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$2,397,000
5 Days On Site

15 Shepherd Road
Whitby, ON L1M 1G8

For Sale|Single Family Residence|Active
7
Beds
5
Total Baths
County:
Durham
Call Now: (647) 360-6433
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(647) 360-6433
Upcoming Open Houses
Sat, Oct 24, 2:00 PM - 4:00 PM
Sun, Oct 25, 2:00 PM - 4:00 PM
15 Shepherd Road15 Shepherd Road15 Shepherd Road15 Shepherd Road
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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.

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Listing Snapshot
Price 
$2,397,000
Days On Site 
5 Days
Bedrooms 
7
Inside Area (SqFt) 
N/A
Total Baths 
5
Full Baths 
N/A
Partial Baths 
N/A
Lot Size 
N/A
Year Built 
N/A
MLS® Number 
E14033110
Status 
Active
Property Tax 
$14,007.08
Maintenance Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
6 days agoListing first seen on site
6 days agoListing updated with changes from the MLS®
General Features
Attached Garage 
Yes
Cross Street 
Coronation and Winchester Rd W
Direction Faces 
East
Garage 
Yes
Parking 
Circular DrivewayPrivateAttached
Parking Spaces 
12
Property Sub Type 
Single Family Residence
Security 
Security SystemSmoke Detector(s)Carbon Monoxide Detector(s)
Sewer 
Septic Tank
Style 
Bungalow
Utilities 
Cable Available
Water Source 
WellPrivate
Interior Features
Appliances 
Oven
Basement 
Walk-Out Access
Cooling 
Central Air
Fireplace 
Yes
Fireplace Features 
Gas
Heating 
Natural GasForced Air
Main Level Bedrooms 
2
Bedroom 
Dimensions - 4.09 x 3.25Level - Basement
Bedroom 2 
Dimensions - 5.05 x 4.54Level - Main
Bedroom 3 
Dimensions - 3.81 x 4.55Level - Main
Bedroom 4 
Dimensions - 3.53 x 4.06Level - Main
Bedroom 5 
Dimensions - 5.0 x 4.28Level - Basement
Dining Room 
Dimensions - 8.89 x 5.11Level - Main
Exercise Room 
Dimensions - 4.68 x 5.28Level - Basement
Family Room 
Dimensions - 5.02 x 10.75Level - Basement
Foyer 
Dimensions - 3.94 x 2.14Level - Main
Great Room 
Dimensions - 5.06 x 5.34Level - MainFeatures - Cathedral Ceiling(s)
Kitchen 
Dimensions - 8.89 x 5.11Level - Main
Laundry 
Dimensions - 2.69 x 3.63Level - Main
Master Bedroom 
Dimensions - 3.94 x 5.78Level - Main
Office 
Dimensions - 3.48 x 3.09Level - Main
Recreation 
Dimensions - 8.55 x 6.73Level - Basement
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Exterior Features
Construction Details 
BrickStone
Fencing 
Fenced
Lot Features 
Greenbelt
Other Structures 
Workshop
Pool Features 
In Ground
Roof 
Shingle
View 
Trees/WoodsPark/GreenbeltPoolForest
Waterview 
Trees/WoodsPark/GreenbeltPoolForest
Community Features
MLS® Area 
Whitby
Listing courtesy of Re/Max Hallmark First Group Realty Ltd.

Listing information is provided by Participants of the Toronto Real Estate Board. VOW information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026, Toronto Real Estate Board
Last checked 2026-10-20 12:53 PM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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