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ActiveListed 157 days ago

$5,995,000

55 Parkwood Drive, Milton, MA 02186

7
beds
8.5
baths
9,320
sqft
Lot sizeThe land that comes with the home, as reported to the MLS.
2.77 acres
Year builtThe year the building was originally built, as reported by the listing agent.
1915
On the marketDays since the home was listed. New listings tend to move fastest.
157 days ago
Property type
Single Family Residence
Price per sqftList price divided by interior living area — handy for comparing homes of different sizes.
$643
ParkingSpaces that come with the home, as reported to the MLS.
21 spaces
Annual taxesLast annual property tax bill reported to the MLS. A new owner's bill can differ.
$38,228

What’s Special

  • Fireplace(s)
  • Central Air
  • Porch
  • Pool - Inground Heated

Experience the pinnacle of Milton living at this 1915 French Colonial masterpiece. Set on nearly three acres at the foot of the Blue Hills Reservation, this legacy estate offers a rare blend of privacy and prestige. The grounds are an entertainer’s dream, featuring an in-ground pool, pool house, and a two-story, five-bay garage with an attached vintage greenhouse. Spanning 9,000+ sq. ft., the residence boasts seven bedrooms, ten bathrooms, and nine fireplaces. The main level offers grand formal spaces, including a mahogany-paneled library and a sophisticated office. The chef’s culinary suite is a masterwork of marble and high-end gas ranges. Retreat to the palatial primary wing—a four-room haven with dual baths and expansive views. The finished lower level adds versatility with twin fitness studios and a private lounge and office. Located eight miles from Boston and Logan, enjoy a country-manor lifestyle near world-class Milton Academy. A rare architectural gem. Welcome home!

Listing courtesy of Kevin G. Keating, Keating Brokerage · MLS PIN #73519804

Facts & Features

Status
Active
Active status flag
Active
Bedrooms
7
Bathrooms
7 full, 3 half
Living area
9,320 sqft

Interior

13
  • Closet/Cabinets - Custom Built
  • Recessed Lighting
  • Bathroom - Full
  • Bathroom - Tiled With Shower Stall
  • Steam / Sauna
  • Closet
  • Library
  • Home Office
  • Exercise Room

Exterior

6
  • Porch
  • Deck - Wood
  • Balcony
  • Pool - Inground Heated
  • Rain Gutters
  • Professional Landscaping

Parking

8
  • Attached
  • Detached
  • Under
  • Garage Door Opener
  • Paved Drive
  • Off Street
  • Tandem
  • Paved

Laundry

4
  • Laundry Closet
  • Electric Dryer Hookup
  • Washer Hookup
  • First Floor

Heating

4
  • Baseboard
  • Natural Gas
  • Fireplace(s)
  • Fireplace

Cooling

2
  • Central Air
  • 3 or More

Appliances

12
  • Gas Water Heater
  • Range
  • Oven
  • Dishwasher
  • Disposal
  • Trash Compactor
  • Microwave
  • Indoor Grill
  • Refrigerator

MLS PIN #73519804 · Listed May 15, 2026

Location

55 Parkwood Drive, Milton · All Milton homes

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.

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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.