241 Highland Street Milton, MA ^$ 8,900,000

241 Highland Street

^$ 8,900,000

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241 Highland Street

Milton, MA, 02134

^$ 8,900,000

Bedrooms7 Baths5.1 Sq 10,707

Monthly Estimate*

^$ 61,470

241 Highland Street, Milton, MA 02134 - Image 1

241 Highland Street, Milton, MA 02134 - Image 2

241 Highland Street, Milton, MA 02134 - Image 3

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241 Highland Street, Milton, MA 02134 - Image 8

Single Family Home for sale in Milton, MA

for $8,900,000 with 7 bedrooms and 5 full baths, 1 half bath. This 10,707 square foot home was built in 1900 on a lot size of 19.69.

AUCTION: Bidder registration deadline: 7 Dec. Starting bids expected between $4M-6M.Nearly 20 private acres in the heart of Milton, just 20 minutes from downtown Boston, make this turn-of-the-century estate a truly rare offering. Land holdings of this scale have all but disappeared this close to the city, and this estate along storied Highland Street preserves the sense of space and seclusion that once defined Boston’s great country houses. Built around 1900, the residence carries enduring New England character, while a multi-residence configuration adds flexibility for guests. Beyond the grounds, the 7,000-acre Blue Hills Reservation extends the feeling of open land, with downtown Boston’s dining, culture, and waterfront an easy drive away. Property and opportunity details provided by seller or others; buyer to verify.

Single Family Active

Price

^$ 8,900,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 45,675

Style

Colonial

Lot Size

19.69

Year Built

1900

Town/City

Milton

County/Region

Norfolk

MLS | Web ID

73599988

List By

Tammy Motsick DeWolfe

Listing Agent

Gibson Sotheby's International Realty

Broker

Affordability Calculator

$65,276

Per Month

Monthly Principal & Interest: $61,470
Monthly Property Taxes: $3,806
Monthly Home Insurance: --

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Yearly Home Insurance

Default based on a 30-year fixed rate of 7.375% 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.

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Nearby

Trends

Single family listings in Milton, MA

Average List Price ^$2,515,627

Percent of Sale Price 72%

About Milton, MA

27,252 Population

4% Since 2002

^$123,529 Median Income

42.17 Median Age

36% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
11/7/2026	$8,900,000		Listed Price

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241 Highland Street, Milton, MA, 02134 is a Single Family Home for sale at $8,900,000 with 10,707 sqft and a lot size of 19.69. 241 Highland Street has 7 bedrooms, 5.1 baths, and was built in 1900. The property's zip code is 02134 which is in Milton, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 7.375% 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 11/12/2026.

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.

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241 Highland Street

Single Family Home for sale in Milton, MA

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