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$12,000,000
4 Beds 5 Baths
HOA
$2,689
SQFT
3863
107-109 Chestnut Street
Boston, MA 02108
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Property Description

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

Amenities

  • Amenities: Bike Path, Highway Access, Medical Facility, Park, Private School, Public School, Public Transportation, Shopping, T-Station, Tennis Court, University, Walk/Jog Trails
  • Association Fee Includes: Electric, Landscaping, Master Insurance, Refuse Removal, Reserve Funds, Sewer, Snow Removal, Water

Bathrooms

  • Full Baths: 4
  • Half Baths 1
  • Master Bath: 1

Bedrooms

  • Bedrooms: 4

Other Rooms

  • Total Rooms: 8

Utilities

  • Heating: Central Heat
  • Cooling: Central Air
  • Water: City/Town Water
  • Sewer: City/Town Sewer

Unit Features

  • Square Feet: 3863
  • Unit Building: PH
  • Unit Level: 4
  • Floors: 2
  • Pets Allowed: No
  • Fireplaces: 2
  • Laundry Features: In Unit
  • Accessability Features: Unknown

Condo Complex Information

  • Condo Type: Condo
  • Complex Complete: Yes
  • Number of Units: 8
  • Elevator: No
  • Condo Association: U
  • HOA Fee: $2,689
  • Fee Interval: Monthly

Construction

  • Year Built: 1913
  • Style: Mid-Rise, Other (See Remarks)
  • Lead Paint: Unknown
  • Warranty: No

Garage & Parking

  • Parking Features: Off-Street
  • Parking Spaces: 2

Exterior & Grounds

  • Exterior Features: Balcony, City View(s), Deck, Deck - Roof, Other (See Remarks)
  • Pool: No

Other Information

  • MLS ID# 73512701
  • Last Updated: 05/09/26

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Map

Seller's Representative: Tracy Campion, Campion & Company Fine Homes Real Estate
Sub Agent Compensation: n/a
Buyer Agent Compensation: n/a
Facilitator Compensation: n/a
Compensation Based On: n/a
Sub-Agency Relationship Offered: No

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MLS PIN data last updated at 2026-05-09 03:05:00