15 Shepherd Road photo 1
15 Shepherd Road photo 2
15 Shepherd Road photo 3
15 Shepherd Road photo 4
15 Shepherd Road photo 5
15 Shepherd Road photo 6
15 Shepherd Road photo 7
15 Shepherd Road photo 8
15 Shepherd Road photo 9
15 Shepherd Road photo 10
15 Shepherd Road photo 11
15 Shepherd Road photo 12
15 Shepherd Road photo 13
15 Shepherd Road photo 14
15 Shepherd Road photo 15
15 Shepherd Road photo 16
15 Shepherd Road photo 17
15 Shepherd Road photo 18
15 Shepherd Road photo 19
15 Shepherd Road photo 20
15 Shepherd Road photo 21
15 Shepherd Road photo 22
15 Shepherd Road photo 23
15 Shepherd Road photo 24
15 Shepherd Road photo 25
15 Shepherd Road photo 26
15 Shepherd Road photo 27
15 Shepherd Road photo 28
15 Shepherd Road photo 29
15 Shepherd Road photo 30
15 Shepherd Road photo 31
15 Shepherd Road photo 32
15 Shepherd Road photo 33
15 Shepherd Road photo 34

15 Shepherd Road

Whitby, ON L1M 1G8

Off-Market
7 Beds
7 Baths
3,000 Sq Ft
Single Family Home
This listing is no longer active on the MLS® and is not currently for sale. Interested in something similar? Ask Filipe →

About This Property

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 Details

StatusOff-Market
Property TypeSingle Family Home
Listing TypeSale
Interior Size3,000 sq ft
Bedrooms7
Bathrooms7
Postal CodeL1M 1G8
Last UpdatedOct 7, 2026 · 5:42 p.m.

Sign in for full listing history and the exact list date.

Features & Amenities

  • View
  • Fireplace
  • Air Conditioning
  • Basement

Buying or selling in Whitby?

Filipe & Isabel Ferreira and the Team Filipe (RE/MAX Ultimate Realty Inc., Brokerage) represent buyers and sellers here. Local guides and live listings below.

Talk to Filipe & Isabel Ferreira →

TRREB MLS® Attribution

MLS® E12616700

Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.

The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. The trademarks REALTOR®, REALTORS® and the REALTOR® logo are controlled by CREA and identify real estate professionals who are members of CREA. Listing data provided by the Toronto Regional Real Estate Board (TRREB). The information contained herein is from sources believed to be reliable but is not guaranteed. Information deemed reliable but not guaranteed accurate by TRREB or Team Filipe / RE/MAX.

$2,800,000

last list price — no longer for sale

MLS®E12616700
TypeSingle Family Home
CityWhitby
Search Active Listings

Team Filipe · RE/MAX · (647) 210-6070

Listed By

RE/MAX HALLMARK FIRST GROUP REALTY LTD.