While visiting the construction site of a new housing development in Boston's Roxbury neighborhood earlier this year, I couldn't help noticing something else in need of some construction: this rickety relic of what appeared to be once the noble, princely manor of a high-ranking baron in Bostonian society.
Standing cold and solitary in the snow like an abandoned stage-set from Hollywood's Golden Age of Gone with the Wind, this shell-shocker of a shrine seemed to cry out for TLC, by virtue of both its historic stature and its ruinous state – the two qualities that force us to turn, face, and fix our gaze on an old building, pity its plight, and relish its rebirth.
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| David Dudley House (c.1825) in 1886. Photo courtesy of the Roxbury Historical Society. |
A quick bit of research revealed it to be the David Dudley House at 167 Centre Street (its rusting, cemetery-like gate still indicates its number), a rare surviving example of the Federal architectural style in Roxbury. It was built c.1825 as the country estate of David Dudley, first president of Trader's National Bank of Boston, and his wife, Hannah Davis Dudley.
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| Hannah and David Dudley, by Chester Harding, c.1836, Harvard Art Museums. |
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| Chester Harding House (1808), Boston. Photo by Adam Lenhardt. |
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| "Meeting House Hill," 1799 copy by Samuel Curtis of original by John Ritto Penniman. |
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| Site of Thomas Dudley's homestead, Roxbury, Massachusetts. |
David and Hannah Dudley raised ten children in their home – which explains its later addition of a rear ell and side verandah entrances. It was one of the first country estates in Roxbury's Highland Park neighborhood, built on a sweeping parcel extending out to the Stony Brook.
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| Highland Park, Roxbury, Massachusetts, c.1925. |
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| All Saints Church and Rectory, Highland Park, Roxbury, Massachusetts, 1897. |
Following Hannah Dudley's passing, her house remained in the family until Rev. John J. Williams, Fourth Archbishop of Boston's Roman Catholic Archdiocese, acquired it in 1897 as the rectory of his new All Saints Church next door and added the third story, hipped roof, and columned circular two-story portico, preserving the house's Federal form.
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| Demolition of All Saints Church and vicinity in Roxbury for The Inner Belt, 1968. |
The latest plans for this amazing survivor of neglect and bulldozing are for Roxbury Community College to restore, renovate and sustain it as its Center for Economic and Social Justice, which will prepare students of color and low-income families to gain employment in the green-tech sector and build their own businesses in energy efficiency, green tech and sustainable design. Funded in part by a $12 million investment secured by state Sen. Liz Miranda through her BRIGHT Act amendment and by a $4 million grant arranged by U.S. Sen. Ed Markey through the U.S. Department of Housing and Urban Development (HUD), the house's renovation will integrate sustainable green technology as a model for its intended enterprise, as well as careful restoration of its exterior historical details. As the first net-zero historic renovation in Massachusetts, it will expunge the David Dudley House's slavery legacy and rejuvenate it as a shrine to Roxbury's heritage, history and hereafter.And I hope that will happen soon. As I gazed at the house's frail façade of boarded-up windows, portico barely held up by a trickle of scaffolding, clapboard front marked with the red X sign that it was unsafe to enter – I was shocked that such a significant structure, rich with historical associations extending all the way to Beacon Hill, Harvard University and the former Dudley Square, could be left to go to pot.
But then again...
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| Shirley-Eustis House (1747), Roxbury, Massachusetts, c.1963, before restoration. |
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| Shirley-Eustis House (1747-1751), Roxbury, Massachusetts, today. Photo by Tim Sackton. |
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| Dillaway-Thomas House (1750-52), Roxbury, Massachusetts, before restoration. Courtesy of MIT Special Collections. |
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| Dillaway-Thomas House (1750-52), Roxbury, Massachusetts, today. Photo by Grk1011. |
Thank you for visiting. I welcome your comments!
Sources:
- Adams, Fred, "Dudley house history in Roxbury | Boston, MA," Roxbury Historical Society, Facebook, March 14, 2026, https://www.facebook.com/groups/1252706132740679/posts/1634461511231804/
- Adams, Fred, "Thomas Dudley's homestead in Roxbury, Massachusetts," Roxbury Historical Society, Facebook, February 21, 2026, https://www.facebook.com/groups/1252706132740679/posts/1618148399529782/
- Batista, Elisa, "A brief history of the founding and development of Roxbury," Bay State Banner, June 15, 2018, https://baystatebanner.com/2018/06/15/a-brief-history-of-the-founding-and-development-of-roxbury/
- Byrdsell, Auzzy J., "Roxbury Community College breaks ground on Center for Economic and Social Justice," The Boston Globe, updated June 21, 2024, https://www.bostonglobe.com/2024/06/21/metro/rcc-breaks-ground-center-economic-social-justice/
- "Center for Economic and Social Justice," Roxbury Community College, 2024, https://www.rcc.mass.edu/explore/visit-rcc/cesj.html
"Chester Harding House," Wikipedia, last edited on 14 August 2026, https://en.wikipedia.org/wiki/Chester_Harding_House
"Chester Harding (painter)," Wikipedia, last edited on 17 October 2026, https://en.wikipedia.org/wiki/Chester_Harding_(painter)
Davis, Samuel, "Roxbury," Global Boston, https://globalboston.bc.edu/index.php/home/immigrant-places/roxbury/
- Dudley, Dean, History of the Dudley Family, with Genealogical Tables, Pedigrees, Etc. Number VIII, Dean Dudley (Wakefield, MA, 1893), ill. opp. p. 850.
"HBI Submits Proposal for the Historic Dudley House," Historic Boston Incorporated, February 28, 2020, https://historicboston.org/hbi-submits-proposal-for-the-historic-dudley-house/
Horn, Christina (author) and Jaydie Halperin (editor), "The Inner Belt: The Highway Massachusetts Didn't Build," The West End Museum, https://thewestendmuseum.org/history/era/modern/the-inner-belt-the-highway-massachusetts-didnt-build/
- "H693: David Dudley (1787-1841)," Paintings, Harvard Art Museums, bequest of Caroline Dudley Taylor, 1988, https://harvardartmuseums.org/collections/object/305145
"H694: Hannah Davis Dudley (Mrs. David Dudley) (1792-1886)," Paintings, Harvard Art Museums, bequest of Caroline Dudley Taylor, 1988, https://harvardartmuseums.org/collections/object/305199?position=9
"Meeting House Hill," Historic New England, copy by Samuel Curtis (signed and dated, 1799) of an original by John Ritto Penniman of Roxbury, https://www.historicnewengland.org/explore/collections-access/gusn/17065
Montague, Deidre E., "RCC receives $12 million to renovate Dudley House," Bay State Banner, March 18, 2026, https://baystatebanner.com/2026/03/18/rcc-receives-12-million-to-renovate-dudley-house/
"Paul Dudley (jurist)," Wikipedia, last edited on 7 February 2026, https://en.wikipedia.org/wiki/Paul_Dudley_(jurist)
Reyes, Max, "50 years after Inner Belt protest, activists gather again," The Boston Globe, January 25, 2019, https://www.bostonglobe.com/metro/2019/01/25/remembering-highway-that-never-was/PS1jnevsnKzmFx4a1o5dqN/story.html?event=event12
"Roxbury Heritage State Park," Wikipedia, last edited on 24 February 2026, https://en.wikipedia.org/wiki/Roxbury_Heritage_State_Park
"Shirley-Eustis House," Wikipedia, last edited on 4 September 2026, https://en.wikipedia.org/wiki/Shirley%E2%80%93Eustis_House
Smith, Dana, "Restoration of Boston's Shirley-Eustis House, a Georgian colonial mansion | Roxbury, MA," Boston Mass, Vintage, July 14, 2026, https://www.facebook.com/groups/513744017561133/posts/1207954711473390/
- Stebbins, Theodore E., Jr. and Melissa Renn, American Paintings at Harvard, Volume One: Paintings, Watercolors, and Pastels by Artists Born before 1826, Harvard Art Museums (Cambridge, MA and New Haven, CT, 2014), pp. 244-45, cat. 195 & 196, ill.
"The David Dudley House," RoxburyRoamer, Instagram, November 9, 2021, https://www.instagram.com/p/CWDc8sfLjI9/
"The Faces Behind Roxbury's Dudley House," Historic Boston Incorporated, December 31, 2019, https://historicboston.org/the-faces-behind-roxburys-dudley-house/
"The Forgotten All Saints Church," Historic Boston Incorporated, April 10, 2020, https://historicboston.org/the-forgotten-all-saints-church/
"Thomas Dudley," Wikipedia, last edited on 16 August 2026, https://en.wikipedia.org/wiki/Thomas_Dudley
Walker, Grant, "Roxbury Community College to begin work on social justice center," Boston Business Journal, June 21, 2024, https://www.bizjournals.com/boston/news/2024/06/21/roxbury-community-college-building-new-center.html

















































