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39 Glengowan Street

39 Glengowan Street

Whitby, ON

  • 5 bed
  • 5 bath
  • approx. 3500-5000 sqft
  • Detached
  • 2 days on market
$1,999,900

A striking expression of modern luxury, this architecturally refined residence offers over 3,517 sq. ft. above grade with a seamless blend of bespoke craftsmanship, designer finishes, and resort-inspired living. The impressive stone and stucco facade, framed by professional landscape lighting and manicured grounds, opens to interiors defined by soaring ceilings, oversized windows, expansive principal rooms, and exceptional architectural detail. Custom paneled feature walls painted in timeless Oxford White add depth and elegance throughout, while a dramatic lacquered black library creates a bold focal point that elevates the home's design narrative. The dining room showcases intricate waffle ceilings, extensive wall paneling, a stunning double-sided fireplace, and rich Fornasetti designer wallpaper, creating a space that feels both timeless and editorial in design. The chef-inspired kitchen features a premium Wolf gas range, high-end integrated refrigeration, Restoration Hardware lighting, generous prep space, and effortless flow into the dining and living areas. Towering rear windows flood the home with natural light while creating a seamless connection to the backyard retreat. A fully integrated Control4 system powers zoned audio, surround sound, and integrated speakers throughout the main level and outdoor living spaces. The fully finished lower level delivers a boutique wellness experience with a dedicated fitness area, spa-inspired sauna, additional living space, and beautifully appointed guest accommodations. Outside, the backyard rivals a private resort with expansive limestone hardscaping, ambient lighting, mature landscaping, custom surround sound, waterfall pool features, and a pergola lounge with integrated fire table. Sophisticated yet welcoming, every inch of this residence has been intentionally curated to deliver an extraordinary lifestyle experience.

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Listing Details

Taxes (2025)
$13,655
Listed
September 16, 2026

Price History

Listing history

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Property

Style
2-Storey
Construction
Brick
Roof
Shingles
Foundation
Poured Concrete
Interior
Sauna
Lot Size
50 x 111.91 Feet

Parking

Garage
Built-In
Covered Spaces
2
Total Parking
6

Utilities

Sewer
Sewer
Heat Source
Gas

Location & Legal

Cross Street
thickson/taunton
Parcel Number
162651559
Possession
Flexible
Occupancy
Owner

Schools

Elementary

  • Willows Walk Public School1 km

    Public · Durham DSB · 540 students

    Grade 3 reading: 77% met the provincial standard · Grade 6 math: 49% met the provincial standard

  • Sir Samuel Steele Public School1.4 km

    Public · Durham DSB · 510 students

    Grade 3 reading: 82% met the provincial standard · Grade 6 math: 57% met the provincial standard

  • St Mark the Evangelist Catholic School1.8 km

    Catholic · Durham CDSB · 610 students

    Grade 3 reading: 63% met the provincial standard · Grade 6 math: 48% met the provincial standard

Secondary

  • Sinclair Secondary School1.4 km

    Public · Durham DSB · 1655 students

    Grade 10 literacy: 90% met the provincial standard

  • Father Leo J Austin Catholic Secondary School2.1 km

    Catholic · Durham CDSB · 1125 students

    Grade 10 literacy: 90% met the provincial standard

  • ÉSC Saint-Charles-Garnier2.7 km

    French Catholic · CS catholique MonAvenir · 470 students

    Grade 10 literacy: 98% met the provincial standard

Straight-line distance. Nearby schools are not necessarily the assigned schools — confirm catchment with the school board. Scores are EQAO provincial test results for 2024-2025.

Community

Postal area L1R

Population
42,221
Private dwellings
13,260
Median age
39.2
Average household size
3.2
Median household income
$135,000

Source: Statistics Canada, 2021 Census of Population, catalogue 98-401-X2021013. Adapted from Statistics Canada. This does not constitute an endorsement by Statistics Canada of this product.

Local market

Residential Freehold in Whitby · last 12 months

Median sold price
$869,485
Homes sold
1,498
Median days on market
16
Sale-to-list price
99.2%

Based on 1,498 recorded sales of residential freehold properties in Whitby over the last 12 months.

Listed by

SUTTON GROUP-HERITAGE REALTY INC.

Walk Score

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Mortgage Calculator

$399,980

Estimated Monthly Payment

$9,825

Land transfer tax

Estimated land transfer tax$36,473

Ontario land transfer tax only. An estimate — not legal or financial advice. Municipal land transfer tax applies in Toronto and is not included.

Investment Analysis

No recent nearby lease data. Enter a rent to see the numbers.

Mortgage: $9,825/mo (20% down, 5.5%)

Taxes: $1,138/mo · Insurance: $500/mo

Estimates only. Consult a financial advisor.

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