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MLS® E13819414
Pickering, ON
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 located on a dead-end road for ultimate privacy and only 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.
Inclusions
All Elf's and ceiling fans, all window blinds and draperies, 3 Fridges, 3 stoves, 3 dishwashers, 3 range hoods, 1 B/I Microwave, 3 Washers and 3 Dryers. Appliances are stainless steel with the exception of 3 washers and 3 dryers. All appliances are included in as is condition but are presently working perfect. Row boat in pond, oscillator for pond, above ground pool and equipment at 5305 Sideline 16, and all permanent fixtures now on the property.
Exclusions
Kubota farm tractor and all attachments, 3 riding lawn mowers and attachments, recreational vehicles and attachments.
Broker
CENTURY 21 WENDA ALLEN REALTY
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Rural Residential
5295 - 5315 Sideline 16 Road Pickering
Pickering
Built
100+
Type
Rural Residential
Basement
Partial Basement, Unfinished
Parking
Detached (9)
Property Tax
~$9,822/yr
Heating
Forced Air
Buying Essentials
Square Feet
3250 sqft
Facing Direction
East
Parking
Detached (9)
Finances
List Price
$9,800,000
Price per SQFT
$3,015/sqft
Property Tax
~$9,822/yr
Property Specs
Property Type
Rural Residential
MLS Size
3250 sqft
Age of Building
100+
Basement
Partial Basement, Unfinished
Living & Amenities
Heating Type
Forced Air
Features
Brick & Beam · Water Heater Owned
Policies & Utilities
Neighbourhood
Pickering
Listed On
Sep 23, 2026
Lake/Pond
Wooded/Treed
River/Stream
Days on Market
Current: 45 days
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