5295 - 5315 Sideline 16 Road Pickering, Ontario L1Y 1A1
$9,800,000
Welcome to Happy Valley Estate featuring 3 beautiful homes on 50+ acres that is breathtaking with its unmatchable rolling hills scenery and privacy. This "one-of-a-kind" property is an unparalleled estate that has been meticulously maintained and enjoyed for over 34 years. This impressive estate offers 3+acre bass fishing pond, 2+ km of groomed walking trails, 3 over-sized garages, large nautical themed party room, huge 2-story barn, unlimited wildlife plus a 100 ft. bridge crossing the pond with gazebo where you can sit and ponder the majestic beauty of it all. It is a retreat of timeless elegance once owned by the famous "Kortright" family of the Kortright Conservation Centre. This amazing property is 10 minutes north of Hwy. 407 and is centrally located between Uxbridge, Stouffville and Pickering. The 3 homes have a total of 8 bedrooms, 3 kitchens and 6 bathrooms. #5295 -1st home is approx. 3,000sq.ft. century style timeless masterpiece located upon the hill overlooking the pond. This home boasts vaulted ceilings, original homestead beams, massive stone fireplace, 3-car garage, walkout to cozy porch, 3 bdrms. huge 2-story 62' barn. #5305 - 2nd home is a beautiful spacious bungalow approx. 2000sq.ft. situated at the water's edge. This home boasts rare hand-cut fieldstone fireplace, floor-to-ceiling windows to maximize the water and nature view from inside or from the huge wrap around deck. There are 2 Bdrms., 4-season sunroom w/walkout and a 2-car detached garage w/huge party room above it. #5315 - 3rd home is approx. 1850sq.ft. 1-1/2 story nestled back in the towering mature trees featuring stunning custom-built 23' x 23' gazebo for enjoying the serenity and privacy. This home boasts cathedral ceilings, shiplap accent-wall, cozy woodburning stove, quartz counter tops, 3 bdrms, attached 2-car garage & single car garage w/tandem style carport. (id:56248)
Property Details
| MLS® Number | E13823118 |
| Property Type | Business |
| Community Name | Rural Pickering |
| Equipment Type | Water Heater |
| Features | Irregular Lot Size |
| Parking Space Total | 6 |
| Rental Equipment Type | Water Heater |
Building
| Bathroom Total | 3 |
| Bedrooms Total | 8 |
| Age | 100+ Years |
| Appliances | All, Blinds, Dishwasher, Dryer, Microwave, Hood Fan, Washer |
| Cooling Type | Fully Air Conditioned |
| Heating Type | Forced Air |
| Size Interior | 50 Acres |
| Utility Water | Dug Well |
Parking
| Other |
Land
| Acreage | Yes |
| Sewer | Septic System |
| Size Depth | 2659 Ft ,6 In |
| Size Frontage | 1308 Ft ,4 In |
| Size Irregular | 2264509 |
| Size Total | 2264509 Ac |
| Size Total Text | 2264509 Ac |
| Zoning Description | Orm-ep |
https://www.realtor.ca/real-estate/30321892/5295-5315-sideline-16-road-pickering-rural-pickering
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September 24 2026 03:02:32
Toronto Regional Real Estate Board
Century 21 Wenda Allen Realty