For Sale: 15 Shepherd Road, Whitby, ON - REW
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$2,397,000
7 bd • 5 ba • 3000 - 3499 sf • House
15 Shepherd Road
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15 Shepherd RoadWhitby, ON, L1M 1G8

Rural Whitby
  • 7 Bed
  • 5 Bath
  • 3000 - 3499 Sqft
  • House

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. (id:63626)
Listed by: Eldon King, Salesperson, RE/MAX HALLMARK FIRST GROUP REALTY LTD.

Home facts and features

Price details
List Price
Gross Taxes for 2026
$14,007
Home facts
Bedrooms
7
Full Bathrooms
4
Partial Bathrooms
1
Parking Spaces
12
Parking Details
Attached Garage, Garage
Property Type
House
Lot Size
102 ft x 352 ft (36110 ft²)
Depth
352.3 feet
Frontage
102.6 feet
Title
Freehold
Style
Bungalow
Exterior Finish
Brick, Stone
Heating Type
Forced air, Natural gas
Cooling
Central air conditioning
Pool
In Ground Pool
Basement Details
Finished, Walk out,
Features
Alarm system, Conservation/green belt, Cul-de-sac, Fireplace(s), Ravine, Security system, Smoke Detectors
Appliances
Oven - Built-In
Community
Agent details
Primary Agent
Eldon King
Primary Broker
RE/MAX HALLMARK FIRST GROUP REALTY LTD.
Listing details
Days on REW
1 Day
MLS® Number
E14033110
Source
Canadian Real Estate Association
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Property Insights

Robert Munsch Public School
  • Public
  • JK - 8
Islamic Foundation School - Durham
  • Private
  • PS - 8
Williamsburg Public School
  • Public
  • JK - 8
Saint-Charles-Garnier School
  • Catholic
  • 7 - 12
Whitby Montessori & Elementary School
  • Private
  • Pre-K - 8
St Luke the Evangelist Catholic School
  • Catholic
  • JK - 8
Jack Miner Public School
  • Public
  • JK - 8
Chris Hadfield Public School
  • Public
  • JK - 8
Meadowcrest Public School
  • Public
  • JK - 8
St Bridget Catholic School
  • Catholic
  • JK - 8
School catchments and distances are intended to be used as reference only. To verify enrolment eligibility for a property, contact the school directly.Report Incorrect Info
Listing data is subject to copyright, disclaimer, and additional requirements from the data provider. See our Terms of Use for terms applicable to this listing. Listing data was last updated on 2026-10-14.
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