31 Grassmere Rd, Brookline, MA 02467
Property image
Property image
OFF MARKET

$1,249,800

Trulia Estimate
as of Oct 13, 2026
  • 4 Beds
  • 2 Baths
  • 3,281 sqft

31 Grassmere Rd, Brookline, MA 02467

Chestnut Hill

Home Highlights

Single-Family Home
3,281 sqft
$381/sqft
Garage

Local Information

  • Map ViewExplore the area around 31 Grassmere Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Bright kitchenWelcoming family roomFormal dining roomThree spacious bedrooms
5-Minute Walk to Baker School | 4BR Single-Family Home in Chestnut Hill

The rental can be furnished with extra $200/month.

This beautifully maintained single-family home is located in the highly sought-after Chestnut Hill / South Brookline neighborhood and offers an exceptional combination of space, comfort, and convenience.

Just a short walk to the T and only 5 minutes to the highly regarded Baker School (K 8), the home provides easy access to the Longwood Medical Area, Downtown Boston, top public and private schools, shopping, restaurants, parks, golf courses, fitness centers, and everyday amenities.

The main level features a welcoming family room, bright kitchen, formal dining room, full bathroom, and a charming sunroom ideal for a home office, reading room, or relaxing retreat. The second floor offers three spacious bedrooms and a beautifully updated full bath. The third floor includes an additional bedroom plus a versatile bonus room perfect for guests, a playroom, office, or studio.

The fully finished basement with wet bar provides excellent additional living and entertaining space. Laundry is conveniently located in the basement.

Additional highlights include:
 One-car garage plus driveway parking
 Close proximity to the T
 Furniture can be provided upon request
 Excellent layout for families and work-from-home professionals
 Quiet residential neighborhood with convenient access to Boston and Longwood

Tenant is responsible for utilities and routine day-to-day maintenance of the property, including lawn care, snow removal, ordinary cleaning, replacing light bulbs and filters, and maintaining the property in a clean and reasonable condition. Landlord is responsible for major repairs and replacement of building systems and structural components, except to the extent repair is required because of damage caused by the tenant, occupants and guests.

Lease can be flexible, and rental can be furnished as you wish.

NO BROKER FEE.

Security deposit: One month's rent

First & last month's rent: Required upfront
31 Grassmere Rd, Brookline, MA 02467 is a 4 bedroom, 2 bathroom, 3,281 sqft single-family home in Chestnut Hill. It last sold for $675,000 on Sep 14, 2016 (8,900% above the $7,500 asking price). More recently, it was listed as a rental in June 2026 with an asking price of $7,200 per month. That rental listing was removed on August 27, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,249,800, with a rent estimate of $5,890/month.

Home Details for 31 Grassmere Rd

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Parking & Garage
GarageParking: Detached Garage, On Site

Comparable Sales for 31 Grassmere Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
261 Russett Rd, Brookline, MA
0.16
Single-Family Home
$1,450,000
07/06/26
5
2.5
3,304 sqft
291 Russett Rd, Brookline, MA
0.09
Single-Family Home
$1,355,000
08/03/26
3
4
2,590 sqft
143 South St, Brookline, MA
0.26
Single-Family Home
$1,475,000
11/26/25
4
2
2,044 sqft
28 Bellingham Rd, Brookline, MA
0.50
Single-Family Home
$656,084
04/27/26
4
4
3,295 sqft
227 Bonad Rd, Brookline, MA
0.07
Single-Family Home
$1,950,000
04/16/26
4
3.5
2,371 sqft
170 Bonad Rd, Brookline, MA
0.08
Single-Family Home
$1,700,000
04/17/26
3
2.5
2,174 sqft
46 Brucewood St, West Roxbury, MA
0.34
Single-Family Home
$615,000
07/31/26
3
1.5
1,656 sqft
173 South St, Brookline, MA
0.19
Single-Family Home
$2,450,000
01/08/26
4
2.5
2,841 sqft
36 Courtney Rd, West Roxbury, MA
0.37
Single-Family Home
$865,000
10/17/25
3
1.5
1,738 sqft
59 Westover St, West Roxbury, MA
0.48
Single-Family Home
$1,025,000
10/07/26
4
2
2,020 sqft

Nearby homes

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Around this home

Neighborhood Overview

Chestnut Hill
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Chestnut Hill

This October

Trick-or-Treat Score

Built from what locals say about Chestnut Hill.
  • 91% say there are sidewalks
  • 70% say there's holiday spirit
  • 55% say there are community events
Trulia Trick or TreatStart Ghost Hunt
At least 41 Trulia users voted on each feature.

  • 91 % Say there are sidewalks

  • 86 % Say it's dog friendly

  • 81 % Say car is needed

  • 73 % Say they plan to stay for at least 5 years

  • 71 % Say yards are well-kept

  • 71 % Say streets are well-lit

  • 70 % Say there's holiday spirit

  • 66 % Say parking is easy

  • 66 % Say people would walk alone at night

  • 63 % Say it's walkable to restaurants

  • 63 % Say kids play outside

  • 62 % Say it's quiet

  • 57 % Say there's wildlife

  • 55 % Say there are community events

  • 53 % Say it's walkable to grocery stores

  • 44 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.
  • Dma333
    "Diverse, safe, close to everything, friendly neighbors, great schools, playgrounds in walking distance"
    0
    Flag
  • Steve L.
    "Hancock Village in Chestnut Hill is a good place to live overall. Sometimes the management office puts together special functions like handing out cider doughnuts in the fall, or flowers to plant - both gratis. (And more as well but too much to detail)."
    4
    Flag
  • Dma333
    "Block party in September Close to a great school Playgrounds nearby Diverse community Easy access to many communities "
    1
    Flag
  • Szonja.ruppert
    "Lots of greens, parks, even bags for dogpoop is put to parks. Not many pet shops in walking distance"
    0
    Flag
  • Jawaher A.
    "Good schools, no stealing, good neighbors, good place to kids to play, not far away from BU university, there is driving school, all government facilities around us, Uber so expensive but it is available all time, there is ice cream shop and Starbucks around us also a lot of restaurants and malls "
    2
    Flag
  • Jawaher A.
    "I love this area coz its safe and beautiful and the neighbors are nice and kind and there is a lot of great people "
    0
    Flag
  • Fish r.
    "Lovely neighborhood that's close to anything and everything -- shopping, restaurants, movies, doctors, gyms, public transportation, Soule recreation center & golf course, etc. Very safe, with lots of places to go for peaceful walks. I have lived here for nearly two decades and love it."
    5
    Flag
  • Jacquizieff
    "It an a upscale and snobby neighborhood where people don’t talk to each other. We never see kids and kids make no friends in the neighborhood. Clean safe closet To Boston. Nothing around. No walking distance to anything. Supermarket and gas is over priced. "
    0
    Flag
  • Robert B.
    "Wooded neighborhood surrounded by open space on 3 sides - farm stand and parks nearby. Safe, easy commute, great schools."
    0
    Flag

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Aug 27, 2026
Source: Zillow Rentals
ListingRemoved
$7,500
Aug 14, 2026
Source: Zillow Rentals
PriceChange
$7,500
Price increased by 4%
Jun 28, 2026
Source: Zillow Rentals
Listed For Rent
$7,200
May 23, 2026
Source: Zillow Rentals
ListingRemoved
$7,200
Apr 23, 2026
Source: Zillow Rentals
PriceChange
$7,200
Price increased by 4%

Frequently asked questions about 31 Grassmere Rd

  • What is 31 Grassmere Rd estimated to be worth?
    Trulia's estimated value for 31 Grassmere Rd in Brookline, MA is $1,249,800.
  • What is the price history for 31 Grassmere Rd?
    31 Grassmere Rd in Brookline, MA last sold for $675,000 in September 2016.
  • Is Brookline a buyer's or seller's market?
    Brookline is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Brookline?
    The median sale price in Brookline is $1.19M. That is down $50.67K from the prior month.
  • Does 31 Grassmere Rd have laundry facilities?
    Yes, 31 Grassmere Rd in Brookline, MA has in-unit laundry.
  • Does 31 Grassmere Rd have a garage?
    Yes, 31 Grassmere Rd in Brookline, MA has a garage.

Homes for rent near 31 Grassmere Rd

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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