27 School St, Roxbury, MA 02119
Property image
Property image
OFF MARKET

$729,800

Trulia Estimate
  • 2 Beds
  • 1 Bath
  • 1,000 sqft (on 2.30 acres)

27 School St, Roxbury, MA 02119

Jamaica Plain
Est. Refi. Payment $4,296/mo*
Refinance Your Home
Currently Off Market - Sold Aug 24, 2021 for $625,000

Home Value

Trulia Estimate
$730K
Since last month
Decreased$18K (-2.4%)
Since last year
Decreased$2K (-0.3%)
Since last sale
Increased$92K (+14.7%)
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 +13% in the last 10 years
MonthEstimated value
2026
September 2026$717K
August 2026$731K
July 2026$735K
June 2026$763K
May 2026$765K
April 2026$759K
March 2026$742K
February 2026$718K
January 2026$708K
2025
2024
2023
2020

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
425 S Huntington Ave #9, Jamaica Plain, MA
0.91
Apartment
$525,000
04/30/26
2
1
950
70 Day St, Jamaica Plain, MA
0.95
Apartment
$697,000
05/18/26
3
1
1,000
73 Walnut Ave, Roxbury, MA
0.90
Apartment
$557,000
06/05/26
2
1
4,548
69 Boylston St, Boston, MA
0.53
Apartment
$981,000
04/08/26
1
2,740
394 Riverway #10, Boston, MA
1.52
Apartment
$445,000
11/14/25
2
1
903
18 Pond St #2, Jamaica Plain, MA
0.93
Apartment
$410,000
09/25/25
2
1
787
156 South St #1L, Boston, MA
1.07
Apartment
$492,000
12/22/25
2
1
900
39-41 Bishop Joe L Smith Way #10, Dorchester, MA
0.99
Apartment
$399,000
10/23/25
2
1
850
238 S Huntington Ave #5, Jamaica Plain, MA
1.10
-
-
-
3
1
907
77 Pond Ave #308, Brookline, MA
1.51
Apartment
$450,000
04/28/26
1
1
720
Home facts updated by county records

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
427 Walnut Ave, Jamaica Plain, MA 02130
0.06
-
3
3
1,361
Off Market
435 Walnut Ave, Boston, MA 02119
0.06
$4,939,400
29
14.5
14,088
Off Market
439 Walnut Ave, Boston, MA 02119
0.06
$917,800
4
2
2,610
Off Market
60 Iffley Rd #3, Jamaica Plain, MA 02130
0.09
$681,100
2
1
1,236
Off Market
60 Iffley Rd #2, Jamaica Plain, MA 02130
0.09
$680,000
2
1
1,211
Recently Sold
54 Iffley Rd #54, Jamaica Plain, MA 02130
0.10
-
3
2.5
1,979
Off Market
26 Chilcott Pl #1, Boston, MA 02130
0.09
$800,700
2
2
1,187
Off Market
27 Chilcott Pl #2, Jamaica Plain, MA 02130
0.10
$786,100
5
2
1,950
Off Market
27 Dixwell St #1, Roxbury, MA 02119
0.09
-
1
1
672
Off Market
27 Dixwell St #2, Roxbury, MA 02119
0.09
-
1
1
534
Off Market
27 Dixwell St #8, Roxbury, MA 02119
0.09
-
2
1
838
Off Market
27 Dixwell St #10, Roxbury, MA 02119
0.09
-
2
1
983
Off Market

Local Information

  • Map ViewExplore the area around 27 School St.
  • Schools30 Preschool Schools31 Elementary Schools20 Middle Schools19 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Apartment
Built in 1900
2.3 acre lot
1,000 sqft
$730/sqft

About this House

FREE RENT FOR FEBRUARY!! Beautiful 2 bedroom, 1 bath on the first floor in a multi-family house located in Dudly Square in Jamaica Plain/Roxbury line. Unit features a living room and kitchen with granite countertops and stainless steel appliances. Hardwood floors throughout. Laundry in the basement. Off-street parking available for $125/month. Easy access to the orange line train station and buslines. Cat friendly for $25/month. Dog is considered on a case by case basis for an additional $75/month upon landlord's approval.. Security deposit negotiable.
27 School St, Roxbury, MA 02119 is a 2 bedroom, 1 bathroom, 1,000 sqft apartment in Jamaica Plain, built in 1900. It last sold for $625,000 on Aug 24, 2021. More recently, it was listed as a rental in January 2019 with an asking price of $2,495 per month. That rental listing was removed on January 31, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $729,800, with a rent estimate of $2,729/month.

Home Details for 27 School St

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Interior Details
Number of Rooms: 6Types of Rooms: Walk In Closet
Appliances & Utilities
DishwasherDisposalDryerRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other
Parking & Garage
Parking: On Street

Property Information

Year Built
Year Built: 1900Year Updated: 2021
Property Type / Style
Property Type: ApartmentArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 2.30 acres

Additional Information

On Site Laundry Available

Price and Tax history

DateEventPrice
Aug 24, 2021
Source: LINK #220387
Sold
$625,000
Jan 31, 2019
Source: Agent Provided
ListingRemoved
$2,495
Jan 29, 2019
Source: Agent Provided
Listed For Rent
$2,495
Feb 25, 2017
Source: Agent Provided
ListingRemoved
$2,750
Jan 26, 2017
Source: Agent Provided
Listed For Rent
$2,750

Market trends in Jamaica Plain

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$850K
$51.25KMoM
Sale-to-List Price
101.4%
0.4%MoM
Price per sq ft
$651
$12MoM
Available listings
87
28MoM

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 27 School St

  • What is 27 School St estimated to be worth?
    Trulia's estimated value for 27 School St in Roxbury, MA is $729,800.
  • What is the price history for 27 School St?
    27 School St in Roxbury, MA last sold for $625,000 in August 2021.
  • Is Roxbury a buyer's or seller's market?
    Roxbury is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Roxbury?
    The median sale price in Roxbury is $850K. That is up $51.25K from the prior month.
  • Does 27 School St have laundry facilities?
    Yes, 27 School St in Roxbury, MA has in-unit laundry.
  • Does 27 School St have parking?
    Yes, 27 School St in Roxbury, MA has on-site parking.

Explore by feature - Pet Friendly

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Apartments for Rent

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Off Market Homes Near 27 School St

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