Active Under Contract

86 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

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)$922/sqft

35% BelowMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Brookline, MA.

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,First

Flooring - Hardwood, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled

Dining Room

Lvl Main,First

Flooring - Hardwood, Flooring - Wood, Open Floorplan, Recessed Lighting, Remodeled

Kitchen

Lvl Main,First

Flooring - Hardwood, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Kitchen Island, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled, Stainless Steel Appliances

Family Room

Lvl Basement

Bathroom - Half, Closet, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled, Flooring - Engineered Hardwood

Master Bedroom

Lvl Second

Bathroom - 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 Second

Bedroom 3

Lvl Main,First

Bathroom - Full, Closet, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Recessed Lighting, Remodeled

Bedroom 4

Lvl Main,First

Bathroom - Full, Closet, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Recessed Lighting, Remodeled

Bedroom 5

Lvl Basement

Bathroom - Full, Closet, Flooring - Hardwood, Recessed Lighting, Remodeled

Bathroom 1

Lvl Main,First

Bathroom - Half, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Recessed Lighting, Remodeled

Bathroom 2

Lvl Main,First

Bathroom - Full, Flooring - Stone/Ceramic Tile, Recessed Lighting, Remodeled

Bathroom 3

Lvl Second

Bathroom - 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.

Full Brookline, MA market report ZIP 02467 market data

Listing Provided By

Listing Agent: Melvin A. Vieira Jr.

Listing Office: RE/MAX Destiny

MLS® Number: 73523918