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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1-10/43

  • 968 Essa Crescent in Pickering: West Shore E13492252 - House

    968 Essa Crescent West Shore Pickering L1W 2J1

    968 Essa Crescent Pickering L1W 2J1 West Shore

    $2,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13492252
    Bedrooms:
    5
    Bathrooms:
    5
    A rare opportunity to own one of Pickering's most spectacular waterfront residences. This custom-built luxury estate offers over 4,100 sq. ft. of meticulously designed living space, featuring 5 spacious bedrooms, exceptional craftsmanship, and premium custom finishes throughout. Perfectly positioned along the shoreline, this remarkable home showcases breathtaking panoramic water views from virtually every room. Wake up to stunning sunrises, entertain in style, and enjoy the tranquility of waterfront living while remaining less than 30 minutes from downtown Toronto. Combining the elegance of a luxury home with the serenity of a year-round vacation retreat, this is a lifestyle reserved for the fortunate few. Properties of this caliber rarely become available. Be among the first to experience this extraordinary waterfront masterpiece. More details
    Listed by ROYAL HERITAGE REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 735 Hillcrest Road in Pickering: West Shore E13488984 - House

    735 Hillcrest Road West Shore Pickering L1W 2P3

    735 Hillcrest Road Pickering L1W 2P3 West Shore

    $2,499,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13488984
    Bedrooms:
    7
    Bathrooms:
    8
    This Stunning Custom-Built Residence Offers Approximately 5000 Sq. Ft. Of Luxurious Living Space With *Exceptional Craftsmanship* Modern Design* Sleek Finishes* And Stylish Details Throughout* Situated On One Of Pickering's Most Prestigious Streets. Covered By A Full Tarion Warranty. Inside, The Home Is Finished With The Highest Quality Materials / Are Perfect For A Large Or Growing Family/ Tons Of Natural Light With Large Windows / Double Door Entry / 10-Foot Ceilings On M/F & 9 Foot Ceiling On 2nd Flr/ Oak Hardwood Floors Throughout The Main And Upper Levels / A Modern Open-Riser Staircase With Glass Railings / Formal Living And Dining Rooms / Exquisite Kitchen With Custom Cabinetry, High-End S/S Appliances, An Oversized Island, Quartz Countertops & Walkout To A Balcony / Spacious Family Room With An Elegant Electric Fireplace & Large Windows / A Stylish Powder Room Complete The Space / Main Floor Bedroom With En-Suite & Large Window /Every Bedroom Is Generously Sized, Each With Its Own Private En-Suite Bathroom With LED Mirrors And Custom Built *Luxury Closet Organizers * Wood Paneling * Artwork Throughout. The Basement Features 10 Ft Ceilings, 2 BERMS, 2 WRMS, Kitchen & Sep Entrance. This Home Truly Does Have It All! Don't Miss Out On This One!! It Won't Last Long!Walking Distance To Frenchmans Bay And The Beach, This Remarkable Home Blends Luxury, Comfort, And Thoughtful Design With A Coveted Waterfront Lifestyle. A Must See! You Will Fall In Love With This Home!! More details
    Listed by HOMELIFE/FUTURE REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 2300 Rosebank Road in Pickering: Rural Pickering E13488844 - House

    2300 Rosebank Road Rural Pickering Pickering L1X 2R5

    2300 Rosebank Road Pickering L1X 2R5 Rural Pickering

    $4,299,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13488844
    Bedrooms:
    4
    Bathrooms:
    1
    Where else can you find a parcel of land this large, this close to the city? A SPECTACULAR 15 acres of prime real estate. A rare, magnificent gem awaiting your vision to build your dream home, business venture, or potentially a recreational facility! A blank canvas of endless opportunity nestled in the heart of Pickering. A picturesque piece of property with plenty of potential to build. Immerse yourself in the tranquility of nature while enjoying the convenience of urban amenities just moments away. Currently being used as a horse farm, this expansive and impressive parcel offers endless possibilities, whether you dream of creating an idyllic estate, developing a thriving agricultural venture, or embarking on a lucrative investment opportunity for your business. A once in a life-time opportunity just minutes to the 401, 407 and GO train station. Just 30 minutes to downtown Toronto! A completely private and secluded piece of land that is surrounded by every amenity, including a fitness centre, groceries, doctors, churches, shopping and multiple highly rated schools! Show and sell this magnificent property to your dream home enthusiasts! More details
    Listed by RE/MAX CROSSROADS REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 1434 Rougemount Drive in Pickering: Rougemount E13488010 - House

    1434 Rougemount Drive Rougemount Pickering L1V 1N1

    1434 Rougemount Drive Pickering L1V 1N1 Rougemount

    $2,250,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13488010
    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

  • 3335 Hollywood Court in Pickering: Rural Pickering E13485752 - House

    3335 Hollywood Court Rural Pickering Pickering L1X 0A3
    Main Photo: 3335 Hollywood Court in Pickering: Rural Pickering E13485752 - House

    3335 Hollywood Court Pickering L1X 0A3 Rural Pickering

    $2,800,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13485752
    Bedrooms:
    5
    Bathrooms:
    5
    Set within the prestigious Barclay Fieldstone Estates enclave, 3335 Hollywood Crt is a rare custom bungalow on approximately 1.5 acres, backing onto forest and quietly positioned among estate-calibre homes, ravine, and mature trees in one of north Pickering's most coveted pockets. With 5,000+ sq ft of finished living space, the home balances architectural scale, everyday comfort, and entertaining potential, all within minutes of major highways and daily amenities. Deer Creek Golf Club is nearby, while Rouge National Urban Park, Pickering Village, and Durham Live bring together nature, dining, and entertainment in a way that makes this location feel both established and forward-moving. The arrival experience is immediate. A 12-ft foyer introduces soaring interiors, dramatic window lines, and rooms that feel both expansive and intimate. The living room rises beneath a 15-ft vaulted ceiling, framed by a striking wall of floor-to-ceiling Palladian windows. Natural light moves beautifully through the principal rooms, while the 20-ft double-height breakfast area brings volume and presence to the heart of the home. Hardwood flooring extends throughout, complemented by select stone and tile finishes chosen with purpose. Designed for flexibility as much as beauty, the home offers 5 bedrooms. The walk-out lower level functions as a true extension of the home, a second kitchen with built-in gas cooktop, generous living areas, and spa-inspired bathrooms with steam shower. The layout suits multigenerational living, extended guest stays, or evolving family needs with ease. The grounds feel closer to a private resort than a backyard. Framed by landscaping and estate privacy, they feature a gunite inground pool, cascading waterfall, gas firepits, elegant lighting, and a cabana with outdoor gas BBQ and stove. It is a setting built for summer entertaining, quiet evenings outdoors, and day-to-day enjoyment on a scale increasingly rare in the GTA. More details
    Listed by RE/MAX HALLMARK FRASER GROUP REALTY
    LISTING DETAILS
    John Owen, Broker

  • 1611 Goldenridge Road in Pickering: Dunbarton E13482694 - House

    1611 Goldenridge Road Dunbarton Pickering L1V 0E1
    Main Photo: 1611 Goldenridge Road in Pickering: Dunbarton E13482694 - House

    1611 Goldenridge Road Pickering L1V 0E1 Dunbarton

    $2,524,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13482694
    Bedrooms:
    4
    Bathrooms:
    4
    Introducing Goldenridge Estates, an exclusive luxury enclave by Forest Meadows Developments, a Tarion registered builder known for crafting high-quality custom residences. Located in one of Pickering's most desirable neighbourhoods, this boutique development offers a limited release of only three premium 52 ft estate lots, part of an exclusive collection of just seven homes within the community. Homes on the 52 ft lots feature larger executive designs with floorplans up to approximately 3,800 sq.ft., offering expansive living spaces and elevated architectural details ideal for modern luxury living. Homes include European-inspired chef kitchens with oversized centre islands, quartz countertops, walk-in pantries and custom cabinetry, spacious great rooms designed for entertaining, 10 ft ceilings on the main level and 9 ft ceilings on the upper level, smooth ceilings throughout, engineered wide plank hardwood flooring, and natural red oak staircases. Bedrooms are designed with walk-in closets and private ensuite or semi-ensuite bathrooms, while primary suites feature spa-inspired bathrooms with quartz counters and glass showers. Basement will include 9 ft ceilings. Additional features include 30 LED pot lights on the main floor (purchaser's choice of placement), smart thermostat, HRV air circulation system, high efficiency furnace and full central air conditioning. Exterior elevations showcase premium brick and stone finishes with metal roof accents, energy efficient windows and designer front entry doors. Buyers will have the opportunity to customize interior finishes from the builder's curated design selections. Price, floorplans and elevations vary by lot. Closing to start fall of 2026. More details
    Listed by THE AGENCY
    LISTING DETAILS
    John Owen, Broker

  • 465 Rougemount Drive in Pickering: Rosebank E13479838 - House

    465 Rougemount Drive Rosebank Pickering L1W 2B8
    Main Photo: 465 Rougemount Drive in Pickering: Rosebank E13479838 - House

    465 Rougemount Drive Pickering L1W 2B8 Rosebank

    $2,368,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13479838
    Bedrooms:
    4
    Bathrooms:
    5
    Welcome to the home you've always dreamed of. Nestled among prestigious multi-million-dollar estates, this spectacular custom-built Cape Cod residence sits on an impressive half-acre lot w/109' of frontage & 205' of depth*, offering a rare combination of luxury, privacy & timeless design. A charming wraparound covered veranda welcomes you into the home where an oversized foyer & elegant principal rms create an inviting first impression. A private office w/ French doors overlooks beautifully landscaped perennial gardens, providing the perfect work-from-home setting. At the heart of the home is a stunning custom kitchen ft. premium appliances, a professional-grade gas range w/ custom hood, abundant cabinetry&counter space & an oversized centre island. The adjoining greenhouse-style breakfast area offers picturesque bckyrd views & access to the outdoor living spaces. The family room features a gas fireplace&custom built-ins, while the open-concept living & dining rooms provide seamless flow for everyday living. A thoughtfully designed mudroom/laundry area offers ideal functionality w/direct garage access, 2pc bath, bckyrd access & built-in storage. The upper level features a spacious primary rm w/ a beautifully renovated spa-inspired ensuite, complete w/ freestanding tub, glass walk-in shower & custom walk-in closet. The 2nd bdrm includes its own 3pc ensuite, while additional bdrms offer ample space, storage & share renovated main bath. The finished lower level expands living space w/ abovegrade windows, walkout, full bath, private office & versatile open-concept recreation areas. The true showpiece of this property is the extensively landscaped backyard oasis. Surrounded by mature trees for exceptional privacy the grounds have been meticulously designed to create a resort-inspired setting unlike any other. Features include a 2tier composite deck w/gazebo, multiple outdoor entertaining&relaxation areas, flagstone patio w/ fireplace, extensive stonework, More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 81 Woodview Drive in Pickering: Rougemount E13476308 - House

    81 Woodview Drive Rougemount Pickering L1V 1L1
    Main Photo: 81 Woodview Drive in Pickering: Rougemount E13476308 - House

    81 Woodview Drive Pickering L1V 1L1 Rougemount

    $2,179,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13476308
    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. More details
    Listed by RE/MAX WEST REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 700 Hillcrest Road in Pickering: West Shore E13454776 - House

    700 Hillcrest Road West Shore Pickering L1W 2P1
    Main Photo: 700 Hillcrest Road in Pickering: West Shore E13454776 - House

    700 Hillcrest Road Pickering L1W 2P1 West Shore

    $2,399,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13454776
    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 façade. 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

  • 1879 Appleview Road in Pickering: Dunbarton E13449914 - House

    1879 Appleview Road Dunbarton Pickering L1V 1T7
    Main Photo: 1879 Appleview Road in Pickering: Dunbarton E13449914 - House

    1879 Appleview Road Pickering L1V 1T7 Dunbarton

    $2,499,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13449914
    Bedrooms:
    8
    Bathrooms:
    6
    Rare opportunity to own a custom-built executive home in Pickering's highly sought-after Dunbarton community, offering over 5,000 sq. ft. of finished living space, exceptional flexibility, and outstanding income potential. Whether you're searching for a multigenerational home, an investment opportunity, or luxury living with space for the whole family, this property checks every box. The open-concept main level features a spectacular great room with soaring 20-foot ceilings, a gas fireplace, and expansive upper-level views that fill the home with natural light. The custom kitchen boasts granite countertops, quality cabinetry, and generous workspace, while the main-floor primary suite provides convenience rarely found in homes of this size. A spacious loft above the triple-car garage offers endless possibilities as a home office, gym, media room, or studio. Adding tremendous value are two self-contained basement apartments with separate entrances and walkout access. Offering one 1-bedroom suite and one 2-bedroom suite, both complete with kitchens and bathrooms, this home is perfectly suited for extended family, nanny accommodations, or significant rental income potential.Designed with accessibility in mind, the home features an elevator servicing every level, wider hallways and doorways, and ramp access, making it ideal for aging in place or mobility-conscious buyers. Situated on an impressive approximately 66 x 200 ft lot, the property offers a rare 3-car garage, parking for up to 13 vehicles, and a 50-amp exterior RV plug. Conveniently located close to top-rated schools, parks, shopping, transit, Highway 401, and GO Transit, this is a unique opportunity to own one of Pickering's most versatile luxury homes in one of its most desirable neighbourhoods. More details
    Listed by Royal LePage Our Neighbourhood Realty
    LISTING DETAILS
    John Owen, Broker
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Data was last updated June 26, 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.