55 Parkwood Drive Milton, MA ^$ 5,995,000

55 Parkwood Drive

^$ 5,995,000

Back to search

Recently Listed

55 Parkwood Drive

Milton, MA, 02186

^$ 5,995,000

Bedrooms7 Baths7.3 Sq 9,320

Monthly Estimate*

^$ 36,912

55 Parkwood Drive, Milton, MA 02186 - Image 1

55 Parkwood Drive, Milton, MA 02186 - Image 2

55 Parkwood Drive, Milton, MA 02186 - Image 3

55 Parkwood Drive, Milton, MA 02186 - Image 4

55 Parkwood Drive, Milton, MA 02186 - Image 5

55 Parkwood Drive, Milton, MA 02186 - Image 6

55 Parkwood Drive, Milton, MA 02186 - Image 7

55 Parkwood Drive, Milton, MA 02186 - Image 8

55 Parkwood Drive, Milton, MA 02186 - Image 9

55 Parkwood Drive, Milton, MA 02186 - Image 10

55 Parkwood Drive, Milton, MA 02186 - Image 11

55 Parkwood Drive, Milton, MA 02186 - Image 12

55 Parkwood Drive, Milton, MA 02186 - Image 13

55 Parkwood Drive, Milton, MA 02186 - Image 14

55 Parkwood Drive, Milton, MA 02186 - Image 15

55 Parkwood Drive, Milton, MA 02186 - Image 16

55 Parkwood Drive, Milton, MA 02186 - Image 17

55 Parkwood Drive, Milton, MA 02186 - Image 18

55 Parkwood Drive, Milton, MA 02186 - Image 19

55 Parkwood Drive, Milton, MA 02186 - Image 20

55 Parkwood Drive, Milton, MA 02186 - Image 21

55 Parkwood Drive, Milton, MA 02186 - Image 22

55 Parkwood Drive, Milton, MA 02186 - Image 23

55 Parkwood Drive, Milton, MA 02186 - Image 24

55 Parkwood Drive, Milton, MA 02186 - Image 25

55 Parkwood Drive, Milton, MA 02186 - Image 26

55 Parkwood Drive, Milton, MA 02186 - Image 27

55 Parkwood Drive, Milton, MA 02186 - Image 28

55 Parkwood Drive, Milton, MA 02186 - Image 29

55 Parkwood Drive, Milton, MA 02186 - Image 30

55 Parkwood Drive, Milton, MA 02186 - Image 31

55 Parkwood Drive, Milton, MA 02186 - Image 32

55 Parkwood Drive, Milton, MA 02186 - Image 33

55 Parkwood Drive, Milton, MA 02186 - Image 34

55 Parkwood Drive, Milton, MA 02186 - Image 35

55 Parkwood Drive, Milton, MA 02186 - Image 36

55 Parkwood Drive, Milton, MA 02186 - Image 37

55 Parkwood Drive, Milton, MA 02186 - Image 38

55 Parkwood Drive, Milton, MA 02186 - Image 39

55 Parkwood Drive, Milton, MA 02186 - Image 40

55 Parkwood Drive, Milton, MA 02186 - Image 41

Single Family Home for sale in Milton, MA

for $5,995,000 with 7 bedrooms and 7 full baths, 3 half baths. This 9,320 square foot home was built in 1915 on a lot size of 2.77.

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!

Single Family Active

Price

^$ 5,995,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 38,228

Style

French Colonial

Lot Size

2.77

Year Built

1915

Town/City

Milton

County/Region

Norfolk

MLS | Web ID

73519804

List By

Kevin G. Keating

Listing Agent

Keating Brokerage

Broker

Affordability Calculator

$40,098

Per Month

Monthly Principal & Interest: $36,912
Monthly Property Taxes: $3,186
Monthly Home Insurance: --

Set your offer price

Down Payment

Loan Term

Interest Rate

Yearly Property Taxes

Yearly Home Insurance

Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

THE TIME TO SELL IS NOW! What's my home worth?

Nearby

Trends

Single family listings in Milton, MA

Average List Price ^$2,122,016

Percent of Sale Price 65%

About Milton, MA

27,252 Population

4% Since 2002

^$123,529 Median Income

42.17 Median Age

36% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

MLS Property Information Network, Inc rules require that you sign in here to see more detail on this property.

Pricing History

Date	Price	Price Change	Description
5/15/2026	$5,995,000		Listed Price

Map

More homes like this one

homes for you

See all

55 Parkwood Drive, Milton, MA, 02186 is a Single Family Home for sale at $5,995,000 with 9,320 sqft and a lot size of 2.77. 55 Parkwood Drive has 7 bedrooms, 7.3 baths, and was built in 1915. The property's zip code is 02186 which is in Milton, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 5/16/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 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 or leasing 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 or leasing. 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.

*Full Name

*Email

*Phone

I am interested in financing options

Get more info

By submitting the form, you agree that Weichert^® may contact you via phone or text about your inquiry, which may involve the use of automated means. You are not required to consent as a condition of purchasing any property, goods or services. For any other information please read our privacy policy.

Get more info

Looking for an Associate?

Already Working with an Associate?

55 Parkwood Drive

Single Family Home for sale in Milton, MA

Affordability Calculator

Neighborhood & Schools

Map

More homes like this one

Get more info about this home