
550 Barry Drive
Pickering (Woodlands), ON L1V 1P9
- 4+1Bedrooms
- 4Bathrooms
- 2Garage
- 2500–3000Sq Ft
- $8,953Tax
- 44×111 ftLot Size
- Estimated Value:$1,275,500See Free Estimate Report

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Free Home EvaluationHow Much Is My Home Worth?Homes for Sale NearbySale & Price History for 550 Barry Drive, Pickering, Woodlands
| Start Date | End Date | Price | Event | MLS# |
|---|---|---|---|---|
| 2026-04-30 | 2026-05-08 | Login to See Prices | Sold | e13061122 |
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About 550 Barry Drive, Pickering, Woodlands
Summarized Description
- Exceptional 4+1 bed, 4-bath home in Pickering.
- Over $400,000 spent on renovations.
- Turnkey property with high curb appeal.
- Heated saltwater pool and outdoor kitchen.
- Professionally finished basement for guests.
- Luxurious primary suite with ensuite.
- Multiple living spaces for family gatherings.
- Convenient main floor laundry and garage access.
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.
Key Facts & Features
Property Costs
- Annual Property Tax Amount
- $8,953
- Land Transfer Tax Fee
- $22,235
Rental Items
- Rental Equipment
- Hot Water Tank ($23.70/mo + hst), with Reliance Home Comfort, Security System ($70/mo + hst), with Telus/Vivint
- Under Contract
- Hot Water Heater, Security System
- Basement Type
- Full, Finished
Interior Features
- Laundry Level
- Main Level
- Interior Extras
- Guest Accommodations, In-Law Capability, In-Law Suite, Upgraded Insulation, Auto Garage Door Remote
- Security Features
- Security System
- Fireplace/Stove
- Yes
- Fireplace Features
- Wood, Family Room
- Elevator
- No
Exterior Features
- Exterior Extras
- Landscape Lighting, Landscaped, Patio, Privacy, Built-In-BBQ
- Pool
- Inground, Salt, Outdoor
- Property Features
- Tiled/Drainage
Building
- Building Type
- Detached
- Building Style
- 2-Storey
Construction
- Exterior Finish
- Brick
- Roof
- Asphalt Shingle
- Foundation Details
- Concrete Block
- Special Designation
- Unknown
Lot
- Lot Front
- 44.29 ft
- Lot Depth
- 111.06 ft
Inclusions
- Inclusions
- Existing fridges (main & lower), stoves (main & lower), built-in microwave (main), range hoods (lower), dishwashers (main & lower), clothes washer & dryer, all window coverings, custom blinds, all electrical light fixtures, garage door openers & remotes, garden shed, pool equipment (heater, pump & filter), attached TV's in basement bedroom and basement kitchen, built-in surround sound speakers in basement, outdoor kitchen with BBQ & fridge, built-in storage units in garage, gazebo
Exclusions
- Exclusions
- attached TV's in basement recreation room and family room, Tesla charger in garage
Parking & Garages
- Garage Type
- Attached
- Garage Spaces
- 2
- Parking Spaces
- 4
- Total Garage And Parking Spaces
- 6
Heating & Cooling
- Heat Source
- Gas
- Heat Type
- Forced Air
- Air Conditioning
- Central Air
- Water
- Municipal
- Sewers
- Sewer
- Bedrooms
- 4 + 1
- Washrooms
- 4
- Kitchens
- 2
- Family / bonus room
- Yes
Room sizes
- Family Room—Main level, Hardwood Floor, Stone Fireplace, W/O To Patio
- Kitchen—Main level, Tile Floor, Quartz Counter, Stainless Steel Appl
- Dining Room—Main level, Hardwood Floor, Picture Window, 2 Pc Bath
- Living Room—Main level, Hardwood Floor, Bay Window, Overlooks Frontyard
- Primary Bedroom—Second level, Double Closet, 5 Pc Ensuite, Soaking Tub
- Bedroom 2—Second level, Laminate, Closet, Overlooks Frontyard
- Bedroom 3—Second level, Laminate, Closet, Overlooks Backyard
- Bedroom 4—Second level, Laminate, Closet, Overlooks Backyard
- Kitchen—Lower level, Quartz Counter, Stainless Steel Appl, Custom Counter
- Dining Room—Lower level, Vinyl Floor, Open Concept, Combined w/Kitchen
- Recreation—Lower level, Vinyl Floor, Built-in Speakers, Open Concept
- Bedroom—Lower level, Above Grade Window, Walk-In Closet(s), 3 Pc Bath
- Breakfast—Main level, Tile Floor, W/O To Patio, Combined w/Kitchen
- Laundry—Main level, Tile Floor, Laundry Sink, Access To Garage
Washrooms
- 2-piece, Main
- 5-piece, Upper
- 3-piece, Lower
- Municipality
- Pickering
- Neighbourhood
- Woodlands
- Main cross streets
- Sheppard Ave & Rosebank Rd
- Directions
- S of Sheppard, E of Rosebank
- Waterfront
- None
- MLS® number
- E13061122
- Data source
- Toronto Regional Real Estate Board
- Status change
- 2026-05-08
- Listed on
- 2026-04-30
- Days on market
- 8 days
- Possession type
- Flexible
- Co-op commission
- 2.5% + HST
- Seller
- Listed by
- ROYAL LEPAGE SIGNATURE REALTY
Home Market Value
Current home valuation for 550 Barry Drive, Pickering, Woodlands, Pickering, ON. Listed for $1,288,000
HOMEH Estimate
$1,275,500
Estimated Sales Range
$1,007,645 - $1,543,355
HOMEH Estimate for 550 Barry Drive, Pickering, Woodlands
Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.
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Mortgage Payment Calculator
Compare up to 4 down payment scenarios
5% on first $500K + 10% on $788,000 over $500K
$103,800
| Scenario 1 | Scenario 2 | Scenario 3 | Scenario 4 | |
|---|---|---|---|---|
−Down payment | % $ | % $ | % $ | % $ |
+CMHC insurance | $47,347 | $35,935 | $30,654 | $0 |
=Total mortgage | $1,231,019 | $1,195,135 | $1,125,454 | $1,030,400 |
Amortization | ||||
Mortgage rate | % | % | % | % |
| Payment frequency | ||||
=Mortgage payment | $6,010monthly | $5,835monthly | $5,495monthly | $5,031monthly |
Land Transfer Tax
$22,235
$22,235
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