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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
    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.
    8 days
    37
    2

    Zillow last checked:

    Listing updated:

    Listed by:

    CENTURY 21 WENDA ALLEN REALTY

    Source: TRREB,MLS®#: E13819414MLS LogoOriginating 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

        Getting around

        1 / 100
        Car-Dependent
        21 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

        No schools nearby

        We couldn't find any schools near this home.