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$3,750,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 2,500 Sq. Ft.
  • 1 Car Garage
  • Updated 1 day ago
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One of the most notable buildings in all of Boston, 101 Chestnut Street in Beacon Hill is known for its incredibly gracious architecture, intimate community. and impeccable service. The elegant entry courtyard w/ fountain is the perfect backdrop to this one of a kind residence that's both welcoming and distinguished. Unit E offers 2500 sqft of living space on one floor: 3 bedrooms, 3 bathrooms and a graceful living/dining room w/ front facing Chestnut Street 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 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 and a beautifully landscaped common roofdeck. A private storage closet completes this truly exceptional offering.

Full Property Details for 101 Chestnut St #E

General

  • Price: $3,750,000
  • HOA FEE: $3,610/month
  • Taxes: (2025)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73499714
  • Updated: 4/10/2026
  • Added to Site: 1 day(s) ago

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: 18.00 x 22.00, Second
  • Bedroom 2: 15.00 x 14.00, Second
  • Bedroom 3: 13.00 x 12.00, Second

Other Rooms

  • Living Room: 22.00 x 22.00, Second
  • Kitchen: 16.00 x 14.00, Second
  • Dining Room: 22.00 x 22.00, Second

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Parking Features: Detached, Off Street

Location

  • County: Suffolk

Structural Information

  • Basement: Yes
  • Stories/Levels: 1
  • Square Feet: 2,500
  • Year Built: 1918

Financial Considerations

  • Association Fee: $3,610
  • Tax Year: 2025

Disclosures and Reports

  • Exclusions: Fireplace Mantel In Living Room Is Excluded.
  • Disclosures/Rstr.: Prospective buyers will need to submit necessary coop application and go through coop interview process.
  • Property ID: 3353906

Listed by Gibson Sotheby's International Realty, Rebecca Davis Tulman and Leslie Singleton Adam

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Listing agent

— 101 Chestnut St #E —

  • Rebecca Davis Tulman and Leslie Singleton Adam

    Gibson Sotheby's International Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 101 Chestnut St #E

School District:Boston School District
NameGradesDistance
Josiah Quincy Elementary School
885 Washington Street, Boston, MA 02111
PK-50.7 mi
William Mckinley
90 Warren Avenue, Boston, MA 02116
K-120.9 mi
Blackstone Elementary School
380 Shawmut Avenue, Boston, MA 02118
PK-51.1 mi
Quincy Upper School
152 Arlington Street, Boston, MA 02116
6-120.6 mi
Carter School
270 Columbia Road, Boston, MA 02121
6-121.3 mi
Charlestown High School
240 Medford Street, Boston, MA 02129
9-121.7 mi
Snowden Int'L High School
150 Newbury Street, Boston, MA 02116
9-120.5 mi
Boston Adult Academy
20 Church St, Boston, MA 02116
9-120.6 mi
Madison Park High
75 Malcolm X Blvd, Boston, MA 02120
9-121.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 101 Chestnut St #E Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/10/2026
Listed
$3,750,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 101 Chestnut St #E

Year
Property Taxes
Change
Tax Assessment
Change
2025
$307,228
5%
$26,530,900
-1%
2024
$292,711
-1%
$26,854,200
-2%
2023
$294,420
-3%
$27,413,400
-2%
2022
$303,116
1%
$27,859,900
-1%
2021
$301,471
3%
$28,254,100
2%
2020
$293,391
3%
$27,783,200
3%
2019
$284,485
6%
$26,991,000
5%
2018
$269,373
1%
$25,703,500
2%
2017
$266,603
7%
$25,175,000
11%
2016
$250,135
1%
$22,739,500
12%
2015
$246,554
4%
$20,359,500
8%
2014
$237,812
—
$18,904,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Gibson Sotheby's International Realty, Rebecca Davis Tulman and Leslie Singleton Adam

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101 Chestnut Street #E, Boston, MA 02108 (MLS# 73499714) is a Single Family property with 3 bedrooms and 3 full bathrooms. 101 Chestnut Street #E is currently listed for $3,750,000 and was received on April 10, 2026. Want to learn more about 101 Chestnut Street #E? Do you have questions about finding other Single Family real estate for sale in Beacon Hill? You can browse all Beacon Hill real estate or contact a Coldwell Banker agent to request more information.

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