Significant price reduction for one of Milton's finest estates. This 1915 mansion sits on nearly three acres of land in a private setting at the foot of the Blue Hills Reservation. The estate consists of a 9,000+ s.f. home, an in-ground swimming pool with a pool house, and a two-story, 5-bay garage with an attached greenhouse. The residence features 7 bedrooms, 7 full bathrooms, 3 half bathrooms, and 9 fireplaces. The main floor features a living room and dining room, both with fireplaces, a mahogany-paneled library, and an office. The incredible kitchen has 2 gas ranges, a grill, marble and a breakfast area. The second and third floors feature 7 bedrooms and 6 full bathrooms, including a 4-room, two-bathroom expansive primary suite. The lower level offers two workout rooms, a sitting room, and an office. Located 8 miles from Boston and Logan International Airport, Milton provides convenience in a country-like setting, home to Milton Academy and excellent public schools. Welcome home!
Listed by Kevin G. Keating
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Keating Brokerage
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617-699-7179
Last updated September 05, 2025
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Source: MLSPin #73397591
Listing Facts
TypeSingle-family
NeighborhoodHillside Street
Bedrooms7
Bathrooms10
Days on Prevu72
Taxes$38,228/year
Size9,320 sqft
Price per sqft$643
Amenities
Dishwasher
Private Outdoor Space
Washer/Dryer
Air Conditioning
Parking
Swimming Pool
Location
Mortgage Calculator
Listing History
09/05/2025
Price Decreased
$5,995,000
07/21/2025
Status changed to Active
$6,999,900
07/16/2025
Status changed to Withdrawn
$6,999,900
06/27/2025
Listed by Keating Brokerage
$6,999,900
Property Details for 55 Parkwood Drive
Association
Amenities
Community Features: Pool, Medical Facility, Bike Path, Conservation Area, Highway Access, House Of Worship, Private School, Public School
Exterior
Construction
Roof: Shingle
Window Features: Insulated Windows
Year Built: 1915
Year Built Details: Actual
Architectural Style: French Colonial
Construction Materials: Frame
Exterior Features: Porch, Deck - Wood, Balcony, Pool - Inground Heated, Rain Gutters, Professional Landscaping
Features
Patio And Porch Features: Porch, Deck - Wood
Pool Features: Pool - Inground Heated
Pool Private: Yes
Road Frontage Type: Public
Measurements
Building Area Total: 9,320
Building Area Units: Square Feet
Lot Features: Cleared, Gentle Sloping
Lot Size Acres: 2.77
Lot Size Area: 2
Lot Size Square Feet: 120,661
Lot Size Units: Acres
Financial
Taxes
Parcel Number: 133982
Tax Annual Amount: $38,228.00
Tax Assessed Value: $3,447,100.00
Tax Year: 2025
Interior
Features
Appliances: Gas Water Heater, Range, Oven, Dishwasher, Disposal, Trash Compactor, Microwave, Indoor Grill, Refrigerator, Washer, Dryer, Range Hood
Fireplace Features: Dining Room, Living Room, Master Bedroom, Bedroom, Bath
Laundry Features: Laundry Closet, Electric Dryer Hookup, Washer Hookup, First Floor
Sewer: Public Sewer
Utilities: For Electric Range, For Electric Oven
Water Source: Public
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