21 Brookside Ave, Boston, MA 02130
Property image
Property image
OFF MARKET

$990,100

Trulia Estimate
  • 4 Beds
  • 2 Baths

21 Brookside Ave, Boston, MA 02130

Jamaica Plain
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Home Value

Trulia Estimate
$990K
Since last month
Decreased$86K (-8%)
Since last year
Decreased$19K (-1.9%)
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 +40% in the last 10 years
MonthEstimated value
2026
August 2026$995K
August 2026$990K
July 2026$1.08M
June 2026$986K
May 2026$1.09M
April 2026$1.15M
March 2026$1.23M
February 2026$994K
January 2026$1.08M
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
20 Chilcott Pl, Jamaica Plain, MA
0.20
Multi-Family Home
$1,650,000
12/23/25
5
2
3,208
439 Walnut Ave, Boston, MA
0.32
Multi-Family Home
$700,000
09/22/25
4
2
2,610
3171 Washington St, Jamaica Plain, MA
0.12
Multi-Family Home
$595,000
06/25/26
4
5
5,908
25 Cranston St, Jamaica Plain, MA
0.54
Multi-Family Home
$1,137,500
03/31/26
4
2
1,869
34 Roseway St, Jamaica Plain, MA
0.49
Multi-Family Home
$1,460,000
07/13/26
5
2
2,894
4-4A Weld Ave, Roxbury, MA
0.27
Multi-Family Home
$1,025,000
07/17/26
8
3
2,628
43 Iffley Rd, Jamaica Plain, MA
0.23
Multi-Family Home
$1,270,000
10/06/25
9
3
3,663
18 Westminster Ave, Roxbury, MA
0.42
Multi-Family Home
$1,080,000
10/15/25
5
3
3,037
43 Boylston St, Jamaica Plain, MA
0.37
Multi-Family Home
$1,354,500
02/18/26
6
3
2,691
23 Burr St, Jamaica Plain, MA
0.38
Multi-Family Home
$1,275,000
02/25/26
6
3
3,399

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
15 Germania St #2, Jamaica Plain, MA 02130
0.05
$561,200
3
1
840
Off Market
42 Haverford St, Jamaica Plain, MA 02130
0.08
$600,000
3
2
1,468
Recently Sold
44 & 46 Haverford St, Jamaica Plain, MA 02130
0.08
-
8
4
2,806
Off Market
53 Brookside Ave, Jamaica Plain, MA 02130
0.08
$1,067,500
6
3
2,289
Off Market
38 Haverford St #38, Boston, MA 02130
0.08
$791,200
2
2.5
1,465
Off Market
201 Boylston St #A, Jamaica Plain, MA 02130
0.08
$403,900
1
1
540
Off Market
11 Minton St #2L, Boston, MA 02130
0.09
$799,000
2
2.5
1,058
Recently Sold
205-207 Boylston St, Jamaica Plain, MA 02130
0.08
-
10
6
6,111
Off Market
8 Jess St, Boston, MA 02130
0.08
$801,200
3
2
1,752
Off Market
41 Haverford St #41, Jamaica Plain, MA 02130
0.09
$849,000
3
3
1,150
For Sale
162 Boylston St #1, Boston, MA 02130
0.09
$661,000
2
2
1,302
Off Market
41 Haverford St, Jamaica Plain, MA 02130
0.09
$849,000
3
3
1,150
For Sale

Local Information

  • Map ViewExplore the area around 21 Brookside Ave.
  • Schools30 Preschool Schools31 Elementary Schools20 Middle Schools19 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Multi-Family

About this House

Spacious sunny 4/2 with oak wood floors and high ceilings on two floors in the artists district of Jamaica Plain.Enjoy oversized bedrooms with beautiful original mantelpieces, relax in the the large sun room surrounded on three sides by windows and overlooking the trees and garden. A full bathroom on each floor, and bedrooms separated by floor, offer privacy for communal living.Seeped in history, this original mansion of the Haffenreffer brew-master is still the jewel overlooking The Brewery, which is now home to many cottage industry businesses, including 21st Century Foods, Bella Luna Restaurant, Childrens Music, Boston Pretzel, Ula Caf, and Samual Adams museum..A quarter acre of shady yard for gardening and relaxing, with various mature fruit trees, and flowers. Some off street parking, and laundry. A short walk to Stony Brook Station connects you on the Orange line directly into Boston with stops at Back Bay, Chinatown, Downtown Crossing, and North Station.Enjoy city living with a country feel!First, last, and security deposit (equal to one months rent) is required, as well as references, and a one year lease.Available September 1.
21 Brookside Ave, Boston, MA 02130 is a 4 bedroom, 2 bathroom multi-family in Jamaica Plain. More recently, it was listed as a rental in May 2014 with an asking price of $3,200 per month. That rental listing was removed on July 4, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $990,100, with a rent estimate of $4,259/month.

Home Details for 21 Brookside Ave

Property Information

Property Type / Style
Property Type: Multi Family

Additional Information

On Site Laundry Available

Price and Tax history

DateEventPrice
Jul 4, 2014
Source: Agent Provided
ListingRemoved
$3,200
May 25, 2014
Source: Agent Provided
Listed For Rent
$3,200

Market trends in Jamaica Plain

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$799K
$35KMoM
Sale-to-List Price
101.0%
0.2%MoM
Price per sq ft
$639
$5MoM
Available listings
114
26MoM

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Jamaica Plain
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Jamaica Plain

At least 472 Trulia users voted on each feature.

  • 95 % Say there are sidewalks

  • 92 % Say it's dog friendly

  • 90 % Say it's walkable to restaurants

  • 82 % Say streets are well-lit

  • 78 % Say it's walkable to grocery stores

  • 70 % Say people would walk alone at night

  • 66 % Say kids play outside

  • 64 % Say parking is easy

  • 59 % Say there's holiday spirit

  • 58 % Say neighbors are friendly

  • 54 % Say yards are well-kept

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

  • 50 % Say there's wildlife

  • 47 % Say there are community events

  • 38 % Say it's quiet

  • 38 % Say car is needed

Sourced by Trulia users. Learn more about our methodology.
  • kthrn
    "There are lots of places to walk your dog here, but lots of people have their dogs off leash, so it can be unpleasant and/or dangerous. Many people also have dogs that really shouldn’t live in apartments, so barking is a problem."
    0
    Flag
  • Esmerlina Herrera
    "The community give a way toys for the kids and clothes also for Christmas, the have a little pantry that’s they server food and clothes for the kids "
    0
    Flag
  • Trulia User
    "I usually don’t need a car. I can walk to stores, restaurants, and doctors. And there are plenty of public transportation options. But for some doctors and some stores a car is more convenient. "
    0
    Flag
  • Ekirleis
    "My commute into downtown on the T is very easy and now reliable. Getting around by car is a nightmare due to Wu’s speed bumps. Bike lanes are good but, not well thought out."
    0
    Flag
  • Ekirleis
    "Porchfest, Open Studios, JP Music Fest, Lantern Fest, Sam Adams and its Oktoberfest, Impromptu bar crawls. Franklin Park Turkey Trot. Earth Day. "
    0
    Flag
  • Annie H
    "It is diverse and has a lot of stuff going on. People are generally very neighborly and I always feel safe. "
    2
    Flag
  • Rmmsail
    "5 minute walk to the MBTA then just 20 minutes downtown on the train. Quicker than driving during the morning and later afternoon traffic "
    1
    Flag
  • Trulia User
    "Many parks for the kids and plenty of food in the area. Overall safe and well lit during the evening hours. "
    1
    Flag
  • Trulia User
    "They would love this area! This area is filled with dog lovers and there are plenty of areas to walk your dog."
    0
    Flag
  • Trulia User
    "I live on a main road so my access to public transportation is ok, and I'm no too far from the orange line as well."
    2
    Flag
  • Trulia User
    "Nice park nearby with presumably parasite-infested fountain, fantastic ice cream, dogs seem friendly"
    1
    Flag
  • Trulia User
    "Family oriented, LGBTQ friendly, healthy eateries, artsy, easy to navigate through, lots of public transportation options, local events and lots of green spaces."
    6
    Flag
  • Trulia User
    "Everyone like dogs here we have a lot parks and place to walk then .is a very friendly dog area all dogs welcomed."
    0
    Flag
  • Trulia User
    "This neighborhood is very dog friendly, with the Southwest Corridor Park connecting to several other green spaces."
    0
    Flag
  • Trulia User
    "Family friendly and incredibly welcoming. Excellent place for just about everyone. The parks and open spaces are a refreshing sight in the middle of the city."
    0
    Flag
  • Trulia User
    "There are a lot of places to walk and run around the area so they would like it. There is also a good amount of nature around. "
    0
    Flag
  • Trulia User
    "parents should be mindful of thickly rural areas. Busy intersections. Nice neighborhood with huge backyards good schools great public transportation."
    1
    Flag
  • Trulia User
    "Low property taxes are offset by the need to send your kids to private schools. Great neighborhood for adults but kids can feel “trapped” in their houses. "
    1
    Flag
  • Trulia User
    "A friendly diverse community nested in the greenest area in Boston. A community of foodies with a high concentration of high quality and diverse restaurants."
    4
    Flag
  • Trulia User
    "Easy, forest hills train stop is right near my apartment. Orange line. Also have green street and stonybrook in JP"
    0
    Flag
  • Trulia User
    "Lots of playgrounds around and a nice elementary school community. JP is a very popular neighborhood for people with young kids."
    0
    Flag
  • Estrella F.
    "well I for starters I've lived here for more than 10 yrs an I feel safe for the most part,I have 9 grandchildren that has been raised here in this neighborhood an they love it feel good in the area Thr commute is Great it's practically is like door to door service.i love to commute never miss a bus because for the part they are on time praise the Lord for that an everything else in life"
    12
    Flag
  • Unaflor8
    "You see people walking their dogs all the time, esp behind green st bike path. Lots of dogs around, people also bring their dogs to the arboretum. "
    0
    Flag
  • Tyler W.
    "Group events at the park near stony brook station with small social gatherings & local eateries hosting social events "
    2
    Flag
  • Estrella F.
    "Hi it's ok to live here people look after children that parents just send outside with out no supervision I do look after my grandkids an other people kids out of living room. window everybody knows me around here people like that parents should be more focused on their own kids. their is alot of parks around to take your children an Grandkids too.i think J.P is one of best neighborhoods to live in "
    3
    Flag
  • Kieon S.
    "bad for dogs that don't like seeing other dogs, sometimes people don't pick up after their dogs otherwise pretty great"
    1
    Flag
  • Tanisha R.
    "I've lived in the area almost four years now, and other than the fire departments sirens late night. It's pretty quiet. Decent Basic needs shopping, and overall nice area."
    5
    Flag
  • Koral H.
    "Great place to own dogs as long as you pick up after your self and curb your dog some of my neighborhoods dislike win dogs pee on their grass "
    0
    Flag
  • Fred
    "JP exemplifies an urban community that embraces diversity. There is a strong representation of persons who champion social issues. Corporate hegemony is strongly discouraged."
    7
    Flag
  • Kelsey V.
    "Options available wherever you are both train and bus. You can walk to the train stations or get on a bus."
    0
    Flag
  • Sharon
    "I love jp sometimes, lots of shootings in the hood though. But it’s really nice in the nice places. I love the fact that the stores are so close, the park, the Everything "
    1
    Flag
  • Megobrien27
    "I just moved here and I love it. Super friendly neighbors, a lot of young families and tons of green space. "
    4
    Flag
  • Armando O.
    "Diverse , Full of Great restaurants. Schools close to home. We have the arboretum as our play ground and exercise location."
    6
    Flag
  • Madeepooh
    "I grew up in this neighborhood and have not left. My kids are also here growing up in JP. So convenient to everything! "
    2
    Flag
  • Madeepooh
    "Great trains station very close by. Really no need for a car around here. Lots of families. Lots of good small company stores "
    0
    Flag
  • Jsb0050
    "Forest Hills Station has commuter rail in addition to orange line. Super quick and easy commute to my office in Back Bay. "
    1
    Flag
  • Qawray
    "everything. a rt, music, food, festivals, diversity, mbta..., bike lanes, easy out of town, not easy to get in. micro brewery, the famous JP Licks."
    0
    Flag
  • Sarah G.
    "JP has tons of parks and family oriented spaces which is great. Everyone that I’ve met here is very friendly, too."
    0
    Flag
  • Kayla P.
    "I love living in Jamaica Plain! It’s so accessible to the city but feels like you can get away from the city walking the pond "
    0
    Flag
  • Vee
    " this is an art community we have a Samuel Adams Brewery we run music in the park we have Trails biking tennis courts cute little shops great places to eat it's just a wonderful area"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 21 Brookside Ave

  • What is 21 Brookside Ave estimated to be worth?
    Trulia's estimated value for 21 Brookside Ave in Boston, MA is $990,100.
  • Is Boston a buyer's or seller's market?
    Boston is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Boston?
    The median sale price in Boston is $799K. That is up $35K from the prior month.
  • What do residents say about the Jamaica Plain neighborhood?
    Residents describe the Jamaica Plain neighborhood in Boston, MA as pedestrian-friendly, dog-friendly, and walkable to restaurants. See recently sold homes in Jamaica Plain, Boston.
  • Does 21 Brookside Ave have laundry facilities?
    Yes, 21 Brookside Ave in Boston, MA has laundry facilities.

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Off Market Homes Near 21 Brookside Ave

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