44 Valley Rd Brookline MA 02467

Active

$2,850,000

2,992 Square Feet

6 Bedrooms

3 Bathrooms

1 Half Bathrooms

4 Parking

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. Close to Roland Hayes School & Brookline High School, Route 9, Chestnut Hill Reservoir, Golf Courses, Green Line (MBTA) and The Mall at Chestnut Hill. Quick drives to Newton Centre or Brookline hubs for everyday groceries and dining.

Property Details for 44 Valley Rd

Total Rooms: 12

Bedrooms: 6

Bathrooms: 3Full 1Half

Living Area: 2,992

Lot Size (Acres/SF): 0.33/ 14,488

Lot Features:

Levels:

Total Parking Spaces: 4

Garage Spaces: 2

Parking Features: Attached, Garage Door Opener, Off Street, Paved

Listing ID: 73558881

Postal Code: 02467

Neighborhood: Chestnut Hill

Elementary School District: Roland Hayes

Elementary School Buffer Zone:

High School: Brookline High School

Year Built: 1938

Architectural Style:

Basement: Full, Finished, Garage Access

Features for 44 Valley Rd

Heating: Baseboard, Natural Gas

Heating Zones:

Fireplaces: 2

Accessibility Features:

Association: False

Association Fee:

Fee Frequency:

Association Fee Includes:

Association Amenities:

Management Type:

Optional Fee:

Optional Fee Includes:

Elevator: False

Cooling: Central Air

Cooling Zones:

Private Pool: False

Pool Features:

Waterfront: False

Waterfront Features:

Pets Allowed:

Entry Level (Floor):

Entry Location:

Complex Complete: False

Total Units in Building:

Owner Occupied Units:

Utilities & Financials for 44 Valley Rd

Electric:

Water Source: Public

Sewer: Public Sewer

Utility Connections:

Annual Tax: $25,245

Assessed Value: $2,465,300

Tax Year: 2026

Disclosures for 44 Valley Rd

Disclosures:

Exclusions:

Property Attached: False

Historic District:

Zoning Code: S-15

Zoning Description: SINGLE-FAMILY

Zoning Category: single_family

Zoning FAR:

Zoning Min Lot: 15,000

Lead Paint: Unknown

SqFt Includes Basement: False

Square Feet Disclosures:

Voting Precinct: 14 Located at Heath School Gymnasium, 100 Eliot Street

Listing Lifecycle for 44 Valley Rd

List Date: 2026-08-04

Off Market Date:

Under Agreement Date:

Sold Date:

List Office: Gibson Sotheby's International Realty

Listing Agent: The Kelleher Spalding Team

Original List Price: $2,850,000

Sold Price: ()

Square Feet Disclosures:

Last Updated on: 2026-08-06 12:15:12 from: mls-pin

Buyer’s Office:

Buyer’s Agent:

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