More than a historic home, this is a rare opportunity to enjoy estate-scale living without sacrificing convenience. Set on nearly an acre in coveted Milton Hill, this landmark residence offers the luxury of expansive grounds, resort-style amenities, and timeless architecture, all just minutes from Boston and the heart of Milton Village.

Thoughtfully designed to adapt to every stage of life, the home's exceptional layout balances grand entertaining with comfortable everyday living. Whether you're raising a family, welcoming extended family under one roof, working from home, hosting guests, or simply looking for room to spread out, every space has purpose. The recently completed accessory dwelling unit offers exceptional flexibility for extended family, guests, an au pair, a private office, or long-term needs, while the third-floor retreat provides additional space for work, recreation, or relaxation.

Rich in architectural character, sun-filled rooms, soaring ceilings, arched doorways, significant moldings, and beautifully preserved details create a sense of grandeur, while thoughtful renovations provide the comfort and functionality today's buyers expect. The chef's kitchen, anchored by a La Cornue range, flows effortlessly into gracious gathering spaces and a covered wraparound porch designed for everything from quiet mornings to memorable celebrations.

Outside, nearly an acre of beautifully landscaped grounds creates a private retreat where children can play, friends can gather around the heated pool, and every season can be enjoyed from the pergola, terraces, and expansive fenced yard. Just beyond the gate, you'll find the shops, restaurants, parks, schools, and amenities of Milton Village, with an easy commute to Boston, making everyday life as convenient as it is exceptional.

Rarely does a home offer this combination of architectural significance, modern livability, generous outdoor space, and an unmatched location. Whether you're searching for your forever home, a sophisticated retreat for entertaining, or a property that can evolve alongside your lifestyle, 75 Canton Avenue offers an extraordinary blend of privacy, prestige, flexibility, and convenience.

For Sale: $4,500,000

6 Bedrooms/4 Full 2 Half Bath + 1 Bed/1 Bath ADU

Federal

6,424 sq ft

Lot 0.98 acres

Year Built: 1820

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Floor Plans

Amenities

Air Conditioning

Family Room

Gardens

Great Room

Guest Quarters

Office

Sitting Room

Walk-in Closets

Basement

Covered Patio

Deck

Fireplace

In Law Suite

Lawn

Wet Bar

Walk Out Basement

Swimming Pool

Skylights

Solar Panels

Guest Suite

Fenced Yard

Discover Milton, Massachusetts

For buyers unfamiliar with Greater Boston, Milton often comes as a wonderful surprise. Just eight miles south of downtown Boston, it feels worlds away from the city's pace. Tree-lined streets, historic homes, expansive parks, and a strong sense of community create a town that offers both elegance and authenticity.

Founded in 1662, Milton is one of New England's oldest towns, and its history is woven into nearly every neighborhood. Grand Colonial, Federal, Victorian, and Greek Revival homes sit alongside thoughtfully updated residences, while stone walls, centuries-old churches, and beautifully preserved architecture reflect the town's rich heritage. Yet Milton never feels like a museum. It is a vibrant, evolving community where history provides character rather than nostalgia.

Life here moves at a comfortable pace. Residents know their neighbors, children walk to school, and weekends are often spent exploring local trails, gathering at neighborhood cafés, or attending community events.

One of Milton's greatest treasures is the Blue Hills Reservation, a 7,000-acre natural oasis that borders much of the town. With miles of hiking and biking trails, scenic overlooks, kayaking, skiing, and year-round outdoor recreation, it's a rare amenity to have so close to the city. Whether you're taking an early morning walk or watching the sunset from the summit of Great Blue Hill, nature is always just minutes away.

Milton is also known for its exceptional schools, both public and private. The town is home to the highly regarded Milton Public Schools as well as two of New England's most prestigious independent schools—Milton Academy and Fontbonne Academy—drawing families who value education and a strong community environment.

The town center offers charming local restaurants, coffee shops, boutiques, and neighborhood businesses rather than large commercial developments. Residents enjoy a lifestyle that balances convenience with small-town character. Commuting is easy, with quick access to downtown Boston, Route 93, Logan Airport, and public transportation via the Mattapan Trolley and nearby MBTA stations.

Perhaps what makes Milton so special is its balance. It offers the beauty and history of an established New England town, the warmth of a close-knit community, abundant green space, and exceptional accessibility to Boston. It's equally appealing to growing families, professionals seeking a quieter lifestyle, and empty nesters looking for timeless surroundings without sacrificing convenience.

Milton isn't simply a place to live—it's a place where people put down roots, become part of a community, and often stay for generations.