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.
Single-familyProperty Type
1952Year Built
0.37 acresLot Size
$600Price/Sq.Ft.
2 garage spacesParking
Listed by Melvin Vieira• RE/MAX Real Estate Center
South Brookline, located between Jamaica Pond and the Chestnut Hill Reservoir, is a residential and village-style Brookline neighborhood with leafy park edges and a low-rise streetscape. The neighborhood’s character concentrates around the Cleveland Circle junction, where cafés, small eateries, and everyday storefronts cluster beside the Green Line tracks. Coolidge Corner Theatre and Brookline Booksmith serve as cultural pillars with a distinctly local cadence. Side streets feature a mix of brick apartment houses, classic triple-deckers, and single-family homes with deep setbacks. The Emerald Necklace paths and nearby water views shape a walk-and-roll routine. A steady flow of transit riders and runners gives the area a lived-in, city-meets-suburb tempo.
Provided by Walk Score and Local Logic
Market insights
171 Shaw Rd · $2,749,999
DAYS ON MARKET
94 days
The average home goes pending in 19 days.
SALE-TO-LIST
103.2%
Most homes are selling 3% above list price.
LIST PRICE
$2,749,999
Median sale price in this area is $838,273. (70% lower than this home)
PRICE DROP
0 price drops
15% of homes in this area have had a price drop in the past month.
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Living
Dining
Interior features
Open floorplan
Recessed lighting throughout
Remodeled/updated interior
Insulated windows with screens
Upgraded countertops
Total of 11 rooms
Bedrooms
Primary suite on second floor with double vanity, skylight, cathedral ceilings, walk-in closet, hardwood and tile flooring, recessed lighting (remodeled)
Second bedroom on second floor with hardwood and tile flooring, closet, recessed lighting (remodeled)
Third bedroom on main floor with hardwood and tile flooring, closet, recessed lighting (remodeled)
Fourth bedroom on main floor with hardwood and tile flooring, closet, recessed lighting (remodeled)
Fifth bedroom in basement with hardwood flooring, closet, recessed lighting (remodeled)
Bathrooms
Five full bathrooms and one half bathroom
Master bathroom includes double vanity and remodeled finishes
Kitchen on main level with hardwood flooring, upgraded stone/granite countertops, kitchen island, stainless steel appliances, exterior access, recessed lighting (remodeled)
Laundry & utility
Washer hookup on second floor
Washer/dryer provisions and icemaker connection available
Flooring
Primarily hardwood and engineered hardwood
Stone/ceramic tile in bathrooms and select areas
Wood/tile combinations in living and dining spaces
Heating & cooling
Forced air heating (natural gas)
Central air conditioning
Fireplace
Two fireplaces located in living room and family room
Basement
Full basement with walk-out access, interior entry and garage access
Exterior features
Private inground pool
Porch and patio
Fenced yard with professional landscaping and rain gutters
City views
Gentle sloping/cleared lot
Paved public road frontage
Home design
Single-family residence
Updated/remodeled condition
Red brick exterior accents
Parking
Attached garage with 2 garage spaces and garage door opener
Covered parking (2)
Additional open/off-street parking for 4 vehicles (total 6 parking spaces)
Paved driveway; some parking under structure
Security
Security system installed
Construction
Frame construction with block foundation
Shingle roof
Year built: unknown/mixed (source: public records)
Utilities
Public water
Public sewer
Electric with circuit breakers
Gas available for range and oven
HOA & community
Community amenities nearby include public transportation, shopping, pool, tennis courts, parks, walk/jog trails, golf, medical facilities, bike paths, conservation areas, highway access, and T-Station
Financial info
Listing status: Active Under Contract
Electricity and solar
View estimated energy costs and solar savings for this home
Welcome to this stunning Brookline residence, a perfect blend of classic charm and modern convenience. Built in 1952, this spacious home boasts 6 bedrooms and 4 full bathrooms, making it ideal for families or those who love to entertain. Nestled on a generous 16,000 square foot plus size lot, the exterior features elegant brickwork that adds to its timeless appeal. The three levels of living space offer ample room for relaxation and activities, while the walk-out basement provides easy access to the beautifully landscaped yard.The home also includes a convenient two-car garage, ensuring ample parking and storage. Inside, you'll find well-appointed rooms filled with natural light, designed to enhance comfort and style.With its prime location in Brookline, you’ll enjoy the best of suburban living while being just a short distance from vibrant city amenities. Don’t miss the opportunity to make this exceptional property your new home! OFFER DEADLINE IS TUESDAY OCTOBER 29TH BY 5PM
Public Records
Nov 3, 1980
Sold
$155,000
$34/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$17,884 (+2.7%)
$730,600 + $1,063,200
$1,793,800
2022
$17,409 (+6.5%)
$695,800 + $1,012,600
$1,708,400
2021
$16,343 (+10.3%)
$669,000 + $998,700
$1,667,700
2020
$14,822 (+5.9%)
$608,300 + $960,200
$1,568,500
2019
$13,997 (+5.8%)
$579,300 + $914,500
$1,493,800
2018
$13,232
$579,200 + $819,500
$1,398,700
2017
$13,234 (+3.2%)
$546,500 + $793,000
$1,339,500
2016
$12,826 (+4.4%)
$510,700 + $720,200
$1,230,900
2015
$12,286 (+1.6%)
$477,300 + $673,100
$1,150,400
2014
$12,088 (+0.7%)
$433,900 + $627,400
$1,061,300
2013
$12,004 (+2.2%)
$421,300 + $609,100
$1,030,400
2012
$11,747 (+0.6%)
$421,300 + $609,100
$1,030,400
2011
$11,674 (+3.0%)
$435,900 + $597,200
$1,033,100
2010
$11,333 (+2.6%)
$435,900 + $597,200
$1,033,100
2009
$11,044
$435,900 + $597,200
$1,033,100
Public record
Public record
Permits
Beds
6
Baths
3.5
Stories
1
Lot width
—
Lot depth
—
Lot size
0.37 Acres
Year renovated
1971
Finished Sq. Ft.
3,040
Unfinished Sq. Ft.
—
Total Sq. Ft.
3,040
Year built
1952
Style
Single Family Residential
County
Norfolk County
APN
42718
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 21, 2023.
Mar 14, 2025 • Active
Residential mechanical - sheet metal
Install a new central air conditioning and heating system with a gas furnace. Install bathroom, dryer, and kitchen piping in compliance with building codes and zoning bylaws.
Gas
HVAC
Plumbing
Mar 4, 2025 • Active
Residential electrical
Rewire a single-family home including bedrooms, bathrooms, laundry room, basement, garage, and common living areas.
Electrical
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Local insights from Redfin agents
Brookline will continue to be a Seller's market for the foreseeable future, driven by restrictive zoning laws that have limited increases in housing production and a stable population with relatively low turnover. This has resulted in a massive...
supply/demand imbalance that is unlikely to change.