Discover winter luxury at 15 Shepherd Road, a custom luxury bungalow set on a premium 102.48 ft x 352.51 ft lot backing onto the peaceful winter landscape of Heber Down Conservation Area. This beautifully updated home features four main-floor bedrooms, each with its own en-suite and walk-in closet, 10-foot ceilings, new engineered hardwood floors, fresh paint (2025), and a stunning great room with a 16-foot cathedral ceiling and gas fireplace. The brand-new kitchen includes stainless steel appliances, crown moulding, large baseboards, and California shutters. The primary suite offers a custom ceiling with pot lights, a spacious walk-in dressing room, and a 5-piece spa-like en-suite with views of the pool and conservation area. The finished walk-out basement adds exceptional versatility with three additional bedrooms, a gym, two recreation rooms, a gas fireplace, and a rough-in kitchen ideal for multi-generational living. The attached workshop with 60 Amp service provides space for hobbies, a golf simulator, or storage. With its brick, stone, and stucco exterior, updated pool system (new liner, heater, UV system Aug 2025), and no rental items, this is a rare opportunity in prestigious Macedonian Village-luxury, privacy, and comfort in every season.
Private, Circular Drive, Front Yard Parking, Private Double
Parking Total
12.0
Covered Spaces
2.0
Garage Type
Attached
Garage
Yes
Pool
Inground
Direction Facing
East
Cooling
Central Air
Cooling Installed
Yes
Heat Source
Gas
Heat Type
Forced Air
Internet Address Display Yn
Yes
Internet Entire Listing Display Yn
Yes
Full Address
15 Shepherd Road, Whitby, ON L1M 1G8
City
Whitby
Neighbourhood
Rural Whitby
County / Region
Durham
Province / State
ON
Postal Code
L1M 1G8
Cross Street
Coronation and Highway 7
Directions
Coronation and Highway 7
Country
CA
List Price
$2,800,000
Annual Taxes
$14,041
Tax Year
2025
Legal Description
Pcl 5-1 Sec M42; Lt 5, Plan M42
Possession Type
Flexible
Possession Details
TBD
Listing Office
RE/MAX HALLMARK FIRST GROUP REALTY LTD.
Board
Central Lakes Association of REALTORS
Original Entry
2025-12-10T20:15:51Z
Media Updated
2026-02-18T18:16:43Z
Photos Updated
2026-02-18T18:16:43Z
Last Modified
2026-02-18T21:38:28Z
System Modified
2026-02-18T21:38:42.721558Z
MLS Status
Terminated
Architectural Style
Bungalow
Basement
Finished with Walk-Out
Board Property Type
Free
Ddfyn
Yes
Expiration Date
2026-03-09
Foundation Details
Concrete
Heat Source Multi
Gas
Heat Type Multi
Forced Air
Heating Yn
Yes
Hstapplication
Included In
Link Yn
No
Occupant Type
Owner
Originating System Id
A00001796
Parking Spaces
10
Property Features
Cul de Sac/Dead End, Greenbelt/Conservation, Ravine, Fenced Yard, School Bus Route, River/Stream
Public Remarks
Discover winter luxury at 15 Shepherd Road, a custom luxury bungalow set on a premium 102.48 ft x 352.51 ft lot backing onto the peaceful winter landscape of Heber Down Conservation Area. This beautifully updated home features four main-floor bedrooms, each with its own en-suite and walk-in closet, 10-foot ceilings, new engineered hardwood floors, fresh paint (2025), and a stunning great room with a 16-foot cathedral ceiling and gas fireplace. The brand-new kitchen includes stainless steel appliances, crown moulding, large baseboards, and California shutters. The primary suite offers a custom ceiling with pot lights, a spacious walk-in dressing room, and a 5-piece spa-like en-suite with views of the pool and conservation area. The finished walk-out basement adds exceptional versatility with three additional bedrooms, a gym, two recreation rooms, a gas fireplace, and a rough-in kitchen ideal for multi-generational living. The attached workshop with 60 Amp service provides space for hobbies, a golf simulator, or storage. With its brick, stone, and stucco exterior, updated pool system (new liner, heater, UV system Aug 2025), and no rental items, this is a rare opportunity in prestigious Macedonian Village-luxury, privacy, and comfort in every season.
