$1,999,900
305 Trent Street W, Whitby, ON L1N 1M3
5 Beds
4 Baths
12 Parking
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 Summary

Property Type Residential Freehold
Property Sub Type Detached
Transaction Type For Sale
Style 3-Storey
Bedrooms Above Grade 4
Bedrooms Below Grade 1
Basement Partially Finished, Full
Exposure South
Possession Flexible

Building

Building Type Detached
Square Footage 3500-5000
Exterior Brick, Board & Batten
Foundation Concrete, Poured Concrete
Roof Asphalt Shingle
Heating Radiant
Heat Source Gas
Cooling Central Air
Fireplace Yes

Measurements

Lot Size 105.92 x 116
Lot Size Area 13925.6
Lot Size Units Feet
Frontage 105.92
Depth 116
Total Living Area 3500-5000

Land

Address 305 Trent Street W, Whitby, ON L1N 1M3
City Whitby
Community Downtown Whitby
County / Area Durham
Cross Street Brock St/Trent St W
Sewer Sewer
Pool None
Parcel Number 265010102

Parking and Garage

Total Parking 12
Garage Spaces 2
Garage Type Detached
Parking Features Private Double

Taxes and Listing Info

List Price $1,999,900
Annual Taxes $13,708
Tax Year 2025
Status Active
Listing Date 2026-05-06T16:09:29Z
Updated 2026-05-29T17:22:23Z
MLS Number E13090664
Local Market Insight

What Buyers Should Know About 305 Trent Street W, Whitby, ON L1N 1M3

This editorial summary helps buyers look beyond the headline price and review the neighbourhood, transit, schools, rental demand, long-term value, and due-diligence items that often matter before booking a showing or submitting an offer.

Neighbourhood Analysis

305 Trent Street W, Whitby, ON L1N 1M3 is positioned in Downtown Whitby, a part of Whitby where buyers should compare the street setting, nearby amenities, daily travel routes, and surrounding housing stock. For a 3-Storey, the strongest fit often depends on whether the location supports everyday routine as well as the numbers on paper.

School And Family Considerations

Families reviewing this Detached should confirm school boundaries directly with the local school boards before relying on listing notes. It is also worth checking walkability to parks, childcare, recreation centres, libraries, and community facilities because these details can influence both lifestyle value and future resale demand.

Transit And Access

The location should be assessed around commute patterns, access to Brock St/Trent St W, public transit options, parking availability, and drive times to employment areas. A property with 12 parking and practical road access can appeal to buyers who need convenience without giving up neighbourhood quality.

Investment Potential

At $1,999,900, buyers should compare recent nearby sales, days on market, condition, lot utility, and the cost of future repairs or upgrades. The property shows 5 bedrooms, 4 bathrooms, basement details marked as Partially Finished, Full, and a lot size of 105.92 x 116, all of which can affect value.

Rental Demand

If this property is being reviewed as a rental or investment, demand should be measured by bedroom count, transit access, employment access, nearby schools, parking, and the condition of the unit or home. In Whitby, rental appeal usually improves when a property is easy to maintain and simple for tenants to live in.

Local Attractions And Amenities

Buyers should look at grocery access, restaurants, trails, parks, shopping, medical services, and weekend amenities around Downtown Whitby. These features do not always appear in the MLS data, but they can make a major difference in how the home feels after move-in and how future buyers compare it.

Builder, Condition, And Due Diligence

For resale homes, review renovations, permits, roof and mechanical age, exterior condition, inclusions, and rental items. For condo or newer properties, review building history, maintenance fees, reserve fund information, rules, amenities, and future cost exposure. A showing and document review should confirm anything not visible in the listing.

Nearby Infrastructure

Infrastructure matters because transit improvements, road projects, schools, parks, commercial growth, and employment nodes can change how an area performs over time. For 305 Trent Street W, Whitby, ON L1N 1M3, buyers should check municipal plans, nearby construction, zoning context, and future projects that may affect enjoyment or resale value.

This section is informational only. Buyers should verify schools, measurements, rental rules, taxes, zoning, and property condition with the appropriate professionals before making a decision.

Listing data is provided through PropTx/MLS data services and is deemed reliable but not guaranteed. Listings are subject to change without notice.