15 Shepherd Road

Rural Whitby, Whitby, L1M 1G8

$2,397,000

4+3 bedrooms
5 bathrooms
12 parking
3000-3500 sq ft

Listed 5 days ago · MLS® E14033110

Open house

Saturday, October 24 at 2:00 p.m. to 4:00 p.m. Add to calendar
Sunday, October 25 at 2:00 p.m. to 4:00 p.m. Add to calendar

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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.

Details

Type: Detached
Style: Bungalow
Size: 3000-3500 sq ft
Lot: 102.48 × 352.33 ft
Basement: Finished with Walk-Out
Garage: Attached
Kitchens: 1
Property tax: $14,007 (2026)
Neighbourhood: Rural Whitby
Municipality: Whitby
Price per sq ft: $738 (49% above detached houses in Rural Whitby, $494)

Interior

Bedrooms: 4 above ground + 3 below
Bathrooms: 1 × 5-piece (main), 1 × 3-piece (main), 1 × 3-piece (main), 1 × 3-piece (main), 1 × 2-piece (main)
Rooms: 15 above ground + 8 below
Family room or den: Yes
Fireplace: Natural Gas
Features: Built-In Oven

Heating, cooling and services

Heating: Forced Air, Gas
Air conditioning: Central Air
Water and sewer: Septic

Building and exterior

Style: Bungalow
Exterior: Brick, Stone
Roof: Shingles
Foundation: Concrete
Faces: East
Pool: Inground
Outdoor: Workshop

Parking

Garage spaces: 2
Total parking: 12
Driveway and parking: Private, Circular Drive, Front Yard Parking, Private Double

Lot

Size: 102.48 × 352.33 ft
Acreage: .50-1.99

Possession: Flexible
Nearby: Cul de Sac/Dead End, Greenbelt/Conservation, Ravine, Fenced Yard, School Bus Route, River/Stream
Cross street: Coronation and Winchester Rd W

Rooms

Room	Level	Size	Features
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')	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 × 4.28 m (16'5" × 14'1")	3 Pc Ensuite, Hardwood Floor, Overlooks Backyard
Bedroom	Basement	4.1 × 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')	Tile Floor, Crown Moulding

History of this address

3 earlier listings at this address, with sold and leased prices. Create a free account or sign in to see them.

Location

Location is approximate. See nearby homes on the map

Recent sales nearby

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The neighbourhood

Getting around Car-dependent

No subway, LRT or GO station within a short trip.

Within a 10-minute walk: no grocery stores, 0 cafés and restaurants, 1 park. Nearest park: Phillips-Kozaroff Park (300 m).

Schools nearby

Elementary

Robert Munsch Public School
EQAO: Gr 6 reading 84%, math 50%2.4 km

EQAO: share of students meeting the provincial standard (2024–25). Ontario average: Gr 6 reading 86%, math 51%; Gr 9 math 55%; literacy test 83%.

Closest schools, not school zones. Check which school serves this address with the school board before relying on it.

Who lives here postal area L1M

Owners / renters: 94% / 6%
Median household income: $154,000
Average age: 36
Children under 15: 24%
Homes: 86% detached
Commute by transit: 3%
Population: 22,542

Languages spoken most at home besides English: Mandarin 1%, Yue (Cantonese) 0.5%, Spanish 0.4%, Tamil 0.3%.

Flood and conservation No mapped hazard

Not inside a mapped flood plain or regulated area.

Screening maps only. Ask the conservation authority for a property inquiry before relying on this.

Safety

Crime Severity Index for Durham Region (Oshawa/Whitby/Ajax) police: 43 vs 57 for Ontario (2025).

Police-reported figures for the whole police service area, not this street. Rates use the area’s resident population.

Distances are approximate. Places © OpenStreetMap contributors. Neighbourhood figures: Statistics Canada, 2021 Census. School results: EQAO via Ontario Data Catalogue (Open Government Licence – Ontario). Crime Severity Index: Statistics Canada.

Living here

Commute

To Union Station (downtown Toronto): 45 km. Transit times · Driving times

Noise Nothing major nearby

No highway within 500 m, rail line within 300 m, or airport flight path nearby.

Distances from the map, not noise measurements. Visit at rush hour to judge for yourself.

Internet High-speed

50/10 Mbps or faster available here by cable, fibre or DSL (the federal high-speed target).

From the federal broadband map. Check exact speeds and providers for the address.

Roads, rail, airports and planned stations © OpenStreetMap contributors. Internet: Innovation, Science and Economic Development Canada, National Broadband Data.

Listed by Re/Max Hallmark First Group Realty Ltd..

Listing information provided by PropTx Innovations Inc. and TRREB; deemed reliable but not guaranteed accurate by PropTx.