Two storey houses for sale in Pickering Ontario

Newest two storey MLS listings in Pickering - Rouge Park, Highbush, Rougemount, Amberlea, Woodlands, Dunbarton, Liverpool, Town Centre, Rosebank, West Shore, Bay Ridgest

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  • 700 Hillcrest Road in Pickering: West Shore E13060886 - House

    700 Hillcrest Road West Shore Pickering L1W 2P1
    Main Photo: 700 Hillcrest Road in Pickering: West Shore E13060886 - House
    $2,657,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13060886
    Bedrooms:
    4
    Bathrooms:
    5
    This is not just another "nice" house. It is a thoughtfully designed architectural project, executed with precision, where proportions, materials, and layout were carefully considered from day one. The home will be featured on **"The Best on the Block" (Home & Garden TV)"**, reflecting its design quality and execution. Offering over 4,400 sq. ft. of well-planned living space, the layout is both interesting and highly functional. Open without feeling exposed. Spacious without feeling overwhelming. Every area flows naturally into the next. From the moment you step inside, the scale and craftsmanship are evident. 10-foot ceilings on the main level, unique black-framed windows, and abundant natural light create an immediate sense of volume. Wide-plank hardwood floors, precise millwork, and a custom fireplace surround anchor the space. Finishes are clean, intentional, and executed to a high standard. The kitchen is designed as a true working and gathering space - premium appliances, stone countertops, an oversized island, servery, and walk-in pantry. Everything is logical and built with quality materials. Upstairs features 9-foot ceilings and a private primary retreat with a bar area, generous walk-in closet, and spa-inspired ensuite. Additional bedrooms are bright and well-sized with custom organizers. Second-floor laundry adds everyday practicality. The finished lower level features a gas fireplace and a full bath, making it ideal for recreation, a gym, a media room, or a guest suite. Private backyard with a large patio and a gas line for BBQ. West Shore location - steps to the lake, waterfront trails, parks, top schools, and easy access to Highway 401.A home defined by design integrity, precise construction, high ceilings, and premium materials. More details
    Listed by SUTTON GROUP QUANTUM REALTY INC.
    John Owen, Broker
  • 2555 Canadian Street in Pickering: Duffin Heights E13060888 - House

    2555 Canadian Street Duffin Heights Pickering L1X 0C7
    Main Photo: 2555 Canadian Street in Pickering: Duffin Heights E13060888 - House
    $699,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13060888
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to this rare 2-storey freehold townhome in one of Pickering's most desirable neighbourhoods - offering approx. 2,150 sq ft of bright, finished living space on a deep 97-ft lot with 3-car parking. Built by Lebovic Homes, this 3-bed, 3-bath home features 9-ft ceilings on the main floor, large windows, and a family-focused open-concept layout designed for everyday living and entertaining. Integrated smart home features include front and rear video doorbells and smart locks.The kitchen offers stainless steel appliances, rich espresso cabinetry, and a walkout from the breakfast area to a private backyard with gas BBQ line - ideal for relaxing or hosting. Upstairs, the spacious primary bedroom includes a 4-piece ensuite, along with two additional bedrooms.The fully finished lower level adds a third distinct living area with a large recreation room, dedicated home office, and a separate bonus room currently used as a bedroom - perfect for guests, a home gym, or media space.Steps to schools, parks, trails, and Pickering Golf Club. Minutes to Pickering GO, Hwy 401/407, Lakeridge Health, and shopping. No POTL fees. Rare 3-car parking (1 garage + 2 driveway). More details
    Listed by HOMELIFE SUPERSTARS REAL ESTATE LIMITED
    John Owen, Broker
  • 1610 Rawlings Drive in Pickering: Liverpool E13061110 - House

    1610 Rawlings Drive Liverpool Pickering L1V 5B5
    Main Photo: 1610 Rawlings Drive in Pickering: Liverpool E13061110 - House
    $699,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13061110
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to the Heart of Liverpool! Tucked away on a quiet, family-friendly street in one of Pickering's most sought-after pockets, this detached gem is ready for its next chapter. Inside, you'll find a fresh and modern feel with new laminate flooring throughout the main floor and plush new carpeting on the stairs and upper hallway. Situated on an expansive lot, this home offers spacious bedrooms and flexible living areas designed to grow with you. Step outside into your fully fenced-in backyard oasis, offering the perfect blend of privacy and convenience. Whether you're relaxing in the backyard or utilizing the spacious backyard shed for extra storage or hobby space, this outdoor area is a rare find. This property perfectly blends location and lifestyle. Just 4 minutes from the Pickering GO and City Centre-with schools, parks, and the Casino only moments away-the potential here is truly limitless. Bring your vision and make this amazing home your own! More details
    Listed by VALERY REAL ESTATE INC.
    John Owen, Broker
  • 550 Barry Drive in Pickering: Woodlands E13061122 - House

    550 Barry Drive Woodlands Pickering L1V 1P9
    Main Photo: 550 Barry Drive in Pickering: Woodlands E13061122 - House
    $1,288,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13061122
    Bedrooms:
    5
    Bathrooms:
    4
    Summer is calling! 550 Barry Dr - This exceptional 4+1 bed, 4-bath home is situated on a quiet, family-friendly street in the sought-after Woodlands community of Pickering. With close to $400,000 spent on extensive renovations inside and out, this home offers a rare opportunity to own a completely turnkey property. From the moment you arrive, the curb appeal stands out with a new driveway, front walkway, and armour stone retaining wall. Inside, the home offers 2,653 sq, plus a professionally finished lower level designed for extended family, entertaining, or multi-generational living. The main floor offers multiple living spaces, including a separate living and dining rm, and a family room with wood-burning fireplace. The renovated kitchen overlooks the backyard with a bright eat-in area with a walk-out to patio and pool, complete with quartz countertops, black s/s appliances, a breakfast bar, and a stone backsplash. Step outside and experience your summer destination with a south-facing backyard featuring a heated fibreglass saltwater pool, fully equipped outdoor kitchen complete with a 6-burner BBQ, outdoor fridge, and granite countertops-perfect for hosting all summer long. A convenient 2-pc bath and a main floor laundry rm with direct access to the double car garage. Upstairs, the spacious primary suite offers a luxurious 5-pc ensuite with heated floors, a w/i closet and 2nd closet space, while 3 addition bedrooms provide flexibility along with a beautifully renovated 5-pc main bath. Downstairs is a true standout-the professionally finished basement adds incredible value with a full custom kitchen, additional bed, 3-pc bath, and a comfortable living area, ideal for extended family or guests, with added peace of mind from double-walled insulation, high-end vinyl plank flooring, and double egress windows. Additional upgrades include updated attic insulation, a 200-amp electrical panel, and solid mechanical systems, giving you confidence for years to come. More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
    John Owen, Broker
  • 1039 Rowntree Crescent in Pickering: Liverpool E13061676 - House

    1039 Rowntree Crescent Liverpool Pickering L1V 5A9
    Main Photo: 1039 Rowntree Crescent in Pickering: Liverpool E13061676 - House
    $799,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13061676
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to an absolute showstopper in the heart of Pickering! This stunning 3+1 bedroom, 4bathroom home delivers the perfect combination of space, style, and serious income potential-arare find in today's market.The professionally updated front landscaping designed to accommodate additional parking-a hugebonus for multi-vehicle households or rental flexibility. Step inside to a bright, functionallayout featuring spacious principal rooms, a family-sized kitchen, and an ideal flow for botheveryday living and entertaining.A fully finished basement with its own kitchen, bedroom, living space, and separate accessthrough the garage-perfect for in-laws, extended family, or generating rental income to helpoffset your mortgage.Upstairs offers generously sized bedrooms, a family room for entertaining while the backyardprovides the perfect setting to unwind or entertain all summer long.Located in a highly desirable, family-friendly neighbourhood close to schools, parks, shopping,transit, and major highways-this home checks every box. More details
    Listed by RE/MAX REALTRON REALTY INC.
    John Owen, Broker
  • 1768 White Cedar Drive in Pickering: Amberlea E13061856 - House

    1768 White Cedar Drive Amberlea Pickering L1V 6Z1
    Main Photo: 1768 White Cedar Drive in Pickering: Amberlea E13061856 - House
    $999,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13061856
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to 1768 White Cedar Drive, a warm and inviting family home in the heart of Amberlea, one of Pickering's most loved neighbourhoods. This is the kind of community where kids ride their bikes until the streetlights come on, neighbours wave as they pass by, and families stay for years. Walkable top-rated Public, Catholic, and French immersion schools, plus parks, trails, and playgrounds nearby, it's easy to see why Amberlea is always in demand. Inside, the home is designed for everyday family living. The main floor offers a spacious layout with a comfortable family room, formal living and dining areas, and a refreshed kitchen featuring professionally painted cabinetry, quartz countertops, and stainless steel appliances, perfect for everything from rushed weekday breakfasts to hosting friends on the weekend. Upstairs, you'll find four bedrooms, giving everyone their own space. The primary suite offers a beautiful retreat with a spa-inspired ensuite, while a full main bathroom serves the additional bedrooms with ease. The lower level adds flexibility for growing families, with a private area ideal for in-laws, a young adult, or even a quiet work-from-home setup. It includes a built-in bedroom (window not egress) and a two-piece bath, with room to add a future shower & ample storage. Outside, enjoy a double driveway, double car garage, and beautifully maintained gardens that bring charm and colour to the property-just right for summer barbecues or a peaceful evening outdoors. Located minutes to the 401, 407, GO Train, shopping, and everyday amenities, this meticulously cared-for home is truly move-in ready. A place where life feels easy, and coming home is the best part of your day. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    John Owen, Broker
  • 1434 Rougemount Drive in Pickering: Rougemount E13062900 - House

    1434 Rougemount Drive Rougemount Pickering L1V 1N1
    Main Photo: 1434 Rougemount Drive in Pickering: Rougemount E13062900 - House
    $2,799,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13062900
    Bedrooms:
    5
    Bathrooms:
    5
    Welcome To One Of Pickering's Most Coveted Streets. This Exceptional Home On A "VERY PRIVATE & PREMIUM" 69 Ft. x 309 Ft. Lot Was Completely Rebuilt In 2012, Then Fully Reimagined In 2017. New Kitchen With Custom Rocpol Cabinetry, Updated Fireplace, Extended Foyer, Premium Appliances, New Flooring & Windows, All By Award Winning Accubuilt/DeSousa Homes. The Backyard Is Truly A Showpiece, Professionally Landscaped By Distinctive Designs With A Gas Fireplace, Napoleon BBQ, Pergola & 8 Zone Irrigation System. Welcome To Resort Style Living In The City. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    John Owen, Broker
  • 3226 Brigadier Avenue in Pickering: Rural Pickering E13064808 - House

    3226 Brigadier Avenue Rural Pickering Pickering L1X 0N4
    Main Photo: 3226 Brigadier Avenue in Pickering: Rural Pickering E13064808 - House
    $899,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13064808
    Bedrooms:
    4
    Bathrooms:
    3
    Well-maintained family home located in a highly desirable Pickering neighbourhood. This property offers a funtional layout with spacious prinicpal rooms, bright natural light and a comfortable living environment suitable for families or first-time buyers. Conveniently situated close to schools, parks, public transit, shopping, and major highways for easy commuting. A great opportunity to own in a quiet, established community. More details
    Listed by RE/MAX ELEVATE
    John Owen, Broker
  • 501 Sundown Crescent in Pickering: Woodlands E13064822 - House

    501 Sundown Crescent Woodlands Pickering L1V 6A7
    Main Photo: 501 Sundown Crescent in Pickering: Woodlands E13064822 - House
    $1,274,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13064822
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to 501 Sundown Crescent, where traditional elegance meets modern functionality. 2 storey all brick home loaded with elegant upgrades and located on a quiet family friendly street. The updated, sun filled family sized kitchen is equipped with high end finishes including designer cabinetry, granite counter tops, stainless steel appliances, built-in wine fridge, pot lights and a walkout to the private backyard oasis. Hardwood flooring, crown moulding and wainscotting throughout main floor. Separate formal family room overlooking backyard with natural stone wood burning fireplace. Combined living/dining offers the perfect space to entertain, main floor updated laundry room with inside access to garage and separate side door entrance. The primary bedroom retreat offers a walk-in closet and updated, spa like bathroom including a seamless glass shower and free standing soaker tub. Updated main bathroom, great sized bedrooms and loads of closet space. Fully finished basement with second family/rec. room, natural gas fireplace, pot lights, large cold room/cantina and additional storage space. Enjoy warm summer nights in the fully private backyard which includes an integrated deck, hot tub with gazebo and matures hedges for added privacy. Exterior sprinkles system, updated light fixtures and window covering throughout. Full double car garage and 4 car driveway, no sidewalk. Great location with easy highway access, minutes to shopping, public transits, schools, parks and restaurants. More details
    Listed by SUTTON GROUP OLD MILL REALTY INC.
    John Owen, Broker
  • 883 Darwin Drive in Pickering: Liverpool E13065118 - House

    883 Darwin Drive Liverpool Pickering L1X 2P8
    Main Photo: 883 Darwin Drive in Pickering: Liverpool E13065118 - House
    $1,289,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13065118
    Bedrooms:
    5
    Bathrooms:
    4
    Absolutely Beautiful Coughlan Built Home In Pickering Prestigious Community. Over 3,500 Sqft Living Space. Remote F.P Limestone Trimmed. Finished Basement, Office Can Use As Extra Guest Bedroom. Open Concept. Well Maintained Kitchen With Breakfast area. Walkout To Backyard, Interlocked Walkway To Front Yard. Mins to Shopping, 401, restaurants, schools, Bus, and Etc. More details
    Listed by HC REALTY GROUP INC.
    John Owen, Broker
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Data was last updated April 30, 2026 at 10:15 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.