NEXT Open House details
Apr 19, 2026 01:00 PM - 04:00 PM EDT

556 Rainy Day Drive
Woodlands Pickering L1V 5Z9

$999,900
Residential Freehold beds: 4 baths: 4.0

Main Photo: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 1: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 2: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 3: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 4: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 5: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 6: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 7: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 8: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 9: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 10: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 11: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 12: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 13: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 14: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 15: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 16: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 17: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 18: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 19: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 20: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 21: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 22: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 23: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 24: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 25: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 26: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 27: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 28: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 29: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 30: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 31: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 32: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 33: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 34: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 35: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 36: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 37: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 38: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 39: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 40: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 41: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 42: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 43: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 44: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 45: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 46: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Photo 47: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
Open House - Apr 19, 2026
01:00 PM - 04:00 PM EDT
NOTES: Open House on Sunday, April 19, 2026 1:00PM - 4:00PM
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
E13001936
Bedrooms:
4
Bathrooms:
4
You've never experienced a backyard quite like this one. Complete with a natural gas fire pit, hot tub, pergola, covered deck, and perennial gardens, this outdoor space is both low maintenance and ideal for relaxing or hosting. It's your very own outdoor family room. Rain or shine, you can be relaxing with a book or watching tv. This meticulously maintained all-brick home offers 4 bedrooms and 4 bathrooms, and has been filled with years of love, laughter, and family memories. Thoughtfully designed for both everyday living and entertaining, the layout is flexible to suit your lifestyle. The main floor offers versatile spaces-currently configured with a home office and a large dining/gathering area-while the kitchen easily accommodates additional seating with an eat-in option. Upstairs, the spacious primary bedroom features additional wardrobe storage, while the fully finished basement provides the perfect setting for movie nights, game nights, and holiday gatherings. Ample storage throughout the home ensures there's space for everything-from seasonal decor to pantry essentials. You've never experienced a street quite like this-where neighbours truly know and look out for one another, creating a warm and welcoming sense of community. The 3-car wide driveway adds convenience, and the location is unbeatable. With quick access to Highway 401, transit, shopping, and everyday amenities, everything you need is within easy reach. Enjoy walks around the neighbourhood with a Second Cup Coffee or Booster Juice. Walking distance to Dunbarton High School, George Ashe Library, Freshco, Shopper's Drug Mart and more nearby shops-making daily life effortless and connected.This is more than a house-it's a place to grow, gather, and create your next chapter. Closing our chapter, and opening yours. See attached feature sheet for updates.
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Approx. Age:
31-50
Total Approx Floor Area:
2000-2500
Lot Depth:
109'11"
Lot Frontage:
39'4½"
Direction Faces:
North
Bedrooms:
4
Bathrooms:
4.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
4
Kitchens Above Grade:
1
Rooms Above Grade:
9
Rooms Below Grade:
2
Heating type:
Forced Air
Heating Fuel:
Gas
Fireplaces:
1
Foundation:
Unknown
Roof:
Asphalt Shingle
Basement:
Finished
Fireplace Features:
Wood
Fireplace/Stove:
Yes
Garage:
Attached
Garage Spaces:
2.0
Other Structures:
Fence - Full, Other
Parking Spaces:
4
Total Parking Spaces:
6.0
Family Room:
Yes
Possession Details:
60 days
Pool:
None
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$6,969 / 2025
Assessment:
$- / -
Durham
Pickering
Woodlands
Fenced Yard, Library, Park, Public Transit, School, School Bus Route
Auto Garage Door Remote, Upgraded Insulation
None
SS Fridge, SS Stove, SS Dishwasher, SS Microwave, Washer/ Dryer, Hot tub & Cover (as-is), All Light Fixtures, All Blinds and Rods, All bathroom mirrors and hardware, Shelf in 3rd bedroom, 2 Black Shelfs in Powder room, 2 White Shelfs in Basement, 2 x wardrobes in Primary Bedroom, 2 garage door openners and 1 remote, 1 backyard tv bracket, 1 livingroom tv bracket, 1 primary bedroom tv bracket, 1 basement tv bracket, Air Conditioner, Furnace and Motor, all security cameras.
Central vacuum, 1 propane firetable, 1 backyard hose reel
Brick
No
No
Floor
Type
Size
Other
Main
Kitchen
15'1" × 9'7"
Hardwood Floor, Stainless Steel Appl, Eat-in Kitchen
Main
Dining Room
16'8¾" × 11'
Hardwood Floor, Fireplace, Large Window
Main
Living Room
15' × 11'
Hardwood Floor, Picture Window
Main
Office
12' × 10'
Hardwood Floor, Large Window, Pot Lights
Main
Laundry
7'3" × 5'3¾"
Window, B/I Shelves
Second
Primary Bedroom
16'1" × 15'9"
Hardwood Floor, Walk-In Closet(s), 5 Pc Ensuite
Second
Bedroom 2
16' × 9'8½"
Broadloom, Window, Large Closet
Second
Bedroom 3
11'5" × 9'3"
Broadloom, Window, Closet
Second
Bedroom 4
12'1" × 8'8"
Broadloom, Window, Closet
Basement
Recreation
30'10" × 14'4"
Broadloom, 2 Pc Bath, Pantry
Basement
Sitting
12'8" × 11'
Broadloom, B/I Bookcase, Closet
Special Designation:
Unknown
Sewers:
Sewer
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Laundry Level:
Main Level
Date Listed:
Apr 15, 2026
Original Price:
$999,900
  • Photo 1: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 1 of 47
  • Photo 2: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 2 of 47
  • Photo 3: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 3 of 47
  • Photo 4: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Front Porch
  • Photo 5: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 5 of 47
  • Photo 6: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 6 of 47
  • Photo 7: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Living Room
  • Photo 8: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 8 of 47
  • Photo 9: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 9 of 47
  • Photo 10: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 10 of 47
  • Photo 11: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Dining or Family Room
  • Photo 12: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 12 of 47
  • Photo 13: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 13 of 47
  • Photo 14: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 14 of 47
  • Photo 15: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 15 of 47
  • Photo 16: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 16 of 47
  • Photo 17: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 17 of 47
  • Photo 18: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 18 of 47
  • Photo 19: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Office or Dining Room
  • Photo 20: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 20 of 47
  • Photo 21: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Powder Room
  • Photo 22: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Main Floor Laundry Room
  • Photo 23: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Primary Bedroom
  • Photo 24: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 24 of 47
  • Photo 25: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 25 of 47
  • Photo 26: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Ensuite
  • Photo 27: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 27 of 47
  • Photo 28: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    2nd Bedroom
  • Photo 29: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 29 of 47
  • Photo 30: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    3rd Bedroom
  • Photo 31: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 31 of 47
  • Photo 32: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    4th Bedroom
  • Photo 33: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Main Bathroom
  • Photo 34: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Main Bathroom
  • Photo 35: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 35 of 47
  • Photo 36: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 36 of 47
  • Photo 37: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 37 of 47
  • Photo 38: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 38 of 47
  • Photo 39: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Outdoor Dining
  • Photo 40: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Outdoor Living
  • Photo 41: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Hot tub
  • Photo 42: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Perennial Gardens
  • Photo 43: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 43 of 47
  • Photo 44: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    View of Backyard
  • Photo 45: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Photo 45 of 47
  • Photo 46: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    Dunbarton HS, Field and Plaza
  • Photo 47: 556 Rainy Day Drive in Pickering: Woodlands House for sale : MLS®# E13001936
    View of 401 and Plaza
Listed by REALTY ONE GROUP REVEAL
Data was last updated April 19, 2026 at 06:15 AM (UTC)
Area Statistics
Listings on market:
226
Avg list price:
$1,289,000
Min list price:
$548,000
Max list price:
$40,000,000
Avg days on market:
26
Min days on market:
1
Max days on market:
774
These statistics are generated based on the current listing's property type and located in Pickering. Average values are derived using median calculations. This data is not produced by the MLS® system.
Kayla Ciccone
Victoria Nufrio
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.