15 Shepherd Road

Welcome to a truly unique, bright and inviting Whitby property offering space, lifestyle, flexibility and extensive upgrades on an impressive premium size lot located on a quiet court. The main residence offers approx. 4,000 sq.ft. of living space, including 4 bedrooms, 3 bathrooms, a lg family rm, xlg living & dining rooms, main floor office & beautiful kitchen & breakfast area. Major improvements include an owned 2023 furnace and tankless water heater, several replaced windows, upgraded 200-amp electrical service, upgraded gas and water services, Ring security system, custom closets, wall to wall bed rm storage & reno'd primary ensuite with high end finishes.The finished lower level, completed in 2025, features 2 separate 550 sq. ft. one-bedroom living areas each, with a full kitchen, bathroom, private laundry, egress windows, dedicated electrical subpanel and owned hot water tank, with access from a wide double door separate entrance walk-up.A legal detached approx. 505 sq. ft. 1-bedroom ADU adds exceptional versatility with full kitchen with gas stove and oven, bathroom, private laundry, dedicated furnace and A/C, owned tankless water heater, separate gas and water meters, electrical subpanel, 16' x 12' deck and one dedicated parking space. This property gives you the option for rental income or to accommodate extended family members. Enjoy a private backyard retreat with in-ground pool, 2023 liner and Raypak heater, sand filter, pool safety fence, outdoor shower with dedicated owned tankless water heater, multiple decks, two gazebos, playground, decorative pond with waterfall & extensive fencing. Also included: insulated heated garage with a 300 sq ft loft storage, heated & insulated workshop and designated separate parking. A rare opportunity combining luxury, income potential, recreation and multi-generational flexibility on a substantial Whitby property.

Beautiful Contemp Home In The Heart Of Brooklin, Steps To Shopping, Dining, Trails & Top-TierSchools! Boasts Soaring 10' Ceilings Main, 9' 2nd, And H/W Floors Throughout. Grand 9x10 LobbyWelcomes You W/ Custom Wall Panelling, Integrated Halo Lights, 4 Hidden Doors To 2 Closets &Twin 5x10 Glass Partitions. Grand Staircase Features Modern Glass Railings From Basement-To-2ndFlr, Waffle Ceiling, Massive 5x20 West Window & Matching Full-Crystal Luxury Chandelier ForSpectacular Sunset Rainbows. Formal Dining Rm Complete W/ Elegantly Crafted Waffle Ceiling,Crystal Chandelier & Large Window. Spectacular Living Room Offers A Breathtaking 20' LoftWaffle Ceiling, 5x9 East Window & An Opulent 8' Dimmable Full-Crystal Chandelier W/ 50 BulbsCasting Brilliant Sunrise Rainbows Throughout. Walkout To 6x6 Raised Deck. Gourmet Kitchen HasPremium Soft-Close Cabs, Luxury Quartz, Pot Filler, B/I RO Purifier, Separate Pantry, Wet Bar &Waterfall Island W/ 3 Crystal Pendants Projecting Light Beams Across Ceiling. Mudroom UpgradedW/ Custom Pet Wash & Glass Door To Hidden 6x6 Storage. Mid-Level Powder Rm Offers FullPanelling, Panelled Ceiling, Designer Ceiling-Drop Faucet, Backlit LED Mirror, JapaneseTouchless Toilet & Motion-Activated Shadow Lights. Upstairs, 10x9 Upper Hallway FeaturesMatching Panelling W/ Dimmable Halo Lights & Spectacular Open Loft Overlook W/ Modern GlassRailings. Master Sanctuary Boasts His/Her Closets, Grand 10x10 Custom Dressing Rm W/ Window,Premium Built-Ins & Spa-Like 5-Pc Ensuite. Fin Bsmt W/ Separate Entrance, Vinyl Flrs, 10x10Foyer, 2 Bedrms, Laundry, Full Galley Kitchen W/ Separate Pantry, D/W, Micro, Fridge, Hood,Stove, Living Rm, Full Bath & 8x12 Cold Rm Under Patio. Enjoy Outdoor Living In A Premium20x80' Wide Backyard Fully Enclosed By Zero-Maintenance Black-And-Brown Premium Composite FenceW/ Dual Side Gates. Features 8x12 Covered Concrete Side Porch, 6-Car Tandem Driveway ExpandableTo Front U-Shape Layout & Garage W/ 5x15 loft storage.

Rarely offered in the prestigious Chateaus of Woodington, this exceptional custom-built "Royale" model is perfectly positioned on one of the area's most sought-after family-friendly courts, just steps from protected treed space and walking paths for an unmatched sense of privacy and tranquility. Set on a premium 60 x 123 ft lot, this extensively updated executive residence offers approximately 3,713 sq ft above grade plus a professionally finished lower level, delivering over 5200 sq ft of luxurious finished living space. Thoughtfully designed with timeless architecture and refined finishes throughout, the home features 10-ft ceilings on the main floor, 9-ft ceilings on the upper and lower levels, oversized principal rooms, and a seamless blend of elegance and functionality. The heart of the home is the beautifully updated chef-inspired kitchen featuring quartz countertops, custom backsplash, a Wolf gas range, premium finishes, and an open-concept design ideal for both everyday living and entertaining. Freshly painted throughout with updated lighting and beautifully renovated bathrooms, every detail has been carefully curated to offer a sophisticated, move-in ready luxury experience. Offering 5 bedrooms and 5 bathrooms, this home is designed to accommodate growing families and multi-generational living with ease. The professionally finished lower level is an entertainer's dream, complete with a wine cellar, hobby room, spacious great room with wet bar, gym/workout area, and a spa-inspired washroom featuring heated floors and a steam shower. Step outside to your private backyard oasis surrounded by mature trees and extensive landscaping, featuring a natural stone patio and exceptional outdoor living spaces designed for relaxation and entertaining. An extraordinary opportunity to own a turnkey luxury residence in one of the area's most exclusive and tightly held enclaves.

Luxury Custom-Built Estate Backing Onto Pringle Creek | 4,700 Sq. Ft Above Grade | Finished Basement | Triple-Car Garage | Private Pool Oasis. Welcome to this exceptional custom-built residence in the prestigious Pringle Creek neighbourhood of Whitby. Nestled on a quiet, family-friendly street and backing onto Pringle Creek, this remarkable home offers approximately 4,700 sq. ft. of above-grade living space, plus an additional approximately 2,400 sq. ft. of professionally finished basement space. Situated on an impressive 83.75 x 119 ft. professionally landscaped lot, this property combines timeless elegance, generous living spaces, and exceptional backyard privacy. A grand double-door entrance welcomes you into an impressive foyer with soaring two-storey ceilings. The elegant main floor features a private office with rich wood-panelled walls and built-in cabinetry, formal living and dining rooms, and a gourmet eat-in kitchen complete with granite countertops, a centre island, and a walkout to the spectacular backyard. The open-concept family room showcases a gas fireplace and custom built-cabinetry, creating an inviting space for everyday living and entertaining. A sun-filled four-season solarium overlooks the beautifully landscaped backyard, offering a peaceful retreat throughout the year. The spacious primary bedroom serves as a private sanctuary, featuring a walk-in closet with built-in organizers and a luxurious five-piece ensuite. The additional bedrooms are thoughtfully appointed with pot lights and shutters, providing comfort and functionality for the entire family. The professionally finished basement offers exceptional additional living space, including a kitchen, a spacious recreation room with a fireplace, and versatile areas ideal for extended family, entertaining, or multi-generational living. Accessibility features further enhance the home's functionality for families seeking comfort and convenience across generations.

A striking expression of modern luxury, this architecturally refined residence offers over 3,517 sq. ft. above grade with a seamless blend of bespoke craftsmanship, designer finishes, and resort-inspired living. The impressive stone and stucco facade, framed by professional landscape lighting and manicured grounds, opens to interiors defined by soaring ceilings, oversized windows, expansive principal rooms, and exceptional architectural detail. Custom paneled feature walls painted in timeless Oxford White add depth and elegance throughout, while a dramatic lacquered black library creates a bold focal point that elevates the home's design narrative. The dining room showcases intricate waffle ceilings, extensive wall paneling, a stunning double-sided fireplace, and rich Fornasetti designer wallpaper, creating a space that feels both timeless and editorial in design. The chef-inspired kitchen features a premium Wolf gas range, high-end integrated refrigeration, Restoration Hardware lighting, generous prep space, and effortless flow into the dining and living areas. Towering rear windows flood the home with natural light while creating a seamless connection to the backyard retreat. A fully integrated Control4 system powers zoned audio, surround sound, and integrated speakers throughout the main level and outdoor living spaces. The fully finished lower level delivers a boutique wellness experience with a dedicated fitness area, spa-inspired sauna, additional living space, and beautifully appointed guest accommodations. Outside, the backyard rivals a private resort with expansive limestone hardscaping, ambient lighting, mature landscaping, custom surround sound, waterfall pool features, and a pergola lounge with integrated fire table. Sophisticated yet welcoming, every inch of this residence has been intentionally curated to deliver an extraordinary lifestyle experience.

Welcome to 875 Brawley Road West, a truly one-of-a-kind, custom-built ranch bungalow with a loft, perfectly situated on a premium 1.14-acre lot with 150 feet of frontage. Fully landscaped, a rare combination of rural serenity and smalltown charm, with exceptional outdoor and indoor living space, boasting a staggering 5,000 + square feet of total finished living space (over 3,100 sq ft above grade) The main level features a fully renovated gourmet kitchen with quartz countertops, custom backsplash, and stainless-steel appliances. Unwind in the spectacular family room, characterized by its soaring cathedral beamed ceilings, cozy fireplace and magnificent view of the sprawling back yard. The oversized primary includes an additional fireplace and offers a private, spa-like, fully renovated en-suite complete with a glass shower, soaker tub and a private sauna. Two additional main floor bedrooms, plus a large loft bedroom perfect for overnight guests or a large family. The massive, professionally finished lower level adds approx. 2,000 sq ft of incredible flex space. Designed as an entertainer's delight or a complete multi-family unit, it features a full second kitchen, dining area, a bedroom, 3 pc bathroom, a dedicated gaming zone, and a spacious great room. This unbeatable location offers a four-season resort lifestyle: Golf at nearby Lakeridge Links or Royal Ashburn, Ski at Dagmar/Lakeridge Ski Resorts, and Relax at the world-class Thermëa Spa Village or visit the local natural artisan spring and Fill up on pure, crisp water. Minutes to historic downtown Brooklin and top-rated schools! Don't miss this rare opportunity to own a piece of Whitby's finest countryside! *Note* Since the last sale, the owner added a massive 2,000 sq ft finished basement suite with a kitchen, dining, living room, bedroom, and 3pc bath. Recent exterior paint, full lot landscaping, an efficient propane gas furnace, main-level pot lights, and a refreshed bathroom complete this transformation.

Dating back to 1845, the Mayfield Residence is a truly distinguished Whitby heritage estate set on more than an acre of beautifully landscaped grounds. This remarkable property offers a rare opportunity to own a piece of Whitby history while enjoying the space, privacy and versatility of an exceptional residential setting. The stately main residence showcases the character and presence of a historic estate, with a flexible floorplan offering a variety of possibilities for modern family living. Generous living spaces, timeless architectural details and the expansive property create an impressive backdrop for both everyday life and entertaining. A separate 1,100 sq. ft. Coach House adds exceptional versatility, featuring covered parking for three vehicles along with abundant storage. The extensive grounds provide plenty of outdoor space to relax, entertain and enjoy the privacy of this remarkable setting, with ample parking for family and guests. Adding further flexibility, the property's zoning permits up to four residential units, offering potential for extended family living, additional accommodations or future income opportunities. The existing mixed-use zoning also permits office uses, providing the option to incorporate a professional component if desired. A rare offering where history, scale and versatility come together, the Mayfield Residence presents an extraordinary opportunity to own an iconic Whitby property with endless possibilities for its next chapter.