Primary bedroom
- Level
- Second
- Area
- 320 sqft
- Length
- 20 ft
- Width
- 16 ft
- Features
- Bathroom - Full · Flooring - Hardwood · Deck - Exterior · Recessed Lighting
55 Parkwood Drive · Milton
For sale
FOR SALE · MLS #73519804
$5,995,000
- beds
- 7
- baths
- 8.5
- sqft
- 9,320
55 Parkwood Drive
Milton, MA 02186
LOCATION
Property location
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55 Parkwood Drive, Milton, MA 02186Open Street View
Randolph Avenue to Hillside. Hillside to Parkwood Drive, #55 Parkwood behind gate.
- Home type
- Single Family Residence
- Interior living area
- 9,320 sqft
- Year built
- 1915
- Lot size
- 120,661 sqft (about 2.77 acres)
- Parking spaces
- 21
- Price per sqft
- $643/sqft
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!
Listed by Kevin G. Keating · Keating Brokerage
MLS PIN #73519804 · Updated 10/29/2026, 8:54:00 AM ET
Facts & features
Home overview
- Property subtype
- Single Family Residence
- Property category
- Residential
- MLS status
- Extended
- Bedrooms
- 7
- Full bathrooms
- 7
- Half bathrooms
- 3
- Total bathrooms
- 8.5
- Total rooms
- 12
- Living area
- 9,320 sqft
- Living area source
- Measured
- Above grade finished area
- 8,120 sqft
- Below grade finished area
- 1,200 sqft
- Building area
- 9,320
- Building area units
- Square Feet
- Building area source
- Measured
- Area includes basement
- Yes
- Area disclosures
- Measured by a third party
Interior & systems
- Heating
- Baseboard · Natural Gas · Fireplace(s) · Fireplace
- Heating available
- Yes
- Heating zones
- 8
- Cooling
- Central Air · 3 or More
- Cooling available
- Yes
- Cooling zones
- 5
- Appliances
- Gas Water Heater · Range · Oven · Dishwasher · Disposal · Trash Compactor · Microwave · Indoor Grill · Refrigerator · Washer · Dryer · Range Hood
- 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
- Laundry
- Laundry Closet · Electric Dryer Hookup · Washer Hookup · First Floor
- Basement
- Full · Finished · Walk-Out Access · Garage Access
- Fireplace
- Yes
- Fireplaces
- 9
- Fireplace features
- Dining Room · Living Room · Master Bedroom · Bedroom · Bath
- Electrical service
- Circuit Breakers · 200+ Amp Service
- Security features
- Security System
- Windows
- Insulated Windows
- Doors
- French Doors
- Primary bathroom features
- Yes
Room details
Bedroom 2
- Level
- Second
- Area
- 270 sqft
- Length
- 18 ft
- Width
- 15 ft
- Features
- Closet · Flooring - Hardwood · Recessed Lighting
Bedroom 3
- Level
- Third
- Area
- 130 sqft
- Length
- 13 ft
- Width
- 10 ft
- Features
- Closet · Flooring - Wall to Wall Carpet · Recessed Lighting
Bedroom 4
- Level
- Third
- Area
- 391 sqft
- Length
- 23 ft
- Width
- 17 ft
- Features
- Closet · Flooring - Hardwood
Bedroom 5
- Level
- Third
- Area
- 300 sqft
- Length
- 20 ft
- Width
- 15 ft
- Features
- Fireplace · Closet · Flooring - Hardwood
Living room
- Level
- Main,First
- Area
- 255 sqft
- Length
- 17 ft
- Width
- 15 ft
- Features
- Flooring - Hardwood · French Doors · Exterior Access · Recessed Lighting
Dining room
- Level
- Main,First
- Area
- 340 sqft
- Length
- 20 ft
- Width
- 17 ft
- Features
- Flooring - Hardwood · French Doors · Recessed Lighting
Family room
- Level
- Main,First
- Area
- 460 sqft
- Length
- 23 ft
- Width
- 20 ft
- Features
- Flooring - Stone/Ceramic Tile · Cable Hookup · Recessed Lighting
Kitchen
- Level
- Main,First
- Area
- 836 sqft
- Length
- 38 ft
- Width
- 22 ft
- Features
- Bathroom - Half · Flooring - Stone/Ceramic Tile · Dining Area · Countertops - Stone/Granite/Solid · Deck - Exterior · Recessed Lighting · Stainless Steel Appliances
Office
- Level
- First
- Area
- 225 sqft
- Length
- 15 ft
- Width
- 15 ft
- Features
- Fireplace · Flooring - Hardwood · Recessed Lighting
Bathroom 1
- Level
- Second
- Features
- Bathroom - Full · Bathroom - Double Vanity/Sink · Bathroom - Tiled With Tub & Shower · Flooring - Stone/Ceramic Tile · Jacuzzi / Whirlpool Soaking Tub
Bathroom 2
- Level
- Second
- Features
- Bathroom - Full · Bathroom - Tiled With Tub & Shower · Flooring - Stone/Ceramic Tile · Jacuzzi / Whirlpool Soaking Tub
Bathroom 3
- Level
- Third
- Features
- Bathroom - Full · Bathroom - Tiled With Tub & Shower · Flooring - Stone/Ceramic Tile · Jacuzzi / Whirlpool Soaking Tub · Recessed Lighting
Construction & condition
- Year built
- 1915
- Year built source
- Public Records
- Year built details
- Actual
- Architectural style
- French Colonial
- Construction materials
- Frame
- Foundation
- Granite
- Roof
- Shingle
- Attached property
- No
- Home warranty
- No
- Insulation
- Full
- Exterior color
- White
- Accessory dwelling unit
- N
- Year round use
- Yes
Garage & parking
- Total parking spaces
- 21
- Parking features
- Attached · Detached · Under · Garage Door Opener · Paved Drive · Off Street · Tandem · Paved
- Garage
- Yes
- Garage spaces
- 6
- Attached garage
- Yes
- Covered spaces
- 6
- Carport
- No
- Open parking
- Yes
- Open parking spaces
- 15
Lot & outdoor features
- Lot area
- 120,661 sqft (about 2.77 acres)
- Lot size
- 2.77 acres
- Reported lot area
- 2.77
- Lot size units
- Acres
- Lot features
- Cleared · Gentle Sloping
- Exterior features
- Porch · Deck - Wood · Balcony · Pool - Inground Heated · Rain Gutters · Professional Landscaping
- Patio & porch
- Porch · Deck - Wood
- Private pool
- Yes
- Pool features
- Pool - Inground Heated
- Spa
- No
- Waterfront
- No
- Beachfront
- No
- Water views
- No
Utilities & infrastructure
- Water source
- Public
- Sewer
- Public Sewer
- Utilities
- for Electric Range · for Electric Oven
- Sewer district
- MWRA
- Road frontage
- Public
- Road surface
- Paved
- Road responsibility
- Public Maintained Road
HOA & community
- Homeowners association
- No
- Community features
- Pool · Medical Facility · Bike Path · Conservation Area · Highway Access · House of Worship · Private School · Public School
- Senior community
- No
Taxes & property records
- Annual property tax
- $38,228
- Tax year
- 2025
- Assessed value
- $3,447,100
- Parcel number
- 133982
- Zoning
- RA
- Registry book
- 0
- Registry page
- 0
Location & listed schools
- City
- Milton
- County
- Norfolk
- State
- MA
- ZIP code
- 02186
- Directions
- Randolph Avenue to Hillside. Hillside to Parkwood Drive, #55 Parkwood behind gate.
Listing & disclosures
- MLS number
- 73519804
- Listing date
- 2026-05-15
- Original entry date
- 2026-05-15
- Status changed
- 2026-10-29
- Listing modified
- 2026-10-29
- Original list price
- $5,995,000
- Current list price
- $5,995,000
- List price per sqft
- $643.24
- Days on market
- 85
- Property market time
- 85
- Listing terms
- Contract
- Disclosures
- The property is zoned RA · allowing for possible subdivision. Seller · nor Seller's agent · makes any representations. Buyer · and/or Buyer's agent · to perform their due diligence.
- Disclosure indicator
- N
- Lead paint
- Unknown
Price & tax details
Current asking price$5,995,000
Original asking price$5,995,000
Listed on2026-05-15
Days on market85
| Year | Property tax | Assessed value |
|---|---|---|
| 2025 | $38,228 | $3,447,100 |
These records are supplied by the current listing. Assessed value is not market value; confirm taxes with the local assessor.
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SCHOOLS & EDUCATION
Schools & performance
School names, grades and state-reported measures are listed below.
This listing does not name individual schools. Public school information below is context, not an attendance assignment for this address.
Nearby public schools
Sorted by straight-line distance within the city. These are not attendance boundaries or a guarantee of enrollment.
91DESE percentile
Nearby public school · not assigned
Milton High
Grades 9 · 10 · 11 · 12
Straight-line distance 3.20 km
Progress toward targets 59%
95DESE percentile
Nearby public school · not assigned
Collicot
Grades K · 1 · 2 · 3 · 4 · 5
Straight-line distance 3.82 km
Progress toward targets 93%
94DESE percentile
Nearby public school · not assigned
Cunningham School
Grades PK · K · 1 · 2 · 3 · 4 · 5
Straight-line distance 3.82 km
Progress toward targets 86%
80DESE percentile
Nearby public school · not assigned
Charles S Pierce Middle
Grades 6 · 7 · 8
Straight-line distance 3.84 km
Progress toward targets 62%
95DESE percentile
Nearby public school · not assigned
Glover
Grades K · 1 · 2 · 3 · 4 · 5
Straight-line distance 4.19 km
Progress toward targets 90%
71DESE percentile
Nearby public school · not assigned
Tucker
Grades PK · K · 1 · 2 · 3 · 4 · 5
Straight-line distance 4.38 km
Progress toward targets 51%
MLS school names do not guarantee attendance. Assignment can vary by school year, grade and admissions policy; confirm with the district before committing.
What do these numbers mean?
DESE accountability percentiles (1–99) compare schools administering similar assessments, using up to two years of indicators. These are not test scores out of 100 or GreatSchools 1–10 ratings. Progress toward targets is a separate state measure. Consider programs, support services and your child’s needs as well.
School names link to available school or district websites.
Information is deemed reliable but is not guaranteed. © 2026 MLS Property Information Network, Inc. All rights reserved.
Listings updated