Distinctive parlor duplex at The Penmark, an architecturally significant South End residence thoughtfully converted from the historic Boston College High School. A semi-private entrance shared with just one other home gives this 2 bedroom, 2 bath condo an unusual sense of privacy from the moment of arrival. Inside, soaring 12-foot ceilings and dramatic arched windows define the main level, with leafy views and beautiful natural light adding to the remarkable volume of the space. Reclaimed wide-plank floors, crafted from old barn beams, add warmth and character throughout. The spacious living room flows naturally to a dining area with room for 6, and a recently renovated kitchen featuring quartz countertops, newer stainless appliances and gas cooking. Downstairs, both bedrooms are comfortably removed from the entertaining spaces, including an oversized primary suite with en-suite bath. A renovated second full bath, in-unit laundry, and ample storage complete the lower level. Set on a quiet South End street near neighborhood parks, The Penmark pairs historic architecture with a full-service lifestyle, including concierge services, elevator, fitness center, pet wash area, and elegantly renovated common areas. Garage parking for two cars (tandem) adds the ultimate convenience.
21 Father Francis Gilday St # 109, Boston MA 02118
Boston, MA 02118
- Property type
- Condominium
- Status
- Active
- Year built
- 2006
- Lot size
- 0.03 acres
- Living area
- 1,419 sf
- MLS#
- 24a0cb6a796e4181456d555e18f25fc2
- Beds · Baths
- 2 · 2
Boston, MA.
Boston keeps its history in plain sight — brick, granite and gaslight along streets laid down long before the grid. Life here runs on short distances: the harbour, the Common, the theatre district and the river all within a walk of one another.
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Indicative conversion — settlement always in USD.
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Listings updated Sep 19, 2026



