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For SaleDetached · 2-StoreyMLS® #E14093920 · TRREB MLS®

158 Hillcrest Dr, Whitby, Ontario

Downtown Whitby, Whitby, Ontario L1N 3C4

Bedrooms
4
Lot Size
38.81 x 142.55 ft
Bathrooms
6
Type
Detached
Basement
Finished with Walk-Out

$1,699,999

Estimated market value

About 158 Hillcrest Dr

158 Hillcrest Dr is a 4-bedroom, 6-bathroom detached house in Downtown Whitby, Whitby, listed for sale at an asking price of $1,699,999 (MLS® E14093920).

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.

Insights

  • Condition Score

    Good
    68out of 100

    6 condition-related facts documented

    Source: Listing age, structured features and disclosed update language; not an inspection.

  • Cashflow Quality

    Shortfall
    5out of 100

    −$5,383/mo against the cost of owning (20% down, 4.8%, 25 yrs)

    Source: Median of 16 detached homes with 4 bedrooms for lease in Whitby right now. Cost of owning counts the mortgage and property tax.

Condition uses listing-record signals, not an inspection.

Key facts

Tax
$12,926 / 2026
MLS® number
E14093920
Board
TRREB MLS®
Property Type
Detached
Days on market
Size
2500-3000 sqft
Lot Size
38.81 x 142.55 ft
Listed on
Parking
2 Attached, 6 Parking
Listing brokerage: CENTURY 21 LEADING EDGE REALTY INC.Data source: TRREB MLS®Information deemed reliable but not guaranteed. Contained information is subject to errors, omissions, and changes without notice. Information should be independently verified.

Listing history

Buy/sell history for 158 Hillcrest Dr, Whitby, Ontario

Sale history on this site covers the last 2 years, the window permitted under the TRREB MLS® VOW agreement.

Date StartDate EndList PricePriceEventListing ID
Date StartN/AN/A$1,699,999N/AFor SaleE14093920

Members see the full history. Prices are hidden from signed-out visitors.

Estimate

Estimated value requires sign in

Market estimates use sold comparables and are available after you sign in and accept MLS® VOW terms.

The estimate is an automated value built from public and MLS® data. It is not an appraisal; ask Domin Kurian for a full comparative market analysis.

Property details

Property

Property Type
Detached
Style
2-Storey
Community
Downtown Whitby
Municipality
Whitby

Building

Size
2500-3000 sqft
Construction
Brick

Inside

Bedrooms
4
Bathrooms
6
Bathroom Details
1 × 2pc Main, 3 × 3pc 2nd, 1 × 5pc 2nd, 1 × 3pc Bsmt
Basement Type
Finished with Walk-Out
Kitchens
1

Parking

Garage Type
Attached
Garage
2
Additional Parking
4
Total Parking
6

Utilities

Water
Municipal
Cooling
Central Air
Heating Type
Forced Air

Land

Sewer
Sewers
Frontage
38.81 ft
Depth
142.55 ft
Lot Size
38.81 x 142.55 ft

Additional

Fireplace
Yes
Pool
None
Den
Yes
Family room
Yes
Extras
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

Rooms

Room details unavailable

The listing source did not provide room-level measurements or features.

Map and tour

Detached homes for sale in Downtown Whitby right now

For sale now
19
Median asking price
$839K

Middle half: $772K to $950K

New in 7 days
4

11 in 28 days

Price cuts
16%

3 listings

This home is asking 103% above the median, higher than three quarters of them.

See all homes in Downtown Whitby

Asking prices and counts of the MLS® listings on this site as of today. Asking figures only, never sold or leased prices.

Land transfer tax on this home

Ontario land transfer tax
$30,475
Total land transfer tax
$30,475
First-time buyer rebates (Ontario up to $4,000)
−$4,000
Total for first-time buyers
$26,475
See how this is worked out
0.5% on the first $55,000
$275
1.0% from $55,000 to $250,000
$1,950
1.5% from $250,000 to $400,000
$2,250
2.0% from $400,000 to $1,699,999
$26,000
Ontario total
$30,475

An estimate at the asking price, for a home with one or two single-family residences. Your lawyer confirms the exact amount.

Land and environment

Public records about this location. Not part of the MLS® listing and not provided by the listing brokerage.

13 records · 6 on fileRead 2026-11-06
250 m500 m1 km2 kmBeyond · area-wideNo mapped wetland within 120 mNo water-supply well recorded within 250 mOutside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areasNearest airport: 5.2 kmNearest rail line: 410 mA trail on the Ontario trail network within 1 kmNo licensed pit or quarry within 2 kmNo recorded oil, gas or salt well within 250 mNo facility within 1 km reports pollutant releases to Environment CanadaNo federal contaminated site within 1 kmElectricity is distributed here by Elexicon Energy Inc.Wired internet 50/10 Mbps or faster is listed at a household 30 m awayAcross the surrounding area: fibre to the home, cable, DSL internet listed
On record Checked, none on record

Water and conservation2

  • No mapped wetland within 120 m120 m
  • No water-supply well recorded within 250 m30 test or monitoring holes also recorded.250 m

Province of Ontario open data

Planning and building activity2

  • Outside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areasAt the address
  • Nearest airport: 5.2 km5.2 km

Province of Ontario open data

Around the home2

  • Nearest rail line: 410 m410 m
  • A trail on the Ontario trail network within 1 km1 km

Province of Ontario open data

Environmental records4

  • No licensed pit or quarry within 2 km2 km
  • No recorded oil, gas or salt well within 250 m250 m
  • No facility within 1 km reports pollutant releases to Environment CanadaThe nearest is J.H. McNairn Limited, 2.9 km away. Only facilities above the inventory’s reporting thresholds are listed.1 km
  • No federal contaminated site within 1 kmThe federal inventory covers federal land only; it says nothing about provincial or private sites.1 km

Province of Ontario open data · Government of Canada open data

Power and internet3

  • Electricity is distributed here by Elexicon Energy Inc.At the address
  • Wired internet 50/10 Mbps or faster is listed at a household 30 m awayFixed wireless 50/10 Mbps or faster. LTE mobile coverage listed. ISED’s National Broadband Data at the nearest household point (30 m from the listing); 50/10 Mbps is its top category and includes faster plans. Confirm with a provider for this address.30 m
  • Across the surrounding area: fibre to the home, cable, DSL internet listedFibre to the home: Bell, Rogers. Cable: Rogers. DSL: Bell. Fixed wireless: Bell, Dash Networks, Rogers, Ruralwave, Xplore. Mobile: Bell, Freedom Mobile, Rogers, Telus. Satellite: Xplore. ISED’s list for the surrounding ~25 km² area; check with a provider for this address.Area-wide

Ontario Energy Board · Innovation, Science and Economic Development Canada

Each record is placed at the distance its own line states. None of it is an inspection of the property. Confirm anything that matters to you with the municipality, Central Lake Ontario Conservationor the record’s publisher.

Contains information licensed under the Open Government Licence – Canada. Contains information licensed under the Open Government Licence – Ontario.

Schools nearby

ElementaryTypeDistanceEQAO average 2024–25
Earl A Fairman Public SchoolDurham DSBPublic · grades JK–8200 m89%Grade 6 average
St John the Evangelist Catholic SchoolDurham CDSBCatholic · grades JK–8 · French Immersion800 m77%Grade 6 average
Julie PayetteDurham DSBPublic · grades JK–8 · French Immersion1.3 km84%Grade 6 average
ÉÉC Jean-Paul IIConseil scolaire catholique MonAvenirFrench-language Catholic · grades JK–62.3 km85%Grade 6 average
SecondaryTypeDistanceGrade 9 math 2024–25
Donald A Wilson Secondary SchoolDurham DSBPublic · grades 9–12 · French Immersion1.4 km76%Grade 9 math
All Saints Catholic Secondary School Secondary SchoolDurham CDSBCatholic · grades 9–121.5 km66%Grade 9 math
Henry Street High SchoolDurham DSBPublic · grades 9–121.5 km65%Grade 9 math
ÉSC Saint-Charles-GarnierConseil scolaire catholique MonAvenirFrench-language Catholic · grades 9–123.6 km67%Grade 9 math

EQAO: share of students at or above the provincial standard, 2024–25 (Ontario open data). These are the schools nearest this home, not the schools it is assigned to: boundaries change, and some schools take students by application. Confirm with the board before you buy. Contains information licensed under the Open Government Licence – Ontario.

Transit nearby

StationLinesDistance
Whitby GOGO Transit train: Lakeshore East2.5 km

The nearest subway, light rail, train, bus rapid transit stations 5 km, as the crow flies. Source: GO Transit schedule data (GTFS) from Metrolinx under the Open Government Licence – Ontario – Metrolinx, downloaded October 18, 2026. Data used in this product or service is provided with the permission of Metrolinx. Metrolinx makes no representations or warranties of any kind, express or implied, with respect to the Data and assumes no responsibility for the accuracy or currency of the data used in this product or service. Contains information licensed under the Open Government Licence – Ontario – Metrolinx.

Lot

Lot area
5,532 sq ft514 m²
Street frontage
38.81 ft11.8 m
Depth
142.55 ft43.4 m
38.81 × 142.55 ftHILLCREST DR

The area is the frontage multiplied by the depth, so boundaries are approximate. Confirm with a survey before you buy.

Source: the MLS® listing record.

Comparable sales

Comparable sales require sign in

Closing prices and sold comps are available to registered visitors who accept MLS® VOW terms on this site.

Mortgage Calculator

Plan with the current asking price

20% · $340,000

CMHC insurance: not required at 20% down. Payments use Canadian semi-annual compounding.

Mortgage Details

4.8% · 5-year term · 25-year amortization · 20% down

Total down payment
$340,000
Total mortgage amount
$1,359,999
Total interest payment
$966,801
Total purchase cost
$2,666,800
Mortgage payment
$7,756/mo

Cash Flow Analysis

If you rented this home out at 20% down

Break-even down payment

76%

Monthly carrying cost

$8,833
−$5,383per month
  • Rent $3,450
  • Shortfall $5,383

Rental income opens at $3,450, the median asking rent of 16 comparable homes for lease in Whitby. Type over it with the rent you expect. This is a planning tool, not advice.

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