189 W Brookline St

An entire South End brownstone. Newly reimagined, move-in ready & yours to define. A truly distinctive opportunity to acquire an entire, newly renovated bow-front brownstone on one of the South End’s most coveted tree-lined streets. Thoughtfully transformed to near-new construction standards, the property brings together timeless architecture, elevated contemporary design & exceptional flexibility within one complete building. Comprised of two meticulously designed residences, a penthouse triplex & garden duplex, the offering can be enjoyed exactly as it is today or reimagined for years to come. Live in one residence while generating income from the other, create a private arrangement for extended family, guests, or an au pair, or combine both homes into a substantial single-family residence, with conversion plans available for review. Few South End properties offer this level of immediate livability alongside such compelling long-term flexibility. The approximately 2,518 SF penthouse triplex offers 3+ beds & 3.5 baths, soaring ceilings, abundant natural light, custom millwork, gas fireplaces, a beautifully integrated designer kitchen & generous spaces for living & entertaining. A private balcony extends from the kitchen, while the upper levels culminate in an expansive private roof deck with Boston skyline views, built-in grill, integrated sound & fire pit. The approximately 1,802 SF garden duplex offers 2 beds & 2.5 baths across two thoughtfully designed levels. Generous living & dining spaces, a gas fireplace, custom cabinetry, integrated storage & refined finishes create a warm, tailored interior, while the living space opens directly to a substantial private patio for seamless indoor-outdoor living. Together, the residences offer approximately 4,320 SF of beautifully finished interior space, two distinct private outdoor spaces & 2 direct-access parking spaces. Moments from acclaimed restaurants, cafés, parks, SoWa, boutiques, galleries & premier private schools, this is a rare opportunity to own an entire turnkey South End building, the income potential of a multi-family, the privacy of two distinct residences & the possibility of one remarkable single-family home.