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79 Randolph RoadBrookline, MA 02467

For Sale

$2,799,999

Smart Buyer Rebate $14,000

Tucked away on a quiet Chestnut Hill street, this 1927 classic Tudor is filled with warmth, character, and thoughtful modern updates. With 4 bedrooms, 3.5 bathrooms, central air conditioning, a dedicated playroom, and an attached two-car garage, the home offers plenty of space and everyday practicality without sacrificing personality. A welcoming foyer leads to the formal open living and dining room, while the updated chef’s kitchen connects seamlessly to the family room, creating an easy layout for modern living. A sunny breakfast room provides the perfect spot for casual meals, and just beyond the family room, a deck overlooks the beautifully landscaped backyard, extending the living space outdoors. Upstairs, the primary bedroom is joined by two additional bedrooms, two full bathrooms, and generous storage. The lower level includes a fourth bedroom, laundry room, additional storage, another full bathroom, and direct access to the two-car garage. Fabulous Chestnut Hill location close to the shops and restaurants at The Street at Chestnut Hill, convenient access to Route 9 and just half a mile from the Green Line "T".

Listed by Jeffrey Hamilton

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Columbus and Over Group, LLC

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6176453407

Listed by Claire McClintock

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Columbus and Over Group, LLC

Last updated October 24, 2026

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Source: MLSPin #73592951

Listing Facts

  • TypeSingle-family
  • NeighborhoodWoodland Heath
  • Bedrooms4
  • Bathrooms4
  • Days on Prevu11
  • Taxes$25,506/year
  • Size3,225 sqft
  • Price per sqft$868

Amenities

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

Location

Mortgage Calculator

Listing History

10/20/2026
Listed by Columbus and Over Group, LLC
$2,799,999
  1. 10/20/2026$2,799,999
    Listed by Columbus and Over Group, LLC

Property Details for 79 Randolph Road

Association

Amenities

  • Community Features: Tennis Court(s), Park, Golf

Exterior

Construction

  • Roof: Slate
  • Year Built: 1927
  • Year Built Details: Approximate
  • Architectural Style: Tudor

Features

  • Fencing: Fenced, Stone
  • Patio And Porch Features: Deck, Patio

Measurements

  • Building Area Total: 3,225
  • Building Area Units: Square Feet
  • Lot Features: Landscaped
  • Lot Size Acres: 0.23
  • Lot Size Area: 0
  • Lot Size Square Feet: 10,115
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 43440
  • Tax Annual Amount: $25,506.00
  • Tax Assessed Value: $2,349,000.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Range, Oven, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Hardwood

Measurements

  • Living Area: 3,225
  • Living Area Source: Public Records

Rooms

  • Basement: Full, Finished
  • Has Basement: Yes
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 4
  • Rooms Total: 8

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking Spaces: 2
  • Open Parking: Yes
  • Parking Features: Paved, Attached, Off Street, Garage
  • Parking Total: 4

Schools

Elementary School

  • Elementary School: Hayes

High School

  • High School: Bhs

Middle or Junior School

  • Middle Or Junior School: Hayes

Utilities

Equipment

  • Cooling: Central Air, Zoned
  • Has Cooling: Yes
  • Heating: Natural Gas, Central, Baseboard, Zoned
  • Has Heating: Yes
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

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

There are 4 bedrooms and 4 bathrooms in this single-family home at 79 Randolph Road.

What schools are nearby to 79 Randolph Road?

Nearby schools include the Hayes Elementary School, Hayes Middle School, and Bhs High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 79 Randolph Road.

What are the annual taxes for 79 Randolph Road?

Annual taxes for this single-family home are estimated at $25,506.

How does 79 Randolph Road compare to other single-family homes in Woodland Heath?

This single-family home is listed 64% below the average price for single-family homes in Woodland Heath and has been on the market for 130 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 3,225 sqft.

79 Randolph Road is a 4-bedroom, 4-bath single-family home for sale in Brookline MA 02467. Listed on Prevu for 11 days at $2,799,999. This home features 3,225 square feet of living space, located in Woodland Heath. The median listing price for single-family homes in this area is $3,695,000. Nearby schools include Hayes Elementary School, Hayes Middle School, and Bhs High School. Property amenities include private outdoor space, dishwasher, air conditioning, parking, and washer/dryer. View other 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.