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$5,995,000
New Listing

55 Parkwood Drive
Milton, MA 02186

For Sale|Single Family Residence|Active
7
Beds
10
Total Baths
7
Full Baths
3
Partial Baths
9,320
SqFt
$643
/SqFt
1915
Built
County:
Norfolk

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55 Parkwood Drive55 Parkwood Drive55 Parkwood Drive55 Parkwood Drive
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Monthly Payment (Est.)

$27,352
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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!

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Listing Snapshot
Price 
$5,995,000
Days On Site 
0 Days
Bedrooms 
7
Inside Area (SqFt) 
9,320 sqft
Total Baths 
10
Full Baths 
7
Partial Baths 
3
Lot Size 
2.77 Acres
Year Built 
1915
MLS® Number 
73519804
Status 
Active
Property Tax 
$38,228
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
7 hours agoListing updated with changes from the MLS®
7 hours agoListing first seen on site
General Features
Acres 
2.77
Attached Garage 
Yes
Disclosures 
The property is zoned RAallowing for possible subdivision. Sellernor Seller's agentmakes any representations. Buyerand/or Buyer's agentto perform their due diligence.
Garage 
Yes
Garage Spaces 
6
Parking 
PavedAttachedDetachedGarage Door OpenerOff StreetTandemGarage
Parking Spaces 
21
Property Sub Type 
Single Family Residence
Security 
Security System
Sewer 
Public Sewer
SqFt Above 
8120
SqFt Below 
1200
SqFt Total 
9320
Water Source 
Public
Zoning 
RA
Interior Features
Appliances 
Trash CompactorGas Water HeaterRangeOvenDishwasherDisposalMicrowaveIndoor GrillRefrigeratorWasherDryerRange Hood
Basement 
FullFinishedWalk-Out Access
Cooling 
Central AirZoned
Electric 
Circuit Breakers200+ Amp Service
Fireplace 
Yes
Fireplace Features 
Dining RoomLiving RoomMaster BedroomBedroomBath
Fireplaces 
9
Flooring 
WoodTileCarpetMarble
Heating 
Natural GasBaseboardFireplace(s)Zoned
Interior 
Recessed Lighting
Laundry Features 
Laundry ClosetElectric Dryer HookupWasher Hookup
Window Features 
Insulated Windows
Bathroom 1 
Level - Second
Bathroom 2 
Level - Second
Bathroom 3 
Level - Third
Bedroom 2 
Dimensions - 18x15Level - SecondArea - 270
Bedroom 3 
Dimensions - 13x10Level - ThirdArea - 130
Bedroom 4 
Dimensions - 23x17Level - ThirdArea - 391
Bedroom 5 
Dimensions - 20x15Level - ThirdArea - 300
Dining Room 
Dimensions - 20x17Level - MainArea - 340
Family Room 
Dimensions - 23x20Level - MainArea - 460
Kitchen 
Dimensions - 38x22Level - MainArea - 836
Living Room 
Dimensions - 17x15Level - MainArea - 255
Master Bedroom 
Dimensions - 20x16Level - SecondArea - 320
Office 
Dimensions - 15x15Level - FirstArea - 225
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Exterior Features
Construction Details 
Frame
Exterior 
BalconyRain Gutters
Lot Features 
ClearedGentle SlopingLandscaped
Patio And Porch 
PorchDeck
Pool Features 
In GroundHeatedPrivate
Private Pool 
Yes
Roof 
Shingle
Windows/Doors 
Insulated Windows
Community Features
Community Features 
Pool
Financing Terms Available 
Contract
Roads 
Paved
Listing courtesy of Kevin G. Keating of Keating Brokerage



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.

Last checked 2026-05-15 09:35 PM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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