Explore Toronto Luxury Home Listings In The Neighbourhoods You Want

When it comes to finding luxury homes for sale in Toronto, the word “luxury” can mean something different to every homeowner.

Perhaps it’s a home filled with high-end fixtures and luxurious materials.

Your dream kitchen with marble countertops, perfect for cooking for a dining room full of guests. Stunning tiles imported from Italy. A home with elegant light fixtures to bring each room to life whenever you enter.

Or, alternately, luxury means a serene space that allows you to escape from the rest of the world as soon as you step in the door. A fireplace to cozy up to with a good book. A spa-like bathroom overlooking a lush ravine. And a master bedroom you can’t wait to retreat to each night.

Or maybe luxury means having a home that your friends and family are delighted to visit.  A charming dining room perfect for holiday dinners. Dramatic spaces that will make your guests ooh and ahh. And a backyard perfect for pool parties and barbecues every summer.

However you define it, at Chestnut Park Real Estate, we are here to help you find the Toronto luxury home of your dreams.

We’ve made it easier than ever to find luxury homes for sale in Toronto in the city’s most desirable neighbourhoods.

We Bring Luxury To Your Home Search

Luxury Toronto Bathroom

Of course we want to help you find the Toronto luxury home you want. But we also bring luxury to the entire home-buying experience. How do we do it? By making you and your search our top priority, each step of the way.

For us, luxury means saving you time by showing you houses that suit your needs and wants, and are within your price range.

Luxury means helping you get the best price for the house you want most.

Negotiating is an essential skill in the process and we are specially trained. So you can feel confident having us in your corner.

And, finally, luxury means having Toronto’s top real estate agents on your side until the deal is signed.

We can help you navigate the process from beginning to end.

Ready? Let the search begin.

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Condo Apt

155 St Clair Ave, Toronto C02, Ontario M4V0A1, Casa Loma

2Bedroom(s)
3Bathroom(s)
YParking(s)
40Picture(s)
Outstanding Corner Suite - Spacious & Bright Ranch Style Bungalow Feel. Multiple Walkouts To Balcony. Fabulous Foyer With Double Closet. Marble Backsplash In The Kitchen With Caesarstone Counters, Island And Breakfast Bar. 3 Washrooms Includes A Powder Room. Gas Hook Up For Bbq On Balcony. Wood Floors Are High End Engineered. Solid Wood Doors.
$3,749,000

Detached

73 Woodlawn Ave, Toronto C02, Ontario M4V1G6, Yonge-st. Clair

3Bedroom(s)
4Bathroom(s)
39Picture(s)
Wow! Best Block Of Woodlawn South Side With Multi Million Dollar City Skyline Views From All 4 Levels. Built By Sheiman Klein & Sears Architects. Steel And 18' Reinforced Concrete Construction, 7' Concrete Floors, Incredible Light, Well Open Staircase From Main To Third. Incredible Feeling Of Light & Space. 1 Car Legal 2nd Car Legal. Non Conforming South 176.5 Sq Ft Lot.
$4,695,000

Semi-detached

4A Bracondale Hill Rd, Toronto C02, Ontario M6G 3P2, Wychwood

3Bedroom(s)
5Bathroom(s)
34Picture(s)
Contemporary Architecturally Stunning Home In Highly Esteemed Bracondale Hill-Wychwood. Built In 2016 W/ All The Prominent Features Of Modern Living. Bright Open Concept Main Floor W/ 10Ft Ceilings & Large Family Rm. Scavolini Kitchen W/ Centre Island, Quartz Counters, High-End Apps. 1000 Bottle Temp Control Wine Cellar & Servery.
$3,395,000

Semi-detached

136 Farnham Ave, Toronto C02, Ontario M4V1H4, Yonge-st. Clair

3Bedroom(s)
4Bathroom(s)
39Picture(s)
Welcome To This Grand And Elegant Semi Right In The Heart Of Midtown. Offering Close To 4000 Square Feet Of Finished Space, This Magnificent 3+1 Bedroom, 4 Bathroom Family Home Set On A Large Lot With Double Car Garage And Separate Studio/Entertaining Space Provides A Lot Of Possibilities.
$3,750,000

Detached

995&997 Lansdowne Ave, Toronto W02, Ontario M6H3Z5, Dovercourt-wallace Emerson-junction

38Picture(s)
This Is An Unprecedented Residential Investment Opportunity In "Turn-Key" Condition. Two Superbly Located "Purpose-Built" Detached Apartment Buildings At Dupont & Lansdowne. Being Sold Together As A Pair. Each 4-Storey Building Has 9 Suites - 18 Luxury Rental Suites In Total. Fully-Tenanted With Excellent Rents & Great Tenants.
$11,500,000

Detached

33 Standish Ave, Toronto C09, Ontario M4W3B2, Rosedale-moore Park

4Bedroom(s)
4Bathroom(s)
40Picture(s)
Stunning North Rosedale 4 Bedroom Home, Well Located On A Quiet No-Traffic Street, Steps To Chorley Park & Ravine, Open-Concept Layout Perfect For Entertaining, Designed With Attention To Detail, Checks All The Boxes With Sophisticated Formal & Casual Living Spaces, 10' High Ceilings On Main Level, Living Room With Wood Burning Fireplace, Comfortable Dining Area With Open Concept Family Ro
$3,395,000

Semi-detached

8 Foxbar Rd, Toronto C02, Ontario M4V2G6, Yonge-st. Clair

4Bedroom(s)
5Bathroom(s)
32Picture(s)
A Superb City Residence On Quiet One-Way Street, This 2010 Custom Build Designed By Lorne Rose Leaves Nothing To Be Desired! Ten Foot Ceilings On The Main Floor Enhance The Pretty Principal Rooms With Wainscotting And Custom Panelling. Large Kitchen With A Walk-In Pantry Overlooks The Expansive Family Room Space With Gas Fireplace & Direct Walk-Out To Deck.
$3,150,000

Detached

189 Glenview Ave, Toronto C04, Ontario M4R 1R4, Lawrence Park South

4Bedroom(s)
5Bathroom(s)
37Picture(s)
Your New Home In Lytton Park Awaits! Well Designed Layout: Open Concept Living/Dining With Gorgeous Floor To Ceiling Glass Wine Cellar, Modern Chef's Kitchen With Servery & Pantry, Family Room Opens To Deck And Garden, South Facing Master Suite, 3 Additional Great Family Bedrooms, Finished Basement With Nanny's Suite & Rec Room W/ Walk-Up To Back Garden. Heated Drive To Built-In Garage.
$3,595,000

Detached

147 Farnham Ave, Toronto C02, Ontario M4V1H7, Yonge-st. Clair

5Bedroom(s)
4Bathroom(s)
34Picture(s)
This Incredibly Rare Summerhill Property Is Offered For The First Time In Fifty Years. An Expansive, South Facing 50 X 168 Foot Lot With Generous Tableland. Perfect For An Addition, Pool, Or Garden Oasis. This Magnificent Home Offers 5+2 Bedrooms, 4 Bathrooms, Private Drive, And Attached Garage. Approximately 4700 Square Feet Of Living Space With 3500 Above Grade.
$5,999,990

Semi-detached

9 Elgin Ave, Toronto C02, Ontario M5R1G5, Annex

3Bedroom(s)
4Bathroom(s)
40Picture(s)
This Elegant Victorian Semi-Detached Home Is Located On One Of Yorkville's Most Distinguished Streets. Gracious Living With Large Principal Rooms, High Ceilings, Crown Moulding & Beautiful Period Details. Inviting 2nd Floor Family Room With A Wood Burning Fireplace Has Views Over The Low Maintenance Backyard & Overlooks The Breakfast Area With Dramatic Double Ceiling Height.
$4,499,000

Condo Apt

1 Forest Hill Rd, Toronto C03, Ontario M4V1R1, Forest Hill South

2Bedroom(s)
4Bathroom(s)
YParking(s)
40Picture(s)
Spectacular Brand New 2-Storey Home Built By North Drive. Boutique Building, 40 Suites. Sexy Open Concept, Light Filled W/ Soaring Ceilings & Large Terrace Facing The Park! Double Door Main Entrance & Upper Service Entrance.
$5,395,000

Detached

40 Rosedale Rd, Toronto C09, Ontario M4W2P6, Rosedale-moore Park

8Bedroom(s)
8Bathroom(s)
37Picture(s)
This Is The One You Have Been Waiting For! Centre Ice Rosedale With Coach House, Pool, And Magnificent Sophisticated Architectural Details. A Remarkable Foyer & Principal Rms Are Wonderful For The Most Gracious Entertaining. A Huge Kitchen/Family Room Will Be The Centre Of Your Family's Life. The Primary Bedroom Will Be Your Great Escape With Dual Ensuites.
$11,250,000