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55 Parkwood Drive, Milton MA 02186

$5,995,000

Estimated $40,125/month Calculator

Single Family

7 Bedrooms

Baths

9320

Total Parking: 27 (6 Garage)

120,661 (2.77)

Built in 1915

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!

This home has been viewed 3 times

Last Checked: May 15th, 2026 at 8:53pm (Source: MLS PIN #73519804)

Garage Parking

Air Conditioning

Waterview

Lead Paint Free

General Information for 55 Parkwood Drive, Milton MA 02186

Listing ID73519804

Property TypeSingle Family / Detached

Price$5,995,000 ($643.24/SqFt)

StyleColonial

CityMilton

CountyNorfolk

Neighborhood(s)

Garage Parking6

ZoningRA

Year Built1915

Year Built SourcePublic Records

Year Built DetailsActual

Interior Features for 55 Parkwood Drive, Milton MA 02186

Approximate Living Area Total9320

Living Area Includes BasementYes

Rooms12

Bedrooms7

Primary En Suite BathroomYes

BasementFull

Cooling1, Split

Fireplaces

AppliancesRange

FlooringTile

Electric220 Volts

Exterior Features for 55 Parkwood Drive, Milton MA 02186

Approximate Lot Size (Acres)2.77

Approximate Lot Size (Square Feet)120661

Total Parking27 (6 Garage)

Garage Parking6

WaterPublic

SewerPublic Sewer

Lot FeaturesGentle Sloping

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction MaterialsFrame

Road Frontage Type

Patio & PorchCovered

Roof MaterialAsphalt/fiberglass Shingles

Utility Connections110 Volts

Water ViewsNo

Water Views Features

Waterfront0

Waterfront Features

Pool FeaturesAssociation

Horse Permitted0

Horse Amenities

Disclosures for 55 Parkwood Drive, Milton MA 02186

Lead PaintNone

UFFI

Living Area Includes BasementYes

Living Area Disclosure

Building Area SourceMeasured

Special Listing Conditions

ExclusionsSome Lighting

Compensation Based On

Financial Information for 55 Parkwood Drive, Milton MA 02186

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax38228

Tax Year2025

Assessed Value$3,447,100

Location Information for 55 Parkwood Drive, Milton MA 02186

Neighborhood(s)

Area AmenitiesWalk/jog Trails

Contact Information for 55 Parkwood Drive, Milton MA 02186

Agent

Name: Kevin G. Keating

Office

Name: Keating Brokerage

Phone: 617-698-7700

Payment Calculator

, Interest

Property Taxes 3185.67

Principal & Interest 36939.28

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Keating Brokerage

Kevin G. Keating

Agent Phone

Office Phone

(617) 698-7700

Text Agent Call Agent Call Office

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EXIT

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