Just Listed
Address
5295 - 5315 Sideline 16 Road, Pickering, ON
Price
$ 9,800,000
Property Attributes
  • ID#E13819414
  • TypeRentals
  • Listing Status New
  • CityPickering
  • AreaRural Pickering
  • NeighbourhoodRural Pickering
  • Postal CodeL1Y 1A1
  • Style1 1/2 Storey
  • Taxes$ 9822
  • Price$ 9,800,000
  • Bedrooms8
  • Full Bathrooms6
  • Half Bathrooms0
  • Sqr Footage3000-3500
  • Lot Size75 Acres
Data Source:
Toronto Real Estate Board (TRREB)
Property 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.

Price History
9/23/2026 Listed $9,800,000

General Features

Sewer Septic
Cooling Wall Unit(s)
Roof Shingles
Architectural Style 1 1/2 Storey
Pool Features None
Construction Materials Vinyl Siding
Heater Type Forced Air
Parking Spaces 6
Property Subtype Rural Residential
Tax Year 2026
Lot Depth 2659.53
PropertyFeatures Lake/Pond,Wooded/Treed,River/Stream
County Durham
New Construction No
Property Type Residential Freehold
Attached Garage No
Facing Direction East
Garage Y/N Yes
Other Structures Barn,Workshop
Status New
City Pickering
Senior Community Y/N No
Lot Size Units Feet
Property Attached Y/N No
Tax Annual Amount 9822.38
Virtual Tour https://media.panapix.com/sites/elvpwkyy/unbranded
Standard Status Active
Occupancy Type Owner
Legal Description PT NW 1/4 LT 15 & AND PT LT 16 CON 9,PT 1,40R16208 CITY OF PICKERING

Interior Features

Interior Amenities Brick & Beam,Water Heater Owned
Basement Partial Basement,Unfinished
Fireplace Features Wood Stove
Heat Source Electric
Basement (Y/N) No
Air Conditioning Y/N Yes
Heating Y/N Yes
Fireplace Y/N Yes
Total Bedrooms 8
Elevator? No
Total Baths 6
Bedrooms 8
Living Area Range 3000-3500

Exterior Features

Waterfront None
Parking Features Private
Water Source Dug Well
Total Parking 9.0
Garage Type Detached
Foundation Details Stone
Spa No
Lot Size Source GeoWarehouse
Waterfront Y/N No
Covered Spaces 3.0

Amenities

  • Views
  • New Construction
  • Adult 55+
  • Lease To Own
  • No Strata Fees
  • Furnished
  • Pets
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Property vs Rentals Average in L1Y 1A1

Price
AVG $9.8M
$9.8M
Taxes
AVG $9,822
$9,822