51 Chestnut Street Boston, MA ^$ 2,700,000

51 Chestnut Street

^$ 2,700,000

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51 Chestnut Street

Boston, MA, 02129

^$ 2,700,000

Bedrooms4 Baths3.1 Sq 3,593

Monthly Estimate*

^$ 16,624

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Multi-Family Home for sale in Boston, MA

for $2,700,000 with 4 bedrooms and 3 full baths, 1 half bath. This 3,593 square foot home was built in 1865 on a lot size of 0.05.

Located on a gas-lit street near Monument Square, this rarely available, 4BR/3.5BA, two-family home offers 3,593+sf and an extraordinary opportunity for an owner occupant, investor/developer, or buyer looking to convert into a spectacular single family home. The grand entrance is defined by soaring ceilings, period moldings, and a sweeping staircase that leads to an impressive formal living room. An elegant dining room flows into a chef’s kitchen with luxury finishes and top-tier appliances. A charming family room w/wet bar and gas FP provides an inviting hub for daily living. A spacious primary suite w/FP has ample closet space and marble spa bath. An addt’l bedroom and full bath complete this level. The separate entrance, 1BR rental unit in the rear of the first floor is well maintained. The crown jewel is an expansive 480sf private roof deck w/head house, wet bar, and panoramic views of the harbor, Monument, and Boston skyline. A lush garden patio completes this special offering.

Multi-Family Contingent

Price

^$ 2,700,000

Bedrooms

Full Bath

Half Bath

Property Type

Multi-Family

Taxes

^$ 30,727

Style

Multi Family

Lot Size

0.05

Year Built

1865

Town/City

Boston

County/Region

Suffolk

MLS | Web ID

73533495

List By

Nancy Roth

Listing Agent

Gibson Sotheby's International Realty

Broker

Affordability Calculator

$19,185

Per Month

Monthly Principal & Interest: $16,624
Monthly Property Taxes: $2,561
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% 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

Multi-family listings in Boston, MA

Average List Price ^$2,420,220

Percent of Sale Price 10%

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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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
6/10/2026	$2,700,000		Listed Price

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51 Chestnut Street, Boston, MA, 02129 is a Multi-Family Home for sale at $2,700,000 with 3,593 sqft and a lot size of 0.05. 51 Chestnut Street has 4 bedrooms, 3.1 baths, and was built in 1865. The property's zip code is 02129 which is in Boston, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% 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 6/17/2026.

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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51 Chestnut Street

Multi-Family Home for sale in Boston, MA

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