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

Become a member and get these great benefits, at no cost or obligation: Fresher content than Realtor.ca - on new listings, price changes and more! View more details than Realtor.ca - View unlimited listings - Get email updates on your searches as soon as they hit the market, not the next day!
Forgot password Extend Verify Contact
Save search Hide filters
1-10/42

  • 5121 Tom Thomson Court in Pickering: Rural Pickering E12627792 - House

    5121 Tom Thomson Court Rural Pickering Pickering L1Y 0A1
    Main Photo: 5121 Tom Thomson Court in Pickering: Rural Pickering E12627792 - House

    5121 Tom Thomson Court Pickering L1Y 0A1 Rural Pickering

    $3,249,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12627792
    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 court lot just under 1 acre, this 7,956 SF residence offers exceptional scale, privacy, and refined living. Nearly $450,000 in recent renovations elevate the home, including a new crescent driveway for up to 20 vehicles, an oversized 4-car garage, professional landscaping, and two tiers of custom decks with glass railings. Inside, timeless architecture meets modern luxury. The main level features wainscoting, custom millwork, an executive office with hand-built shelving, an oversized chef's kitchen, and grand family and dining rooms connected by a dramatic double-sided stone fireplace. Four spacious bedroom suites-each with its own private ensuite-include a standout primary retreat with a luxurious 7-piece spa bath and extensive closet space. The lower level spans just over 4,000 SF with high ceilings, wall-to-wall windows, large bedroom suites, and open-concept living areas that feel bright and above grade. An unfinished section of nearly 1,000 SF offers potential for a future suite, gym, or studio. Located in a quiet, tight-knit community near scenic trails, everyday essentials, Old Elm GO, and Hwy 407, this rare estate blends craftsmanship, space, and lifestyle at the highest level. More details
    Listed by CENTURY 21 PERCY FULTON 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

  • 429 Staghorn Road in Pickering: Rosebank E12570608 - House

    429 Staghorn Road Rosebank Pickering L1W 2M8
    Main Photo: 429 Staghorn Road in Pickering: Rosebank E12570608 - House

    429 Staghorn Road Pickering L1W 2M8 Rosebank

    $1,949,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12570608
    Bedrooms:
    6
    Bathrooms:
    6
    Geranium built beautiful home in the community of Rosebank. Built in 2012 and Energy saving certified. Stucco and Stone front, Concrete Interlocked yard, Hardwood floors, 9' main floor, Coffered ceiling in family room, upgraded extra large kitchen, walk in pantry, Centre island, Quartz counter, backsplash and S/S Appliances. Finished basement comes with soundproofed Movie theatre, large open recreation area, Kitchen, extra room, Full washroom and separate entrance by builder. Easy access within minutes to 401, about 10min drive to Rouge hill GO station, close to waterfront trails, petticoat creek and more. Please check virtual tour. More details
    Listed by RE/MAX COMMUNITY REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 667 Pleasant Street in Pickering: Bay Ridges E12547170 - House

    667 Pleasant Street Bay Ridges Pickering L1W 1P8
    Main Photo: 667 Pleasant Street in Pickering: Bay Ridges E12547170 - House

    667 Pleasant Street Pickering L1W 1P8 Bay Ridges

    $3,298,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12547170
    Bedrooms:
    8
    Bathrooms:
    6
    WOW!! Unique and one-of-a-kind property ideal for extended families or live here with 2 extra potential incomes or for investors!! Everything is brand new and the gorgeous main house features a separate legal 2 bedroom basement apartment plus the detached 3/4 car garage also has a legal separate 2 bedroom apartment above! Absolutely spectacular newly built 2851 square-foot luxury residence with all the bells and whistles! Top quality materials throughout including high-end appliances! Stunning design gourmet kitchen with huge island and deluxe quartz countertops is open to spacious living room with a beautiful electric fireplace and large sliding glass door walk out to the huge partially covered deck. Generously sized dining room has a picture window and custom built-in cabinetry! Adjacent to the kitchen is a very large walk-in pantry, which is open to the mudroom and has a rear exit to the deck. Also, on this level is another room which could be used either as an office or a 5th bedroom. 9 foot ceiling heights and lots of pot lights plus glass railings on the open staircase add a touch of elegance! Upstairs, we have four generously sized bedrooms, all with pot lights and beautiful Hardwood flooring and large closets. The primary suite is exceptional with an absolutely awesome ensuite spa-like bathroom and an extra large walk-in closet! The basement offers a legal two bedroom apartment complete with open concept kitchen and living room plus laundry facility and large windows and pot lights! Extra spacious detached 3+ car garage features another legal apartment in the loft above the garage again with two bedrooms, open concept living room and kitchen and a laundry facility and it also comes with lots of pot lights! Fabulous location - just around the corner from Frenchman's Bay public beach and park and also a wonderful marina and restaurant and shops!! More details
    Listed by RE/MAX REALTRON REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 903 Alanbury Crescent in Pickering: Liverpool E12541362 - House

    903 Alanbury Crescent Liverpool Pickering L1X 2S3
    Main Photo: 903 Alanbury Crescent in Pickering: Liverpool E12541362 - House

    903 Alanbury Crescent Pickering L1X 2S3 Liverpool

    $1,929,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12541362
    Bedrooms:
    8
    Bathrooms:
    4
    Tucked on a quiet court, this sought-after John Boddy-built home backs onto a private, treed ravine with sunny south exposure, offering a serene nature retreat. A double-door entry opens to a sunken foyer and an airy open-concept layout. The front living room features a bay window, and the bright, newly upgraded eat-in kitchen with island walks out to an oversized deck and secluded ravine-facing yard, ideal for relaxing or entertaining. The great room includes pot lights and a cozy fireplace and connects to a large versatile room perfect for dining, office, or playroom. A spiral staircase with skylight leads to 5 spacious bedrooms. The primary suite overlooks the ravine and includes a walk-in closet, double closet, and 5-piece ensuite. The walkout lower level offers a new full kitchen, 3 bedrooms, and direct yard access, providing excellent space for extended family, guests, or recreation. With a nature-facing backyard, perfect for a serene summer evening drink or a busy BBQ party . Large windows fill the home with natural light throughout. More details
    Listed by HOMELIFE TRADEMAX REALTY INC.
    LISTING DETAILS
    John Owen, Broker
    To access this listing,
    please create a free account

  • 4395 Westney Road N in Pickering: Rural Pickering E12529142 - House

    4395 Westney Road N Rural Pickering Pickering L1Y 1A2
    Main Photo: 4395 Westney Road N in Pickering: Rural Pickering E12529142 - House

    4395 Westney Road N Pickering L1Y 1A2 Rural Pickering

    $2,750,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12529142
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to this A One-of-a-Kind Private Country Estate. This extraordinary modern farmhouse is nestled on 7.91 acres, surrounded by nature and featuring a protected pond that attracts local wildlife. *Bonus* Detached 3-car garage, has a separate Guest Studio featuring an open concept living, dining, kitchen area, 3-piece bath, and walk-out to a private deck ideal for in-laws, or guests.The property offers a rare blend of privacy, elegance, and opportunity. The Main house is Over 3,000 Sq.Ft. of living space and includes 3 fireplaces , and 5 skylights. The large chefs kitchen has a center island and granite counters making it the perfect space for hosting many memorable gatherings.The large family room is wired for surround sound, has a wet bar and walk-out to an enclosed solarium. The show-stopping great room has beamed cathedral ceilings and walk-out to the patio. The modern glass stairway and skylight lead to the upper level where the luxurious primary bedroom has heated floors and a 5-piece spa ensuite, including a soaker tub. The 2nd bedroom has a walk-out to a private sundeck overlooking the tranquil pond. The main house is heated with an Energy-efficient geothermal heating/cooling system (2009) +propane.The barn is equipped with hydro, paddocks, a 2nd floor paradise for workshop pros, and an insulated art studio with views of the pond. The property is zoned agricultural and beautifully landscaped with perennial gardens, greenhouse, apple, pear, cedar trees plus private, peaceful walking trails. Located directly across from the Claremont Nature Centre and just minutes to Hwy 407, 412, and all minutes from city amenities. This estate offers a peaceful retreat without sacrificing convenience. Endless Possibilities, perfect for a multi-generational family, boutique event venue, destination dining experience or simply your own private escape from city congestion. Don't miss this opportunity to own a truly special property blending historic charm with modern luxury. More details
    Listed by ROYAL HERITAGE REALTY LTD.
    LISTING DETAILS
    John Owen, Broker
1-10/42
 <  123...5  > 
Data was last updated December 11, 2025 at 05:15 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.
Powered by myRealPage.com
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.