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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  • 4655 Sideline 6 in Pickering: Rural Pickering E13008808 - House

    4655 Sideline 6 Rural Pickering Pickering L1Y 1A2
    Main Photo: 4655 Sideline 6 in Pickering: Rural Pickering E13008808 - House

    4655 Sideline 6 Pickering L1Y 1A2 Rural Pickering

    $2,499,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13008808
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to refined country living on 15 acres of private, picturesque countryside in rural Pickering. This custom-built 4-bedroom estate offers nearly 6,000 sq ft of thoughtfully designed living space, blending warmth, comfort, and timeless luxury-just minutes from modern conveniences. The main floor is designed for both everyday living and effortless entertaining, featuring hardwood floors, expansive windows, and sweeping views of the surrounding landscape. The dining area is warm and inviting, while the chef-inspired kitchen boasts built-in double ovens, a gas cooktop on the centre island, and seamless flow into the sunken living room. A wood-burning fireplace anchors the space, creating a cozy yet elevated atmosphere. A private main-floor office with custom built-ins provides the perfect work-from-home retreat. Upstairs, the primary suite is a private escape, complete with a walk-in closet, spa-like ensuite with soaker tub and separate shower, and a walkout to a private balcony overlooking the fully stocked trout pond. Three additional bedrooms offer generous space for family, guests, or flexible use. The full walk-out basement extends the living space with a large recreation area, sound-proof media room, kitchenette, and access to a bright glass-enclosed sunroom-ideal for year-round enjoyment. Notable upgrades include a new high-efficiency heat pump, all new high-end Energy Star windows in a custom colour, stained fibreglass entry door system, garden doors, and retractable Mirage screens. The outdoor setting is beyond impressive, featuring an in-ground pool, Arctic Spa hot tub, electronic gated entry with outdoor lighting, apple trees, a fully stocked trout pond, and acres of open space to explore. Peaceful and private, yet only 7 minutes to the 407.A rare opportunity to enjoy space, privacy, and lifestyle-without compromise. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 819 Fairview Avenue in Pickering: Bay Ridges E13008010 - House

    819 Fairview Avenue Bay Ridges Pickering L1W 1M7
    Main Photo: 819 Fairview Avenue in Pickering: Bay Ridges E13008010 - House

    819 Fairview Avenue Pickering L1W 1M7 Bay Ridges

    $1,988,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13008010
    Bedrooms:
    4
    Bathrooms:
    4
    With stunning views of Frenchman's Bay, this rarely offered 3-storey modern, custom-built detached home with 4-stop ELEVATOR is thoughtfully designed for multigenerational living! A dramatic main foyer with 13-ft ceilings sets the tone, leading into an elegant dining area with lake views and a cozy gas fireplace. The open concept main floor is designed for entertaining, featuring white oak hardwood flooring and coffered ceilings throughout! At the heart of the home, the chef-inspired kitchen showcases quartz countertops, custom cabinetry, a centre island with seating for four, an additional prep sink, beverage fridge, and two extra bar seating areas, along with valance lighting and a walk-in pantry! Double sliding glass patio doors create a seamless transition to the backyard deck, blending indoor and outdoor living! The primary suite is a private retreat with vaulted ceilings, a gas fireplace, and a spa-like 5-piece ensuite complete with a freestanding soaker tub, glass-enclosed shower, and heated floors. Take in breathtaking sunset views from the approx. 450 sq ft rooftop terrace, featuring a Napoleon electric fireplace, canopy-covered outdoor TV area, and gas line for BBQs, perfect for elevated entertaining. The lower level offers exceptional versatility with a full 4-piece bathroom and a flexible space ideal as a fourth bedroom, gym, office, or additional living area, with walkout access to the backyard. Located just steps from the waterfront, enjoy the best of the neighbourhood including shops and dining, Nautical Village, Beachfront Park, Millennium Square, Pickering GO Station, Pickering Town Centre, and easy access to Highway 401. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS
    John Owen, Broker

  • 81 Woodview Drive in Pickering: Rougemount E13007092 - House

    81 Woodview Drive Rougemount Pickering L1V 1L1
    Main Photo: 81 Woodview Drive in Pickering: Rougemount E13007092 - House

    81 Woodview Drive Pickering L1V 1L1 Rougemount

    $2,179,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13007092
    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 98-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 details
    Listed by RE/MAX WEST REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 1459 Old Forest Road in Pickering: Woodlands E13007052 - House

    1459 Old Forest Road Woodlands Pickering L1V 1N8
    Main Photo: 1459 Old Forest Road in Pickering: Woodlands E13007052 - House

    1459 Old Forest Road Pickering L1V 1N8 Woodlands

    $2,499,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13007052
    Bedrooms:
    8
    Bathrooms:
    6
    This stunning 5-bedroom, 6-bathroom modern and sleek home is nestled in one of Pickering's prestigious neighborhoods offering luxurious living at its finest, and it is roughed in for an elevator and will be installed if requested. This contemporary and elegant home offers 5100 sq ft of open concept living on the main and second floor. The main floor has 11.5ft ceilings and 10ft ceilings on the second floor. Every room in this home has lots of natural light that comes through the upgraded aluminum windows and feather touch Aluprof aluminum sliding doors. The sleek and clean lines along with high end finishes make this home perfect for both intimate gatherings and large-scale entertaining. Each room has been thoughtfully crafted with top-of-line materials, from the gourmet kitchen to the spa-like bathrooms that give you a sense of tranquility and luxury. The grand primary suite is a highlight, featuring a private balcony, a spacious walk-in closet, and a spa like ensuite bathroom with a soaker tub, separate dual vanities and a large 8'x4' seamless glass shower with 2 rain shower heads. Each additional bedroom is generously sized, with ample closet space and access to beautifully appointed bathrooms. The home also boasts a fully finished lower level with its own separate entrance, 3 generous sized bedrooms, a 4 piece bathroom, 9' ceilings and a full kitchen that is open to the living area. Outside, the meticulously landscaped yard offers a private oasis. Off of the kitchen you have a 29'x16' deck perfect for relaxation or entertaining, there is also a natural gas hook-up for your BBQ. The home's location is located in an upscale neighborhood and is close to schools, dining and shopping, making it an unparalleled opportunity for those looking for a blend of modern luxury and exclusive living. This home is in one of Pickering's sought after areas. There are too many features to list, please see attached "Feature Sheet" for more details. More details
    Listed by SUTTON GROUP-HERITAGE REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 1831 Spruce Hill Road in Pickering: Dunbarton E12999110 - House

    1831 Spruce Hill Road Dunbarton Pickering L1V 1S5
    Main Photo: 1831 Spruce Hill Road in Pickering: Dunbarton E12999110 - House

    1831 Spruce Hill Road Pickering L1V 1S5 Dunbarton

    $5,450,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12999110
    Bedrooms:
    7
    Bathrooms:
    8
    Welcome to 1831 Spruce Hill Rd., Pickering. Spectacular custom-designed residence offering approx. 5,619 sq ft above grade + finished lower lvl, over 8,456 sq ft of exceptional living space. A masterclass in refined luxury with impeccable craftsmanship, thoughtful design & elevated finishes t/out. Soaring ceilings, expansive principal rms & abundant natural light create an immediate sense of grandeur, highlighting carefully curated materials, architectural detailing & refined design elements throughout. Gourmet kitchen features quartz & marble countertops, custom cabinetry, premium appliances, centre island & generous prep space, seamlessly open to living & dining areas-ideal for daily living & large-scale entertaining. A stunning custom skylight with cascading crystal elements serves as a striking focal point, casting natural light through the stairwell & main lvl, creating an ever-changing ambiance & visual impact. Offering 5+2 bdrms & 8 baths, each bdrm with private ensuite & W/I closet. The primary suite is a luxurious retreat with fireplace, spa-inspired ensuite, generous proportions & refined finishes. Highlights include custom walnut office with built-ins & glass shelving, walnut wine cellar, private elevator, 4 fireplaces, over 250 pot lights, fully integrated smart home system with iPad controls & dual HVAC for optimal year-round comfort. Finished lower lvl features heated floors, custom theatre (14 seats), dedicated gym with full wall mirrors & versatile living space for recreation, guests or extended family. Enjoy year-round living in enclosed glass porch with fireplace overlooking the property, seamlessly extending interior living space for entertaining or quiet relaxation. Customized garage with built-in shelving adds function & style. Professionally designed t/out & located in one of Pickering's most prestigious enclaves-an exceptional opportunity to own a true statement home of scale, presence & distinction, rarely offered in this enclave. More details
    Listed by MCCANN REALTY GROUP LTD.
    LISTING DETAILS
    John Owen, Broker

  • 3335 Hollywood Court in Pickering: Rural Pickering E12997810 - House

    3335 Hollywood Court Rural Pickering Pickering L1X 0A3
    Main Photo: 3335 Hollywood Court in Pickering: Rural Pickering E12997810 - House

    3335 Hollywood Court Pickering L1X 0A3 Rural Pickering

    $3,250,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12997810
    Bedrooms:
    5
    Bathrooms:
    5
    Set within the prestigious Barclay Fieldstone Estates enclave, 3335 Hollywood Crt is a rare custom bungalow on approximately 1.5 acres, backing onto forest and quietly positioned among estate-calibre homes, ravine, and mature trees in one of north Pickering's most coveted pockets. With 5,000+ sq ft of finished living space, the home balances architectural scale, everyday comfort, and entertaining potential, all within minutes of major highways and daily amenities. Deer Creek Golf Club is nearby, while Rouge National Urban Park, Pickering Village, and Durham Live bring together nature, dining, and entertainment in a way that makes this location feel both established and forward-moving. The arrival experience is immediate. A 12-ft foyer introduces soaring interiors, dramatic window lines, and rooms that feel both expansive and intimate. The living room rises beneath a 15-ft vaulted ceiling, framed by a striking wall of floor-to-ceiling Palladian windows. Natural light moves beautifully through the principal rooms, while the 20-ft double-height breakfast area brings volume and presence to the heart of the home. Hardwood flooring extends throughout, complemented by select stone and tile finishes chosen with purpose. Designed for flexibility as much as beauty, the home offers 5 bedrooms. The walk-out lower level functions as a true extension of the home, a second kitchen with built-in gas cooktop, generous living areas, and spa-inspired bathrooms with steam shower. The layout suits multigenerational living, extended guest stays, or evolving family needs with ease. The grounds feel closer to a private resort than a backyard. Framed by landscaping and estate privacy, they feature a gunite inground pool, cascading waterfall, gas firepits, elegant lighting, and a cabana with outdoor gas BBQ and stove. It is a setting built for summer entertaining, quiet evenings outdoors, and day-to-day enjoyment on a scale increasingly rare in the GTA. More details
    Listed by RE/MAX HALLMARK FRASER GROUP REALTY
    LISTING DETAILS
    John Owen, Broker

  • 467 Oakwood Drive in Pickering: Rosebank E12992532 - House

    467 Oakwood Drive Rosebank Pickering L1W 2M8
    Main Photo: 467 Oakwood Drive in Pickering: Rosebank E12992532 - House

    467 Oakwood Drive Pickering L1W 2M8 Rosebank

    $1,949,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12992532
    Bedrooms:
    4
    Bathrooms:
    5
    Stunning all brick 4-bedroom, 5-bath custom built family home on a rare 50 x 248 ft lot in the highly desirable Rosebank community. Ideally located just steps to top-rated schools, parks, Petticoat Creek Conservation Area, Rouge Park, Rouge beach, and scenic waterfront trails. Offering 4,507 sqft of above grade living space including a fully finished basement with two walk-outs. This beautifully upgraded home features new luxury vinyl plank flooring, a hardwood staircase, pot lights, all baths reno'd, upgraded lighting including pot lights, freshly painted and thoughtful finishes throughout. The main floor boasts a formal living room with crown moulding and a bay window overlooking the front gardens, along with an elegant formal dining room featuring French doors, smooth ceilings and a bay window with backyard views. The recently renovated kitchen with quartz countertops, a subway tile backsplash, pantry, breakfast bar, and updated stainless steel appliances. The adjoining breakfast area includes a garden door walk-out to a private, scenic backyard oasis. The impressive family room showcases a soaring cathedral ceiling, gas fireplace, and tranquil backyard views. A convenient main floor laundry room with direct garage access adds everyday practicality. Upstairs, you'll find new broadloom, 4 generously sized bedrooms, including a luxurious primary retreat with a walk-in closet and 5-piece ensuite featuring a granite double vanity, glass shower, and relaxing soaker tub. An open concept den area offers flexible space for a home office, sitting area, or playroom. The third level loft provides additional living space and could easily serve as a second primary suite, complete with a gas fireplace, hardwood floors, huge walk-in closet, and 3-piece bath. The finished above grade basement adds even more functional space with two walk-outs, a 2-piece bath, cold cellar, and ample storage. A rare opportunity to own in one of Pickering's most sought-after neighbourhoods! More details
    Listed by TANYA TIERNEY TEAM REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 1486 Ashwood Gate in Pickering: Rougemount E12989202 - House

    1486 Ashwood Gate Rougemount Pickering L1V 6L1
    Main Photo: 1486 Ashwood Gate in Pickering: Rougemount E12989202 - House

    1486 Ashwood Gate Pickering L1V 6L1 Rougemount

    $2,100,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12989202
    Bedrooms:
    5
    Bathrooms:
    6
    Welcome to 1486 Ashwood Gate, a rare offering in the prestigious "Tall Trees Enclave" of Rougemount, where timeless architecture meets thoughtful customization on a quiet, family-friendly court steps to Rouge National Urban Park. This exceptional, 5 bedroom residence has been meticulously maintained and beautifully evolved over the years, offering expansive living space designed for both everyday comfort and elevated entertaining. The heart of the home is a stunning custom European-designed kitchen featuring premium built-in appliances including Sub-Zero fridge/freezer & Miele wall oven & microwave, complemented by an impressive oversized walk-in pantry-perfect for the modern family & avid entertainer alike. A unique and valuable addition sets this home apart: an expanded upper level retreat complete with a spacious bedroom, private ensuite, and walk-in closet-ideal for multigenerational living, guests or a private sanctuary. Generous principal rooms, refined finishes, and a functional layout provide exceptional versatility throughout. Step outside to a truly spectacular backyard oasis.Surrounded by mature trees for ultimate privacy, this resort-style setting features an inground swimming pool, extensive professional landscaping, and a covered gazebo- creating the perfect environment for relaxing, entertaining and enjoying summer to the fullest. Pride of ownership is evident throughout this warm and inviting home, lovingly cared for by the same family over the years.A rare opportunity to own a one-of-a-kind property in one of Pickering's most sought -after executive communities. More details
    Listed by REVEL REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 1501 Kodiak Street in Pickering: Rural Pickering E12980816 - House

    1501 Kodiak Street Rural Pickering Pickering L1Y 1A8
    Main Photo: 1501 Kodiak Street in Pickering: Rural Pickering E12980816 - House

    1501 Kodiak Street Pickering L1Y 1A8 Rural Pickering

    $2,099,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12980816
    Bedrooms:
    5
    Bathrooms:
    5
    ***OPEN HOUSE THIS SUNDAY APRIL 19, 2 TO 4 PM*** FULL PACKAGE! Welcome To 1501 Kodiak Street In The Charming Community Of Claremont, An Exceptional Custom-Built Bungalow Set On A Stunning Private Ravine Corner Lot Measuring Approximately 3/4 Of An Acre W/No Homes In Front Or On The Side. Offering 2,863 SqFt, + Full Finished Basement Of Beautiful Living Space, This Impressive Home Blends Comfort, Quality & Incredible Entertaining Potential. Step Inside To Soaring Cathedral Ceilings, Rich Hardwood Floors & A Grand Stone Fireplace Anchoring The Spacious Family Room. The Entertainer's Kitchen Features Granite Countertops, Stainless Steel Appliances & A Large Island W/Seating For Six-Perfect For Hosting. The Main Level Offers Well-Appointed Bedrooms W/Custom Closet Organizers & A Luxurious 5-Piece Ensuite Complete W/A Double Vanity, Jacuzzi Tub & Glass Shower. In Total, The Home Features 5 Bedrooms & 5 Bathrooms, Providing Ample Space For Family & Guests, or Multi-Generational Living. The Finished Walkout Basement Adds Tremendous Versatility W/ Above-Grade Windows, Gas Fireplace, A Separate Entrance & A Private 1-Bedroom In-Law Suite W/Full Kitchen. A Solid Oak Bar With Full-Size Fridge Makes This Level Ideal For Entertaining. Step Outside To Your Private Backyard Oasis Featuring A Saltwater Party Pool W/Volleyball Net, Pool House W/Change Room & Washroom, 6-Person Hot Tub, Gas Fire Pit With Built In Seating & Beautifully Landscaped Grounds W/Mature Trees, Armour Stone & Irrigation System. Composite Decks W/Pergola, Glass Railings & BBQ Gas Hookup Complete The Outdoor Living Experience. Additional Highlights Include A Heated 3-Car Garage W/12-Ft Ceilings, Extra Detached Garage, Parking For 12+ Vehicles, 2 Furnaces, Whole-Home Generator, Water Treatment System & Security Cameras. Near Claremont Public School, W/High School Options close by. A Truly Remarkable Property Offering Privacy, Space & Resort-Style Living.***VIEW VIRTUAL TOUR*** More details
    Listed by CENTURY 21 INFINITY REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 1950 Rosebank Road in Pickering: Amberlea E12984778 - House

    1950 Rosebank Road Amberlea Pickering L1V 1P8
    Main Photo: 1950 Rosebank Road in Pickering: Amberlea E12984778 - House

    1950 Rosebank Road Pickering L1V 1P8 Amberlea

    $2,199,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12984778
    Bedrooms:
    6
    Bathrooms:
    6
    Brand New Spectacular Architect Designed Modern Masterpiece. This Stunning Sun-Drenched Custom-Built Fully Detached Home Is Meticulously Designed With Bespoke Interiors, Attention To Detail & An Unwavering Commitment to Quality Craftsmanship. With Over 3500 SF Of Sprawling Open Concept Interior Living Space Brilliantly Interconnected.This 4+1 Bed 6 Bath Home With Separate Legal Lower Level Apartment Suite Boasts Soaring Ceilings, Floor To Ceiling Windows, High-End Engineered Hardwood, Airy Foyer, Light Filled Central Atria W/Floating Wood & Glass Staircase, Skylight, Chef Inspired Kitchen With Beautiful Waterfall Island , Quartz Countertops And Backsplash, Integrated With Stainless Appliances ,Gas Cooktop, Generous Family Room ,Walk-Out To Deck & Backyard, Main Floor Powder Room, Direct Access To House From Garage & Professional Landscaping With Interlock Driveway. Retreat Upstairs To A Primary Featuring 6-Pc Spa-Like Bath, Custom Built-In Cabinetry,Spacious 2nd, 3rd &4th Bedrooms With Large Closets!& Second Floor Laundry Room! Legal Lower Level 1 Bedroom Apartment/In-Law Suite With Private Entrance Allows For Convenient Multi-Generational Living Or Potential Rental Income And Features Kitchen, 3-Pc Bath, Laundry. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS
    John Owen, Broker
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Data was last updated April 19, 2026 at 03:15 AM (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.