OFF MARKET

Off market jun 2013 for $3.4M

$5,561,325

Est. refi paymentEst. refi $12,929/mo

•

3,034

sq ft

49 Chestnut St, Boston, MA 02108

About this home

Single-familyProperty Type

1827Year Built

1,386 sq ftLot Size

$1,833Est. Price/Sq.Ft.

Listed by Sally Brewster • Brewster & Berkowitz R. E.

Bought with Louisa Paige Miller • Hammond Residential

Redfin checked: 3 minutes ago

•Source:MLS PIN #71486682

Redfin Estimate

$5,561,325

$2.2M since sold in June 2013$133K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 11.2% higher than the average sale price ($5.00M) of 5 comparable homes.

SOLD SEP 30, 2026
$3,600,000
A
5 beds3 baths3,900 sq ft
51 Pinckney St, Boston, MA 02114
SOLD JAN 28, 2026
$4,800,000
B
4 beds4 baths4,013 sq ft
32 West Cedar St, Boston, MA 02108
SOLD JUL 7, 2026
$7,000,000
C
5 beds6 baths3,765 sq ft
62 Chestnut St, Boston, MA 02108
SOLD JUL 23, 2026
$5,600,000
D
5 beds3.5 baths3,849 sq ft
41 Chestnut St, Boston, MA 02108
SOLD AUG 31, 2026
$4,000,000
E
4 beds3.5 baths3,288 sq ft
70 Montgomery St, Boston, MA 02116

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Earn from this home

Sell

$3,402,706

Est. take-home

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Refinance

Est. cash available

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Rent

$4,506/mo

Redfin rental estimate

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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

New listings for sale

OPEN TODAY, 12PM TO 1PM
$599,000
1 bed1 bath591 sq ft
21 Beacon St Unit 4T, Boston, MA 02108
$7,800,000
3 beds3.5 baths2,882 sq ft
46 Beacon St #2, Boston, MA 02108
OPEN TODAY, 11:30AM TO 1PM
$1,449,000
2 beds2 baths1,378 sq ft
45 Province St #1402, Boston, MA 02108
See all

Provided by Redfin

Sale history for 49 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$52,490 (+3.7%)

$2,149,300 + $2,738,000

$4,887,300

2022

$50,641 (+4.0%)

$2,046,900 + $2,607,600

$4,654,500

2021

$48,690 (+2.6%)

$2,006,800 + $2,556,500

$4,563,300

2020

$47,462 (+5.3%)

$1,630,100 + $2,864,400

$4,494,500

2019

$45,056 (+7.6%)

$1,329,600 + $2,945,200

$4,274,800

2018

$41,885 (+3.9%)

$1,329,600 + $2,667,100

$3,996,700

2017

$40,309

$1,329,600 + $2,476,700

$3,806,300

2016

$40,325 (−1.2%)

$1,329,600 + $2,336,300

$3,665,900

2015

$40,829 (+1.1%)

$1,112,000 + $2,259,500

$3,371,500

2014

$40,394 (+7.8%)

$1,112,000 + $2,099,000

$3,211,000

2013

$37,465 (−2.4%)

$1,112,000 + $1,739,200

$2,851,200

2012

$38,396 (+8.1%)

$689,920 + $2,254,560

$2,944,480

2009

$35,515 (+24.6%)

$689,920 + $2,086,896

$2,776,816

2006

$28,506

$665,390 + $2,016,300

$2,681,690

Tax history for 49 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$52,490 (+3.7%)

$2,149,300 + $2,738,000

$4,887,300

2022

$50,641 (+4.0%)

$2,046,900 + $2,607,600

$4,654,500

2021

$48,690 (+2.6%)

$2,006,800 + $2,556,500

$4,563,300

2020

$47,462 (+5.3%)

$1,630,100 + $2,864,400

$4,494,500

2019

$45,056 (+7.6%)

$1,329,600 + $2,945,200

$4,274,800

2018

$41,885 (+3.9%)

$1,329,600 + $2,667,100

$3,996,700

2017

$40,309

$1,329,600 + $2,476,700

$3,806,300

2016

$40,325 (−1.2%)

$1,329,600 + $2,336,300

$3,665,900

2015

$40,829 (+1.1%)

$1,112,000 + $2,259,500

$3,371,500

2014

$40,394 (+7.8%)

$1,112,000 + $2,099,000

$3,211,000

2013

$37,465 (−2.4%)

$1,112,000 + $1,739,200

$2,851,200

2012

$38,396 (+8.1%)

$689,920 + $2,254,560

$2,944,480

2009

$35,515 (+24.6%)

$689,920 + $2,086,896

$2,776,816

2006

$28,506

$665,390 + $2,016,300

$2,681,690

*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

4.5

Stories

Lot width

—

Lot depth

—

Lot size

1,307 Sq. Ft.

Year renovated

1999

Sq. Ft.

3,563

Year built

1899

Style

Townhouse

County

Suffolk County

APN

3356556

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Jan 7, 2026 • Final

Short form bldg

Perform interior and exterior work on a residential building.

Remodel

Mar 25, 2016 • 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 Bathrooms (Full): 4
# of Bathrooms (Half): 1

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 6

Interior Features
# of Rooms (Total): 9

Exterior

Building Information
Building Area (Total): 3,034
Foundation Area: 1,000
Foundation Details: Granite
Year Built Source: Owner
Year Built Details: Approximate

Property Information
PropertySubType: Single Family Residence
Property AttachedYN: Yes

Lot Information
Lot Size (Acres): 0.03
Lot Features: Zero Lot Line

Financial

Tax Information
Tax Annual Amount: $37,465
Tax Year: 2013

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air
Cooling: Central Air

Location

Location Information
Directions: Chestnut St between Willow and W Cedar
UnparsedAddress: 49 Chestnut St, Boston MA 02108

Community Information
Senior CommunityYN: No

Public facts

Beds: 4
Baths: 4.5
Sq. Ft.: 3,563
Stories: 4.0
Lot Size: 1,307 square feet
Style: Townhouse
Year Built: 1899
Year Renovated: 1999
County: Suffolk County
APN: 3356556

Home facts updated by county records on Jul 20, 2023

Other

Listing Information
Exclusions: Front Door Knocker, Garden Metal Wall Hanging.
StandardStatus: Closed

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

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

$5.28M – $6.40M

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New listings for sale in 02108

OPEN TODAY, 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

$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

OPEN TODAY, 11:30AM TO 1PM

$1,449,000

2 beds2 baths1,378 sq ft

45 Province St #1402, Boston, MA 02108

Private terrace • Designer finishes • Gas cooking

Home values near 49 Chestnut St

Data from public records.

Address	Redfin Estimate
52 Chestnut St, Boston, MA 4 Beds \| 6 Baths \| 5300 Sq. Ft.	$7,948,401
57 Chestnut St, Boston, MA 4 Beds \| 3.5 Baths \| 3682 Sq. Ft.	$5,322,458
39 Chestnut St Apt 3, Boston, MA 1 Beds \| 1 Baths \| 568 Sq. Ft.	$820,074
39 Chestnut St Apt 6, Boston, MA 1 Beds \| 2 Baths \| 684 Sq. Ft.	$883,669
45 Chestnut St, Boston, MA 5 Beds \| 4.5 Baths \| 4515 Sq. Ft.	$5,406,524
53 Chestnut St, Boston, MA 5 Beds \| 4 Baths \| 4620 Sq. Ft.	$5,476,894
8 Acorn St, Boston, MA 3 Beds \| 2.5 Baths \| 1437 Sq. Ft.	$3,261,407

Address	Redfin Estimate
50 Chestnut St, Boston, MA - Beds \| - Baths \| 5400 Sq. Ft.	—
39 Chestnut St Apt 1, Boston, MA 1 Beds \| 1 Baths \| 730 Sq. Ft.	$776,429
39 Chestnut St Apt 4, Boston, MA 1 Beds \| 1 Baths \| 584 Sq. Ft.	$842,298
41 Chestnut St, Boston, MA 5 Beds \| 3.5 Baths \| 3849 Sq. Ft.	$5,792,149
47 Chestnut St, Boston, MA 6 Beds \| 4 Baths \| 4010 Sq. Ft.	$5,149,569
55 Chestnut St, Boston, MA 5 Beds \| 4.5 Baths \| 4377 Sq. Ft.	$7,159,031
7 Acorn St, Boston, MA 3 Beds \| 2.5 Baths \| 1900 Sq. Ft.	$2,624,018

Address	Redfin Estimate
48 Chestnut St, Boston, MA 5 Beds \| 4.5 Baths \| 4000 Sq. Ft.	$5,298,644
39 Chestnut St Apt 2, Boston, MA 2 Beds \| 1 Baths \| 771 Sq. Ft.	$1,028,091
39 Chestnut St Apt 5, Boston, MA 2 Beds \| 2.5 Baths \| 1252 Sq. Ft.	$1,644,302
43 Chestnut St, Boston, MA 4 Beds \| 4 Baths \| 4290 Sq. Ft.	$6,090,484
51 Chestnut St, Boston, MA 6 Beds \| 5 Baths \| 4774 Sq. Ft.	$6,356,670
5 West Cedar St, Boston, MA 3 Beds \| 2.5 Baths \| 2459 Sq. Ft.	$3,604,214
6 Acorn St, Boston, MA 2 Beds \| 2.5 Baths \| 2182 Sq. Ft.	$3,134,378

Property information provided by MLS PIN when last listed in 2013. This data may not match . Learn more.

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