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19 Shepherd Road
Rural Whitby Whitby L1M 1G8

$1,535,000
Residential Freehold beds: 4+2 baths: 5.0

Main Photo: 19 Shepherd Road in Whitby: Rural Whitby House for sale : MLS®# E12610902
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
E12610902
Bedrooms:
4+2
Bathrooms:
5
Executive Estate Living in Northwest Whitby w/Private Oasis.Welcome home to this magnificent, beautifully maintained 4-level side split residence, situated within a prestigious enclave of multi-million dollar estate homes in highly sought-after Northwest Whitby. This extraordinary property offers unparalleled privacy and a serene connection to nature, backing directly onto the peaceful Heber Downs Conservation Area.Nestled on a sprawling acre lot, this home provides the ultimate natural backdrop for refined living and future expansion possibilities.Enjoy unparalleled tranquility with mature trees and direct access to nature trails, offering incredible privacy year-round.Step inside to find a spacious, sun-drenched layout featuring separate living, dining, and family rooms. The space is enhanced by sophisticated cornice molding throughout and wainscoting details in the hallway and kitchen.Gourmet Eat-In Kitchen is a chef's delight featuring stainless steel appliances, a large center island, abundant cabinetry, and pot lights throughout, perfect for daily meals and entertaining.Seamless Indoor/Outdoor Living: Multiple walkouts from the dining room and family room lead to a massive, private deck, ideal for large gatherings, summer barbecues, and relaxing while overlooking your natural oasis.The upper level hosts 4 generously sized, bright bedrooms with large windows offering scenic views. The primary suite is a true retreat, featuring an ensuite bath and a walk-in closet.A professionally finished walkout basement provides an ideal -bedroom, 2-bathroom in-law suite with a separate entrance, full kitchen, and living area-perfect for extended family or rental income potential.The property boasts a large, private driveway/garage providing ample parking and storage.This rare offering perfectly balances luxurious estate living with a private, natural setting. Don't miss the chance to own this private oasis in one of Whitby's most exclusive neighborhoods
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Total Approx Floor Area:
2000-2500
Lot Size:
.50-1.99
Lot Depth:
352'2"
Lot Frontage:
114'10"
Direction Faces:
East
Bedrooms:
4+2
Bathrooms:
5.0
Water supply:
Well
Kitchens:
2
Kitchens in Basement:
1
Bedrooms Above Grade:
4
Bedrooms Below Grade:
2
Kitchens Above Grade:
1
Rooms Above Grade:
12
Heating type:
Forced Air
Heating Fuel:
Gas
Fireplaces:
1
Foundation:
Concrete
Roof:
Asphalt Shingle
Basement:
Apartment, Finished with Walk-Out
Fireplace Features:
Living Room
Fireplace/Stove:
No
Garage:
Attached
Garage Spaces:
2.0
Parking Spaces:
8
Total Parking Spaces:
10.0
Family Room:
Yes
Possession Details:
Flexible
Pool:
None
Link:
No
HST Applicable To Sale Price:
Included In
Assessment Year:
2025
Taxes:
$9,898.97 / 2025
Assessment:
$- / 2025
Durham
Whitby
Rural Whitby
Clear View, Cul de Sac/Dead End, Greenbelt/Conservation, Hospital, Wooded/Treed
Central Vacuum, In-Law Suite, Water Softener, Water Purifier, Storage
Hot Water Tank
2 Fridges,1 stoves, 2 washers, 2 dryers. All light fixtures, all window coverings, garage door opener. Newer Furnace & AC
Brick, Stone
Floor
Type
Size
Other
Main
Living Room
18'5" × 13'9"
Hardwood Floor, Combined w/Dining, Brick Fireplace
Main
Dining Room
14'9" × 8'7"
Hardwood Floor, Combined w/Living, W/O To Deck
Main
Kitchen
18'8" × 16'8"
Eat-in Kitchen, Porcelain Floor, California Shutters
Main
Family Room
23'10" × 13'1½"
Vinyl Floor, W/O To Sundeck, California Shutters
Upper
Primary Bedroom
15'6" × 14'6"
Hardwood Floor, 4 Pc Ensuite, Walk-In Closet(s)
Upper
Bedroom 2
10'4" × 8'11"
Hardwood Floor, Large Closet, Large Window
Upper
Bedroom 3
13'2¼" × 9'4¼"
Hardwood Floor, Large Closet, Large Window
Upper
Bedroom 4
13'1½" × 10'
Hardwood Floor, Large Closet, Large Window
Lower
Living Room
14'10" × 12'1"
Laminate, W/O To Yard
Lower
Kitchen
15'9" × 12'2½"
Eat-in Kitchen, Stainless Steel Appl, Breakfast Bar
Lower
Bedroom
22'7" × 10'
Closet, 3 Pc Ensuite
Lower
Bedroom
10'2" × 9'¼"
Closet
Special Designation:
Unknown
Sewers:
Septic
Air Conditioning:
Central Air
Central Vacuum:
Yes
Seller Property Info Statement:
No
Date Listed:
Dec 08, 2025
Original Price:
Previous Price:
  • Photo 1: 19 Shepherd Road in Whitby: Rural Whitby House for sale : MLS®# E12610902
    Photo 1 of 1
Listed by RIGHT AT HOME REALTY
Data was last updated December 9, 2025 at 06:15 PM (UTC)
Area Statistics
Listings on market:
42
Avg list price:
$1,499,990
Min list price:
$749,000
Max list price:
$4,198,000
Avg days on market:
40
Min days on market:
1
Max days on market:
303
These statistics are generated based on the current listing's property type and located in Rural Whitby. Average values are derived using median calculations. This data is not produced by the MLS® system.
JIM STANTON
BEN STANTON
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.