$9,800,000
Est. payment $43,392/moCalculate yours
5295 - 5315 Sideline 16 Road, Pickering, ON L1Y 1A1
Rural Pickering, Pickering, ON L1Y 1A1
- 8 Beds
- 6 Baths
- 3 Garage
- 3,000 Sq Ft
Listing courtesy of CENTURY 21 WENDA ALLEN REALTY MLS® E13819414
About this home
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.
Property details
Overview
- Property Type
- Rural Residential
- Style
- 1 1/2 Storey
- For
- For Sale
- Status
- New
- Approximate Age
- 100+
- Size
- 3,000 sqft
Interior
- Bedrooms
- 8
- Bathrooms
- 6
- Kitchens
- 3
- Basement
- Partial Basement, Unfinished
Building & Systems
- Heating
- Forced Air (Electric)
- Cooling
- Wall Unit(s)
- Exterior
- Vinyl Siding
- Foundation
- Stone
- Roof
- Shingles
- Water
- Well
- Sewer
- Septic
Lot & Parking
- Lot Size
- 1308.4 x 2659.53 Feet
- Parking
- Detached garage · 9 total
Financial
- Property Taxes
- $9,822 (2026)
Location
- Neighbourhood
- Rural Pickering
- Cross Street
- Concession 9/Brock Road
- Direction Faces
- East
Listing
- MLS® Number
- E13819414
- Days on Market
- 25
- Listed On
- 2026-09-23
- Listed By
- CENTURY 21 WENDA ALLEN REALTY
Features
Interior
- Brick & Beam
- Water Heater Owned
Property
- Lake/Pond
- Wooded/Treed
- River/Stream
Pool
- None
- Included
- 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.
- Excluded
- Kubota farm tractor and all attachments, 3 riding lawn mowers and attachments, recreational vehicles and attachments.
- Rental items
- HWT, Iron Blaster, Water Filter System at 5305 Sideline 16 --- HWT at 5315 Sideline 16
Mortgage calculator
Estimated mortgage payment
$43,392 per month
- Principal and interest
- $43,392
- Property tax
- $819
- Condo fees
- $0
- Estimated monthly cost
- $44,211
Your mortgage
- Mortgage amount
- $7,840,000
- Mortgage insurance
- Not needed
- Interest over 25 years
- $5,177,684
Cash to close
- Down payment
- $1,960,000
- Land transfer tax
- $231,475
- First-time buyer refund
- $0
- Sales tax on insurance (8%)
- $0
- Total, before legal fees
- $2,191,475
With less than 20% down, a 30-year amortization is available to first-time buyers and buyers of newly built homes.
Talk to me about financingEstimates only, not a mortgage offer or financial advice. Uses the Canadian fixed-rate convention (interest compounded twice a year), 2026 mortgage insurance premiums and Ontario land transfer tax. Your lender will confirm your actual rate and payment.
Location
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