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.
Under Contract:
Hot Water Heater, Security System
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Total Approx Floor Area:
2500-3000
Lot Depth:
111'1"33.9 m
Lot Frontage:
44'3½"13.5 m
Direction Faces:
South
Bedrooms:
4+1
Bathrooms:
4.0
Water supply:
Municipal
Kitchens:
2
Kitchens in Basement:
1
Bedrooms Above Grade:
4
Bedrooms Below Grade:
1
Kitchens Above Grade:
1
Rooms Above Grade:
14
Fractional Ownership:
No
Assignment:
No
Heating type:
Forced Air
Heating Fuel:
Gas
Fireplaces:
1
Foundation:
Concrete Block
Roof:
Asphalt Shingle
Basement:
Full, Finished
Fireplace Features:
Wood, Family Room
Fireplace/Stove:
Yes
Garage:
Attached
Garage Spaces:
2.0
Parking Features:
Private Double
Parking Spaces:
4
Total Parking Spaces:
6.0
Family Room:
Yes
Possession Details:
30-90 days
Pool:
Inground, Salt, Outdoor
Link:
No
HST Applicable To Sale Price:
Included In
Assessment Year:
2025
Taxes:
$8,953 /
2025
Assessment:
$- /
2025
Durham
Pickering
Woodlands
Tiled/Drainage
Guest Accommodations, In-Law Capability, In-Law Suite, Upgraded Insulation, Auto Garage Door Remote
Data was last updated May 1, 2026 at 06:15 AM (UTC)
Area Statistics
Listings on market:
11
Avg list price:
$1,274,900
Min list price:
$749,999
Max list price:
$2,799,000
Avg days on market:
9
Min days on market:
1
Max days on market:
678
These statistics are generated based on the current listing's property type
and located in
Woodlands. Average values are
derived using median calculations. This data is not produced by
the MLS® system.
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.