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68 Dudley Street
Brookline, MA, 02445
$3,495,000
5 Beds
4.5 Baths
5,234 SqFt
0.46 Acres
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MLS #73517349 image #0
Handsomely poised overlooking the Brookline Reservoir and nestled back from the street, this distinguished period home offers four finished levels and seasonal water views on nearly a half-acre with bluestone patio and pool. The 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

Price:
$3,495,000
MLS #:
73517349
Status:
Active
Beds:
5
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
reservoir
Listed Date:
May 12, 2026
Finished Sq Ft:
5,234
Total Sq Ft:
5,234
Lot Size:
19,940 sqft / 0.46 acres (approx)
Year Built:
1930
ColonialPoolReservoirReservoirHeath/lincoln (buffer)BhsScenic View(s)

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Schools

Elementary School:
Heath/Lincoln (Buffer)
High School:
Bhs

Interior

Above Grade Finished Area
4641
Appliances
Gas Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, Dryer, Wine Refrigerator
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
593
Cooling
Central Air
Fireplaces Total
4
Flooring
Tile, Carpet, Hardwood, Flooring – Hardwood
Heating
Forced Air, Heat Pump, Natural Gas
Interior Features
Bathroom, Study, Foyer, Sauna/Steam/Hot Tub
Laundry Features
In Basement

Exterior

Architectural Style
Colonial
Community Features
Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Porch, Porch – Screened, Deck, Patio, Pool – Inground, Sprinkler System, Garden
Garage Spaces
2
Lot Features
Easements
Open Parking Spaces
8
Open Parking YN
1
Parking Features
Detached, Paved Drive, Shared Driveway, Off Street
Parking Spots
10
Parking Total
10
Patio And Porch Features
Porch, Screened, Deck, Patio
Roof
Shingle
Security Features
Security System
View
Scenic View(s)

Financial

Tax Year
2026
Taxes
$42,943

Map

Community

Market Summary

Current real estate data for Single Family in Brookline as of Sep 18, 2026
80
Single Family Listed
130
Avg DOM
883
Avg $ / SqFt
$4,878,937
Avg List Price

Property Summary

    68 Dudley Street Brookline MA is a Single Family for sale in Brookline, MA, 02445. It is listed for $3,495,000 and features 5 beds, 5 baths, and has approximately 5,234 square feet of living space, and was originally constructed in 1930. The current price per square foot is $668. The average price per square foot for Single Family listings in Brookline is $883. The average listing price for Single Family in Brookline is $4,878,937. To schedule a showing of MLS#73517349 at 68 Dudley Street in Brookline, MA, contact your Cornerstone Real Estate agent at 617-238-7400.

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