18 Chestnut Pl, Brookline, MA 02445
Property image
Property image
FOR SALE
NEW
OPEN SUN, 12-1:30PM

$1,175,000

  • 2 Beds
  • 2 Baths
  • 1,240 sqft

18 Chestnut Pl, Brookline, MA 02445

Est. Mortgage $7,340/mo*
Get Pre-Qualified

Home Highlights

Single-Family Home
Built in 1969
$948/sqft
2 Car Garage

Local Information

  • Map ViewExplore the area around 18 Chestnut Pl.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Tucked away at the end of a long private drive, this detached residence at Sargent Estates offers the privacy and feel of a single-family home with the ease of condominium living. The thoughtfully designed, single-level floor plan features beautifully refinished hardwood floors and an open kitchen with white cabinetry, quartz countertops, stainless steel appliances and a center island. The kitchen flows seamlessly into the dining and living areas, creating an inviting setting for everyday living and entertaining. French doors from the living area open to an oversized patio bordered by lawn and mature landscaping. Two spacious bedrooms include a primary suite with a full bath. Additional highlights include generous storage, a cedar closet and an attached two-car garage. Association amenities include an in-ground pool, landscaping and snow removal. Convenient to public transportation, the Longwood Medical Area and downtown Boston.
Last check for updates: about 2 hours ago
Listing courtesy of Eileen Strong O Boy, (617) 513-4343
Hammond Residential Real Estate, (617) 731-4644
Source: MLS PIN, MLS#73579776
Also Listed on MLS PIN, MLS PIN, MLS PIN.

Open House

Sunday, September 20
12:00 PM to 1:30 PM

Home Details for 18 Chestnut Pl

Interior Features

Interior Details
Number of Rooms: 4Types of Rooms: Master Bedroom, Bedroom 2, Bathroom 1, Bathroom 2, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1240 Square Feet
Appliances & Utilities
Utilities: for Gas RangeAppliances: Gas Water Heater, Range, Dishwasher, Disposal, Microwave, RefrigeratorDishwasherDisposalMicrowaveRefrigerator
Heating & Cooling
Heating: Baseboard,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
No FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Door: French DoorsFlooring: Wood, Tile
Levels, Entrance, & Accessibility
Floors: Wood, Tile

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: PatioExterior: Patio, Pool - Inground, Professional LandscapingFoundation: SlabHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 4No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 6Parking: Attached,Garage Door Opener,Paved Drive,Off Street
Pool
Pool: In GroundPool
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1240

Days on Market

Days on Market: <1 day on Trulia

Property Information

Year Built
Year Built: 1969
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Not Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: 41388

Price & Status

Price
List Price: $1,175,000Price Per Sqft: $948

Active Status

MLS Status: New

Location

Direction & Address
City: Brookline
School Information
Elementary School: LincolnHigh School: Brookline High

Agent Information

Listing Agent
Listing ID: 73579776

Building

Building Area
Building Area: 1240 Square Feet

Community

Not Senior Community

HOA

Has an HOA

Miscellaneous

Mls Number: 73579776Above Grade Unfinished Area: 1240

Around this home

What Locals Say about Brookline

At least 422 Trulia users voted on each feature.

  • 94 % Say there are sidewalks

  • 90 % Say it's dog friendly

  • 87 % Say it's walkable to restaurants

  • 87 % Say it's walkable to grocery stores

  • 84 % Say people would walk alone at night

  • 81 % Say streets are well-lit

  • 67 % Say kids play outside

  • 60 % Say there's holiday spirit

  • 59 % Say there's wildlife

  • 52 % Say parking is easy

  • 51 % Say they plan to stay for at least 5 years

  • 51 % Say it's quiet

  • 48 % Say neighbors are friendly

  • 40 % Say car is needed

  • 39 % Say yards are well-kept

  • 33 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Very dog friendly "
    0
    Flag
  • Rockygranahan
    "A quick and easy walk to the T. Total commute to downtown Boston from Coolidge Corner ranges between 15-25 minutes consistently."
    0
    Flag
  • Kai Hsin Chang
    "Very convenient to do grocery and most people live here use public transportation because there’s no street parking. People who want to do street parking should apply for parking permits."
    0
    Flag
  • Sydney Reitz
    "Events at the Coolidge corner theatre, Brookline day on Harvard street in Coolidge corner, open holiday meals at the United Parish church"
    0
    Flag
  • Sydney Reitz
    "The sidewalks and streets are well-maintained even in inclement weather. Traffic is only bad around the Longwood medical area and major streets around rush hour. Pub trans is easy and safe."
    0
    Flag
  • Austin Wozniak
    "Multiple dog friendly, off-leash parks in the community and many great places to walk a dog. The community is very dog friendly. "
    0
    Flag
  • Loming1986
    "Only limited (a hand-full) dog parks available, I wish there are more. Many neighbors have dogs and it’s a very dog friendly neighborhood."
    0
    Flag
  • Trulia User
    "Clean, safe and quiet. People are very friendly. Access ti public transportation. Love this place very much."
    0
    Flag
  • Trulia User
    "The neighborhood is great environment to raise a family. It’s peaceful, clean and quiet. We would love to be here to raise our kids here. "
    0
    Flag
  • Trulia User
    "I’v stayed in a hotel in this neighborhood. It is a beautiful area with many shops to explore. Hope to move to this area. "
    0
    Flag
  • Trulia User
    "Near everything. Train across the street, restaurants, coffee shops, etc JP is part of Boston. Vibrant community. Diverse. High incomes mixed with low. "
    1
    Flag
  • Trulia User
    "Yes, the area has many dog parks, both on and off leash. Most apartment buildings are dog friendly and neighbors have been very accepting. "
    0
    Flag
  • Aliana P.
    "It’s a quick commute to downtown, especially if you live on the D line. Very convenient. It’s also a very walkable area with all stores and necessities close by. "
    1
    Flag
  • Juana B.
    "It’s very safe and great school system!! I been leaving here for 11 years and I love it and my kids too"
    2
    Flag
  • Jiyoung W.
    "Lots of other friendly dog owners, plus lots of little parks and green space for pups to run around (especially Amory Park!). Lots of businesses in the area have dog treat jars too!"
    1
    Flag
  • Adriana P.
    "It seems let friendly. Lots of parks and spaces for dogs to run. I don’t have a dog but I have friends with dogs"
    0
    Flag
  • Archana B.
    "Lived here for 5 years. I highly recommend it. It is getting more expensive. Some areas are more family friendly than others. "
    0
    Flag
  • Deiabarroso86
    "Very safe, with a lot of stores around.. Beacon Street is a beautiful street and we have the Reservoir nearby, which is a good place for a walk."
    1
    Flag
  • Josie E.
    "The kids walk to school on a tree-lined street and neighbors know each other. A little oasis in the city "
    4
    Flag
  • Caroline
    "Drive to Watertown or take shuttle provided by my place of employment. Easy access to city via C or D green line. "
    0
    Flag
  • 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
  • Scottcunha311
    "Halloween’s are very popular especially on clark rd. Great location to Cleveland circle and both bu and bc can take train anywhere or easily get a bus there’s no shortsge of things to do"
    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
  • Courtney C.
    "Safe and homey - education is good but property tax is rising. Commute is perfect - only ten minute drive away from my work site. "
    0
    Flag
  • Luis B.
    "Lots of commerce within walking distance and easier access to the city by public transportation. Also very good public schools"
    0
    Flag
  • Magdalene M.
    "Right by the T and walking distance to Fenway! Blue bikes and scooters near by. Lots of ways to go. "
    0
    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
  • Oliver L.
    "I walk to work in the medical area. T stops make getting to the center easy. It is quite possible to live without a car."
    0
    Flag
  • Sophie
    "The community center holds a lot of interesting activities like Mahjong, movies, reading, yoga and concerts. Also we have a greeeat library here!"
    0
    Flag
  • Kathy U.
    "Many dog parks around the Coolidge corner area. Many off leash areas too. The dog community it big in this neighborhood "
    0
    Flag
  • Heli C.
    "The schools are excellent, and neighbors tend to know each other. We are a ‘suburb’ of Boston but also officially a town with numerous distinct village neighborhoods, most of which are walkable to restaurants and amenities. Brookline has a fairly international mix of people, with families from all over the world coming here to study and work at the nearby Harvard teaching hospitals."
    0
    Flag
  • Ptetrault
    "It is a safe, welcoming and peaceful neighborhood. Heath is a great school. Close to T trains and buses."
    0
    Flag
  • Pat B.
    "There's some strange people who are around, but they're harmless. There's lots of daycare places, so if someone has a young kid there's lots of options nearby."
    1
    Flag
  • Billy W.
    "There is only one park on this hill, but a short walk can lead you to bigger parks and playgrounds."
    1
    Flag

Market trends in Brookline

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.24M
$23.33KMoM
Sale-to-List Price
99.3%
0.4%MoM
Price per sq ft
$811
$6MoM
Available listings
186
30MoM

Home Value

Trulia Estimate
$1.16M
Since last month
Increased$27K (+2.4%)
Since last year
Decreased$42K (-3.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +45% in the last 10 years
MonthEstimated value
2026
September 2026$1.16M
August 2026$1.14M
July 2026$1.13M
June 2026$1.18M
May 2026$1.13M
April 2026$1.13M
March 2026$1.14M
February 2026$1.14M
January 2026$1.14M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
18 Cushing Rd, Brookline, MA
0.20
Single-Family Home
$1,351,000
01/23/26
2
2
1,230
71 Highland Rd, Brookline, MA
0.34
Single-Family Home
$950,000
04/30/26
3
1.5
1,000
209 High St, Brookline, MA
0.24
Single-Family Home
$2,150,000
04/16/26
4
3.5
2,332
50 Waverly St, Brookline, MA
0.51
Single-Family Home
$2,445,000
05/12/26
4
2
2,383
14-14A Linden Pl, Brookline, MA
0.78
Single-Family Home
$1,750,000
06/23/26
3
1.5
1,380
236 Walnut St, Brookline, MA
0.25
Single-Family Home
$2,750,000
05/01/26
4
3.5
3,963
15 Kent Sq, Brookline, MA
1.06
Single-Family Home
$1,501,000
04/17/26
2
2
1,276
11 Kent Sq, Brookline, MA
1.06
Single-Family Home
$1,405,000
06/23/26
2
1.5
1,276
43 Waverly St, Brookline, MA
0.53
Single-Family Home
$3,350,000
06/30/26
4
2.5
2,676

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
22 Chestnut Pl #201, Brookline, MA 02445
0.01
$747,500
2
2
1,097
Off Market
22 Chestnut Pl #103, Brookline, MA 02445
0.02
$591,700
1
1.5
831
Off Market
22 Chestnut Pl #406, Brookline, MA 02445
0.02
$639,600
1
1.5
826
Off Market
22 Chestnut Pl #516, Brookline, MA 02445
0.02
$554,600
1
1
768
Off Market
22 Chestnut Pl #G1, Brookline, MA 02445
0.02
$591,700
1
1
935
Off Market
22 Chestnut Pl #102, Brookline, MA 02445
0.02
$734,100
2
2.5
1,275
Off Market
22 Chestnut Pl #106, Brookline, MA 02445
0.02
$590,500
1
1.5
830
Off Market
22 Chestnut Pl #110, Brookline, MA 02445
0.02
$582,100
1
1.5
830
Off Market
22 Chestnut Pl #111, Brookline, MA 02445
0.02
$586,800
1
1.5
901
Off Market
22 Chestnut Pl #206, Brookline, MA 02445
0.02
$579,100
1
1.5
830
Off Market
22 Chestnut Pl #210, Brookline, MA 02445
0.02
$562,500
1
1.5
828
Recently Sold

Price and Tax history

DateEventPrice
Sep 18, 2026
Source: MLS PIN #73579776
Listed For Sale
$1,175,000
Jul 19, 2026
Source: MLS PIN #73430819
ListingRemoved
$1,175,000
Jul 8, 2026
Source: MLS PIN #73430819
PendingToActive
$1,175,000
Jun 15, 2026
Source: MLS PIN #73430819
Pending
$1,175,000
Jun 7, 2026
Source: MLS PIN #73430819
PendingToActive
$1,175,000

LGBTQ Local Legal Protections

Eileen Strong O Boy, Hammond Residential Real Estate, (617) 731-4644
Agent Phone: (617) 513-4343
The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Similar Homes You May Like

Skip to last item
Skip to first item

New Listings near 18 Chestnut Pl

Skip to last item
Skip to first item

Frequently asked questions about 18 Chestnut Pl

  • What is the estimated monthly payment for 18 Chestnut Pl?
    Based on a $1,175,000 list price with 20% down at today's rates, the estimated monthly payment for 18 Chestnut Pl in Brookline, MA is approximately $7,493 (about $6,419 principal & interest, $999 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 18 Chestnut Pl compare to homes in Brookline?
    18 Chestnut Pl in Brookline, MA is listed at $1,175,000, about 5% below the $1.24M median sale price in Brookline.
  • What do residents say about Brookline?
    Residents describe Brookline, MA as pedestrian-friendly, dog-friendly, and walkable to restaurants. See homes for sale in Brookline, MA.
  • What are the closest schools to 18 Chestnut Pl?
    The closest schools to 18 Chestnut Pl in Brookline, MA are Brookline High School (rated 8/10), William H Lincoln School (Elementary/Middle, rated 9/10).
  • Does 18 Chestnut Pl have air conditioning?
    Yes, 18 Chestnut Pl in Brookline, MA has air conditioning.
  • Does 18 Chestnut Pl have a pool?
    Yes, 18 Chestnut Pl in Brookline, MA has a pool.
18 Chestnut Pl, Brookline, MA 02445 is a 2 bedroom, 2 bathroom, 1,240 sqft single-family home built in 1969. This property is currently available for sale and was listed by MLS PIN on Sep 18, 2026. The MLS # for this home is MLS# 73579776.