Houses for sale in Pickering over 2000000 | 2 million

Newest MLS listings in Pickering over 2000000 - Rouge Park, Highbush, Rougemount, Amberlea, Woodlands, Dunbarton, Liverpool, Town Centre, Rosebank, West Shore, Bay Ridges

Pickering houses for sale over 2 million | 2,000,000

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  • 1645 Acorn Lane in Pickering: Rural Pickering E12485912 - House

    1645 Acorn Lane Rural Pickering Pickering L1Y 1A7
    Main Photo: 1645 Acorn Lane in Pickering: Rural Pickering E12485912 - House

    1645 Acorn Lane Pickering L1Y 1A7 Rural Pickering

    $1,998,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12485912
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to 1645 Acorn Lane! Discover an extraordinary family residence on one of Claremont's most coveted streets. Nestled on approximately 3/4 of an acre (100 x 330 ft) in the picturesque hamlet of Claremont, this beautifully renovated home perfectly blends country serenity with modern luxury, just minutes from Pickering, Uxbridge, and Stouffville. This impressive property features roughly 3,000-3,500 sq ft of refined living space with 4+1 bedrooms and 4 bathrooms, offering ample room for family living or multi-generational needs. Inside, enjoy a gourmet kitchen designed for entertaining, bright and open principal rooms with high-end finishes, and a spacious primary retreat with a luxurious ensuite. Step outside to your private backyard ocasis, complete with an in-ground pool, mature landscaping, and breathtaking views of open fields and trees - the perfect setting for summer gatherings or quiet relaxation. A heated 3-car garage provides abundant space for vehicles and hobbies, while the extra-long driveway allows parking for up to 13 cars. This rare gem offers the ideal balance of modern living and country charm, combining privacy, space, and convenience in one of Pickering's most desirable rural communities. A must-see property for families seeking style, comfort, and tranquility. More details
    Listed by ROYAL LEPAGE YOUR COMMUNITY REALTY
    LISTING DETAILS
    John Owen, Broker

  • 1892 Kingston Road in Pickering: Village East E12482169 - House

    1892 Kingston Road Village East Pickering L1V 1C8
    Main Photo: 1892 Kingston Road in Pickering: Village East E12482169 - House

    1892 Kingston Road Pickering L1V 1C8 Village East

    $2,100,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12482169
    Bedrooms:
    4
    Bathrooms:
    2
    Don't miss this once in a lifetime opportunity to own a home which sits on over 3 Acres in the heart of Pickering. This amazing home was built in the Late Victorian Period and holds characteristics which can't be found or replicated in modern homes. With Two entrances on to Kingston Road, this home is conveniently located steps from transit stops, minutes to shopping canters and major highways. Don't miss a chance to purchase a piece of history. More details
    Listed by HOMELIFE/MIRACLE REALTY LTD
    LISTING DETAILS
    John Owen, Broker

  • 5321 Old Brock Road in Pickering: Rural Pickering E12479251 - House

    5321 Old Brock Road Rural Pickering Pickering L1Y 1A1
    Main Photo: 5321 Old Brock Road in Pickering: Rural Pickering E12479251 - House

    5321 Old Brock Road Pickering L1Y 1A1 Rural Pickering

    $3,749,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12479251
    Bedrooms:
    5
    Bathrooms:
    7
    Among the finest estates in Durham Region, this custom, gated masterpiece delivers 8,700+ sq. ft. of luxury across every level. Ideally positioned between Durham and York region, only 7 minutes to Hwy 407, blending peaceful, cottage-inspired living with near-instant urban access. Arrive through electronic gates to a fully fenced property (approx. 150 ft premium metal across the front and 600 ft wood perimeter), double garage + double carport, parking for 40+ vehicles, a porcelain designer-tiled front porch, and over 100 ft of glass railings for a modern, gallery-like façade. Inside, a grand foyer soars 20 ft beneath a 12-ft chandelier, anchored by a dramatic floor-to ceiling glass staircase. The living room showcases a double-sided fireplace and bold accent walls; the open-to-above family room centers on a sleek custom TV wall. Whole-home automation includes 40+ motorized blinds and built-in speakers. The chef's kitchen pairs dual islands with Jenn Air appliances, a 48" cooktop, and twin pantries. Upstairs, four generous bedrooms each offer a balcony w/glass railings, spa-inspired ensuite, and large custom walk-in closet plus the convenience of second-floor laundry. The lower level is an entertainer's dream with theatre, gym, rec room, and a private guest suite. Outside, a 400-sq.-ft. Zen garden flows to an expansive yard featuring three elevated decks (550+ sq. ft combined), a 1,000-sq.-ft. patio, finishing paver walkways encircling the property, a 20'40' basketball court, and a dedicated children's playground- resort living at home. More details
    Listed by HOMELIFE TRADEMAX REALTY INC.
    LISTING DETAILS
    John Owen, Broker
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  • 556 Rosebank Road in Pickering: Rosebank E12477728 - House

    556 Rosebank Road Rosebank Pickering L1W 2N5
    Main Photo: 556 Rosebank Road in Pickering: Rosebank E12477728 - House

    556 Rosebank Road Pickering L1W 2N5 Rosebank

    $1,949,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12477728
    Bedrooms:
    8
    Bathrooms:
    6
    Stunning modern detached home on a premium 50-ft lot in prestigious Rosebank South, offering over 5,300 sq ft of elegant living space. This beautifully designed residence combines timeless finishes, functional layout, and luxury upgrades throughout. Features soaring 10-ft ceilings on the main floor and 9-ft ceilings on the second, engineered hardwood flooring, and a bright open-concept family room with a gas fireplace and large windows overlooking the park. Includes 4 spacious bedrooms/1 Office or 5 bedrooms upstairs-2 with ensuite bathrooms and 2 semi-ensuite bedrooms. The chef's kitchen features a large central island, classic cabinetry, stone backsplash, and pantry, with an open breakfast area overlooking the private backyard . The expansive primary bedroom offers a spa-like 5-piece ensuite and both walk-in and double closets, blending elegance with comfort. The finished basement with a separate entrance includes 3 additional bedrooms, 2 full bathrooms, a full kitchen, laundry, and recreation area-perfect for multi-generational living or a potential income suite. Smooth ceilings, crown molding, LED pot lights, and iron-cast staircase spindles complete the home's refined aesthetic. Located in a peaceful, family-friendly neighborhood facing a beautiful park with tennis courts. Only 2 mins drive to Lake Ontario, Hwy 401, Shoppers, dry cleaner, Tiano's Organic Store, Bruno's Gourmet Deli, and several plazas. 6 mins to GO Station, Pickering Town Centre, community center, Loblaws, Metro, TD Bank, Canadian Tire, Home Depot, and The Port. 8 mins to Walmart, Staples, and Toronto Zoo. Surrounded by scenic parks, walking trails, and reputable schools-walking distance to Rosebank PS and Blaisdale Montessori School .Don't miss this rare opportunity to live steps from Lake Ontario, combining luxury, tranquility, and unmatched convenience with quick access to Toronto and all major amenities. More details
    Listed by LOYALTY REAL ESTATE and RE/MAX IMPERIAL REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 1438 Rosebank Road in Pickering: Woodlands E12477152 - House

    1438 Rosebank Road Woodlands Pickering L1V 1P4
    Main Photo: 1438 Rosebank Road in Pickering: Woodlands E12477152 - House

    1438 Rosebank Road Pickering L1V 1P4 Woodlands

    $1,999,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12477152
    Bedrooms:
    5
    Bathrooms:
    5
    **EXCLUSIVE LARGE HOUSES NEIGHBOURHOOD**HOTTEST RE-DEVELOPMENT IN DURHAM**DEEP LOT WITH PRIVACY IN THE BACK**EXCELLENTLY KEPT HOUSE**FULLY FUNCTIONAL WITH NO MAJOR WORKS NEEDED**SHORT DISTANCE TO TORONTO AND EASY ACCESS TO MAJOR ROADWAYS**VERY QUIET AND PRESTIGIOUS ROSEBANK SECTION **BASEMENT PROFESSIONALLY FINISHED WITH TWO BEDROOMS, FULL KITCHEN AND OWN SEPARATE ENTRANCE: GREAT FOR EXTRA INCOME OR EXTENDED FAMILY ACCOMODATION** **EXTRAS** ALL EXISTING APPLIANCES: FRIDGE, STOVE,DISHWASHER,WASHER,DRYER,ALL EXISTING ELECTRICAL LIGHT FIXTURES, ALL WINDOW COVERINGS,CENTRAL AIR,GARAGE DOOR REMOTE CONTROL,ALL HEATING AND PLUMBING FIXTURES. More details
    Listed by NULAND REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 393 Rosebank Road in Pickering: Rosebank E12469566 - House

    393 Rosebank Road Rosebank Pickering L1W 2N3
    Main Photo: 393 Rosebank Road in Pickering: Rosebank E12469566 - House

    393 Rosebank Road Pickering L1W 2N3 Rosebank

    $2,789,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12469566
    Bedrooms:
    6
    Bathrooms:
    6
    Be the first to live in this brand new custom home built by Highglen Homes -over 35 years in the business! This 5+1 bedroom home, with lower level in-law suite, comes with a full 7-year Tarion warranty from a provincially registered builder. Buy with confidence! This double car garage home spans 4,251 square feet of above grade living space & 956 square feet of finished basement. An open concept design built with quality craftsmanship, the details throughout this home show the experience of the builder: upgraded lighting package, custom built-in storage, herringbone on the main floor, solid wood door & window casings, as well as solid wood extra tall baseboards. Predominantly 10' ceilings on the main floor, 9' on the second, and 8'on the third. Featuring chefs kitchen and appliance package with large breakfast area and walk-out to rear yard, as well as an attached servery and walk-in pantry. Large, combined dining/living room comfortably seats an 8-person dining table if desired. There are a total of 5 bedrooms upstairs, where the 2nd level has the primary bedroom with 2x walk-in closets, each complete with custom built-in millwork and soft close drawers, and a 5pc ensuite bath along with 2 additional bedrooms, each with their own walk-in closet and ensuite, as well as the 2nd floor laundry. The third floor comes with 2 more generously sized bedrooms with their own walk-in closets and shared bathroom. Check out the attached floor plans, appliance package, and complete features list -- too many to list here. Measurements are based on plans and subject to construction variances. More details
    Listed by ROYAL LEPAGE CONNECT REALTY
    LISTING DETAILS
    John Owen, Broker

  • 1799 Grayabbey Court in Pickering: Dunbarton E12465779 - House

    1799 Grayabbey Court Dunbarton Pickering L1V 7G2
    Main Photo: 1799 Grayabbey Court in Pickering: Dunbarton E12465779 - House

    1799 Grayabbey Court Pickering L1V 7G2 Dunbarton

    $1,998,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12465779
    Bedrooms:
    5
    Bathrooms:
    4
    Exceptional opportunity to own a custom home in prime location, offering outstanding value for size and price! This stunning executive custom home offers over 5,300 sq. ft. of luxurious living space, nestled on a private and quiet court in an exclusive neighborhood. Surrounded by multi-million-dollar custom-built homes and top-rated schools, this residence provides an unparalleled blend of elegance, privacy and prestige. Grand entrance featuring a sunken foyer and a stunning staircase, leading to a large private backyard with premium natural stone landscaping and a serene water fountain. This home is built with superior quality and craftsmanship, offering an open-concept layout that includes a spacious main-floor office, a living room with soaring cathedral ceilings, and a formal dining room. The custom eat-in kitchen is a showstopper, featuring an over 8-foot-long waterfall island, undermount lighting, and ample pantry space. The center island overlooks the cozy family room with a fireplace on one side and the formal dining room on the other, creating a seamless flow for both everyday living and entertaining.This custom home also features a WiFi smart thermostat, a WiFi-enabled smart sprinkler system for both the front and backyard, and a state-of-the-art security setup with 8 cameras. 3-car tandem garage!! More details
    Listed by TRUSTWELL REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 3525 Westney Road in Pickering: Rural Pickering E12465679 - House

    3525 Westney Road Rural Pickering Pickering L0H 1H0
    Main Photo: 3525 Westney Road in Pickering: Rural Pickering E12465679 - House

    3525 Westney Road Pickering L0H 1H0 Rural Pickering

    $2,750,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12465679
    Bedrooms:
    7
    Bathrooms:
    5
    An Unparalleled Custom-Built Masterpiece Offering Over 7,380 Sq. Ft. Of Refined Luxury! Situated On A Premium 94 x 504 Ft Lot (1.08 Acres), This Grand Estate Makes An Unforgettable Impression With A Double-Height Foyer, Sweeping Dual Staircase, And Open-Air Cut-Through Wall That Fills The Space With Natural Light. Featuring 5+2 Bedrooms, 5 Bathrooms, Main Floor Guest Suite & Office, 9 Ft Ceilings On All Levels, 6 Inch Wide Barwood Hardwood Flooring, And Crown Moulding Throughout The Main And Upper Floors. The Breathtaking Family Room Boasts A 19 Ft Vaulted Ceiling And Oversized Arched Windows Framing Stunning Green Space Views. The Chefs Kitchen Is The Heart Of The Home, Showcasing Timeless White Cabinetry, Quartz Centre Island & Counters, And Top-Of-The-Line Appliances. A Bright Breakfast Area With Panoramic Windows And French Door Walkout Makes Indoor-Outdoor Living Effortless. The Primary Suite Offers A Tray Ceiling, Custom Walk-In Closet, And Spa-Like 5-Piece Ensuite With Double Sinks, Freestanding Tub, And Frameless Glass Shower. The Finished Basement Features A Massive Rec Room With Wet Bar, Additional Bedroom, Gym, 3-Piece Bath, Storage Room, And Cold Cellar. Step Into Your Private Backyard Oasis: A 1,000 Sq. Ft. Trex Deck, 26x40 Ft Heated Saltwater Pool With Pool Bar, And A 7x7 Ft Hot Tub In An Insulated Shed, All Surrounded By Lush Landscaping. Finished With A 3.5-Car Garage And An Extended Paved Driveway With Parking For 10, This Home Seamlessly Combines Luxury, Function, And Grand-Scale Entertaining. More details
    Listed by HOMELIFE EAGLE REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 1275 Wharf Street in Pickering: Bay Ridges E12463658 - House

    1275 Wharf Street Bay Ridges Pickering L1W 1A2
    Main Photo: 1275 Wharf Street in Pickering: Bay Ridges E12463658 - House

    1275 Wharf Street Pickering L1W 1A2 Bay Ridges

    $2,750,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12463658
    Bedrooms:
    4
    Bathrooms:
    3
    An impressive 90 feet of private shoreline on Frenchmans Bay! This amazing property offers true direct and sheltered waterfront access a rarity anywhere in the GTA. Complete with 4-bedrooms and three full baths, this custom home offers a unique layout with breathtaking views from the second-story kitchen and living room, where expansive windows open onto a spacious wraparound veranda. Nestled in the heart of Frenchmans Bay Nautical Village, youre steps from the beach, scenic trails, marinas, and restaurants in a vibrant, southern-inspired community. The lifestyle is unmatched paddleboarding, sailing, and kitesurfing in summer, ice fishing and skating in winter all right at your doorstep. A rare opportunity, the property features a rebuilt breakwater and private dock with capacity for multiple vessels with direct access to Lake Ontario. Lovingly maintained by its original owners, this timeless home is ready for its next chapter of sunsets, waterfront beauty, and year-round recreation. More details
    Listed by RE/MAX HALLMARK REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 1789 Pine Grove Avenue in Pickering: Highbush E12462904 - House

    1789 Pine Grove Avenue Highbush Pickering L1V 1K7
    Main Photo: 1789 Pine Grove Avenue in Pickering: Highbush E12462904 - House

    1789 Pine Grove Avenue Pickering L1V 1K7 Highbush

    $2,099,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12462904
    Bedrooms:
    6
    Bathrooms:
    6
    Some houses feel like home the moment you walk in. This is one of them!With 4+2 bedrooms, 6 bathrooms, and even a private upstairs office, theres space for everyone and everything. The huge sun-filled gourmet kitchen is the heart of the home, where mornings start over coffee at the island and family dinners come together with ease. The open living and dining room make hosting simple, while the family room fireplace calls for cozy nights in.Upstairs, the primary retreat feels like your own getaway with a spa-inspired ensuite and a walk-in closet big enough to feel like a boutique. Each bedroom offers its own bathroom and closet, making mornings easy and personal space a luxury.The finished basement with its own entrance opens the door to possibilities featuring a large rec room plus a newly renovated two-bedroom apartment, perfect for extended family, a nanny suite, or even extra income. And when the day winds down, step outside into your private backyard escape. A sunny deck, sparkling pool, and landscaped grounds make it the kind of place where friends gather, kids play, and summer evenings stretch on.Its a home that balances elegance with everyday ease, where milestones are celebrated, laughter fills the rooms, and the little moments turn into lasting memories. Nestled in one of Pickering's most desirable communities, youll enjoy quick access to schools, parks, shopping, and commuter routes, all while feeling tucked away in your own private sanctuary. More details
    Listed by SAGE REAL ESTATE LIMITED
    LISTING DETAILS
    John Owen, Broker
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Data was last updated October 28, 2025 at 05:15 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.
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This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.