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Detached for sale at 166 Hillcrest Drive, East Gwillimbury - 5 bedroom, 5 bathroom - Photo 1 of 50
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$2,100,000

166 Hillcrest Dr

East Gwillimbury, ON L9N 0E5

166 Hillcrest Dr, East GwillimburyListed at $2,100,000. 5 bedroom, 5 bathroom 2-Storey Detached. MLS® N13805592.

Just listed — 1 day ago

Possession · seller's timeline

Flexible

5Beds
5Baths
2500-3000sqft
Detached
2-Storey
10Parking
$8,334Taxes/yr · 2025

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Description

Welcome to 166 Hillcrest Drive, a magnificent executive residence situated on a premium estate lot in one of East Gwillimbury's most exclusive and tightly held enclaves. This stately home is tucked at the end of a long, private driveway on over 1.68 manicured acres, this home offers multiple outdoor spaces with access points throughout the home, providing the perfect vantage points to relax and take in the natural surroundings. Inside, the sprawling floor plan is a masterclass in comfort and architectural design. The heart of the home is a beautifully appointed chef's kitchen, featuring a gas cooktop, double wall ovens, and extensive prep and storage space. Entertaining flows effortlessly from the kitchen and dining areas into a striking sunken living room, anchored by dramatic vaulted ceilings and a classic stone fireplace. For relaxed everyday living, the separate family room showcases a unique rounded brick wall, a cozy second fireplace, and direct access to the expansive backyard. The luxury continues in the generously proportioned primary suite, offering a peaceful retreat complete with a spa-inspired ensuite and private balcony. Perfectly suited for multi-generational living or a private guest wing, the brightly illuminated lower level is a home unto itself. Boasting abundant natural light and a convenient direct walkout to to landscaped patio, this fully finished floor encompasses two additional bedrooms, a massive living room, second laundry and a second kitchen and dining area-highlighted by the home's third fireplace. Offering a tranquil location without the isolation, enjoy being conveniently located within walking distance of local schools, shops, and restaurants. This rare Hillcrest Drive property presents an unparalleled opportunity to experience luxurious living, with a flexible floor plan in a truly idyllic setting.

Property Details

Property TypeDetached
Style2-Storey
CommunityHolland Landing
Rooms13+7
Kitchens2
Washrooms5
Square Feet2500-3000 sqft
Lot Dimensions120 × 651 ft
Fronting OnNorth
Dir/Cross StN Of Mt Albert Rd Off Conc 2
Garage TypeAttached
Garage Parking Spaces2
DrivePrivate
Parking Drive Spaces8
Total Parking Spaces10
ExteriorStone
RoofAsphalt Shingle
FoundationBlock
BasementApartment, Walk-Out
Fireplace FeaturesNatural Gas, Wood
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSeptic
Taxes (2025)$8,334
HSTIncluded In
Other StructuresGarden Shed
Listed Date9/19/2026
Days on Market1 days
PossessionFlexible

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Listing Courtesy of: RE/MAX HALLMARK REALTY LTD.

MLS® #N13805592

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: 166 Hillcrest Drive

This detached (2-Storey) is located in the Holland Landing neighbourhood of East Gwillimbury.

The home offers 5+2 bedrooms, 5 bathrooms.

Features include a apartment, walk-out basement, 10 parking spaces including a 2-car garage, a fireplace.

Additional details: lot dimensions of 120 × 651 feet.

Listed at $2,100,000 CAD with annual property taxes of $8,334 (2025).