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.
For sale
C$9,800,000
5315 Sideline 16 Rd #5295, Pickering, ON L1Y 1A1
8beds
6baths
Single Family Residence
Built in ----
51.99 Acres Lot
$-- Zestimate®
C$--/sqft
C$-- HOA
What's special
Vaulted ceilingsOriginal homestead beamsMassive stone fireplaceWalkout to cozy porchRare hand-cut fieldstone fireplaceHuge wrap around deckCathedral ceilings
- 8 days
- 37
- 2
Zillow last checked:
Listing updated:
Listed by:
CENTURY 21 WENDA ALLEN REALTY
Source: TRREB,MLS®#: E13819414
Originating MLS®#: Toronto Regional Real Estate Board
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 8
- Bathrooms: 6
Heating
- Forced Air, Electric
Cooling
- Wall Unit(s)
Appliances
- Included: Water Heater Owned
Features
- Flooring: Brick & Beam
- Basement: Partial,Unfinished
- Has fireplace: Yes
- Fireplace features: Wood Burning Stove
Interior area
- Living area range: 3000-3500 null
Video & virtual tour
Property
Parking
- Total spaces: 9
- Parking features: Private
- Has garage: Yes
Features
- Stories: 1.5
- Pool features: None
- Waterfront features: None
Lot
- Size: 51.99 Acres
- Features: Lake/Pond, Wooded/Treed, River/Stream, Irregular Lot
Details
- Additional structures: Barn, Workshop
- Parcel number: 263920017
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Stone
- Roof: Shingle
Utilities & green energy
- Sewer: Septic
- Water: Dug Well
Community & HOA
Location
- Region: Pickering
Financial & listing details
- Annual tax amount: C$9,822
- Date on market: 9/23/2026
Price history
Price history is unavailable.
Public tax history
Tax history is unavailable.
Climate risks
Neighborhood: L1Y
Nearby schools
GreatSchools rating
No schools nearby
We couldn't find any schools near this home.







