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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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432 Sheppard Avenue in Pickering: Woodlands E13580966 - House
432 Sheppard Avenue Pickering L1V 1E5 
$2,689,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13580966
- Bedrooms:
- 6
- Bathrooms:
- 7
A landmark custom residence by Zippy Custom Homes, where timeless elegance, exceptional craftsmanship and contemporary design come together in one of Pickering's most coveted neighbourhoods. This distinguished home offers 6 bedrooms, 7 bathrooms, 2 kitchens, a 3-car garage and parking for up to 10 vehicles. A grand foyer introduces beautifully proportioned living and dining spaces with soaring 10-ft ceilings, abundant natural light and refined architectural detailing throughout. Behind elegant double doors, the dramatic 14-ft executive office creates an impressive work-from-home retreat. The family room captures beautiful backyard views and flows effortlessly into a chef-inspired designer kitchen created for everyday living and memorable entertaining. The luxurious primary suite is a private sanctuary with a spa-inspired 6-piece ensuite and oversized walk-in closet, while each additional bedroom enjoys its own ensuite and generous walk-in closet. Thoughtful features include a dedicated home theatre, second-floor laundry, built-in speakers, remote-controlled blinds, glass railings, more than 200 pot lights and a professionally installed 6-camera security system. Outdoors, an expansive backyard and premium composite deck extend the living space, offering an exceptional setting for gatherings or quiet relaxation. The professionally finished lower level includes a private 2-bedroom apartment with its own kitchen and separate entrance, providing outstanding flexibility for extended family, guests or income potential. Every element has been carefully considered to balance beauty with function, from the elegant finishes and impressive ceiling heights to the seamless layout designed for modern family life. Meticulously built with uncompromising attention to detail, this rare statement residence delivers remarkable scale, privacy, comfort and enduring luxury. More detailsListed by CENTURY 21 LEADING EDGE REALTY INC.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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3680 Westney Road in Pickering: Rural Pickering E13572398 - House
3680 Westney Road Pickering L0H 1H0
$4,999,999Residential Freehold- Status:
- Active
- MLS® Num:
- E13572398
- Bedrooms:
- 5
- Bathrooms:
- 2
Unlock the potential of approximately 10 acres of prime development land, strategically positioned within the Town of Pickering's North East Secondary Plan-an exceptional opportunity for developers, builders, land bankers, and visionary investors.Ideally situated at the highly visible corner of Highway 7 and Westney Road, the property offers approximately 519feet of frontage along Highway 7 and 677 feet along Westney Road, providing outstanding exposure, accessibility,and future development flexibility in a rapidly expanding urban area.Adding immediate value is a spacious and well-maintained 4-bedroom, 4-bathroom, 4-level split residence, ideal for generating rental income, housing staff, or occupying while development applications and planning are underway.Surrounded by existing and future residential communities, major transportation corridors, schools, parks, shopping,transit, and planned infrastructure, this property is perfectly positioned to benefit from Pickering's continued growth and long-term appreciation.Whether you're looking to develop now, secure a strategic landholding, or invest in one of the GTA's most promising future communities, opportunities of this size, location, and potential are exceptionally rare. 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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81 Woodview Drive in Pickering: Rougemount E13568984 - House
81 Woodview Drive Pickering L1V 1L1
$1,949,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13568984
- Bedrooms:
- 5
- Bathrooms:
- 4
Welcome to 81 Woodview Dr., a grand custom home backing onto Rouge National Urban Park, just 30 minutes from downtown Toronto. Set on an impressive 93-ft lot with excellent privacy, this stately residence offers over 5,300 sq. ft. above grade plus a full basement. Freshly professionally painted with no occupants since completion, and featuring major updates including roof, HVAC, water heaters, garage doors, and professionally refinished and re-caulked windows, this home is truly move-in ready while offering room to personalize. Woodview Drive is known for its charming custom homes, large lots, and the absence of through traffic, creating a quiet, safe, and private setting. Four of the five oversized bedrooms feature their own private ensuites, while the main-floor bedroom with ensuite is ideal for in-laws or guests. Enjoy summer days in the well-maintained saltwater pool with sought-after southern exposure, and take advantage of direct access to Rouge National Urban Park's trails and natural beauty. A rare opportunity to own a spacious, well-maintained home in a sought-after community at an exceptional value. More detailsListed by RE/MAX WEST REALTY INC.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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4395 Westney Road N in Pickering: Rural Pickering E13560738 - House
4395 Westney Road N Pickering L1Y 1A2
$2,750,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13560738
- 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 an Upper Seasonal Guest Studio featuring an open concept living, dining, kitchen, 3-piece bath, & W/O 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, with 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).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.Don't miss this opportunity to own a truly special property blending historic charm with modern luxury.*Photographed when Property Previously Staged. More detailsListed by ROYAL HERITAGE REALTY LTD.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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1829 Appleview Road in Pickering: Dunbarton E13559706 - House
1829 Appleview Road Pickering L1V 1T7
$2,080,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13559706
- Bedrooms:
- 5
- Bathrooms:
- 4
Tucked away on a stunning, tree-lined lot in the prestigious Dunbarton community, this beautifully reimagined residence blends timeless character and a thoughtfully designed living space for everyday family living and effortless entertaining. From the moment you arrive, the mature landscaping and exceptional curb appeal create an unforgettable first impression. Inside, a one-of-one floor plan unfolds into warm, light-filled living spaces highlighted by a dramatic double-height family room. Whether hosting intimate dinners or holiday celebrations, the spacious layout connects seamlessly to inviting living spaces that feel both elegant and comfortable. When you step outside you discover your own private resort. Surrounded by mature trees for exceptional privacy, this remarkable backyard was designed for making memories-from relaxing beside the saltwater in-ground pool and unwinding in the hot tub to enjoying evenings around the wood-burning fireplace and authentic pizza oven. Enjoy the detached three-car garage with a workshop, generous parking, and an unbeatable location just minutes from top-rated schools, parks, walking trails, shopping, restaurants, Highway 401 and GO Transit. The triple-car garage and deep driveway provides parking for 15. Truly a rare gem of a residence. More detailsListed by WE REALTY- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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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 1/2 ACRE Lot (21033.50 sq. ft). 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. 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 ref. 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
Data was last updated July 19, 2026 at 02:15 AM (UTC)
Pickering Real Estate - John Owen
Broker, REMAX Impact Realty, Brokerage
Contact Me
1413 King St E
Courtice, ON, L1E 2J6