Luxury Homes for sale in Pickering Ontario

Newest luxury MLS listings in Pickering

Pickering houses for sale over 2 million | 2,000,000

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  • 1309 Commerce Street in Pickering: Bay Ridges E14161996 - House

    1309 Commerce Street Bay Ridges Pickering L1W 1E1
    Main Photo: 1309 Commerce Street in Pickering: Bay Ridges E14161996 - House

    1309 Commerce Street Pickering L1W 1E1 Bay Ridges

    $1,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14161996
    Bedrooms:
    7
    Bathrooms:
    7
    Don't Miss This Rare Opportunity To Own A Stunning 1-Year-New Custom-Built Luxury Home In One Of Pickering's Most Desirable Neighbourhoods!Welcome To This Architecturally Designed Masterpiece Offering Over 4,000 Sq Ft Of Refined Living Space Just Steps From Lake Ontario. This Exceptional Home Showcases 11-Foot Ceilings, Pot Lights Throughout, And A Beautifully Designed Open-Concept Layout That Perfectly Blends Modern Elegance With Everyday Functionality.From The Moment You Enter, Oversized Windows Flood The Home With Natural Light, Highlighting The Seamless Flow Between The Living, Dining, And Entertaining Spaces. The Expansive Design Creates A Bright And Inviting Atmosphere, Perfect For Both Relaxed Family Living And Elegant Gatherings.At The Heart Of The Home Is A Chef-Inspired Kitchen Featuring Premium Stainless Steel Appliances, Quartz Countertops, Custom Cabinetry, And An Oversized Centre Island. The Kitchen Opens Effortlessly To The Spacious Living And Dining Areas, Creating The Perfect Setting For Entertaining Guests Or Enjoying Memorable Family Moments.This Remarkable Home Offers Five Generously Sized Bedrooms, Each With Its Own Private Ensuite Bathroom-A Rare And Luxurious Feature That Provides Comfort And Privacy For Every Member Of The Household. The Primary Suite Is A True Retreat, Showcasing A Tray Ceiling, Walk-Out To A Private Balcony, A Walk-In Closet, And A Spa-Inspired 5-Piece Ensuite With 48x24 Porcelain Tiles, A Freestanding Tub, Glass Shower, And Double Vanity.The Exterior Is Equally Impressive, Featuring Indiana Stone And Concrete Brick, Custom Stone Steps, Exterior Pot Lights, And Professionally Landscaped Grounds That Enhance The Home's Exceptional Curb Appeal.Adding Incredible Value Is The Walk-Out Basement With A Separate Entrance, Offering Two Additional Bedrooms, Two Full Bathrooms, A Kitchen Rough-In, And Laundry Hook-Up Ideal For An In-Law Suite Or Income Potential. More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
    LISTING DETAILS
    John Owen, Broker

  • 700 Hillcrest Road in Pickering: West Shore E14161112 - House

    700 Hillcrest Road West Shore Pickering L1W 2P1
    Main Photo: 700 Hillcrest Road in Pickering: West Shore E14161112 - House

    700 Hillcrest Road Pickering L1W 2P1 West Shore

    $1,998,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14161112
    Bedrooms:
    4
    Bathrooms:
    5
    A spectacular newly built custom home in the prestigious West Shore community, proudly recognized as the winning home featured on HGTV's Top of the Block and one that should be at the top of your list. Offering 4,469 sq. ft. of thoughtfully designed luxury living space, this exceptional residence showcases award-winning design, outstanding craftsmanship, and premium finishes throughout. Striking curb appeal is defined by black-framed windows and a timeless natural stone and stucco facade. Inside, a bright open-concept layout is filled with natural light and features 10-ft ceilings, expansive windows, wide-plank hardwood floors, custom millwork, and a stunning fireplace surround. The chef-inspired kitchen is designed for both entertaining and everyday living, complete with premium appliances, quartz countertops, an oversized island, servery, and walk-in pantry. The second level offers 9-ft ceilings and a luxurious primary retreat featuring a bar area, walk-in closet, and spa-inspired ensuite, while additional bedrooms are generously sized with custom organizers and second-floor laundry adds everyday convenience. The fully finished lower level provides versatile living space with a gas fireplace and full bath, ideal for recreation, guests, a home gym, or media room. Outside, enjoy a private backyard with a large patio and BBQ gas line. Located just steps from the lake, waterfront trails, parks, top-rated schools, shopping, and with easy access to Highway 401, this remarkable property delivers the perfect blend of award-winning design, quality construction, and modern family living. Featured on HGTV's Top of the Block. Built to stand out. Designed to be remembered. More details
    Listed by RE/MAX REALTY ENTERPRISES INC.
    LISTING DETAILS
    John Owen, Broker

  • 1486 Old Forest Road in Pickering: Woodlands E14155422 - House

    1486 Old Forest Road Woodlands Pickering L1V 1N9
    Main Photo: 1486 Old Forest Road in Pickering: Woodlands E14155422 - House

    1486 Old Forest Road Pickering L1V 1N9 Woodlands

    $2,998,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14155422
    Bedrooms:
    6
    Bathrooms:
    5
    Some homes are built to impress. Others are designed to be lived in. The Grove was created to do both. Introducing The Grove, a custom-built, three-storey residence nestled in Pickering's established Rougemount neighbourhood, where Mediterranean-inspired architecture meets the warmth and sophistication of organic modern design. Thoughtfully conceived with an appreciation for natural materials, timeless finishes, and understated luxury, this five-bedroom residence offers an elevated approach to modern family living. Inside, white oak flooring creates a sense of warmth and continuity, while a custom-designed kitchen serves as the heart of the home. The interiors embrace an effortless balance of texture, simplicity, and architectural character, creating spaces that feel as inviting as they are beautiful. Designed with family in mind, three storeys of living space provide room to grow, entertain, and retreat. A basement with a separate entrance and dedicated nanny suite offers exceptional versatility for extended family, live-in support, or multigenerational living. Beyond the residence, Rougemount offers the charm of an established community with convenient access to green spaces, everyday amenities, and private educational options, including Blaisdale Montessori and Montessori Learning Centre of Pickering. Currently under construction and nearing completion, The Grove presents a rare opportunity to own a thoughtfully designed custom residence in one of Pickering's established residential enclaves. Because luxury isn't simply about how a home looks. It's about how it makes you feel. The Grove. Rooted in design. Made for living. The property is under construction. All photographs and marketing imagery are renderings depicting proposed finishes and design intent. Actual construction, materials, finishes, and details may vary. More details
    Listed by THE AGENCY
    LISTING DETAILS
    John Owen, Broker

  • 5222 Lehman Court in Pickering: Rural Pickering E14154816 - House

    5222 Lehman Court Rural Pickering Pickering L1Y 0B7
    Main Photo: 5222 Lehman Court in Pickering: Rural Pickering E14154816 - House

    5222 Lehman Court Pickering L1Y 0B7 Rural Pickering

    $2,600,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14154816
    Bedrooms:
    5
    Bathrooms:
    6
    Geranium completed this house in 2026, on two-thirds of an acre in Clarehaven Estates at the north edge of Claremont. The lot runs 98 by 295 ft. The plan is the Tamarack in its five-bedroom form, 4,714 sq ft above grade per the builder. Ten-foot ceilings and hardwood run through the main rooms. A library behind French doors gives the house a quiet room for work, while the formal dining room and great room take larger gatherings. The sellers framed the great room's gas fireplace with a mantel, feature panel and built-in cabinetry. The kitchen was taken past the builder's standard, with glass-front uppers to the ceiling and a panelled hood. Behind it, the walk-in pantry has been rebuilt as a working second kitchen with its own gas range and exhaust, so the heavy cooking stays out of the main one. A mudroom and two powder rooms handle the traffic from the garage. Upstairs, five bedrooms sit under nine-foot ceilings. The primary has a raised ceiling, a large walk-in closet and an ensuite with a freestanding tub, a frameless glass shower with bench and a separate water closet. A Jack-and-Jill bath and 2 ensuites serve the other four, and the laundry is on the same floor. From the breakfast area, a covered loggia runs 33 ft across the back and looks over a deep lot that backs onto a neighbour's rear yard, not a house. Rain Bird irrigation keeps the lawn. The three-car garage has a tandem-depth bay, and the lower level is unfinished at nine feet, with an enlarged window and a bathroom rough-in. The house is fully sprinklered, with 200-amp service, an HRV, a high-efficiency furnace and central air, a private well with water treatment and an owned UV sterilizer, and septic. Old Elm GO is roughly 8.5 km. Highway 407 is reached by Brock Road. Closer in, the public school, library and community centre are each about a 15-minute walk. Room to spread out, with the village still on foot. More details
    Listed by RE/MAX HALLMARK FRASER GROUP REALTY
    LISTING DETAILS
    John Owen, Broker

  • 711 Hillview Crescent in Pickering: West Shore E14145166 - House

    711 Hillview Crescent West Shore Pickering L1W 2R6
    Main Photo: 711 Hillview Crescent in Pickering: West Shore E14145166 - House

    711 Hillview Crescent Pickering L1W 2R6 West Shore

    $1,989,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14145166
    Bedrooms:
    5
    Bathrooms:
    6
    Don't Miss out! You simply can't find a better luxury opportunity in Pickering! This brand new custom built home is situated in the sought-after West Shore community offering an exceptional blend of lakeside living and everyday convenience. Immaculate finishes and features. Over 4600 sqft and 3-stories. Rectilinear minimalist architecture with maximum natural light. Drastic 28 ft open to above entry way with 10 ft front door. Herringbone white oak floors in dining room. Oversized mud room with additional storage and direct garage access. Main floor office with optional sliding door installation at no additional cost. A chef's kitchen: oversized centre island with undermount sink, soft close cabinetry, integrated french door fridge, Jenn-Air gas range, built-in drawer microwave, butler's pantry. Living room: upgraded casements, baseboards, floor to ceiling windows, 10.5 smooth ceilings with LED limited bulkheads. Rough-in for 3-level elevator shaft, continental crystal accent fireplace with floor to ceiling marble mantle, Decora light switches. Staircase lighting. 2nd floor laundry room with stone counters and storage cabinetry. Vogt sinks and Kholer faucets throughout. 3 primary bedrooms. All complete with ensuite bathrooms and closets. 3rd floor loft: walk-out to composite deck. Separate walk-up to backyard from basement. Seller and builder to complete sod, patio and driveway at front entrance and complete stairs, patio in backyard. Enjoy being just a short stroll to Lake Ontario and the surrounding waterfront trails, parks and green spaces. Families will appreciate the nearby schools and recreational amenities, while shopping, restaurants and everyday essentials are conveniently close by. With easy access to Highway 401, public transit and Pickering GO Station, commuting to Toronto and throughout the GTA is a breeze. A wonderful neighbourhood for those seeking a relaxed, family-friendly lifestyle close to nature and the city. More details
    Listed by RE/MAX HALLMARK REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • House in Pickering

    Contact for address
    OPEN HOUSE: Nov 14, 2026
    01:00 PM - 03:00 PM EST
    Open House on Saturday, November 14, 2026 1:00PM - 3:00PM
    Main Photo: House in Pickering

    Contact for address details

    Residential Freehold
    LISTING DETAILS
    John Owen, Broker
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  • 3405 Sideline 4 Road in Pickering: Rural Pickering E14127438 - House

    3405 Sideline 4 Road Rural Pickering Pickering L1X 0A3
    Main Photo: 3405 Sideline 4 Road in Pickering: Rural Pickering E14127438 - House

    3405 Sideline 4 Road Pickering L1X 0A3 Rural Pickering

    $3,999,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14127438
    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 details
    Listed by RE/MAX Rouge River Realty Ltd.
    LISTING DETAILS
    John Owen, Broker

  • 515 Oakwood Drive in Pickering: Rosebank E14113132 - House

    515 Oakwood Drive Rosebank Pickering L1W 2M8
    Main Photo: 515 Oakwood Drive in Pickering: Rosebank E14113132 - House

    515 Oakwood Drive Pickering L1W 2M8 Rosebank

    $1,900,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14113132
    Bedrooms:
    4
    Bathrooms:
    3
    An exceptional opportunity in prestigious South Rougemount! Welcome to 515 Oakwood Drive, where an expansive half-acre-plus property, resort-inspired backyard and sought-after Pickering location come together. Set on an impressive 100 x 220 ft lot, this inviting family home offers the space to grow, entertain and enjoy an enviable lifestyle just moments from the waterfront. The backyard is truly a standout, featuring a pool, cabana and hot tub, creating your own private retreat for summer gatherings, plus an extensive grass area for kids to play. Inside, the open-concept living and dining rooms offer a warm, welcoming atmosphere with hardwood flooring, a wood-burning fireplace and walkout to the deck. The renovated kitchen features quartz countertops, stainless steel appliances and a large breakfast bar, while the sunken family room, complete with a gas fireplace and walkout to the pool and cabana, is perfectly suited to relaxed family living. A spacious primary retreat boasts a private balcony overlooking the pool and backyard, large walk-through closet with natural light and dressing room, and 5-piece ensuite with heated floors. A main-floor bedroom, 3-piece bathroom and separate entrance offer excellent potential for an in-law or nanny suite. Finished basement games room, upgraded bathrooms and a 3-car garage add to the appeal. Enjoy a coveted location close to Rouge Beach, Rouge Park, the Waterfront Trail and Petticoat Creek, with schools and Montessori's, major highways and GO transit nearby. A rare offering combining an exceptional lot, incredible outdoor living and the prestige of South Rougemount. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 520 Gillmoss Road in Pickering: Rosebank E14102766 - House

    520 Gillmoss Road Rosebank Pickering L1W 3J4
    Main Photo: 520 Gillmoss Road in Pickering: Rosebank E14102766 - House

    520 Gillmoss Road Pickering L1W 3J4 Rosebank

    $2,600,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14102766
    Bedrooms:
    4
    Bathrooms:
    4
    Developers/Builders Prime Residential Development Opportunity Rosebank Neighbourhood Pickering.(see Attachment) Land Area Over One-Acre Lot Frontage 211.38 Feet,Potential To Divide Into More Lots, Detached House With Bright Spacious 4 Bedroom 4 Washroom With Big Driveway 6 Parking, Prime Location Rosebank Neighborhood Close To Lake Ontario In Pickering, Spacious Living Room, Large Backyard & Big Kitchen. More details
    Listed by HOMELIFE/MIRACLE REALTY LTD
    LISTING DETAILS
    John Owen, Broker

  • 4395 Westney Road N in Pickering: Rural Pickering E14099108 - House

    4395 Westney Road N Rural Pickering Pickering L1Y 1A2
    Main Photo: 4395 Westney Road N in Pickering: Rural Pickering E14099108 - House

    4395 Westney Road N Pickering L1Y 1A2 Rural Pickering

    $2,399,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E14099108
    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 with Guest Studio over. Featuring an open concept living, dining, kitchen, 3-piece bath, and W/O to a private deck. 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 with composite granite counters making it perfect for hosting. The large family room, living, dining, kitchen and solarium are wired for surround sound with amplifier and TV included, plus a wet bar and walk-out to an enclosed solarium. The show-stopping great room has beamed cathedral ceilings and walk-out to patio. The modern glass stairway and skylight lead to the upper level where the luxurious primary bedroom and 5 pc ensuite bathroom have heated floors 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 Wett Certified 2019 wood burning stove, 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, or simply your own private escape.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
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Data was last updated November 11, 2026 at 06:15 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.
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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.