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68 Dudley StreetBrookline, MA 02445

For Sale

$4,650,000

Smart Buyer Rebate $23,250

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. 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.

Listed by Michele Friedler

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Hammond Residential Real Estate

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617-877-8177

Listed by Marsha Marchant

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Hammond Residential Real Estate

Listed by Friedler / Marchant Living Group

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Hammond Residential Real Estate

Last updated May 25, 2026

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Source: MLSPin #73517349

Listing Facts

  • TypeSingle-family
  • NeighborhoodSouth Brookline
  • Bedrooms5
  • Bathrooms5
  • Days on Prevu35
  • Taxes$42,942.95/year
  • Size5,234 sqft
  • Price per sqft$888

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking
  • Swimming Pool

Location

Mortgage Calculator

Listing History

05/12/2026
Listed by Hammond Residential Real Estate
$4,650,000

Property Details for 68 Dudley Street

Association

Amenities

  • Community Features: Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House Of Worship

Exterior

Construction

  • Roof: Shingle
  • Year Built: 1930
  • Year Built Details: Approximate
  • Architectural Style: Colonial
  • Construction Materials: Frame
  • Exterior Features: Porch, Porch - Screened, Deck, Patio, Pool - Inground, Sprinkler System, Garden

Features

  • Patio And Porch Features: Porch, Screened, Deck, Patio
  • Pool Features: In Ground
  • Pool Private: Yes
  • Road Frontage Type: Public
  • View: Scenic View(s)

Measurements

  • Building Area Total: 5,234
  • Building Area Units: Square Feet
  • Lot Features: Easements
  • Lot Size Acres: 0.46
  • Lot Size Area: 0
  • Lot Size Square Feet: 19,940
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 41179
  • Tax Annual Amount: $42,942.95
  • Tax Assessed Value: $4,507,500.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Gas Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, Dryer, Wine Refrigerator
  • Fireplace Features: Dining Room, Family Room, Living Room, Master Bedroom
  • Fireplace: Yes
  • Fireplaces Total: 4
  • Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood
  • Interior Features: Bathroom, Study, Foyer, Sauna/Steam/Hot Tub

Measurements

  • Living Area: 5,234
  • Living Area Source: Public Record

Rooms

  • Basement: Full, Partially Finished, Walk-Out Access, Interior Entry, Concrete
  • Bathrooms Full: 4
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 5
  • Rooms Total: 11

Other

General

  • Exclusions: Included: Treadmill, Elliptical, Weight Bench, Free Weights, Tv In Gym, Porch Furniture, Patio Set

Parking

Parking

  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 8
  • Open Parking: Yes
  • Parking Features: Detached, Paved Drive, Shared Driveway, Off Street
  • Parking Total: 10

Schools

Elementary School

  • Elementary School: Heath/Lincoln (Buffer)

High School

  • High School: Bhs

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Electric: Circuit Breakers
  • Heating: Forced Air, Heat Pump, Natural Gas
  • Has Heating: Yes
  • Laundry Features: In Basement
  • Sewer: Public Sewer
  • Utilities: For Gas Range, For Electric Oven
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 5 bedrooms and 5 bathrooms in this single-family home at 68 Dudley Street.

What schools are nearby to 68 Dudley Street?

Nearby schools include the Heath/Lincoln (Buffer) Elementary School and Bhs High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 68 Dudley Street.

What are the annual taxes for 68 Dudley Street?

Annual taxes for this single-family home are estimated at $42,942.

How does 68 Dudley Street compare to other single-family homes in South Brookline?

This single-family home is listed 34% below the average price for single-family homes in South Brookline and has been on the market for 52 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 5,234 sqft.

68 Dudley Street is a 5-bedroom, 5-bath single-family home for sale in Brookline MA 02445. Available on Prevu for 35 days at $4,650,000. This property features 5,234 square feet of living space, located in South Brookline. The median listing price for single-family homes in this area is $4,949,500. Nearby schools include Heath/Lincoln (Buffer) Elementary School and Bhs High School. The home offers private outdoor space, dishwasher, air conditioning, parking, swimming pool, and washer/dryer. Explore more single-family home listings in Norfolk County.

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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.