Chestnut Park Real Estate Ltd, Brokerage
1300 Yonge Street, Suite 100 Toronto, Ontario M4T 1X3
416-925-9191 | 416-561-3114

Toronto Luxury Real Estate: 296 Douglas Drive, a Stately Georgian Overlooking Chorley Park

What’s Not to Love About a Centre Hall Georgian? 

Offered for sale at $5,095,000 

This is an incredible opportunity to own a meticulously maintained property overlooking Chorley Park in North Rosedale. The home has been cherished and cared for by the same owners for 20 years.

2  1/2  storeys
5+1 bedrooms
5 bathrooms

The Home

Matterport tour

Floor Plans

Main and second floors,  third floor, lower level and two car garage floor plans

As you cross the threshold, it is clear you have entered a happy home with plenty of natural sunlight. The home boasts a spacious living room and dining room and a gourmet kitchen that is open to a family room. There is a main floor office that is perfect for working from home. Truly the perfect layout for raising a family!

Living Room

  • South and west windows
  • Wood-burning fireplace
  • Crown moulding
  • Hardwood floors
  • Chorley Park views

Dining Room

  • South windows
  • Chorley Park views
  • Crown moulding
  • Hardwood floors
  • Leaded glass east windows


  • Custom cream painted wood cabinetry with black granite countertops
  • Pull-out pantry cupboard
  • Dacor wall oven
  • Miele stove top
  • Dacor warming drawer
  • Built-in Dacor microwave
  • Bosch dishwasher
  • Broan vent hood
  • French door side-by-side Sub-Zero refrigerator and freezer
  • Dark wood chef’s island has Caesarstone light marble-inspired countertop and  breakfast seating
  • Corner double under-mount sink overlooking east window
  • Kitchen dining area with built-in bench seat
  • Open to family room
  • Hardwood floors

Family Room

  • Hardwood floors
  • Gas fireplace
  • North windows
  • Garden views
  • Yard access through rear door
  • Built-in closets and slate tile floor at the backdoor entrance create a perfect mud room area


  • Built-in double desk areas
  • Built-in shelving
  • Walk-out to back stone patio and back garden
  • Gas fireplace
  • Crown moulding
  • Hardwood floors


Second Floor

Primary Bedroom

  • Gas fireplace
  • Walk-out to deck that overlooks garden
  • North and west windows
  • Hardwood floors
  • Walk-in closet that accesses the primary ensuite

  • Recently renovated primary ensuite has spa bath luxuries including:
    • heated tile floors
    • white double vanity with stone countertop and under-mount sinks
    • marble-tiled glass shower enclosure has a waterfall shower head and a versatile conventional shower head that doubles as a hand wand for easy cleaning
    • deep soaker tub with marble tile surround
    • east window

Second Bedroom

  • Was the original master bedroom therefore is quite generous in size
  • Wood-burning fireplace
  • South and west windows
  • Overlooks Chorley Park
  • Closet
  • Hardwood floors

Third Bedroom

  • South windows
  • Hardwood floors
  • Overlooks Chorley Park
  • Closet

Fourth Bedroom

  • North and west windows
  • Overlooks upper deck to garden
  • Hardwood floors
  • Closet

Family Bathroom

  • Recently updated in transitional style
  • White double vanity with marble countertops and under-mount sinks
  • Marble floors
  • White tile tub and shower enclosure with glass door
  • Large storage closet
  • East window with California shutters

Large closet for linen storage and off-season clothes outside this family bathroom. The walk-in closet had formerly been a laundry room, an easy to conversion with the plumbing in place.

Third Floor

The fifth bedroom is located on this floor. There is potential to turn this space into a primary retreat.  This spacious loft-style bedroom has ample room for a king size bed and has room for a reading nook overlooking the rear garden.

  • North dormer window with garden view
  • Skylight
  • Broadloom
  • Double closet
  • Three-piece ensuite washroom with antique cast iron soaker tub
  • Wall unit air conditioning unit to supplement the central air conditioning

  • Large cedar closet at the top of the stairs to store off-season clothes



Recreation Room

  • Built-in bookshelves and media unit
  • East windows with California shutters
  • Broadloom
  • Infrared sauna (formerly a wine cellar)

Nanny or In-law Suite

  • Broadloom
  • North window
  • Small workout area or alternative home office space

Three-piece Washroom

  • Single vanity with limestone countertop
  • Glass shower enclosure with subway tiles
  • Limestone tiled floor

Furnace and Laundry Room

  • Storage shelving
  • Maytag washer and dryer
  • Wood’s refrigerator
  • Viking freezer
  • Gas furnace
  • Two hot water tanks rented monthly at $21.12 plus HST per tank ($47.74)
  • Central vacuum

Other Notables:

  • Heritage C rated home in North Rosedale Heritage District
  • Roof redone approximately four years ago
  • Central air conditioning and supplementary wall unit on 3rd floor
  • Basement has been fully waterproofed  (photo documentation available)
  • Excellent Carson Dunlop Home Inspection


  • All appliances: Miele cooktop, Dacor wall oven, Dacor microwave, Dacor warming drawer, Bosch dishwasher, Broan vent hood, Wood’s refrigerator (basement),  Viking freezer (basement)
  • All drapes and blinds where hung (excluding living room drapes and primary bedroom drapes) Please note window coverings are “as is where is” condition.
  • All hanging electric light fixtures
  • Kitchen bench
  • Basement Casa Life sectional
  • All built-in cabinets throughout the home
  • Central vacuum and associated parts
  • Infrared sauna (basement)
  • Sprinkler system
  • ADT Alarm system (not including monthly monitoring)
  • Garage remote(s)


Living room, dining room and primary bedroom drapes, all art and home furnishings

The Property

  • Lot size: 52 feet by 121 feet
  • Property taxes $15,798.33
  • Tasteful stone front path and steps to front entrance
  • Beautifully landscaped front garden provides wonderful curb appeal
  • Private side by side drive (see available survey)
  • Two-car garage with key pad entry and garage remotes
  • Professionally landscaped, extremely private rear garden that has been featured on the Toronto Botanical Garden Tour. Incredible shrubs and perennials provide visual interest year round.
  • Automated sprinkler system
  • Stone garden patio for entertaining
  • Privacy fence

The Neighbourhood

296 Douglas Drive is in the heart of North Rosedale overlooking Chorley Park, a tranquil jewel in the city. Just below the park is Evergreen Brick Works, a combination nature preserve and event space. The Brick Works offers a weekend farmers’ market, casual fine dining at Café Belong and a garden centre. It is the perfect spot for a nature walk on the Brick Works trails and there are a variety of interesting events hosted throughout the year. Chorley Park also connects to the extensive Rosedale-Moore Park ravine system where you can enjoy walking, cycling and a true escape from city life right at your doorstep.

Rosedale is a unique neighbourhood as it has a quiet suburban feel yet it is a mere fifteen minutes to downtown Toronto by car or subway.  North Rosedale truly is country living within the city! The Rosedale bus stop is located nearby for those aspiring to leave a greener footprint.

North Rosedale offers the conveniences of Summerhill Market, Rosedale’s Finest, Dolce Bakery, two dry cleaners, a flower shop, a design store and a veterinary clinic all located a short walk away on Summerhill Avenue. Rosedale Park is a few blocks away and has a playground and areas for ping pong, soccer, tennis and baseball, plus skating in the winter.

If you are in the mood for a nice walk, the shops and restaurants on Yonge Street and Roxborough Street are approximately two kilometres away. Rosedale United Church is nearby and many other places of worship are in close proximity. Mooredale House, the local community centre, offers a variety of programs and is nearby on Crescent Road. The Toronto Lawn and Tennis Club, a private sports club, is nearby and the Granite Club is a quick drive up Bayview Avenue.

For those looking for high-end shopping and further fine dining choices, Bloor Street’s Mink Mile and Yorkville are a ten-minute drive or a half hour stroll away.