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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1-10/35
  • 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
    $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.
    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
    $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
    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
    $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.
    John Owen, Broker
  • 1781 Fairport Road in Pickering: Dunbarton E12740230 - House

    1781 Fairport Road Dunbarton Pickering L1V 1T1
    $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.
    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
    $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.
    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
    $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
    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
    $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.
    John Owen, Broker
  • 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
    $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
    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
    $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
    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
    $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.
    John Owen, Broker
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Data was last updated February 5, 2026 at 04:15 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.