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101 Chestnut Street, Boston MA 02108

$3,999,999

Estimated $28,256.72/month Calculator

Condo

3 Bedrooms

3 Full Baths

2,500 SqFt

Total Parking: 2 (1 Garage)

Built in 1918

One of the most notable buildings in all of Boston, 101 Chestnut Street in Beacon Hill is known for its incredibly gracious architecture. The elegant entry courtyard w/ fountain provides the perfect backdrop to this one of a kind residence that's both welcoming & distinguished. Unit E offers 2500 sqft of living space on one floor w/ 3 bedrooms, 3 bathrooms & graceful living/dining room w/ front facing Chestnut St views. The expansive space occupies a desirable corner exposure w/ courtyard views seen from the chef's kitchen & addt'l exposures throughout. The primary bedroom is generously proportioned & boasts South facing sun. A primary bathroom & oversized closet space offer incredible storage. A separate bedroom wing w/ 2 add'tl bedrooms & 2 bathrooms is on the West side of the unit & offer privacy. 101 Chestnut features a concierge, a beautifully landscaped common roofdeck & private storage closet complete this truly exceptional offering.

This home has been viewed 26 times

Last Checked: December 1st, 2025 at 5:30am (Source: MLS PIN #73363206)

Garage Parking

Air Conditioning

Pet Friendly

Professional Management

General Information for 101 Chestnut Street, Boston MA 02108

Listing ID73363206

Property TypeCondo

Price$3,999,999 ($1600/SqFt)

Building StyleMid-Rise

CityBoston

CountySuffolk

MLS AreaBeacon Hill

Neighborhood(s)

Total Parking2 (1 Garage)

Unit Level2

Levels in Unit1

Year Built1918

Year Built SourcePublic Records

Year Renovated

Year Built DetailsApproximate

Building Construction StatusReady for Occupancy

ZoningRes

Unit Features for 101 Chestnut Street, Boston MA 02108

Approximate Living Area Total2,500 SqFt

Living Area Includes BasementNo

Rooms6

Bedrooms3

Full Baths3

Half Baths0

Primary En Suite BathroomYes

BasementNo

HeatingYes / Central

CoolingYes / Central Air

Laundry

Fireplaces3

Outdoor SpaceYes - Common

FlooringWood

Electric

AppliancesRange, Refrigerator, Dishwasher, Disposal, Washer, Dryer, Freezer

Condo Association Features for 101 Chestnut Street, Boston MA 02108

Complex Name

Pet PolicyYes

Building ManagementProfessional - Off Site

Building Construction StatusReady for Occupancy

Number of Units18

Units Owner Occupied18

Year Built1918

Year Built DetailsApproximate

Year Built SourcePublic Records

Unit Last Renovated

WaterPublic

SewerPublic Sewer

Parking FeaturesOff Street, Detached

Building AmenitiesElevator(s), Fitness Center, Garden Area, Hot Water, Laundry, Storage

Disclosures for 101 Chestnut Street, Boston MA 02108

Lead Paint

UFFI

Living Area Includes BasementNo

Living Area DisclosureWonderful front exposure over Chestnut Street with

Building Area SourceOther

Senior CommunityNo

Special Listing Conditions

For Sale By OwnerNo

Exclusions

Disclosures

Title 5

Owner Occupancy Source

Buyer Agent Compensation

Facilitator Compensation

Sub-Agent Compensation

Compensation Based On

Documents Available

Financial Information for 101 Chestnut Street, Boston MA 02108

Association Fee$3,610

Optional Fee0

Association Fee IncludesSnow Removal, Water, Sewer, Reserve Funds, Insurance, Maintenance Structure, Trash, Maintenance Grounds

Optional Fee Includes

Association Fee FrequencyMonthly

Assessed Value

Real Estate Tax

Tax Year2025

Location Information for 101 Chestnut Street, Boston MA 02108

Elementary School

Middle School

High School

Neighborhood(s)

MLS AreaBeacon Hill

Area AmenitiesWalk/jog Trails, Highway Access, Shopping, Park, Medical Facility, Bike Path, Public Transportation, Tennis Court(s), Other

Contact Information for 101 Chestnut Street, Boston MA 02108

Agent

Name: Rebecca Davis Tulman and Leslie Singleton Adam

Office

Name: Gibson Sotheby's International Realty

Phone: 857-310-5632

Payment Calculator

, Interest

Property Taxes 0

Principal & Interest 24646.72

HOA Dues $3,610

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Gibson Sotheby's International Realty

Rebecca Davis Tulman and Leslie Singleton Adam

Agent Phone

Office Phone

(857) 310-5632

Text Agent Call Agent Call Office

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                    [url] => https://media.mlspin.com/photo.aspx?mls=73363206&w=1024&h=768&n=20
                    [index] => 20
                    [enabled] => 1
                    [created] => 2025-12-01 05:30:21
                    [modified] => 2025-12-01 05:30:21
                )

[20] => Array
                (
                    [id] => 179508411
                    [name] => MLS21.jpg
                    [type] => gallery
                    [category] => external
                    [url] => https://media.mlspin.com/photo.aspx?mls=73363206&w=1024&h=768&n=21
                    [index] => 21
                    [enabled] => 1
                    [created] => 2025-12-01 05:30:21
                    [modified] => 2025-12-01 05:30:21
                )

[21] => Array
                (
                    [id] => 179508412
                    [name] => MLS22.jpg
                    [type] => gallery
                    [category] => external
                    [url] => https://media.mlspin.com/photo.aspx?mls=73363206&w=1024&h=768&n=22
                    [index] => 22
                    [enabled] => 1
                    [created] => 2025-12-01 05:30:21
                    [modified] => 2025-12-01 05:30:21
                )

)

)

EXIT