44 High St Brookline MA

44 High St, Brookline, MA 02445 $8,500/month | Available July 1, 2026 (flex if earlier start date preferred) 5 Beds | 2.5 Baths | 3,150 Sq Ft Fully Furnished | Single-Family | Off Street Parking 6 cars Description Turnkey, fully furnished and extremely comfortable Victorian home in Brookline's sought-after Pill Hill neighborhood ideally positioned minutes from the Longwood Medical Area and within easy reach of Brookline Village and Coolidge Corner and all of Boston and Cambridge. Offering over 3,150 square feet across three levels, this sun-filled 5-bedroom residence blends classic architectural detail with modern functionality. The home features a spacious eat-in kitchen with Bosch appliances and a large island, multiple living and entertaining areas, and a seamless connection to a professionally landscaped private garden and bluestone terrace. The top floor functions as a self-contained suite with its own bath, kitchenette, and living space ideal for guests, live-in help, or extended stays. A dedicated office/gym with Peloton supports work-from-home or executive lifestyles. Designed for comfort and convenience, the home includes high-speed Wi-Fi, Sonos audio, in-home laundry, and rare off-street parking for up to six vehicles. Key Features Fully furnished, move-in ready (like staying at your best friend's house) 5 bedrooms + office/gym Top-floor private suite with bath + kitchenette Updated kitchen with Bosch appliances + island seating Landscaped garden + blue stone patio with dining and grill Sonos sound system + enterprise-speed Wi-Fi Washer/dryer + utility sink Parking for up to 6 cars (rare for Brookline) Neighborhood Har-Tru tennis court access included Location Highly convenient location for medical, biotech, investment and academic professionals: Minutes to Longwood Medical Area (Harvard Medical, BIDMC, Boston Children's) and MIT / Kendall Square. Walk to Brookline Village & Coolidge Corner (restaurants, cafes, shops) Green Line (T) access nearby One block to Emerald Necklace parks and green space Easy and pretty walk to Brookline High School & Lincoln School Lease Details Available July 1, 2026 (opportunity for earlier start date) 12-month lease preferred (flexible terms considered) Pets considered on a case-by-case basis Available July 1, 2026, through June, 2027. Opportunity to begin lease earlier. Pets are considered individually. Tenants pay for snow removal, heat (oil), electric, gas (stove), and cable / internet. Owners pay for garbage, landscaping, water, and other costs. This is a non-smoking home.