Set within one of the South End’s coveted brownstone streets, this penthouse at 7 Upton Street offers a rare combination of space, scale, and effortless single-level living. This two bedroom plus a separate office condo is just one flight from the building entrance, creating an easy and private transition from street to home. You enter in to a welcoming drop station before ascending one flight to a thoughtfully designed floor plan where the living spaces and all bedrooms are conveniently located on one level, a truly unique feature in a historic South End brownstone. The expansive living room flows seamlessly into the dining area and spacious kitchen. The generous proportions throughout the home give it an exceptional sense of openness and flexibility. Both bedrooms are generously sized, offering comfortable accommodations and excellent separation from the main living spaces. Both bathrooms were beautifully renovated in 2026, including a spacious primary bath with a double vanity and walk-in shower. A versatile office/flex space adds another dimension to the home and provides the extra room today’s buyers are looking for. This room could easily be enclosed to offer a dedicated home office, den, nursery, guest space, this flexible area can easily adapt as your needs evolve. The home’s best feature is the expansive private roof deck, accessed directly by a full interior staircase. With ample room for lounging, dining, and entertaining it extends the living space well beyond the walls of the home!

  Open House: September 17th 12:00-1:30pm

Listing Current as of September 16, 2026 11:00am

This listing brought to you by The Gaines Group of Compass.

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.

A&S Realty, Inc and their agents make no warranties or representations as to the accuracy of this data, although good faith efforts have been made to ensure that the data displayed on this page is as accurate as possible. In certain cases listings are syndicated through another agency, management company, or through the MLS. A&S Realty, Inc is not responsible for the data that is displayed from a syndicate partner. Listings may no longer be available, pricing may be subject to change, and any photos or descriptions may be of a similar unit or from a previous year.