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$929,900
3 Beds ⋅ 2 Baths ⋅ W13767482 MLS
Modern elegance meets historic soul in the heart of Old Milton. Tucked away on a quiet, low-traffic street in one of the town's most coveted neighbourhoods, this extensively updated century home offers a rare blend of timeless character and contemporary luxury. Inside, rich heritage trim and original architectural details create a warm, inviting atmosphere, paired seamlessly with sleek engineered hardwood floors across the main level. The heart of the home is a stylish, kitchen featuring a brand-new backsplash, modern appliances, and refined cabinetry. Designed for both grand hosting and casual living, the main floor boasts a formal living room alongside a separate, sun-drenched family room overlooking the property. Step outside to your private, fully fenced backyard-a serene oasis perfect for summer gatherings or quiet morning coffee. Located just steps from downtown Old Milton's boutique shops, cafes, and fine dining, as well as top-rated schools and fast transit routes, this turn-key property is an exceptional opportunity for buyers seeking luxury, location, and community.

39 Court Street N, Milton
$1,475,000
3 Beds ⋅ 3 Baths ⋅ W13714224 MLS
A piece of Old Milton history, thoughtfully updated for today. Welcome to 22 Mary Street, a beautiful Century home set on one of Old Milton's most established and sought-after streets. With its inviting covered porch, mature gardens and unmistakable character, this is a home that feels special before you even step inside.Throughout the home, original details have been thoughtfully preserved alongside modern updates, creating a warm and distinctive blend of old and new. Deep baseboards, classic trim, beautiful wood flooring and architectural details tell the story of the home's past, while the renovated kitchen and updated living spaces offer the comfort and functionality today's homeowners expect.The heart of the home is the impressive kitchen and dining area, featuring a vaulted ceiling, exposed beams, original brick detailing, a generous island, quartz counters, stainless steel appliances, and direct access to the backyard. It's a space designed as much for everyday life as it is for gathering with family and friends.The main level also features a spacious living room, versatile office or sitting room, inviting family room with woodstove, and convenient main-floor laundry. Upstairs, you'll find three comfortable bedrooms, a beautifully updated family bathroom, and a private primary ensuite.Outside, the magic continues. The mature, private grounds are beautifully landscaped and designed for enjoying every season, with a deck, pergola, covered gathering space and outdoor woodstove creating an extension of the living space. With ample driveway parking and an unbeatable Old Milton location, you're just minutes from downtown shops, restaurants, parks, the Mill Pond, schools, pool and community amenities.

22 MARY Street, Milton
$3,649,900
5 Beds ⋅ 5 Baths ⋅ W13144694 MLS
Set on a rare half-acre backing onto protected conservation land, 57 Victoria Street offers a level of privacy and calm rarely found within town limits. Surrounded by mature trees and curated gardens, the home feels intentionally removed, with each window framing a quiet connection to the outdoors. It's a setting that offers true serenity without isolation. Known as The Judges House, this is one of Milton's most iconic addresses, reimagined through a complete two-year, $2 million transformation that merges its Victorian architecture with an uncompromising standard of modern living. With over 5,000 sq ft, the home is designed for both presence and ease. A more traditional front layout transitions into an open rear living space, creating a natural balance between structure and flow. Light moves effortlessly throughout, enhanced by expansive windows, refined millwork, and thoughtfully integrated living spaces. Every finish, fixture, and system has been specified without compromise - a home that performs as beautifully as it looks. A fully detached two-storey coach house is a self-contained residence that introduces rare flexibility, ideal for a private workspace, studio, or guest residence, set apart from the main home. While the setting feels calm and removed, seamless access to the city and a short walk to Main Street create a true sense of escape without compromise or isolation. A rare offering defined by privacy, scale, and architectural significance.

57 Victoria Street, Milton