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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1-10/46
  • 1804 Woodview Avenue in Pickering: Highbush E12570646 - House

    1804 Woodview Avenue Highbush Pickering L1V 1L4
    Main Photo: 1804 Woodview Avenue in Pickering: Highbush E12570646 - House
    $3,349,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12570646
    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
    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
    $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.
    John Owen, Broker
  • 636 Annland Street in Pickering: Bay Ridges E12555698 - House

    636 Annland Street Bay Ridges Pickering L1W 1B1
    Main Photo: 636 Annland Street in Pickering: Bay Ridges E12555698 - House
    $1,999,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12555698
    Bedrooms:
    5
    Bathrooms:
    7
    Without Exaggeration - This Is One Of Pickering's Most Remarkable Homes On Sale, Welcome To 636 Annland Street, An Architectural Masterpiece Nestled Within Pickering's Prestigious Waterfront Community. Just Steps To Lake Ontario, Frenchmans Bay, Scenic Trails, And Exclusive Marinas, This Custom-Built Residence Redefines Modern Luxury Living. Showcasing Over 5,100 Sq. Ft. Of Meticulously Crafted Interiors Plus A 1,300 Sq. Ft. Rooftop, This Home Features Soaring 10 Ft Ceilings On The Main, 9 Ft On The Upper Level, And 10 Ft In The Basement. Exquisite Finishes Include Hardwood Floors, Glass Railings, Ambient LED Lighting, Built-In Speakers, Fireplaces, And Bespoke Cabinetry Throughout. The Main Level Features, A Versatile Office/Guest Suite With Custom Wall Unit And 3-Pc Bath, Formal Living Room With Gas Fireplace, Dinning Room With Built In Bar, Family Room Features, Track Light, Massive Wall Unit And a Gas Fireplace, Walkout To Balcony, A Designer Chefs Kitchen With Integrated Top-Tier Appliances, Built-In Coffee Station, Oversized Island, And A Separate Prep Kitchen, Completes The Level. Upstairs, The Opulent Primary Retreat Boasts A Private Balcony, Paneled Feature Wall, Spa-Inspired 5-Pc Ensuite With Radiant Heated Floors And Italian Tile, And A Boutique-Style Walk-In Closet With Custom Millwork. Each Additional Bedroom Offers A Walk-In Closet And Ensuite With Heated Floors And Designer Fixtures. A Sophisticated Hallway Bar Leads To The Expansive Rooftop Terrace, Designed For Grand Entertaining With Captivating Views. The Lower Level Walkout Offers Heated Floors, A Spacious Recreation Lounge, Kitchen Rough-In, Powder Room, And A Private Fifth Bedroom With Ensuite. Exterior Highlights Include An Interlocked No-Sidewalk Driveway, Professional Landscaping, And A Fully Fenced Backyard. 636 Annland Street Seamlessly Combines Elegance, Innovation, And The Coveted Charm Of Waterfront Living In One Of The Most Sought-After Locations. A lot Of Upgrades To List, Must See! More details
    Listed by HOMELIFE/MIRACLE REALTY LTD
    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
    $3,298,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12547170
    Bedrooms:
    8
    Bathrooms:
    5
    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.
    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
    $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.
    John Owen, Broker
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  • 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
    $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.
    John Owen, Broker
  • 1436 Highbush Trail in Pickering: Woodlands E12524582 - House

    1436 Highbush Trail Woodlands Pickering L1V 1N5
    Main Photo: 1436 Highbush Trail in Pickering: Woodlands E12524582 - House
    $2,250,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12524582
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to this custom built, Victorian farmhouse-style home on a double premium lot backing onto tranquil Petticoat Creek in one of Pickering's most desirable neighbourhoods. This 4 bedroom, 2 storey home features an inviting wrap-around porch that offers the perfect place to relax and unwind. Walking through the front door, the magnificent wooden staircase rises before you & is banked by the formal living and dining rooms. It is the ideal space for entertaining, featuring hardwood floors, detailed millwork & high ceilings. The hallway leads to an open-concept kitchen & family room to expand your entertaining area & forms the heart of the home. The large windows showcase the lush ravine & fill the space with natural light. The double-sided fireplace adds warmth & charm throughout the area & into the adjoining den. Accessible from the family room is the main floor laundry room, which provides access to outside. Upstairs, 4 spacious bedrooms provide comfort & privacy. The primary suite offers a serene retreat with a large walk-in closet, ensuite bath & a ravine view. A unique feature of the 2nd floor is a linen closet with a laundry chute to the laundry room. Downstairs is a large entertainment room featuring a walk out to the ravine & accommodates a pool table, games table, a comfortable area to watch TV & an area ready for a bar of your design. This level also has a laundry room, 3 pc washroom, a room for crafting & relaxing, a storage room & a workroom, with sink & additional storage. Outdoors, the property continues to impress with an oversized detached 2 car garage, mature trees & a large private yard for relaxation & entertaining while listening to the gentle sounds of Petticoat Creek. Located close to parks, trails, library, schools, transit, shopping, & only minutes from Toronto, this home offers a rare blend of natural beauty, privacy, & convenience. A perfect balance of Victorian farmhouse elegance & modern living - truly a place to call home. More details
    Listed by ROYAL LEPAGE CONNECT REALTY
    John Owen, Broker
  • 415 Sheppard Avenue in Pickering: Woodlands E12523754 - House

    415 Sheppard Avenue Woodlands Pickering L1V 1E6
    Main Photo: 415 Sheppard Avenue in Pickering: Woodlands E12523754 - House
    $2,799,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12523754
    Bedrooms:
    7
    Bathrooms:
    6
    Welcome To 415 Sheppard Ave Located In Prestigious Woodlands. This Custom 5+2 Bedroom, 6 Bathroom Home Boasts Over 7,500 Sqft Of Above Ground Living Space. Step Into The Californian Open Concept Grand Main Floor, Backsplit To Soaring 15 Ft Ceilings In Family Room and Designer Kitchen, With 3 Elevated South Facing Garden Doors With Transoms For A Sun Filled Home. Chefs Kitchen With Top of The Line Sub Zero Fridge and Wolf Range, Custom Vent Hood, 12 X 8 Island Accented By Suspended Waffle and Floor To Ceiling Cabinets. The Main Floor Also Includes A Formal Dining Room, Office, And 2 Elevated Living Rooms Finished With Large Bookmatch Tile and Herringbone Hardwood Throughout. Spacious Master Bedroom With Juliette Balcony Has A Spa Oasis W/ 5 X 7 Shower and Soaker Tub, Accessible to W/I Closet With Centre Island. Additional Spacious Bedrooms Surround A Central Study Nook With Large Skylight Open To 3rd Floor Loft Retreat With A Large 22 X 22 Room Plus Covered Balcony Overlooking The Rouge Forest. An Entertainers Dream! Basement Features An Open Rec Area With Walkout To Backyard, Theatre Room, Nanny Suite, Guest Br/Gym All Equipped With 2 Bathrooms. Backyard Bliss With South Facing 16 X 32 Saltwater Pool And Two Large Sports Pads For Trampoline, Basketball, Etc. Accented By Mature Willow Tree, Dozens Of Cedar Trees And Turf So No Grass Avoiding Excess Lawn Maintenance. Perfect For Families, In Top Ranked EB Phin School District and Steps To Dunbarton and St. Mary's Highschools. No Expenses Spared - Over 200 Potlights, 200 Amp Service, Fully Spray Foamed, Wood Interior Doors, 9 1/4 Baseboard and Crown Mouldings, And More. Must See For Yourself! More details
    Listed by BEG BROTHERS REAL ESTATE
    John Owen, Broker
  • 4655 Sideline 6 in Pickering: Rural Pickering E12519168 - House

    4655 Sideline 6 Rural Pickering Pickering L1Y 1A2
    Main Photo: 4655 Sideline 6 in Pickering: Rural Pickering E12519168 - House
    $2,749,898
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12519168
    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.
    John Owen, Broker
  • 700 Hillcrest Road in Pickering: West Shore E12515648 - House

    700 Hillcrest Road West Shore Pickering L1W 2P1
    Main Photo: 700 Hillcrest Road in Pickering: West Shore E12515648 - House
    $2,850,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12515648
    Bedrooms:
    4
    Bathrooms:
    5
    A truly spectacular opportunity in the prestigious West Shore community! Designed and owned by an artist, this home showcases exceptional attention to detail and craftsmanship throughout. Every element has been thoughtfully curated, featuring high-quality finishes and custom-made features - including a stunning kitchen, luxurious bathrooms, unique designer tiles and beyond. This custom home showcases over 4,400 sq. ft. of refined luxury, designed for both grand entertaining and comfortable family living. From the striking curb appeal with black-framed windows and a timeless combination of natural stone and stucco, every detail speaks to quality and sophistication. Step inside to an impressive open-concept layout filled with natural light and elegant finishes. Expansive principal rooms on the main level feature soaring 10-ft ceilings, wide-plank hardwood floors, and a custom-crafted fireplace mantle that serves as a stunning focal point. The chefs kitchen is a culinary masterpiece with top-of-the-line appliances, quartz countertops, an oversized island, servery, and a walk-in pantry perfect for hosting gatherings in style. The upper level offers 9-ft ceilings and a private primary retreat complete with a bar area, generous walk-in closet, and a spa-inspired ensuite with luxurious finishes. Spacious bedrooms, each with custom closet organizers, ensure comfort for family and guests, while the second-floor laundry room adds convenience. The fully finished lower level expands the living space with a gas fireplace, a full 3-piece bath, and endless possibilities for recreation or relaxation. Outside, the private backyard is designed for entertaining with a large patio and BBQ gas line, creating the ideal setting for summer evenings. Enjoy the unmatched lifestyle of West Shore steps to the lake, waterfront trails, parks, and top-rated schools, with easy access to shopping and Highway 401. More details
    Listed by RIGHT AT HOME REALTY
    John Owen, Broker
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Data was last updated November 27, 2025 at 04:15 PM (UTC)
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