5295 - 5315 Sideline 16 Road, Pickering, ON

Pickering, Rural Pickering Hood
Concession 9/Brock Road
8 Br | 6 Bath | 3000-3500 Sqft
$9,800,000 For Sale

Property Overview

  • Rural Residential — 1 1/2 Storey
  • SqFt: | 3000-3500 Sqft
  • Lot Size: 1308.40 x 2659.53 Feet
  • Age: 100+ Years
  • Basement: Partial Basement, Unfinished
  • Exterior: Vinyl Siding
  • Taxes: 9,822 / 2026
  • Zoning: n/a
  • MLS #: E13819414
  • Water: Dug Well
  • Sewer: Septic
  • Heat Source: Electric , Forced Air

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.

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.

Property Details

  • For: For Sale
  • Type: Rural Residential
  • Style: 1 1/2 Storey
  • Lot: 1308.40 x 2659.53 Feet
  • Region: Durham
  • Hood: Rural Pickering
  • Zoning: n/a
  • Lot Irreg: Fronting on: East
  • Fronting On: East

Building Details

  • Age: 100+ Years
  • Exterior: Vinyl Siding
  • Heat: Electric , Forced Air
  • A/C: Wall Unit(s)
  • Interior Features: Brick & Beam, Water Heater Owned
  • Pool: None
  • Water: Dug Well
  • Sewer: Septic
  • Garage: Detached
  • Total Parking: 9.00
  • Driveway: Private

Property Interior

  • Sqft: 3000-3500 Sqft
  • Bed: 8
  • Bath: 6
  • Kitchen: 3
  • Family Room: No
  • Basement: Partial Basement, Unfinished
Property Listed by: CENTURY 21 WENDA ALLEN REALTY
Virtual Tour: https://media.panapix.com/sites/elvpwkyy/unbranded

Home Valuation Estimate

What is 5295 - 5315 Sideline 16 Road, Pickering, ON worth in today’s Rural Pickering, Pickering market?

This HomeZira valuation preview helps buyers and sellers think through the asking price for this 8-bedroom Rural Residential with 3000-3500 sq. ft. in Rural Pickering, Pickering. The full estimate reviews the property’s location, home type, bedroom count, size range, age, and nearby comparable market activity after sign-in.

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Location

  • Address: 5295 - 5315 Sideline 16 Road
  • Neighborhood: Rural Pickering
  • Zip/Postal Code: L1Y 1A1
  • Nearby Amenities: Lake/Pond, Wooded/Treed, River/Stream
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About 5295 - 5315 Sideline 16 Road, Pickering, ON L1Y 1A1, Pickering

Located at 5295 - 5315 Sideline 16 Road, Pickering, ON in Pickering (Rural Pickering neighbourhood), near Concession 9/Brock Road. This freehold home offers Rural Residential, ["1 1\/2 Storey"], 8 bedrooms, 6 bathrooms and 3000-3500 sq.ft. (approx.) in a layout suited to everyday family living. Basement: Partial Basement, Unfinished • 9 parking spots • Garage: Detached • Heating: Electric Forced Air • Cooling: Wall Unit(s). Property taxes are approximately $9,822 for 2026. 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 p.

FAQs for 5295 - 5315 Sideline 16 Road, Pickering, ON , Rural Pickering , Pickering

What are the listing details for 5295 - 5315 Sideline 16 Road, Pickering, ON?
5295 - 5315 Sideline 16 Road, Pickering, ON is a Rural Residential for sale in Pickering, in the Rural Pickering neighbourhood, Durham. The current list price is $9,800,000. MLS number: E13819414.
How many bedrooms and bathrooms does this home have?
5295 - 5315 Sideline 16 Road, Pickering, ON is listed as a Rural Residential with a ["1 1\/2 Storey"] style, featuring 8 bedroom(s) and 6 bathroom(s). The listed interior size range is 3000-3500 sq. ft..
What lot, basement, garage, or parking details are listed?
The lot size is listed as approximately 1308.40 x 2659.53 Feet. The basement is listed as: Partial Basement, Unfinished. Garage type: Detached. Total parking: 9 space(s).
What heating, cooling, and exterior details are shown?
Heating is listed as: Electric, Forced Air. Cooling is listed as: Wall Unit(s). Exterior/construction materials are listed as: Vinyl Siding.
Where is this property located?
5295 - 5315 Sideline 16 Road, Pickering, ON is located in the Rural Pickering neighbourhood of Pickering. The listed cross street is Concession 9/Brock Road.
What information is available on this public listing page?
The public listing page shows current active listing information, property photos, room details when available, map location, listed price, property features, and contact options. Annual taxes are listed as $9,822 / 2026. Valuation tools and similar sold-property previews are available after sign-in where applicable, without displaying sold data in this public FAQ.

FAQ content is based on current active listing fields shown on this page. Sold prices, sold comparables, and VOW-only details are not included in this public FAQ.