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Murat Sahiner, Broker | Home6 Team at RE/MAX Realtron Realty Inc., Brokerage | 88 Konrad Crescent, Markham, ON L3R 8T7

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5295 - 5315 Sideline 16 Road Pickering
For SalePickering

5295 - 5315 Sideline 16 Road Pickering, Investment for Sale

MLS® E13823118

Pickering, ON

44 days on market
$9,800,000
Show on Map
Show on Map
8Beds
3Baths
50Sqft
N/AParking
Investment

Overview· 5295 - 5315 Sideline 16 Road Pickering

MLS® #E13823118

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.

Inclusions

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.

Exclusions

Kubota farm tractor and all attachments, 3 riding lawn mowers and attachments, recreational vehicles and attachments.

Broker

CENTURY 21 WENDA ALLEN REALTY

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Walk Score®1Car-DependentCar-Dependent
Transit Score®0No Nearby TransitNo Nearby Transit
Bike Score®21Somewhat BikeableSomewhat Bikeable
Schools131 school within 1.5 km1 school within 1.5 km
Parks603 parks within 1 km3 parks within 1 km
Convenience101 grocery, cafe or pharmacy within 1 km1 grocery, cafe or pharmacy within 1 km
Safety—Crime data covers Toronto onlyCrime data covers Toronto only

Highlights & Amenities· 5295 - 5315 Sideline 16 Road Pickering

Source: MLS® listing data
5295 - 5315 Sideline 16 Road Pickering

Investment

5295 - 5315 Sideline 16 Road Pickering

Pickering

Built

100+

Type

Investment

Parking

Other

Property Tax

~$9,822/yr

Heating

Electric Forced Air

Buying Essentials

Square Feet

50 sqft

Parking

Other

Finances

List Price

$9,800,000

Price per SQFT

$196,000/sqft

Property Tax

~$9,822/yr

Property Specs

Property Type

Investment

MLS Size

50 sqft

Age of Building

100+

Living & Amenities

Heating Type

Electric Forced Air

Policies & Utilities

Neighbourhood

Pickering

Listed On

Sep 24, 2026

Price & Listing History

Days on Market

Current: 44 days

0306090120+

Rooms

Room information is not available for this listing.

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Mortgage Calculator

Mortgage Summary

Mortgage Payment$39,417/mo
Property Tax$819/mo
Total Monthly$40,236

Monthly Cash Flow (investors)

$
Net Cash FlowN/A

Closing Costs

Estimated closing costs$0
Cash required incl. down payment$0