Houses for sale in Pickering Woodlands

Newest MLS listings in Pickering Woodlands area

Homes for sale in Pickering Woodlands

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1-10/19

  • 212 1655 Pickering Parkway in Pickering: Woodlands E13175932 - Condo Apartment

    212 1655 Pickering Parkway Woodlands Pickering L1V 6L3
    Main Photo: 212 1655 Pickering Parkway in Pickering: Woodlands E13175932 - Condo Apartment

    212 1655 Pickering Parkway Pickering L1V 6L3 Woodlands

    $515,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    E13175932
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome to 1655 Pickering Parkway! Fabulous 2 Bedroom, 2 Bathroom, spacious condo available for sale in a prime pickering location. Laminate floors throughout, beautiful sun-filled solarium with tons of natural light, upgraded light fixtures, newer kitchen with built in dishwasher, ensuite laundry, primary bedroom with walk-in closet and so much more. Unit Shows 10+++. Steps to all shopping amenities, parks, 401 and place of worship. Book your appointment today, you won't be disappointed. More details
    Listed by REVEL REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 522 Sheppard Avenue in Pickering: Woodlands E13175322 - House

    522 Sheppard Avenue Woodlands Pickering L1V 1E8
    Main Photo: 522 Sheppard Avenue in Pickering: Woodlands E13175322 - House

    522 Sheppard Avenue Pickering L1V 1E8 Woodlands

    $1,298,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13175322
    Bedrooms:
    3
    Bathrooms:
    2
    A rare opportunity in Pickering's highly sought-after Woodlands community to own an expansive 75' x 180' ft lot surrounded by custom-built homes. Whether you choose to move in, renovate, or design and build your dream luxury residence, this property offers exceptional potential in one of Pickering's most desirable communities. The updated interior offers a bright open-concept living and dining area with a walk-out to the backyard deck, creating a natural indoor-outdoor connection, along with a renovated kitchen featuring stainless steel appliances and a functional layout for everyday living and entertaining. The home also includes a private second-level primary retreat with a cozy sitting area, a flexible main-floor second bedroom, and a finished basement with separate entrance complete with a kitchenette, third bedroom, 4-piece bathroom, and additional living space suitable for extended family or in-law potential. A standout feature is the impressive 900sqft garage, with 11' ceilings, a dedicated 200-amp electrical panel, and EV charger, ideal for hobbyists or additional workspace. Enjoy a private backyard setting with mature trees and multiple outdoor entertaining areas, all while being conveniently located close to Highway 401, transit, top schools, parks, The Rouge conservation areas, shopping, restaurants, and everyday amenities. More details
    Listed by RE/MAX ALL-STARS BENCZIK KAVANAGH TEAM
    LISTING DETAILS
    John Owen, Broker

  • 1427 Rosebank Road in Pickering: Woodlands E13170706 - House

    1427 Rosebank Road Woodlands Pickering L1V 1P3
    Main Photo: 1427 Rosebank Road in Pickering: Woodlands E13170706 - House

    1427 Rosebank Road Pickering L1V 1P3 Woodlands

    $2,649,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13170706
    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, with 3 bedrooms, 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

  • 1411 Old Forest Road in Pickering: Woodlands E13169162 - House

    1411 Old Forest Road Woodlands Pickering L1V 1N8
    Main Photo: 1411 Old Forest Road in Pickering: Woodlands E13169162 - House

    1411 Old Forest Road Pickering L1V 1N8 Woodlands

    $3,450,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13169162
    Bedrooms:
    7
    Bathrooms:
    6
    Welcome to The Bridge House - Where Family Stays Connected. A thoughtfully designed generational estate on a 50x238 ft lot in one of Pickering's most private, low-density pockets - just 1.3km to Hwy 401, 300m to Kingston Rd transit & minutes to shopping, restaurants & everyday amenities | 4,932 sq ft above grade | 1,850 sq ft finished basement | 6+1 beds | 6 baths | 3-car garage | Elevator to all floors | 10 parking spaces | The centrepiece: a custom enclosed second-floor bridge connects the main house to a fully self-contained 1-bed suite above the garage - complete with its own kitchen, living/dining area, laundry & independent HVAC system. True privacy. Total connection | Main floor: 10 ft smooth ceilings, open-concept living/dining/family room with gas fireplace & custom TV niche | A chef's kitchen w/ SubZero, Wolf & Miele appliances, hidden walk-in pantry w/ auto sensor lighting, pot filler, quartz counters, & servery with SubZero beverage centre | Office with window, closet & frosted pocket doors - functions as main floor bedroom | Primary retreat: 16-ft walk-through closet, tray ceilings, spa-inspired 5-pc ensuite w/ freestanding tub, glass shower with niche, heated floors, & water closet | Basement 9 ft smooth ceilings with Dricore subfloor | Absolute show stopper wet bar w/ dual Marvel beverage centres & glass rinser, glass-enclosed gym w/ full mirrored wall & hardwired internet | Pre-wired for future home theatre | Kohler steam shower w/ essential oil diffuser, heated floors | double-door walkout | Garage: fully insulated, high-lift track doors (car-lift ready every bay), hot water line & Cat-5 | Massive Backyard w/ gas BBQ line, 60-amp rough-in & hot water tap. 226 pot lights | 2 furnaces + 1 air handler | 3 AC's/HRV | Rain Bird WiFi irrigation system | 3 built-in WiFi routers | Pre-wired speakers | This Home Truly Has It All - See Attached Lists & Media Links For Details. More details
    Listed by RE/MAX ROUGE RIVER REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 1459 Old Forest Road in Pickering: Woodlands E13169064 - House

    1459 Old Forest Road Woodlands Pickering L1V 1N8
    Main Photo: 1459 Old Forest Road in Pickering: Woodlands E13169064 - House

    1459 Old Forest Road Pickering L1V 1N8 Woodlands

    $2,799,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13169064
    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

  • 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

  • 224 1460 Whites Road in Pickering: Woodlands E13143796 - Condo Townhouse

    224 1460 Whites Road Woodlands Pickering L1V 0E8
    Main Photo: 224 1460 Whites Road in Pickering: Woodlands E13143796 - Condo Townhouse

    224 1460 Whites Road Pickering L1V 0E8 Woodlands

    $610,000
    Residential Condo & Other
    Status:
    Active Under Contract
    MLS® Num:
    E13143796
    Bedrooms:
    2
    Bathrooms:
    3
    Experience modern living in this beautifully maintained 2-bedroom, 3-bathroom condo townhome, perfectly situated in Pickering's highly sought-after Woodlands neighbourhood. Just steps from shopping, dining, transit, parks, and schools, this bright and open concept corner unit offers exceptional convenience and comfort. Enjoy stunning northwest views from your private rooftop terrace - an ideal retreat for entertaining or unwinding with family and friends. The main floor features a stylish open-concept layout with a combined living and dining area, warm laminate flooring, and a walkout to a cozy private balcony. The kitchen features quartz counters, a centre island with bar seating, and stainless-steel appliances. Upstairs, the generous primary bedroom boasts his-and-hers closets and a private 3-piece ensuite. A well-sized second bedroom and a full 4-piece bathroom complete the upper level. Additional highlights include ensuite laundry, central air conditioning, and one underground parking space. This is the perfect blend of comfort, style, and location - a home you'll be proud to call your own. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
    LISTING DETAILS
    John Owen, Broker

  • 31 575 Steeple Hill in Pickering: Woodlands E13142470 - Condo Townhouse

    31 575 Steeple Hill Woodlands Pickering L1V 7E4
    Main Photo: 31 575 Steeple Hill in Pickering: Woodlands E13142470 - Condo Townhouse

    31 575 Steeple Hill Pickering L1V 7E4 Woodlands

    $730,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    E13142470
    Bedrooms:
    3
    Bathrooms:
    3
    END UNIT Condo Townhome Backing onto Ernie L. Stroud Park in Pickering! Rarely Found Wrap-Around Covered Porch Leads to a Large Foyer with South and East Facing Windows that Invite in Warmth and Natural Light! 2000sq' of Finished Living Space. Open Concept Main Floor with 9' Ceilings. The Sun-Filled Kitchen is Spacious Enough for Family to Cook and Dine Together. A Cozy Gas Fireplace is the Focal Point of the Living Room. The Dining Room Windows, and the Deck off the Living Room, All Face West and are the Perfect Place to Watch a Scenic Sunset Over the Park. On the Upper Level is the Primary Bedroom with 4pc Ensuite, Along with 2 Additional Bedrooms and Another 4pc Bathroom. From the Ground Floor Rec Room there is Direct Access to the Garage and a Sliding Door to the Backyard Patio. The Backyard is Surrounded on 2 Sides by a 7' Tall Wood Fence, Providing a Private Area for Children and Pets to Play on the Lawn. Maintenance Fees Include Water, Building Insurance, Lawn Care, and Snow Removal. Get Ready to Enjoy a Relaxed Lifestyle in a Convenient Location Close to Hwy 401, Pickering GO Station, Grocery and Pharmacy, Schools, Parks, and Lake Ontario! More details
    Listed by REMAX CONNECT REALTY
    LISTING DETAILS
    John Owen, Broker

  • 1438 Rosebank Road in Pickering: Woodlands E13139226 - House

    1438 Rosebank Road Woodlands Pickering L1V 1P4
    Main Photo: 1438 Rosebank Road in Pickering: Woodlands E13139226 - House

    1438 Rosebank Road Pickering L1V 1P4 Woodlands

    $1,899,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13139226
    Bedrooms:
    7
    Bathrooms:
    5
    Located on one of Pickering's most prestigious streets, this stone and brick residence offers over 3,300 sqft. Main Floor with hardwood throughout, modern kitchen, family room and separate living and dining rooms. Upstairs, you'll find 5 spacious bedrooms (3 with ensuite baths), plus a finished 2-bedroom basement suite, with a second kitchen this home is ideal for large or multi-generational families. Large landscaped backyard with endless potential to make this truly your own. A rare opportunity in one of Pickering's most sought-after neighbourhoods. Minutes To Shopping, Parks And Great Schools. More details
    Listed by ROYAL LEPAGE FRANK REAL ESTATE
    LISTING DETAILS
    John Owen, Broker

  • 552 Steeple Hill in Pickering: Woodlands E13130484 - House

    552 Steeple Hill Woodlands Pickering L1V 5Z3
    Main Photo: 552 Steeple Hill in Pickering: Woodlands E13130484 - House

    552 Steeple Hill Pickering L1V 5Z3 Woodlands

    $1,199,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13130484
    Bedrooms:
    6
    Bathrooms:
    4
    Stunning family home offering exceptional space and versatility, featuring a fully finished basement with a 3-piece bath and oversized walk-in shower-ideal for extended family or entertaining. Boasts 3 generously sized bedrooms with the potential to convert into 4. The expansive primary retreat includes a spa-inspired 5-piece en suite and a walk-in closet. Additional features include a private workshop, cold cellar, and numerous upgraded windows throughout.Perfectly situated in a prime West Pickering location, just minutes to top-rated schools, shopping, Highway 401, parks, and places of worship-saving valuable commute time to Toronto. More details
    Listed by AMMAX REALTY
    LISTING DETAILS
    John Owen, Broker
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1-10/19
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Data was last updated May 26, 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.
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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.