How to Win in Brookline Without an All-Cash Offer: A Data-Driven Buyer’s Playbook
January 26, 2026
Brookline isn’t just expensive - it’s cash-advantaged: nearly half of buyers pay all-cash, and the average down payment is about…
Stately brick 1930's house with 6 bedrooms and 5 baths in top Brookline area of Chestnut Hill. Set on a 1.4acre lot (60,840 sq ft), this is a picturesque property with all the beauty and detail of that time. The house is set back from Laurel Road in a courtyard with an attached 3-car garage separated by a wall. The roof is slate and steeply pitched, the windows neatly aligned with wooden shutters. From the sunlit front hall, there is a library, followed by a step-down living room on the right; the dining room, breakfast room, pantry and kitchen are to the left, including a greenhouse and potting room, laundry and utility area. The second and third floors have 6-7 bedrooms and 5 baths. There are 7 fireplaces, hardwood floors, and sunlit rooms, all echoing the elegant simplicity of another era while offering the possibility of today's lifestyle preferences. The property is perfect for entertaining, both inside and out, with a step-down garden area and space for a pool.
Property Details for 27 Laurel Rd
Total Rooms: 13
Bedrooms: 6
Bathrooms: 5Full 1Half
Living Area: 6306
Lot Size (Acres/SF): 1.4/ 60840
Lot Features:
Levels:
Total Parking Spaces: 12
Garage Spaces: 3
Parking Features: Attached, Garage Door Opener, Storage, Paved Drive, Stone/Gravel
Listing ID: 73337741
Postal Code: 02467
Neighborhood: Chestnut Hill
Elementary School District: Edith C. Baker
Elementary School Buffer Zone: Baker/Hayes
High School: Brookline High School
Year Built: 1938
Architectural Style:
Basement: Partial, Crawl Space, Bulkhead, Concrete, Unfinished
Features for 27 Laurel Rd
Heating: Forced Air, Hot Water, Natural Gas
Heating Zones:
Fireplaces: 7
Accessibility Features:
Association: False
Association Fee:
Fee Frequency:
Association Fee Includes:
Association Amenities:
Management Type:
Optional Fee:
Optional Fee Includes:
Elevator: False
Cooling: None
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 27 Laurel Rd
Electric:
Water Source: Public
Sewer: Public Sewer
Utility Connections:
Annual Tax: 49327
Assessed Value: 4997700
Tax Year: 2025
Disclosures for 27 Laurel 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: 15000
Lead Paint: Unknown
SqFt Includes Basement: False
Square Feet Disclosures:
Voting Precinct: 15 Located at Fire Station 6 (Rear), 962 Hammond Street
Listing Lifecycle for 27 Laurel Rd
List Date: 2025-02-24
Off Market Date: 2025-05-03
Under Agreement Date: 2025-04-18
Sold Date: 2025-05-29
List Office: Hammond Residential Real Estate
Listing Agent: The Whitney Group
Original List Price: $4,495,000
Sold Price: $3,850,000 (610.53)
Square Feet Disclosures:
Last Updated on: 2026-02-07 13:49:37 from: mls-pin
Buyer’s Office: Compass
Buyer’s Agent: Hilary Maddox Team
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