15 Shepherd Road, Whitby
A rare bungalow offering in Whitby's Macedonian Village. Set on an exceptional 102.48 x 352.51 ft lot backing onto Heber Down Conservation Area, this custom home combines impressive main-floor living, privacy and substantial indoor and outdoor space. The approximately 3,025 sq. ft. main level is designed around comfortable one-floor living, with four spacious bedrooms, each featuring its own en-suite and walk-in closet. Soaring 10-ft ceilings, new R60 attic insulation, new engineered hardwood flooring, and extensive mouldings run throughout the principal rooms. At the heart of the home, the kitchen and dining area feature an impressive waffle ceiling, while the adjoining great room opens dramatically beneath a 16-ft cathedral ceiling, with a gas fireplace and expansive windows framing the private conservation setting. The primary suite enjoys backyard views and features a custom ceiling with pot lights, a generous dressing room, and a 5-piece en suite. A main-floor office and laundry add everyday convenience. Downstairs, the finished walk-out lower level substantially expands the home's possibilities with three additional bedrooms, a rough-in kitchen, two large recreation areas, a gym, a gas fireplace, and a kitchen rough-in, providing exceptional flexibility for guests, extended family, recreation, hobbies, or future personalization. Outside, the property's extraordinary depth creates a private setting surrounded by mature greenery, with an 18 x 36 ft in-ground pool, updated liner, heater, and UV system. An attached workshop with an approximately 13-ft ceiling and 60-amp service adds another unique dimension for a car enthusiast, hobbyist, studio or golf-simulator space. Additional updates include fresh interior paint (2025), a water softener and an iron-removal system. No rental items.For buyers seeking a substantial bungalow on an estate-sized lot with conservation views, privacy and room to make the property their own. (id:1945)
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Property details for 15 Shepherd Road, Whitby
- Type
- Residential
- Style
- Bungalow
- Bedrooms
- 7
- Bathrooms
- 5
- Lot Size
- 102.5 x 352.3 FT
- Stories
- 1
- Basement
- Finished, Walk out, N/A
- Parking
- Attached Garage, Garage
- Heating
- Forced air, Natural gas
- Cooling
- Central air conditioning
- Exterior
- Brick, Stone
- Ownership
- Freehold
- Annual Taxes
- $14,007
Nearby Listings Stat
Estimated price and comparable properties near 15 Shepherd Road
Active Listings
1
Min Price
$2,397,000
Max Price
$2,397,000
Avg Price
$2,397,000
Days on Market
0
days
Sold Listings
0
Min Sold Price
$N/A
Max Sold Price
$N/A
Avg Sold Price
$N/A
Days until Sold
N/A
days
Price History
Listed
October 14, 2026
by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
Current Price
$2,397,000
-9.4% from last change
Type
Residential
For Sale
Price Changes
2
| Date | Price | Change |
|---|---|---|
| Current | $2,397,000 | $250,000 (-9.4%) |
| Oct 14, 2026 | $2,647,000 | $153,000 (-5.5%) |
| Apr 20, 2026 | $2,800,000 | Listed |