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68 Dudley Street — Photo 11 / 29

$4,650,000

Active

68 Dudley Street

Brookline, MA 02445

5Beds
4.5Baths
5,234Sq Ft
$888$/Sq Ft
19,940 sqftLot
1930Built
11Days on Market

Listed by Friedler / Marchant Living Group at Hammond Residential Real Estate

Listing courtesy of Friedler / Marchant Living Group, Hammond Residential Real Estate

About This Property

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.

Property Details

Key Facts

Property Type

Single Family

Style

Antique

Year Built

1930

Living Area

5,234 sqft

Lot Size

19,940 sqft

Rooms

11

Bedrooms

5

Bathrooms

4.5 (4 full, 1 half)

Construction

Exterior

A

Basement

Full Basement

Flooring

Wall to Wall Carpet, Hardwood, Laminate

Parking Spaces

10

Garage Spaces

2

Systems & Utilities

Heating

Hot Water Baseboard, Natural Gas, Coal

Cooling

Central Air

Water

City/Town Water

Sewer

City/Town Sewer

Financial

Taxes (2026)

$42,942/yr

Price / Sqft

$888/sqft

MLS #

73517349

Days on Market

11

Price History

Listed

May 13, 2026

$4,650,000

No price changes recorded.

Explore the Neighborhood

Schools Nearby

Public Schools of Brookline

13 schools · 12:1 student-teacher ratio

A+8/10

Elementary Schools

Amos A. Lawrence School (K-8)9/10
Pierce School (K-8)8/10
Edith C. Baker School (K-8)8/10

High Schools

Brookline High School (9-12)9/10
School-Within-A-School (SWS) alternative programAlternative Choices in Education (ACE)New STEM building (ranked 50th nationally for STEM)18 AP subjects at Brookline High School

Ratings from GreatSchools & Niche

Full school details →
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Listing Courtesy Of

Friedler / Marchant Living Group · Hammond Residential Real Estate
(617) 731-4644

MLS #73517349

Listing information provided by MLS Property Information Network, Inc. (MLS PIN). Data last updated May 24, 2026. Information deemed reliable but not guaranteed. © 2026 Steinmetz Real Estate Professionals at William Raveis Real Estate. Equal Housing Opportunity.

Home Value