NewFor Sale

5295 - 5315 Sideline 16 Road
Pickering, Durham, ON, L1Y 1A1

Rural Residential
TRREB
MLS® Number: E13819414
Estimated Value
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$9,800,000List Price
8Bedrooms
6Bathrooms
3Garages
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Current valuation for 5295 - 5315 Sideline 16 Road, Pickering, ON L1Y 1A1. Listed for $9,800,000 on 2026-11-02

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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 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.

Features

Lake/PondWooded/TreedRiver/Stream

Amenities

No amenities available

Summary

Tax:$9,822.38 / 2026
Listing #:E13819414
Property Type:Rural Residential, 1 1/2 Storey
Building Age:100+
Size:3000-3500 feet²
Land Size:1308.4 x 2659.53 | 50-99.99 acres
Days on CPRB:
Garage:Detached 3 garage
Locker:None
On CPRB Since:
Listing Brokerage:CENTURY 21 WENDA ALLEN REALTY

Rooms

Details

Property

Property Type:Rural Residential
Style:1 1/2 Storey
Community:Rural Pickering
Municipality:Durham

Building

Size:3000-3500 feet²
Building Age:100+
Construction:Vinyl Siding

Inside

Bedrooms:8
Bedrooms Above Grade:8
Bathrooms:6
Bathrooms Detail:3, 4pc Ground floor
Bathrooms Detail:2, 4pc Second floor
Bathrooms Detail:1, 3pc Ground floor
Kitchens:3
Family Room:Yes
Appliances Included:Brick & Beam, Water Heater Owned
Basement:Partial Basement, Unfinished

Parking

Driveway:Private
Garage Type:Detached
Garage Spaces:3
Total Parking Spaces:9

Utilities

Cooling:Wall Unit(s)
Heating Type:Forced Air
Heating Fuel:Electric
Utility Sewer:Septic

Highlights

Fireplace Type:Wood Stove

Land

Cross Street:Concession 9/Brock Road

$9,800,000

List price

5295 - 5315 Sideline 16 Road, Pickering – Rural Residential for sale