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For Sale
Just Listed

305 Trent Street W

Downtown Whitby, Whitby, ON
$1,899,900
4+1Bd
4Ba
4,250+sqft
12Parking
105.92 x 116 ftlot
$447/sqft
DetachedMLS# E13448102Listed 2026-06-150 DOM
Cooling
Central Air
Basement
Partially Finished

Just listed! New listings in Whitby often receive offers within the first week.

About this home

Live and work from home in this mix-use home that's perfect for a lawyer, accountant, interior designer and more! Looking for a home with prestige and still close to the all amenities? Look no further with this well appointed home that is within walking distance to all shops, bistros, and Go-Train with quick access to Toronto! Soaring grand ceilings on both the main and second floors set the tone for the home's stately presence. Original hardwood floors span the first two levels, preserving the rich charm of yesteryear, while tasteful decor and oversized rooms create an atmosphere of refined comfort.The beautifully appointed kitchen features travertine flooring, an inviting eat-in area, and a walkout to the backyard oasis. Enjoy quiet mornings or evening gatherings on the cozy wrap-around porch with pot lights, or in the enclosed sunroom overlooking lush, English-inspired gardens and a tranquil babbling brook pond. Upstairs, each spacious bedroom offers walk-in closets and grand ceilings, while the large laundry room-with its own walkout to a deck-makes chores a pleasure. The deck connects to a private gym and 3-piece bath located above the heated garage.The third floor is your private master retreat-a true sanctuary featuring a wraparound walk-in closet with custom built-ins, corner gas fireplace, and a stunning en-suite. Relax in the claw-foot tub or steamer shower, warmed by the gentle glow of a Napoleon electric fireplace. Outdoors, the property is an absolute haven. Set on a rare double lot, the backyard offers mature perennial gardens, two ponds, a serene fire pit area, and a new fence providing privacy and peace. Additional Features: Heated floors in breakfast area, master ensuite, and second-floor ensuite. Upgraded landscaping with perennial gardens, Natural gas hookups on west side of garage. Magical charm through every season to give this exquisite home is a true blend of history, elegance, and comfort-ready to welcome its next chapter.

GarageWalkoutHardwoodFireplace

Rooms

Second Floor
Bedroom4.57 × 4.32 m
Bedroom4.57 × 4.32 m
Bedroom6.38 × 3.12 m
Laundry3.58 × 3.07 m
Exercise Room7.16 × 6.38 m
Third Floor
Primary Bedroom7.19 × 7.11 m
Other
Living Room6.58 × 4.37 m
Dining Room5.08 × 4.37 m
Kitchen4.57 × 3.61 m
Breakfast3.07 × 2.97 m
Sunroom5.79 × 5.61 m
Library4.57 × 3.38 m

Features

  • None
  • Auto Garage Door Remote
  • Carpet Free
  • Garburator
  • Steam Room
  • Awnings
  • Deck
  • Landscaped
  • Porch Enclosed
  • Porch
  • Partially Finished
  • Full
  • Central Air
  • 3-Storey

Financials

Annual Taxes
$13,708

Estimated Rental Income

Entire property$4,000 – $6,500/mo
Rental yield2.5% – 4.1%

*Estimates based on comparable rentals in the area. Actual income may vary.

Market Data — Whitby

Days on market0 days
Buyer's MarketSeller's Market

Based on active listings in Whitby. Data updates daily.

Demographics — Whitby

Population
138,501
Avg Household Income
$120,000
Age Distribution
0-19
23%
20-34
18%
35-49
22%
50-64
21%
65+
16%
Ownership
80% own · 20% rent
EnglishFrenchTagalogTamilUrdu

Our estimate for this home

Priced 14.4% below estimate
Estimated range
$2.05M$2.39M
Mid-point $2.22M · ~$522/sqft
How this listing compares
$2.05MList · $1.90M$2.39M
High confidence·Based on 203 whitby comparables

Estimated range is generated automatically from active comparables and is for informational purposes only. Not an appraisal — contact Aman for a full comparative market analysis that factors in condition, renovations, and positioning.

MLS® data courtesy of the Toronto Regional Real Estate Board (TRREB).

The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose. Listing information is deemed reliable but is not guaranteed accurate by the Toronto Regional Real Estate Board, the listing brokerage, or this website. 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. MLS®, Multiple Listing Service®, and the associated logos are owned by CREA. Not intended to solicit properties currently listed for sale or buyers under contract.

$1,899,900
305 Trent Street W, Whitby
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