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$999,900

556 Rainy Day Dr

Pickering, ON L1V 5Z9

556 Rainy Day Dr, Pickering — Listed at $999,900. 4 bedroom, 4 bathroom 2-Storey Detached. MLS® E13001936.

4Beds
4Baths
2000-2500sqft
Detached
2-Storey
6Parking
$6,969Taxes/yr · 2025
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Description

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 Details

Property TypeDetached
Style2-Storey
CommunityWoodlands
Approximate Age31-50
Rooms9+2
Kitchens1
Washrooms4
Square Feet2000-2500 sqft
Lot Dimensions39.37 × 109.91 ft
Fronting OnNorth
Dir/Cross StKingston Rd and Steeple Hill
Garage TypeAttached
Garage Parking Spaces2
Parking Drive Spaces4
Total Parking Spaces6
ExteriorBrick
RoofAsphalt Shingle
FoundationUnknown
BasementFinished
Fireplace FeaturesWood
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
Taxes (2025)$6,969
HSTIncluded In
Other StructuresFence - Full, Other
Listed Date4/15/2026
Days on Market211 days
Possession60 days

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Listing Courtesy of: REALTY ONE GROUP REVEAL

MLS® #E13001936

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

Thinking about living in Pickering?

Explore the neighbourhood guide for Pickering — market trends, popular areas, buyer tips, and more.

HouseIndex Take: 556 Rainy Day Drive

This detached (2-Storey) is located in the Woodlands neighbourhood of Pickering.

The home offers 4 bedrooms, 4 bathrooms.

Features include a finished basement, 6 parking spaces including a 2-car garage, a fireplace.

Additional details: lot dimensions of 39.37 × 109.91 feet.

About Pickering Real Estate

This Detached is located in the Woodlands community in Pickering. Pickering bridges Toronto's east end and Durham Region, offering relatively affordable homes with direct GO Train connectivity. The Pickering Town Centre area is undergoing major intensification, while established neighbourhoods like Rougemount and Liverpool offer mature streetscapes. Rouge National Urban Park is a unique asset for nature enthusiasts. Detached homes in Pickering are in high demand among families seeking space, privacy, and long-term equity growth.

Rouge National Urban ParkPickering GO — 35 min to UnionPickering Town Centre intensificationWaterfront & Frenchman's Bay marina
~40 min commute to downtown TorontoWalkability: Moderate near Town Centre — suburban elsewhere
View full Pickering neighbourhood guide →