15 Shepherd Road, Whitby, ON L1M 1G8
Rural Whitby, Whitby · Near Coronation and Winchester Rd W · View map
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.
The home
- Type
- Bungalow
- Style
- Bungalow
- Square footage
- 3000-3500 sq ft
- Bedrooms
- 4
- Basement bedrooms
- 3
- Bathrooms
- 5
- Kitchens
- 1
- Rooms
- 15
- Basement
- Finished with Walk-Out
- Lot size
- 102.5 x 352.3 ft
- Faces
- East
- View
- Park/Greenbelt, Pool, Forest, Trees/Woods
Ownership & fees
- Ownership
- Freehold
- Monthly condo fee
- None
- Security
- Alarm System, Security System, Smoke Detector, Carbon Monoxide Detectors
- Exterior
- Brick, Stone
Heating & cooling
- Heating fuel
- Gas
- Heating type
- Forced Air
- Air conditioning
- Central Air
- Fireplace
- Yes
Garage & parking
- Garage
- Attached
- Garage spaces
- 2
- Driveway spaces
- 10
- Total parking
- 12
- Parking features
- Private, Circular Drive, Front Yard Parking, Private Double
Taxes & other
- Property taxes
- $14,007/yr
- Tax year
- 2026
- Occupancy
- Owner
- Possession
- Flexible
- Cross street
- Coronation and Winchester Rd W
- Neighbourhood
- Rural Whitby
More
- Price per sq ft
- ~$738 (at 3,250 sq ft)
- Listed
- Oct 14, 2026 · today
- MLS® number
- E14033110
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The home and its surroundings
- Built-In Oven
- Cul de Sac/Dead End
- Greenbelt/Conservation
- Ravine
- Fenced Yard
- School Bus Route
- River/Stream
- Mortgage
- Property tax
- Maintenance fee
Cash needed to close
Estimates only, using Canadian semi-annual compounding, Ontario land transfer tax. Mortgage default insurance is added when you put down less than 20%. Your lender and lawyer will confirm exact numbers.
15 Shepherd Road, Whitby, ON L1M 1G8
Rural Whitby, Whitby · Near Coronation and Winchester Rd W
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Listing history for 15 Shepherd Road
See what this home and others at the same address were listed for, what they sold for, and how long it took.
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Frequently asked questions about 15 Shepherd Road
Answers come straight from this home’s MLS® listing.
How much is 15 Shepherd Road listed for, and what would it cost each month?
15 Shepherd Road is listed for $2,397,000. With 20% down ($479,400), the mortgage payment would be roughly $9,669 a month at 4.5% over 30 years. Add property tax and the estimate comes to about $10,836 a month, all in. That figure is an illustration, not a quote.
Is 15 Shepherd Road freehold or a condo, and is there a monthly fee?
15 Shepherd Road is a bungalow in Rural Whitby, Whitby. Ownership is freehold: you own the home and the lot. There is no monthly condo fee, so the roof, windows, driveway, snow and lawn are yours to look after.
How many bedrooms and bathrooms does 15 Shepherd Road have?
15 Shepherd Road has 4 bedrooms, plus 3 more bedrooms in the basement, and 5 bathrooms.
Does 15 Shepherd Road have a garage and parking?
Yes. The listing shows the garage as attached, with room for 2 cars. The driveway adds 10 spaces. In total the listing counts 12 parking spaces.
Does 15 Shepherd Road have a finished basement?
The listing describes the basement as finished with walk-out. It counts 3 bedrooms on that level. Finished basement space is usually not counted in the square footage shown. A listing description is not proof of a legal second unit, so confirm zoning and permits with the municipality before counting on rental income.
What style of home is 15 Shepherd Road?
15 Shepherd Road is a bungalow. A bungalow has all of its main living space, including the bedrooms, on one floor, usually over a full basement.
Does 15 Shepherd Road have a pool?
Yes. The listing shows inground for the pool. Ask about its age, liner and equipment before you offer, since those are the costly parts to replace.
How big is 15 Shepherd Road, and what is the lot size?
The listing puts the home between 3,000 and 3,500 sq ft. The board reports a range rather than an exact figure, and it usually leaves out the basement. The lot is listed as 102.5 x 352.3 ft.
How is 15 Shepherd Road heated and cooled?
Heating is forced air (gas). Cooling is central air.
What are the property taxes for 15 Shepherd Road?
Property taxes are $14,007 a year (2026), or about $1,167 a month.
Where is 15 Shepherd Road?
15 Shepherd Road is in the Rural Whitby community of Whitby. The nearest main intersection is Coronation and Winchester Rd W. The postal code is L1M 1G8.
How long has 15 Shepherd Road been on the market?
15 Shepherd Road was listed on October 14, 2026. It came on the market today. It is an active listing (MLS® E14033110). Listings here update from the board through the day and come down once a home sells.
What are similar bungalows near 15 Shepherd Road asking?
Similar bungalow-style homes for sale nearby right now include 19 Wilson House Drive at $2,100,000 (5 bed), 625 Townline Road W at $2,899,000 (3+2 bed) and 26 Hanover Court at $1,950,000 (4 bed). These are asking prices, not sold prices. The Sold history tab shows what homes at this address went for.
What have homes at 15 Shepherd Road sold for?
Recent sales, leases and expired listings for this home and others at the same address are in the Sold history tab, with the price and date of each. It is free for members.
How do I book a showing at 15 Shepherd Road?
Pick a day and time with Book a Tour on this page. Tours are free, with no obligation, in person or by video. You can also call or text 647-619-2256.
Have a different question? Ask about this home and get an answer, usually within the hour.
Similar bungalows nearby
More bungalow-style homes for sale near Rural Whitby, picked by style, size and price.
Bungalow$2,100,00019 Wilson House Drive, Whitby5 bed · 5 bath · Rural WhitbyCourtesy of: CENTURY 21 PERCY FULTON LTD.View home →
Bungalow$2,899,000625 Townline Road W, Whitby3+2 bed · 4 bath · Rural WhitbyCourtesy of: SUTTON GROUP-HERITAGE REALTY INC.View home →
Bungalow$1,950,00026 Hanover Court, Whitby4 bed · 4 bath · Lynde CreekCourtesy of: RE/MAX Rouge River Realty Ltd.View home →Courtesy of: Re/Max Hallmark First Group Realty Ltd.
PropTx MLS® assumes no responsibility for the accuracy of any information shown. The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale or lease of real estate and may not be used for any commercial purpose or any other purpose.
*Estimated monthly cost assumes 20% down, a 4.5% rate and a 30-year amortization, plus property tax. For illustration only.