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55 Parkwood DriveMilton, MA 02186

For Sale

$5,995,000

Smart Buyer Rebate $29,975

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Status changed to Withdrawn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
  • Fireplace: Yes
  • Fireplaces Total: 9
  • Flooring: Wood, Tile, Carpet, Marble, Stone / Slate, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
  • Interior Features: Closet/Cabinets - Custom Built, Recessed Lighting, Bathroom - Full, Bathroom - Tiled With Shower Stall, Steam / Sauna, Closet, Library, Home Office, Exercise Room, Game Room, Home Office-Separate Entry, Sitting Room, Sauna/Steam/Hot Tub

Measurements

  • Living Area: 9,320
  • Living Area Source: Measured

Rooms

  • Basement: Full, Finished, Walk-Out Access, Garage Access
  • Bathrooms Full: 7
  • Bathrooms Half: 3
  • Bathrooms Total Integer: 10
  • Bedrooms Total: 7
  • Rooms Total: 12

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 6
  • Garage Spaces: 6
  • Garage: Yes
  • Open Parking: Yes
  • Parking Features: Attached, Detached, Under, Garage Door Opener, Paved Drive, Off Street, Tandem, Paved
  • Parking Total: 15

Utilities

Equipment

  • Cooling: Central Air, 3 Or More
  • Has Cooling: Yes
  • Electric: Circuit Breakers, 200+ Amp Service
  • Heating: Baseboard, Natural Gas, Fireplace(s), Fireplace
  • Has Heating: Yes
  • 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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Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.