Was listed for:Expired Jan 1, 2026
$5,995,000

44 Bennington Heights Drive

Toronto (Leaside), ON M4G 1A6

Detached House ExpiredNot available
Kim Karimi
Kim Karimi

Real Estate Broker

416-838-3031

Property not available for sale or for rent.

Sell with HOMEH

HOMEH One: full-service selling for a 1% listing fee. The buyer's agent commission is separate.

Free Home EvaluationHow Much Is My Home Worth?Homes for Sale Nearby

Sale & Price History for 44 Bennington Heights Drive, Toronto, Leaside

2025-10-01
2026-01-01
Expired
Price
Login to See Prices
MLS#
c12436852
2025-05-05
2025-08-07
Terminated
Price
Login to See Prices

Real estate boards require you to or to see the full details of this property.

*Sold prices and complete sale & price history are regulated data. Under the Trust in Real Estate Services Act, 2002 (TRESA) and the rules of the Real Estate Council of Ontario (RECO), and pursuant to the Multiple Listing Service® rules of the Canadian Real Estate Association (CREA) and the Toronto Regional Real Estate Board (TRREB), this information may be shown only to registered users who have agreed to the applicable terms of use (a Virtual Office Website, or "VOW," arrangement). HOMEH Inc., Brokerage therefore provides it to signed-in members only. Creating an account is free and takes under a minute.

About 44 Bennington Heights Drive, Toronto, Leaside

Welcome to this exceptional custom-built residence in prestigious Bennington Heights, where warm California-inspired design meets modern family living. Completed in 2019 and recently updated with a finished lower level, this home blends elegance and function across over 4,800 sqft of beautifully curated space. The main floor features wide-plank white oak floors, soaring ceilings, and expansive picture windows that frame the lush, private backyard. A chefs kitchen anchors the open-concept layout, complete with panelled Sub-Zero fridge, built in Miele coffee system, walk-in pantry, and custom cabinetry with smart, integrated storage. The elegant family room, highlighted by a sleek gas fireplace, flows effortlessly into the formal dining, where French doors open to a spacious deck for alfresco dining. The stylish sunken living room features a retractable accordion glass wall, effortlessly blending indoor and outdoor living for both grand-scale entertaining and serene everyday living. Upstairs, the private primary suite offers treetop views, a Juliette balcony, and a spa-like five piece ensuite with soaker tub, heated floors, and walk-in shower. Each of the three additional bedrooms have access to beautifully appointed baths, along with generous space for a study area or desk perfect for growing families or guests.The second-floor laundry room is thoughtfully designed with built-ins and a laundry sink adding to everyday ease. The newly finished lower level adds radiant in-floor heating, a spacious recreation room with walk-up to the yard, a guest/nanny suite, and flexible zones for a gym, office, studio or playroom. Outside, enjoy a professionally landscaped backyard oasis with multiple spaces to entertain or relax in the hot tub. Close to top-rated schools Leaside High, UCC, and Branksome, and access to scenic trails, parks, Moore Park Ravine, Evergreen Brick Works, and charming local boutiques, this home perfectly balances natural beauty with everyday convenience.

Key Facts & Features

Property Costs

Annual Property Tax Amount
$22,496
Land Transfer Tax Fee
$302,650

Basement Type
Walk-Up, Finished

Interior Features

Laundry Level
Upper Level
Interior Extras
Sump Pump, Auto Garage Door Remote, In-Law Capability
Fireplace/Stove
Yes
Fireplace Features
Natural Gas
Elevator
No

Exterior Features

Pool
None
Property Features
Fenced Yard, Library, Park, School, Ravine, Wooded/Treed

Building

Building Type
Detached
Building Style
2-Storey

Construction

Exterior Finish
Brick
Roof
Asphalt Shingle, Flat
Foundation Details
Concrete
Special Designation
Unknown

Lot

Lot Front
50.00 ft
Lot Depth
130.00 ft

Inclusions

Inclusions
All electrical light fixtures and window coverings, All appliances including: Built-in SubZero Fridge with two fridge drawers and two freezer drawers, Miele 48-inch Duel Fuel Range: 6 burner gas range plus range-top grill gas oven and microwave oven, Wolf range hood, Miele Combi Steam 30-inch wall oven, 2 x Miele Warming Drawers, Miele Coffee Maker, Miele Dishwasher, Electrolux Washer and Dryer, Kitchen Aid Garburator, Marvel Wine Fridge and see Schedule B for the rest of the inclusions.

Exclusions

Exclusions
All interior and exterior furnishings, Weber Green Egg BBQ, Blackstone BBQ, Dry bar furniture in the family room.

Parking & Garages

Garage Type
Built-In
Garage Spaces
1
Parking Spaces
2
Total Garage And Parking Spaces
3

Heating & Cooling

Heat Source
Gas
Heat Type
Forced Air
Air Conditioning
Central Air
Water
Municipal
Sewers
Sewer

Bedrooms
4 + 2
Washrooms
6
Kitchens
1
Family / bonus room
Yes

Room sizes

  • Mud Room—
    Main level, B/I Closet, Access To Garage, B/I Shelves
  • Living Room—
    Main level, Hardwood Floor, Gas Fireplace, Large Window
  • Dining Room—
    Main level, Hardwood Floor, Pot Lights, W/O To Deck
  • Kitchen—
    Main level, Hardwood Floor, B/I Appliances, Pantry
  • Breakfast—
    Main level, Combined w/Kitchen, Large Window
  • Family Room—
    Main level, Hardwood Floor, 2 Pc Ensuite, W/O To Garden
  • Primary Bedroom—
    Second level, Juliette Balcony, 5 Pc Ensuite, Double Closet
  • Bedroom 2—
    Second level, Pot Lights, 3 Pc Ensuite, Double Closet
  • Bedroom 3—
    Second level, Pot Lights, Semi Ensuite, Walk-In Closet(s)
  • Bedroom 4—
    Second level, Pot Lights, 3 Pc Bath, Closet
  • Laundry—
    Second level, Tile Floor, B/I Shelves, Laundry Sink
  • Recreation—
    Lower level, Laminate, Walk-Up, 2 Pc Bath
  • Exercise Room—
    Lower level, Laminate, Window, Pot Lights
  • Bedroom 5—
    Lower level, Laminate, 3 Pc Ensuite, Double Closet
  • Office—
    Lower level, Laminate, 2 Pc Bath, Pot Lights
  • Utility Room—
    Lower level

Washrooms

  • 2-piece, Main
  • 5-piece, Second
  • 3-piece, Second
  • 3-piece, Basement
  • 2-piece, Basement

Municipality
Toronto
Neighbourhood
Leaside
Main cross streets
Moorehill & Bennington Heights
Directions
Moorehill & Bennington Heights

MLS® number
C12436852
Data source
Toronto Regional Real Estate Board
Status change
2026-01-01
Listed on
2025-10-01
Days on market
92 days
Possession type
60-89 days
Co-op commission
2.5% + HST
Seller
Listed by
ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM

Home Market Value

Current home valuation for 44 Bennington Heights Drive, Toronto, Leaside, Toronto, ON. Listed for $5,995,000

HOMEH Estimate

?

$4,560,385

Estimated Sales Range

?

$4,167,373 - $6,105,592

HOMEH Estimate for 44 Bennington Heights Drive, Toronto, Leaside

Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.

$4,560,385Low confidence
Based on 11 comparable properties
+ $1,434,615 (31%) above our estimate
See the full analysisFree Every recent nearby sale behind this number

For the owner

Is this your home? Track its value.

Get this home's HOMEH Estimate by email once a month, with how many homes are for sale around you.

Mortgage Payment Calculator

Compare up to 4 down payment scenarios

$
Toronto, ON
Minimum Down Payment Required:20.0%

20% required for homes $1.5M or more

Minimum down payment

$1,199,000

Scenario 1 Scenario 2 Scenario 3 Scenario 4
−Down payment
%
$
%
$
%
$
%
$
+CMHC insurance
$0$0$0$0
=Total mortgage
$4,796,000$4,496,250$4,196,500$3,896,750
Amortization
Mortgage rate
%
%
%
%
Payment frequency
=Mortgage payment
$23,416monthly$21,953monthly$20,489monthly$19,026monthly
Are you a first time home buyer?

Land Transfer Tax

Provincial

$136,350

Municipal (Toronto)

$166,300

Total Land Transfer Tax

$302,650

Around this home

6/100Almost All Errands Require a Car
0/100Minimal Transit
0/100Not rated
Loading map...
9.0 /10

Bennington Heights

Public·elementary·220m

9.2 /10

Whitney

Public·elementary·820m

8.0 /10

Rolph Road

Public·elementary·910m

9.8 /10

Our Lady of Perpetual Help

Private·elementary·1.1km

7.3 /10

St Anselm

Private·elementary·1.4km

7.3 /10

Bessborough Drive

Public·elementary·1.6km

8.0 /10

Deer Park

Public·elementary·1.6km

10.0 /10

Rosedale

Public·elementary·1.9km

7.9 /10

Jackman Avenue

Public·elementary·2.0km

8.0 /10

Davisville

Public·elementary·2.0km

9.1 /10

Leaside

Public·secondary·2.0km

8.0 /10

Rosedale Heights-Arts

Public·secondary·2.1km

10.0 /10

Cottingham

Public·elementary·2.4km

8.2 /10

Northlea

Public·elementary·2.4km

8.2 /10

Northern

Public·secondary·2.5km

Ask HOMEH

New!
H

Hi there!

👋

Text or call (416) 301-9001

Recommended for you

Based on homes you've looked at.

No recommended properties found.

Nearby similar homes

No nearby properties found.