Front of 305 Trent Street W
305 Trent Street WWhitby (Downtown Whitby)
Expired
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Ontario Real Estate › Whitby › Downtown Whitby
Front of 305 Trent Street W
305 Trent Street WWhitby (Downtown Whitby)
Expired
See all 49 photos
DetachedMLS E13448102
Last asked:Expired Aug 31, 2026
$1,899,900
4+1 Bedrooms
4 Bathrooms
2 Garage
3.5K~5K Sq.Ft.
105.92 x 116 ft Lot
$13,708 Tax/yr

Property history

$2,499,900first asked
$1,899,900last asked
▼ 24%since August
AugDecAprAug
ExpiredAug 31, 2026
$1,899,900MLS® E13448102
Listed for saleJun 15, 2026
$1,899,900MLS® E13448102
TerminatedJun 15, 2026
$1,999,900MLS® E13090664
Listed for saleMay 6, 2026
$1,999,900MLS® E13090664
TerminatedMay 6, 2026
$1,688,000MLS® E13053850
Listed for saleApr 28, 2026
$1,688,000MLS® E13053850
TerminatedApr 28, 2026
$1,999,900MLS® E13009360
Listed for saleApr 16, 2026
$1,999,900MLS® E13009360
TerminatedApr 16, 2026
$2,099,900MLS® E12931920
Listed for saleMar 28, 2026
$2,099,900MLS® E12931920
TerminatedMar 28, 2026
$2,199,900MLS® E12748632
Listed for saleFeb 2, 2026
$2,199,900MLS® E12748632
TerminatedDec 16, 2025
$2,299,900MLS® E12472978
Listed for saleOct 20, 2025
$2,299,900MLS® E12472978
TerminatedOct 20, 2025
$2,399,900MLS® E12377804
Listed for saleSep 3, 2025
$2,399,900MLS® E12377804
TerminatedSep 2, 2025
$2,499,900MLS® E12361670
Listed for saleAug 24, 2025
$2,499,900MLS® E12361670
Kim Karimi
Kim Karimi

Real Estate Broker

416-838-3031

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About this home

305 Trent Street W, Whitby

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.

Auto Garage Door RemoteCarpet FreeGarburatorSteam RoomAwningsDeck

Facts & features

TypeDetached
Style3-storey
Size3.5K~5K Sq.Ft.
Lot105.92 x 116 ft
Tax$13,708 (2025)
HeatingRadiant, gas
CoolingCentral air
BasementPartially finished, full
Parking10 drive
WaterMunicipal
FireplaceYes, electric, natural gas, living room

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Rooms

12 rooms · 4 bathrooms
Main floor6 rooms
  • Breakfast10′1″ × 9′9″98 sq.ft.
  • Library15′ × 11′1″166 sq.ft.
  • Dining room16′8″ × 14′4″239 sq.ft.
  • Kitchen15′ × 11′10″178 sq.ft.
  • Sunroom19′ × 18′5″350 sq.ft.
  • Living room21′7″ × 14′4″310 sq.ft.
Second floor5 rooms
  • Bedroom15′ × 14′2″213 sq.ft.
  • Laundry11′9″ × 10′1″118 sq.ft.
  • Bedroom15′ × 14′2″213 sq.ft.
  • Exercise room23′6″ × 20′11″492 sq.ft.
  • Bedroom20′11″ × 10′3″214 sq.ft.
Third floor1 room
  • Primary bedroom23′7″ × 23′4″550 sq.ft.
Bathrooms4
4-pcSecond4-pcThird3-pcSecond2-pcMain
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Around this home

Brock St/Trent St W

Listing details

MLS® numberE13448102
Listed onJun 15, 2026
Days on market77
UpdatedAug 31, 2026
Listing brokerageRoyal LePage Our Neighbourhood Realty
PossessionFlexible

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© 2026 HOMEH Inc., Brokerage · RECO Registration #6000380 · 505 Highway 7 East, Units 308 & 309, Thornhill, ON L3T 7T1 · Listing data courtesy of the MLS® System of the listing brokerage, deemed reliable but not guaranteed.

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