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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. (id:58753)
Cross Streets: Sheppard Ave & Rosebank Rd. ** Directions: S of Sheppard, E of Rosebank.
Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price |
|---|---|---|---|---|
| 25 HILEY AVENUE | 4 | 2 | May 17, 2026 | $829,990 |
| 28 SHELDON DRIVE | 6 | 5 | May 17, 2026 | $1,299,000 |
Discover key demographics, population statistics, and environmental insights for the Pickering (woodlands), ON area.
66/100
Somewhat Walkable
Walk Score ®
49/100
Some Transit
Transit Score ®
32/100
Bikable
Bike Score ®
Some errands can be accomplished on foot. A few nearby public transportation options. Minimal bike infrastructure.
8 nearby routes: 8 bus, 0 rail, 0 other
The average walkability score in the surrounding area is Walk Score: 36/100, Transit Score: 41/100, Bike Score: 32/100.
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4 bds • 3 ba • 0 sqft
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4 bds • 3 ba • sqft
501 SUNDOWN CRESCENT
4 bds • 3 ba • sqft
501 SUNDOWN CRESCENT
4 bds • 3 ba • sqft
565 SHEPPARD AVENUE
4 bds • 2 ba • sqft
546 SHEPPARD AVENUE
3 bds • 2 ba • sqft
522 SHEPPARD AVENUE
4 bds • 3 ba • sqft
525 SUNDOWN CRESCENT
4 bds • 4 ba • sqft
556 RAINY DAY DRIVE
4 bds • 4 ba • sqft
556 RAINY DAY DRIVE
6 bds • 4 ba • sqft
535 GARDENVIEW SQUARE
6 bds • 4 ba • sqft
560 STEEPLE HILL
6 bds • 4 ba • 2326 sqft
560 Steeple Hill, Pickering ON L1V 5Z3
3 bds • 2 ba • sqft
1425 OLD FOREST ROAD
5 bds • 4 ba • sqft
661 WEYBURN SQUARE
4 bds • 4 ba • sqft
431 PINEVIEW LANE
3 bds • 3 ba • sqft
421 PINEVIEW LANE
4 bds • 4 ba • sqft
1406 OLD FOREST ROAD
4 bds • 4 ba • sqft
1768 WHITE CEDAR DRIVE
7 bds • 4 ba • sqft
1752 BROADOAK CRESCENT
4 bds • 4 ba • sqft
660 FOXWOOD TRAIL
Source: Realty.com
550 BARRY DRIVE, Pickering (Woodlands), ON L1V1P9 in Pickering (Woodlands), ON L1V1P9 is a single family residence listed at $1,288,000. Highlights include 5 bedrooms, 4 bathrooms. Realty.ca has 46 photos, sales history, school insights, and mortgage tools for this listing.
Realty.com has 46 photos of 550 BARRY DRIVE.
The full address for this home is 550 BARRY DRIVE, Pickering (Woodlands), ON L1V1P9.
550 BARRY DRIVE has been listed on Realty.com since Thu April 30, 2026
Some errands can be accomplished on foot. A few nearby public transportation options. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 36/100, Transit Score: 41/100, Bike Score: 32/100.
Listing provided courtesy of:
ROYAL LEPAGE SIGNATURE REALTY
Listing agent:
MICHELLE TOON
This content last refreshed on 2026-06-07 04:19:14. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.