68 Dudley Street Brookline, MA ^$ 4,650,000

68 Dudley Street

^$ 4,650,000

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68 Dudley Street

Brookline, MA, 02445

^$ 4,650,000

Bedrooms5 Baths4.1 Sq 5,234

Monthly Estimate*

^$ 28,631

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Single Family Home for sale in Brookline, MA

for $4,650,000 with 5 bedrooms and 4 full baths, 1 half bath. This 5,234 square foot home was built in 1930 on a lot size of 0.46.

Handsomely poised overlooking the Brookline Reservoir and nestled back from the street, this distinguished period home offers four finished levels and serene water views on nearly a half-acre with bluestone patio and pool. A gracious entry opens into a grand foyer flanked by sun-drenched rooms. Bay windows in the living room, dining room, family room, and primary suite frame reservoir and garden views. Four fireplaces, high ceilings, crown molding, and custom woodwork throughout. Well-equipped kitchen for serious cooks with breakfast area and counter seating. Private first-floor study. Enchanting screened porch access the dining and living rooms for al fresco dining. Second floor: three bedrooms, two baths, and a primary suite with large dressing room, ensuite bath, and private deck. Third floor: two additional bedrooms and full bath. Lower level: exercise room, sauna, wine cellar and lav. Two-car garage. Minutes from Chestnut Hill shopping, Longwood Medical Area, and universities.

Single Family Active

Price

^$ 4,650,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 42,942

Style

Colonial

Lot Size

0.46

Year Built

1930

Town/City

Brookline

County/Region

Norfolk

MLS | Web ID

73517349

List By

Friedler / Marchant Living Group

Listing Agent

Hammond Residential Real Estate

Broker

Affordability Calculator

$32,209

Per Month

Monthly Principal & Interest: $28,631
Monthly Property Taxes: $3,579
Monthly Home Insurance: --

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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.

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Trends

Single family listings in Brookline, MA

Average List Price ^$4,795,352

Percent of Sale Price 3%

About Brookline, MA

59,826 Population

5% Since 2002

^$108,885 Median Income

37.02 Median Age

24% Households with Children

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Trends Information provided by ATTOM Data Solutions.

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Pricing History

Date	Price	Price Change	Description
5/13/2026	$4,650,000		Listed Price

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68 Dudley Street, Brookline, MA, 02445 is a Single Family Home for sale at $4,650,000 with 5,234 sqft and a lot size of 0.46. 68 Dudley Street has 5 bedrooms, 4.1 baths, and was built in 1930. The property's zip code is 02445 which is in Brookline, 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 5/14/2026.

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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68 Dudley Street

Single Family Home for sale in Brookline, MA

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