Dundas Homes with 100+ Approx Age

Dundas Homes with 100+ Approx Age

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Newest Dundas Homes with 100+ Approx Age

12 Old Ancaster Road, Hamilton
$1,750,000
4 Beds ⋅ 3 Baths ⋅ X13870558 MLS
You may have driven by a thousand times and never known what was waiting at the end of this quiet dead-end street, perched above the Dundas Valley. Rich in history, character and scale, this remarkable home began as the old barn structure associated with the original South Street property and was later home to a former mayor. Behind the solid wood front door, a grand foyer introduces a home filled with original details, including beautifully restored oak floors, 9' ceilings, deep stone walls and original beveled-glass windows that flood the interior with natural light. The main floor offers an exceptionally functional layout with a sprawling living room featuring crown moulding and pot lights, a powder room, and a bright eat-in kitchen with terracotta flooring, generous workspace and an oversized walk-in pantry. A mahogany-clad office enjoys its own entrance to the rear deck and hides a cathedral ceiling above the existing drywall. The side mudroom addition, renovated in 2016, provides laundry, basement access and a second staircase. Upstairs are four generous bedrooms. The existing primary features double closets and five windows, while the rear bedrooms offer garden views and exciting potential to be combined into an impressive primary suite. A substantial walk-through bathroom includes a Jacuzzi tub and separate shower. Roof replaced in 2023. And then there is what lies beneath. Beyond the conventional basement and wine cellar is an extraordinary approximately 30' x 100' stone-vaulted underground space, soaring to heights approaching 20'. Once used during the Prohibition era, it is a remarkable piece of the property's history and an opportunity unlike anything found in a typical home. Imagine a wine cellar and tasting room, private speakeasy, lounge, games room, golf simulator or unforgettable entertaining space. A home with history, substance and possibilities that simply could not be recreated today.

12 Old Ancaster Road, Hamilton

55 Cayley Street, Hamilton
$1,425,000
3 Beds ⋅ 2 Baths ⋅ X13838434 MLS
With a wraparound porch you'll never want to leave, 55 Cayley is the one you've been waiting for. This Victorian cottage is perfectly located in one of Dundas' most desirable neighbourhoods, the home is steps from Dundas Driving Park, close to trails, schools, and the vibrant shops and cafes of Downtown Dundas. Accented by original coal gas fixtures, detailed carpentry, and warm woodwork, it radiates charm and character throughout. Inside, soaring 10' ceilings, oak hardwood floors, and oversized windows create a bright natural flow. The main floor offers true one-floor living with a spacious front hall, elegant living room or office, sprawling family room with ornate gas fireplace, generous bedroom, and full bath. A butler's pantry leads into the kitchen, filled with original character and framed by garden views. From here, step into the bright sun porch with walkout to the rear gardens. The separate dining room opens out to the side garden, where a 1920s gazebo and stonework create an enchanting, secret garden setting - perfect for intimate gatherings or quiet reflection. Separate staircases lead to the 2nd floor, where you'll find a rear bedroom or den, full bath, ample storage, and a generous primary retreat with dormer windows, electric fireplace, and walkout to an enclosed terrace overlooking the streetscape and treetops beyond. Outdoors, mature gardens, multiple sitting areas, a powered garage and separate studio space, long driveway, and versatile outbuilding add practicality and flexibility. Set on a rare double-wide lot of more than 0.25 acre, this property offers space, privacy, and presence rarely found in Dundas.

55 Cayley Street, Hamilton

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