107-109 Chestnut Street PH Boston MA 02108

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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.

Property Details

Price:
$12,000,000
MLS #:
73512701
Status:
Active Under Contract
Beds:
4
Baths:
4.5
Address:
107-109 Chestnut Street PH
Type:
Condo
Subtype:
Condominium
Neighborhood:
beaconhill
City:
Boston
Listed Date:
May 5, 2026
State:
MA
Finished Sq Ft:
3,863
Total Sq Ft:
3,863
ZIP:
02108
Year Built:
1913

Schools

Interior

Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
2
Heating
Central
Laundry Features
In Unit

Exterior

Architectural Style
Other ( See Remarks)
Community Features
Public Transportation, Shopping, Tennis Court(s), Park, Walk/ Jog Trails, Medical Facility, Bike Path, Highway Access, Private School, Public School, T- Station, University
Exterior Features
Deck, Deck – Roof, Balcony, City View(s), Other
Parking Features
Off Street
Parking Spots
2

Financial

HOA Fee
$2,689
HOA Frequency
Monthly
HOA Includes
Electricity, Water, Sewer, Insurance, Maintenance Grounds, Snow Removal, Trash, Reserve Funds
Tax Year
2026
Taxes
$73,070

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107-109 Chestnut Street PH
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