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
Price:
$2,850,000
MLS #:
73558881
Status:
Active
Beds:
6
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
chestnuthill
Listed Date:
Aug 4, 2026
Finished Sq Ft:
2,992
Total Sq Ft:
2,992
Lot Size:
14,488 sqft / 0.33 acres (approx)
Year Built:
1938
See this Listing
Schools
Interior
Above Grade Finished Area
2992
Appliances
Gas Water Heater, Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, Dryer, Range Hood
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
2
Flooring
Hardwood, Flooring – Hardwood
Heating
Baseboard, Natural Gas
Interior Features
Closet, Closet/Cabinets – Custom Built, Recessed Lighting, Wainscoting, Crown Molding, Decorative Molding, Den
Laundry Features
In Basement
Exterior
Architectural Style
Cape
Attached Garage YN
1
Community Features
Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School
Covered Spaces
2
Exterior Features
Professional Landscaping
Garage Spaces
2
Lot Features
Gentle Sloping
Open Parking Spaces
2
Open Parking YN
1
Parking Features
Attached, Garage Door Opener, Off Street, Paved
Parking Spots
4
Parking Total
4
Financial
Tax Year
2026
Taxes
$25,245
Map
Community
- Address44 Valley Rd Brookline MA
- CityBrookline
- CountyNorfolk
- Zip Code02467
Subdivisions in Brookline
Market Summary
Current real estate data for Single Family in Brookline as of Aug 06, 2026
72
Single Family Listed
147
Avg DOM
887
Avg $ / SqFt
$4,695,407
Avg List Price
Property Summary
- 44 Valley Rd Brookline MA is a Single Family for sale in Brookline, MA, 02467. It is listed for $2,850,000 and features 6 beds, 4 baths, and has approximately 2,992 square feet of living space, and was originally constructed in 1938. The current price per square foot is $953. The average price per square foot for Single Family listings in Brookline is $887. The average listing price for Single Family in Brookline is $4,695,407. To schedule a showing of MLS#73558881 at 44 Valley Rd in Brookline, MA, contact your Cornerstone Real Estate agent at 617-238-7400.
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Courtesy of Gibson Sotheby’s International Realty. The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information 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. 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 set forth herein.
44 Valley Rd
Brookline, MA