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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.

More Info

Basic Information

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

Tax Information

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

Parking

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

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

Basic Information

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

Location

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

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

Property

  • Acreage0.33

Interior

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

Exterior

  • Exterior Features Professional Landscaping

Utilities

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

Property Information

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

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

Legal

  • ZoningS15

Other

  • Date Listed08/04/2026
  • Farm Land Area Units Square Feet
  • View Count2

Map Location

Driving Directions

Listed by The Kelleher Spalding Team of Gibson Sotheby's International Realty

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