55 Parkwood Drive, Milton MA 02186

Milton, MA 02186
$5,995,000
Est. $33,700/month
Estimate assumptions

20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.

Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.

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7
Beds
8.5
Baths
9,320
Sq Ft
$643
Price/Sq Ft
2.77
Acres
1915
Year Built
6
Garage Spaces
126
Days on Market
For Sale Listed May 15, 2026 • MLS# 73519804 Copied! • Updated Sep 19, 2026

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About this home

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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Property History

Market Insights

Property Timeline

🏠
Listed for Sale
May 15, 2026
$5,995,000
Original listing
Agent: Kevin G. Keating Office: Keating Brokerage
🏠
Listed for Sale
May 15, 2026
$5,995,000
Original listing
Agent: Kevin G. Keating Office: Keating Brokerage

Tax History

Year Taxes Assessment
2025 $38,228 $3,447,100

Financial Details

Annual Property Tax
$38,228
Tax Year 2025
Assessed Value
$3,447,100

Facts & Features

6 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1915
Living Area 9,320 sq ft
Lot Size 2.77 acres
Bedrooms 7
Full Baths 7
Half Baths 3
Total Rooms 12

Interior

Heating Baseboard, Natural Gas, Fireplace(s), Fireplace
Cooling Central Air, 3 Or More
Flooring Wood, Tile, Carpet, Marble, Stone / Slate, Flooring - Hardwood, Flooring - Stone/ceramic Tile
Appliances Gas Water Heater, Range, Oven, Dishwasher, Disposal, Trash Compactor, Microwave, Indoor Grill, Refrigerator, Washer, Dryer, Range Hood
Fireplace Dining Room, Living Room, Master Bedroom, Bedroom, Bath
Fireplaces 9
Basement Full, Finished, Walk-out Access, Garage Access
Laundry Laundry Closet, Electric Dryer Hookup, Washer Hookup, First Floor
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

Exterior

Construction Frame
Architecture French Colonial
Roof Shingle
Features Porch, Deck - Wood, Balcony, Pool - Inground Heated, Rain Gutters, Professional Landscaping
Pool Pool - Inground Heated
Spa None
Fencing None
Patio/Porch Porch, Deck - Wood
Garage Spaces 6
Has Garage Yes
Features Attached, Detached, Under, Garage Door Opener, Paved Drive, Off Street, Tandem, Paved
Total Spaces 21
Electric Circuit Breakers, 200+ Amp Service
Water Public
Sewer Public Sewer
Gas None
Other For Electric Range, For Electric Oven
Annual Tax $38,228
Assessed Value $3,447,100
Fee Includes None
Amenities None
Optional Fee Includes None
Lead Paint Unknown
Seller Disclosures The Property Is Zoned Ra, Allowing For Possible Subdivision. Seller, Nor Sellers Agent, Makes Any Representations. Buyer, And/or Buyers Agent, To Perform Their Due Diligence.
Possession None
Accepted Financing Contract
Structure Type []
House Color White
Sq Ft Source Measured
Sq Ft Disclosures Measured by a third party
Documents None
County Norfolk
Total market time (incl. prior listings) 45 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1915
Bedrooms
7
Full Bathrooms
7
Half Bathrooms
3
Living Area
9,320 sq ft
Total Rooms
12

Floor Layout

Interior Features

Flooring: Wood, Tile, Carpet, Marble, Stone / Slate, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
Appliances: Gas Water Heater, Range, Oven, Dishwasher, Disposal, Trash Compactor, Microwave, Indoor Grill, Refrigerator, Washer, Dryer, Range Hood
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
Windows: Insulated Windows
Basement: Full, Finished, Walk-Out Access, Garage Access
Laundry: Laundry Closet, Electric Dryer Hookup, Washer Hookup, First Floor
Security: Security System

Construction & Materials

Style: French Colonial
Year Built: 1915
Structure Type:
Exterior Materials: Frame
Roof: Shingle
Foundation: Granite

Heating, Cooling & Utilities

Heating: Baseboard, Natural Gas, Fireplace(s), Fireplace
Heating Zones: 8
Cooling: Central Air, 3 or More
Cooling Zones: 5
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Porch, Deck - Wood, Balcony, Pool - Inground Heated, Rain Gutters, Professional Landscaping
Patio & Porch: Porch, Deck - Wood
Fencing:
Other Structures:
Lot Features: Cleared, Gentle Sloping
Road Surface: Paved

Parking & Garage

Garage Spaces: 6
Garage Type: Attached
Total Parking Spaces: 21
Parking Features: Attached, Detached, Under, Garage Door Opener, Paved Drive, Off Street, Tandem, Paved

Special Features

Fireplaces: 9
Fireplace Type: Dining Room, Living Room, Master Bedroom, Bedroom, Bath
Pool: Private Pool
Pool Features: Pool - Inground Heated
Community Amenities: Pool, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School
School District
Milton School District local
A+
School Safety 2024-25
0.3% Low
0.2% Suspensions 0.1% In-School 0.1% Emergency
5.2% below state avg
E

Elementary Schools

10 schools
Delphi Academy
2.1 mi
Grades K-08
Thacher Montessori School
2.2 mi
Grades PK-08
Milton Academy
2.3 mi
Grades K-12
St. Mary of the Hills Elementary School
2.7 mi
Grades PK-08
St. Agatha Elementary School
3.0 mi
Grades K-08
A+
Collicot School
2.4 mi | #34 of 825 | Score: 63.5
Improved 70 spots from last year
+5.3 above state avg
642 students Moderate
Rising School Strong Attendance
Grades K-05
A+
Cunningham School
2.4 mi | #42 of 825 | Score: 62.9
Improved 58 spots from last year
+4.7 above state avg
593 students Moderate
Rising School Strong Attendance
Grades PK-05
A+
Glover School
2.6 mi | #50 of 825 | Score: 62.3
Improved 59 spots from last year
+4.1 above state avg
569 students Moderate
Rising School Strong Attendance
Grades K-05
A
Tucker School
2.7 mi | #148 of 825 | Score: 57.1
Improved 139 spots from last year
-1.2 below state avg
440 students Very Diverse
Rising School Diverse Student Body Strong Attendance
Grades PK-05
Wilson-Kindelan School
2.7 mi
Grades K-04
M

Middle Schools

1 school
A
Charles S Pierce Middle School
2.3 mi | #48 of 352 | Score: 57.4
Improved 16 spots from last year
-0.8 below state avg
987 students Diverse
Strong Attendance
Grades 06-08
H

High Schools

2 schools
A+
Milton High School
2.0 mi | #21 of 346 | Score: 73.4
Improved 5 spots from last year
+15.2 above state avg
1,127 students Diverse
21 sports • 2,432 athletes
Strong AP Program High Graduation Rate College Ready Curriculum Strong Athletics
Grades 09-12
Fontbonne Academy
2.5 mi
12 sports • 564 athletes
Grades 09-12
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Monthly Payment Breakdown

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Property Tax $3,186
Homeowners Insurance $200
PMI (if <20% down) $0

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Payment Over Time

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Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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Neighborhood

55 Parkwood Drive, Milton MA 02186

Milton, MA 02186

Listing Information

Listing Agent Kevin G. Keating
Listing Office Keating Brokerage
Office Phone 617-698-7700
Agent MLS ID BB903462
Office MLS ID AC0769
Listing Data Updated Sep 19, 2026 1:24 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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