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
Beds:
4
Baths:
4.5
Type:
Condo
Subtype:
Condominium
Neighborhood:
beaconhill
Listed Date:
May 5, 2026
Finished Sq Ft:
3,863
Total Sq Ft:
3,863
Year Built:
1913
See this Listing
Schools
Interior
Above Grade Finished Area
3863
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)
Common Walls
No One Above
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
Open Parking Spaces
2
Parking Features
Off Street
Parking Spots
2
Parking Total
2
Patio And Porch Features
Deck, Deck – Roof
Stories
2
View
City
Financial
HOA Fee
$2,689
HOA Fee Frequency
Monthly
HOA Includes
Electricity, Water, Sewer, Insurance, Maintenance Grounds, Snow Removal, Trash, Reserve Funds
Tax Year
2026
Taxes
$73,070
Map
Community
- Address107-109 Chestnut Street PH Boston MA
- CityBoston
- CountySuffolk
- Zip Code02108
Subdivisions in Boston
- Adams Village
- Ashmont Hill
- Ashmont Hill / Carruth Area
- Back Bay
- Bay Village
- Beacon Hill
- Bellevue Hill
- Boston
- Brighton-Oak Square
- Charlestown
- Chestnut Hill
- Chestnut Hill /Brookline line
- Chestnut Hill Park Condominium
- Clam Point Neighborhood
- Eight Streets Neighborhood
- Ellis South End Neighborhood
- Fairmount Hill
- Fields Corner
- Gas Light District
- Golf Course Neighborhood
- Harbor View
- Harborview
- Highland
- Hyde Park
- Jamaica Plain
- Lower Mills
- Melville Park
- Metropolitan Heights Area
- Metropolitan Hill
- Mission Hill – Longwood Medical
- Oak Square
- Parkway neighborhood
- Roslindale
- Roslindale – WC Bates
- roslindale village
- Roxbury’s Moreland Street Historic District
- Savin Hill: Minutes to Carson Beach/UMass Boston T-Stop
- South Boston
- Suffolk County
- Sumner Hill
- Thomas Park
- Woodbourne
Market Summary
Property Summary
- 107-109 Chestnut Street PH Boston MA is a Condo for sale in Boston, MA, 02108. It is listed for $12,000,000 and features 4 beds, 5 baths, and has approximately 3,863 square feet of living space, and was originally constructed in 1913. The current price per square foot is $3,106. The average price per square foot for Condo listings in Boston is $1,030. The average listing price for Condo in Boston is $1,452,411. To schedule a showing of MLS#73512701 at 107-109 Chestnut Street PH in Boston, MA, contact your Cornerstone Real Estate agent at 617-238-7400.
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Courtesy of Campion & Company Fine Homes Real Estate. The property listing data and information 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 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 set forth herein.
107-109 Chestnut Street PH
Boston, MA