305 Trent Street W
Downtown WhitbyWhitby, ONL1N 1M3Near Brock St/Trent St W
- 4 beds
3 upcoming open houses
Drop in during an open house, or tour online — no appointment needed.
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What this listing tells us
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.
Cleaned for readability — original MLS® text was lightly de-abbreviated and decapitalized.
Listing, price, and tax history
Every previous listing of this property, every list-price change, and 5 years of estimated annual property tax — switch tabs to drill in.
| Date | Event | Status | Price | Change | MLS® | View |
|---|---|---|---|---|---|---|
| Jun 15, 2026 | ListedCurrent | For sale | $1,899,900 | — | E13448102 | This page |
| May 6, 2026 | Previously listed | Ter | $1,999,900 | — | E13090664 | View |
| Apr 28, 2026 | Previously listed | Ter | $1,688,000 | — | E13053850 | View |
| Apr 16, 2026 | Previously listed | Ter | $1,999,900 | — | E13009360 | View |
| Mar 28, 2026 | Previously listed | Ter | $2,099,900 | — | E12931920 | View |
| Feb 2, 2026 | Previously listed | Ter | $2,199,900 | — | E12748632 | View |
| Oct 20, 2025 | Previously listed | Ter | $2,299,900 | — | E12472978 | View |
| Sep 3, 2025 | Previously listed | Ter | $2,399,900 | — | E12377804 | View |
| Aug 24, 2025 | Previously listed | Ter | $2,499,900 | — | E12361670 | View |
| Jun 1, 2024 | Previously listed | Ter | $2,399,900 | — | E8395694 | View |
Inside this property
Systems, finishes, room dimensions, and building information — pulled from the full MLS® feed.
Features & systems
Heating, cooling, parking, exterior, lot, possession, and more.
Systems
5- Heating
- Radiant
- Air conditioning
- Central Air
- Fireplaces
- 4
- Water source
Getting around, schools & the block
Walkability and transit, the nearest schools, an interactive map of the exact spot, and what's nearby.
The money — monthly cost, mortgage & return
Everything financial in one place: what you'd pay each month, a live mortgage calculator at the asking price, and what it could return as a rental.
Cost of ownership
A monthly snapshot at typical assumptions — personalize the mortgage just below.
How this home sits in the Whitby market
Live neighbourhood stats, the closed sales you'd negotiate against, and comparable active listings.
The Whitby market right now
Average sold price, days on market, and closed-transaction count for Whitby — sourced from MLS®.
- Avg sold price$930,956Last 30 days
- Median sold price$875,000Middle of the market
- Days on market21 dAvg from list to close
- Closed last 30d417MLS® transactions
We'll get you into 305 Trent Street W — the seller pays our commission
On every MLS® listing in Canada, the seller's brokerage pays a cooperating commission to whoever brings the buyer. Buyer representation is free to you.
$0 to you. The seller pays our fee.
On every MLS® listing in Canada, the seller's brokerage advertises a cooperating commission for the buyer's agent. A Coldwell Banker Summit Realty agent represents you — you owe us nothing.
Property flags & disclosures
An automated scan of public records and news for anything a buyer should know about this specific address — liens, outstanding work orders, or stigma-related history. We never invent flags.
We scanned public records and news for liens, outstanding work orders, and stigma-related history (e.g. a former grow-op or fire) at 305 Trent Street W and found nothing flagged. We re-check automatically as new records publish.
Common questions about this property
Tap a question to expand the answer. Short, direct answers tuned for AI search and voice assistants.
How much is 305 Trent Street W listed for?
305 Trent Street W is listed at $1,899,900 on the MLS® (listing E13448102). The price refreshes on Summitly within minutes of any MLS® change.
How many bedrooms, bathrooms, and square feet does 305 Trent Street W have?
Coldwell Banker Summit Realty is a RECO-licensed Ontario real estate brokerage, independently owned and operated. Mortgage financing is arranged through Mortgage Squad Advisors. Summitly is the technology platform that powers this site. Listing data is sourced from MLS® and is provided for informational purposes only — not guaranteed accurate by the MLS® or its members. 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 Coldwell Banker® name and logo are trademarks of Coldwell Banker Real Estate LLC.












