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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1-10/28

  • 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. 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

  • 4655 Sideline 6 in Pickering: Rural Pickering E12668254 - House

    4655 Sideline 6 Rural Pickering Pickering L1Y 1A2
    Main Photo: 4655 Sideline 6 in Pickering: Rural Pickering E12668254 - House

    4655 Sideline 6 Pickering L1Y 1A2 Rural Pickering

    $2,698,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12668254
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to a home that nurtures both comfort and connection. Set on 15 acres of peaceful countryside in rural Pickering, this custom-built 4-bedroom home offers nearly 6,000 sq ft of thoughtfully designed living space - a place to grow, gather, and enjoy life's quiet moments while staying close to every convenience. Step inside to a beautifully laid-out main floor where every detail feels intentional. The dining area features hardwood floors and a picture-perfect view of the surrounding landscape. At the heart of the home, the kitchen offers built-in double ovens, a gas cooktop on the centre island. Overlooking the sunken living room, a wood-burning fireplace creates a warm and welcoming space to unwind while admiring the natural scenery beyond. A private office with built-in shelving and hardwood floors provides a comfortable work-from-home retreat. Upstairs, the primary suite is a true haven with a walk-in closet, soaker tub, separate shower, and a walkout to a private balcony overlooking the fully stocked trout pond - the perfect spot for a peaceful morning coffee. Three additional bedrooms offer ample space for family, guests, or flexible living. The full walk-out basement expands your lifestyle with a large recreation area, a sound-proof media room, a convenient kitchenette, and access to a bright glass-enclosed sunroom - ideal for year-round enjoyment or stargazing in comfort. A new high-efficiency heat pump ensures comfort through every season. Outdoors, the setting is equally remarkable. Enjoy an in-ground pool, Arctic Spa hot tub, an electronic gate and outdoor lighting, apple trees, and endless space to explore. All new high-end energy star windows in custom colour and stained fibreglass entry door system. Garden doors and retractable mirage screens. Peaceful and private, yet just seven minutes to the 407 - this property offers the perfect balance of country living and modern convenience. This isn't just a home - it's a lifestyle meant to be lived. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 467 & 471 Rosebank Road in Pickering: Rosebank E12657660 - House

    467 & 471 Rosebank Road Rosebank Pickering L1W 2N3
    Main Photo: 467 & 471 Rosebank Road in Pickering: Rosebank E12657660 - House

    467 & 471 Rosebank Road Pickering L1W 2N3 Rosebank

    $4,999,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12657660
    Bedrooms:
    3
    Bathrooms:
    2
    Imagine a quiet, newly created Street-Modern Home rising where land is scarce and demand never slows. This is a rare infill canvas in one of Pickering's most desirable pockets, where nature, lifestyle and smart development meet. Plans are already in motion: A Zoning By-Law Amendment and Draft Plan have been submitted for 8 thoughtfully sized rooms ( avg. 37.5 ft frontage) along a newly proposed Street "A" complimented by 3 generous 50 ft lots o Rosebank Rd. Every consultant study is complete. Every report has been submitted. The groundwork is done- the heavy lifting already behind you. Step outside and you're minutes from Rouge National Urban Park, the Lakefront , Trails & daily conveniences. An Address future homeowners will chase, no question. This is the kind of Neighbourhood where families settle, values hold & resale writes its own story. Land like this doesn't wait. It invites visionaries-builders who understand that the best projects begin where others can't find land anymore. Sold on a AS IS/WHERE IS Basis. No Warranties or Representation provided by the Listing Agent. Do not walk the property without a confirmed appointment. Caution an open in-ground pool is located in the backyard please exercise care while on the site. More details
    Listed by RE/MAX ACE REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 391 Rosebank Road in Pickering: Rosebank E12649220 - House

    391 Rosebank Road Rosebank Pickering L1W 2N3
    Main Photo: 391 Rosebank Road in Pickering: Rosebank E12649220 - House

    391 Rosebank Road Pickering L1W 2N3 Rosebank

    $2,499,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12649220
    Bedrooms:
    6
    Bathrooms:
    6
    Designed for long-term family living, 393 Rosebank is a newly completed residence by Highglen Homes, a provincially registered builder with over 35 years of experience, including 20 custom homes completed across Pickering since 2010. Backed by a full 7-year Tarion warranty, this home offers buyer confidence and enduring value. With 4,251 sq. ft. of above-grade living space plus 956 sq. ft. of finished basement, this 5+1 bedroom home includes a lower-level in-law or nanny suite, well suited for multi generational households, extended family, or guests. The layout is efficient and well balanced, with a thoughtfully designed floor plan and generously sized bedrooms. The main floor is bright & open, with predominantly 10' ceilings & a layout designed for everyday comfort & entertaining. Finishes include herringbone hardwood flooring, solid wood casings around doors & windows, extra-tall solid wood baseboards, custom built-in storage, & upgraded lighting. Featuring chefs kitchen with large breakfast area & walk-out to rear yard, as well as an attached servery & plenty of storage with walk-in pantry. The dining space easily accommodates a full-size dining table. The second floor features a spacious primary bedroom with two walk-in closets fitted with custom millwork & soft-close drawers, & a 5-piece ensuite. Two additional bedrooms on this level each include a walk-in closet & private ensuite, along with the second-floor laundry. The third level offers two large rooms, both with walk-in closets & a shared bathroom, well suited as bedrooms, flexible living space, or dedicated a home office. Ceiling heights remain generous throughout, with 9' ceilings on the second floor & 8' ceilings on the third. Floor plans, appliance list, & a full features sheet are available. Measurements are based on plans & subject to construction variances. Taxes not yet assessed. More details
    Listed by ROYAL LEPAGE CONNECT REALTY
    LISTING DETAILS
    John Owen, Broker

  • 1773 Spruce Hill Road in Pickering: Dunbarton E12636758 - House

    1773 Spruce Hill Road Dunbarton Pickering L1V 1S4
    Main Photo: 1773 Spruce Hill Road in Pickering: Dunbarton E12636758 - House

    1773 Spruce Hill Road Pickering L1V 1S4 Dunbarton

    $2,299,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12636758
    Bedrooms:
    5
    Bathrooms:
    5
    Welcome to this beautiful custom-built home located in Pickering. Standing on nearly 6,000sq.ft., including the walk-out basement, the home greets you with an impressive double door grand entry to a long, inviting hallway that flows smoothly into the generous family & formal dining rooms. The house features 9ft. ceilings, hardwood floors, crown moulding, pot lights, &oak stairs with wrought iron spindles. The iconic living, dining, & kitchen, is perfect for spending time with family or hosting friends. A dramatic, ~20ft long floor-to-ceiling glass wall floods the space with natural light all day long. The second-floor mezzanine over looking the living room, gives a loft-like feel that allows a connection between the two levels. The view from the second-floor, especially during winter evenings, feels like you're looking out from a hill-top chalet. The gourmet kitchen boasts a large center island, granite counters, custom cabinetry, & stainless-steel appliances. The 3-piece washroom on the main floor sits beside a generous room with closet; perfect for multi-generational living or benefits family members with mobility issues. The expansive second floor (~2,200 sq.ft.) offers 5 spacious bedrooms, 3 luxurious washrooms, and laundry room. The primary suite features His & Her walk-in closets & 5-piece washroom with dual vanity, soaker tub & large standing shower. A second primary bedroom with ensuite, two additional bedrooms with Jack & Jill washroom, & the 5thbedroom can be creatively used as an office, yoga/Pilates room, prayer room, playroom for the kids, or library; the options are endless. At ~1900 sq.ft., the bright walkout basement with pot lights, built-In-bar, 3-piece washroom & ample storage space is perfect for large gatherings. Conveniently located mins away from 401, Shopping Plazas, tons of restaurants, grocery stores, and top Durham schools this home blends architectural elegance with modern comfort. A rare executive offering-book your showing today. More details
    Listed by HOMELIFE/MIRACLE REALTY LTD
    LISTING DETAILS
    John Owen, Broker

  • 4780 Westney Road in Pickering: Rural Pickering E12608228 - House

    4780 Westney Road Rural Pickering Pickering L1Y 1A2
    Main Photo: 4780 Westney Road in Pickering: Rural Pickering E12608228 - House

    4780 Westney Road Pickering L1Y 1A2 Rural Pickering

    $2,496,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12608228
    Bedrooms:
    6
    Bathrooms:
    4
    **Swipe through all pictures, floor plans attached, see virtual tour** Set on 15 private acres and tucked well back from the road, this exceptional property blends space, comfort, and flexibility. A long driveway with ample parking welcomes you to a bright, functional home offering 5+1 bedrooms and 4 bathrooms, designed for everyday living and easy entertaining. The main level features a formal living room, dedicated dining room, and cozy family room-perfect for gatherings or quiet nights in. At the center is a chef-inspired kitchen with high-end appliances, generous prep space, and an open flow to the living areas. Large windows fill the home with natural light and serene countryside views.The primary suite is a true retreat with custom cabinetry, a spa-like 5-piece ensuite, and a private balcony overlooking the peaceful backyard. A fully finished basement with separate entrance adds outstanding versatility-ideal for in-laws, guests, rental potential, or a home-based business.Outside, enjoy a massive 32' x 64' heated workshop with two front loading doors and one rear door-perfect for hobbyists, entrepreneurs, or storing equipment and toys. A whole-home Generac generator provides peace of mind year-round. Endless potential on this property; peace, privacy & potential. Conveniently located a short drive to Stouffville, Markham, and Uxbridge, with quick access to Hwy 407. **Property currently qualifies for farm tax credit but is not earning any income directly from farming More details
    Listed by RE/MAX ALL-STARS REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 1834 Fairport Road in Pickering: Dunbarton E12605094 - House

    1834 Fairport Road Dunbarton Pickering L1V 1T3
    Main Photo: 1834 Fairport Road in Pickering: Dunbarton E12605094 - House

    1834 Fairport Road Pickering L1V 1T3 Dunbarton

    $2,988,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12605094
    Bedrooms:
    8
    Bathrooms:
    8
    Exceptional custom-built luxury home in Pickering's prestigious Dunbarton Community! This rare 5+3 bedroom, 8 Bathroom residence offers 6,000 + sq ft above grade plus a 3,660 sq ft walk-up basement on a 49 x 152 ft lot. Built with a limestone exterior, it features LED lighting, built-in speakers, smart-home rough-ins, and hardwood on the main & second floors. The main level boasts 12 ft ceilings, open-concept living/dining, a spacious family room overlooking the backyard, a private office, and an oversized chef's kitchen with a massive island. The upper level features a stunning primary suite with a two-sided fireplace and a custom walk-in closet, plus ensuites in every bedroom. The fully finished walk-up basement offers potential for two in-law suites, each with it's own entrance, plus a secondary kitchen and secondary laundry. More details
    Listed by FIRST GROUP REAL ESTATE INC.
    LISTING DETAILS
    John Owen, Broker

  • 752 Hillview Crescent in Pickering: West Shore E12603564 - House

    752 Hillview Crescent West Shore Pickering L1W 2S1
    Main Photo: 752 Hillview Crescent in Pickering: West Shore E12603564 - House

    752 Hillview Crescent Pickering L1W 2S1 West Shore

    $2,649,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12603564
    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 centers, and the 401, this home offers a perfect blend of high-end features and prime, convenient location near the lake. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 1793 Pine Grove Avenue in Pickering: Highbush E12585388 - House

    1793 Pine Grove Avenue Highbush Pickering L1V 1K7
    Main Photo: 1793 Pine Grove Avenue in Pickering: Highbush E12585388 - House

    1793 Pine Grove Avenue Pickering L1V 1K7 Highbush

    $2,179,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12585388
    Bedrooms:
    6
    Bathrooms:
    6
    Welcome to this remarkable custom-built home on prestigious Pine Grove, one of Pickering's most desirable streets. Set on an impressive 60 x 245 ft lot, this property offers exceptional space, privacy, and luxury throughout. The bright, sun-filled layout features hardwood floors, fresh paint, and two skylights, with an updated kitchen showcasing Caesarstone countertops and stainless steel appliances overlooking a cozy family room with custom built-ins and a fireplace. The primary suite offers a walk-out to the deck, a spa-inspired renovated ensuite, and a generous walk-in closet, complemented by main floor laundry and a rare 3-car garage. Step outside to your resort-style backyard oasis with two heated saltwater pools (installed approx. 7 years ago), a brand-new 2024 pool heater, inground sprinklers, and mature trees providing ultimate privacy. The fully finished basement with a separate entrance is perfect for in-laws, guests, or rental income, featuring a renovated kitchen with Caesarstone counters, two bedrooms, and a full bathroom. Additional features include a CCTV camera system, alarm, instant hot water, garburator, and two outdoor storage sheds. This one-of-a-kind property truly has it all-space, upgrades, luxury, and a prime Pickering location. More details
    Listed by YOUR HOME SOLD GUARANTEED REALTY IMPERIUM
    LISTING DETAILS
    John Owen, Broker

  • 1804 Woodview Avenue in Pickering: Highbush E12584996 - House

    1804 Woodview Avenue Highbush Pickering L1V 1L4
    Main Photo: 1804 Woodview Avenue in Pickering: Highbush E12584996 - House

    1804 Woodview Avenue Pickering L1V 1L4 Highbush

    $2,999,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12584996
    Bedrooms:
    5
    Bathrooms:
    5
    Grand and elegant best describe this exceptional custom home in Pickering's prestigious Rougemount community. Offering nearly 4,834 square feet of refined living space, this residence showcases meticulous craftsmanship, soaring ceiling heights, and luxurious finishes throughout. A solid mahogany front door opens to a beautifully appointed main floor featuring 10-foot ceilings, sanded and stained hardwood floors, extensive millwork, and custom cabinetry. The home includes a formal living room with fireplace, an executive office with built-ins and its own fireplace, and a stunning dining room highlighted by a walk-in walnut wine closet. The custom chef's kitchen is a true centrepiece, complete with a large quartz island, walk-in pantry, server/servery, and a bright breakfast area overlooking the open-concept family room. The family room impresses with its breathtaking 21-foot coffered ceiling, motorized blinds, and dramatic floor-to-ceiling fireplace.The upper level continues the theme of luxury with 10-foot ceilings and a primary retreat designed for complete comfort. The primary suite offers his and hers walk-in closets with built-in organizers, a walkout to a private terrace, and a spa-inspired five-piece ensuite adorned with Swarovski crystal facets, a silver-leaf freestanding tub, and heated floors for year-round comfort. Each additional bedroom features its own private ensuite and generous closet space, including the second bedroom which also enjoys heated flooring in its ensuite bath. The powder room on the main floor is elevated with elegant Swarovski crystal accents, adding a refined designer touch. The home is also equipped with two furnaces and two air conditioning units, ensuring optimal climate control and efficiency on every level. More details
    Listed by YOUR HOME SOLD GUARANTEED REALTY IMPERIUM
    LISTING DETAILS
    John Owen, Broker
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Data was last updated January 7, 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.
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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.