44 Guild St, Roxbury, MA 02119
Property image
Property image
OFF MARKET

44 Guild St
Roxbury, MA 02119

Roxbury
  • 9 Beds
  • 3 Baths
  • 3,474 sqft

$1,363,400

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $7,766/mo*
Refinance Your Home

$1,363,400

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $7,766/mo*
Refinance Your Home
9 Beds
3 Baths
3,474 sqft

Home Value

Trulia Estimate
$1.36M
Since last month
Decreased$2K (-0.2%)
Since last year
Increased$156K (+12.9%)
Since last sale
Increased$266K (+24.1%)
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 +76% in the last 10 years
MonthEstimated value
2026
August 2026$1.37M
July 2026$1.37M
June 2026$1.37M
May 2026$1.38M
April 2026$1.34M
March 2026$1.37M
February 2026$1.37M
January 2026$1.41M
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
10-12 Rockledge St, Roxbury, MA
0.02
Multi-Family Home
$1,318,500
07/31/26
10
5
3,381
59 Fort Ave, Roxbury, MA
0.29
Multi-Family Home
$1,430,000
02/11/26
6
4
3,499
38 Highland Park Ave, Roxbury, MA
0.23
Multi-Family Home
$1,160,000
08/29/25
5
3
2,359
38 Juniper St, Roxbury, MA
0.09
Multi-Family Home
$1,030,000
01/12/26
5
2
3,398
80 Mount Pleasant Ave, Roxbury, MA
0.60
Multi-Family Home
$1,220,000
11/17/25
8
4
3,256
51 Saint James St, Roxbury, MA
0.20
Multi-Family Home
$700,000
04/07/26
6
3
3,104
74 Dale St, Roxbury, MA
0.41
Multi-Family Home
$1,100,000
10/03/25
6
3
3,200
21 Marcella St, Roxbury, MA
0.43
Multi-Family Home
$1,150,000
08/11/26
8
5
2,792
22 Chestnut Ave, Jamaica Plain, MA
0.75
Multi-Family Home
$1,400,000
05/20/26
9
3
3,000
91-93 Zeigler St, Roxbury, MA
0.47
Multi-Family Home
$900,000
03/27/26
6
3
2,769

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
27 Guild St #302, Roxbury, MA 02119
0.02
$749,999
2
2
1,282
For Sale
27 Guild St #107, Roxbury, MA 02119
0.02
$879,999
3
2
1,586
For Sale
10-12 Rockledge St, Roxbury, MA 02119
0.02
$1,318,500
10
5
3,381
Recently Sold
23-25 Thornton St, Roxbury, MA 02119
0.05
-
6
2
1,996
Off Market
16-18 Logan St, Roxbury, MA 02119
0.06
$919,000
4
2
2,008
For Sale
31 Dorr St, Roxbury, MA 02119
0.08
$460,867
5
2
2,224
Recently Sold
67 Lambert Ave, Roxbury, MA 02119
0.09
$1,164,700
5
3.5
3,008
Off Market
15 Guild St #204, Boston, MA 02119
0.07
$578,500
2
2
1,014
Off Market
15 Guild St #302, Boston, MA 02119
0.07
$550,000
2
2
1,110
Recently Sold
21 Dorr St #B, Boston, MA 02119
0.10
$805,100
3
2.5
1,996
Off Market
30 Millmont St #2, Roxbury, MA 02119
0.10
$469,000
2
1
1,032
Recently Sold

Local Information

  • Map ViewExplore the area around 44 Guild St.
  • Schools30 Preschool Schools31 Elementary Schools20 Middle Schools19 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1910
Living Area
3,474 sqft
Price/Sqft
$392

About this House

Contractor's Special! Prime Fort Hill Location! BIG brick 3 family in the historic Fort Hill/Roxbury area with incredible unobstructed views of the Boston skyline!. Nearly 3500 square feet of living space, Big rooms with high ceilings. Currently 3 bedroom units but second and third could possibly be made into 4 beds. Large basement. Close to MBTA stations for easy access to downtown Boston and Cambridge. Very convenient location. House is in need of renovation. Will not qualify for FHA financing. Selling in "as-is" condition.. Great condo conversion project or excellent income producing rental property. 15 minutes to Northeastern University. Don't miss this opportunity, it won't last !
44 Guild St, Roxbury, MA 02119 is a 9 bedroom, 3 bathroom, 3,474 sqft multi-family in Roxbury, built in 1910. It last sold for the $1,099,000 asking price on May 14, 2024. It is currently off market. The Trulia Estimate is $1,363,400, with a rent estimate of $3,362/month.
Last check for updates: about 16 hours ago
Listed by John O'Toole, (617) 201-7866
Olde Towne Real Estate Co., (617) 288-8888
Bought with: Groma Team, (855) 476-6291, Groma Realty, LLC
Source: MLS PIN, MLS#73205164

Home Details for 44 Guild St

Interior Features

Interior Details
Basement: FullNumber of Rooms: 18
Beds & Baths
Number of Bedrooms: 9Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 3474 Square Feet
Fireplace & Spa
Number of Fireplaces: 3Has a FireplaceNo Spa
Levels, Entrance, & Accessibility
Number of Stories: 3
View
Has a ViewView: Scenic View(s)

Exterior Features

Exterior Home Features
Roof: RubberFoundation: Granite
Parking & Garage
No Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1910
Property Type / Style
Property Type: Residential IncomeProperty Subtype: 3 Family
Building
Does Not Include Home Warranty
Property Information
Parcel Number: W:09 P:03717 S:000, 3393464

Price & Status

Price
List Price: $1,099,000
Status Change & Dates
Off Market Date: Wed Mar 13 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: Boston

Building

Building Area
Building Area: 3474 Square Feet

Community

Community Features: Public Transportation, Shopping, Park, Medical Facility, House of Worship, Private School, Public SchoolNot Senior Community

Lot Information

Lot Area: 1535 sqft

Offer

Contingencies: Pending P&S

Miscellaneous

BasementMls Number: 73205164

Additional Information

Public TransportationShoppingParkMedical FacilityHouse of WorshipPrivate SchoolPublic School

Price and Tax history

DateEventPrice
May 14, 2024
Source: MLS PIN #73205164
Sold
$1,100,000
Feb 29, 2024
Source: MLS PIN #73205164
Contingent
$1,099,000
Feb 24, 2024
Source: MLS PIN #73205164
Listed For Sale
$1,099,000
Nov 23, 1988
Source: N/A
Sold
$185,000

Market trends in Boston

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$837K
$29.17KMoM
Sale-to-List Price
99.7%
0.2%MoM
Price per sq ft
$780
$13MoM
Available listings
2211
300MoM

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

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

What Locals Say about Roxbury

At least 326 Trulia users voted on each feature.

  • 87 % Say there are sidewalks

  • 77 % Say it's walkable to grocery stores

  • 71 % Say streets are well-lit

  • 68 % Say it's dog friendly

  • 66 % Say it's walkable to restaurants

  • 60 % Say there's holiday spirit

  • 57 % Say yards are well-kept

  • 55 % Say kids play outside

  • 54 % Say parking is easy

  • 50 % Say car is needed

  • 47 % Say people would walk alone at night

  • 47 % Say neighbors are friendly

  • 43 % Say they plan to stay for at least 5 years

  • 39 % Say there are community events

  • 35 % Say it's quiet

  • 33 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Khai
    "Public transit is very accessible with two entirely free of charge buses in the neighborhood and a transit hub within a half mile walk"
    0
    Flag
  • Ju N.
    "You see lots of people walking dogs but most people as myself are refused rentals in these same neighborhoods because of a few incidents from others who care not to pick cleanup of lease their dogs. Otherwise great place"
    1
    Flag
  • Trulia User
    "Roxbury has come a long way. It’s a good place.im happy with the way it looks and the way it fits in my route."
    0
    Flag
  • Trulia User
    "I've only lived in boston for a year but from what I've noticed dog owners have very friendly dogs but I haven't seen any dog parks in or around Roxbury "
    1
    Flag
  • Trulia User
    "The public transportation is good. The bus station is six short blocks away from my home. There are several bus routes to take you all over the city."
    0
    Flag
  • Trulia User
    "it is a family safe zone and plenty schools for kids available in the area ..it is a good neighborhood "
    1
    Flag
  • Trulia User
    "friendly neighbors that look out for each other a lot of holiday spirit quiet street well maintained in winter as far as snow removal and shoveling very respectful of each other's property very family oriented everyone looks after each other's property "
    0
    Flag
  • Trulia User
    "Dogs are very welcome as long as the owners pick up after them so the dog owners will be happy there is a park nearby"
    0
    Flag
  • Rcorreabwh
    "It’s close to hospitals, schools and restaurants, supermarket, laundromat, post office, train station, parks, library."
    10
    Flag
  • T02119
    "Certain areas are becoming crowded with all of the new builds. Street parking can be challenging at times. Most neighbors are great but some are not very considerate when it comes to noise levels and parking. "
    6
    Flag
  • Daniel B.
    "It is fair, no complaints. I can get train and buses though I have to walk everyday to either train or bus stations."
    2
    Flag
  • Djackson3710
    "There’s not a lot of areas that are dog friendly or allows dog in also it’s literally one dogs parks in the neighborhood "
    2
    Flag
  • Nicole F.
    "SOWA is great. Sidewalk shopping days at local businesses. But it’s less about events, more about living in the perfect place for a summer evening stroll, glasses clinking at small restaurants, music on the breeze. "
    0
    Flag
  • Michael M.
    "old architecture. diverse culture. close to the city center. near highway and public transportation. "
    6
    Flag
  • Louis-gregory F. M.
    "The people who care for it. It also has two neighborhood parks that are fairly close. It’s also very accessible to the new library being built and accessibility to public transportation."
    4
    Flag
  • Tashima H.
    "I drive myself to work in Revere and it is not bad at all a bad commute from how to work. The MBTA is accessible however, it would take about an hour and forty five minutes to two hours just to get to work. "
    3
    Flag
  • Arallansys L.
    "Commute is easy in the Roxbury area. There’s easy access to Dudley station and bussies that can take you to the orange line, green line, red line and silver line "
    1
    Flag
  • Sarahabbott824
    "I bike 2 miles down Dudley to Tremont. Not the safest way to go. Lots of buses, street parking, weird intersections... but there is a path on a different road, just takes a bit longer. "
    1
    Flag
  • Andreaplara07
    "This is not the greatest area but is not the worst I have lived there 30 years and just moved to Worcester and is not much of a difference "
    1
    Flag
  • Matthew R.
    "Fort Hill is a hidden gem. It’s great for families and kids. It’s a really quiet, tight knit community. "
    1
    Flag
  • Buiznessmailonly
    "the neighborhood is not too bad. I can walk to resteraunts and I can walk to convenient stores and I can also take the bus and train to places. drivers do be driving crazy around my area and some streets need to be fixed"
    5
    Flag
  • Mary N.
    "Dog owners would love the fact that there is a pretty dog park , and dog friendly parks all around. People normally love dogs so 10 times out of 10 you’ll get someone who wants to pet your dog , wether it be a small child or adult."
    0
    Flag
  • Matthew R.
    "Highland Park/Fort Hill is an amazing place to raise kids. There a ton of young families in this diverse community. Our kids love the parks. It’s also really quiet for a city neighborhood. "
    1
    Flag
  • Yajaira P.
    "Good schools and programs for children. Nice and quiet neighborhood. Everything is close by supermarkets, stores, church, shopping center and much more! "
    2
    Flag
  • Trulia User
    "My commute is easy going there is a bus stop on every corner and it’s easy to get to the train stations"
    1
    Flag
  • Patricia R.
    "I have lived here for 10 yrs, I have a community of neighbors who care. when we see something we say something. we make a difference in our community"
    6
    Flag
  • AnonymousD
    " Close to everything but not worth it. It’s nice that you are close to a lot of the city and a lot of other surrounding cities but it is way too unfriendly to live here. I hate living here."
    0
    Flag
  • Valerie G.
    "That is a great neighborhood and that there are a lot of things around there that you can get to easily and transportation is very good I’m looking to move into soon as possible me and my two kids Sometimes it gets very busy There is plenty of grocery stores around the area"
    0
    Flag
  • Yajaira P.
    "You see people walking their dogs all the time. Quiet neighborhood and public transportation everywhere. "
    2
    Flag
  • Chastity R.
    "It has a lot of history around the neighborhood one of the oldest churches in Boston is across the street. Schools are in the area and nice schools. Friendly corner stores and the owners remember faces."
    0
    Flag
  • Antonio Crespo
    "They would like the parks but they would like living in apartments because there are no pet friendly apartments "
    1
    Flag
  • Shea G.
    "I see people walking their dogs on the regular and dogs always seem loved by the niebors and children in the area."
    1
    Flag
  • Loanny M.
    "Well is close to the city any where you go is about 15 to 20 minutes. But beside that nothing else it’s a crazy neighborhood can be very quite but at the same time dangerous "
    0
    Flag
  • Todd
    "Parks and history, beautiful homes. Good mix of community, families with children and young professionals, older longtime residents balance it out."
    2
    Flag
  • Jaysonnicholson17
    "Very good people here. So much history here in the southend. When you come to the south end there is a whole lot of "
    0
    Flag
  • Todd
    "the culture and the history. The character of the buildings and the spirit of the people that live there that make it a community."
    0
    Flag
  • Jamie M.
    "It is a minority neighborhood."
    0
    Flag
  • Melzina H.
    "Roxbury is unique to me for the food. I feel as though there are many options. Spanish food, Jamician, Chinese food, or Indian. I always have an option."
    1
    Flag
  • Kisha H.
    "The diversity makes it unique -- the many faces of Roxbury. And the history within my city make it unique too."
    1
    Flag
  • Vanessa M.
    "Roxbury has so many activities! Everyone is eventually brought together, whether it's a block party, or just a regualr cookout!"
    1
    Flag

LGBTQ Local Legal Protections

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.

Frequently asked questions about 44 Guild St

  • What is 44 Guild St estimated to be worth?
    Trulia's estimated value for 44 Guild St in Roxbury, MA is $1,363,400.
  • What is the price history for 44 Guild St?
    44 Guild St in Roxbury, MA last sold for $1,100,000 in May 2024.
  • Is Roxbury a buyer's or seller's market?
    Roxbury is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Roxbury?
    The median sale price in Roxbury is $837K. That is up $29.17K from the prior month.

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Off Market Homes Near 44 Guild St

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