Room 1
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5295 - 5315 Sideline 16 Rd
Rural Pickering, Pickering, Ontario L1Y 1A1
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 located on a dead-end road for ultimate privacy and only 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.
01 / Property recordListing detailsFacts, history, rooms and location
Key Facts
- MLS® #
- E13819414
- Board
- TRREB MLS®
- Days on market
- Tax
- $9,822
- Size
- 3000-3500 sqft
- Lot
- 1308.4 × 2659.53 Feet
- Parking
- 3 Detached, 9 Parking
Listing History
Buy/Sell history for 5295 - 5315 Sideline 16 Rd, Pickering, Ontario
Sale history on this site covers the last 2 years, the window permitted under the TRREB MLS® VOW agreement.
| Date Start | Date End | List Price | Price | Event | Listing ID |
|---|---|---|---|---|---|
| N/A | N/A | $9,800,000 | N/A | For Sale | E13819414 |
Estimated Market Value
Estimated value requires sign in
AI market estimates use sold comparables and are available after you sign in and accept MLS® VOW terms.
Property Details
Property
- Property Type
- Rural Resid
- Style
- 1 1/2 Storey
- Community
- Rural Pickering
- Municipality
- Pickering
Inside
- Bedrooms
- 8
- Bathrooms
- 6
- Bathroom Detail
- 3, 4pc, Ground
- Bathroom Detail
- 2, 4pc, 2nd
- Bathroom Detail
- 1, 3pc, Ground
- Basement Type
- Part Bsmt
- Kitchens
- 3
Utilities
- Water
- Well
- Cooling
- Wall Unit
- Heating Type
- Forced Air
Building
- Size
- 3000-3500 sqft
- Construction
- Vinyl Siding
Parking
- Driveway
- Private
- Garage Type
- Detached
- Garage
- 3
- Add. Parking
- 6
- Total Parking
- 9
Land
- Sewer
- Septic
- Lot Size
- 1308.4 × 2659.53 Feet
- Lot Size Code
- Feet
Additional
- Year built
- 100+
- Foundation
- Stone
- Roof
- Shingles
- Fireplace
- Y
- Pool
- None
- Den
- Y
- Family room
- Y
- Extras
- 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.
Rooms (12)
Room 2
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Room 3
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Room 4
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Room 5
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Room 6
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Room 7
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Room 8
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Room 9
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Room 10
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Room 11
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Room 12
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Location
Land and environment
Public records about this location. Not part of the MLS® listing and not provided by the listing brokerage.
14 records read 9 on record nearby 5 checked, none on recordRead 2026-11-04
Water and conservation
- Not in Toronto and Region Conservation Authority’s mapped regulated area
- A mapped wetland is within 120 mDevelopment close to a wetland can need extra review.
- 1 water-supply well recorded within 250 mIt was drilled for domestic use. From Ontario’s well records; locations can be approximate. The records do not show how this home gets its water. Wells nearby typically go down about 21 m.
- Groundwater recorded about 7.2 m below ground nearbyThe middle water level in the well records within 500 m (17 records). It changes with the season and from spot to spot.
Toronto and Region Conservation Authority · Province of Ontario open data
Planning and building activity
- Inside the Greenbelt (Oak Ridges Moraine Conservation Plan) and the Oak Ridges Moraine plan area (Natural Core Area)These provincial plans set policies on new buildings, new lots and some changes to the land; the municipality can say which apply to this property.
Province of Ontario open data
Around the home
- Nearest rail line: 110 m
- A trail on the Ontario trail network within 1 km
Province of Ontario open data
Environmental records
- No licensed pit or quarry within 2 km
- No recorded oil, gas or salt well within 250 m
- No facility within 1 km reports pollutant releases to Environment CanadaOnly facilities above the inventory’s reporting thresholds are listed.
- No federal contaminated site within 1 kmThe federal inventory covers federal land only; it says nothing about provincial or private sites.
Province of Ontario open data · Government of Canada open data
Power and internet
- Electricity is distributed here by Elexicon Energy Inc.
- Wired internet 50/10 Mbps or faster is listed at a household 140 m awayFixed wireless up to 25/5 Mbps. LTE mobile coverage listed. ISED’s National Broadband Data at the nearest household point (140 m from the listing); 50/10 Mbps is its top category and includes faster plans. Confirm with a provider for this address.
- Across the surrounding area: fibre to the home, cable, DSL internet listedFibre to the home: Bell. Cable: Rogers. DSL: Bell. Fixed wireless: 4KNetworks, Bell, Dash Networks, Rogers, Routcom, Ruralwave, Vianet. Mobile: Bell, Freedom Mobile, Rogers, Telus. Satellite: Xplore. ISED’s list for the surrounding ~25 km² area; check with a provider for this address.
Ontario Energy Board · Innovation, Science and Economic Development Canada
None of this is an inspection of the property. Confirm anything that matters to you with the municipality, the conservation authority or the record’s publisher. Contains information licensed under the Open Government Licence – Canada. Contains information licensed under the Open Government Licence – Ontario. Contains information made available under the Toronto and Region Conservation Authority Open Data Licence v1.0.
Comparable Sales
Comparable sales require sign in
Closing prices and sold comps are available to registered visitors who accept MLS® VOW terms on this site.
02 / Plan your numbersToolsMortgage and cash-flow planning
Mortgage Tools
Mortgage calculator
20%
Monthly Payment
$44,923
- Down payment$1,960,000
- Mortgage amount$7,840,000
- Total interest$5,636,900
- Total cost$15,436,900
Cash flow analysis
$44,923
Total monthly payment
$45,742
Break-even down payment
100%
Cash flow-$45,742
03 / Community profileNeighbourhood demographicsPeople, homes and household context
Expand Neighbourhood demographics to load Statistics Canada census charts.
04 / Local performanceMarket detailsNeighbourhood price and activity trends
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$9,800,000
$9,800,000
CAD
Estimated market value
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