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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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830 Fairview Avenue in Pickering: Bay Ridges E13672572 - House
830 Fairview Avenue Pickering L1W 1M8 
$2,250,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13672572
- Bedrooms:
- 4
- Bathrooms:
- 5
Beautiful 3+1 bedroom, 5-bathroom, Rubinoff Design Group custom-built water view home on Frenchman's Bay, offering over 5,100 sq ft of exceptional living space. A truly impressive residence designed for both everyday living and entertaining, with soaring 10' and 12' ceilings on the main floor and 9' ceilings on the second, with 8' exterior and interior doors. The sunken entryway welcomes you with immediate views of the Bay. The open-concept main floor features spacious dining and living rooms, gourmet chef's kitchen with high-end appliances, an oversized island with breakfast bar, and a sunken family room with a gas fireplace and walkout to the backyard deck with BBQ. The double-car garage features epoxy flooring and a bonus third garage door, ideal for a home gym, workshop, or car enthusiast. Upstairs, the spacious primary suite offers a massive walk-in closet/dressing room, luxurious 5-piece ensuite, and a separate office that could be used as a nursery or additional walk-in closet. Enjoy the second-floor wet bar with fridge and walkout to covered roof-top terrace offering panoramic west-facing views of Frenchman's Bay, the lake, and spectacular sunsets, complete with a gas fireplace and TV. A second bedroom with 4pc ensuite and a third bedroom with walkout to balcony and a 4pc semi-ensuite complete the second floor. The finished basement offers a fourth bedroom, 3pc bathroom, kitchen, dining and living areas, above-grade windows, and a full projection home theatre. The ultimate entertainer's retreat continues outside to a fully landscaped backyard featuring an inground pool with waterfall, hot tub, and walkout to a scenic walking trail leading to the Bay. A rare opportunity to enjoy luxury, privacy, and breathtaking waterfront views in one exceptional home. More detailsListed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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3315 Hwy 7 Highway in Pickering: Rural Pickering E13673826 - House
3315 Hwy 7 Highway Pickering L1X 2W3
$2,800,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13673826
- Bedrooms:
- 1
- Bathrooms:
- 1
PRIME 6.58-ACRE STRATEGIC LAND HOLDING IN PICKERING! Exceptional opportunity positioned directly in the path of rapid urban expansion. This massive land parcel features fantastic frontage on Highway 7 with quick access to Highway 407. Currently offering a 1-story detached bungalow built in 1950-ideal for generating steady holding/rental income while you hold the land. Strategic future development upside in a prime Durham Region growth corridor. Sold strictly "as-is". Buyer to verify all future land-use potential, utilities, and development timelines directly with the City of Pickering. More detailsListed by RIGHT AT HOME REALTY- 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 E13669006 - House
5321 Old Brock Road Pickering L1Y 1A1
$2,699,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13669006
- Bedrooms:
- 5
- Bathrooms:
- 7
NEARLY NEW CUSTOM-BUILT GATED ESTATE offering over 8,700 sq. ft. of finished living space on expansive, fully fenced grounds approximately 147 x 332 ft at the Durham-York border, just 7 minutes to Hwy 407. Built approximately two years ago, this residence combines grand-scale luxury with extensive modern upgrades and smart-home technology. Electronic gates open to a double garage, double carport, EV charger and parking for 40+ vehicles. Inside, a dramatic 20-ft foyer with statement chandelier and full-height glass staircase sets the tone. The main level features a double-sided fireplace, open-to-above family room, built-in speakers, whole-home automation and 40+ motorized blinds. The chef's kitchen showcases dual islands, JennAir appliances, a 48-in. cooktop and two pantries. All four upper bedrooms are designed as private suites, each with its own balcony, spa-inspired ensuite and custom walk-in closet, plus second-floor laundry. The home offers 7 bathrooms, including a powder room and 3-piece basement bath. The fully finished walk-out lower level offers a home theatre, gym, recreation room and private guest suite. Two recently installed high-efficiency cold-climate heat pumps provide year-round comfort. Outside, enjoy resort-inspired grounds with a Zen garden, three decks and playground. Final exterior enhancements are currently being completed, including an approximately 1,000-sq.-ft. patio and custom basketball/sport court. See renderings for the proposed finished design. More detailsListed by HIGHPOINT HOMES REALTY- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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506 Rougemount Drive in Pickering: Rosebank E13658730 - House
506 Rougemount Drive Pickering L1W 2B9
$2,599,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13658730
- Bedrooms:
- 6
- Bathrooms:
- 6
Welcome home to 506 Rougemount Drive, set on one of Pickering's most coveted streets and backing directly onto the protected Rouge Valley. This exceptional ultra-modern residence offers nearly 4,000 square feet above grade, complemented by a fully finished walk-out lower level designed for seamless multi-generational living, along with a three-car garage featuring a tandem configuration. From the moment you arrive, the home's presence is undeniable, defined by clean architectural lines, expansive windows, and a refined facade set against a private natural backdrop. Inside, thoughtfully designed living spaces offer elevated finishes, generous principal rooms, and a layout that balances everyday comfort with upscale entertaining. The main level is filled with natural light and anchored by a sophisticated kitchen with premium materials and timeless design. The upper level features four spacious bedrooms with ensuite access, including a beautifully appointed primary retreat complete with a spa-inspired five-piece bath. The walk-out lower level offers a fully contained two-bedroom in-law suite, ideal for extended family or flexible living arrangements. Positioned on a premium ravine lot, the property offers a rare lifestyle defined by privacy, open views, and direct connection to nature, where sunsets and surrounding wildlife become part of the everyday experience. Conveniently located within close proximity to GO Transit and Highway 401, this home provides efficient access to the downtown core while being just moments from waterfront trails, cycling routes, and scenic green space. More detailsListed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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576 Oakwood Drive in Pickering: Rosebank E13650454 - House
576 Oakwood Drive Pickering L1W 2W7
$1,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13650454
- Bedrooms:
- 6
- Bathrooms:
- 6
Resting on a 50 by 155 foot lot in Rosebank, the most desirable area of Pickering. With just over 3,500 square feet above grade, with a further 1,660 finished below. Stone and brick, with no sidewalk and parking for six to eight cars. An Irrigation system in the front and rear keeps your lawn green all summer long with security throughout. Inside, a main floor office and a dining room sized for the holidays. The kitchen has ample cabinetry and granite tops throughout centered by a wide island, glass tile backsplash, 36 inch Miele gas range, opening to a breakfast area with a full built in pantry and a walkout to the garden. Beyond it the family room sits under a coffered ceiling and holds the gas fireplace. The lower level carries two households worth of space. A two bedroom apartment with its own entrance, so it never crosses the house. Beside it, kept separate, a room with a full bathroom and steam shower, a gym today and as easily a studio or a guest suite. Upstairs, four bedrooms and three bathrooms. The primary runs over 400 square feet under vaulted ceilings, with a full walk in closet and a six piece ensuite with its own toilet room. The three bedrooms that follow it take light from the front and from the garden side. Behind the house, a granite patio and a covered gazebo, with lawn enough left for a pool and mature planting along the fence line. The lot runs 155 feet deep, with a separate 16x16 tiered shed. The waterfront trail starts at the foot of the neighbourhood and runs to Rouge Beach. You are steps away from parks and the region's best Montessori's. All local amenities are walking distance away. Minutes to the Toronto Zoo, the Rouge National Urban Park, Rouge Hill GO and Highway 401 and 407. More detailsListed by THE AGENCY- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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711 Hillview Crescent in Pickering: West Shore E13647744 - House
711 Hillview Crescent Pickering L1W 2R6
$2,300,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13647744
- Bedrooms:
- 5
- Bathrooms:
- 6
Brand New, Never-Been-Lived In, Gorgeous Custom-Built 3-Storey Dream Home W/ The Highest Quality Design, Finishes& Features, Complete With A Rough-In For A Residential Elevator. With Over 4600Sq Ft Of Above Grade Luxury Living Space + Basement with a separate walk-up entrance. This Home Is Truly An Entertainer's Dream, Loaded with Upgrades. An Unparalleled Coalescence Of Modernity & Contemporary Warmth Throughout This Magnificent Custom Home. Live & Play In This Emerging Waterfront Community, 5 minute walk to the lake and just 20 Mins Fr Downtown Toronto. Elevate your family in this outstanding custom residence by Wiltshire Homes. Experience an abundance of luxurious and practical features, backed by New Home Tarion Warranty. More detailsListed by KELLER WILLIAMS ADVANTAGE REALTY- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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732 W Shore Boulevard in Pickering: West Shore E13585324 - House
732 W Shore Boulevard Pickering L1W 2V1
$2,900,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13585324
- Bedrooms:
- 7
- Bathrooms:
- 5
Experience refined waterfront community living in this extraordinary over 6000 sq ft of living space (4844 above-ground), custom luxury residence. Showcasing a spectacular 20-foot ceiling in the family room, elevator access to all levels including the garage, and a rare third-floor primary retreat, this one-of-a-kind home is thoughtfully designed to blend architectural grandeur with exceptional everyday living. An impressive eight-vehicle parking capacity provides exceptional convenience for both everyday living and entertaining. Perfectly positioned to capture natural light from sunrise to sunset, soaring windows illuminate beautiful living spaces, where timeless design and premium finishes create an atmosphere of effortless elegance. At the heart of the home, the chef-inspired kitchen is a true showpiece, featuring premium Wolf appliances, an oversized island, separate prep kitchen, breakfast nook, serving station, and wet bar-creating the perfect setting for both intimate family moments and unforgettable entertaining. The second level offers four spacious bedrooms, each with direct ensuite access, while the private third-floor primary retreat serves as a luxurious sanctuary complete with its own balcony, an expansive walk-in closet and a spa-inspired ensuite featuring dual rainfall showers, an integrated steam shower, and heated floors. The bright, mostly above-grade basement is a standout feature, offering the rare combination of soaring 10-foot ceilings, oversized windows, a full kitchen, a cozy fireplace, and a separate entrance. This thoughtfully designed space delivers exceptional flexibility for multi-generational living, guest accommodations, or income potential. Step outside to a beautiful backyard oasis surrounded by mature trees, where expansive deck, generous green space, and natural gas connections for both a BBQ and fire pit create an inviting backdrop for effortless outdoor entertaining in all seasons. More detailsListed by ROYAL LEPAGE VISION REALTY- John Owen, Broker
- REMAX Impact Realty, Brokerage
- 905-434-0067
- JohnOwen.Realtor@gmail.com
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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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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. Some photos are virtually staged. 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
Data was last updated August 14, 2026 at 12:15 PM (UTC)
Pickering Real Estate - John Owen
Broker, REMAX Impact Realty, Brokerage
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