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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  • 807 Primrose Court in Pickering: Liverpool E13694094 - House

    807 Primrose Court Liverpool Pickering L1X 2S8
    Main Photo: 807 Primrose Court in Pickering: Liverpool E13694094 - House

    807 Primrose Court Pickering L1X 2S8 Liverpool

    $1,999,950
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13694094
    Bedrooms:
    5
    Bathrooms:
    5
    Located in a quiet cul de sac, this custom built Coughlan home offers nearly 6,000 sq ft of living space, including a bright walk out lower level-ideal for multi generational living. **The kitchen is the hub of the home, featuring a granite island large enough for gathering and lots of space for more than one 'chef' in the kitchen which has a Wolf gas stove, and separate built in oven and microwave. It overlooks the family room with a gas fireplace and arched windows, as well as the breakfast area with French doors leading to a generous deck perfect for entertaining. A formal dining room connects to the sunken living room, which could easily function as a spacious home office. The main floor also includes a 2 piece powder room, double door hall closet, and a separate laundry room with garage access and a side entrance. **Upstairs, 4 large bedrooms offer excellent closet space. The primary suite features double door entry, a walk in closet, and a beautiful 6 piece spa like ensuite. Two bedrooms with walk in closets share a 5 piece semi ensuite, while the fourth bedroom is served by a separate 4 piece bath. At the end of the hall is a stunning great room with cathedral ceiling, gas fireplace, and large windows overlooking the cul-de-sac. This space is enough to convert into a fifth bedroom. **The walk out lower level includes a workout area/bedroom, 4 piece bath, storage room, cold room, and furnace room. The highlight is the expansive "fun room," engineered without support posts and filled with natural light from large windows overlooking the yard. Double doors open to the patio off the oversized kitchen area. This versatile space is perfect for crafts, games, dance parties, large gatherings, watching movies on a large screen or relaxing by the gas fireplace. More details
    Listed by REAL ESTATE HOMEWARD
    LISTING DETAILS
    John Owen, Broker

  • 1815 Woodview Avenue in Pickering: Highbush E13692664 - House

    1815 Woodview Avenue Highbush Pickering L1V 1L3
    Main Photo: 1815 Woodview Avenue in Pickering: Highbush E13692664 - House

    1815 Woodview Avenue Pickering L1V 1L3 Highbush

    $1,948,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13692664
    Bedrooms:
    7
    Bathrooms:
    4
    Welcome to this exceptional 3820 sq.ft luxury stone-front estate in the heart of Pickering, offering 5 spacious bedrooms and premium upgrades throughout. From the moment you step inside, you're greeted by sleek porcelain flooring and a grand oak split staircase with wrought iron pickets, highlighted by an elegant statement chandelier. Bright, open-concept layout with enclosed kitchen and spa-like primary ensuite. Finished walk-out basement with 136' theatre. Enjoy the convenience of a 3-car tandem garage, custom high-gloss closets, upgraded designer lighting throughout, and a whole-home water filtration system-bringing comfort and quality to everyday living. Set on a premium lot, the expansive backyard features a patio and endless potential to create your dream outdoor oasis. Located near Altona Forest, with top-rated schools, parks, and amenities just minutes away in a sought-after, family-friendly neighbourhood. More details
    Listed by GALAXY STARS REALTY INC.
    LISTING DETAILS
    John Owen, Broker
    To access this listing,
    please create a free account

  • 2342 Heska Road in Pickering: Rural Pickering E13692556 - House

    2342 Heska Road Rural Pickering Pickering L1X 0K1
    Main Photo: 2342 Heska Road in Pickering: Rural Pickering E13692556 - House

    2342 Heska Road Pickering L1X 0K1 Rural Pickering

    $2,999,088
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13692556
    Bedrooms:
    5
    Bathrooms:
    8
    Private Backyard Oasis & Country-Style Living Minutes From the City! Welcome to 2342 Heska Road! Situated on an impressive 100 ft x 167 ft lot in desirable Rural Pickering, this immaculate side split offers the perfect blend of space, privacy, and convenience. The light-filled main floor features a spacious living room with a bright bay window, an open-concept kitchen with a breakfast bar, stainless steel appliances, pot lights, and a dining room with a skylight and walk-out to an expansive deck. The upper levels offer fantastic flexibility, featuring a primary retreat with a cozy fireplace, 3-piece ensuite, and a private walk-out deck, plus a versatile top-floor loft space-perfect for a home studio, playroom, or additional bedroom. Step outside into your personal outdoor paradise: a fully fenced, tree-lined yard with lush green space, a spacious lounging deck, and a gazebo. The finished basement provides a large rec room, potential 4thbedroom, and home office space. Includes an attached garage and an extended private double driveway with parking for up to 12 cars. Minutes to Hwy 401/407, GO Transit, Altona Forest, top-rated schools, and urban amenities. More details
    Listed by ROYAL LEPAGE IGNITE REALTY
    LISTING DETAILS
    John Owen, Broker

  • 809 Fairview Avenue in Pickering: Bay Ridges E13691804 - House

    809 Fairview Avenue Bay Ridges Pickering L1W 1M7
    Main Photo: 809 Fairview Avenue in Pickering: Bay Ridges E13691804 - House

    809 Fairview Avenue Pickering L1W 1M7 Bay Ridges

    $2,098,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13691804
    Bedrooms:
    5
    Bathrooms:
    4
    Absolutely Knock-Out Gorgeous Custom Built Masterpiece Home Featuring Highest Quality Designs And Stunning Architectural Details. Enjoy Views Of Frenchman's Bay In This Entertainer's Delight With Open Concept Spaces, Soaring Ceilings With Skylight, Dream Chef's Kitchen With Huge Custom Island, Built In Wine Racks, Designer Lighting And Elegant Wainscoting & Paneling Details. This Spectacular Home Shows Meticulous Attention To Detail With Extensive High-End Upgrades At EveryTurn. Complete With Beautiful Finished W/Out Basement With Its Own Private Self Contained Suite. Heated Tandem Double Garage Offers Ample Space And Year Round Comfort. Truly A Magnificent Home Not To Be Missed! More details
    Listed by RE/MAX REALTRON REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 5126 Tom Thomson Court in Pickering: Rural Pickering E13684942 - House

    5126 Tom Thomson Court Rural Pickering Pickering L1Y 0A1
    Main Photo: 5126 Tom Thomson Court in Pickering: Rural Pickering E13684942 - House

    5126 Tom Thomson Court Pickering L1Y 0A1 Rural Pickering

    $2,850,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13684942
    Bedrooms:
    5
    Bathrooms:
    5
    Stunning Large Detached home in Pickering's Most Sought Out Neighbourhood - Claremont. Home Features a 4-Car Garage with ample Parking. Main level features Breakfast, Dining, Kitchen, Music Room, Family Room, 3 Season Room. 4 Large Bedrooms on the upper level. 3 Full Bath Upstairs. Home also has a finished basement with a Full Bath, Music Room, Kitchen, Breakfast. Has a separate basement entrance as well. - More Pictures to come. More details
    Listed by CIRCLE REAL ESTATE
    LISTING DETAILS
    John Owen, Broker

  • 1472 Highbush Trail in Pickering: Woodlands E13684770 - House

    1472 Highbush Trail Woodlands Pickering L1V 1N5
    Main Photo: 1472 Highbush Trail in Pickering: Woodlands E13684770 - House

    1472 Highbush Trail Pickering L1V 1N5 Woodlands

    $2,849,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13684770
    Bedrooms:
    5
    Bathrooms:
    4
    (PRIVATE ELEVATOR SERVICING ALL FLOORS ) A Rare Expression Of Luxury, Space & Sophisticated Family Living, This Magnificent Custom-Built Residence Offers Approximately 4,500 Sq. Ft. Of Thoughtfully Designed Living Space, Set Against A Serene Ravine Backdrop. From Its Striking Indiana Limestone, Precast And Stucco Exterior To Its Refined Interior Details, Every Element Has Been Carefully Considered.Step Inside To Discover 10-Ft Ceilings On The Main And Upper Levels, 8-Ft Solid Wood Interior Doors, Custom Wall Panelling, Waffle/Coffered Ceilings, And Crown Moulding. The Elegant Formal Living And Dining Rooms Provide Beautiful Spaces For Entertaining, While A Private Office Offers A Dedicated Work-From-Home Retreat.At The Heart Of The Home Is A Chef-Inspired Gourmet Kitchen Featuring A Large Centre Island, Separate Prep Kitchen, Gas Range, And Premium Built-In Appliances. The Spacious Family Room, Complete With A Gas Fireplace And Custom Built-Ins, Opens To A Large Deck Overlooking The Serene Ravine And Fully Fenced, Landscaped Backyard.Upstairs, Four Generous Bedrooms Each Feature A Private Ensuite And Walk-In Closet With Custom Organizers, Offering Exceptional Comfort And Privacy For Family And Guests. With Five Bathrooms Throughout And A Private Elevator Servicing All Floors, Convenience And Accessibility Are Seamlessly Integrated Into The Home's Impressive Design. Second-Floor Laundry With Built-In Cabinetry Adds Further Everyday Functionality.Fully Landscaped Front And Rear Yards, A Spacious Deck, And A Tranquil Ravine Setting Complete This Exceptional Residence. Basement Insulation And Washroom Rough-In Complete. A Truly Remarkable Custom Home Where Timeless Elegance, Exceptional Space, And Thoughtful Design Come Together To Create An Elevated Family Lifestyle. More details
    Listed by REVEL REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 700 Hillcrest Road in Pickering: West Shore E13682038 - House

    700 Hillcrest Road West Shore Pickering L1W 2P1
    Main Photo: 700 Hillcrest Road in Pickering: West Shore E13682038 - House

    700 Hillcrest Road Pickering L1W 2P1 West Shore

    $2,399,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13682038
    Bedrooms:
    4
    Bathrooms:
    5
    A spectacular newly built custom home in the prestigious West Shore community, proudly recognized as the winning home featured on HGTV's Top of the Block and one that should be at the top of your list. Offering 4,469 sq. ft. of thoughtfully designed luxury living space, this exceptional residence showcases award-winning design, outstanding craftsmanship, and premium finishes throughout. Striking curb appeal is defined by black-framed windows and a timeless natural stone and stucco facade. Inside, a bright open-concept layout is filled with natural light and features 10-ft ceilings, expansive windows, wide-plank hardwood floors, custom millwork, and a stunning fireplace surround. The chef-inspired kitchen is designed for both entertaining and everyday living, complete with premium appliances, quartz countertops, an oversized island, servery, and walk-in pantry. The second level offers 9-ft ceilings and a luxurious primary retreat featuring a bar area, walk-in closet, and spa-inspired ensuite, while additional bedrooms are generously sized with custom organizers and second-floor laundry adds everyday convenience. The fully finished lower level provides versatile living space with a gas fireplace and full bath, ideal for recreation, guests, a home gym, or media room. Outside, enjoy a private backyard with a large patio and BBQ gas line. Located just steps from the lake, waterfront trails, parks, top-rated schools, shopping, and with easy access to Highway 401, this remarkable property delivers the perfect blend of award-winning design, quality construction, and modern family living. Featured on HGTV's Top of the Block. Built to stand out. Designed to be remembered More details
    Listed by RE/MAX REALTY ENTERPRISES INC.
    LISTING DETAILS
    John Owen, Broker

  • 3315 Hwy 7 Highway in Pickering: Rural Pickering E13673826 - House

    3315 Hwy 7 Highway Rural Pickering Pickering L1X 2W3
    Main Photo: 3315 Hwy 7 Highway in Pickering: Rural Pickering E13673826 - House

    3315 Hwy 7 Highway Pickering L1X 2W3 Rural Pickering

    $2,800,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13673826
    Bedrooms:
    1
    Bathrooms:
    1
    PRIME 6.58-ACRE STRATEGIC LAND HOLDING IN PICKERING! Exceptional opportunity positioned directly in the path of rapid urban expansion. This massive land parcel features fantastic frontage on Highway 7 with quick access to Highway 407. Currently offering a 1-story detached bungalow built in 1950-ideal for generating steady holding/rental income while you hold the land. Strategic future development upside in a prime Durham Region growth corridor. Sold strictly "as-is". Buyer to verify all future land-use potential, utilities, and development timelines directly with the City of Pickering. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS
    John Owen, Broker
    To access this listing,
    please create a free account

  • 830 Fairview Avenue in Pickering: Bay Ridges E13672572 - House

    830 Fairview Avenue Bay Ridges Pickering L1W 1M8
    Main Photo: 830 Fairview Avenue in Pickering: Bay Ridges E13672572 - House

    830 Fairview Avenue Pickering L1W 1M8 Bay Ridges

    $2,250,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13672572
    Bedrooms:
    4
    Bathrooms:
    5
    Beautiful 3+1 bedroom, 5-bathroom, Rubinoff Design Group custom-built water view home on Frenchman's Bay, offering over 5,100 sq ft of exceptional living space. A truly impressive residence designed for both everyday living and entertaining, with soaring 10' and 12' ceilings on the main floor and 9' ceilings on the second, with 8' exterior and interior doors. The sunken entryway welcomes you with immediate views of the Bay. The open-concept main floor features spacious dining and living rooms, gourmet chef's kitchen with high-end appliances, an oversized island with breakfast bar, and a sunken family room with a gas fireplace and walkout to the backyard deck with BBQ. The double-car garage features epoxy flooring and a bonus third garage door, ideal for a home gym, workshop, or car enthusiast. Upstairs, the spacious primary suite offers a massive walk-in closet/dressing room, luxurious 5-piece ensuite, and a separate office that could be used as a nursery or additional walk-in closet. Enjoy the second-floor wet bar with fridge and walkout to covered roof-top terrace offering panoramic west-facing views of Frenchman's Bay, the lake, and spectacular sunsets, complete with a gas fireplace and TV. A second bedroom with 4pc ensuite and a third bedroom with walkout to balcony and a 4pc semi-ensuite complete the second floor. The finished basement offers a fourth bedroom, 3pc bathroom, kitchen, dining and living areas, above-grade windows, and a full projection home theatre. The ultimate entertainer's retreat continues outside to a fully landscaped backyard featuring an inground pool with waterfall, hot tub, and walkout to a scenic walking trail leading to the Bay. A rare opportunity to enjoy luxury, privacy, and breathtaking waterfront views in one exceptional home. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 506 Rougemount Drive in Pickering: Rosebank E13658730 - House

    506 Rougemount Drive Rosebank Pickering L1W 2B9
    Main Photo: 506 Rougemount Drive in Pickering: Rosebank E13658730 - House

    506 Rougemount Drive Pickering L1W 2B9 Rosebank

    $2,599,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13658730
    Bedrooms:
    6
    Bathrooms:
    6
    Welcome home to 506 Rougemount Drive, set on one of Pickering's most coveted streets and backing directly onto the protected Rouge Valley. This exceptional ultra-modern residence offers nearly 4,000 square feet above grade, complemented by a fully finished walk-out lower level designed for seamless multi-generational living, along with a three-car garage featuring a tandem configuration. From the moment you arrive, the home's presence is undeniable, defined by clean architectural lines, expansive windows, and a refined facade set against a private natural backdrop. Inside, thoughtfully designed living spaces offer elevated finishes, generous principal rooms, and a layout that balances everyday comfort with upscale entertaining. The main level is filled with natural light and anchored by a sophisticated kitchen with premium materials and timeless design. The upper level features four spacious bedrooms with ensuite access, including a beautifully appointed primary retreat complete with a spa-inspired five-piece bath. The walk-out lower level offers a fully contained two-bedroom in-law suite, ideal for extended family or flexible living arrangements. Positioned on a premium ravine lot, the property offers a rare lifestyle defined by privacy, open views, and direct connection to nature, where sunsets and surrounding wildlife become part of the everyday experience. Conveniently located within close proximity to GO Transit and Highway 401, this home provides efficient access to the downtown core while being just moments from waterfront trails, cycling routes, and scenic green space. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker
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Data was last updated August 20, 2026 at 02:15 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.