3 guides on the high ground of the old town of Roxbury, annexed by Boston in 1868. Roxbury is the geographic center of the city and the historic center of its Black community. Mission Hill is a steep hill of three-deckers between the Longwood hospitals and Roxbury. Jamaica Plain is a streetcar suburb wrapped around a kettle pond and the Arnold Arboretum.
This is where Boston's land policy is most visible. The City owns a good deal of vacant land in Roxbury and disposes of it under its own published rules, so what gets built here is argued in public in a way it is not in the Back Bay. Jamaica Plain has had the longest running argument about rent and displacement of anywhere in the city. Mission Hill's floors are competed for by students out of the medical schools and by families, which shows up directly in what a three-decker sells for. Several architectural conservation districts cover parts of this ground, Highland Park and Mission Hill Triangle among them, so check whether a specific address sits inside one.
3 communities, guide by guide
Jamaica Plain
A streetcar suburb wrapped around a kettle pond and the Arnold Arboretum, on some of the highest ground in the city, and where Boston's rent argument has run longest.
- 41,012
- Residents, BPDA approximation of the 2020 census by block group, 2020
- $614,950
- Median assessed value of a condominium parcel in postal Jamaica Plain, City of Boston Assessing, fiscal 2026
Mission Hill
A steep hill of three-deckers between the Longwood hospitals and Roxbury, where student and family demand compete for the same floors.
- 17,886
- Residents, BPDA approximation of the 2020 census by block group, 2020
- $1,877,850
- Median assessed value of the 362 three-family parcels in ZIP 02120, City of Boston Assessing, fiscal 2026
Roxbury
The geographic center of Boston and the historic center of its Black community, annexed in 1868, and the neighborhood the city's land disposition policy is mostly about.
- 54,905
- Residents, BPDA approximation of the 2020 census by block group, 2020
- 60%
- Share of the 3,583 one to three-family and condominium parcels in postal Roxbury flagged owner-occupied, City of Boston Assessing, fiscal 2026
Photographs: Southern Jamaica Plain Health Center in Boston, west and south sides by Emw, CC BY-SA 3.0, Wikimedia Commons · Harvard T.H. Chan School of Public Health by Farragutful, CC BY-SA 4.0, Wikimedia Commons.