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Last Updated : 14 Hours ago
5295 - 5315 Sideline 16 Road, Pickering, ON, Rural Pickering
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5295 - 5315 Sideline 16 Road, Pickering MLS Number: E13819414

Rural Pickering, Pickering, Durham, ON, L1Y 1A1

$9,800,000

Status: For Sale

  • 8+ Beds
  • 6 Baths
  • Area : 3000-3500 sqft
  • Property Type: Residential Freehold (Rural Residential)
  • Property Taxes : $9822.38 (Tax Year:2026)
  • Listing Courtesy : Century 21 Wenda Allen Realty

5295 - 5315 Sideline 16 Road 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.

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5295 - 5315 Sideline 16 Road Property Facts

Property Type :Residential Freehold
MLS Number :E13819414
Listing Type :Sale
Property Age :100+ Years
Possession Date :
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Last Updated :23 Sep, 2026 (14 Hours ago)
Source :Toronto Regional Real Estate Board
Area :Durham
Postal Code : L1Y 1A1
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5295 - 5315 Sideline 16 Road Property Price & Tax Insights

Price : $9,800,000
Property Taxes :$9822.38
Tax Year :2026

5295 - 5315 Sideline 16 Road, Pickering Property Details

Bedrooms :8 +
No. of Rooms :21
Air Conditioning :Wall Unit(s)
Heating :Forced Air
Cross Street :Concession 9/Brock Road
Bathrooms :6
Fuel :Electric
Approx Square Footage :3000-3500 sqft
Fireplace/Stove :No
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Exterior Information

Exterior Finish :Vinyl Siding
Parking Space :9
Basement :Partial Basement
Lot Features :Wooded/Treed
Garage :Detached
Laundry Level :Main Level

5295 - 5315 Sideline 16 Road, Pickering - Price History

2026-09

23 Sep, 2026

TREB #E13819414

Listed

$9800000.0

  • 0
  • 400k
  • 800k
  • 1.2M
  • 1.6M
  • 2M+
  • 0
  • 6
  • 12
  • 18
  • 24
  • 30+
  • 0
  • 6
  • 12
  • 18
  • 24
  • 30+

5295 - 5315 Sideline 16 Road - Location Map and Landmarks

  • Uxbridge Cottage, Durham 13.03 km
  • Markham Stouffville, York 14.27 km
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  • 2000-2500 sq-ft
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$399000.0
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  • 3000-3500 sq-ft
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1455 Celebration Drive, Durham, ON
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1215 Bayly Street, Durham, ON
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1939 Altona Road, Durham, ON
$7900000.0
  • 3 Bd
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  • 1100-1500 sq-ft
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2611 Cerise Manor, Pickering, ON
$849900.0
  • 3 Ba
  • 2500-3000 sq-ft
Last Updated :70 Days ago
2815 Albatross Way, Pickering, ON
$799900.0
  • 3 Ba
  • 2500-3000 sq-ft
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1788 Loyst Avenue, Pickering, ON
$2250000.0
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  • 2500-3000 sq-ft
Last Updated :85 Days ago
3229 Chimney Swift Crescent, Pickering, ON
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2637 Cerise Manor Court, Pickering, ON
$688888.0
  • 3 Ba
  • 2500-3000 sq-ft
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1011 Cameo Street, Pickering, ON
$899000.0
  • 3 Ba
  • 2500-3000 sq-ft
Last Updated :176 Days ago
988 Grosbeak Trail, Pickering, ON
$899999.0
  • 4 Ba
  • 2500-3000 sq-ft
Last Updated :41 Days ago
3279 Turnstone Boulevard, Pickering, ON
$1199000.0
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  • 5 Ba
  • 2500-3000 sq-ft
Last Updated :442 Days ago
2634 Sapphire Drive, Pickering, ON
$1325000.0
  • 3 Bd
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1205 Marathon Avenue, Pickering, ON
$1179990.0
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  • 2500-3000 sq-ft
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3379 Elsa Story Avenue, Pickering, ON
$799990.0
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  • 2500-3000 sq-ft
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2907 Nakina Street, Pickering, ON
$799991.0
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  • 2500-3000 sq-ft
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1019 Dragonfly Avenue, Pickering, ON
$795000.0
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  • 2500-3000 sq-ft
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1152 Skyridge Boulevard, Pickering, ON
$1074900.0
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  • 2500-3000 sq-ft
Last Updated :476 Days ago
5048 William Street, Pickering, ON
$1349000.0
  • 3 Ba
  • 2500-3000 sq-ft
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FAQs: 5295 - 5315 Sideline 16 Road, Pickering

  • Q:What is the Area Size of the 5295 - 5315 Sideline 16 Road In Sq.Ft and it's MLS No.?

    A: The project covers an area of approximately 3000-3500 sq. ft and is strategically located in Durham. The MLS No of this project is E13819414 and the Project is located in ON, Canada
  • Q: Does this Project 5295 - 5315 Sideline 16 Road available for Sale ?

    A: The project 5295 - 5315 Sideline 16 Road is readily available for Sale and can be purchased at competitive prices today. You can schedule a tour or request a call back for knowing further.
  • Q: How far is this property from my workplace?

    A:You can calculate your travel time and see how this property is far from your Office, your spouse's workplace or your kid's school. You just need to tell us which places you commute to frequently and Square Yards will tell you how far they are from this property.
  • Q:What are the Key Features 5295 - 5315 Sideline 16 Road is Offering?

    A:Square Yards is giving a Cashback of $49,000 if you buy this property from us, however there are several key features offered by the 5295 - 5315 Sideline 16 Road. You get 8+ Beds with 6 Bath, central air conditioning, parking space and garage along with a heating system, basement, gas fuel system and balcony.
  • Q:How many Parking Space available in this 5295 - 5315 Sideline 16 Road?

    A: 5295 - 5315 Sideline 16 Road in Durham offers a total of 9 parking spaces for residents.
  • Q:How many Beds & Baths available in 5295 - 5315 Sideline 16 Road, Durham?

    A: 5295 - 5315 Sideline 16 Road, Durham comes with 8+ Beds for maximum convenience and space. There are 6 baths available as well for when you have guests over or if you have a large family!
  • Q:How many Apartments and Condos are available for Sale in Durham, On?

    A:Durham, ON is one of the biggest real estate markets in Canada. There are several options available here pertaining to condos and apartments alike. There are approximately apartments and condos available currently for your perusal.
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