Luxury homes in Pickering and Uxbridge top most expensive list in Durham Region

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Published July 3, 2026 at 3:29 pm

112 Woodview Drive, Pickering
This home at 112 Woodview Drive in Pickering sold for $2.468 million

A 5-bedroom, 6-bathroom custom-built estate in one of Pickering’s most desirable neighbourhoods was the most expensive home sold in Durham Region last month, with the home selling for $2.648 million – $347,000 under asking.

The property at 112 Woodview Drive is set on nearly half an acre on a private cul-de-sac.

Built in 2018, the 4,700 sq. ft. home features a gourmet kitchen with centre island, walk-in pantry, dual ovens and a Sub-Zero fridge/freezer. The great room comes with coffered ceiling and a gas fireplace, creating an inviting atmosphere for gatherings. An elegant formal dining room, currently showcasing a grand piano and club seating, also features a sophisticated coffered ceiling.

A main floor office with built-in cabinetry provides a dedicated and organized workspace and is bathed in natural light. Versatility is key with a convenient main floor bedroom and ensuite, offering a separate entrance ideal for guests or multi-generational living. The design extends to two spacious mudrooms with ample storage, seating, walk-in closets, and direct garage access.

Upstairs, the primary retreat is a sanctuary with a walk-in closet with cabinetry and seating, as well as an ensuite bathroom and a large edgeless glass shower, a freestanding soaker tub, double vanity, and a separate water closet.

The upper level has three additional spacious bedrooms, each with an ensuite bathroom and large closets, plus a well-appointed laundry room.

Two staircases lead to the lower level, offering potential with rough-ins for two full bathrooms and a powder room.

The home also boasts seamless indoor-outdoor living with a large covered porch featuring a wood ceiling, pot lights, chandeliers, a stone patio with a gas fireplace – perfect for lounging and dining. The beautifully landscaped, fully fenced yard provides a private sanctuary with a side entrance, dog run, garden shed and convenient outdoor hot/cold water hook-ups and irrigation system.

At #2 on the list is a country estate in Uxbridge perfect for equestrian or hobby farm enthusiasts, with the property at 318 Feasby Road coming with a barn with six oak stalls and a 3,000 sq. ft. shop.

The seven-bedroom home (with parking for twenty) sold for $2.475 million, $215,000 under asking.

The house is set well back of the road in a picturesque country setting just southwest of Uxbridge, and offers the perfect blend of privacy, functionality, and lifestyle. Designed for multi-generational living, hobbyists, and equestrian enthusiasts alike, the spacious home features a main floor in-law suite with private entrance, patio walkout and separate lower-level access.

Large principal rooms, a media room, rec room, multiple walkouts and a main floor steam shower combine comfort with character throughout the home. Outdoors, there is a private retreat with an inground humpback kidney-shaped pool, built-in hot tub with waterfall feature, stone patio surround, pool house with change room and bathroom, gazebo, outdoor speaker system, propane BBQ hookup, and armour stone fire pit area.

Equestrian and hobby farm potential is exceptional with a barn with water service to each stall, interlock brick aisle, loft storage, attached shop space, paddocks with electric fencing and run shed. The heated and insulated shop offers oversized roll-up doors, epoxy floors with drains, a ventilation system, separate electrical panel, and endless flexibility for hobbyists, business use, or car enthusiasts. Approximately four acres are currently farmed by a local farmer, helping reduce property taxes. Two separate entrances from Feasby Road service the residence, barn, and shop areas with extensive paving and ample parking. Additional features include a drilled well, seven-zone sprinkler system, natural stone landscaping, bunkie, zipline, and separate accessory building.

318 Feasby Road, Uxbridge

Third on the list is a custom-built 5-year-old luxury bungalow on a two-acre lot in north Pickering on Sideline 4, which sold for $2.375 million.

Outside, the home boasts five bathrooms, a heated pool with integrated hot tub and splash pad, a playground with a sandbox for the kids, a professionally landscaped yard and parking for 19.

Inside, the home features a 17-foot cathedral ceiling in the main foyer and 10-foot ceilings elsewhere on the main floor and a nine-foot coffered ceiling in the basement. Hardwood floors on the main floor, a living room with a fireplace and built-in bookshelves and a modern kitchen with quartz counters, a butler pantry, an induction stove and custom cabinets throughout complete the living area.

The huge primary bedroom with spa-inspired 7-piece ensuite and skylights tops the sleeping area while the finished walk-out basement features a family room with fireplace, a home projector with built-in theatre offers plenty of room to enjoy downstairs.

Fourth on the list for most expensive homes sold in Durham last month is a five-bedroom estate on Bristol Sands Crescent in Uxbridge that sold for $2.3 million.

The luxury residence, set on a beautifully maintained 2.92-acre property is tucked away in the sought-after hamlet of Goodwood, offering a rare balance of privacy and convenience just minutes from Stouffville, Aurora and downtown Uxbridge.

The home has been extensively upgraded with a focus on quality craftsmanship and features a highly functional layout and refined details, such as white oak flooring throughout, upgraded lighting, smooth ceilings and a custom mahogany front door that creates a strong first impression. The fully renovated kitchen (2021) offers a clean, modern aesthetic with updated cabinetry, countertops, and appliances, ideal for both everyday living and entertaining.

The property also features a detached workshop with potential for a guest house, studio, golf simulator, or multi-vehicle garage. The grounds boast curated landscaping, a hot tub, recreation space with billiards, and a full backup power system for added peace of mind.

Number #5 on the list is back in Pickering, with this six-bedroom near the lake at 642 Annland Street selling for $2.25 million – $250,000 over asking.

The three-storey home in one of Pickering’s most sought-after waterfront communities offers a blend of luxury and convenience, boasting 4,600 sq. ft. of above ground living space and a self-contained legal one-bedroom unit in the basement.

The main level features 10-foot ceilings, hardwood flooring, custom cabinetry and a bright open-concept layout, highlighted by a designer chef’s kitchen with integrated high-end appliances, an oversized island, and a separate prep kitchen, flowing into a spacious family room with an electric fireplace and a walkout to the deck.

A formal dining room with a picture window, a versatile office or library and a stylish powder room complete the space.

The upper levels offer five large bedrooms and four bathrooms, all with hardwood floors, pot lights lots of closet space, including a stunning primary retreat with a spa-inspired ensuite and an expansive walk-in closet, along with a rare and highly desirable upper-level family lounge that provides an additional space for relaxation.

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