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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  • 370 Rosebank Road in Pickering: Rosebank E12701730 - House

    370 Rosebank Road Rosebank Pickering L1W 2N4
    Main Photo: 370 Rosebank Road in Pickering: Rosebank E12701730 - House

    370 Rosebank Road Pickering L1W 2N4 Rosebank

    $2,398,888
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12701730
    Bedrooms:
    7
    Bathrooms:
    8
    Private elevator access from the walk-up basement to the third floor defines this custom-built 2020 residence offering over 6,500 sq ft of finished living space in Pickering's established Rosebank pocket, steps to Rouge Park, 1 min walk to the waterfront, beautiful trails, and conservation parks, with quick Hwy and GO access. Elevated finishes include solid stained wood doors, 10' ceilings on the main, second and loft levels, 9' basement ceilings, crown moulding, and wainscoting on the main and upper levels. Hardwood floors span all throughout above-grade levels, beginning at a designer tiled/mosaic foyer. The family room features coffered ceilings, pot lights, California shutters, a long feature wall, and a fireplace shared with the dining room. The kitchen is designed for serious function: stone counters and backsplash, custom cabinetry with crown moulding, designer countertop gas range with built-in hood, built-in microwave and oven, stainless steel double-door fridge, walkthrough pantry, oversized island, and breakfast area. A separate living room offers a stone accent wall fireplace, tray ceiling, large windows on two sides, and walk-out to the rear patio. A main-floor office adds flexibility as a workspace or potential bedroom. The second level offers four bedrooms all with ensuite bathrooms, walk-in closets and custom organizers; the primary suite with coffered ceiling, pot lights, his & hers double walk-in closets, and a 5-pc ensuite with a freestanding soaker tub and rain shower with massage jets. The third floor adds a fifth bedroom with walk-in closet and 3-pc ensuite, plus an entertainment lounge with walk-out to an oversized terrace with neighbourhood views. The finished walk-up basement with separate entrance includes two bedrooms, two bathrooms, a full kitchen with stainless steel appliances, and laundry-ideal for extended family or potential rental accommodation. Extras: multi-zone built-in speakers and HD security cameras. More details
    Listed by RE/MAX HALLMARK FRASER GROUP REALTY
    LISTING DETAILS
    John Owen, Broker

  • 363 Rosebank Road in Pickering: Rosebank E12699844 - House

    363 Rosebank Road Rosebank Pickering L1W 2N3
    Main Photo: 363 Rosebank Road in Pickering: Rosebank E12699844 - House

    363 Rosebank Road Pickering L1W 2N3 Rosebank

    $2,200,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12699844
    Bedrooms:
    5
    Bathrooms:
    5
    Welcome To 363 Rosebank Road, A Stunning Custom-Built Masterpiece (2021) With 4+1 Bedrooms & 5Bathrooms In The Heart Of Durham Region. Each Room Is A Statement. Built With Impeccable Craftsmanship And Designer Finishes, This Home Effortlessly Blends Sophistication With Warmth. A Grand Entryway Welcomes You Through Oversized Windows, Flooding The Interior With Natural Light And Offering Inviting Glimpses Of The Serene Backyard. The Chef's Kitchen Is A Showstopper. With Premium Appliances, Sleek Cabinetry, Pot Filler & Generous Island That Doubles As A Gathering Spot. From Casual Mornings To Festive Evenings, It's Built For Both Function And Flair. Flows Seamlessly To A Spacious Open-Concept Living & Dining Area Where The Mood Is Effortless. Whether You're Hosting A Family Dinner Or Relaxing With A Good Book, The Atmosphere Is Just Right. As Is The Temperature Since There Is Zone Heating On Each Floor. On The Main Level You'll Find Luxe Finishes And Thoughtful Details At Every Turn, With Easy Access To A Beautiful Outdoor Space That's Perfect For Summer BBQs Or Quiet Mornings With Coffee. Upstairs, The Primary Suite Is A Sanctuary - With A Generous Bedroom, Soothing Views, A Spa-Style Ensuite And Ample Closet Space. Three Additional Bedrooms Plus Two More Bathrooms Make This Level Ideal For Families, Guests Or Even A Home-Office Setup. The Third Floor Features A Spacious 980 Sq Ft Loft With A Wet Bar That Can Be Used For Recreation Or An Additional Bedroom. The Lower Level Has 2 Cold Storage Rooms & Further Extends Your Living Space With A Fully Finished Bonus Room (Bedroom #5), A Fifth Bathroom, And Endless Possibilities - Gym? MediaRoom? Playroom? You Choose. Behind It All: Smart Systems, Quality Building Materials And A Location That Brings Convenience And Lifestyle. Minutes To Shopping, Parks And Great Schools, This Home Helps You Feel Connect With Nature While Enjoying Your Own Private Retreat. More details
    Listed by NEW ERA REAL ESTATE
    LISTING DETAILS
    John Owen, Broker

  • 1738 Rockwood Drive in Pickering: Highbush E12699722 - House

    1738 Rockwood Drive Highbush Pickering L1V 7G8
    Main Photo: 1738 Rockwood Drive in Pickering: Highbush E12699722 - House

    1738 Rockwood Drive Pickering L1V 7G8 Highbush

    $2,049,800
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12699722
    Bedrooms:
    6
    Bathrooms:
    7
    Absolutely Stunning ** Custom Built 2014 ** Prestigious Highbush Neighbourhood ** Quiet Street ** 5+1 Bedrooms * 7 Baths * All 5 Bedrooms with a Bathroom ** Over 4600 Sq. Ft. plus 1900 Sq. Ft. Finished Basement - TOTAL 6500 Sq. Ft. * 167 Ft. Deep Lot * 3 Car Garage * 10 Ft. Ceilings on Main Floor * 9 Ft. Ceiling on 2nd Floor & Basement * 20 Ft. Ceiling in Foyer * Hardwood Floors, Crown Moulding and Wainscoting on Main & 2nd Floor * Spiral Oak Stairs with Wrought Iron Spindles * Gourmet Kitchen with Large Island, Quartz Counters, Butler's Pantry, Walk-In Pantry and Wine Fridge * Coffered Ceiling in Living and Family Room * 2 Sided Fireplace Between Kitchen and Family Room * Parking for 9 Cars * One Bedroom In-Law Suite with Separate Entrance * Interlocking Back and Front * More details
    Listed by CENTURY 21 PERCY FULTON LTD.
    LISTING DETAILS
    John Owen, Broker

  • 462 Oakwood Drive in Pickering: Rosebank E12696748 - House

    462 Oakwood Drive Rosebank Pickering L1W 2M7
    Main Photo: 462 Oakwood Drive in Pickering: Rosebank E12696748 - House

    462 Oakwood Drive Pickering L1W 2M7 Rosebank

    $1,975,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12696748
    Bedrooms:
    5
    Bathrooms:
    4
    Step into one of Pickering's most distinguished homes, located in the highly sought-after Rosebank community near the Rouge and Lake Ontario. This impressive all-brick, two-storey residence offers timeless architecture and thoughtful design in one of the city's most exclusive neighbourhoods. Surrounded by mature landscapes, waterfront trails, and conservation lands, the setting provides a rare blend of privacy, natural beauty, and convenience.Inside, the home showcases quality craftsmanship throughout, with high-end appliances, refined finishes, and a striking glass staircase that anchors the main living space. The second level features four well-proportioned bedrooms along with a dedicated office, ideal for today's work-from-home needs. The fully finished open-concept basement extends the living space further, offering an additional bedroom, a three-piece bathroom, and generous flexibility for recreation, guests, or extended family living.Set within close proximity to the Rouge, Lake Ontario, waterfront and nature trails, this residence delivers an exceptional lifestyle in a location known for its prestige, and tranquility, A rare opportunity to secure a thoughtfully designed home in one of Pickering's most established and desirable enclaves More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 396 Frontier Court in Pickering: Rosebank E12695792 - House

    396 Frontier Court Rosebank Pickering L1W 4A9
    Main Photo: 396 Frontier Court in Pickering: Rosebank E12695792 - House

    396 Frontier Court Pickering L1W 4A9 Rosebank

    $1,989,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12695792
    Bedrooms:
    5
    Bathrooms:
    5
    Stunning Custom Executive Home By Marshall Homes Located On A Premium Pie-Shaped Court Lot In One Of Pickering's Most Prestigious Neighborhoods Rosebank. Offering 3,912 Sq. Ft. Above Grade, This 3-Car Garage Home Features 10-Ft Ceilings On Main, 9-Ft Upstairs, Light Oak Hardwood Flooring, Custom Wainscoting, Pot Lights, Upgraded Hardware, And Glass Staircase Railings. Chef's Kitchen With Custom 48" Gas Stove And 48" Refrigerator, High-End Stailess Steel Appliances, Walk-in Pantry, And Butler's Pass-through To Formals Dining Room WIth Coffered Ceilings. Open-Concept Family Room With Custom Plaster-Cast Fireplace And Wall-To-Wall Sliding Glass Doors Overlooking The Oversized, Pool-Size Backyard. Main-Floor Office With Custom Black Doors And Mudroom With Built-Ins And Garage Access. Exceptional Upper-Level Layout Includes Bonus Family Room/Suite With 2-Pc Bath And Laundry. Luxurious Primary Retreat With Spa Like Ensuite Featuring Heated Floors, Double Sinks, Oversized Glass Shower, And Walk-In Closet With Custom Cabinetry. Heated Floors In Main Bathrooms. Custom Closet Organizers Throughout. Rare Parking For Up To 11 Vehicles (8 Driveway + 3 Garage). Prime Location Minutes To 401, 407, GO Station, Top Schools, Waterfront Trails, Parks, Shopping & Dining. More details
    Listed by HOMELIFE/FUTURE REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 1475 Altona Road in Pickering: Rougemount E12695090 - House

    1475 Altona Road Rougemount Pickering L1V 1M4
    Main Photo: 1475 Altona Road in Pickering: Rougemount E12695090 - House

    1475 Altona Road Pickering L1V 1M4 Rougemount

    $1,998,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12695090
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to this spectacular custom executive home, nestled on a RARE 374FT DEEP PREMIUM LOT offering ultimate privacy and serenity. Surrounded by trees and fully fenced, the professionally landscaped backyard is a true oasis featuring over $200K in recent upgrades. Enjoy resort style living with an INGROUND SALTWATER POOL with automatic cover, expansive patio, and stunning covered cabana with pot lights and gas lines ready for your firepit and BBQ. Whether you're entertaining guests or enjoying a quiet evening outdoors, the large grassy area and ambient lighting create the perfect setting. Inside, enjoy luxury finishes throughout, including hardwood floors, smooth ceilings with elegant crown moulding, pot lights, and generously sized rooms. The gourmet eat-in kitchen boasts stainless steel appliances, a center island with breakfast bar, a butlers pantry with prep sink, walk-in closet, and ample storage. The great room features soaring ceilings, and the main floor includes a private office. Upstairs, the primary suite offers double-door entry, vaulted ceilings, a 6-piece spa-like ensuite, and his/her walk-in closets. Oversized secondary bedrooms come with ensuites or semi-ensuites. Additional highlights include a balcony library/piano room and an unspoiled basement ready for your personal touch! With a spacious double car garage and third tandem spot, this home truly has it all - just minutes to the 401, the GO Station, shopping, restaurants, schools, and parks. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 81 Woodview Drive in Pickering: Rougemount E12681514 - House

    81 Woodview Drive Rougemount Pickering L1V 1L1
    Main Photo: 81 Woodview Drive in Pickering: Rougemount E12681514 - House

    81 Woodview Drive Pickering L1V 1L1 Rougemount

    $2,200,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12681514
    Bedrooms:
    5
    Bathrooms:
    4
    Stunning Custom-Built Estate Home In Pickering's Prestigious Tall Trees Community - A Must See! Backing onto the Rouge River, this luxurious ravine lot offers a private in-ground saltwater pool, professionally landscaped grounds, and a 3-car tandem gas-heated garage with three vehicle lifts (can be included). Freshly painted throughout, the home features a grand foyer with solid wood spiral staircase, a sunken living room with crown molding, two cozy family rooms (one with built-in Dolby Atmos-ready speakers and a double-sided gas fireplace), and a gourmet eat-in kitchen with a premium Wolf stove. The main floor includes an alternate primary bedroom with a full bath, ideal for guests or in-laws. Upstairs showcases a sunlit loft and four spacious bedrooms, three with ensuite baths. Major updates include roof with leaf guard (2021), two furnaces (2024), two owned water heaters (2018), two A/C units (2020), garage doors (2025), pool heater (2020), pool pump (2019), garage heater (2023), Wolf stove (2018), and Bosch dishwasher (2018). Crescent driveway, close to top schools, parks, shopping, and just 30 minutes to downtown. A rare blend of elegance, functionality, and location. More details
    Listed by RE/MAX WEST REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 372 Rouge Hill Court in Pickering: Rougemount E12676166 - House

    372 Rouge Hill Court Rougemount Pickering L1V 6L5
    Main Photo: 372 Rouge Hill Court in Pickering: Rougemount E12676166 - House

    372 Rouge Hill Court Pickering L1V 6L5 Rougemount

    $1,999,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12676166
    Bedrooms:
    4
    Bathrooms:
    4
    Opportunity knocks! Builder remaining inventory sale on one of the most exclusive enclaves of custom homes in Pickering. This Brand new, never-lived-in 5000 sq foot home is what dreams are made of. With 4 Bedrooms, a walk-up basement, a chef's designer kitchen, 4 beautiful bathrooms, dedicated office, mudroom, 8 parking spots, rough-in for residential elevator and more, This One Stands Out Fr The Rest! Your chance to live on one the most sought after and conveniently located enclaves east of Toronto. Elevate your family in this Multi-Award Nominated Hunter Estates Development by Wiltshire Homes. Experience an abundance of luxurious and practical features, backed by New Home Tarion Warranty. More details
    Listed by WE REALTY
    LISTING DETAILS
    John Owen, Broker

  • 492 Rougemount Drive in Pickering: Rosebank E12671482 - House

    492 Rougemount Drive Rosebank Pickering L1W 2B9
    Main Photo: 492 Rougemount Drive in Pickering: Rosebank E12671482 - House

    492 Rougemount Drive Pickering L1W 2B9 Rosebank

    $3,999,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12671482
    Bedrooms:
    7
    Bathrooms:
    7
    A truly One-of-a-Kind Custom Luxury home, nestled on a ravine lot with lots of sunlight, just minutes from the beach. This meticulously upgraded home blends refined design, advanced technology, and exceptional craftsmanship throughout. Features include heated entrance, 10-ft ceiling throughout home, 18-ft ceiling in Great room with custom dome, 8-ft doors throughout, hardwood flooring, granite finishes, and *two master bedrooms* (main & 2nd floor), both with walk-in closets, 5- piece ensuite with jacuzzi. All bedrooms have adjoining full bathrooms and ample closet space for storage. Enjoy a state-of-the-art audio system, high-speed networking throughout, custom mill work and thoughtfully designed living spaces including a theatre room, home office, and finished walk-out basement. The Great Room stuns with open to above area, with custom dome ceiling, fireplace feature wall, and seamless indoor-outdoor flow with pot lights throughout the home. Step outside to a professionally landscaped backyard oasis with a 700-sq-ft entertainment pad, low maintenance turf throughout the backyard, water features, fire pit, gazebo, glass railings, and LED lighting- all backing onto a beautiful and serene creek. Additional highlights include dual furnaces & amp; 2 A/Cs, tank less water heaters, smart security system, custom closets, 18 car drive-around driveway with fountain, and a heated entrance inside the home. An extraordinary home offering luxury, privacy, and modern living in one of Pickering's most sought-after neighbourhoods. See Attached List Of All Upgrades, $$$ In Landscaping, 21 Invisible Stealth Speakers, 2 Furnaces, 2 Air Conditioners, Hunter Douglas Blinds Throughout, Rough-in for Kitchen in basement and Theatre Room in basement. Over 8000 sq feet of living space; 5455 sq ft above grade and 2800 sq ft walk out basement. More details
    Listed by HOMELIFE SILVERCITY REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 5121 Tom Thomson Court in Pickering: Rural Pickering E12668408 - House

    5121 Tom Thomson Court Rural Pickering Pickering L1Y 0A1
    Main Photo: 5121 Tom Thomson Court in Pickering: Rural Pickering E12668408 - House

    5121 Tom Thomson Court Pickering L1Y 0A1 Rural Pickering

    $2,999,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12668408
    Bedrooms:
    6
    Bathrooms:
    8
    Welcome to an extraordinary custom estate in the heart of Claremont-one of Pickering's most exclusive and tightly held communities. Set on a private lot just under one acre at the end of a quiet, prestigious court, this residence offers rare estate-level scale, privacy, and refined living. Offering 7,956 SF of total living space and nearly $450,000 in recent renovations, the home blends timeless architecture with modern luxury. A newly constructed crescent driveway accommodates up to 20 vehicles and leads to an oversized 4-car garage. Professionally landscaped grounds and interlocking stone extend to the rear, where two tiers of custom decks with glass railings create exceptional outdoor living spaces. Inside, the main level showcases custom millwork, wainscoting, and an executive office with built-in shelving. The oversized chef's kitchen offers extensive cabinetry and prep space, ideal for entertaining. The family and dining rooms are anchored by a dramatic double-sided custom stone gas fireplace. A rare highlight is the four generously sized bedroom suites on the main level, each with its own private ensuite-an ideal layout for multi-generational or extended family living, allowing privacy while sharing common spaces. The primary suite features a luxurious 7-piece ensuite with dual vanities, deep soaker tub, glass shower, and generous closet space. The lower level spans over 4,000 SF, featuring high ceilings, wall-to-wall windows, and bright open-concept living areas that feel above grade. Large bedrooms with ensuite baths support multi-generational living, while an additional unfinished area just under 1,000 SF offers flexibility for a future suite, gym, or studio. Freshly painted, meticulously maintained, and move-in ready, this exceptional residence is moments from scenic trails, everyday amenities, the Old Elm GO Station, and Highway 407. A rare opportunity to own a fully re-positioned Claremont estate combining scale, craftsmanship, and lifestyle. More details
    Listed by CENTURY 21 PERCY FULTON LTD.
    LISTING DETAILS
    John Owen, Broker
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Data was last updated January 19, 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.