Skip to content
All Brookline homes
1 / 29
Under Agreement · PendingListed 176 days ago

$3,495,000

68 Dudley Street, Brookline, MA 02445

5
beds
4.5
baths
5,234
sqft
Lot sizeThe land that comes with the home, as reported to the MLS.
0.46 acres
Year builtThe year the building was originally built, as reported by the listing agent.
1930
On the marketDays since the home was listed. New listings tend to move fastest.
176 days ago
Property type
Single Family Residence
Price per sqftList price divided by interior living area — handy for comparing homes of different sizes.
$668
ParkingSpaces that come with the home, as reported to the MLS.
10 spaces
Annual taxesLast annual property tax bill reported to the MLS. A new owner's bill can differ.
$42,943

What’s Special

  • Central Air
  • Porch
  • Pool - Inground
  • Garden
  • In Basement

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.

Listing courtesy of Friedler / Marchant Living Group, Hammond Residential Real Estate · MLS PIN #73517349

Facts & Features

Status
Under Agreement
Active status flag
Pending
Bedrooms
5
Bathrooms
4 full, 1 half
Living area
5,234 sqft

Interior

4
  • Bathroom
  • Study
  • Foyer
  • Sauna/Steam/Hot Tub

Exterior

7
  • Porch
  • Porch - Screened
  • Deck
  • Patio
  • Pool - Inground
  • Sprinkler System
  • Garden

Parking

4
  • Detached
  • Paved Drive
  • Shared Driveway
  • Off Street

Laundry

1
  • In Basement

Heating

3
  • Forced Air
  • Heat Pump
  • Natural Gas

Cooling

1
  • Central Air

Appliances

10
  • Gas Water Heater
  • Oven
  • Dishwasher
  • Disposal
  • Microwave
  • Range
  • Refrigerator
  • Washer
  • Dryer

MLS PIN #73517349 · Listed May 12, 2026

Location

68 Dudley Street, Brookline · All Brookline homes

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, landlords 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, leasing or renting 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, leasing or renting. 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.

Call (857) 322-7325

Similar Homes

All Brookline homes →
75 Lee Street1 / 30
Reactivated · Active

$3,790,000

4 bd · 4.5 ba · 6,498 sqft · Single Family

75 Lee Street

Brookline, MA 02445

Listing courtesy of Weidong Li, WINN Real Estate & Consulting · MLS PIN #73505387

185 Warren Street1 / 27
Active

$3,095,000

5 bd · 3 ba · 2,834 sqft · Single Family

185 Warren Street

Brookline, MA 02445

Listing courtesy of Hilary Maddox Team, Compass · MLS PIN #73570606

292 Clinton Rd1 / 26
Active

$3,700,000

6 bd · 4.5 ba · 4,350 sqft · Single Family

292 Clinton Rd

Brookline, MA 02445

Listing courtesy of Luan White, Coldwell Banker Realty - Brookline · MLS PIN #73561991

79 Randolph Road1 / 35
Active

$2,799,999

4 bd · 3.5 ba · 3,225 sqft · Single Family

79 Randolph Road

Brookline, MA 02467

Listing courtesy of Jeffrey Hamilton, Columbus and Over Group, LLC · MLS PIN #73592951

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, landlords 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, leasing or renting 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, leasing or renting. 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.