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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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492 Rougemount Drive in Pickering: Rosebank E13553350 - House
492 Rougemount Drive Pickering L1W 2B9 
$2,499,999Residential Freehold- Status:
- Active
- MLS® Num:
- E13553350
- Bedrooms:
- 7
- Bathrooms:
- 7
A truly one-of-a-kind custom luxury home nestled on a ravine lot just minutes from the beach. This meticulously upgraded home blends refined design, advanced technology, and exceptional craftsmanship throughout. Features include 10-ft ceilings, 8-ft doors, hardwood flooring, granite finishes, and two full master suites-one on each level. Enjoy a state-of-the-art audio system, high-speed networking throughout, custom millwork, and thoughtfully designed living spaces including a theatre room, home office, and finished walk-out basement. The chef's kitchen showcases Wolf, Miele, and JennAir appliances, a large island with a secondary sink, and a full pantry/serving area. The Great Room stuns with a custom dome ceiling, fireplace feature wall, and seamless indoor-outdoor flow. Step outside to a professionally landscaped backyard oasis with a700-sq-ft entertainment pad, water features, firepit, gazebo, glass railings, and LED lighting all backing onto a serene creek. Additional highlights include dual furnaces & A/Cs, tankless water heaters, smart security system, custom closets, and a heated entrance. An extraordinary home offering luxury, privacy, and modern living in one of Pickering's most sought-after neighborhoods. See Attached List Of All Upgrades$$$ In Landscaping, 26 Invisible Stealth Speakers, 2 Furnaces, 2 Air Conditioners, Hunter Douglas Blinds Throughout, Room In Basement For Kitchen, Basement Theatre Room. More detailsListed by HOMELIFE SILVERCITY REALTY INC.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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1598 Oakburn Street in Pickering: Highbush E13553224 - House
1598 Oakburn Street Pickering L1V 6M9
$2,059,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13553224
- Bedrooms:
- 5
- Bathrooms:
- 6
Spectacular Custom-Built Home Situated On A Premium 60 x 150 Ft Lot Offering Exceptional Space, Quality & Versatility. Featuring A Grand Foyer With Skylight & Elegant Spiral Staircase, Hardwood Floors Throughout, Spacious Principal Rooms & A Custom Gourmet Kitchen With Granite Countertops. Every Bedroom Features Its Own Ensuite Bathroom & Walk-In Closet. Professionally Finished Walk-Out Basement Complete With A Second Kitchen, Recreation Room, Custom Bar, Built-In Home Theatre, Gym & 3-Piece Bathroom, Ideal For Extended Family Or Multi-Generational Living. Step Outside To Your Private Backyard Retreat Featuring A Two-Tier Deck, Hot Tub, Outdoor Kitchen & Beautiful Entertaining Space. Stunning U-Shaped Driveway With No Sidewalk Accommodates Up To 15 Vehicles, Plus A 3-Car Tandem Garage & Carport. Recent Upgrades Include New Front Entry Door, Fresh Paint, Modern Pot Lights, Faux Wood Blinds & Many Additional Improvements. An Exceptional Opportunity To Own A One-Of-A-Kind Home Offering Luxury, Functionality & Outstanding Indoor And Outdoor Living In A Highly Desirable Setting. More detailsListed by CENTURY 21 KINGDOM REALTY INC.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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1488 Rosebank Road in Pickering: Woodlands E13544892 - House
1488 Rosebank Road Pickering L1V 1P4
$2,288,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13544892
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to a "Home & Garden" on a T-Shape of 21033.50 sq. ft. lot. This is an elegant gem hidden by the lush front garden and set against a manicured back garden with an abundance of shrubs, plants, flowers, and trees, creating a cottage-like atmosphere, where privacy, peace and tranquility prevail. The house was renovated and extended with excellence in aesthetics, function, and structure. The materials are of good quality, including top-of-the-line windows and doors. The layout is spacious and imaginative, with high ceilings, including the basement, with a series of skylights. The enormous living and TV area is lit by large windows, as are other parts of the house, where careful thoughts were given to light and shade. The dining area is the strategic center of interest, as from here one can enjoy the colourful garden during summer and a Christmas wonderland during winter. The modern kitchen with a large natural quartz countertop is served by high-quality appliances. On the upper floor, the bedrooms are of good size and well finished. The basement floor is insulated. The garage is fully insulated, providing enhanced temperature control and protection for vehicles. A new furnace was installed in 2025, and the attic has R60 insulation. This magnificent home has been meticulously maintained and upgraded by the owners over the years. Conveniently located near grocery stores, restaurants, banks, primary and high schools and private Montessori school, and also within 10 minutes drive to Rosebank Station, Rouge Beach, Conservation Park and Bay /west Park. With a land area of 21033.50 sq. ft. sq. ft. and the existing house has 2,800 sq. ft. (excluding the finished basement), there is room for further extension, provided it is in compliance with the Planning & Building Bylaw. In addition, a separate bungalow with about 1,600 sq. ft. that has a connection to the main house is permissible. ** Drone views are marked up for reference and a couple of pics are virtually staged. More detailsListed by HARVEST REALTY LTD.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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369 Toynevale Road in Pickering: Rosebank E13544326 - House
369 Toynevale Road Pickering L1W 2G9
$2,250,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13544326
- Bedrooms:
- 5
- Bathrooms:
- 4
Home custom-made in 2015, Urban retreat/mins to Toronto in coveted area/walk to lake & conservation areas, parks, shopping, transit & schools/stunning design w/5600 sf liv/entertainment area & dressed to impress/featuring hardwood & porcelain tiles thru-out, vaulted & cathedral ceilings, Custom B.I. cabinetry, Servers, Bookcases, Fireplaces, Floating Staircases, Home Theatre/Finished Lower Level W/Access to garages/skylights, Stone countertops/Fully Fenced & Landscaped Mature Lot... Gar Dr Opener & Remote(S), Bbq Bib, Upgraded trim, Baseboards, Plumbing Fixtures, 9,10,12 & 22 & Coffered Ceilings. More detailsListed by HOMELIFE/MIRACLE REALTY LTD- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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3405 Sideline 4 Road in Pickering: Rural Pickering E13538946 - House
3405 Sideline 4 Road Pickering L1X 0A3
$3,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13538946
- Bedrooms:
- 6
- Bathrooms:
- 7
Crafted by award-winning Fourteen Estates, this extraordinary custom bungalow offers over 7,000 sq. ft. of impeccably finished living space on a professionally landscaped 1.5-acre estate in prestigious Barclay Fieldstone Estates. Overlooking a pond with a waterfall, fountain, and wooded backdrop, this exceptional property offers the perfect blend of luxury, privacy, and natural beauty. Designed for sophisticated living and effortless entertaining, the home showcases a spectacular great room with beam-lined cathedral ceilings, coffered detailing, custom built-ins, and a stunning stone gas fireplace. The designer kitchen is beautifully appointed with custom cabinetry, granite countertops, a substantial centre island, premium stainless steel appliances, abundant workspace, and a breakfast area that opens seamlessly to the outdoors. A formal dining room with rich hardwood flooring and crown moulding provides an elegant setting for memorable gatherings. The luxurious primary retreat boasts a gas fireplace, walk-in closet, and spa-inspired ensuite with heated floors, soaker tub, and oversized glass shower. Two additional main floor bedrooms and main floor laundry complete the thoughtfully designed main level. The walkout lower level is an entertainer's dream, offering a spacious recreation room with a stone gas fireplace, second kitchen with wine cellar, theatre room, fitness studio, and two bedroom suites, each with a private 3-piece ensuite and walk-in closet. Luxury upgrades include a Crestron smart home system, integrated intercom, sprinkler system, hot tub, and dual gas BBQ line, plus an oversized seven-car garage. Adding exceptional future value, the City of Pickering has approved plans and permits for a private second-storey suite above the garage - featuring two bedrooms, two bathrooms, a kitchen, laundry, and living area. A truly exceptional estate showcasing outstanding craftsmanship, timeless design, and an unparalleled luxury lifestyle. More detailsListed by RE/MAX Rouge River Realty Ltd.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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5321 Old Brock Road in Pickering: Rural Pickering E13534714 - House
5321 Old Brock Road Pickering L1Y 1A1
$2,999,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13534714
- Bedrooms:
- 5
- Bathrooms:
- 7
Two-year new custom-built, gated estate offering 8,700+ sq. ft. of finished living space at the Durham-York border: just 7 minutes to Hwy 407. Electronic gates open to a fully fenced property (approx. 150 ft metal front + 600 ft wood), double garage + double carport, EV charger, and parking for 40+ vehicles. Inside: 20-ft foyer ceilings, statement chandelier, and a full-height glass staircase; double-sided fireplace; open-to-above family room; whole-home automation with built-in speakers and 40+ motorized blinds. Chef's kitchen with dual islands, Jenn-Air appliances, 48" cooktop, and twin pantries. Four upper bedrooms each with private balcony, spa ensuite, and custom walk-in; second-floor laundry. Finished lower level with theatre, gym, rec room, and guest suite. Comfort upgrades include two brand-new, efficient cold-climate heat pumps. Resort-style backyard with Zen garden, 3 decks, 1,000-sq.-ft. patio, basketball court, and playground. More detailsListed by HIGHPOINT HOMES REALTY- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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3395 Pickering Uxbridge Townline in Pickering: Rural Pickering E13533054 - House
3395 Pickering Uxbridge Townline Pickering L1Y 0A5
$5,900,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13533054
- Bedrooms:
- 7
- Bathrooms:
- 5
There are properties that impress. And there are properties that change the way you live. Set across an extraordinary 62 acres, this custom-built estate offers something few properties can: the freedom to live without compromise. Completed in 2018, the residence was thoughtfully designed to complement the landscape rather than compete with it. Over 7400 sqft of living space which feels open, welcoming, and constantly connected to what lies beyond the glass. Expansive windows invite the outdoors in, while a chef's kitchen appointed with premium Miele appliances creates a natural gathering place for everyday living and effortless entertaining. Outside, the landscape becomes the true centerpiece. Your private man-made pond, complete with its own sandy beach, transforms ordinary afternoons into something that feels worlds away from the city. Whether you're enjoying a quiet morning by the water, hosting summer gatherings along the shoreline, or watching the sunset reflect across the pond, every day feels like a retreat. Beyond the home, an impressive 3200 square foot heated workshop opens the doors to endless possibilities. Whether you're a collector, craftsman, entrepreneur, or simply someone who values exceptional space, it offers the flexibility rarely found on residential properties -not to mention the cabin that is surrounded by lush green space which will have you camping in your own backyard. This is a property that grows with you. A place where children can roam freely, where generations gather for holidays, where passions have room to flourish, and where memories are made against a backdrop that will never go out of style. Because true luxury isn't measured in square footage. It's measured in mornings without noise. In evenings without interruption. In land that offers freedom today-and possibilities for generations to come. This is more than a beautiful home. It's a place your family will remember. It's a legacy property. More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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901 Wingarden Crescent in Pickering: Dunbarton E13531810 - House
901 Wingarden Crescent Pickering L1V 7C5
$2,379,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13531810
- Bedrooms:
- 7
- Bathrooms:
- 6
From the moment you step inside, you'll be impressed by the exceptional craftsmanship, luxurious finishes, and attention to detail throughout this custom-built home. Featuring a bright open-concept design with hardwood flooring throughout, elegant waffle ceilings, crown moulding, custom chandeliers, and a stunning modern glass staircase, this home perfectly blends style and functionality.The chef-inspired kitchen is the heart of the home, complete with stainless steel appliances, a custom range hood, and an oversized centre island ideal for entertaining and everyday living.Offering 4+3 spacious bedrooms and 6 bathrooms, this home provides exceptional space for large or growing families. A main floor office offers the perfect work-from-home setup, while a private balcony adds an extra touch of luxury.The fully finished walk-out basement features a second kitchen, additional bedrooms, and generous living space, making it ideal for extended family or multi-generational living.Located in one of Pickering's most prestigious communities, just minutes to Highway 401, top-rated schools, shopping, restaurants, parks, and all major amenities, this exceptional property offers luxury, comfort, and convenience in one remarkable package. A true must-see! More detailsListed by RE/MAX HALLMARK REALTY LTD.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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661 Front Road in Pickering: Bay Ridges E13531624 - House
661 Front Road Pickering L1W 1N9
$2,390,888Residential Freehold- Status:
- Active
- MLS® Num:
- E13531624
- Bedrooms:
- 5
- Bathrooms:
- 4
Experience luxury living just steps from the scenic beauty of Frenchman's Bay. Fully renovated with exceptional attention to detail, this stunning home blends elegant design with resort-style outdoor living. The professionally landscaped backyard is a private oasis featuring an in-ground pool, custom outdoor kitchen with granite countertops, farmhouse sink, stainless steel cabinetry, porcelain tile accents, and a covered pergola, perfect for entertaining. Inside, the chef-inspired kitchen showcases built-in oversized refrigerators, a large centre island, and premium finishes. The open-concept living space is enhanced by a sleek electric fireplace and custom acoustic feature wall. The spacious primary suite offers a spa-inspired ensuite and an oversized private balcony with beautiful views toward Frenchman's Bay and spectacular sunsets. A second-floor laundry adds everyday convenience. The finished lower level features a separate entrance, its own laundry, and luxury vinyl flooring, offering excellent flexibility for extended family or future income potential. A rare opportunity to own a beautifully upgraded home in one of Pickering's most desirable locations, offering luxury, comfort, and exceptional indoor-outdoor living. More detailsListed by RE/MAX CROSSROADS REALTY INC.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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832 Sheppard Avenue in Pickering: Woodlands E13530404 - House
832 Sheppard Avenue Pickering L1V 1G5
$1,999,999Residential Freehold- Status:
- Active
- MLS® Num:
- E13530404
- Bedrooms:
- 6
- Bathrooms:
- 7
Welcome to this exceptional custom built residence offering luxurious above grade living space, plus a fully finished walkout basement. Thoughtfully designed for both family living and entertaining, this stunning home features 4 spacious bedrooms, 5 bathrooms, upper level laundry, elegant formal living and dining rooms, a main floor office and a sun-dashed filled family room with a fireplace. The chefs kitchen is appointed with a quartz countertop, premium appliances and a bright breakfast area, while hardwood flooring, pot-lights and a striking wrought iron staircase elevate the homes timeless design. The fully finished walk out basement offers incredible in-law or multi-generational living potential, with a separate entrance, full kitchen, spacious living area with a fireplace, full bathroom, additional powder room, laundry room and direct access to the private backyard. Enjoy outdoor living on the large deck over looking the yard. Completing this exceptional property is a large interlocked drive-way and a double car garage. Ideally located close to excellent schools, parks, shopping. restaurants, go station, public transit and highway 401. A rare opportunity to own a beautifully crafted custom home in a prime Pickering location. More detailsListed by PINNACLE ONE REAL ESTATE INC.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
Data was last updated July 13, 2026 at 03:15 AM (UTC)
Pickering Real Estate - John Owen
Broker, REMAX Impact Realty, Brokerage
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