100 Chestnut Ave, Jamaica Plain, MA 02130
OFF MARKET

$1,472,100

Trulia Estimate
  • Studio
  • 4,882 sqft (on 0.33 acres)

100 Chestnut Ave, Jamaica Plain, MA 02130

Jamaica Plain
Est. Refi. Payment $8,362/mo*
Refinance Your Home

Home Value

Trulia Estimate
$1.47M
Since last month
Increased$14K (+1%)
Since last year
Increased$14K (+1%)
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 +1% in the last 10 years
MonthEstimated value
2026
August 2026$1.47M
August 2026$1.46M
July 2026$1.46M

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
38 Spring Park Ave, Boston, MA
0.33
Multi-Family Home
$1,975,000
07/20/26
11
5
6,952
26 Adelaide St, Jamaica Plain, MA
0.30
Multi-Family Home
$1,330,000
05/21/26
6
3
4,460
57 Mozart St, Jamaica Plain, MA
0.09
Multi-Family Home
$1,385,000
06/23/26
8
3
3,109
8-10 Perkins St, Jamaica Plain, MA
0.35
Multi-Family Home
$2,300,000
04/02/26
10
4
4,850
28 Boylston St, Boston, MA
0.24
Multi-Family Home
$1,495,000
05/18/26
8
3
3,903
36-38 Priesing St, Jamaica Plain, MA
0.20
Multi-Family Home
$1,425,000
11/10/25
9
5
3,348
20 Chilcott Pl, Jamaica Plain, MA
0.50
Multi-Family Home
$1,650,000
12/23/25
5
2
3,208
285-285 Lamartine St, Jamaica Plain, MA
0.45
Multi-Family Home
$2,988,000
06/04/26
12
6
4,747
18 Westminster Ave, Roxbury, MA
0.52
Multi-Family Home
$1,080,000
10/15/25
5
3
3,037
33 Halifax St, Jamaica Plain, MA
0.47
Multi-Family Home
$1,400,000
06/24/26
8
4
4,042

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
113 Chestnut Ave #3, Boston, MA 02130
0.04
$729,000
2
1.5
1,000
For Sale
117 Sheridan St, Jamaica Plain, MA 02130
0.06
$1,850,000
5
2.5
3,592
Recently Sold
25 Danforth St #3, Jamaica Plain, MA 02130
0.07
$1,175,000
5
2
2,472
Recently Sold
105 Forbes St, Jamaica Plain, MA 02130
0.05
$1,189,800
5
2
1,959
Off Market
122 Paul Gore St #2, Jamaica Plain, MA 02130
0.08
$830,000
2
1.5
1,218
Recently Sold
126 Paul Gore St #2, Jamaica Plain, MA 02130
0.08
$1,285,000
5
3
3,122
Recently Sold
26 Danforth St #2, Jamaica Plain, MA 02130
0.07
$830,200
3
1
1,084
Off Market
83 Wyman St #2, Jamaica Plain, MA 02130
0.04
$1,003,800
2
1.5
1,406
Off Market
94 Wyman St, Jamaica Plain, MA 02130
0.03
$1,225,000
3
3
1,642
Recently Sold
111 Sheridan St #3, Jamaica Plain, MA 02130
0.08
$850,000
3
2
1,119
Recently Sold
101 Forbes St, Jamaica Plain, MA 02130
0.06
$1,550,000
4
2.5
2,004
Recently Sold
109 Sheridan St #3, Jamaica Plain, MA 02130
0.08
$600,000
2
1
790
Recently Sold

Local Information

  • Map ViewExplore the area around 100 Chestnut Ave.
  • Schools30 Preschool Schools31 Elementary Schools20 Middle Schools19 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Multi-Family
Built in 1920
0.33 acre lot
4,882 sqft
$302/sqft

About this House

This multi-family home is located at 100 Chestnut Ave, Jamaica Plain, MA. 100 Chestnut Ave is in the Jamaica Plain neighborhood in Jamaica Plain, MA and in ZIP code 02130. This property has approximately 4,882 sqft of floor space. This property has a lot size of 0.33 acres and was built in 1920.
100 Chestnut Ave, Jamaica Plain, MA 02130 is a studio, 4,882 sqft multi-family in Jamaica Plain, built in 1920. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,472,100, with a rent estimate of $3,844/month.

Home Details for 100 Chestnut Ave

Interior Features

Levels, Entrance, & Accessibility
Stories: 2

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: Multi FamilyArchitecture: Other

Exterior Features

Exterior Home Features
Exterior: Wood

Community

Units in Building: 4

Lot Information

Lot Area: 0.33 acres

Price and Tax history

YearProperty taxTax assessment
2025
$14,440
$1,247,000
Home facts updated by county records

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 100 Chestnut Ave

  • What is 100 Chestnut Ave estimated to be worth?
    Trulia's estimated value for 100 Chestnut Ave in Jamaica Plain, MA is $1,472,100.
  • Is Jamaica Plain a buyer's or seller's market?
    Jamaica Plain is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Jamaica Plain?
    The median sale price in Jamaica Plain is $799K. That is up $35K from the prior month.
  • What do residents say about Jamaica Plain?
    Residents describe Jamaica Plain, MA as pedestrian-friendly, dog-friendly, and walkable to restaurants. See recently sold homes in Jamaica Plain, MA.

Explore by feature - Pet Friendly

2143 pet-friendly rentals in Jamaica Plain, MA

Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

321 rentals with a pool in Jamaica Plain, MA

Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

255 rentals with an outdoor space in Jamaica Plain, MA

Apartments for Rent

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Off Market Homes Near 100 Chestnut Ave

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