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Detached for sale at 74 Henderson Drive, Whitby - 5 bedroom, 4 bathroom - Photo 1 of 46
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$1,228,888

74 Henderson Dr

Whitby, ON L1N 7Y8

74 Henderson Dr, Whitby — Listed at $1,228,888. 5 bedroom, 4 bathroom 2-Storey Detached. MLS® E14098348.

New this week

Possession · seller's timeline

60-89 days (Flexible)

5Beds
4Baths
2500-3000sqft
Detached
2-Storey
4Parking
$9,428.59Taxes/yr · 2026

What's this home worth?

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Description

Welcome to an exceptional ravine-facing residence in one of Pringle Creek's most desirable mature neighbourhoods. Set on an extraordinary 49.21 x 230 ft lot, this meticulously maintained home offers just under 3,000 sq ft of finished living space, timeless curb appeal, and a rare connection to nature in the heart of Whitby. Wake up to deer, rabbits, birds and abundant wildlife as you enjoy morning coffee in the four season solarium. Floor to ceiling windows frame 230 ft of ravine views, mature trees, and peaceful green space. A meditation garden, waterfall, hammock, patio, and multiple seating areas create private cottage living in the city, with endless potential for your dream outdoor retreat. A spacious two storey foyer opens to a bright, functional layout with hardwood flooring on the main floor and greenery visible from nearly every window. The formal living room is complemented by a separate family room with a rustic gas fireplace. The renovated kitchen offers quartz countertops, stainless steel appliances, abundant storage, a large island with seating, and an open flow to the dining room, eat in kitchen area, and solarium. Main floor laundry and a powder room complete the main. Upstairs, the generous primary bedroom includes a walk-in closet plus an adjoining room ideal as a dressing room, study, nursery, or additional closet. The renovated 5pc ensuite features a double vanity, jacuzzi tub, and glass enclosed tiled shower. Three additional bedrooms offer excellent family and guest space.The finished basement adds a large recreation room, games area, wet bar, gym, additional bedroom, and jacuzzi bathroom perfect for relaxing, fitness, movie nights, or working from home. Enjoy direct access to an extensive trail system, with nearby parks, green space, schools, shopping, recreation, and everyday conveniences. 74 Henderson Drive offers a fantastic ravine lot, space, setting, and family lifestyle that are increasingly difficult to find in established Whitby.

Property Details

Property TypeDetached
Style2-Storey
CommunityPringle Creek
Approximate Age31-50
Rooms10+4
Kitchens1
Washrooms4
Square Feet2500-3000 sqft
Lot Dimensions49.21 × 230 ft
Fronting OnWest
Dir/Cross StRossland Rd E/Bassett Blvd
ViewTrees/Woods
Garage TypeAttached
Garage Parking Spaces2
DrivePrivate Double
Parking Drive Spaces2
Total Parking Spaces4
ExteriorBrick
RoofAsphalt Shingle
FoundationPoured Concrete
BasementFinished
Fireplace FeaturesFamily Room
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
Taxes (2026)$9,428.59
HSTIncluded In
Other StructuresGarden Shed
UFFINo
Listed Date10/20/2026
Days on Market6 days
PossessionFlexible

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Listing Courtesy of: EXP REALTY

MLS® #E14098348

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.

HouseIndex Take: 74 Henderson Drive

This detached (2-Storey) is located in the Pringle Creek neighbourhood of Whitby.

The home offers 5+1 bedrooms, 4 bathrooms.

Features include a finished basement, 4 parking spaces including a 2-car garage, a fireplace.

Additional details: lot dimensions of 49.21 × 230 feet.

Listed at $1,228,888 CAD with annual property taxes of $9,428.59 (2026).

About Whitby Real Estate

This Detached is located in the Pringle Creek community in Whitby. Whitby is a rapidly growing Durham Region town offering strong value for first-time buyers and young families. The Whitby GO station provides direct Union connectivity, while Brooklin is one of the GTA's hottest new-build communities. Lynde Shores Conservation Area and Port Whitby provide green space and waterfront access. Detached homes in Whitby are in high demand among families seeking space, privacy, and long-term equity growth.

Whitby GO stationBrooklin new-build communitiesLynde Shores Conservation AreaPort Whitby marina & trails
~55 min commute to downtown TorontoWalkability: Moderate near downtown — car-dependent in Brooklin