$2,397,000
15 Shepherd Road, Whitby, ON L1M 1G8
Rural Whitby · Whitby · L1M 1G8
Listing brokerage: Re/Max Hallmark First Group Realty Ltd.
- Beds
- 4+3
- Baths
- 5
- Sq ft
- 3000–3500
- Parking
- 12
Monthly costs
Property taxes
$1,167/mo
$14,007 a year (2026)
The home
- Lot size
- 102.5 × 352.3 ft
- Style
- Bungalow
- Basement
- Finished with Walk-Out
- Parking
- 12 spots · Attached
- Faces
- East
- Heating · cooling
- Forced Air, Central Air
- Possession
- Flexible
About this home
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.
All details24 more from the listing · Interior, Heating, Parking, Exterior, Utilities, Taxes, Listing
Interior
- Bedrooms
- 4+3
- Bathrooms
- 5
- Kitchens
- 1
- Rooms
- 10
- Den / family room
- Yes
- Size
- 3000-3500 sq ft
- Fireplace
- Natural Gas
Features
- Built-In Oven
Heating & Cooling
- Heat source
- Gas
Parking
- Covered spaces
- 2
Features
- Private
- Circular Drive
- Front Yard Parking
- Private Double
Exterior & Lot
- Exterior
- Brick, Stone
- Roof
- Shingles
- Foundation
- Concrete
- Pool
- Inground
- View
- Park/Greenbelt, Pool, Forest, Trees/Woods
Other structures
- Workshop
Utilities
- Sewer
- Septic
Taxes & Fees
- HST
- Included In
Listing
- MLS® number
- E14033110
- Type
- Detached
- Transaction
- For Sale
- Neighbourhood
- Rural Whitby
- Cross streets
- Coronation and Winchester Rd W
Rooms · 21Kitchen, Dining Room, Great Room, Office, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Bedroom ×2, Family Room, Recreation, Exercise Room, Laundry, Foyer, Washroom ×5
Kitchen
Main
8.89 × 5.11 m · 29′2″ × 16′9″
Hardwood Floor, Quartz Counter, Combined w/Dining
Dining Room
Main
8.89 × 5.11 m · 29′2″ × 16′9″
Combined w/Kitchen, Hardwood Floor, Crown Moulding
Great Room
Main
5.06 × 5.34 m · 16′7″ × 17′6″
Hardwood Floor, Cathedral Ceiling(s), Gas Fireplace
Office
Main
3.48 × 3.09 m · 11′5″ × 10′2″
Hardwood Floor, Crown Moulding, Overlook Greenbelt
Primary Bedroom
Main
3.94 × 5.78 m · 12′11″ × 19′0″
Hardwood Floor, 5 Pc Ensuite, California Shutters
Bedroom 2
Main
5.05 × 4.54 m · 16′7″ × 14′11″
3 Pc Ensuite, Hardwood Floor, Overlooks Backyard
Bedroom 3
Main
3.81 × 4.55 m · 12′6″ × 14′11″
3 Pc Ensuite, Hardwood Floor, Crown Moulding
Bedroom 4
Main
3.53 × 4.06 m · 11′7″ × 13′4″
3 Pc Ensuite, Hardwood Floor, Crown Moulding
Bedroom 5
Basement
5.00 × 4.28 m · 16′5″ × 14′1″
3 Pc Ensuite, Hardwood Floor, Overlooks Backyard
Bedroom
Basement
4.10 × 3.49 m · 13′5″ × 11′5″
Hardwood Floor, Window, Closet
Bedroom
Basement
4.09 × 3.25 m · 13′5″ × 10′8″
Hardwood Floor, Window, Closet
Family Room
Basement
5.02 × 10.75 m · 16′6″ × 35′3″
Hardwood Floor, Pot Lights, Walk-Out
Recreation
Basement
8.55 × 6.73 m · 28′1″ × 22′1″
Hardwood Floor, Pot Lights
Exercise Room
Basement
4.68 × 5.28 m · 15′4″ × 17′4″
Hardwood Floor, Overlooks Backyard, Large Window
Laundry
Main
2.69 × 3.63 m · 8′10″ × 11′11″
Tile Floor, Window, Crown Moulding
Foyer
Main
3.94 × 2.14 m · 12′11″ × 7′0″
Tile Floor, Crown Moulding
5-piece washroom
Main
3-piece washroom
Main
3-piece washroom
Main
3-piece washroom
Main
2-piece washroom
Main
History
Past listings and sales for this home and building.
Location
15 Shepherd Road, Whitby, ON L1M 1G8 · Near Coronation and Winchester Rd W
Monthly cost
Estimated monthly cost
$11,781/mo
- Mortgage
- $10,613
- Property tax
- $1,167
Amortization
Estimate only, for illustration. Includes mortgage default insurance when less than 20% is put down. Speak with a lender for an exact figure.
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$2,397,000
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