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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  • 393 Rosebank Road in Pickering: Rosebank E13069048 - House

    393 Rosebank Road Rosebank Pickering L1W 2N3
    Main Photo: 393 Rosebank Road in Pickering: Rosebank E13069048 - House

    393 Rosebank Road Pickering L1W 2N3 Rosebank

    $1,998,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13069048
    Bedrooms:
    6
    Bathrooms:
    6
    NOW READY TO MOVE IN! Be the first to live in this brand new custom home built by Award Winning 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 REMAX CONNECT REALTY
    LISTING DETAILS
    John Owen, Broker

  • 901 Wingarden Crescent in Pickering: Dunbarton E13067034 - House

    901 Wingarden Crescent Dunbarton Pickering L1V 7C5
    Main Photo: 901 Wingarden Crescent in Pickering: Dunbarton E13067034 - House

    901 Wingarden Crescent Pickering L1V 7C5 Dunbarton

    $1,999,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13067034
    Bedrooms:
    7
    Bathrooms:
    6
    From the moment you step into this exceptional home, the attention to detail and luxurious finishes are impossible to miss. Designed with elegance and functionality in mind, this custom-built residence offers a bright open-concept layout with hardwood floors throughout, custom chandeliers, waffle ceilings, crown molding, and a stunning modern glass staircase.The chef's kitchen is truly the heart of the home, featuring stainless steel appliances, a custom hood range, and an oversized island perfect for entertaining and everyday living.Offering 4+3 spacious bedrooms and 6 washrooms, this home provides the perfect balance of comfort, privacy, and luxury. A main floor office adds convenience for today's modern lifestyle, while the private balcony brings an additional touch of sophistication.The fully finished walk-out basement includes its own kitchen, additional bedrooms, and generous living space, ideal for extended family or added versatility.Situated in one of Pickering's most prestigious communities, just minutes from Highway 401, shopping, restaurants, schools, and all major amenities, this remarkable property is a rare opportunity to own a truly luxurious home in an unbeatable location, MUST SEE 10+++ More details
    Listed by RE/MAX HALLMARK REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 1434 Rougemount Drive in Pickering: Rougemount E13062900 - House

    1434 Rougemount Drive Rougemount Pickering L1V 1N1
    Main Photo: 1434 Rougemount Drive in Pickering: Rougemount E13062900 - House

    1434 Rougemount Drive Pickering L1V 1N1 Rougemount

    $2,799,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13062900
    Bedrooms:
    5
    Bathrooms:
    5
    Welcome To One Of Pickering's Most Coveted Streets. This Exceptional Home On A "VERY PRIVATE & PREMIUM" 69 Ft. x 309 Ft. Lot Was Completely Rebuilt In 2012, Then Fully Reimagined In 2017. New Kitchen With Custom Rocpol Cabinetry, Updated Fireplace, Extended Foyer, Premium Appliances, New Flooring & Windows, All By Award Winning Accubuilt/DeSousa Homes. The Backyard Is Truly A Showpiece, Professionally Landscaped By Distinctive Designs With A Gas Fireplace, Napoleon BBQ, Pergola & 8 Zone Irrigation System. Welcome To Resort Style Living In The City. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 700 Hillcrest Road in Pickering: West Shore E13060886 - House

    700 Hillcrest Road West Shore Pickering L1W 2P1
    Main Photo: 700 Hillcrest Road in Pickering: West Shore E13060886 - House

    700 Hillcrest Road Pickering L1W 2P1 West Shore

    $2,657,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13060886
    Bedrooms:
    4
    Bathrooms:
    5
    This is not just another "nice" house. It is a thoughtfully designed architectural project, executed with precision, where proportions, materials, and layout were carefully considered from day one. The home will be featured on **"Top of the Block" (Home & Garden TV)"**, reflecting its design quality and execution. Offering over 4,400 sq. ft. of well-planned living space, the layout is both interesting and highly functional. Open without feeling exposed. Spacious without feeling overwhelming. Every area flows naturally into the next. From the moment you step inside, the scale and craftsmanship are evident. 10-foot ceilings on the main level, unique black-framed windows, and abundant natural light create an immediate sense of volume. Wide-plank hardwood floors, precise millwork, and a custom fireplace surround anchor the space. Finishes are clean, intentional, and executed to a high standard. The kitchen is designed as a true working and gathering space - premium appliances, stone countertops, an oversized island, servery, and walk-in pantry. Everything is logical and built with quality materials. Upstairs features 9-foot ceilings and a private primary retreat with a bar area, generous walk-in closet, and spa-inspired ensuite. Additional bedrooms are bright and well-sized with custom organizers. Second-floor laundry adds everyday practicality. The finished lower level features a gas fireplace and a full bath, making it ideal for recreation, a gym, a media room, or a guest suite. Private backyard with a large patio and a gas line for BBQ. West Shore location - steps to the lake, waterfront trails, parks, top schools, and easy access to Highway 401.A home defined by design integrity, precise construction, high ceilings, and premium materials. More details
    Listed by SUTTON GROUP QUANTUM REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 1459 Old Forest Road in Pickering: Woodlands E13057830 - House

    1459 Old Forest Road Woodlands Pickering L1V 1N8
    Main Photo: 1459 Old Forest Road in Pickering: Woodlands E13057830 - House

    1459 Old Forest Road Pickering L1V 1N8 Woodlands

    $2,799,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13057830
    Bedrooms:
    8
    Bathrooms:
    6
    This stunning 5-bedroom, 6-bathroom modern and sleek home is nestled in one of Pickering's prestigious neighborhoods offering luxurious living at its finest, and it is roughed in for an elevator and will be installed if requested. This contemporary and elegant home offers 5100 sq ft of open concept living on the main and second floor. The main floor has 11.5ft ceilings and 10ft ceilings on the second floor. Every room in this home has lots of natural light that comes through the upgraded aluminum windows and feather touch Aluprof aluminum sliding doors. The sleek and clean lines along with high end finishes make this home perfect for both intimate gatherings and large-scale entertaining. Each room has been thoughtfully crafted with top-of-line materials, from the gourmet kitchen to the spa-like bathrooms that give you a sense of tranquility and luxury. The grand primary suite is a highlight, featuring a private balcony, a spacious walk-in closet, and a spa like ensuite bathroom with a soaker tub, separate dual vanities and a large 8'x4' seamless glass shower with 2 rain shower heads. Each additional bedroom is generously sized, with ample closet space and access to beautifully appointed bathrooms. The home also boasts a fully finished lower level with its own separate entrance, 3 generous sized bedrooms, a 4 piece bathroom, 9' ceilings and a full kitchen that is open to the living area. Outside, the meticulously landscaped yard offers a private oasis. Off of the kitchen you have a 29'x16' deck perfect for relaxation or entertaining, there is also a natural gas hook-up for your BBQ. The home's location is located in an upscale neighborhood and is close to schools, dining and shopping, making it an unparalleled opportunity for those looking for a blend of modern luxury and exclusive living. This home is in one of Pickering's sought after areas. There are too many features to list, please see attached "Feature Sheet" for more details. More details
    Listed by SUTTON GROUP-HERITAGE REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 1484 Rougemount Drive in Pickering: Rougemount E13047426 - House

    1484 Rougemount Drive Rougemount Pickering L1V 1N1
    Main Photo: 1484 Rougemount Drive in Pickering: Rougemount E13047426 - House

    1484 Rougemount Drive Pickering L1V 1N1 Rougemount

    $1,989,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13047426
    Bedrooms:
    4
    Bathrooms:
    4
    Spectacular home set on a picturesque double-wide lot - welcome to 1484 Rougemount! Offered for the first time, this beautifully designed home has been meticulously maintained by its original owners. Set on nearly half an acre, it impresses from the moment you arrive. Located on one of Pickering's most prestigious streets, just steps from a top-rated elementary school. Exceptional curb appeal features a two-storey, triple-dormer design, a wrap-around covered porch, and a 3-car garage with EV charger and backyard pass-through. The grand foyer offers 9-ft ceilings and hardwood floors throughout the main level. Spacious living and dining areas, plus a functional office overlooking the front yard. The updated kitchen offers a large island, stainless steel appliances including a bar fridge, and a breakfast bar overlooking the sunken family room with a gas fireplace. Walk out to a private, south-facing backyard oasis complete with a composite deck and a fenced in-ground pool (updated liner, heater, pump, and filter), along with a generous lawn - perfect for kids and pets to play, plus an underground sprinkler system. This home is an entertainer's dream! Main floor laundry/mudroom with additional 2-piece bath and convenient access to the backyard, kitchen, and garage. The pass-through garage doubles as the ultimate man cave with rear yard access. Upstairs, a large landing connects all bedrooms. The primary suite features a walk-in closet and a renovated 6-piece ensuite with heated floors. The spacious secondary bedrooms offer double closets and a 5-piece bath. The basement provides nearly 2,000 sq ft of unspoiled space, ready for your vision. ***See list of upgrades attached*** Open house Saturday and Sunday 2-4pm. *Carpet colour has been altered in photos. Quote available for second floor jack & jill bathroom. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 1815 Woodview Avenue in Pickering: Highbush E13042812 - House

    1815 Woodview Avenue Highbush Pickering L1V 1L3
    Main Photo: 1815 Woodview Avenue in Pickering: Highbush E13042812 - House

    1815 Woodview Avenue Pickering L1V 1L3 Highbush

    $2,095,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13042812
    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
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  • 5121 Tom Thomson Court in Pickering: Rural Pickering E13038522 - House

    5121 Tom Thomson Court Rural Pickering Pickering L1Y 0A1
    Main Photo: 5121 Tom Thomson Court in Pickering: Rural Pickering E13038522 - House

    5121 Tom Thomson Court Pickering L1Y 0A1 Rural Pickering

    $2,679,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13038522
    Bedrooms:
    6
    Bathrooms:
    8
    Welcome to one of Claremont's most impressive custom estates, set on a private lot just under one acre at the end of a quiet court in one of Pickering's most prestigious communities. Extensively renovated with nearly $450,000 in upgrades, this exceptional residence offers approximately 8,000 SF of total living space designed for luxury, entertaining, and multi-generational living. A newly built crescent driveway accommodates up to 20 vehicles and leads to an oversized 4-car garage, creating a strong first impression. Professionally landscaped grounds, interlocking stone, and two tiers of custom decks with glass railings deliver a rare and refined outdoor setting. Inside, the main level showcases custom millwork, wainscoting, and executive finishes throughout. The oversized chef's kitchen features extensive cabinetry, premium prep space, and seamless flow into the family and dining areas, anchored by a dramatic double-sided stone gas fireplace. A standout feature is the rare main floor layout offering four spacious bedroom suites, each with its own private ensuite, ideal for extended families or multi-generational living. The primary suite includes a spa-inspired 7-piece ensuite with dual vanities, glass shower, soaker tub, and generous closet space.The finished lower level spans over 4,000 SF with high ceilings, large windows, and bright open-concept living areas. Additional bedrooms with ensuites continue the home's flexibility, while an unfinished section of nearly 1,000 SF offers potential for a gym, studio, theatre, or additional living space. Freshly painted and meticulously maintained, this move-in ready estate offers a rare combination of scale, privacy, luxury, and functionality just minutes from scenic trails, everyday amenities, Highway 407, and the Old Elm GO Station. More details
    Listed by CENTURY 21 PERCY FULTON LTD.
    LISTING DETAILS
    John Owen, Broker

  • 1278 Trellis Court in Pickering: Bay Ridges E13037130 - House

    1278 Trellis Court Bay Ridges Pickering L1W 1J2
    Main Photo: 1278 Trellis Court in Pickering: Bay Ridges E13037130 - House

    1278 Trellis Court Pickering L1W 1J2 Bay Ridges

    $1,999,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13037130
    Bedrooms:
    5
    Bathrooms:
    6
    A Masterpiece of Modern Luxury in Pickering's Coveted Bay Ridges by the Lake. Custom-built in 2019, this spectacular and grand Georgian -Style residence offers over 4,000 sq. ft. of total living space defined by top-of-the-line finishes and architectural scale. The journey begins at the grand 8-foot fiberglass front door, opening to a foyer inlaid with imported Italian marble mosaics and a soaring open-concept floor plan. With 10-foot ceilings on the main level and 9-foot on the second, the home feels incredibly bright and airy, anchored by 6-inch Canadian-made oak hardwood floors, and elegant coffered ceilings. The heart of the home is a chef's dream kitchen, featuring a professional Thermador appliance package with panelled integration, Caesarstone countertops and an impressive butler's pantry. The living room features a custom marble surround for the gas fireplace. Every detail has been curated for the discerning buyer, from the powder room's marble vanity and Italian marble floors to the custom blinds and draperies crafted from imported Italian fabrics. The second level continues the theme of excellence with custom wainscotting and custom organizers in every bedroom closet. The primary retreat is a true sanctuary, boasting a spa-like ensuite with imported Italian tile, double Caesarstone vanities, freestanding soaker tub, and an oversized shower with drying area.The quality craftsmanship and luxury extend into the professionally finished 9-foot ceiling basement, featuring oversized windows that flood the full in-law/nanny suite with natural light. The exterior is equally impressive, showcasing custom precast stonework, a pool-sized backyard with an oversized interlock patio, a pergola, and a custom-built greenhouse. The garage features polyaspartic flooring, wall-to-wall storage, and an electric car charger. Nested on a quiet court steps from the lake, beach, parks and schools. This home is truly a rare find. More details
    Listed by RE/MAX ROUGE RIVER REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 327 Sheppard Avenue in Pickering: Rougemount E13023324 - House

    327 Sheppard Avenue Rougemount Pickering L1V 1E6
    Main Photo: 327 Sheppard Avenue in Pickering: Rougemount E13023324 - House

    327 Sheppard Avenue Pickering L1V 1E6 Rougemount

    $2,499,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13023324
    Bedrooms:
    4
    Bathrooms:
    6
    An extraordinary opportunity awaits. This stunning two-storey luxury residence offers approximately 6000 square feet of masterfully designed living space on a generous 50ft x 200Ft ravine setting lot. A pre-construction home, where every finish is yours to choose. Soaring 10-foot ceilings, elegant coffered primary suite, every detail of this home has been designed to impress. The thoughtfully designed main floor flows effortlessly from a grand living room and elegant dining room through to an expansive family room. Perfect for both intimate family living and sophisticated entertaining. A double car garage with direct interior access completes the picture. Upstairs, four generously sized bedrooms include a breathtaking primary retreat featuring a dramatic coffered ceiling, spa-inspired ensuite, and walk-in closet. Built to exceed Ontario Building Code standards, this home features engineered roof trusses, a 96% high-efficiency furnace, superior R-60 attic insulation, and triple-performance windows - delivering luxury living with exceptional energy efficiency. Located in one of Pickering's most desirable and rapidly growing communities, with effortless access to Highway 401, Pickering GO Station, top-rated schools, and the stunning Lake Ontario waterfront. Choose your finishes. Build your dream. This is your moment. More details
    Listed by WE REALTY
    LISTING DETAILS
    John Owen, Broker
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Data was last updated May 2, 2026 at 03:15 AM (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.