44 Valley Road, Chestnut HillBrookline, MA 02467MLS Number 73558881

  • Price: $2,850,000
  • Est. Mortgage of $/month
  • 2 Days on Market
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%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Jul 30, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
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Open House
44 Valley Road Brookline MA 02467
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  • 6Bedrooms
  • 0.33Acreage
  • 4Bathrooms
  • 1938Year Built

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PHOTOS & VIDEO COMING SOON - Discover timeless elegance and exceptional versatility in this beautifully updated 1938 Cape, thoughtfully designed for today's discerning family. Offering 6 bedrooms and 3.5 baths, the home features two primary bedrooms with private ensuite baths, including a sought-after first-floor retreat ideal for multigenerational living, guests, or an au pair. The chef's kitchen is appointed with stainless steel appliances, a gas range, wall oven, stone countertops, and a center island with seating for three. A welcoming den, formal dining room, and sun-filled breakfast area provide inviting settings for both everyday life and elegant entertaining. The finished lower level offers a versatile recreation room with a dedicated laundry area. Completing the home are an attached two-car garage and two additional off-street parking spaces, blending classic New England charm with modern comfort and convenience.

Open Houses

August 8th
Starts: 12:00pm
Ends: 2:00pm
August 9th
Starts: 12:00pm
Ends: 2:00pm
Listed by The Kelleher Spalding Team of Gibson Sotheby's International Realty

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More Info

Basic Information

  • Bedrooms6
  • Mls StatusNew
  • Bathroom4
  • Lot Features Gentle Sloping
  • Parcel Number M:0278 B:0015 L:0000,39337

Basic Information

  • List Price$2,850,000
  • MLS Number73558881
  • Modification Date08/04/2026
  • Property SubTypeSingle Family Residence

Building

  • Attached Garage YN Yes
  • BasementFull, Finished, Garage Access
  • Building Area Units Square Feet
  • FireplaceYes
  • Fireplace Features Dining Room, Living Room
  • Fireplaces Total 2
  • FoundationConcrete Perimeter
  • Garage Spaces2
  • Property StyleCape
  • Rooms12
  • Utilities For Gas Range
  • Year Built1938
  • Year Built Details Approximate
  • Year Built Source Public Records

Other

  • Date Listed08/04/2026
  • Farm Land Area Units Square Feet

Tax Information

  • Tax Assessed Value $2,465,300
  • Tax Year 2026
  • Taxes$25,245

Rooms

  • Bathroom 1 Second
  • Bathroom 2 Second
  • Bathroom 3 First
  • Bathrooms Total Decimal 3.5
  • Bedroom 2 First
  • Bedroom 3 Second
  • Bedroom 4 Second
  • Bedroom 5 Second
  • Dining Room Main, First
  • Full Bath3
  • Half Baths1
  • Kitchen First
  • Living Room First
  • Master Bedroom Second

Exterior

  • Exterior Features Professional Landscaping

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Heat SystemYes
  • Heating Baseboard, Natural Gas
  • Sewer Public Sewer
  • Water Source Public

Amenities

  • Amenities
    • Bike Path
    • Conservation Area
    • Golf
    • Highway Access
    • House of Worship
    • Park
    • Private School
    • Public School
    • Public Transportation
    • Shopping
    • Walk/Jog Trails
  • Appliances IncludedGas Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, Dryer, Range Hood

Parking

  • Parking Spaces4
  • Covered Spaces 2
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features Attached, Garage Door Opener, Off Street, Paved

Location

  • NeighborhoodChestnut Hill
  • SubdivisionChestnut Hill
  • Address44 Valley Road
  • Building Number44
  • CountyNorfolk
  • StateMA
  • StreetValley Road
  • TownBrookline
  • Zip02467

Property

  • Acreage0.33

Interior

  • Flooring Hardwood, Flooring - Hardwood
  • Interior Features
    • Closet
    • Closet/Cabinets - Custom Built
    • Crown Molding
    • Decorative Molding
    • Den
    • Recessed Lighting
    • Wainscoting

Property Information

  • Square Feet2,992
  • Building Area Source Public Records
  • Living Area 2,992
  • Lot Size Square Feet 14,488
  • Lot Size Units Acres

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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. 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 or leasing 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 or leasing. MLSPIN 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.

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