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15 Shepherd Road in Whitby for sale

Asking price
$2,397,000
Estimate (Oct 14)
$2,325,532
MLS #:
E14033110
Type:
Detached, Bungalow
Approx. SQFT:
3000-3500
Basement:
Fin W/O
4+3 4+3
2 102.48 x 352.33 ft lot
PROPERTY HISTORY
SIGN IN REQUIRED
List Date List Price Last Status Sold Date Sold Price Days On Market
0000-00-00 $00000 Ter N/A N/A N/A
0000-00-00 $00000 Ter N/A N/A N/A
0000-00-00 $00000 Ter N/A N/A N/A
0000-00-00 $00000 Sld Jun 24, 2011 $499,000
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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  • Date Listed: Wednesday, October 14, 2026
  • Listing Brokerage: Re/Max Hallmark First Group Realty Ltd. - Disclaimer: The information contained in this listing has not been verified by Re/Max Hallmark First Group Realty Ltd. and should be verified by the buyer.
  • Virtual Tour: View Virtual Tour for 15 Shepherd Road
  • City: Whitby

    More 4 bedrooms homes for sale in Whitby

  • Neighbourhood: Rural Whitby
  • Major Intersection: Coronation and Winchester Rd W
  • Full Address: 15 Shepherd Road, Whitby, L1M 1G8, Canada, ON, Canada
  • Kitchen: hardwood floor, Quartz Counter, Combined W/Dining
  • Family Room: hardwood floor, Pot Lights, Walk-Out
  • Amenities:
  • Taxes: $14,007.08 (2026)
Kitchen29 x 17 ft493 sq ft
Dining29 x 17 ft493 sq ft
Great Rm17 x 18 ft306 sq ft
Office11 x 10 ft110 sq ft
Primary13 x 19 ft247 sq ft
2nd Br17 x 15 ft255 sq ft
3rd Br12 x 15 ft180 sq ft
4th Br12 x 13 ft156 sq ft
5th Br16 x 14 ft224 sq ft
Br13 x 11 ft143 sq ft
Br13 x 11 ft143 sq ft
Family16 x 35 ft560 sq ft
Rec28 x 22 ft616 sq ft
Exercise15 x 17 ft255 sq ft
Laundry9 x 12 ft108 sq ft
Foyer13 x 7 ft91 sq ft
  • Saturday - October 17 2:00 - 4:00 PM
  • Sunday - October 18 2:00 - 4:00 PM

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