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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1-10/43

  • 5455 Hoxton Street in Pickering: Rural Pickering E13158814 - House

    5455 Hoxton Street Rural Pickering Pickering L1Y 1A3
    Main Photo: 5455 Hoxton Street in Pickering: Rural Pickering E13158814 - House

    5455 Hoxton Street Pickering L1Y 1A3 Rural Pickering

    $2,199,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13158814
    Bedrooms:
    6
    Bathrooms:
    4
    Welcome to 5455 Hoxton Street, a private country estate in Claremont, one of Durham's most prestigious and sought-after neighborhoods. Situated on 8 acres, backing up onto the Oak Ridges Moraine. Offering approximately 5,000 sq. ft. of thoughtfully curated living space, the home makes a striking first impression with its elegant façade. Inside you will find 3+2 bedrooms, a sauna and 4 bathrooms, including an in-law suite or professional home office with a private entrance. The estate features zoned controlled heating for year round comfort and entertainment. Extensively updated with major improvements throughout, including a new roof (2022), water heater (2022), furnace (2025), brand-new deck (2025), 2 pergolas (2025), in-law suite deck (2025), pool (2025), and interlocking stonework (2025). The backyard is fully enclosed with a wooden fence (2023), plus a separate fenced pool area (2023) for added safety and privacy. An invisible fence surrounding the entire property (2022) adds convenience for pet owners. Outdoor living is second to none with a beautiful pool, expansive entertaining areas, 2 pergolas, and endless room to enjoy nature. The barn is fully serviced with water heater, plumbing, and electricity, offering incredible potential for hobbies, storage, workshop space, or future use. A rare opportunity to own a turnkey country property with modern upgrades, income or multi-family potential, and unmatched outdoor amenities. More details
    Listed by RE/MAX ACE REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 1779 WOODVIEW Avenue in Pickering: Highbush E13149428 - House

    1779 WOODVIEW Avenue Highbush Pickering L1V 1L3
    Main Photo: 1779 WOODVIEW Avenue in Pickering: Highbush E13149428 - House

    1779 WOODVIEW Avenue Pickering L1V 1L3 Highbush

    $2,185,898
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13149428
    Bedrooms:
    6
    Bathrooms:
    5
    An unmatched real estate opportunity in prime Pickering! This custom-built, all-brick executive home boasts over 3,400 sq ft of massive above-grade square footage and sits on an exceptionally deep 60 x 263 ft lot, offering rare scale and privacy. Built by a builder for his own family, the home features outstanding structural integrity-the ultimate canvas to customize and create your dream estate.The main level features a sprawling layout with a large kitchen opening to a bright family room, a formal living room with cathedral ceilings, a dining room, and a private office. Upstairs, discover 4 massive bedrooms, including a primary suite with a 6-piece ensuite.The lower level maximizes the home's immense size, offering a fully self-contained 1-bedroom in-law suite with its own separate enclosed entrance. Strategically designed, the basement also features an additional large living room and separate bedroom independent of the apartment. This versatile layout gives you the perfect opportunity to easily expand the suite, or retain a massive private recreation space for your own family's use.Capitalize on premium exterior features: a circular driveway, a rare double-car garage with a tandem workshop configuration, and a park-like backyard. Major elements offer excellent peace of mind, featuring updated bathrooms, roof shingles updated in 2013 with a 50-year manufacturer's warranty, and a furnace and central A/C updated approximately 5 years ago. A home of this size, on a lot this magnificent, in this location, is truly hard to find. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 413 Sheppard Avenue in Pickering: Woodlands E13149064 - House

    413 Sheppard Avenue Woodlands Pickering L1V 1E6
    Main Photo: 413 Sheppard Avenue in Pickering: Woodlands E13149064 - House

    413 Sheppard Avenue Pickering L1V 1E6 Woodlands

    $2,499,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13149064
    Bedrooms:
    6
    Bathrooms:
    6
    Welcome To 413 Sheppard Ave Located In Prestigious Woodlands. This Exceptional 4+2 Bedroom, 6 Bathroom Family Home Offers Almost 5000 Sqft Of Above Grade Living Space plus fully finished basement With A Bright, Open Concept Layout Designed For Modern Living And Entertaining. Grand Principal Rooms, Soaring Ceilings, Expansive Windows, And Elegant Finishes Create A Warm Yet Sophisticated Atmosphere Throughout.The Main Floor Features Spacious Living And Dining Areas, A Stunning Family Room Open To The Kitchen, A Private Office, And Seamless Walkouts To The Backyard. The Chef-Inspired Kitchen Includes Premium Appliances, Oversized Island, Extensive Cabinetry, And A Functional Layout Ideal For Families And Hosting.The Luxurious Primary Retreat Features A Spa-Like Ensuite, Walk-In Closet, And Private Balcony. Generously Sized Secondary Bedrooms Filled With Natural Light. The Finished Walkout Basement Includes A Large Recreation Area, Theatre Room, Additional Bedrooms And Bathrooms, Plus a Full Kitchen Offering Excellent In-Law Or Income Potential. Located In A Highly Sought-After Family Community Close To Top Ranked Schools, Parks, Trails, Shopping, And Major Amenities. A Rare Opportunity To Own A Truly Impressive Luxury Home In One Of Pickering's Most Desirable Neighbourhoods. More details
    Listed by RE/MAX MILLENNIUM REAL ESTATE
    LISTING DETAILS
    John Owen, Broker

  • 506 Rougemount Drive in Pickering: Rosebank E13127250 - House

    506 Rougemount Drive Rosebank Pickering L1W 2B9
    Main Photo: 506 Rougemount Drive in Pickering: Rosebank E13127250 - House

    506 Rougemount Drive Pickering L1W 2B9 Rosebank

    $2,775,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13127250
    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 façade 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. If you schedule a tour at dusk you will likely experience a beautiful sunset and a family of deer wondering through the back- a truly wonderful experience to share. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 752 Hillview Crescent in Pickering: West Shore E13125872 - House

    752 Hillview Crescent West Shore Pickering L1W 2S1
    Main Photo: 752 Hillview Crescent in Pickering: West Shore E13125872 - House

    752 Hillview Crescent Pickering L1W 2S1 West Shore

    $2,298,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13125872
    Bedrooms:
    5
    Bathrooms:
    5
    Welcome to this elegant, custom-built family home, where no expense was spared in achieving the finest attention to detail and modern luxury. This impressive retreat is ideally located just minutes from the stunning views of Frenchman's Bay, adjacent to a park and scenic trail system. The interior features rich hardwood floors, premium tiling, and a chef's kitchen boasting granite countertops, a giant island, and a walkout to the backyard. The main living area includes a cozy built-in gas fireplace and sophisticated built-in shelving, while the entire home is smart-wired with built-in speakers and security cameras for ultimate convenience and peace of mind. With quick access to public transit, shopping centers, and the 401, this home offers a perfect blend of high-end features and prime, convenient location near the lake.Welcome to this elegant, custom-built family home, where no expense was spared in achieving the finest attention to detail and modern luxury. This impressive retreat is ideally located just minutes from the stunning views of Frenchman's Bay, adjacent to a park and scenic trail system. The interior features rich hardwood floors, premium tiling, and a chef's kitchen boasting granite countertops, a giant island, and a walkout to the backyard. The main living area includes a cozy built-in gas fireplace and sophisticated built-in shelving, while the entire home is smart-wired with built-in speakers and security cameras for ultimate convenience and peace of mind. With quick access to public transit, shopping centers, and the 401, this home offers a perfect blend of high-end features and prime, convenient location near the lake. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 958 Mink Street in Pickering: West Shore E13122486 - House

    958 Mink Street West Shore Pickering L1W 2G5
    Main Photo: 958 Mink Street in Pickering: West Shore E13122486 - House

    958 Mink Street Pickering L1W 2G5 West Shore

    $1,988,800
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13122486
    Bedrooms:
    8
    Bathrooms:
    6
    Rare Opportunity To Own A Custom Built Luxury Lakeview Property! Located in one of Pickering's most serene and prestigious lakefront communities, just a 5 minute walk to Westshore Beach and only a 2 minute walk to the Frenchman's Bay Yacht Club, offering an unmatched waterfront lifestyle with scenic walking trails, parks, and lakefront surroundings nearby. Built in 2023 with premium finishes throughout, this thoughtfully designed residence features 5+3 spacious bedrooms, 6 luxurious bathrooms, and soaring 9 ft ceilings throughout entire home, including the basement. Step inside to elegant luxury hardwood flooring, designer pot lights, premium fixtures, sun filled skylights, custom accent walls, and quartz finishes throughout. The chef inspired main kitchen is a true showpiece featuring an oversized quartz centre island, custom coffee bar and coffee station, walk in pantry, commercial grade extra large refrigerator, commercial grade gas stove, premium gas appliances, and seamless walkout access to a custom built deck perfect for indoor outdoor living and entertaining. The magnificent family room serves as the heart of the home, beautifully framed by a statement fireplace and designed to deliver an elevated living experience. The second floor boasts large sun filled bedrooms, each with its own washroom and enhanced with elegant coffered ceilings. A secondary coffee/wet bar connects out to a beautiful private balcony with a stunning view of the water. The fully finished basement is complete with a secondary kitchen, creating incredible flexibility for multi generational living, extended family, luxury entertaining, or exceptional rental income potential. Ideally located close to Frenchman's Bay Public School with French Immersion and Fairport Public School, while also being moments to waterfront parks, beaches, recreational amenities, and the lake.Don't miss this rare opportunity to live in your dream home in one of Pickering's most sought after waterfront communities! More details
    Listed by ROYAL LEPAGE IGNITE REALTY
    LISTING DETAILS
    John Owen, Broker

  • 1771 Woodview Avenue in Pickering: Highbush E13113264 - House

    1771 Woodview Avenue Highbush Pickering L1V 1L3
    Main Photo: 1771 Woodview Avenue in Pickering: Highbush E13113264 - House

    1771 Woodview Avenue Pickering L1V 1L3 Highbush

    $2,248,800
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13113264
    Bedrooms:
    4
    Bathrooms:
    5
    Exceptional Custom Built Residence with over 4600 Sqft of Finished Luxurious Details & Thoughtful Design Throughout!! Main Floor Features Dramatic 10 Ft Ceilings! Second Floor and Basement Offer Generous 9 Ft Ceilings for an Airy, Spacious Feel!! The Gourmet Luxury Kitchen is a Chef's Dream, Showcasing Premium NIICO Custom Cabinetry, an Extra-Large Island Ideal for Entertaining, Built-In Panelled Refrigerator, Built-In Ovens, and a High-End 36" Gas Cooktop!! Adjacent Butler Servery with Walk-In Pantry Provides Ample Storage and Convenience! Step Out From the Kitchen to a Beautiful Covered Finished Patio For Seamless Indoor-Outdoor Living. The Open-Concept Family Room Impresses with Custom Built-In Cabinets, a Cozy Gas Fireplace, and Elegant Waffled Ceilings!! Separate Formal Living and Dining Rooms Feature Exquisite Wainscoting & Plaster Moldings! Spacious Mud Room with Built-In Cabinets and Coat Closet adds Everyday Practicality. The 2nd Floor Features the Luxurious Primary Suite and Includes a Spa-Like 5-Piece Ensuite Bath and an Extra-Large Walk-In Closet with Custom Built-In Cabinetry!! The Convenient Second-Floor Laundry Features Custom Cabinets and Granite Counters. All Additional Bedrooms Offer Private Ensuite Baths and Walk-In Closets For Ultimate Comfort and Privacy! Set On a Premium 50 Ft X 230 Ft Lot, this Property Provides Ample Space, Privacy, and Endless Outdoor Potential. A Rare Opportunity to own a Meticulously Crafted Custom Home Combining Modern Luxury with Timeless Elegance!! More details
    Listed by REALTY EXECUTIVES PLUS LTD
    LISTING DETAILS
    John Owen, Broker

  • 2300 Rosebank Road in Pickering: Rural Pickering E13104866 - House

    2300 Rosebank Road Rural Pickering Pickering L1X 2R5
    Main Photo: 2300 Rosebank Road in Pickering: Rural Pickering E13104866 - House

    2300 Rosebank Road Pickering L1X 2R5 Rural Pickering

    $4,499,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13104866
    Bedrooms:
    4
    Bathrooms:
    1
    Where else can you find a parcel of land this large, this close to the city? A SPECTACULAR 15 acres of prime real estate. A rare, magnificent gem awaiting your vision to build your dream home, business venture, or potentially a recreational facility! A blank canvas of endless opportunity nestled in the heart of Pickering. A picturesque piece of property with plenty of potential to build. Immerse yourself in the tranquility of nature while enjoying the convenience of urban amenities just moments away. Currently being used as a horse farm, this expansive and impressive parcel offers endless possibilities, whether you dream of creating an idyllic estate, developing a thriving agricultural venture, or embarking on a lucrative investment opportunity for your business. A once in a life-time opportunity just minutes to the 401, 407 and GO train station. Just 30 minutes to downtown Toronto! A completely private and secluded piece of land that is surrounded by every amenity, including a fitness centre, groceries, doctors, churches, shopping and multiple highly rated schools! Show and sell this magnificent property to your dream home enthusiasts! More details
    Listed by RE/MAX CROSSROADS REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 215 Uxbridge Pickering Townline in Pickering: Rural Pickering E13088022 - House

    215 Uxbridge Pickering Townline Rural Pickering Pickering L1Y 0A4
    Main Photo: 215 Uxbridge Pickering Townline in Pickering: Rural Pickering E13088022 - House

    215 Uxbridge Pickering Townline Pickering L1Y 0A4 Rural Pickering

    $1,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13088022
    Bedrooms:
    3
    Bathrooms:
    2
    Drive thru your gated tree lined driveway to 10 acres of natures beauty- Generous sized 3 bedroom bungalow with a walk out basement. Beautifully designed with an open concept layout and multiple walkouts to a wrap around deck. This north facing home features custom barn door enclosed closets, hardwood thru out, custom window treatments, electric light fixtures, fancified washrooms with a floating vanity and hexagon tile work, live edge b/in cabinets and wood and stone feature walls. Breathtaking views from every window. Renovated kitchen with quartz countertops, seating for 4 at the breakfast bar and overlooking the dining room. Ideal for entertaining. Double sided fireplace!!! Fishing worthy creek on the east side and forest walking trails. Barn with water and electricity is ideal to house horses, donkeys, goats, chickens and sheep. Work shop is the ideal man/handyman cave. New Detached triple car garage 35 x 37 feet with car port. All this only 4 minutes from town, 407, Go Station and amenities. New WIndows, All new electricity running to the barn. More details
    Listed by RE/MAX ALL-STARS REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 1427 Rosebank Road in Pickering: Woodlands E13080368 - House

    1427 Rosebank Road Woodlands Pickering L1V 1P3
    Main Photo: 1427 Rosebank Road in Pickering: Woodlands E13080368 - House

    1427 Rosebank Road Pickering L1V 1P3 Woodlands

    $2,799,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13080368
    Bedrooms:
    7
    Bathrooms:
    7
    Absolutely Stunning 4 years Brand new Custom built Luxury Detached home, Approx 4200 Sq Ft Grand Living, High Quality home with *ELEVATOR* all 3 Floors, 5 & 4 PC Ensuite all bedrooms, Main floor Office, Extra large Interlocking Drive way, Cathedral Ceiling, Gorgeous gourmet chef's Kitchen W/Center Island, ***Spiral Staircase*** Walk-Up basement, Separate entrance, Rec/Games Room, High Ceiling in Basement w/2 Separate 4 Pc Ensutis, *****Your Clients will fall in-Love with this beautiful Custom design home.***** More details
    Listed by RE/MAX CROSSROADS REALTY INC.
    LISTING DETAILS
    John Owen, Broker
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Data was last updated May 22, 2026 at 06:15 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.