101 Chestnut Street # E Boston, MA ^$ 3,499,950

101 Chestnut Street # E

^$ 3,499,950

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101 Chestnut Street # E

Boston, MA, 02108

^$ 3,499,950

Bedrooms2 Baths3.0 Sq 2,500

Monthly Estimate*

^$ 22,099

101 Chestnut Street # E, Boston, MA 02108 - Image 1

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Condo for sale in Boston, MA

for $3,499,950 with 2 bedrooms and 3 full baths. This 2,500 square foot condo was built in 1918.

Set within one of Beacon Hill’s most distinguished buildings, 101 Chestnut Street is celebrated for its gracious architecture, elegant courtyard and exceptional service. Unit E offers approximately 2,500 sq. ft. of expansive single-floor living with 2 bedrooms plus a library/office/guest room and 3 full baths. At the heart of the residence is an impressive 22' × 22' living and dining room, offering exceptional scale for both entertaining and everyday living. Desirable corner exposure brings natural light throughout, while the south-facing primary suite features generous proportions, an en suite bath and exceptional closet space. A separate guest wing provides wonderful privacy with a second bedroom, full bath and flexible library/office/guest room with an additional bath. Courtyard views, a well-appointed kitchen, concierge service, beautifully landscaped common roof deck and private storage complete this gracious Beacon Hill residence.

Condo Active

Price

^$ 3,499,950

Bedrooms

Full Bath

Property Type

Condo

Taxes

^$ 0

Style

Year Built

1918

Town/City

Boston

County/Region

Suffolk

MLS | Web ID

73576624

List By

Rebecca Davis Tulman and Leslie Singleton Adam

Listing Agent

Gibson Sotheby's International Realty

Broker

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$22,099

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Monthly Principal & Interest: $22,099
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends

Condo listings in Boston, MA

Average List Price ^$1,423,362

Percent of Sale Price 59%

About Boston, MA

685,111 Population

16% Since 2002

^$65,384 Median Income

34.81 Median Age

20% Households with Children

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Pricing History

Date	Price	Price Change	Description
9/14/2026	$3,499,000		Listed Price

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101 Chestnut Street # E, Boston, MA, 02108 is a Condo for sale at $3,499,950 with 2,500 sqft. 101 Chestnut Street # E has 2 bedrooms, 3.0 baths, and was built in 1918. The property's zip code is 02108 which is in Boston, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 10/4/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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101 Chestnut Street # E

Condo for sale in Boston, MA

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