Forgot password Extend Verify Contact

158 Hillcrest Drive
Downtown Whitby Whitby L1N 3C4

$1,399,000
Residential Freehold beds: 4 baths: 6.0

Main Photo: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 1: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 2: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 3: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 4: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 5: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 6: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 7: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 8: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 9: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 10: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 11: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 12: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 13: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 14: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 15: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 16: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 17: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 18: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 19: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 20: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 21: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 22: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 23: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 24: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 25: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 26: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 27: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 28: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 29: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 30: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 31: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 32: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 33: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 34: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 35: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 36: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 37: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 38: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 39: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 40: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 41: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 42: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 43: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 44: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 45: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 46: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 47: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 48: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 49: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Photo 50: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
E13842892
Bedrooms:
4
Bathrooms:
6
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 Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Total Approx Floor Area:
2500-3000
Lot Depth:
142'7"
Lot Frontage:
38'10"
Direction Faces:
East
Bedrooms:
4
Bathrooms:
6.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
4
Kitchens Above Grade:
1
Rooms Above Grade:
11
Heating type:
Forced Air
Heating Fuel:
Gas
Foundation:
Unknown
Roof:
Unknown
Basement:
Finished with Walk-Out
Fireplace/Stove:
Yes
Garage:
Attached
Garage Spaces:
2.0
Parking Spaces:
4
Total Parking Spaces:
6.0
Family Room:
Yes
Possession Details:
Flexible
Pool:
None
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$12,926.29 / 2026
Assessment:
$- / -
Durham
Whitby
Downtown Whitby
Water Heater
HWT
Video Doorbell, Will be included (Stove, Fridge, Dishwasher, Washer, Dryer), All ELFs, All Window Coverings, AC/Furnace, HRV, Range Hood, GDO w/ 2 remotes, CVAC rough-in only
Brick
Special Designation:
Unknown
Sewers:
Sewer
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Date Listed:
Sep 30, 2026
Original Price:
Previous Price:
  • Photo 1: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 1 of 50
  • Photo 2: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 2 of 50
  • Photo 3: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 3 of 50
  • Photo 4: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 4 of 50
  • Photo 5: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 5 of 50
  • Photo 6: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 6 of 50
  • Photo 7: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 7 of 50
  • Photo 8: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 8 of 50
  • Photo 9: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 9 of 50
  • Photo 10: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 10 of 50
  • Photo 11: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 11 of 50
  • Photo 12: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 12 of 50
  • Photo 13: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 13 of 50
  • Photo 14: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 14 of 50
  • Photo 15: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 15 of 50
  • Photo 16: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 16 of 50
  • Photo 17: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 17 of 50
  • Photo 18: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 18 of 50
  • Photo 19: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 19 of 50
  • Photo 20: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 20 of 50
  • Photo 21: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 21 of 50
  • Photo 22: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 22 of 50
  • Photo 23: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 23 of 50
  • Photo 24: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 24 of 50
  • Photo 25: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 25 of 50
  • Photo 26: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 26 of 50
  • Photo 27: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 27 of 50
  • Photo 28: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 28 of 50
  • Photo 29: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 29 of 50
  • Photo 30: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 30 of 50
  • Photo 31: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 31 of 50
  • Photo 32: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 32 of 50
  • Photo 33: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 33 of 50
  • Photo 34: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 34 of 50
  • Photo 35: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 35 of 50
  • Photo 36: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 36 of 50
  • Photo 37: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 37 of 50
  • Photo 38: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 38 of 50
  • Photo 39: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 39 of 50
  • Photo 40: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 40 of 50
  • Photo 41: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 41 of 50
  • Photo 42: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 42 of 50
  • Photo 43: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 43 of 50
  • Photo 44: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 44 of 50
  • Photo 45: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 45 of 50
  • Photo 46: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 46 of 50
  • Photo 47: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 47 of 50
  • Photo 48: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 48 of 50
  • Photo 49: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 49 of 50
  • Photo 50: 158 Hillcrest Drive in Whitby: Downtown Whitby E13842892 - House
    Photo 50 of 50
Listed by CENTURY 21 LEADING EDGE REALTY INC.
Data was last updated September 30, 2026 at 06:15 AM (UTC)
Area Statistics
Listings on market:
13
Avg list price:
$889,000
Min list price:
$568,900
Max list price:
$1,399,900
Avg days on market:
21
Min days on market:
5
Max days on market:
182
These statistics are generated based on the current listing's property type and located in Downtown Whitby. Average values are derived using median calculations. This data is not produced by the MLS® system.
John Owen, Broker
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.