1599 Woodbine Heights Boulevard

Toronto, ON M4B 3A3 • O'Connor-Parkview
$2,099,000
For Sale

Property Type
Single Family
MLS® Numbers
E14176386
Listing Brokerage
BOSLEY REAL ESTATE LTD.

Bedrooms
5 + 1 Beds
Bathrooms
5 Baths
Size
2500-3000 sqft
Total Parking Spaces
2 (1 Garage)

Description

The moment you arrive, the street is calm, the trees are tall, and the noise of the city simply disappears. The layout alone is worth the visit. Step inside to a timeless and elegant 4+1 bedroom, 5 bathroom home. The foyer sets the tone right away, brand-new tile, a generous closet, and a conveniently placed powder room just around the corner. The living room, with a fireplace and a grand piano (yes, it can stay)is easy to settle into. The dining room walks out to the deck, and beyond it a private backyard wrapped in trees, the kind of place where you find yourself with a morning coffee, listening to the birds, in no rush to be anywhere. The chef's kitchen deserves a second look. Restaurant-grade stainless steel countertops, a brand-new fridge, and the kind of kitchen where people just end up gathered and talking. Upstairs, the primary bedroom delivers his and hers closets and a spa-inspired ensuite, two bedrooms share a bathroom, and a fourth has its own ensuite and walk-in closet. Enjoy the garage and a long private driveway. And when you are ready to leave, ravine trails are around the corner, a TTC stop is a short walk from your door, and the Don Valley Parkway gives you fast access to every corner of the city.

With a 20% down payment of $419,800, your estimated payment is:

$9,614/mo

Based on a 5-year fixed rate of 4.84% from RBC Royal Bank — the same rate the calculator below starts with.

Open Houses

Visit us during these scheduled times to experience this property in person.

Saturday, November 14, 2026

2:00 p.m. - 4:00 p.m.

Open House
Add to Calendar

Listing History

Listing history of 1599 Woodbine Heights Boulevard over time.

12 Nov 2026
Brokerage - BOSLEY REAL ESTATE LTD.
Start
2026-11-12
End
2026-11-12
Price
$2,099,000
Status
Active
Listing ID
E14176386
09 Sep 2026
Brokerage - BOSLEY REAL ESTATE LTD.
Start
2026-09-09
End
2026-09-09
Price
$2,099,000
Status
Active
Listing ID
E13760142
09 Sep 2026
Brokerage - BOSLEY REAL ESTATE LTD.
Start
2026-06-25
End
2026-09-09
Price
$2,285,000
Status
Terminated
Listing ID
E13488476

Features & Details

Explore the comprehensive details and unique features that make this property special.

Municipality
Toronto
Community
O'Connor-Parkview
Property Type
Single Family
Style
House
Bedrooms
5 + 1 Beds
Bathrooms
5 Baths
Property Tax
$10,466.12
Building Age
51-99
Size
2500-3000 sqft
Construction
Stone, Stucco
Cross Street
St. Clair Ave E / O'Connor Dr
Basement Info
Finished, N/A
Total Parking Spaces
2 (1 Garage)
Sewer
Sanitary sewer
Water Source
Municipal water
MLS® Number
E14176386
List Date
11/12/2026
Days on Market
0
Status
New
Heating
Forced air, Natural gas
Cooling
Central air conditioning
Laundry
Lower Level
Kitchens
1
Total Rooms
9
Flooring
Tile, Hardwood, Carpeted, Bamboo
Fire Protection
Carbon Monoxide Detectors
Foundation
Concrete
Square Footage
2500-3000
Extras
Washer, Refrigerator, Dishwasher, Wine Fridge, Range, Oven, Dryer, Cooktop, Oven - Built-In, Hood Fan, Window Coverings
Exterior Const.
Stone, Stucco
Roof Material
Asphalt Shingle
Swimming Pool
None
Lot Features
Ravine, Sump Pump

Review the dimensions and specific features of each room.

Imperial
Metric
Main level
Room Dimensions Features
Living room 27.26 x 12.66 ft 8.31 x 3.86 m
Dining room 13.85 x 20.01 ft 4.22 x 6.10 m
Foyer 6.17 x 6.99 ft 1.88 x 2.13 m
Kitchen 23.75 x 9.84 ft 7.24 x 3.00 m
Second level
Room Dimensions Features
Primary Bedroom 12.66 x 20.24 ft 3.86 x 6.17 m
Bedroom 2 18.77 x 9.68 ft 5.72 x 2.95 m
Bedroom 3 11.32 x 13.58 ft 3.45 x 4.14 m
Bedroom 4 11.58 x 9.51 ft 3.53 x 2.90 m
Basement
Room Dimensions Features
Laundry room 8.76 x 7.74 ft 2.67 x 2.36 m
Recreational, Games room 12.83 x 19.75 ft 3.91 x 6.02 m
Exercise room 20.34 x 12.99 ft 6.20 x 3.96 m
Garage Type
Built-In
Garage Spaces
1
Parking Spaces
2
Driveway
Private

Neighborhood demographics

Explore local context, amenities, and market signals around this property.

Location on Map

Explore the neighborhood and see exactly where this property is located.

Nearby Schools

Schools serving this address, closest first. Scores are the Repliers rating out of 10.

Score is based on Repliers Rating (0-10)
Address: 2570 St Clair Ave E, Toronto, ON M4B, Canada
Phone: 416-396-2430
Grades: PK, K, 1, 2, 3, 4, 5
Board: Toronto DSB
Address: 520 Plains Rd, Toronto, ON M4C, Canada
Phone: 416-393-5251
Grades: PK, K, 1, 2, 3, 4, 5, 6, 7, 8
Board: Toronto CDSB
Address: 2723 St Clair Ave E, East York, ON M4B 1M8
Phone: 416-331-8637
Grades: PK, K, 1, 2, 3, 4, 5, 6, 7, 8
Board: N/A
Address: 670 Cosburn Ave, East York, ON M4C 2V2, Canada
Phone: 416-396-2925
Grades: 10, 11, 12
Board: Toronto DSB
Address: 650 Cosburn Ave, East York, ON M4C 2V2, Canada
Phone: 416-396-2355
Grades: 9, 10, 11, 12
Board: Toronto DSB
Address: 2800 St Clair Ave E, Toronto, ON M4B, Canada
Phone: 416-396-2440
Grades: 6, 7, 8
Board: Toronto DSB
Address: 140 Dawes Rd, East York, ON M4C 5C2, Canada
Phone: 416-893-1461
Grades: K, PK, 1, 2, 3, 4, 5, 6
Board: N/A
Address: 45 Balfour Ave, Toronto, ON M4C 1T6, Canada
Phone: 416-397-2720
Grades: PK, K, 1, 2, 3, 4, 5, 6, 7, 8
Board: Toronto DSB
Address: 150 Wynford Drive, Toronto, Ontario M3C 1K6
Phone: 416-932-8273
Grades: 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, PK, K
Board: N/A
Address: 800 Greenwood Ave, Toronto, ON M4J 4B6, Canada
Phone: 416-393-0620
Grades: 9, 10, 11, 12
Board: Toronto DSB
Address: 24 Mountjoy Ave, Toronto, ON M4J 1J6, Canada
Grades: 7, 8, 9, 10
Board: CS Viamonde
Address: 49 Felstead Ave, Toronto, ON M4J 1G3, Canada
Phone: 416-393-5546
Grades: 9, 10, 11, 12
Board: Toronto CDSB
Address: 250 Gainsborough Rd, Toronto, ON M4L 3C6, Canada
Phone: 416-393-5314
Grades: PK, K, 1, 2, 3, 4, 5, 6
Board: CS catholique MonAvenir
Address: 16 Phin Ave, Toronto, ON M4J 3T2, Canada
Phone: 416-393-0555
Grades: PK, K, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12
Board: Toronto DSB
Address: 150 Carnforth Rd, North York, ON M4A 2H6, Canada
Phone: 416-397-2080
Grades: PK, K, 1, 2, 3, 4, 5, 6
Board: CS Viamonde
Address: 12 Malvern Ave, Toronto, ON M4E 3E1, Canada
Phone: 416-393-5501
Grades: 9, 10, 11, 12
Board: Toronto CDSB
Address: 125 Brentcliffe Road, Toronto, ON M4G
Phone: 416-423-9123
Grades: PK, K, 1, 2, 3, 4, 5, 6, 7, 8
Board: N/A
Address: 43 Railside Rd, North York, ON M3A 1B2, Canada
Phone: 416-285-5999
Grades: K, 1, 2, 3, 4, 5, 6, 7, 8
Board: N/A
Address: 343 Jones Ave, Toronto, ON M4J 1A7, Canada
Grades: PK, K, 1, 2, 3, 4, 5, 6
Board: CS catholique MonAvenir
Address: 127 Victoria Park Ave, Toronto, ON M4E, Canada
Phone: 416-393-5502
Grades: 9, 10, 11, 12
Board: Toronto CDSB
Address: 106 Broadlands Blvd, North York, ON M3A 1J7, Canada
Phone: 416-395-2090
Grades: K, 1, 2, 3, 4, 5
Board: Toronto DSB
Address: 26 Mallard Road, North York, ON M3B
Phone: 416-449-8823
Grades: PK, K, 1, 2, 3, 4, 5, 6, 7, 8
Board: N/A
Address: 101 Scarsdale Road, North York, ON M3B
Phone: 416-444-3054
Grades: PK, K, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12
Board: N/A
Address: 67 Bond St, Toronto, ON M5B 1X5, Canada
Phone: 416-393-5518
Grades: 9, 10, 11, 12, 3, 4, 5, 6, 7, 8
Board: Toronto CDSB
Nearby Parks

Green space, playgrounds and recreation within easy reach of this property.

Facilities: Playground, Trails
Facilities: Auditorium, Community Rec. Centre, Craft Room, Fitness/Weight Room, Preschool Activities Room
Facilities: Ball Diamond, Ball Diamond, Ball Diamond, Ball Diamond, Ball Diamond, Ball Diamond, Handball Court, Handball Court, Leash-Free Dog Area, Outdoor Pool, Playground, Skateboard Park, Splash Pad, Sports Field, Trails
Facilities: Trails
Facilities: Arena, Indoor Dry Pad, Indoor Rink, Pro Shop
Facilities: Trails
Facilities: Community Rec. Centre, Playground, Splash Pad
Facilities: Arena, Indoor Dry Pad, Indoor Rink, Tennis Court, Tennis Court, Tennis Court, Tennis Court
Facilities: Curling Rink, Arena
Facilities: Ball Diamond, Leash-Free Dog Area, Playground, Sports Field, Trails
Facilities: Leash-Free Dog Area, Picnic Facilities, Trails
Facilities: Indoor Pool
Facilities: Ball Diamond, Ball Diamond, Ball Diamond, Clubhouse, Playground, Splash Pad, Tennis Court, Tennis Court, Wading Pool
Facilities: Basketball Court, Basketball Court, Basketball Court, Basketball Court, Basketball Court, Indoor Pool, Multi-Use Pad, Sports Field
Facilities: Ball Diamond, Ball Diamond, Basketball Court, Basketball Court, Basketball Court, Basketball Court, Community Garden, Cricket Field, Outdoor Rink, Outdoor Track, Playground, Splash Pad, Sports Field, Sports Field, Sports Field, Sports Field, Sports Field, Sports Field, Sports Field, Sports Field
Facilities: Archery Range, Disc Golf, Picnic Facilities, Trails
Facilities: Picnic Facilities, Trails
Facilities: Clubhouse, Lawn Bowling/Bocce Green, Lawn Bowling/Bocce Green, Tennis Court, Tennis Court, Tennis Court, Tennis Court, Tennis Court
Facilities: Playground
Facilities: Playground
Safety Zones

Police, fire and emergency services nearest to this address.

Address: 1313 Woodbine Ave, Toronto, ON, Canada
Address: 825 Coxwell Ave, Toronto, ON, M4C 3E7, Canada
Phone: (416) 461-8272
Address: 101 Coxwell Ave, Toronto, ON, M4L 3B3, Canada
Transit Stops

Bus, subway and rail stops nearby, ordered by walking distance.

0 mins
0.18 km
0 mins
0.19 km
0 mins
0.22 km
0 mins
0.29 km
0 mins
0.37 km
0 mins
0.37 km
0 mins
0.38 km
0 mins
0.44 km
0 mins
0.48 km
0 mins
0.50 km
0 mins
0.54 km
0 mins
0.57 km
0 mins
0.57 km
0 mins
0.59 km
0 mins
0.59 km
0 mins
0.60 km
0 mins
0.61 km
Woodbine Station
Transit Stop
26 mins
2.15 km
Average Sold Price by Property Type

This pie chart visualizes the average market value for different property categories (e.g., Detached, Condo, Townhouse) in this area. Each slice represents a property type, and the size of the slice corresponds to its average sold price relative to the others. Use this to quickly identify which property types command premium prices versus more affordable options. If the chart is dominated by one large slice, it indicates a significant price gap between that luxury property type and the rest of the market.

Total Market Avg: -

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List Price Distribution

Comparison of listing prices over time. Each bar represents the average list price for that month. Use this chart to understand how the market's average asking price has trended recently. Each bar represents a price range, and the height indicates how many active listings fall within that range. Use this to see if this property's asking price is competitive, above, or below the market average. A higher concentration of bars around the current property's price suggests it's priced in line with comparable listings.

Total Market Avg: -

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