

This grand estate is sited on 4.28+ acres in the heart of The Country Club neighborhood of Chestnut Hill, Brookline’s most idyllic setting. Few parcels of this size remain, and this sought-after-end of the-road location affords a level of privacy rarely found so close to the city. The property was purchased privately in 2002, and the house was renovated under the direction of Dell Mitchell Architects and built by the Ralph S. Osmond Company. Designed thoughtfully and built with the finest materials, the style is timeless. Embracing the beauty of the site, the house is centered on a gracious entry opening to elevated views of the expansive grounds. The amenities are remarkable: an indoor pool pavilion, meditation room with Japanese garden, home office, exercise room, salon and 1-bed staff apartment. The grounds are exceptional with a gated entry, graceful approach, park-like setting of sweeping lawns, specimen trees and flowering gardens. The property also offers 3-bedroom guest house.
Property Details for 106 Fernwood Rd
Total Rooms: 21
Bedrooms: 6
Bathrooms: 8Full 6Half
Living Area: 13,671 sqft
Lot Size (Acres/SF): 4.28/ 186436
Lot Features:
Levels:
Total Parking Spaces: 8
Garage Spaces: 2
Parking Features: Attached
Listing ID: 73361013
Postal Code: 02467
Neighborhood: Chestnut Hill
Elementary School District: Roland Hayes
Elementary School Buffer Zone:
High School: Brookline High School
Year Built: 1920
Architectural Style:
Basement: Full, Unfinished
Features for 106 Fernwood Rd
Heating: Natural Gas, Hydro Air, Geothermal, Other
Heating Zones:
Fireplaces: 5
Accessibility Features:
Association: False
Association Fee:
Fee Frequency:
Association Fee Includes:
Association Amenities:
Management Type:
Optional Fee:
Optional Fee Includes:
Elevator: False
Cooling: Central Air, Geothermal
Cooling Zones:
Private Pool: False
Pool Features:
Waterfront: False
Waterfront Features:
Pets Allowed:
Entry Level (Floor):
Entry Location:
Complex Complete: False
Total Units in Building:
Owner Occupied Units:
Utilities & Financials for 106 Fernwood Rd
Electric:
Water Source: Public
Sewer: Public Sewer
Utility Connections:
Annual Tax: $239,331
Assessed Value: $24,248,300
Tax Year: 2025
Disclosures for 106 Fernwood Rd
Disclosures:
Exclusions:
Property Attached: False
Historic District:
Zoning Code: S-40
Zoning Description: SINGLE-FAMILY
Zoning Category: single_family
Zoning FAR:
Zoning Min Lot: 40000
Lead Paint: Unknown
SqFt Includes Basement: False
Square Feet Disclosures:
Voting Precinct: 15 Located at Fire Station 6 (Rear), 962 Hammond Street
Listing Lifecycle for 106 Fernwood Rd
List Date: April 17, 2025
Off Market Date: May 5, 2025
Under Agreement Date: 2025-04-22
Sold Date: June 17, 2025
List Office: LandVest, Inc.
Listing Agent: Nicole Monahan
Original List Price: $19,000,000
Sold Price: $17,000,000 ($1,244/sqft)
Square Feet Disclosures:
Last Updated on: February 7, 2026 at 1:49 PM from: mls-pin
Buyer’s Office: Compass
Buyer’s Agent: Erin Baumgartner



