$4,650,000
Active68 Dudley Street
Brookline, MA 02445
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

Sarina Steinmetz
617.610.0207Price History
Listed
May 13, 2026
$4,650,000
No price changes recorded.
Explore the Neighborhood
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View Walk Score & Transit Score →Schools Nearby
Public Schools of Brookline
13 schools · 12:1 student-teacher ratio
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Listing Courtesy Of
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.