107-109 Chestnut Street PHBoston, MA 02108
Due to the health concerns created by Coronavirus we are offering personal 1-1 online video walkthough tours where possible.




Spectacular penthouse duplex in a stunning Italian Renaissance Revival masterpiece on Beacon Hill’s coveted Flat of the Hill, inspired by Isabella Stewart Gardner’s famed Fenway Court. Exceptionally unique, this architecturally significant residence has been masterfully transformed by the current owners through an extraordinary renovation. Spanning 4 bedrooms, 4.5 baths, and 3,863± SF, the home is complemented by five private outdoor spaces totaling ~1,300 SF—an unparalleled offering for seamless indoor-outdoor living. Grand living and entertaining spaces feature soaring ceilings, bespoke finishes, custom wood beams, and abundant natural light with panoramic Charles River views, just to name a few. A luxurious primary suite with two decks and a spa-inspired bath crowns the home. Elevator access, two parking spaces, and an unrivaled locations moment from the Public Garden and Charles Street complete this exceptional offering.
| 21 hours ago | Listing updated with changes from the MLS® | |
| 21 hours ago | Listing first seen on site |
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, landlords, 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, leasing or renting 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, leasing or renting. 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.
Last checked 2026-05-06 11:43 AM UTC