Set atop a hill in Boston's historic Tommy's Rock, this meticulously maintained Greek Revival dates to the mid-1800s and pairs architectural pedigree with modern comfort. Ten-foot ceilings, generous room proportions, and oversized windows fill the six-bedroom, five-bath home with light. Original pumpkin pine floors, curved staircases, inlaid shutters, and marble fireplaces sit alongside recent updates, including all-new bathrooms and a rebuilt rear deck. An attached in-law suite with its own private entrance adds flexibility for guests, extended family, or income potential. Outside, a multi-tiered, professionally landscaped yard and several decks open onto sweeping Boston skyline views. A two-car driveway and easy access to transit, universities, and a thriving restaurant scene round out the package — historic character, modern living, in one of the city's most sought-after up-and-coming neighborhoods.
For sale
Price cut: $10K (9/8)
$1,285,000
27 Saint James St, Roxbury, MA 02119
6beds
3,201sqft
Single Family Residence
Built in 1842
5,570 Square Feet Lot
$1,249,600 Zestimate®
$401/sqft
$-- HOA
What's special
Rebuilt rear deckSeveral decksTwo-car drivewayMulti-tiered professionally landscaped yardOriginal pumpkin pine floorsSix-bedroom five-bath homeSweeping boston skyline views
- 42 days
- 940
- 76
Zillow last checked:
Listing updated:
Listed by:
Miller & Co. 617-286-6833,
Compass 617-206-3333
Source: MLS PIN,MLS#: 73557775
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 5
- Full bathrooms: 5
Heating
- Baseboard
Cooling
- Window Unit(s)
Appliances
- Laundry: Electric Dryer Hookup, Washer Hookup
Features
- Basement: Full,Walk-Out Access
- Number of fireplaces: 2
Interior area
- Total structure area: 3,201
- Total interior livable area: 3,201 sqft
- Finished area above ground: 3,201
Property
Parking
- Total spaces: 2
- Parking features: Paved Drive, Off Street, Paved
- Uncovered spaces: 2
Features
- Patio & porch: Deck - Wood, Patio
- Exterior features: Deck - Wood, Patio, Garden
- Fencing: Fenced/Enclosed
- Has view: Yes
- View description: City View(s), Scenic View(s)
Lot
- Size: 5,570 Square Feet
Details
- Parcel number: W:12 P:01227 S:000,3394612
- Zoning: R1
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Foundation: Stone
- Roof: Shingle
Condition
- Year built: 1842
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range, for Electric Oven, for Electric Dryer, Washer Hookup
Community & HOA
Community
- Features: Public Transportation, Public School, T-Station, University
- Subdivision: Tommy's Rock
HOA
- Has HOA: No
Location
- Region: Roxbury
Financial & listing details
- Price per square foot: $401/sqft
- Tax assessed value: $1,064,400
- Annual tax amount: $12,326
- Date on market: 8/18/2026
Estimated market value
$1,249,600
$1.19M - $1.31M
$5,892/mo
Price history
| Date | Event | Price |
|---|---|---|
| 9/8/2026 | Price change | $1,285,000-0.8%$401/sqft |
Source: MLS PIN #73557775 Report a problem | ||
| 8/4/2026 | Listed for rent | $6,250$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 8/1/2026 | Listed for sale | $1,295,000$405/sqft |
Source: MLS PIN #73557775 Report a problem | ||
| 8/1/2026 | Listing removed | $1,295,000$405/sqft |
Source: MLS PIN #73490790 Report a problem | ||
| 7/15/2026 | Price change | $1,295,000-4.1%$405/sqft |
Source: MLS PIN #73490790 Report a problem | ||
| 7/6/2026 | Listed for sale | $1,350,000$422/sqft |
Source: MLS PIN #73490790 Report a problem | ||
| 6/23/2026 | Contingent | $1,350,000$422/sqft |
Source: MLS PIN #73490790 Report a problem | ||
| 6/17/2026 | Price change | $1,350,000-3.2%$422/sqft |
Source: MLS PIN #73490790 Report a problem | ||
| 6/9/2026 | Pending sale | $1,395,000$436/sqft |
Source: MLS PIN #73490790 Report a problem | ||
| 5/26/2026 | Contingent | $1,395,000$436/sqft |
Source: MLS PIN #73490790 Report a problem | ||
| 4/22/2026 | Listed for sale | $1,395,000-3.8%$436/sqft |
Source: MLS PIN #73490790 Report a problem | ||
| 4/12/2026 | Contingent | $1,450,000$453/sqft |
Source: MLS PIN #73490790 Report a problem | ||
| 3/24/2026 | Listed for sale | $1,450,000+58.5%$453/sqft |
Source: MLS PIN #73490790 Report a problem | ||
| 12/11/2020 | Sold | $915,000$286/sqft |
Source: Public Record Report a problem | ||
| 10/20/2020 | Pending sale | $915,000$286/sqft |
Source: Keller Williams Realty #72742403 Report a problem | ||
| 10/14/2020 | Listed for sale | $915,000+56.4%$286/sqft |
Source: Keller Williams Realty #72742403 Report a problem | ||
| 2/6/2014 | Sold | $585,000-1.7%$183/sqft |
Source: LINK #149927 Report a problem | ||
| 12/23/2013 | Pending sale | $595,000$186/sqft |
Source: Coldwell Banker Residential Brokerage - Boston-South End #71616668 Report a problem | ||
| 12/17/2013 | Price change | $595,000-12.4%$186/sqft |
Source: Coldwell Banker Residential Brokerage - Boston-South End #71616668 Report a problem | ||
| 10/11/2013 | Listed for sale | $679,000+63.6%$212/sqft |
Source: Fort Hill Brokerage Group, LLC #71595490 Report a problem | ||
| 8/17/2004 | Sold | $415,000$130/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $12,326 +11.4% | $1,064,400 +4.8% |
| 2024 | $11,068 +1.5% | $1,015,400 |
| 2023 | $10,905 +5.6% | $1,015,400 +7% |
| 2022 | $10,328 +47.1% | $949,300 +44.3% |
| 2021 | $7,019 +22.4% | $657,800 +21.2% |
| 2020 | $5,733 +7.2% | $542,900 +7% |
| 2019 | $5,348 +7.6% | $507,400 +7% |
| 2018 | $4,969 +595.6% | $474,100 +3% |
| 2017 | $714 -85.2% | $460,100 +5% |
| 2016 | $4,819 +28.2% | $438,100 +41.1% |
| 2015 | $3,760 -2.2% | $310,500 +6.1% |
| 2013 | $3,845 +7.4% | $292,600 +6.6% |
| 2012 | $3,579 +1.9% | $274,500 |
| 2011 | $3,511 +6.6% | $274,500 -1% |
| 2010 | $3,294 +10.8% | $277,300 -0.9% |
| 2009 | $2,973 -15.4% | $279,700 -12.7% |
| 2008 | $3,515 -1.9% | $320,400 -1.7% |
| 2007 | $3,582 | $325,900 |
Find assessor info on the county website
Monthly payment
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