Active Under Contract
93 Days on market
171 Shaw Rd Brookline — Photo 1 of 42
$2,749,999
171 Shaw Rd, Brookline, MA 02467
Brookline, MA 02467 — Chestnut Hill
Beds
5
Baths
5.5
SqFt
4,585
Style
Single Family
Built
1952
Luxury Living in Chestnut Hill, Brookline. Spacious 5-bedroom home designed for extended families, aging parents, or long-term guests. Four bedrooms feature private en suite bathrooms, offering comfort and privacy throughout. Two bedrooms are conveniently located on the main level, while two upstairs bedrooms feature skylights filled with natural light. An additional lower-level bedroom creates flexible living options. Enjoy a warm family room with a fireplace, plus a finished lower level complete with a second fireplace, a kitchenette, and flexible space perfect for a family room, theater room, game room, or private guest retreat. Step outside to your private inground pool and enjoy peaceful surroundings near the renowned Brookline Golf Course. Complete with a 2-car garage and close proximity to Boston, medical centers, shopping, dining, and major routes, this home blends luxury, flexibility, convenience, and multigenerational living in the heart of Chestnut Hill.
Market Value Analysis
This Property
Size (SqFt) →Price →This Property$600/sqft
Local Avg (Brookline)$911/sqft
34% BelowMarket Average
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Brookline, MA.
Property Details
Financials
Original Price$2,749,999
Annual Taxes$20,676
Parking
Garage2
Off-Street6
Interior Specifications
Total Rooms11
Fireplaces2
FlooringWood, Tile, Hardwood, Engineered Hardwood, Flooring - Stone/Ceramic Tile
BasementFull, Walk-Out Access, Interior Entry, Garage Access
Climate & Utilities
HeatingForced Air, Natural Gas
CoolingCentral Air
WaterPublic
SewerPublic Sewer
Building & Exterior
ConstructionFrame
RoofShingle
FoundationBlock
ZoningS10
Property & Lot
Acres0.37
SqFt Lot16,117
Lot FeaturesCleared, Gentle Sloping, Sloped
Amenities & Appliances
Gas Water Heater • Range • Dishwasher • Disposal • Refrigerator • Plumbed For Ice Maker
Neighborhood
Public Transportation • Shopping • Pool • Tennis Court(s) • Park • Walk/Jog Trails
Geography
Floorplan Breakdown
Structural Layout
Second
Master BedroomBedroom 2Bathroom 3
Basement
Family RoomBedroom 5
Main,First
Living RoomDining RoomKitchenBedroom 3Bedroom 4Bathroom 1Bathroom 2
Living Room
Lvl Main,FirstFlooring - Hardwood, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled
Dining Room
Lvl Main,FirstFlooring - Hardwood, Flooring - Wood, Open Floorplan, Recessed Lighting, Remodeled
Kitchen
Lvl Main,FirstFlooring - Hardwood, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Kitchen Island, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled, Stainless Steel Appliances
Family Room
Lvl BasementBathroom - Half, Closet, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled, Flooring - Engineered Hardwood
Master Bedroom
Lvl SecondBathroom - Full, Bathroom - Double Vanity/Sink, Skylight, Cathedral Ceiling(s), Walk-In Closet(s), Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Recessed Lighting, Remodeled, Lighting - Overhead
Bedroom 2
Lvl SecondBedroom 3
Lvl Main,FirstBathroom - Full, Closet, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Recessed Lighting, Remodeled
Bedroom 4
Lvl Main,FirstBathroom - Full, Closet, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Recessed Lighting, Remodeled
Bedroom 5
Lvl BasementBathroom - Full, Closet, Flooring - Hardwood, Recessed Lighting, Remodeled
Bathroom 1
Lvl Main,FirstBathroom - Half, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Recessed Lighting, Remodeled
Bathroom 2
Lvl Main,FirstBathroom - Full, Flooring - Stone/Ceramic Tile, Recessed Lighting, Remodeled
Bathroom 3
Lvl SecondBathroom - Full, Flooring - Stone/Ceramic Tile, Recessed Lighting, Remodeled
Property History
Listed
$2,749,999
May 26, 2026
MLS® 73523918
Terminated
$2,798,000
May 20, 2026
MLS® 73499888
Listed
$2,798,000
Apr 10, 2026
MLS® 73499888
Expired
$2,750,000
Nov 28, 2025
MLS® 73423130
Listed
$2,750,000
Aug 28, 2025
MLS® 73423130
Population
23,001
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$169K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
32.3%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Norfolk County
1,189 housing units permitted in the last 12 months (+21% vs the prior 12 months) — 706 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 4,585 sq ft principal dwelling). Lot size: 16,117 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Provided By
Listing Agent: Melvin A. Vieira Jr.
Listing Office: RE/MAX Destiny
MLS® Number: 73523918
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