conveniences, offering a unique opportunity to own a piece of Boston's rich architectural heritage.Upon entering the parlor floor, you'll be greeted by gracious entertaining areas that exude charm and sophistication. The spacious living room ideal for hosting gatherings, features period details, including a dramatic Palladian style window, soaring ceilings, intricate moldings, and large windows to bring in the south facing light. This home offers a seamless blend of historical character and contemporary comfort, making it a perfect sanctuary for those who appreciate classic beauty and modern living. Experience the allure of Beacon Hill living, where cobblestone streets, gas-lit lamps, and the vibrant community come together to create an unparalleled urban lifestyle.

Single-familyProperty Type

1900Year Built

1,386 sq ftLot Size

$1,217Est. Price/Sq.Ft.

Listed by Cort Petrocelli Coopersmith Group • Compass

Bought with Jessica Later • JL+CoRE

Redfin checked: a few seconds ago

•Source:MLS PIN #73299109

Redfin Estimate

$5,624,240

$624K since sold in January 2025$64K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 22.3% higher than the average sale price ($4.60M) of 6 comparable homes.

SOLD JUL 23, 2026
$5,600,000
A
5 beds3.5 baths3,849 sq ft
41 Chestnut St, Boston, MA 02108
SOLD SEP 9, 2026
$4,500,000
B
4 beds3.5 baths3,303 sq ft
5 Charles River Sq, Boston, MA 02114
SOLD AUG 17, 2026
$4,250,000
C
4 beds4.5 baths3,500 sq ft
109 Appleton St, Boston, MA 02116
SOLD JUL 7, 2026
$7,000,000
D
5 beds6 baths3,765 sq ft
62 Chestnut St, Boston, MA 02108
SOLD APR 17, 2026
$2,650,000
E
5 beds3 baths3,600 sq ft
11 West Cedar St, Boston, MA 02108
SOLD SEP 30, 2026
$3,600,000
F
5 beds3 baths3,900 sq ft
51 Pinckney St, Boston, MA 02114

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Earn from this home

Sell

$1,472,503

Est. take-home

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Rent

$4,693/mo

Redfin rental estimate

List your home for rent

Market trends in South Slope, MA

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

96.5%

+1.7% MoM

Median sale price

$3.3M

$2M MoM

Avg. days on market

29d

33 days MoM

Recently sold homes

3 MoM

New listings for sale

OPEN SAT, 12PM TO 1PM
$599,000
1 bed1 bath591 sq ft
21 Beacon St Unit 4T, Boston, MA 02108
NEW 32 HRS AGO
$7,800,000
3 beds3.5 baths2,882 sq ft
46 Beacon St #2, Boston, MA 02108
$1,449,000
2 beds2 baths1,378 sq ft
45 Province St #1402, Boston, MA 02108
$1,695,000
2 beds2 baths1,038 sq ft
21 Walnut Unit Maisonette, Boston, MA 02108
See all

Provided by Redfin

Sale history for 53 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$44,432 (+3.6%)

$2,264,800 + $1,872,300

$4,137,100

2022

$42,869 (+4.0%)

$2,157,000 + $1,783,200

$3,940,200

2021

$41,217 (+4.0%)

$2,114,700 + $1,748,200

$3,862,900

2020

$39,625 (+5.2%)

$1,635,400 + $2,117,000

$3,752,400

2019

$37,672 (+7.6%)

$1,334,700 + $2,239,500

$3,574,200

2018

$35,020 (+4.0%)

$1,334,700 + $2,006,900

$3,341,600

2017

$33,685 (+0.1%)

$1,334,700 + $1,846,100

$3,180,800

2016

$33,644 (−0.6%)

$1,334,700 + $1,723,800

$3,058,500

2015

$33,841 (+10.2%)

$1,120,900 + $1,673,600

$2,794,500

2014

$30,696 (−1.7%)

$1,053,646 + $1,386,406

$2,440,052

2013

$31,213 (+12.1%)

$1,120,100 + $1,255,300

$2,375,400

2012

$27,856 (+8.1%)

$681,670 + $1,454,530

$2,136,200

2009

$25,766 (+24.6%)

$681,670 + $1,332,870

$2,014,540

2006

$20,686

$608,400 + $1,337,600

$1,946,000

Tax history for 53 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$44,432 (+3.6%)

$2,264,800 + $1,872,300

$4,137,100

2022

$42,869 (+4.0%)

$2,157,000 + $1,783,200

$3,940,200

2021

$41,217 (+4.0%)

$2,114,700 + $1,748,200

$3,862,900

2020

$39,625 (+5.2%)

$1,635,400 + $2,117,000

$3,752,400

2019

$37,672 (+7.6%)

$1,334,700 + $2,239,500

$3,574,200

2018

$35,020 (+4.0%)

$1,334,700 + $2,006,900

$3,341,600

2017

$33,685 (+0.1%)

$1,334,700 + $1,846,100

$3,180,800

2016

$33,644 (−0.6%)

$1,334,700 + $1,723,800

$3,058,500

2015

$33,841 (+10.2%)

$1,120,900 + $1,673,600

$2,794,500

2014

$30,696 (−1.7%)

$1,053,646 + $1,386,406

$2,440,052

2013

$31,213 (+12.1%)

$1,120,100 + $1,255,300

$2,375,400

2012

$27,856 (+8.1%)

$681,670 + $1,454,530

$2,136,200

2009

$25,766 (+24.6%)

$681,670 + $1,332,870

$2,014,540

2006

$20,686

$608,400 + $1,337,600

$1,946,000

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

1,307 Sq. Ft.

Year renovated

2013

Sq. Ft.

2,905

Year built

1900

Style

Single Family Residential

County

Suffolk County

APN

3356558

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 19, 2023.

Sep 19, 2026 • Final

Long form/alteration

Perform interior renovations on a building.

Remodel

Sep 3, 2026 • Final

Short form bldg

Perform interior and exterior work on a residential building.

Remodel

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Parking

Parking Information
Has Open Parking
Parking Features: On Street

Interior

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 2

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 9

Interior Features
# of Rooms (Total): 10
Flooring: Hardwood

Exterior

Building Information
Building Area (Total): 4,620
Construction Materials: Brick
Year Built Source: Public Records
Year Built Details: Approximate

Exterior Features
Roof: Slate
Patio And Porch Features: Deck - Wood, Patio
Exterior Features: Deck - Wood, Patio

Property Information
PropertySubType: Single Family Residence
Property AttachedYN: Yes
Security Features: Security System

Lot Information
Lot Size (Acres): 0.03
Lot Features: Gentle Sloping
Frontage Length: 21

Financial

Tax Information
Tax Annual Amount: $45,094
Tax Year: 2024

Utilities

Utility Information
Utilities: for Gas Range
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Hot Water
Cooling: Other

Location

Location Information
Directions: On Chestnut Street between Willow and West Cedar Street
UnparsedAddress: 53 Chestnut St, Boston MA 02108

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility

Public facts

Beds: 3
Baths: 4.0
Sq. Ft.: 2,905
Stories: 3.0
Lot Size: 1,307 square feet
Style: Single Family Residential
Year Built: 1900
Year Renovated: 2013
County: Suffolk County
APN: 3356558

Home facts updated by county records on Sep 19, 2023

Other

Listing Information
Exclusions: All Draperies, Sconces In Family Room, Cranberry Glass Sconces In Hallway, Lr Chandelier
StandardStatus: Closed

Around this home

Schools

Josiah Quincy Elementary School

Public PreK-5 • Assigned • 0.7mi

8/10

Quincy Upper School

Public 6-12 • Assigned • 0.7mi

3/10

Boston Adult Academy

Public 11-12 • Assigned • 0.6mi

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

6/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

6/10 Wind Factor

62% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Boston, MA • 02108

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.2 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9.2 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$5.34M – $6.47M

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Nearby similar homes

$6,495,000

3 beds3.5 baths2,983 sq ft

19 Charles River Sq, Boston, MA 02114

Parking • Built 1910 • Listed 198 days

$3,795,000

4 beds4 baths3,788 sq ft

22 Joy St, Boston, MA 02114

Custom built ins • Private outdoor deck • Vaulted ceilings

$5,995,000

4 beds7 baths4,122 sq ft

80 Pinckney St, Boston, MA 02114

4,122 sq ft lot • Built 1828 • Listed 184 days

$19,995,000

6 beds6.5 baths9,624 sq ft

129 Commonwealth Ave, Boston, MA 02116

Private roof deck • Magnificent views • Juliet balcony

$4,495,000

3 beds3.5 baths3,116 sq ft

50 Beacon St #50, Boston, MA 02108

Oversized kitchen • Notable appliances • Fantastic den

$9,900,000

5 beds6 baths7,777 sq ft

57 Hancock St, Boston, MA 02114

Complete restoration • Three exposures • 65 windows

New listings for sale in 02108

OPEN SAT, 12PM TO 1PM3D WALKTHROUGH

$599,000

1 bed1 bath591 sq ft

21 Beacon St Unit 4T, Boston, MA 02108

Common roof deck • Updated open kitchen • Large closets

NEW 32 HRS AGO

$7,800,000

3 beds3.5 baths2,882 sq ft

46 Beacon St #2, Boston, MA 02108

Concierge services • Front facing views • Parlor level living

$1,449,000

2 beds2 baths1,378 sq ft

45 Province St #1402, Boston, MA 02108

Private terrace • Designer finishes • Gas cooking

$1,695,000

2 beds2 baths1,038 sq ft

21 Walnut Unit Maisonette, Boston, MA 02108

Private entrance • Landscaped garden • Secluded patio

Home values near 53 Chestnut St

Data from public records.

Address	Redfin Estimate
64 Chestnut St, Boston, MA 5 Beds \| 3.5 Baths \| 3462 Sq. Ft.	$5,898,837
58 Chestnut St, Boston, MA 4 Beds \| 6.5 Baths \| 5182 Sq. Ft.	$8,601,576

Address	Redfin Estimate
62 Chestnut St, Boston, MA 5 Beds \| 6 Baths \| 3765 Sq. Ft.	$7,416,524
56 Chestnut St, Boston, MA 5 Beds \| 5.5 Baths \| 6049 Sq. Ft.	$10,400,388

Address	Redfin Estimate
60 Chestnut St, Boston, MA 4 Beds \| 4.5 Baths \| 3282 Sq. Ft.	$5,459,069
52 Chestnut St, Boston, MA 4 Beds \| 6 Baths \| 5300 Sq. Ft.	$8,140,818

Property information provided by MLS PIN when last listed in 2024. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in South Slope, MA

Sale history for 53 Chestnut St

Tax history for 53 Chestnut St

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02108

Home values near 53 Chestnut St

More real estate resources