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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  • 736 Hillview Crescent in Pickering: West Shore E12769820 - House

    736 Hillview Crescent West Shore Pickering L1W 2S1
    Main Photo: 736 Hillview Crescent in Pickering: West Shore E12769820 - House

    736 Hillview Crescent Pickering L1W 2S1 West Shore

    $1,949,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12769820
    Bedrooms:
    7
    Bathrooms:
    5
    Stunning custom-built home at corner lot, featuring a blend of brick, stone, and stucco. Includes a finished basement apartment with a separate entrance-perfect for rental! Enjoy spacious living, dining, and family rooms, plus a large eat-in kitchen with a pantry and big island. A Juliette balcony connects the living/dining area, and modern glass stair railings add style. The family room overlooks the backyard, and bedrooms 2 and 3 share a 5-piece semi ensuite. Luxury finishes include granite/marble countertops, hardwood floors, marble bathrooms, and skylights. The house is lit with pot lights and has patio slabs all around. Just 40 minutes to downtown Toronto via GO, with a bus stop across the street and quick access to Hwy 401. Minutes from the waterfront, Lake Ontario, Frenchman's Bay Marina, beaches, and trails. Friendly neighborhood close to shopping, groceries, restaurants, banks, and more. More details
    Listed by CENTURY 21 LEADING EDGE REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 5321 Old Brock Road in Pickering: Rural Pickering E12769178 - House

    5321 Old Brock Road Rural Pickering Pickering L1Y 1A1
    Main Photo: 5321 Old Brock Road in Pickering: Rural Pickering E12769178 - House

    5321 Old Brock Road Pickering L1Y 1A1 Rural Pickering

    $3,390,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12769178
    Bedrooms:
    5
    Bathrooms:
    7
    Regarded as one of Durham Region's most exceptional estates, this custom-built, gated residence offers over 8,700 sq. ft. of refined luxury across every level. Perfectly situated at the Durham-York border and just 7 minutes from Hwy 407, the property seamlessly blends tranquil, cottage-style living with effortless access to the city. A striking arrival sets the tone, featuring electronic gates, a fully fenced perimeter (approx. 150 ft of premium metal fencing along the front and 600 ft of wood fencing), a double garage plus double carport, and parking for over 40 vehicles. The porcelain designer-tiled front porch and more than 100 ft of glass railings create a sleek, gallery-inspired façade. Inside, the grand foyer impresses with soaring 20-ft ceilings, a dramatic 12-ft chandelier, and a stunning floor-to-ceiling glass staircase. The living room highlights a double-sided fireplace and bold accent walls, while the open-to-above family room is anchored by a custom, modern TV feature wall. Whole-home automation includes built-in speakers and over 40 motorized blinds throughout. The chef's kitchen is thoughtfully designed with dual islands, premium Jenn-Air appliances, a 48" cooktop, and twin pantries-ideal for both everyday living and entertaining. Upstairs, four spacious bedrooms each feature private balconies with glass railings, spa-inspired ensuites, and custom walk-in closets, complemented by the convenience of second-floor laundry. The lower level is an entertainer's retreat, complete with a home theatre, gym, recreation room, and a private guest suite. Outdoors, a serene 400-sq.-ft. Zen garden opens to a resort-style backyard showcasing three elevated decks (over 550 sq. ft. combined), a 1,000-sq.-ft. patio, paver walkways surrounding the property, a 20' x 40' basketball court, and a dedicated children's playground-bringing true resort living home. More details
    Listed by HIGHPOINT HOMES REALTY
    LISTING DETAILS
    John Owen, Broker

  • 4655 Sideline 6 in Pickering: Rural Pickering E12767886 - House

    4655 Sideline 6 Rural Pickering Pickering L1Y 1A2
    Main Photo: 4655 Sideline 6 in Pickering: Rural Pickering E12767886 - House

    4655 Sideline 6 Pickering L1Y 1A2 Rural Pickering

    $2,499,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12767886
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to refined country living on 15 acres of private, picturesque countryside in rural Pickering. This custom-built 4-bedroom estate offers nearly 6,000 sq ft of thoughtfully designed living space, blending warmth, comfort, and timeless luxury-just minutes from modern conveniences. The main floor is designed for both everyday living and effortless entertaining, featuring hardwood floors, expansive windows, and sweeping views of the surrounding landscape. The dining area is warm and inviting, while the chef-inspired kitchen boasts built-in double ovens, a gas cooktop on the centre island, and seamless flow into the sunken living room. A wood-burning fireplace anchors the space, creating a cozy yet elevated atmosphere. A private main-floor office with custom built-ins provides the perfect work-from-home retreat. Upstairs, the primary suite is a private escape, complete with a walk-in closet, spa-like ensuite with soaker tub and separate shower, and a walkout to a private balcony overlooking the fully stocked trout pond. Three additional bedrooms offer generous space for family, guests, or flexible use. The full walk-out basement extends the living space with a large recreation area, sound-proof media room, kitchenette, and access to a bright glass-enclosed sunroom-ideal for year-round enjoyment. Notable upgrades include a new high-efficiency heat pump, all new high-end Energy Star windows in a custom colour, stained fibreglass entry door system, garden doors, and retractable Mirage screens. The outdoor setting is beyond impressive, featuring an in-ground pool, Arctic Spa hot tub, electronic gated entry with outdoor lighting, apple trees, a fully stocked trout pond, and acres of open space to explore. Peaceful and private, yet only 7 minutes to the 407.A rare opportunity to enjoy space, privacy, and lifestyle-without compromise. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 1382 Rougemount Drive in Pickering: Rougemount E12747708 - House

    1382 Rougemount Drive Rougemount Pickering L1V 1N1
    Main Photo: 1382 Rougemount Drive in Pickering: Rougemount E12747708 - House

    1382 Rougemount Drive Pickering L1V 1N1 Rougemount

    $2,300,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12747708
    Bedrooms:
    4
    Bathrooms:
    4
    An incredible chance to own a premium 1.09-acre lot in one of Pickering's most coveted neighbourhoods - Rougemount Drive! Surrounded by luxury custom estates and mature trees, this rare oversized property offers endless potential for builders, investors, or end-users looking to create their dream home. Design and build your own custom residence on this expansive parcel, or explore the potential for severance and maximize your investment. The possibilities are truly exceptional in this high-demand pocket just minutes to highways, top schools, shops, and waterfront parks. Please note: No access to existing structure. In-ground pool and all chattels sold as is, where is. No active hydro, water, or electricity. Lot showings by appointment only. A rare find with tremendous upside - opportunities like this don't come often! OFFERS ANYTIME! More details
    Listed by RE/MAX HALLMARK REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 398 Frontier Court in Pickering: Rosebank E12744306 - House

    398 Frontier Court Rosebank Pickering L1W 4A9
    Main Photo: 398 Frontier Court in Pickering: Rosebank E12744306 - House

    398 Frontier Court Pickering L1W 4A9 Rosebank

    $2,075,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12744306
    Bedrooms:
    4
    Bathrooms:
    4
    The one you've been waiting for. Welcome to a rare executive bungaloft in the prestigious Rosebank community - thoughtfully designed for downsizers, families, and multi-generational living. Tucked on a quiet court and set on an oversized pie-shaped lot widening to over 100 feet, this custom build by Marshall Homes blends architectural elegance with everyday function. Soaring double-height ceilings elevate the foyer, living, great room, and primary suite while 10 foot ceilings continue upstairs. This ideal layout features two primary bedrooms - a luxurious main floor retreat and a private upper suite. The main floor primary offers two closets (including a walk-in), a tray ceiling, and a spa-inspired ensuite with freestanding tub, glass shower, separate toilet, and double granite vanity. At the heart of the home, the chef's kitchen showcases an impressive granite centre island, undermount sink, and premium Bosch appliances including double ovens, gas cooktop, and full-depth fridge. Extended cabinetry with valance lighting, a walk-in pantry, and a servery add style and practicality. Rich oak hardwood flooring flows through most of the home. Upstairs, the second primary suite includes a walk-in closet and ensuite bath, while the third and fourth bedrooms share a Jack & Jill bath. A generous loft provides additional living space ideal for lounging or working from home. The expansive backyard offers excellent potential to create a true resort-style outdoor oasis. Additional highlights include an approximately 1,500 square foot unfinished basement with 5 windows and 3-piece bath rough-in, 200 amp service, and rough-ins for alarm and central vac. Steps to a notable private school, waterfront trails, and just 5 minutes to Hwy 401, 398 Frontier is a rare offering in Rosebank combining luxury, flexibility, and location. More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
    LISTING DETAILS
    John Owen, Broker

  • 1834 Fairport Road in Pickering: Dunbarton E12741552 - House

    1834 Fairport Road Dunbarton Pickering L1V 1T3
    Main Photo: 1834 Fairport Road in Pickering: Dunbarton E12741552 - House

    1834 Fairport Road Pickering L1V 1T3 Dunbarton

    $2,698,800
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12741552
    Bedrooms:
    8
    Bathrooms:
    8
    Exceptional custom-built luxury home in Pickering's prestigious Dunbarton Community. This rare 5+3 bedroom, 8-bathroom residence offers over 6,000 sq ft of luxurious space plus a fully finished walk-up basement, situated on a premium 49 x 152 ft lot. Featuring an elegant limestone exterior, the home is thoughtfully designed with LED lighting, built-in speakers, smart-home rough-ins, and hardwood flooring throughout the main and second levels. The main floor boasts 12 ft ceilings, an open-concept living and dining area, a spacious family room with backyard views, a private office, and an oversized chef's kitchen with an impressive centre island, ideal for entertaining. The second level showcases a breathtaking primary retreat complete with a two-sided fireplace, spa-inspired ensuite, and a custom walk-in closet. All additional bedrooms feature private ensuites, offering ultimate comfort and privacy. The walk-up basement provides excellent in-law or income potential, with the possibility of two separate suites, each with its own entrance, plus a secondary kitchen and laundry. A truly exceptional home offering luxury, space, and versatility in one of Pickering's most sought-after neighbourhoods. More details
    Listed by FIRST GROUP REAL ESTATE INC.
    LISTING DETAILS
    John Owen, Broker

  • 1781 Fairport Road in Pickering: Dunbarton E12740230 - House

    1781 Fairport Road Dunbarton Pickering L1V 1T1

    1781 Fairport Road Pickering L1V 1T1 Dunbarton

    $3,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12740230
    Bedrooms:
    5
    Bathrooms:
    6
    A one-of-a-kind architectural masterpiece nestled in the prestigious Dunbarton community. This exceptional custom-built 3-garage residence, thoughtfully designed by a renowned architect, offers over 5,400 sq. ft. of above-ground living space.The open-concept layout is wrapped in expansive windows, flooding the home with abundant natural light throughout the day. A stunning custom kitchen features seamlessly integrated built-in appliances, perfect for both everyday living and entertaining.Soaring 10-foot ceilings on every level enhance the sense of space, while the open-to-below family room with a statement fireplace creates a dramatic yet inviting atmosphere.Ideally located just 2 minutes from Hwy 401 and 5 minutes to the GO Station and Pickering Town Centre, this home delivers the perfect balance of luxury, comfort, and convenience. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 1779 WOODVIEW Avenue in Pickering: Highbush E12739436 - House

    1779 WOODVIEW Avenue Highbush Pickering L1V 1L3
    Main Photo: 1779 WOODVIEW Avenue in Pickering: Highbush E12739436 - House

    1779 WOODVIEW Avenue Pickering L1V 1L3 Highbush

    $2,299,898
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12739436
    Bedrooms:
    6
    Bathrooms:
    5
    Welcome to this custom-built, all-brick executive home set on an exceptionally deep 60 x 263 ft lot in one of Pickering's most desirable neighbourhoods. Built by a builder for his own family, this residence offers generous living space, thoughtful craftsmanship, and outstanding flexibility for today's families and multi-generational living.The main level features a spacious upgraded kitchen with ceramic flooring and backsplash, built-in cabinetry, centre island, double ovens, gas range, stainless steel appliances, and a bright eat-in area with two skylights and walk-out to an enclosed barbecue room and patio. Open to the kitchen, the family room offers hardwood flooring, a gas fireplace, and California shutters. A formal living room with cathedral ceiling, elegant dining room with coffered ceiling, private office with custom built-ins, and a functional laundry room with shower and garage access complete the main floor.Upstairs, four well-appointed bedrooms include a primary suite with double entry doors, hardwood flooring, gas fireplace, sitting area, walk-in closet, and a beautifully renovated six-piece ensuite. One additional bedroom features a private ensuite, while two share semi-ensuite access.The finished basement adds exceptional versatility with a recreation room, bedroom, and a fully self-contained one-bedroom in-law suite with a separate enclosed entrance, engineered hardwood flooring, kitchen with walk-in pantry, bedroom with walk-in closet, and a four-piece bath.Additional highlights include a double car garage with tandem/workshop configuration, circular driveway with ample parking, sprinkler system, gazebo, three sheds, patio, gas firepit, enclosed barbecue room with gas hookup and venting, two backyard gates, upgraded bathrooms, skylights (2013), 50-year roof shingles (2013), and furnace and central air approximately five years old.A rare opportunity to secure a substantial, well-built home on an exceptional lot in a prime Pickering location. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 646 Annland Street in Pickering: Bay Ridges E12729936 - House

    646 Annland Street Bay Ridges Pickering L1W 1B1
    Main Photo: 646 Annland Street in Pickering: Bay Ridges E12729936 - House

    646 Annland Street Pickering L1W 1B1 Bay Ridges

    $1,999,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12729936
    Bedrooms:
    6
    Bathrooms:
    6
    Nestled in a prestigious neighbourhood, this luxurious estate offers unparalleled value featuring over 5500 sq. ft. of exquisite living space across three beautifully designed storeys. Boasting 5 + 1 spacious bedrooms and 6 bathrooms, this home provides ample room for families, guests, and entertaining alike. The main floor boasts every imaginable feature, including a wine wall, coffered ceilings, designer lighting fixtures throughout, a butler's servery, and much more. Enter the principal bedroom to discover two walk-in closets, a double-sided fireplace, a luxurious 6-piece ensuite with heated floors, and a spacious balcony with French doors. The two gourmet chefs' kitchens are a true standout, featuring top-of-the-line appliances, custom cabinetry, and expansive quartz countertops ideal for culinary enthusiasts and entertaining on any scale. The walk-up basement features a fully functional in law suite with 15 Ft ceilings and is fully finished and ready for any purpose. For entertainment enthusiasts, the home features a fully equipped movie theatre, delivering an unmatched cinematic experience with professional-grade sound and visuals, thanks to the built-in projector and speaker systems. Experience endless possibilities for recreation such as a home gym or extra living space, with direct access to the lush backyard. Step outside into your personal oasis, where a luxurious Jacuzzi awaits for relaxation, surrounded by meticulously landscaped grounds. The outdoor stone fireplace offers a cozy setting for evening gatherings, creating the perfect atmosphere for outdoor entertaining while the interlocking stone work and artificial grass allowing for maintenance free enjoyment. Every inch of this estate showcases superior craftsmanship, high-end finishes, and thoughtful design. With its blend of privacy, modern amenities, and ideal location near top-rated schools, shopping, and dining, this estate is the pinnacle of luxury living. More details
    Listed by WE REALTY
    LISTING DETAILS
    John Owen, Broker

  • 752 Hillview Crescent in Pickering: West Shore E12726724 - House

    752 Hillview Crescent West Shore Pickering L1W 2S1
    Main Photo: 752 Hillview Crescent in Pickering: West Shore E12726724 - House

    752 Hillview Crescent Pickering L1W 2S1 West Shore

    $1,999,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12726724
    Bedrooms:
    5
    Bathrooms:
    5
    Welcome to this elegant, custom-built family home, where no expense was spared in achieving the finest attention to detail and modern luxury. This impressive retreat is ideally located just minutes from the stunning views of Frenchman's Bay, adjacent to a park and scenic trail system. The interior features rich hardwood floors, premium tiling, and a chef's kitchen boasting granite countertops, a giant island, and a walkout to the backyard. The main living area includes a cozy built-in gas fireplace and sophisticated built-in shelving, while the entire home is smart-wired with built-in speakers and security cameras for ultimate convenience and peace of mind. With quick access to public transit, shopping centers, and the 401, this home offers a perfect blend of high-end features and prime, convenient location near the lake.Welcome to this elegant, custom-built family home, where no expense was spared in achieving the finest attention to detail and modern luxury. This impressive retreat is ideally located just minutes from the stunning views of Frenchman's Bay, adjacent to a park and scenic trail system. The interior features rich hardwood floors, premium tiling, and a chef's kitchen boasting granite countertops, a giant island, and a walkout to the backyard. The main living area includes a cozy built-in gas fireplace and sophisticated built-in shelving, while the entire home is smart-wired with built-in speakers and security cameras for ultimate convenience and peace of mind. With quick access to public transit, shopping centres, and the 401, this home offers a perfect blend of high-end features and prime, convenient location near the lake. More details
    Listed by CENTURY 21 INNOVATIVE REALTY INC.
    LISTING DETAILS
    John Owen, Broker
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Data was last updated February 9, 2026 at 03:15 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.