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15 Shepherd Road
Rural Whitby Whitby L1M 1G8

$2,800,000
Residential Freehold beds: 4+3 baths: 7.0

Main Photo: 15 Shepherd Road in Whitby: Rural Whitby House for sale : MLS®# E12616700
Photo 1: 15 Shepherd Road in Whitby: Rural Whitby House for sale : MLS®# E12616700
Photo 2: 15 Shepherd Road in Whitby: Rural Whitby House for sale : MLS®# E12616700
Photo 3: 15 Shepherd Road in Whitby: Rural Whitby House for sale : MLS®# E12616700
Photo 4: 15 Shepherd Road in Whitby: Rural Whitby House for sale : MLS®# E12616700
Photo 5: 15 Shepherd Road in Whitby: Rural Whitby House for sale : MLS®# E12616700
Photo 6: 15 Shepherd Road in Whitby: Rural Whitby House for sale : MLS®# E12616700
Photo 7: 15 Shepherd Road in Whitby: Rural Whitby House for sale : MLS®# E12616700
Photo 8: 15 Shepherd Road in Whitby: Rural Whitby House for sale : MLS®# E12616700
Photo 9: 15 Shepherd Road in Whitby: Rural Whitby House for sale : MLS®# E12616700
Photo 10: 15 Shepherd Road in Whitby: Rural Whitby House for sale : MLS®# E12616700
Photo 11: 15 Shepherd Road in Whitby: Rural Whitby House for sale : MLS®# E12616700
Photo 12: 15 Shepherd Road in Whitby: Rural Whitby House for sale : MLS®# E12616700
Photo 13: 15 Shepherd Road in Whitby: Rural Whitby House for sale : MLS®# E12616700
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Photo 33: 15 Shepherd Road in Whitby: Rural Whitby House for sale : MLS®# E12616700
Photo 34: 15 Shepherd Road in Whitby: Rural Whitby House for sale : MLS®# E12616700
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
E12616700
Bedrooms:
4+3
Bathrooms:
7
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.
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
Bungalow
Total Approx Floor Area:
3000-3500
Lot Size:
.50-1.99
Lot Depth:
352'4"
Lot Frontage:
102'5¾"
Lot Details:
100.00 x 352.33 Feet
Direction Faces:
East
Bedrooms:
4+3
Bathrooms:
7.0
Water supply:
Well
Kitchens:
1
Bedrooms Above Grade:
4
Bedrooms Below Grade:
3
Kitchens Above Grade:
1
# Main Level Bedrooms:
2
# Main Level Bathrooms:
0
Rooms Above Grade:
15
Rooms Below Grade:
8
Rooms:
10
Heating type:
Forced Air
Heating Fuel:
Gas
Cooling:
Yes
Foundation:
Concrete
Roof:
Shingles
Basement:
Finished with Walk-Out
Fireplace Features:
Natural Gas
Fireplace/Stove:
Yes
Attached Garage:
Yes
Garage:
Attached
Garage Spaces:
2.0
Other Structures:
Workshop
Parking Features:
Private, Circular Drive, Front Yard Parking, Private Double
Parking Spaces:
10
Total Parking Spaces:
12.0
Family Room:
Yes
Possession Details:
TBD
Pool:
Inground
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$14,041 / 2025
Assessment:
$- / -
Durham
Whitby
Rural Whitby
Cul de Sac/Dead End, Greenbelt/Conservation, Ravine, Fenced Yard, School Bus Route, River/Stream
Built-In Oven
Alarm System, Security System, Smoke Detector, Carbon Monoxide Detectors
No rental items
Brick, Stone
Park/Greenbelt, Pool, Forest, Trees/Woods
Floor
Type
Size
Other
Main
Kitchen
29'2" × 16'9"
Hardwood Floor, Quartz Counter, Combined w/Dining
Main
Dining Room
29'2" × 16'9"
Combined w/Kitchen, Hardwood Floor, Crown Moulding
Main
Great Room
17'6¼" × 16'7¼"
Hardwood Floor, Cathedral Ceiling(s), Gas Fireplace
Main
Office
11'5" × 10'2"
Hardwood Floor, Crown Moulding, Overlooks Backyard
Main
Primary Bedroom
18'11½" × 12'11⅛"
Hardwood Floor, 5 Pc Ensuite, California Shutters
Main
Bedroom 2
16'7" × 14'10¾"
3 Pc Ensuite, Hardwood Floor, Overlooks Backyard
Main
Bedroom 3
14'11" × 12'6"
3 Pc Ensuite, Hardwood Floor, Crown Moulding
Main
Bedroom 4
13'4" × 11'7"
3 Pc Ensuite, Hardwood Floor, Crown Moulding
Basement
Bedroom 5
16'5" × 14'½"
3 Pc Ensuite, Hardwood Floor, Overlooks Backyard
Basement
Bedroom
13'5" × 11'5"
Hardwood Floor, Window, Closet
Basement
Bedroom
13'5" × 10'8"
Hardwood Floor, Window, Closet
Basement
Family Room
35'3¼" × 16'6"
Hardwood Floor, Pot Lights, Walk-Out
Basement
Recreation
28'1" × 22'1"
Hardwood Floor, Pot Lights
Basement
Exercise Room
17'4" × 15'4¼"
Hardwood Floor, Overlooks Backyard, Large Window
Main
Laundry
11'11" × 8'10"
Tile Floor, Window, Crown Moulding
Main
Foyer
12'11⅛" × 7'¼"
Tile Floor, Crown Moulding
Utilities Cable:
Available
Utilities Telephone:
Available
Utilities Gas:
Yes
Utilities Hydro:
Yes
Water Supply Types:
Drilled Well, Reverse Osmosis, Iron/Mineral Filter, Water System
Special Designation:
Unknown
Sewers:
Septic
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Date Listed:
Dec 10, 2025
Original Price:
Previous Price:
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Virtual Tour

Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
Data was last updated December 11, 2025 at 04:15 PM (UTC)
Area Statistics
Listings on market:
39
Avg list price:
$1,499,990
Min list price:
$749,000
Max list price:
$4,198,000
Avg days on market:
37
Min days on market:
1
Max days on market:
305
These statistics are generated based on the current listing's property type and located in Rural Whitby. Average values are derived using median calculations. This data is not produced by the MLS® system.
JIM STANTON
BEN STANTON
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.