Houses for sale in Pickering Woodlands

Newest MLS listings in Pickering Woodlands area

Homes for sale in Pickering Woodlands

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  • 521 Sundown Crescent in Pickering: Woodlands E12785686 - House

    521 Sundown Crescent Woodlands Pickering L1V 6A8
    Main Photo: 521 Sundown Crescent in Pickering: Woodlands E12785686 - House
    $1,319,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12785686
    Bedrooms:
    7
    Bathrooms:
    5
    Finally the one you have been waiting for has come on the market! A large beautifully renovated 4 + 3 bedroom 5 washroom home with a LEGAL BASEMENT APARTMENT, on an extra-wide lot with a 6 car driveway. Let's get into the details... What makes this home very different from most homes, is the professionally finished basement has two separate areas. One area is a 2 bedroom basement apartment with it's own washer & dryer and a separate side entrance (Currently rented month-to-month for $1,600). The second area is space for the owners own use, including a large office area, a TV room, a separate bedroom, and a brand new 3 piece washroom. This owners space is perfect for your in-laws, or teenagers looking for private space, or for visiting guests, and you still get to benefit from collecting valuable monthly rent. It's perfect for multi-generational families. RECENT RENOS: You are going to love the new large kitchen, which has a large panty, the new washrooms, the new flooring, all the new lighting, and the huge amount of natural light the many windows bring into the home. Outdoor renos include a newly paved driveway with stone border, a large stone patio and a stone walkway to the backyard. THE AREA: People who know Pickering, know that the Woodlands section of Pickering is where everyone wants to be. Being south of Sheppard you are just a 2 minute drive to the 401 on-ramp, which will have you downtown in a flash. With the home backing onto Rosebank Rd. The backyard is very private due to the extremely deep lots on Rosebank, so there's nobody peering down into your backyard. PARKING: The driveway fits 6 cars, and you can park 2 cars in the garage, which gives you lots of parking. This home likely checks off a lot on your checklist. Be sure to book a showing to tour this very unique home to see if it's your perfect fit before it's to late. More details
    Listed by HOMELIFE CLASSIC REALTY INC. and CANADA HOME GROUP REALTY INC.
    John Owen, Broker
  • 19 530 Kingston Road in Pickering: Woodlands E12754014 - House

    19 530 Kingston Road Woodlands Pickering L1V 0C3
    Main Photo: 19 530 Kingston Road in Pickering: Woodlands E12754014 - House
    $849,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12754014
    Bedrooms:
    3
    Bathrooms:
    4
    Bight & Beautiful 3 Bedroom Detached Home In Prime Location for Sale,Throughout Hardwood, Granite Countertops And Backsplash In Kitchen,Fully Fenced Private Back Yard With Fully Interlocked, Public School AtWalking Distance, Surrounded By All Amenities, Pickering Town Centre,Go Station, Just Minutes To 401. Perfect location for family andworking individuals. Ready to Move In. POTL fees includes Water,Landscaping, Garbage , Road Maintenance And Snow Removal (Durham CommonElement Condominium Corporation 236). More details
    Listed by SAVE MAX CAPITAL REAL ESTATE
    John Owen, Broker
  • 500 Lightfoot Place in Pickering: Woodlands E12744768 - House

    500 Lightfoot Place Woodlands Pickering L1V 5Z5
    Main Photo: 500 Lightfoot Place in Pickering: Woodlands E12744768 - House
    $1,198,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12744768
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to 500 Lightfoot Pl, a spacious, bright and well-maintained 4+1 bedroom home nestled on Quiet Street in Desirable Woodlands Community. open concept hallway with bright skylight,large living, dining and family room with warm fireplace. upgraded gourmet kitchen is designed for both style and functionality, featuring Quartz countertops, a full stainless steel appliance package, backsplash. adjacent family size breakfast area walks out to the backyard patio, perfect for casual dining or morning coffee. on upstairs, the spacious primary bedroom boasts a walk-in closet and a luxurious 5-piece ensuite bath. Additional bedrooms are generously sized. Finished Basement With bedroom, recreation room and Separate Entrance. Hardwood & Ceramics Throughout. Located on a quiet, safe, family-friendly neighbourhood, close to top rated schools, parks, supermarket, coffee shop,restaurants, Library & Community Centre. Enjoy quick access to Hwy 401, Pickering GO Station, and shops at Pickering Town Centre etc., a rare opportunity to own a turnkey home offering space, style, and suburban convenience. A true gem! Don't miss out! More details
    Listed by RE/MAX CROSSROADS REALTY INC.
    John Owen, Broker
  • 214 1460 Whites Road in Pickering: Woodlands E12723164 - Condo Townhouse

    214 1460 Whites Road Woodlands Pickering L1V 1R4
    Main Photo: 214 1460 Whites Road in Pickering: Woodlands E12723164 - Condo Townhouse
    $699,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    E12723164
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome To your home with a Stunning View Of The Lake From Rooftop Terrace! This Is 1592 Sf With An Open Concept Condo Townhouse With 3 Spacious Br, 2.5 Luxurious Baths. Kitchen with large sit down island, S/S Appliances & Quartz Counter Top. Convenient Location, hop onto the 401 And 407, 5 Minutes to GO Train, Walking Distance To Banks, Restaurants, Grocery, Pharmacy, Tim Hortons, Etc. More details
    Listed by CANADA HOME GROUP REALTY INC.
    John Owen, Broker
  • 319 755 Omega Drive in Pickering: Woodlands E12701632 - Condo Townhouse

    319 755 Omega Drive Woodlands Pickering L1V 0H1
    Main Photo: 319 755 Omega Drive in Pickering: Woodlands E12701632 - Condo Townhouse
    $579,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    E12701632
    Bedrooms:
    2
    Bathrooms:
    3
    Welcome to this executive modern 2-storey townhouse in highly desired Woodlands, Pickering. Offering 1,100+ sq ft of well-designed living space, this home combines contemporary style with everyday comfort. The main level features a bright open-concept living and dining area with wide-plank flooring and a modern kitchen equipped with stainless steel appliances and ample cabinetry-perfect for entertaining or relaxed daily living. Step out to your private balcony and enjoy open views. The lower level hosts two generously sized bedrooms, each offering excellent privacy and natural light. The primary bedroom includes a 3-piece ensuite bathroom, while a second full bathroom serves the additional bedroom. A convenient powder room is located on the main level. In-unit laundry and numerous builder upgrades throughout complete this impressive home. Ideally situated close to shopping malls, schools, transit, Highway 401, bus stops, Tim Hortons, LCBO, and all major amenities-making commuting and daily errands effortless. A fantastic opportunity for a small family, first time home buyer or investor. More details
    Listed by ROYAL LEPAGE MEADOWTOWNE REALTY
    John Owen, Broker
  • #39 575 Steeple Hill in Pickering: Woodlands E12698782 - Condo Townhouse

    #39 575 Steeple Hill Woodlands Pickering L1V 7G3
    Main Photo: #39 575 Steeple Hill in Pickering: Woodlands E12698782 - Condo Townhouse
    $699,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    E12698782
    Bedrooms:
    3
    Bathrooms:
    3
    Power of Sale - Sold as is Where is. Welcome to 39-575 STEEPLE HILL. An excellent opportunity to own a well-appointed open-concept townhome located in the sought-after Woodlands community of Pickering. Main floor features 9-ft ceilings and a functional kitchen overlooking the living area, with walkout from the dining space to a balcony. Large windows provide excellent natural light throughout. Finished basement offers direct access to the garage, gas fireplace, 3-piece bathroom with heated flooring, and walkout to a private, landscaped backyard-ideal for outdoor enjoyment. Conveniently situated close to elementary and secondary schools, parks, shopping, and public transit. A solid property in a sought-after location! MUSTSEE! 48 hours (work days) irrevocable on all offers. Being sold as is. Must attach Schedule "B" and use Seller's sample offer when drafting an offer (copy in attachment section of MLS). Taxes estimated per city website. More details
    Listed by RE/MAX REALTRON REALTY INC.
    John Owen, Broker
  • 1436 Highbush Trail in Pickering: Woodlands E12524582 - House

    1436 Highbush Trail Woodlands Pickering L1V 1N5
    Main Photo: 1436 Highbush Trail in Pickering: Woodlands E12524582 - House
    $2,250,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12524582
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to this custom built, Victorian farmhouse-style home on a double premium lot backing onto tranquil Petticoat Creek in one of Pickering's most desirable neighbourhoods. This 4 bedroom, 2 storey home features an inviting wrap-around porch that offers the perfect place to relax and unwind. Walking through the front door, the magnificent wooden staircase rises before you & is banked by the formal living and dining rooms. It is the ideal space for entertaining, featuring hardwood floors, detailed millwork & high ceilings. The hallway leads to an open-concept kitchen & family room to expand your entertaining area & forms the heart of the home. The large windows showcase the lush ravine & fill the space with natural light. The double-sided fireplace adds warmth & charm throughout the area & into the adjoining den. Accessible from the family room is the main floor laundry room, which provides access to outside. Upstairs, 4 spacious bedrooms provide comfort & privacy. The primary suite offers a serene retreat with a large walk-in closet, ensuite bath & a ravine view. A unique feature of the 2nd floor is a linen closet with a laundry chute to the laundry room. Downstairs is a large entertainment room featuring a walk out to the ravine & accommodates a pool table, games table, a comfortable area to watch TV & an area ready for a bar of your design. This level also has a laundry room, 3 pc washroom, a room for crafting & relaxing, a storage room & a workroom, with sink & additional storage. Outdoors, the property continues to impress with an oversized detached 2 car garage, mature trees & a large private yard for relaxation & entertaining while listening to the gentle sounds of Petticoat Creek. Located close to parks, trails, library, schools, transit, shopping, & only minutes from Toronto, this home offers a rare blend of natural beauty, privacy, & convenience. A perfect balance of Victorian farmhouse elegance & modern living - truly a place to call home. More details
    Listed by REMAX CONNECT REALTY and ROYAL LEPAGE CONNECT REALTY
    John Owen, Broker
  • 415 Sheppard Avenue in Pickering: Woodlands E12523754 - House

    415 Sheppard Avenue Woodlands Pickering L1V 1E6
    Main Photo: 415 Sheppard Avenue in Pickering: Woodlands E12523754 - House
    $2,799,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12523754
    Bedrooms:
    7
    Bathrooms:
    6
    Welcome To 415 Sheppard Ave Located In Prestigious Woodlands. This Custom 5+2 Bedroom, 6 Bathroom Home Boasts Over 7,500 Sqft Of Above Ground Living Space. Step Into The Californian Open Concept Grand Main Floor, Backsplit To Soaring 15 Ft Ceilings In Family Room and Designer Kitchen, With 3 Elevated South Facing Garden Doors With Transoms For A Sun Filled Home. Chefs Kitchen With Top of The Line Sub Zero Fridge and Wolf Range, Custom Vent Hood, 12 X 8 Island Accented By Suspended Waffle and Floor To Ceiling Cabinets. The Main Floor Also Includes A Formal Dining Room, Office, And 2 Elevated Living Rooms Finished With Large Bookmatch Tile and Herringbone Hardwood Throughout. Spacious Master Bedroom With Juliette Balcony Has A Spa Oasis W/ 5 X 7 Shower and Soaker Tub, Accessible to W/I Closet With Centre Island. Additional Spacious Bedrooms Surround A Central Study Nook With Large Skylight Open To 3rd Floor Loft Retreat With A Large 22 X 22 Room Plus Covered Balcony Overlooking The Rouge Forest. An Entertainers Dream! Basement Features An Open Rec Area With Walkout To Backyard, Theatre Room, Nanny Suite, Guest Br/Gym All Equipped With 2 Bathrooms. Backyard Bliss With South Facing 16 X 32 Saltwater Pool And Two Large Sports Pads For Trampoline, Basketball, Etc. Accented By Mature Willow Tree, Dozens Of Cedar Trees And Turf So No Grass Avoiding Excess Lawn Maintenance. Perfect For Families, In Top Ranked EB Phin School District and Steps To Dunbarton and St. Mary's Highschools. No Expenses Spared - Over 200 Potlights, 200 Amp Service, Fully Spray Foamed, Wood Interior Doors, 9 1/4 Baseboard and Crown Mouldings, And More. Must See For Yourself! More details
    Listed by BEG BROTHERS REAL ESTATE
    John Owen, Broker
  • 1438 Rosebank Road in Pickering: Woodlands E12477152 - House

    1438 Rosebank Road Woodlands Pickering L1V 1P4
    Main Photo: 1438 Rosebank Road in Pickering: Woodlands E12477152 - House
    $1,999,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12477152
    Bedrooms:
    5
    Bathrooms:
    5
    **EXCLUSIVE LARGE HOUSES NEIGHBOURHOOD**HOTTEST RE-DEVELOPMENT IN DURHAM**DEEP LOT WITH PRIVACY IN THE BACK**EXCELLENTLY KEPT HOUSE**FULLY FUNCTIONAL WITH NO MAJOR WORKS NEEDED**SHORT DISTANCE TO TORONTO AND EASY ACCESS TO MAJOR ROADWAYS**VERY QUIET AND PRESTIGIOUS ROSEBANK SECTION **BASEMENT PROFESSIONALLY FINISHED WITH TWO BEDROOMS, FULL KITCHEN AND OWN SEPARATE ENTRANCE: GREAT FOR EXTRA INCOME OR EXTENDED FAMILY ACCOMODATION** **EXTRAS** ALL EXISTING APPLIANCES: FRIDGE, STOVE,DISHWASHER,WASHER,DRYER,ALL EXISTING ELECTRICAL LIGHT FIXTURES, ALL WINDOW COVERINGS,CENTRAL AIR,GARAGE DOOR REMOTE CONTROL,ALL HEATING AND PLUMBING FIXTURES. More details
    Listed by NULAND REALTY INC.
    John Owen, Broker
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Data was last updated February 23, 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.