60 High Street
Barrie, ON
LEGENDARY ARCHITECTURE, LUXURIOUS LIVING & UNRIVALED CRAFTSMANSHIP!
Schools
Some homes speak softly. This one sings.
Set behind mature hedges, 60 High Street is a heritage-designated English Tudor estate that looks like it was pulled straight from the pages of a Hallmark script. Built in 1929 by shoe factory owner Ross H. Underhill and masterfully preserved, it is a home for those who appreciate authenticity, architectural integrity, and extraordinary presence.
The exterior commands attention without asking for it – an iconic Tudor-arched doorway, imitation half-timbering, a rustic stone base, and Romanesque windows framed by gardens that feel curated but never contrived. The stamped concrete driveway and front courtyard offer a dignified welcome, but the real magic unfolds as you step through the original wood door.
The craftsmanship is immediate and undeniable: quarter-cut oak flooring, rich walnut wainscoting, leaded glass doors, and plaster crown mouldings that haven’t been recreated, because they can’t be. The grand staircase finished with custom wrought iron spindles and hardwood treads, separates the main sleeping wing from what once served as the servant’s quarters. Every inch of the layout feels intentional.
The living room is as refined as it is inviting. A decorative fireplace is flanked by built-ins with integrated HDMI and data wiring, carefully concealed so nothing distracts from the original character. Just beyond, a sunroom drenched in natural light offers a quiet place to exhale. Even the powder room tucked under the stairs is a design moment worth pausing for.
The kitchen has been thoroughly modernized with restraint and respect for the home’s original features, featuring quartz countertops, a glass backsplash, under-cabinet lighting, extended cabinetry, and premium stainless appliances, including a Wolf dual-fuel gas/electric range and a Sub-Zero side-by-side refrigerator/freezer. A butler’s pantry transitions to the formal dining room, a space defined by its custom millwork, crest-detailed doors, and picture window overlooking the garden.
Upstairs, the primary suite includes a walk-in closet with automatic lighting, original tile in the four-piece ensuite, and dedicated linen storage. Two additional bedrooms, each with a walk-in closet, are served by a full bathroom. Tucked away via its own private staircase, the former servant’s quarters have been transformed into a self-contained suite with a bedroom and three-piece bath, ideal for extended family or a private retreat.
On the lower level, a Dolby-equipped theatre with soundproofing and dimmable lighting delivers cinematic evenings at home. There is also a large laundry area, ample storage, and direct access to the oversized double garage.
But the heart of the property may just be out back. The 16′ x 34′ saltwater pool is brand new and fully automated, complete with an 8.5-foot deep end, tanning ledge, yoga space, and OmniLogic smartphone control. Framed by stone walkways, mature trees, a pool shed, and an irrigation system, this is not a backyard; it’s an escape.
60 High Street is more than historic. It’s personal. It’s romantic. It’s exceptional. And it’s waiting for the one buyer who deserves it. Is it going to be you?
Property Details
4
Inground
Residential
Shed
City View
Building
Dishwasher
Refrigerator
Stove
2 Level
Full Basement
Partially Finished
Walk-Up
4
4
4
Residential
Central Air Conditioning
Yes
1
1
Gas
Radiant
Forced Air
Asphalt Shingle
Sewer (Municipal)
3436 sqft
2
Municipal Water
Land
0.24 Acres
RM2
Landscape Features
Walk Score
Rooms
Level | Type | Dimensions |
---|---|---|
Main level Kitchen | Kitchen | 3.25m x 4.14m |
Main level Dining room | Dining room | 4.47m x 5.23m |
Main level Other | Other | 1.8m x 3.89m |
Main level Living room | Living room | 6.6m x 4.57m |
Main level Sunroom | Sunroom | 3.53m x 2.95m |
Main level 2pc Bathroom | 2pc Bathroom | |
Second level Primary bedroom | Primary bedroom | 6.43m x 4.7m |
Second level 3pc Ensuite bath | 3pc Ensuite bath | |
Second level Bedroom 2 | Bedroom 2 | 3.86m x 4.29m |
Second level Bedroom 3 | Bedroom 3 | 5.13m x 4.32m |
Second level Bedroom 4 | Bedroom 4 | 4.67m x 4.8m |
Second level 4pc Bathroom | 4pc Bathroom | |
Second level 4pc Bathroom | 4pc Bathroom | |
Basement Recreation room | Recreation room | 6.76m x 4.34m |

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Not intended to solicit Sellers or Buyers currently under written contract with another REALTOR®. All measurements are approximate deemed to be from reliable sources, however buyer and buyer's agent to do their own due diligence.