68 Dudley Street

Taxes: $42,942.95 (2026)

About this home

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

Sewer

Private

Style

Single Wide

Water

City/Town Water

Cooling

Central Air

Heating

Forced Air, Gas, Hot Air Gravity

Type

Detached

Flooring

Tile, Wall to Wall Carpet, Hardwood

Road type

Public

Appliances

Wall Oven, Dishwasher, Disposal, Microwave, Countertop Range, Refrigerator, Washer, Dryer, Refrigerator - Wine Storage

Master Bath

Yes

Construction

Aluminum

Roof

Aluminum

Garage

Detached

Lot

Paved Drive, Easements, Shared Drive, Scenic View(s)

Parking

1-10 Spaces

Basement

Full, Partially Finished, Walk Out, Interior Access, Concrete Floor, Exterior Access

Electric

Circuit Breakers, 400 Amps

Exterior

Porch, Porch - Screened, Deck, Patio, Pool - Inground, Sprinkler System, Garden Area

Interior

Security System, Sauna/Steam/Hot Tub

Waterview Features

Other (See Remarks)