158 Hillcrest Drive, Whitby

$1,699,999
158 Hillcrest Drive

$1,699,999

New
4d
Detached2-Storey

158 Hillcrest Drive, Whitby

Total Monthly Obligation $8,310

Beds
4
Baths
6
Park
4
Sqft
2500-3000
DOM
4d
Score
14
Yield
2.7%
Cash on Cash
-13.2%
Cap Rate
1.7%
5Y IRR
5.3%
10Y IRR
6.6%
Property Type-Detached
MLS® Number-E14093920
Beds-4
Bathrooms-6
Size-2500-3000 sqft
Lot Size-38.81 × 142.55 ft
Listed on site-Oct 19, 2026
Style-2-Storey
Building Type-Detached
Taxes-$12,926.29 (2026)
Parking-6 - Attached
Basement-Finished with Walk-Out
Heating-Forced Air (Gas)
Brokerage-CENTURY 21 LEADING EDGE REALTY INC.
Cooling-Central Air
Laundry-No
Fireplace-Yes
Pool-None
Facing-East
Exterior-Brick
Roof-Unknown
Foundation-Unknown
Sewer-Sewer
Possession-Flexible
Neighbourhood-Downtown Whitby
Title-Residential Freehold

No agent assigned

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.

$
$
%
%
$
$
$
(utilities, internet...)
$
%
%

Closing Costs

Mortgage Amount
$1,359,999
Land Transfer Taxes$30,475
Legal Fees (Est.)
$
Total cash required for closing$371,975

Total Monthly Obligation

$8,310/mo
Mortgage $6,857
Monthly Loss $6,505
Principal$1,804
Interest$5,053
Property Tax$1,077
Home Insurance$125
Variable Costs$250
Returns
Weight: 25%
Cap Rate
1.4%9
Cash-on-Cash
-16.1%0
5-Year IRR
3.0%6
10-Year IRR
5.2%
Returns Index
4.4/ 100
Growth Sentiment
Weight: 20%
%/yr
Score+50
%/yr
Score+50
%
%
Growth Index
50.0/ 100
GradeD
14/ 100
Avoid•Pass

Strategy: Buy & Hold — Weights: CFI 35% · RI 25%
RKI 20% · GI 20%

Assumptions & Inputs
$/mo
%
$
yr
%
Cash Flow
Weight: 35%
Gross Rent
$45,312/yr
NOI
$23,355/yr
Net Cash Flow
-$4,911/mo
Cash Margin
-130.1%0
Cash Flow Index
0.0/ 100
Risk Profile
Weight: 20%
DSCR
0.282
LTV Ratio
80.0%18
Vacancy Buffer
1.2 mo19
Risk Index
13.1/ 100

*This analysis is independently generated NOT provided by TREB or CREA.

Comparables

Properties near 158 Hillcrest Drive

Time

Comparables are calculated within a 3km radius based on properties sold or leased within the past 6 months. This helps you understand the current market value and potential rental yield with high precision.

Data is provided courtesy of PropTx.

The information provided herein must only be used by consumers who have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial or other purpose.

Listing information is deemed reliable but not guaranteed accurate by PropTx or TRREB.

REALTOR®, REALTORS®, and the REALTOR® logo are certification marks owned by REALTOR® Canada Inc. and licensed exclusively to the Canadian Real Estate Association (CREA).

The MLS® trademark and MLS® logo are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA.

Data last updated within the past 24 hours.