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Detached for sale at 305 Trent Street W, Whitby - 5 bedroom, 4 bathroom - Photo 1 of 60
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Active

$1,899,900

305 Trent St W

Whitby, ON L1N 1M3

305 Trent St W, WhitbyListed at $1,899,900. 5 bedroom, 4 bathroom 3-Storey. MLS® E13448102.

5Beds
4Baths
3500-5000sqft
3-Storey
12Parking
$13,708 (2025)

What's this home worth?

Get a free estimate for 305 Trent St W

Description

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.

Property Details

Property TypeDetached
Style3-Storey
CommunityDowntown Whitby
Rooms12
Kitchens1
Washrooms4
Square Feet3500-5000 sqft
Lot Size13,926 sq ft
Lot Dimensions105.92 × 116 ft
Lot Size Area13,925.6 sqft (MPAC)
Fronting OnSouth
Dir/Cross StBrock St/Trent St W
Garage TypeDetached
Garage Parking Spaces2
DrivePrivate Double
Parking Drive Spaces10
Total Parking Spaces12
ExteriorBrick, Board & Batten
RoofAsphalt Shingle
FoundationConcrete, Poured Concrete
BasementPartially Finished, Full
Fireplace FeaturesElectric, Natural Gas, Living Room
Heating TypeRadiant
Heating SourceGas
A/CCentral Air
SewersSewer
Taxes (2025)$13,708
HSTIncluded In
Listed Date6/15/2026
Days on Market33 days
PossessionFlexible

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Listing Courtesy of: Royal LePage Our Neighbourhood Realty

MLS® #E13448102

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: 305 Trent Street W

This detached (3-Storey) is located in the Downtown Whitby neighbourhood of Whitby.

The home offers 5+1 bedrooms, 4 bathrooms.

Features include a partially finished, full basement, 12 parking spaces including a 2-car garage, a fireplace.

Additional details: lot dimensions of 105.92 × 116 feet.

Listed at $1,899,900 CAD with annual property taxes of $13,708 (2025).

About Whitby Real Estate

This Detached is located in the Downtown Whitby community in Whitby. Whitby is a rapidly growing Durham Region town offering strong value for first-time buyers and young families. The Whitby GO station provides direct Union connectivity, while Brooklin is one of the GTA's hottest new-build communities. Lynde Shores Conservation Area and Port Whitby provide green space and waterfront access. Detached homes in Whitby are in high demand among families seeking space, privacy, and long-term equity growth.

Whitby GO stationBrooklin new-build communitiesLynde Shores Conservation AreaPort Whitby marina & trails
~55 min commute to downtown TorontoWalkability: Moderate near downtown — car-dependent in Brooklin