A 60-unit condominium community in South End, Boston.
Market figures reflect closed sales over the last 24 months. Data sourced from MLS PIN.
The Penmark is a 60-unit boutique condominium in Boston's South End, converted in 2006–2007 from the historic Boston College High School building. This certified historic schoolhouse was expertly renovated into a full-service elevator building, pairing period architecture—arched windows, soaring ceilings and skylights—with modern high-end finishes. Over the last 24 months, five units sold at a median price of $950,000, or roughly $783 per square foot, with homes averaging 85 days on market. Monthly HOA fees range from approximately $886 to $1,251.
The Penmark offers a mix of flats, penthouses and duplexes. One-bedroom homes—including one-bedroom-plus-study and one-plus-bedroom configurations—are the most common, frequently featuring one and one-half baths, open floor plans and layouts exceeding 1,000 square feet. Two-bedroom homes include both single-level flats and two-bath layouts, often on corner exposures.
Duplex residences stand out for their private entrances, dramatic 12-foot ceilings, arched palatial windows, and features like wet bars with wine fridges; rarely available floor plans reach 1,540-plus square feet. Penthouse and top-floor units capture panoramic city and Back Bay skyline views, with several offering skylights, angular ceiling lines, terraces and heated garage parking.
Interior finishes are consistent and high-end: chef's kitchens with stainless Bosch and Jenn-Air appliances, gas cooking, black granite counters and cherry cabinetry; hardwood and wide-plank bamboo flooring; and marble-tiled master baths with walk-in closets. Many homes include private outdoor space—terraces, patios, balconies and decks—which are among the few outdoor spaces in the building.
The Penmark sits on a secluded, tree-lined street in the heart of the South End, one of Boston's most sought-after historic neighborhoods. Many units enjoy south-facing exposure with views over the historic South End Burial Ground, the landscaped courtyard, or the Prudential Center and Back Bay skyline. Direct-access underground garage parking makes city living especially convenient—a rare advantage in this part of Boston.
Justin Rollo is a Massachusetts real estate expert with over a decade of experience and hundreds of South Shore transactions. He tracks every sale, pending, and price movement inside The Penmark — so whether you're buying into the community or thinking about selling, you're working with someone who knows this specific association inside and out.
Ask Justin about The Penmark →Over the last 24 months, units at The Penmark sold at a median of $950,000, about $783 per square foot.
Monthly condo fees at The Penmark currently range from roughly $885.99 to $1250.54, depending on unit size and what the association's master policy covers.
The Penmark is a 60-unit condominium association in Boston, MA.
Recent sales at The Penmark averaged about 85 days on market, with 5 closings in the period.
