15 Shepherd Road, Whitby, ON

Whitby, Rural Whitby Hood
Coronation and Winchester Rd W
4+3 Br | 5 Bath | 3000-3500 Sqft
$2,397,000 For Sale

Property Overview

  • Detached — Bungalow
  • SqFt: | 3000-3500 Sqft
  • Lot Size: 102.48 x 352.33 Feet
  • Age: n/a
  • Basement: Finished with Walk-Out
  • Exterior: Brick, Stone
  • Taxes: 14,007 / 2026
  • Zoning: n/a
  • MLS #: E14033110
  • Water: Drilled Well, Reverse Osmosis, Iron/Mineral Filter, Water System
  • Sewer: Septic
  • Heat Source: Gas , Forced Air

Property Description

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.

Property Details

  • For: For Sale
  • Type: Detached
  • Style: Bungalow
  • Lot: 102.48 x 352.33 Feet
  • Region: Durham
  • Hood: Rural Whitby
  • Zoning: n/a
  • Lot Irreg: Fronting on: East
  • Fronting On: East

Building Details

  • Age: n/a
  • Exterior: Brick, Stone
  • Heat: Gas , Forced Air
  • A/C: Central Air
  • Interior Features: Built-In Oven
  • Pool: Inground
  • Water: Drilled Well, Reverse Osmosis, Iron/Mineral Filter, Water System
  • Sewer: Septic
  • Garage: Attached
  • Total Parking: 12.00
  • Driveway: Private, Circular Drive, Front Yard Parking, Private Double

Property Interior

  • Sqft: 3000-3500 Sqft
  • Bed: 4 +3
  • Bath: 5
  • Kitchen: 1
  • Family Room: No
  • Basement: Finished with Walk-Out
Rooms Details

Kitchen

Main Level

8.89 x 5.11

Hardwood Floor, Quartz Counter, Combined w/Dining

Dining Room

Main Level

8.89 x 5.11

Combined w/Kitchen, Hardwood Floor, Crown Moulding

Great Room

Main Level

5.06 x 5.34

Hardwood Floor, Cathedral Ceiling(s), Gas Fireplace

Office

Main Level

3.48 x 3.09

Hardwood Floor, Crown Moulding, Overlook Greenbelt

Primary Bedroom

Main Level

3.94 x 5.78

Hardwood Floor, 5 Pc Ensuite, California Shutters

Bedroom 2

Main Level

5.05 x 4.54

3 Pc Ensuite, Hardwood Floor, Overlooks Backyard

Bedroom 3

Main Level

3.81 x 4.55

3 Pc Ensuite, Hardwood Floor, Crown Moulding

Bedroom 4

Main Level

3.53 x 4.06

3 Pc Ensuite, Hardwood Floor, Crown Moulding

Bedroom 5

Basement Level

5 x 4.28

3 Pc Ensuite, Hardwood Floor, Overlooks Backyard

Bedroom

Basement Level

4.1 x 3.49

Hardwood Floor, Window, Closet

Bedroom

Basement Level

4.09 x 3.25

Hardwood Floor, Window, Closet

Family Room

Basement Level

5.02 x 10.75

Hardwood Floor, Pot Lights, Walk-Out

Recreation

Basement Level

8.55 x 6.73

Hardwood Floor, Pot Lights

Exercise Room

Basement Level

4.68 x 5.28

Hardwood Floor, Overlooks Backyard, Large Window

Laundry

Main Level

2.69 x 3.63

Tile Floor, Window, Crown Moulding

Foyer

Main Level

3.94 x 2.14

Tile Floor, Crown Moulding

Property Listed by: Re/Max Hallmark First Group Realty Ltd.
Virtual Tour: https://player.vimeo.com/video/1125198124

Home Valuation Estimate

What is 15 Shepherd Road, Whitby, ON worth in today’s Rural Whitby, Whitby market?

This HomeZira valuation preview helps buyers and sellers think through the asking price for this 4-bedroom Detached with 3000-3500 sq. ft. in Rural Whitby, Whitby. The full estimate reviews the property’s location, home type, bedroom count, size range, age, and nearby comparable market activity after sign-in.

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Location

  • Address: 15 Shepherd Road
  • Neighborhood: Rural Whitby
  • Zip/Postal Code: L1M 1G8
  • Nearby Amenities: Cul de Sac/Dead End, Greenbelt/Conservation, Ravine, Fenced Yard, School Bus Route, River/Stream
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About 15 Shepherd Road, Whitby, ON L1M 1G8, Whitby

Located at 15 Shepherd Road, Whitby, ON in Whitby (Rural Whitby neighbourhood), near Coronation and Winchester Rd W. This freehold home offers Detached, ["Bungalow"], 4 bedrooms, 5 bathrooms, 10 total rooms and 3000-3500 sq.ft. (approx.) in a layout suited to everyday family living. Basement: Finished with Walk-Out • 12 parking spots • Garage: Attached • Heating: Gas Forced Air • Cooling: Central Air. Property taxes are approximately $14,007 for 2026. 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-f.

FAQs for 15 Shepherd Road, Whitby, ON , Rural Whitby , Whitby

What are the listing details for 15 Shepherd Road, Whitby, ON?
15 Shepherd Road, Whitby, ON is a Detached for sale in Whitby, in the Rural Whitby neighbourhood, Durham. The current list price is $2,397,000. MLS number: E14033110.
How many bedrooms and bathrooms does this home have?
15 Shepherd Road, Whitby, ON is listed as a Detached with a ["Bungalow"] style, featuring 4+3 bedroom(s) and 5 bathroom(s). The listed interior size range is 3000-3500 sq. ft..
What lot, basement, garage, or parking details are listed?
The lot size is listed as approximately 102.48 x 352.33 Feet. The basement is listed as: Finished with Walk-Out. Garage type: Attached. Total parking: 12 space(s).
What heating, cooling, and exterior details are shown?
Heating is listed as: Gas, Forced Air. Cooling is listed as: Central Air. Exterior/construction materials are listed as: Brick, Stone.
Where is this property located?
15 Shepherd Road, Whitby, ON is located in the Rural Whitby neighbourhood of Whitby. The listed cross street is Coronation and Winchester Rd W.
What information is available on this public listing page?
The public listing page shows current active listing information, property photos, room details when available, map location, listed price, property features, and contact options. Annual taxes are listed as $14,007 / 2026. Valuation tools and similar sold-property previews are available after sign-in where applicable, without displaying sold data in this public FAQ.

FAQ content is based on current active listing fields shown on this page. Sold prices, sold comparables, and VOW-only details are not included in this public FAQ.