$9,800,000
( )
 $52,609 est/mo Sourced by Back At You

5295 - 5315 Sideline 16 Road,Pickering, ON L1Y1A1

Pickering, ON L1Y1A1

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Description

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:13843)

Details

MLS #E13823118
Listing TypeFor Sale
StatusActive
Days On Site26
Listing Provided ByCENTURY 21 WENDA ALLEN REALTY | JOHN P O'LEARY

Features

Bed(s)8
Bath(s) 3 Total
ZoningORM-EP
Acreage2264509.00

Interior

CoolingFully air conditioned
HeatingForced air
AppliancesAll, Washer, Dishwasher, Dryer, Microwave, Hood Fan, Blinds
Fireplace Yes / NoNo

Exterior

Lot FeaturesIrregular lot size

Parking

Parking FeaturesOther
Parking Total6

Utilities

SewerSeptic System
Water SourceDug Well

Taxes

Tax Annual Amount9822.38

Area Information

ProvinceON
CityPickering
Postal CodeL1Y1A1
Listing VS Median (in L1Y1A1)
Price:
$9,800,000
low | high
Med:
$1,399,000
100% of Average
On site:
26
low | high
Med:
22
100% of Average
Sourced by Back At You

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Learn More About This Property

ProvinceON
CityPickering
Postal CodeL1Y1A1
Listing VS Median (in L1Y1A1)
Price:
$9,800,000
low | high
Med:
$1,399,000
100% of Average
On site:
26
low | high
Med:
22
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/2 mile)
Price: $7.35M - $12.25M
sqft: 0 - 0
Nearby Listings Property ImageNearby Listings Details
5295 - 5315 SIDELINE 16 ROAD Property Photo 1
$9,800,000
5295 - 5315 Sideline 16 Road
Pickering, ON L1Y1A1
Listing Updated: October 4, 2026 at 8:33:33 PM PDT