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.
For sale
C$2,800,000
15 Shepherd Rd, Whitby, ON L1M 1G8
7beds
7baths
Single Family Residence
Built in ----
0.83 Acres Lot
$-- Zestimate®
C$--/sqft
C$-- HOA
What's special
New engineered hardwood floorsCrown mouldingLarge baseboardsCalifornia shuttersSpacious walk-in dressing room
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Zillow last checked: 8 hours ago
Listing updated: December 10, 2025 at 12:15pm
Listed by:
RE/MAX HALLMARK FIRST GROUP REALTY LTD.
Source: TRREB,MLS®#: E12616700
Originating MLS®#: Central Lakes Association of REALTORS
Originating MLS®#: Central Lakes Association of REALTORSFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 7
Primary bedroom
- Level: Main
- Dimensions: 3.94 x 5.78
Bedroom
- Level: Basement
- Dimensions: 4.1 x 3.49
Bedroom
- Level: Basement
- Dimensions: 4.09 x 3.25
Bedroom 2
- Level: Main
- Dimensions: 5.05 x 4.54
Bedroom 3
- Level: Main
- Dimensions: 3.81 x 4.55
Bedroom 4
- Level: Main
- Dimensions: 3.53 x 4.06
Bedroom 5
- Level: Basement
- Dimensions: 5 x 4.28
Dining room
- Level: Main
- Dimensions: 8.89 x 5.11
Exercise room
- Level: Basement
- Dimensions: 4.68 x 5.28
Family room
- Level: Basement
- Dimensions: 5.02 x 10.75
Foyer
- Level: Main
- Dimensions: 3.94 x 2.14
Great room
- Level: Main
- Dimensions: 5.06 x 5.34
Kitchen
- Level: Main
- Dimensions: 8.89 x 5.11
Laundry
- Level: Main
- Dimensions: 2.69 x 3.63
Office
- Level: Main
- Dimensions: 3.48 x 3.09
Recreation
- Level: Basement
- Dimensions: 8.55 x 6.73
Heating
- Forced Air, Gas
Cooling
- Central Air
Appliances
- Included: Built-In Oven
Features
- Basement: Finished with Walk-Out
- Has fireplace: Yes
- Fireplace features: Natural Gas
Interior area
- Living area range: 3000-3500 null
Video & virtual tour
Property
Parking
- Total spaces: 12
- Parking features: Private, Circular Driveway, Front Yard Parking, Private Double
- Has attached garage: Yes
Features
- Has private pool: Yes
- Pool features: In Ground
- Has view: Yes
- View description: Park/Greenbelt, Pool, Forest, Trees/Woods
Lot
- Size: 0.83 Acres
- Features: Cul de Sac/Dead End, Greenbelt/Conservation, Ravine, Fenced Yard, School Bus Route, River/Stream
Details
- Additional structures: Workshop
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Bungalow
- Property subtype: Single Family Residence
Materials
- Brick, Stone
- Foundation: Concrete
- Roof: Shingle
Utilities & green energy
- Sewer: Septic
- Water: Drilled Well, Reverse Osmosis, Iron/Mineral Filter, Water System
Community & HOA
Community
- Security: Alarm System, Security System, Smoke Detector(s), Carbon Monoxide Detector(s)
Location
- Region: Whitby
Financial & listing details
- Annual tax amount: C$14,041
- Date on market: 12/10/2025
RE/MAX HALLMARK FIRST GROUP REALTY LTD.
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Price history
Price history
Price history is unavailable.
Public tax history
Public tax history
Tax history is unavailable.Climate risks
Neighborhood: L1M
Nearby schools
GreatSchools rating
No schools nearby
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