Google street view image for 16 Chestnut St, Boston, MA 02108

Off market sep 2008 for $4.5M

$10,484,541

Est. refi paymentEst. refi $8,760/mo

•

6.5 ba

•

6,100

sq ft

16 Chestnut St, Boston, MA 02108

About this home

16 Chestnut St is a 6,100 square foot multi-family home on a 3,920 square foot lot with 5 bedrooms and 6.5 bathrooms. - it last sold on September 02, 2008 for $4,500,000. Based on Redfin's Boston data, we estimate the home's value is $10,484,541.

Multi-familyProperty Type

1900Year Built

3,920 sq ftLot Size

$1,719Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$10,484,541

$6.0M since sold in September 2008$3.7M since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 54.4% higher than the average sale price ($6.79M) of 6 comparable homes.

SOLD JUN 24, 2026
$6,000,000
A
4 beds4 baths4,264 sq ft
81 Pinckney St, Boston, MA 02114
SOLD JUL 7, 2026
$7,000,000
B
5 beds6 baths3,765 sq ft
62 Chestnut St, Boston, MA 02108
SOLD JUL 17, 2026
$9,600,000
C
4 beds6 baths4,886 sq ft
126 Marlborough St, Boston, MA 02116
SOLD MAR 23, 2026
$8,050,000
D
5 beds5 baths6,082 sq ft
9 Walnut St, Boston, MA 02108
SOLD SEP 11, 2026
$4,500,000
E
4 beds4.5 baths3,410 sq ft
89 Revere St, Boston, MA 02114
SOLD JUL 23, 2026
$5,600,000
F
5 beds3.5 baths3,849 sq ft
41 Chestnut St, Boston, MA 02108

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Earn from this home

Sell

$8,037,927

Est. take-home

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Refinance

Est. cash available

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Market trends in South Slope, MA

Last updated October 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

Provided by Redfin

Sale history for 16 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$78,953 (+3.7%)

$4,016,000 + $3,335,300

$7,351,300

2022

$76,139 (+7.1%)

$3,823,100 + $3,175,000

$6,998,100

2021

$71,114 (+14.8%)

$3,641,000 + $3,023,900

$6,664,900

2020

$61,946 (+7.2%)

$3,097,400 + $2,768,700

$5,866,100

2019

$57,794 (+7.6%)

$2,409,300 + $3,074,000

$5,483,300

2018

$53,691 (+4.0%)

$2,409,300 + $2,713,900

$5,123,200

2017

$51,648 (+3.0%)

$2,409,300 + $2,467,800

$4,877,100

2016

$50,138 (+6.3%)

$2,409,300 + $2,148,700

$4,558,000

2015

$47,172 (+9.7%)

$1,731,600 + $2,163,700

$3,895,300

2014

$42,992 (+5.0%)

$1,375,100 + $2,042,400

$3,417,500

2013

$40,944 (+13.2%)

$1,375,100 + $1,740,900

$3,116,000

2012

$36,173 (+4.4%)

$1,375,100 + $1,398,900

$2,774,000

2009

$34,648 (+13.2%)

$1,375,100 + $1,333,900

$2,709,000

2006

$30,598

$1,547,000 + $1,331,500

$2,878,500

Tax history for 16 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$78,953 (+3.7%)

$4,016,000 + $3,335,300

$7,351,300

2022

$76,139 (+7.1%)

$3,823,100 + $3,175,000

$6,998,100

2021

$71,114 (+14.8%)

$3,641,000 + $3,023,900

$6,664,900

2020

$61,946 (+7.2%)

$3,097,400 + $2,768,700

$5,866,100

2019

$57,794 (+7.6%)

$2,409,300 + $3,074,000

$5,483,300

2018

$53,691 (+4.0%)

$2,409,300 + $2,713,900

$5,123,200

2017

$51,648 (+3.0%)

$2,409,300 + $2,467,800

$4,877,100

2016

$50,138 (+6.3%)

$2,409,300 + $2,148,700

$4,558,000

2015

$47,172 (+9.7%)

$1,731,600 + $2,163,700

$3,895,300

2014

$42,992 (+5.0%)

$1,375,100 + $2,042,400

$3,417,500

2013

$40,944 (+13.2%)

$1,375,100 + $1,740,900

$3,116,000

2012

$36,173 (+4.4%)

$1,375,100 + $1,398,900

$2,774,000

2009

$34,648 (+13.2%)

$1,375,100 + $1,333,900

$2,709,000

2006

$30,598

$1,547,000 + $1,331,500

$2,878,500

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

Permits

Oct 19, 2018 • Final

Short form bldg

Perform interior and exterior work on a residential building.

Remodel

Oct 3, 2018 • Final

Short form bldg

Perform exterior renovations 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

Interior

Bathroom Information
# of Full Baths: 6
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Hot Water

Fireplace Information
# of Fireplaces: 3
Has Fireplace

Room Information
# of Rooms: 16

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Row House
Exterior Wall: Brick
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 6,100
Gross Sq. Ft: 8,689
# of Units: 3
# of Stories: 3

Lot Information
# of Buildings: 1
Land Sq. Ft: 3,920
Municipality Name: BOSTON
Acres: 0.09
Zoning Code: R3
State Use Description: 3-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 5
Baths: 6.5
Sq. Ft.: 6,100
Stories: 3.0
Lot Size: 3,920 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1900
Year Renovated: 2018
County: Suffolk County
APN: 3356428

Home facts updated by county records on Nov 19, 2024

Around this home

Schools

K - 12
Preschool & daycare

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

64% 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)

34°

23°

36°

24°

50°

35°

58°

43°

68°

54°

79°

65°

83°

69°

78°

64°

73°

61°

63°

51°

53°

41°

40°

28°

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

$9.96M – $12.06M

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Home values near 16 Chestnut St

Data from public records.

Address	Redfin Estimate
22 Chestnut St, Boston, MA 7 Beds \| 5.5 Baths \| 8239 Sq. Ft.	$11,356,345
20 Chestnut St Apartment 2, Boston, MA 2 Beds \| 1 Baths \| 1699 Sq. Ft.	$1,642,331
18 Chestnut St Apartment 2, Boston, MA 1 Beds \| 1 Baths \| 690 Sq. Ft.	$823,298
18 Chestnut St Apartment 5, Boston, MA 2 Beds \| 2 Baths \| 1280 Sq. Ft.	$2,227,111
12 Chestnut St, Boston, MA 9 Beds \| 6 Baths \| 6000 Sq. Ft.	$8,587,322
20 Chestnut St Ph, Boston, MA 3 Beds \| 3 Baths \| 2131 Sq. Ft.	$2,719,220
44 Beacon St, Boston, MA 5 Beds \| 6.5 Baths \| 12753 Sq. Ft.	$13,067,523

Address	Redfin Estimate
20 Chestnut St Apartment 20A, Boston, MA 3 Beds \| 3.5 Baths \| 3640 Sq. Ft.	$6,052,322
20 Chestnut St Apartment 3, Boston, MA 2 Beds \| 2.5 Baths \| 2436 Sq. Ft.	$3,368,361
18 Chestnut St Apartment 3, Boston, MA 2 Beds \| 1.5 Baths \| 1660 Sq. Ft.	$3,184,638
18 Chestnut St Apartment 6, Boston, MA 2 Beds \| 1 Baths \| 1350 Sq. Ft.	$1,820,810
10 Chestnut St, Boston, MA 5 Beds \| 6 Baths \| 4202 Sq. Ft.	$7,042,905
18 Chestnut St Ph, Boston, MA 2 Beds \| 2 Baths \| 1350 Sq. Ft.	$1,369,989

Address	Redfin Estimate
20 Chestnut St Apartment 20A, Boston, MA 2 Beds \| 1 Baths \| 1435 Sq. Ft.	$2,550,663
18 Chestnut St Apartment 1, Boston, MA 1 Beds \| 1 Baths \| 665 Sq. Ft.	$805,765
18 Chestnut St Apartment 4, Boston, MA 2 Beds \| 2 Baths \| 1180 Sq. Ft.	$2,263,167
14 Chestnut St, Boston, MA 7 Beds \| 5 Baths \| 7000 Sq. Ft.	$10,058,995
20-20A Chestnut St Apartment 1, Boston, MA 4 Beds \| 4.5 Baths \| 3119 Sq. Ft.	$5,674,288
20 Chestnut St Apartment 1&2,20, Boston, MA 3 Beds \| 3 Baths \| 3160 Sq. Ft.	$5,404,837

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GreatSchools Ratings provided by GreatSchools.org.

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