5 Bedroom homes for sale & real estate in Brookline, MA

5 Bedroom Homes for Sale in Brookline, MA

Set on a corner lot of over 30,000 square feet of beautifully manicured, level grounds along Commonwealth Avenue’s coveted carriage lane at the crest of Heartbreak Hill, this distinguished brick Georgian seamlessly blends classic architecture with refined modern updates. Enter the gracious foyer to find a sweeping staircase crowned by a majestic crystal chandelier. The formal dining room boasts a striking gas Onyx Marble fireplace and flows effortlessly into a sun-filled conservatory, while the formal living room conveniently adjoins a sophisticated classic bar lounge. The reimagined main level is designed for today’s lifestyle, featuring a stunning open-concept kitchen and a sp

5 Bedroom Homes for Sale in Brookline, MA

Being reintroduced to the market with brand new ductless mini-splits for cooling & heat, this architectural masterpiece presents a rare blend of historic craftsmanship and contemporary design. Rich in original detail, the ground floor of this distinctive 5-bedroom, 2.5-bath residence showcases four entirely different parquet floor patterns — creating a striking first impression that guests won't soon forget. Period fireplaces, elegant coffered ceilings, and timeless Victorian character are thoughtfully paired with modern updates throughout. The anchor of the home is a stunning eat-in kitchen addition constructed in 2021, highlighted by upscale appliances, a generous pantry, and

5 Bedroom Homes for Sale in Brookline, MA

Exceptional New Construction in Newton. Welcome to 30 Dorr Road, Newton, MA—an exceptional newly constructed single-family residence offering 4,882 square feet of sophisticated living space on a generous 10,000-square-foot lot. Meticulously built in 2026, this impressive five-bedroom home showcases contemporary design, spacious proportions, and modern comfort throughout. Each of the five generously sized bedrooms offers a private and inviting retreat, complemented by five full bathrooms and a convenient half bath. A heated two-car garage provides secure parking and direct access to the home, adding both comfort and practicality to everyday living. Outside, the expansive lot offers amp

5 Bedroom Homes for Sale in Brookline, MA

Exceptional in scale, craftsmanship & setting, this beautifully constructed 2013 Chestnut Hill home offers 3 gracious levels of living on a substantial lot in a coveted, tranquil cul-de-sac location, combining classic architectural details with sophisticated modern amenities. High ceilings (tray & coffered), wainscoting, crown molding, hardwood floors with distinctive inlay, custom built-ins+ and 3 fireplaces underscore the home’s refined character. Generously proportioned custom windows throughout all 3 levels fill the home with abundant natural light. A dramatic foyer entrance sets the tone with its grand staircase & statement chandelier that opens to the 2nd floor

5 Bedroom Homes for Sale in Brookline, MA

Welcome to 90 Suffolk Road, a truly special Chestnut Hill residence where classic architecture, beautiful proportions, and a warm, welcoming feel come together on approximately one private acre. From the moment you arrive, there is a sense of space, privacy, and timeless elegance that makes this house feel like home. Sunlight fills the gracious main level, where generously sized rooms flow naturally from one to the next. The spacious cooks kitchen is made for gathering, while the elegant living and dining rooms provide the perfect setting for entertaining. A fireplaced den or office offers a cozy retreat, and the living room fireplace adds warmth and character. A beautifully appointed in-la

5 Bedroom Homes for Sale in Brookline, MA

Opportunity knocks at 27 Cranston Street in Jamaica Plain! Offered for the first time in over 30 years, this semi-attached two-family has been in the same family for more than three decades and offers 5 bedrooms, 2 full baths, and a rare city feature, a TWO CAR GARAGE plus THREE ADDITIONAL OFF STREET PARKING spaces! With incredible potential for an owner-occupant, investor, contractor, or developer, this property is ready for someone to bring their vision to life. Update, customize, or explore the potential for condominium conversion. The first-floor unit features a living area with a front bay window, kitchen, full bath, and enclosed rear porch. The second unit spans two levels with hardwo