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Set on a beautifully landscaped corner lot along one of Simcoes most established streets, this stately red-brick character home offers a rare blend of timeless craftsmanship, mature gardens, and thoughtful updates. Lovingly maintained by the same owner for more than 30 years, the property is surrounded by colourful perennial beds, flowering trees and shrubs, winding garden spaces, and expansive lawns that create a private, estate-like setting in town. Inside, the home showcases the warmth and character expected of a classic century residence, including original hardwood flooring, detailed trim and millwork, oversized principal rooms, and a gracious centre hall staircase. The bright sunroom overlooks the gardens and provides a peaceful place to begin the day, while the formal living and dining spaces are ideal for both everyday living and entertaining. The kitchen features granite counters, solid wood cabinetry, heated flooring, and quality built-in appliances, with a renovated laundry/mudroom adding everyday convenience. Upstairs, generously sized bedrooms continue the homes timeless appeal with large windows and hardwood flooring throughout. The renovated ensuite features heated flooring and a glass walk-in shower, while updates completed over the years reflect pride of ownership and careful stewardship. Outside, the rebuilt balcony, patio, mature trees, and thoughtfully designed landscaping combine to create a property that feels both elegant and welcoming. Located close to parks, schools, shopping, and everyday amenities, this is a rare opportunity to own a beautifully preserved home where character, comfort, and exceptional gardens come together in one of Simcoes most desirable neighbourhood settings. (id:58753)
Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price |
|---|---|---|---|---|
| 270 Charles Street, Waterford ON N0E 1Y0 | 4 | 3 | May 06, 2026 | $1,064,500 |
| 72 King Lane, Simcoe ON N3Y 3Z7 | 4 | 2 | May 15, 2026 | $434,999 |
| 65 Lyndhurst Avenue, Pine Grove ON N3Y 4J9 | 3 | 1 | May 13, 2026 | $574,900 |
| 14 Orchard Crescent, Waterford ON N0E 1Y0 | 4 | 2 | May 22, 2026 | $650,000 |
Discover key demographics, population statistics, and environmental insights for the Simcoe, ON area.
82/100
Very Walkable
Walk Score ®
0/100
Minimal Transit
Transit Score ®
57/100
Bikable
Bike Score ®
Most errands can be accomplished on foot. It is possible to get on a bus. Some bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 13/100, Transit Score: 0/100, Bike Score: 28/100.
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5 bds • 3 ba • 2,929 sqft
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4 bds • 3 ba • 3,255 sqft
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364 DOVER Avenue, Port Dover, ON N0A1N9
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4 bds • 3 ba • 3,085 sqft
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5 bds • 3 ba • 2,955 sqft
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3 bds • 3 ba • 3,170 sqft
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5 bds • 3 ba • 2929 sqft
286 Union Street, Simcoe ON N3Y 2B8
5 bds • 3 ba • 2661 sqft
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4 bds • 4 ba • sqft
LOT 16 STREET 'B'
4 bds • 3 ba • sqft
LOT 19 STREET 'A'
4 bds • 3 ba • 2250 sqft
284 Colborne Street N, Simcoe ON N3Y 3V5
4 bds • 3 ba • 2250 sqft
284 COLBORNE Street N
4 bds • 3 ba • 1431 sqft
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3 bds • 3 ba • 2986 sqft
4 LYNNDALE Road
3 bds • 3 ba • 1646 sqft
4 Lynndale Road, Simcoe ON N3Y 0E2
3 bds • 3 ba • sqft
4 LYNNDALE ROAD
4 bds • 3 ba • sqft
9 EAST STREET
3 bds • 2 ba • 2249 sqft
2 SUMMIT Circle
3 bds • 2 ba • 2249 sqft
2 Summit Circle, Simcoe ON N3Y 3K8
4 bds • 4 ba • 2339 sqft
132 Oak Street, Simcoe ON N3Y 4S3
5 bds • 3 ba • sqft
6 SUMMIT CIRCLE
5 bds • 3 ba • 2945 sqft
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5 bds • 3 ba • 3390 sqft
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3 bds • 2 ba • 1800 sqft
47 EVERGREEN HILL Road
6 bds • 4 ba • sqft
138A VICTORIA STREET
Source: Realty.com
286 UNION Street, Simcoe, ON N3Y2B8 in Town of Simcoe, Simcoe, ON N3Y2B8 is a single family residence listed at $999,000. Highlights include 5 bedrooms, 3 bathrooms, 2,929 sq. ft., $341 per sq. ft.. Realty.ca has 48 photos, sales history, school insights, and mortgage tools for this listing.
Realty.com has 48 photos of 286 UNION Street.
The full address for this home is 286 UNION Street, Simcoe, ON N3Y2B8.
286 UNION Street has been listed on Realty.com since Fri May 15, 2026
Most errands can be accomplished on foot. It is possible to get on a bus. Some bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 13/100, Transit Score: 0/100, Bike Score: 28/100.
Listing provided courtesy of:
RE/MAX Erie Shores Realty Inc. Brokerage
Listing agent:
Andrew Snell
This content last refreshed on 2026-06-04 00:15:56. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.