19 Shepherd Road

FOR SALE
$1,535,000
19 Shepherd Road, Whitby
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4 + 2
BEDROOMS
5
BATHROOMS
1 + 1
KITCHENS
12
ROOMS
E12610902
MLSID
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Property Description
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
Sold History
List Date Sold Date Days Listed List Price Sold Price
2015-09-08 2015-09-30 22 $749,990 $733,000
Property Features
Clear View, Cul de Sac/Dead End, Greenbelt/Conservation, Hospital, Wooded/Treed, Central Vacuum, In-Law Suite, Water Softener, Water Purifier, Storage, Living Room
Property Details
Address
19 Shepherd Road
Community
City
Postal Code
L1M 1G8
Property Type
Detached, Detached
Lot Size
115' x 352'
Acreage
40,472.3 Feet
Taxes
$9,899 (2025
Basement
Apartment, Finished with Walk-Out
Heat Type
Forced Air
Heat Source
Gas
Water
Well
Parking Spaces
8
Garage Type
Attached
Listing contracted with Right At Home Realty
55 Steamer Drive, Whitby
5+1
BEDS
5
BATHS
$1,480,000
FOR SALE
*** Visit the REALTOR website for further information about this Listing *** Discover modern luxury in sought-after Whitby Shores, steps from Lake Ontario. This fully renovated turnkey home has been upgraded inside and out with over $250,000 invested, combining premium systems, contemporary finishes, and an unbeatable location. The open-concept main level boasts soaring ceilings, gleaming hardwood floors, modern ceiling lighting, and abundant natural light. A brand-new chef's kitchen features marble countertops, sleek cabinetry, and high-end, never-used appliances. Plumbing and electrical systems have been fully replaced with all-new PVC water lines and wiring, while Low-E energy-efficient windows, a sliding door, balcony French door, and a new main entry door enhance comfort, sustainability, and lower utility costs. The main level also includes a private study and a convenient powder room. Upstairs are five spacious bedrooms, including three en-suites, while the master suite offers a spa-like retreat with a contemporary hot tub and designer shower. A fully finished basement includes a private en-suite bedroom and is ideal for entertaining, a home office, gym, or can be partially converted into a small kitchen for multi-generational living with a dedicated range switch. Bathrooms throughout the home showcase modern fixtures and upscale finishes. Exterior and mechanical upgrades include a new roof, two automatic garage doors, five parking spaces (two garage, two driveway, one front pad), new sod and landscaping, a balcony, an upgraded laundry room with new washer and dryer, and a self-owned hot-water tank. Located within walking distance to Whitby Yacht Club, Lake Ontario, schools, shops, restaurants, and transit, with quick access to the GO Station, Iroquois Park Sports Centre, and Highways 401, 412, and 407, this home perfectly balances sophistication, convenience, and sustainability.
34 Huggins Drive, Whitby
4+1
BEDS
4
BATHS
$1,499,000
FOR SALE
" *EXCLUSIVE END UNIT ALERT!* *THE ONE*: 3.8-year-old gem with 4 beds, 4.5 baths + *RARE concrete slabs under basement (subdivision's ONLY one! ) *FEATURES THAT WOW*:- Master bedroom SKYLIGHT - Pot lights- Finished closets + PRIVATE WASHROOM per room - Gourmet kitchen w/ STAINLESS STEEL APPLIANCES - Gas stove, garbage disposal, tuck-away design - Corner unit = extra light + space *PRIME TAUNTON LOCATION*:- Minutes to 401/407- Top schools, amenities in North Whitby- Gulf Pride gems neighborhood *A TRUE GEM*. Book a viewing NOW! " Doors and rooms are above 9 feet, and all closet are customed and installed.
65 Westfield Drive, Whitby
4+1
BEDS
4
BATHS
$1,399,900
FOR SALE
Welcome to the Highly Sought-After "Whitby Williamsburg" Community!This immaculate, freshly painted home offers bright and airy living spaces filled with natural light. Featuring 4 spacious bedrooms plus a den, it includes a fully finished in-law suite in the basement with a separate entrance. The kitchen boasts granite countertops, a stylish backsplash, and California shutters throughout. Beautiful maple hardwood floors and a matching maple staircase add warmth and elegance. The front yard features patterned concrete landscaping with convenient garage access. Ideally located near Highways 401, 407, and 412 for easy commuting.
102 William Stephenson Drive, Whitby
4+2
BEDS
4
BATHS
$1,350,000
FOR SALE
Investments property in sought after community; estimated total income $8500. Can be vacated if needed. Rent to Own Option Available.
433 Coronation Road, Whitby
4
BEDS
4
BATHS
$1,284,990
FOR SALE
This is Your LAST Opportunity To Purchase A Brand New Home In This Sought After Community! This Currently Being Built Home By The 2024 & 2021 BILD Low-Rise Builder Of The Year Winner, OPUS Homes! This Approximately 2,531 SqFt 4 Bedroom And 3.5 Bathroom Detached Home Features OPUS' Signature Finishes And A Contemporary Elevation Which Is Refined, Modern And Chic! It Features Clean Lines With Large Picture Windows Alongside Stunning Exterior Elements Like Metal Accents, Classic Stone And Brick; A Private Rear Yard With Access To The Main Floor; Soaring 9Ft Ceilings On The Main And Second Floors With Large Windows Throughout Allow For A Sun-Filled Home; The Spacious Family Sized Kitchen With A Large Island, Quartz Countertops, Undermount Sink With Pullout Faucet And Backsplash, Is Open Concept With The Family Room With 50" Linear Electric Fireplace And Perfect For Entertaining! A Dining Room Is Perfect For Having Large Formal Dinner Parties! The 2nd Floor Has 4 Good Sized Bedrooms With Large Closets With The Primary Bedroom Having A Raised Tray Smooth Ceiling, Large Walk-In Closet And Spa-Like 5Pc Ensuite With A Large Frameless Glass Shower, Stand-Alone Soaker Tub And Double Sink Vanity, Pot Lights, Chimney Style Stainless Steel Hood Fan; This Home Features Many Upgrades Including Front 8Ft Entrance Door, 5" Hardwood Flooring On The Main Floor And Upper Hallway With Matching Stained Oak Stairs With Iron Pickets, Smooth Ceilings Throughout, 24X24 Tiles On Main Floor Tiled Areas And 12X24 Tiles In Primary Bedroom Ensuite Bathroom, Air Conditioner And Humidifier, 200 AMP Electrical Service; and 3Pc Bathroom Rough-in Located In Basement; Central Vac And EV Charger Rough-Ins; Great Location Close To Parks, Bus, Shopping And More! Full Tarion Warranty Included! Grass To Be Installed At A Later Date By The Builder.
100 Christine Elliot Avenue, Whitby
3+1
BEDS
4
BATHS
$1,275,000
FOR SALE
Beautiful Spacious 3+1 Bedrooms, 4 Washrooms Detached Built Home By Heathwood. Hardwood Floors And Pot Lights Throughout Main Floor. Open Kitchen With Large Centre Island, Granite Counter Tops, Backslash, Master Br With Large W/I Closet. Tray Ceilings, 5 Pc Ensuite, Backyard Is Facing The Park. Close To Shopping, Schools, Restaurants, 412/427/401 **
435 Coronation Road, Whitby
4
BEDS
4
BATHS
$1,249,990
FOR SALE
This is Your LAST Opportunity To Purchase A Brand New Home In This Sought After Community! This Currently Being Built Home By The 2024 & 2021 BILD Low-Rise Builder Of The Year Winner, OPUS Homes! This Approximately 2,311 SqFt 4 Bedroom And 3.5 Bathroom Detached Home Features OPUS' Signature Finishes And A Contemporary Elevation Which Is Refined, Modern And Chic! It Features Clean Lines With Large Picture Windows Alongside Stunning Exterior Elements Like Metal Accents, Classic Stone And Brick; A Private Rear Yard With Access To The Main Floor; Soaring 9Ft Ceilings On The Main And Second Floors With Large Windows Throughout Allow For A Sun-Filled Home; The Spacious Family Sized Kitchen With A Large Island, Quartz Countertops, Undermount Sink With Pullout Faucet And Backsplash, Is Open Concept With The Family Room With Electric Fireplace And Perfect For Entertaining! A Private Den Is Perfect For Working From Home Or 5th BR! The 2nd Floor Has 4 Good Sized Bedrooms With Large Closets With The Primary Bedroom Having A Raised Tray Smooth Ceiling, Large Walk-In Closet And Spa-Like 5Pc Ensuite With A Large Frameless Glass Shower, Stand-Alone Soaker Tub And Double Sink Vanity ; This Home Features Many Upgrades Including Front 8Ft Entrance Door, Hardwood Flooring On The Main And Upper Hallway With Matching Stained Oak Stairs With Iron Pickets, Smooth Ceilings Throughout, 24X24 Tiles On Main Floor Tiled Areas, Air Conditioner And Humidifier, 200 AMP Electrical Service; and 3Pc Bathroom Rough-in Located In Basement; Central Vac And EV Charger Rough-Ins; Separete Side Entrance To Basement Which Could Be Used As A Separate Entrance For A Future In-Law Suite, And Larger Windows; Great Location Close To Parks, Bus, Shopping And More! Full Tarion Warranty Included! Grass To Be Installed At A Later Date By The Builder.
22 Glengowan Street, Whitby
4
BEDS
4
BATHS
$1,274,900
FOR SALE
Beautifully crafted Highmark Home - four-bedroom, four-bathroom residence in one of Whitby's most exclusive neighbourhoods. Curb appeal is undeniable with a timeless brick and stone exterior, an asphalt driveway framed with tumbled stone pavers, new garage doors, and thoughtfully designed perennial gardens enhanced by maturing trees including columnar oak, spruce, and a Japanese maple. The fully fenced backyard is ideal for entertaining with a custom deck, pergola, and shed, while natural gas connections for both a barbecue and fire table make it the perfect space to gather year-round. An in-ground sprinkler system ensures the grounds are easy to maintain. Inside, the home showcases elegant details and functional design. The main floor features hardwood flooring throughout, extending up the hardwood staircase and across the upper hallway. Soaring nine-foot ceilings and extended eight-foot doors and doorways enhance the sense of space, while coffered ceilings in the living room and family room add architectural character. The kitchen is both stylish and practical, complete with quartz countertops, pantry, double sink with garburator, pot lights, pendant lighting, and a breakfast bar. The mudroom, with direct access to the garage, offers excellent storage and organization for busy households. Upstairs, the primary suite provides a private retreat with a large walk-in closet and a luxurious five-piece ensuite. The second bedroom includes its own four-piece ensuite, while the third and fourth bedrooms share a spacious five-piece Jack-and-Jill bath. Modern conveniences include electric vehicle readiness with a 240V outlet and breaker space for a level two charger. Located close to Highway 407 for easy commuting, and minutes to schools, parks, and shopping, this home offers the perfect blend of luxury, convenience, and community living. Detailed features room by room is attached.
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