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Detached for sale at 158 Hillcrest Drive, Whitby - 4 bedroom, 6 bathroom - Photo 1 of 50
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$1,399,000

158 Hillcrest Dr

Whitby, ON L1N 3C4

158 Hillcrest Dr, Whitby — Listed at $1,399,000. 4 bedroom, 6 bathroom 2-Storey Detached. MLS® E13842892.

Possession · seller's timeline

Flexible

4Beds
6Baths
2500-3000sqft
Detached
2-Storey
6Parking
$12,926.29Taxes/yr · 2026

What's this home worth?

Get a free estimate for 158 Hillcrest Dr

Description

Welcome to 158 Hillcrest Dr, a breathtaking custom-built residence in Whitby where timeless elegance, exceptional craftsmanship, and modern luxury come together. Beautifully finished living space, this spectacular 4-bedroom home is designed with privacy and comfort in mind, with each bedroom featuring its own luxurious ensuite bathroom. Soaring 10-foot ceilings throughout the main floor, upper level, and basement create an impressive sense of scale and openness, while 8-inch baseboards, coffered and beautifully detailed ceilings, and solid interior doors showcase the home's attention to quality and craftsmanship. At the heart of the home is a stunning gourmet kitchen featuring elegant quartz waterfall countertops w/ extended breakfast bar, ample workspace, and a sophisticated design perfect for both everyday living and entertaining. Pot lights throughout the home provide a bright, contemporary ambiance, while the solid oak staircase with wrought iron detailing adds a striking touch of timeless elegance. The fully finished basement offers incredible additional living and entertaining space, highlighted by a massive theatre room. Other features include: Gas Line for BBQ on deck balcony, Exterior Pot lights all around the home, Smart Door Camera w/ Speaker System, Pot water filler on stove, 9 foot doors, kitchen cabinet and under cabinet lights. Every detail has been thoughtfully designed to create a luxurious yet functional living experience. From the impressive ceiling heights and premium finishes to the spacious layout and opportunity for customization, 158 Hillcrest Dr is a truly exceptional custom home in one of Whitby's desirable communities.

Property Details

Property TypeDetached
Style2-Storey
CommunityDowntown Whitby
Rooms11
Kitchens1
Washrooms6
Square Feet2500-3000 sqft
Lot Dimensions38.81 × 142.55 ft
Fronting OnEast
Dir/Cross StCochrane/Dundas
Garage TypeAttached
Garage Parking Spaces2
Parking Drive Spaces4
Total Parking Spaces6
ExteriorBrick
RoofUnknown
FoundationUnknown
BasementFinished with Walk-Out
Fireplace FeaturesYes
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
Taxes (2026)$12,926.29
HSTIncluded In
Listed Date9/30/2026
Days on Market14 days
PossessionFlexible
Same-day showings available
5.0Rated 5 stars on Google ReviewsWhatsApp Us About This Listing

Property Insights

Home Value
Estimate

Listing Courtesy of: CENTURY 21 LEADING EDGE REALTY INC.

MLS® #E13842892

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: 158 Hillcrest Drive

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

The home offers 4 bedrooms, 6 bathrooms.

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

Additional details: lot dimensions of 38.81 × 142.55 feet.

Listed at $1,399,000 CAD with annual property taxes of $12,926.29 (2026).

About Whitby Real Estate

This Detached is located in the Downtown Whitby 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