305 Trent Street photo 1
305 Trent Street photo 2
305 Trent Street photo 3
305 Trent Street photo 4
305 Trent Street photo 5
305 Trent Street photo 6
305 Trent Street photo 7
305 Trent Street photo 8
305 Trent Street photo 9
305 Trent Street photo 10
305 Trent Street photo 11
305 Trent Street photo 12
305 Trent Street photo 13
305 Trent Street photo 14
305 Trent Street photo 15
305 Trent Street photo 16
305 Trent Street photo 17
305 Trent Street photo 18
305 Trent Street photo 19
305 Trent Street photo 20
305 Trent Street photo 21
305 Trent Street photo 22
305 Trent Street photo 23
305 Trent Street photo 24
305 Trent Street photo 25
305 Trent Street photo 26
305 Trent Street photo 27
305 Trent Street photo 28
305 Trent Street photo 29
305 Trent Street photo 30
305 Trent Street photo 31
305 Trent Street photo 32
305 Trent Street photo 33
305 Trent Street photo 34
305 Trent Street photo 35
305 Trent Street photo 36
305 Trent Street photo 37
305 Trent Street photo 38
305 Trent Street photo 39
305 Trent Street photo 40
305 Trent Street photo 41
305 Trent Street photo 42
305 Trent Street photo 43
305 Trent Street photo 44
305 Trent Street photo 45
305 Trent Street photo 46
305 Trent Street photo 47
305 Trent Street photo 48
305 Trent Street photo 49

305 Trent Street

Downtown Whitby / Whitby, ON L1N 1M3

ActiveFor Sale
5 Beds
4 Baths
3,500 Sq Ft
13,926 Lot Sq Ft
Single Family Home

About This Property

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

StatusActive
Property TypeSingle Family Home
Listing TypeFor Sale
Interior Size3,500 sq ft
Lot Size13,926 sq ft
Bedrooms5
Bathrooms4
Postal CodeL1N 1M3
Last UpdatedAug 8, 2026 · 5:06 p.m.

Sign in for full listing history and the exact list date.

Features & Amenities

  • View
  • Fireplace
  • Air Conditioning
  • Basement

TRREB MLS® Attribution

MLS® E13448102

Listed by Royal LePage Our Neighbourhood Realty

The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. The trademarks REALTOR®, REALTORS® and the REALTOR® logo are controlled by CREA and identify real estate professionals who are members of CREA. Listing data provided by the Toronto Regional Real Estate Board (TRREB). The information contained herein is from sources believed to be reliable but is not guaranteed. Information deemed reliable but not guaranteed accurate by TRREB or Team Filipe / RE/MAX.

$1,899,900

asking price

MLS®E13448102
TypeSingle Family Home
CityWhitby
← Back to Search

Team Filipe · RE/MAX · (647) 210-6070

Mortgage Estimate

Est. Monthly Payment

$9,277

/month · $1,519,920 mortgage

Down Payment20% — $379,980
Interest Rate5.5%

Amortization

Total Interest

$1,263,319

Total Cost

$2,783,239

Estimate only. Based on Canadian semi-annual compounding, 25-yr amortization at 5.5%.

Full Mortgage Calculator →

Listed By

Royal LePage Our Neighbourhood Realty