Hillside Street, MA homes for sale & real estate

Hillside Street, MA Homes for Sale

Offers will be reviewed at noon today (Monday, November 24). Located in the Scott's Woods neighborhood of Milton's Hillside Historic Distric, these fifteen plus (15+) acres of beautiful land boast top-tier schools, both public and private, and quick access to the Blue Hills . There is a fire damaged, dilapidated 3 bedroom, 1.5 bath home on the property. The detached garage and barn are not fire damaged. Build your dreams here! (Sellers will be responding to offers no later than Tuesday, November 25, 2025, and require a 24-hour review period, Please submit your offer before noon on Monday, November 24, 2025. The sellers reserve the right to accept an offer at any time. )

Hillside Street, MA Homes for Sale

This stunning home nestled on a generous lot presents an attractive single-family home in great condition, a gourmet kitchen Quartz countertop stainless steel appliances gas cooktop and double oven, fireplace living room, first floor office with French doors, family room with bar and full bath, exercise room, primary bedroom has large walk-in closet full bath with separate tile shower and soaking tub and private deck for morning coffee, the secondary bedrooms 1 has private bath and double closet, the other two share a bath, third floor has fifth bedroom . Great in-law potential. 2 zoned Central A/C. Newer roof and windows Oversized 2 car attached garage that leads you directly into the hous

Hillside Street, MA Homes for Sale

Significant price reduction for one of Milton's finest estates. This 1915 mansion sits on nearly three acres of land in a private setting at the foot of the Blue Hills Reservation. The estate consists of a 9,000+ s. f. home, an in-ground swimming pool with a pool house, and a two-story, 5-bay garage with an attached greenhouse. The residence features 7 bedrooms, 7 full bathrooms, 3 half bathrooms, and 9 fireplaces. The main floor features a living room and dining room, both with fireplaces, a mahogany-paneled library, and an office. The incredible kitchen has 2 gas ranges, a grill, marble and a breakfast area. The second and third floors feature 7 bedrooms and 6 full bathrooms, including a

Hillside Street, MA Homes for Sale

Majestic and utterly one-of-a-kind, this ultra-private equestrian estate redefines luxury living. Welcome to your gated sanctuary tucked within the pristine Blue Hills Reservation, featuring a private equestrian entrance to over 7,000 acres of unspoiled natural beauty and year-round outdoor pursuits. Gracefully sited on more than 8 acres of lush, wooded grounds, the Grand Estate encompasses a masterfully built main residence, elegant carriage house, expansive multi-bay garage, and refined stables. Whether entertaining in the exquisite chef’s kitchen, gathering in the soaring great room with its dramatic fireplace, or unwinding in the covered outdoor kitchen beside a grand fire pit und