Pending

$2,749,999

171 Shaw Rd, Brookline, MA 02467

5beds

4,585sqft

$17,919/mo

Get pre-qualified

Single Family Residence

Built in 1952

0.37 Acres Lot

$2,638,100 Zestimate^®

$600/sqft

$-- HOA

What's special

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.

104 days
667
26

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 5
Bathrooms: 6
Full bathrooms: 5
1/2 bathrooms: 1
Main level bathrooms: 2
Main level bedrooms: 2

Primary bedroom

Features: 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
Level: Second

Bedroom 2

Features: Bathroom - Full, Closet, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Recessed Lighting, Remodeled
Level: Second

Bedroom 3

Features: Bathroom - Full, Closet, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Recessed Lighting, Remodeled
Level: Main,First

Bedroom 4

Features: Bathroom - Full, Closet, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Recessed Lighting, Remodeled
Level: Main,First

Bedroom 5

Features: Bathroom - Full, Closet, Flooring - Hardwood, Recessed Lighting, Remodeled
Level: Basement

Primary bathroom

Features: Yes

Bathroom 1

Features: Bathroom - Half, Flooring - Stone/Ceramic Tile, Countertops - Stone/Granite/Solid, Recessed Lighting, Remodeled
Level: Main,First

Bathroom 2

Features: Bathroom - Full, Flooring - Stone/Ceramic Tile, Recessed Lighting, Remodeled
Level: Main,First

Bathroom 3

Features: Bathroom - Full, Flooring - Stone/Ceramic Tile, Recessed Lighting, Remodeled
Level: Second

Dining room

Features: Flooring - Hardwood, Flooring - Wood, Open Floorplan, Recessed Lighting, Remodeled
Level: Main,First

Family room

Features: Bathroom - Half, Closet, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled, Flooring - Engineered Hardwood
Level: Basement

Kitchen

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

Living room

Features: Flooring - Hardwood, Exterior Access, Open Floorplan, Recessed Lighting, Remodeled
Level: Main,First

Heating

Forced Air, Natural Gas

Cooling

Central Air

Appliances

Included: Gas Water Heater, Range, Dishwasher, Disposal, Refrigerator, Plumbed For Ice Maker
Laundry: Flooring - Hardwood, Second Floor, Washer Hookup

Features

Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Bathroom - With Tub, Countertops - Upgraded, Recessed Lighting, Bathroom - Half, Bathroom
Flooring: Wood, Tile, Hardwood, Engineered Hardwood, Flooring - Stone/Ceramic Tile
Windows: Insulated Windows, Screens
Basement: Full,Walk-Out Access,Interior Entry,Garage Access
Number of fireplaces: 2
Fireplace features: Family Room, Living Room

Interior area

Total structure area: 4,585
Total interior livable area: 4,585 sqft
Finished area above ground: 3,144
Finished area below ground: 1,441

Video & virtual tour

View virtual tour

Property

Parking

Total spaces: 6
Parking features: Attached, Under, Garage Door Opener, Paved Drive, Off Street, Paved
Attached garage spaces: 2
Uncovered spaces: 4

Features

Patio & porch: Porch, Patio
Exterior features: Porch, Patio, Pool - Inground, Rain Gutters, Professional Landscaping, Screens, Fenced Yard, City View(s)
Has private pool: Yes
Pool features: In Ground
Fencing: Fenced/Enclosed,Fenced
Has view: Yes
View description: City View(s), City

Lot

Size: 0.37 Acres
Features: Cleared, Gentle Sloping, Sloped

Details

Parcel number: B:399 L:0065 S:0000,42718
Zoning: S10

Construction

Type & style

Home type: SingleFamily
Architectural style: Contemporary
Property subtype: Single Family Residence

Materials

Frame
Foundation: Block
Roof: Shingle

Condition

Updated/Remodeled,Remodeled
Year built: 1952

Utilities & green energy

Electric: Circuit Breakers
Sewer: Public Sewer
Water: Public
Utilities for property: for Gas Range, for Gas Oven, Washer Hookup, Icemaker Connection

Community & HOA

Community

Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Marina, Private School, Public School, T-Station, University, Sidewalks
Security: Security System
Subdivision: Chestnut Hill

HOA

Has HOA: No

Location

Region: Brookline

Financial & listing details

Price per square foot: $600/sqft
Tax assessed value: $2,094,800
Annual tax amount: $20,676
Date on market: 5/26/2026
Listing terms: Contract
Road surface type: Paved

Estimated market value

$2,638,100

$2.51M - $2.77M

Not available

Price history

Date	Event	Price
8/28/2026	Pending sale	$2,749,999$600/sqft
Source: MLS PIN #73523918 Report a problem
8/14/2026	Contingent	$2,749,999$600/sqft
Source: MLS PIN #73523918 Report a problem
5/26/2026	Listed for sale	$2,749,999-1.7%$600/sqft
Source: MLS PIN #73523918 Report a problem
5/20/2026	Listing removed	$2,798,000$610/sqft
Source: MLS PIN #73499888 Report a problem
5/5/2026	Price change	$2,798,000-3.5%$610/sqft
Source: MLS PIN #73499888 Report a problem
4/24/2026	Price change	$2,898,000-3.3%$632/sqft
Source: MLS PIN #73499888 Report a problem
4/10/2026	Listed for sale	$2,998,000+9%$654/sqft
Source: MLS PIN #73499888 Report a problem
11/17/2025	Listing removed	$2,750,000$600/sqft
Source: MLS PIN #73423130 Report a problem
10/31/2025	Price change	$2,750,000-5.1%$600/sqft
Source: MLS PIN #73423130 Report a problem
10/1/2025	Price change	$2,898,000-3.4%$632/sqft
Source: MLS PIN #73423130 Report a problem
8/28/2025	Listed for sale	$3,000,000+51.5%$654/sqft
Source: MLS PIN #73423130 Report a problem
1/13/2025	Listing removed	$1,980,000$432/sqft
Source: MLS PIN #73322708 Report a problem
1/3/2025	Listed for sale	$1,980,000+16.5%$432/sqft
Source: MLS PIN #73322708 Report a problem
11/22/2024	Sold	$1,700,000-20.9%$371/sqft
Source: MLS PIN #73304435 Report a problem
11/1/2024	Contingent	$2,149,000$469/sqft
Source: MLS PIN #73304435 Report a problem
10/21/2024	Listed for sale	$2,149,000$469/sqft
Source: MLS PIN #73304435 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$20,676 +3.6%	$2,094,800 +2.6%
2024	$19,957 +11.6%	$2,042,700 +13.9%
2023	$17,884 +2.7%	$1,793,800 +5%
2022	$17,409 +6.5%	$1,708,400 +2.4%
2021	$16,343 +10.3%	$1,667,700 +6.3%
2020	$14,822 +5.9%	$1,568,500 +5%
2019	$13,997 +5.8%	$1,493,800 +6.8%
2018	$13,232 0%	$1,398,700 +4.4%
2017	$13,234 +3.2%	$1,339,500 +8.8%
2016	$12,826 +4.4%	$1,230,900 +7%
2015	$12,286 +1.6%	$1,150,400 +8.4%
2014	$12,088 +0.7%	$1,061,300 +3%
2013	$12,004 +2.2%	$1,030,400
2012	$11,747 +0.6%	$1,030,400 -0.3%
2011	$11,674 +3%	$1,033,100
2010	$11,333 +2.6%	$1,033,100
2009	$11,044 +9.7%	$1,033,100 +4.5%
2008	$10,063 +0.4%	$988,500 -4%
2007	$10,019 +1.9%	$1,029,700 0%
2006	$9,837 +0.4%	$1,030,000 +7.6%
2005	$9,793 +3%	$957,300 +7%
2004	$9,511 +4.3%	$894,700 +10%
2003	$9,118 -6.4%	$813,400 +7.8%
2002	$9,737 +15.3%	$754,800 +51.1%
1999	$8,448	$499,600