OFF MARKET

Off market jun 2017 for $1.4M

$1,717,741

Est. refi paymentEst. refi $1,695/mo

•

1,365

sq ft

44 Chestnut St #7, Boston, MA 02108

About this home

This penthouse home is full of Beacon Hill charm - high ceilings, crown molding, two wood burning fireplaces and hardwood floors throughout. A grand staircase from the building’s period 1890s foyer leads you to the residence. Upon entering, a cozy sitting room awaits. Atop the internal staircase is the living level, with two generous bedrooms, a brightly tiled bathroom with a claw foot tub, a sleek, sky lit kitchen with top-of-the line appliances and a grand South-facing living room with abundant sunlight. There is ample storage space, with two walk-in closets and plentiful built-ins, as well as two storage units in the common lower level. Professionally managed, owner occupied building. The crown jewel is a breathtaking private roof deck accessed by a proper staircase, with a 360-degree view of the State House, the Charles River and the Back Bay skyline. Enjoy city living in an architectural gem at one of Boston’s most prestigious addresses.

CondoProperty Type

1890Year Built

1,365 sq ftLot Size

$1,258Est. Price/Sq.Ft.

Listed by Amy Donovan • LandVest, Inc.

Bought with Amy Donovan • LandVest, Inc.

Redfin checked: a minute ago

•Source:MLS PIN #72122388

Redfin Estimate

$1,717,741

$268K since sold in June 2017$15K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 61.9% higher than the average sale price ($1.06M) of 6 comparable homes.

SOLD OCT 8, 2026
$1,080,000
A
2 beds1 bath992 sq ft
69 Myrtle St #4, Boston, MA 02114
SOLD OCT 28, 2026
$1,350,000
B
2 beds1 bath1,052 sq ft
41 Pinckney St #1, Boston, MA 02114
SOLD JUL 30, 2026
$940,000
C
2 beds1 bath920 sq ft
102 Charles St Unit 3C, Boston, MA 02114
SOLD OCT 9, 2026
$755,000
D
2 beds1 bath642 sq ft
53 Garden St #4, Boston, MA 02114
SOLD JUL 6, 2026
$1,040,000
E
2 beds1 bath995 sq ft
37 Beacon St #23, Boston, MA 02108
SOLD APR 9, 2026
$1,199,000
F
2 beds1 bath841 sq ft
15 River St #704, Boston, MA 02108

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Earn from this home

Sell

$701,610

Est. take-home

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Est. cash available

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Rent

$2,261/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 44 Chestnut St #7

Year

Property tax

Land + Additions

Assessment*

2023

$15,378 (+2.7%)

$1,431,800

2022

$14,976 (+4.0%)

$1,376,500

2021

$14,399 (−2.0%)

$1,349,500

2020

$14,696 (+4.2%)

$1,391,700

2019

$14,101 (+3.5%)

$1,337,900

2018

$13,629 (+1.9%)

$1,300,500

2017

$13,372 (+3.0%)

$1,262,700

2016

$12,981 (+1.7%)

$1,180,100

2015

$12,758 (+3.9%)

$1,053,500

2014

$12,276 (+3.4%)

$975,800

2013

$11,872 (−3.8%)

$903,500

2012

$12,341 (+2.0%)

$946,400

2009

$12,104 (+24.1%)

$946,400

2006

$9,755

$917,700

Tax history for 44 Chestnut St #7

Year

Property tax

Land + Additions

Assessment*

2023

$15,378 (+2.7%)

$1,431,800

2022

$14,976 (+4.0%)

$1,376,500

2021

$14,399 (−2.0%)

$1,349,500

2020

$14,696 (+4.2%)

$1,391,700

2019

$14,101 (+3.5%)

$1,337,900

2018

$13,629 (+1.9%)

$1,300,500

2017

$13,372 (+3.0%)

$1,262,700

2016

$12,981 (+1.7%)

$1,180,100

2015

$12,758 (+3.9%)

$1,053,500

2014

$12,276 (+3.4%)

$975,800

2013

$11,872 (−3.8%)

$903,500

2012

$12,341 (+2.0%)

$946,400

2009

$12,104 (+24.1%)

$946,400

2006

$9,755

$917,700

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

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

—

Year renovated

1972

Sq. Ft.

1,324

Year built

1890

Style

Condo/Co-op

County

Suffolk County

APN

3356407

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Property details

Interior

Master Bedroom Information
Level: Second
Features: Walk-In Closet(s),Closet

Bedroom #2 Information
Level: Second
Features: Closet,Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 1

Bathroom #1 Information
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub

Living Room Information
Level: Second
Features: Flooring - Hardwood

Kitchen Information
Level: Second
Features: Skylight,Countertops - Stone/Granite/Solid,Cabinets - Upgraded

Basement Information
Basement: N

Laundry Information
Laundry Features: Common Area, In Building

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2
Fireplace Features: Living Room, Master Bedroom

Interior Features
# of Rooms (Total): 4
Flooring: Flooring - Hardwood
Interior Features: Entrance Foyer

Exterior

Building Information
Building Area (Total): 1,365
StructureType: Rowhouse
Stories (Total): 2
Year Built Source: Public Records
Year Built Details: Actual

Exterior Features
Patio And Porch Features: Deck - Roof
Exterior Features: Deck - Roof

Property Information
PropertySubType: Condominium
Common Walls: No One Above
Entry Level: 3
Security Features: Intercom
Has Waterview
River

Lot Information
Lot Size (Acres): 0.03

Financial

Tax Information
Tax Annual Amount: $13,372
Tax Year: 2017

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public
Electric: 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Hot Water, Oil
Cooling: Window Unit(s)

Location

HOA Information
Association Fee: $534
Association Fee Frequency: Monthly
Association Fee Includes: Water, Sewer, Insurance, Maintenance Structure, Snow Removal, Trash
Association Amenities: Storage

Location Information
Directions: Beacon to Charles to Chestnut
UnparsedAddress: 44 Chestnut St # 7, Boston MA 02108

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Bike Path, Highway Access, House of Worship, Private School, Public School, T-Station, University
Pets Allowed: No

Public facts

Beds: 2
Baths: 1.0
Sq. Ft.: 1,324
Stories: 2.0
Lot Size: —
Style: Condo/Co-op
Year Built: 1890
Year Renovated: 1972
County: Suffolk County
APN: 3356407

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 1

Listing Information
Exclusions: See Listing Agent.
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

$1.63M – $1.98M

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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

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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 44 Chestnut St #7

Data from public records.

Address	Redfin Estimate
40 Chestnut Street, Boston, MA 3 Beds \| 5 Baths \| 5305 Sq. Ft.	$10,019,305
48 Chestnut Street, Boston, MA 5 Beds \| 4.5 Baths \| 4000 Sq. Ft.	$5,298,644
44 Chestnut Street #2, Boston, MA 1 Beds \| 1 Baths \| 387 Sq. Ft.	$585,134
44 Chestnut Street #5, Boston, MA 1 Beds \| 1 Baths \| 467 Sq. Ft.	$1,500,172
38 Chestnut Street, Boston, MA 6 Beds \| 4.5 Baths \| 4456 Sq. Ft.	$6,281,205
39 Chestnut Street #3, Boston, MA 1 Beds \| 1 Baths \| 568 Sq. Ft.	$820,074
39 Chestnut Street #6, Boston, MA 1 Beds \| 2 Baths \| 684 Sq. Ft.	$883,669

Address	Redfin Estimate
52 Chestnut Street, Boston, MA 4 Beds \| 6 Baths \| 5300 Sq. Ft.	$7,948,401
46 Chestnut Street, Boston, MA 6 Beds \| 8.5 Baths \| 9380 Sq. Ft.	$18,053,569
44 Chestnut Street #3, Boston, MA 2 Beds \| 2 Baths \| 1334 Sq. Ft.	$1,816,375
44 Chestnut Street #6, Boston, MA 2 Beds \| 1 Baths \| 1000 Sq. Ft.	$1,603,210
39 Chestnut Street #1, Boston, MA 1 Beds \| 1 Baths \| 730 Sq. Ft.	$776,429
39 Chestnut Street #4, Boston, MA 1 Beds \| 1 Baths \| 584 Sq. Ft.	$842,298
41 Chestnut Street, Boston, MA 5 Beds \| 3.5 Baths \| 3849 Sq. Ft.	$5,792,149

Address	Redfin Estimate
50 Chestnut Street, Boston, MA - Beds \| - Baths \| 5400 Sq. Ft.	—
44 Chestnut Street #1, Boston, MA 1 Beds \| 1 Baths \| 806 Sq. Ft.	$976,880
44 Chestnut Street #4, Boston, MA 2 Beds \| 1 Baths \| 1010 Sq. Ft.	$1,440,892
42 Chestnut Street, Boston, MA 4 Beds \| 3.5 Baths \| 4300 Sq. Ft.	$8,514,999
39 Chestnut Street #2, Boston, MA 2 Beds \| 1 Baths \| 771 Sq. Ft.	$1,028,091
39 Chestnut Street #5, Boston, MA 2 Beds \| 2.5 Baths \| 1252 Sq. Ft.	$1,644,302
43 Chestnut Street, Boston, MA 4 Beds \| 4 Baths \| 4290 Sq. Ft.	$6,090,484

Property information provided by MLS PIN when last listed in 2017. 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 44 Chestnut St #7

Tax history for 44 Chestnut St #7

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 44 Chestnut St #7

More real estate resources