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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1-10/46
  • 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
    $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.
    John Owen, Broker
  • 576 Oakwood Drive in Pickering: Rosebank E13650454 - House

    576 Oakwood Drive Rosebank Pickering L1W 2W7
    Main Photo: 576 Oakwood Drive in Pickering: Rosebank E13650454 - House
    $1,999,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13650454
    Bedrooms:
    6
    Bathrooms:
    6
    Resting on a 50 by 155 foot lot in Rosebank, the most desirable area of Pickering. With just over 3,500 square feet above grade, with a further 1,660 finished below. Stone and brick, with no sidewalk and parking for six to eight cars. An Irrigation system in the front and rear keeps your lawn green all summer long with security throughout. Inside, a main floor office and a dining room sized for the holidays. The kitchen has ample cabinetry and granite tops throughout centered by a wide island, glass tile backsplash, 36 inch Miele gas range, opening to a breakfast area with a full built in pantry and a walkout to the garden. Beyond it the family room sits under a coffered ceiling and holds the gas fireplace. The lower level carries two households worth of space. A two bedroom apartment with its own entrance, so it never crosses the house. Beside it, kept separate, a room with a full bathroom and steam shower, a gym today and as easily a studio or a guest suite. Upstairs, four bedrooms and three bathrooms. The primary runs over 400 square feet under vaulted ceilings, with a full walk in closet and a six piece ensuite with its own toilet room. The three bedrooms that follow it take light from the front and from the garden side. Behind the house, a granite patio and a covered gazebo, with lawn enough left for a pool and mature planting along the fence line. The lot runs 155 feet deep, with a separate 16x16 tiered shed. The waterfront trail starts at the foot of the neighbourhood and runs to Rouge Beach. You are steps away from parks and the region's best Montessori's. All local amenities are walking distance away. Minutes to the Toronto Zoo, the Rouge National Urban Park, Rouge Hill GO and Highway 401 and 407. More details
    Listed by THE AGENCY
    John Owen, Broker
  • 711 Hillview Crescent in Pickering: West Shore E13647744 - House

    711 Hillview Crescent West Shore Pickering L1W 2R6
    Main Photo: 711 Hillview Crescent in Pickering: West Shore E13647744 - House
    $2,300,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13647744
    Bedrooms:
    5
    Bathrooms:
    6
    Brand New, Never-Been-Lived In, Gorgeous Custom-Built 3-Storey Dream Home W/ The Highest Quality Design, Finishes& Features, Complete With A Rough-In For A Residential Elevator. With Over 4600Sq Ft Of Above Grade Luxury Living Space + Basement with a separate walk-up entrance. This Home Is Truly An Entertainer's Dream, Loaded with Upgrades. An Unparalleled Coalescence Of Modernity & Contemporary Warmth Throughout This Magnificent Custom Home. Live & Play In This Emerging Waterfront Community, 5 minute walk to the lake and just 20 Mins Fr Downtown Toronto. Elevate your family in this outstanding custom residence by Wiltshire Homes. Experience an abundance of luxurious and practical features, backed by New Home Tarion Warranty. More details
    Listed by KELLER WILLIAMS ADVANTAGE REALTY
    John Owen, Broker
  • 530 Rougemount Drive in Pickering: Rosebank E13617634 - House

    530 Rougemount Drive Rosebank Pickering L1W 2C2
    Main Photo: 530 Rougemount Drive in Pickering: Rosebank E13617634 - House
    $2,599,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13617634
    Bedrooms:
    6
    Bathrooms:
    6
    Luxury living at its finest in this custom-built home, showcasing exceptional design and superior craftsmanship. Located in one of Pickering's most sought-after communities in the Rouge area, this stunning ultra-modern residence offers over 6,500 sq. ft. of total living space. The main level features 4,674 sq. ft. above grade with an impressive foyer boasting 21-ft ceilings, white oak engineered hardwood floors, and a private office-perfect for working from home. The formal dining room is complemented by a convenient servery with sink and second dishwasher. The open-concept chef's kitchen is designed for both style and function, featuring high-end finishes, premium appliances, and DXV fixtures. An oversized 8 ft x 8 ft patio door leads to a professionally landscaped, fully fenced backyard, highlighted by a 1-year-old 14 ft x 28 ft heated in-ground pool features ; a tanning ledge, Pentair LED lighting, water bubblers, natural stone coping, and an automation system-over $100K invested in this private outdoor retreat .Upstairs, a grand foyer leads to a luxurious primary suite with double doors opening to a spa-like 9-piece ensuite, complete with a standalone DXV bathtub and a large glass-enclosed shower. The suite also includes a spacious dressing room with custom closet organizers. Three additional bedrooms each feature their own private ensuite bathrooms, ideal for family and guests. A second-floor laundry room adds everyday convenience .The fully finished walk-up basement offers approximately 1,900 sq. ft. of additional living space, perfect for entertaining or extended family living. It includes an Italian-style bar/kitchenette, large living area, gym room, and two bedrooms. This exceptional home is a must-see. Rough in for the EV is also ready for you. More details
    Listed by HOMELIFE SUPERSTARS REAL ESTATE LIMITED
    John Owen, Broker
  • 732 W Shore Boulevard in Pickering: West Shore E13585324 - House

    732 W Shore Boulevard West Shore Pickering L1W 2V1
    Main Photo: 732 W Shore Boulevard in Pickering: West Shore E13585324 - House
    $2,900,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13585324
    Bedrooms:
    7
    Bathrooms:
    5
    Experience refined waterfront community living in this extraordinary over 6000 sq ft of living space (4844 above-ground), custom luxury residence. Showcasing a spectacular 20-foot ceiling in the family room, elevator access to all levels including the garage, and a rare third-floor primary retreat, this one-of-a-kind home is thoughtfully designed to blend architectural grandeur with exceptional everyday living. An impressive eight-vehicle parking capacity provides exceptional convenience for both everyday living and entertaining. Perfectly positioned to capture natural light from sunrise to sunset, soaring windows illuminate beautiful living spaces, where timeless design and premium finishes create an atmosphere of effortless elegance. At the heart of the home, the chef-inspired kitchen is a true showpiece, featuring premium Wolf appliances, an oversized island, separate prep kitchen, breakfast nook, serving station, and wet bar-creating the perfect setting for both intimate family moments and unforgettable entertaining. The second level offers four spacious bedrooms, each with direct ensuite access, while the private third-floor primary retreat serves as a luxurious sanctuary complete with its own balcony, an expansive walk-in closet and a spa-inspired ensuite featuring dual rainfall showers, an integrated steam shower, and heated floors. The bright, mostly above-grade basement is a standout feature, offering the rare combination of soaring 10-foot ceilings, oversized windows, a full kitchen, a cozy fireplace, and a separate entrance. This thoughtfully designed space delivers exceptional flexibility for multi-generational living, guest accommodations, or income potential. Step outside to a beautiful backyard oasis surrounded by mature trees, where expansive deck, generous green space, and natural gas connections for both a BBQ and fire pit create an inviting backdrop for effortless outdoor entertaining in all seasons. More details
    Listed by ROYAL LEPAGE VISION REALTY
    John Owen, Broker
  • 432 Sheppard Avenue in Pickering: Woodlands E13580966 - House

    432 Sheppard Avenue Woodlands Pickering L1V 1E5
    Main Photo: 432 Sheppard Avenue in Pickering: Woodlands E13580966 - House
    $2,689,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13580966
    Bedrooms:
    6
    Bathrooms:
    7
    A landmark custom residence by Zippy Custom Homes, where timeless elegance, exceptional craftsmanship and contemporary design come together in one of Pickering's most coveted neighbourhoods. This distinguished home offers 6 bedrooms, 7 bathrooms, 2 kitchens, a 3-car garage and parking for up to 10 vehicles. A grand foyer introduces beautifully proportioned living and dining spaces with soaring 10-ft ceilings, abundant natural light and refined architectural detailing throughout. Behind elegant double doors, the dramatic 14-ft executive office creates an impressive work-from-home retreat. The family room captures beautiful backyard views and flows effortlessly into a chef-inspired designer kitchen created for everyday living and memorable entertaining. The luxurious primary suite is a private sanctuary with a spa-inspired 6-piece ensuite and oversized walk-in closet, while each additional bedroom enjoys its own ensuite and generous walk-in closet. Thoughtful features include a dedicated home theatre, second-floor laundry, built-in speakers, remote-controlled blinds, glass railings, more than 200 pot lights and a professionally installed 6-camera security system. Outdoors, an expansive backyard and premium composite deck extend the living space, offering an exceptional setting for gatherings or quiet relaxation. The professionally finished lower level includes a private 2-bedroom apartment with its own kitchen and separate entrance, providing outstanding flexibility for extended family, guests or income potential. Every element has been carefully considered to balance beauty with function, from the elegant finishes and impressive ceiling heights to the seamless layout designed for modern family life. Meticulously built with uncompromising attention to detail, this rare statement residence delivers remarkable scale, privacy, comfort and enduring luxury. More details
    Listed by CENTURY 21 LEADING EDGE REALTY INC.
    John Owen, Broker
  • 81 Woodview Drive in Pickering: Rougemount E13568984 - House

    81 Woodview Drive Rougemount Pickering L1V 1L1
    Main Photo: 81 Woodview Drive in Pickering: Rougemount E13568984 - House
    $1,949,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13568984
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to 81 Woodview Dr., a grand custom home backing onto Rouge National Urban Park, just 30 minutes from downtown Toronto. Set on an impressive 93-ft lot with excellent privacy, this stately residence offers over 5,300 sq. ft. above grade plus a full basement. Freshly professionally painted with no occupants since completion, and featuring major updates including roof, HVAC, water heaters, garage doors, and professionally refinished and re-caulked windows, this home is truly move-in ready while offering room to personalize. Woodview Drive is known for its charming custom homes, large lots, and the absence of through traffic, creating a quiet, safe, and private setting. Four of the five oversized bedrooms feature their own private ensuites, while the main-floor bedroom with ensuite is ideal for in-laws or guests. Enjoy summer days in the well-maintained saltwater pool with sought-after southern exposure, and take advantage of direct access to Rouge National Urban Park's trails and natural beauty. A rare opportunity to own a spacious, well-maintained home in a sought-after community at an exceptional value. Some photos are virtually staged. More details
    Listed by RE/MAX WEST REALTY INC.
    John Owen, Broker
  • 4395 Westney Road N in Pickering: Rural Pickering E13560738 - House

    4395 Westney Road N Rural Pickering Pickering L1Y 1A2
    Main Photo: 4395 Westney Road N in Pickering: Rural Pickering E13560738 - House
    $2,750,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13560738
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to this A One-of-a-Kind Private Country Estate. This extraordinary modern farmhouse is nestled on 7.91 acres, surrounded by nature and featuring a protected pond that attracts local wildlife. *Bonus* Detached 3-car garage, has an Upper Seasonal Guest Studio featuring an open concept living, dining, kitchen, 3-piece bath, & W/O to a private deck ideal for in-laws, or guests.The property offers a rare blend of privacy, elegance, and opportunity.The Main house is Over 3,000 Sq.Ft. of living space and includes 3 fireplaces , and 5 skylights.The large chefs kitchen has a center island and granite counters making it the perfect space for hosting many memorable gatherings.The large family room is wired for surround sound, has a wet bar and walk-out to an enclosed solarium. The show-stopping great room has beamed cathedral ceilings and walk-out to the patio. The modern glass stairway and skylight lead to the upper level where the luxurious primary bedroom has heated floors and a 5-piece spa ensuite, with soaker tub. The 2nd bedroom has a walk-out to a private sundeck overlooking the tranquil pond. The main house is heated with an Energy-efficient Geothermal heating/cooling system (2009).The barn is equipped with hydro, paddocks, a 2nd floor paradise for workshop pros, and an insulated art studio with views of the pond. The property is zoned agricultural and beautifully landscaped with perennial gardens, greenhouse, apple, pear, cedar trees plus private, peaceful walking trails. Located directly across from the Claremont Nature Centre and just minutes to Hwy 407, 412, and all minutes from city amenities.This estate offers a peaceful retreat without sacrificing convenience. Endless Possibilities, perfect for a multi-generational family, boutique event venue, destination dining experience or simply your own private escape.Don't miss this opportunity to own a truly special property blending historic charm with modern luxury.*Photographed when Property Previously Staged. More details
    Listed by ROYAL HERITAGE REALTY LTD.
    John Owen, Broker
  • 1829 Appleview Road in Pickering: Dunbarton E13559706 - House

    1829 Appleview Road Dunbarton Pickering L1V 1T7
    Main Photo: 1829 Appleview Road in Pickering: Dunbarton E13559706 - House
    $2,080,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13559706
    Bedrooms:
    5
    Bathrooms:
    4
    Tucked away on a stunning, tree-lined lot in the prestigious Dunbarton community, this beautifully reimagined residence blends timeless character and a thoughtfully designed living space for everyday family living and effortless entertaining. From the moment you arrive, the mature landscaping and exceptional curb appeal create an unforgettable first impression. Inside, a one-of-one floor plan unfolds into warm, light-filled living spaces highlighted by a dramatic double-height family room. Whether hosting intimate dinners or holiday celebrations, the spacious layout connects seamlessly to inviting living spaces that feel both elegant and comfortable. When you step outside you discover your own private resort. Surrounded by mature trees for exceptional privacy, this remarkable backyard was designed for making memories-from relaxing beside the saltwater in-ground pool and unwinding in the hot tub to enjoying evenings around the wood-burning fireplace and authentic pizza oven. Enjoy the detached three-car garage with a workshop, generous parking, and an unbeatable location just minutes from top-rated schools, parks, walking trails, shopping, restaurants, Highway 401 and GO Transit. The triple-car garage and deep driveway provides parking for 15. Truly a rare gem of a residence. More details
    Listed by WE REALTY
    John Owen, Broker
  • 492 Rougemount Drive in Pickering: Rosebank E13553350 - House

    492 Rougemount Drive Rosebank Pickering L1W 2B9
    Main Photo: 492 Rougemount Drive in Pickering: Rosebank E13553350 - House
    $2,499,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13553350
    Bedrooms:
    7
    Bathrooms:
    7
    A truly one-of-a-kind custom luxury home nestled on a ravine lot just minutes from the beach. This meticulously upgraded home blends refined design, advanced technology, and exceptional craftsmanship throughout. Features include 10-ft ceilings, 8-ft doors, hardwood flooring, granite finishes, and two full master suites-one on each level. Enjoy a state-of-the-art audio system, high-speed networking throughout, custom millwork, and thoughtfully designed living spaces including a theatre room, home office, and finished walk-out basement. The chef's kitchen showcases Wolf, Miele, and JennAir appliances, a large island with a secondary sink, and a full pantry/serving area. The Great Room stuns with a custom dome ceiling, fireplace feature wall, and seamless indoor-outdoor flow. Step outside to a professionally landscaped backyard oasis with a700-sq-ft entertainment pad, water features, firepit, gazebo, glass railings, and LED lighting all backing onto a serene creek. Additional highlights include dual furnaces & A/Cs, tankless water heaters, smart security system, custom closets, and a heated entrance. An extraordinary home offering luxury, privacy, and modern living in one of Pickering's most sought-after neighborhoods. See Attached List Of All Upgrades$$$ In Landscaping, 26 Invisible Stealth Speakers, 2 Furnaces, 2 Air Conditioners, Hunter Douglas Blinds Throughout, Room In Basement For Kitchen, Basement Theatre Room. More details
    Listed by HOMELIFE SILVERCITY REALTY INC.
    John Owen, Broker
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Data was last updated August 11, 2026 at 06:15 AM (UTC)
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