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

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

2Bedroom(s)
4Bathroom(s)
NParking(s)
30Picture(s)
North Drive - Final Brand New Builder Suite! Coveted Boutique Building. Spectacular Modern 2-Storey On Main Floor Lives Like A Private Home. Open Concept, Light Filled, Soaring Ceilings & Large Terrace Facing The Park! Double Door Main Entrance & Upper Service Entrance.
$5,299,000

Detached

3 Mildenhall Rd, Toronto C12, Ontario M4N3G2

5Bedroom(s)
7Bathroom(s)
24Picture(s)
Custom Built By Sherwood Homes And Completely Renovated In 2019. 5+1 Bedrooms, Gorgeous Family Home In The Heart Of Lawrence Park. Over 6500 Sqft Luxury Living Including Lower Level. Gorgeous Kitchen/Family Room With Walk Out To Back Patio . Main Floor Office, Mudroom With Dog Wash. Beautiful Principal Bedroom With 5 Pcs Ensuite, His And Her Closets, Entertainers Dream With Inground Pool.
$7,995,000

Condo Apt

1 Chedington Pl, Toronto C12, Ontario M4N3R4

2Bedroom(s)
4Bathroom(s)
YParking(s)
36Picture(s)
The Chedington Prestigious Landmark Building In The Bayview Bridle Path Area. A Lower Penthouse With Panoramic Ravine Views To South, East And North. Direct Elevator Entry To Suite. Timeless Classical Features Throughout. Spacious Living Rm, Separate Dining Rm. Library/Family Rm W/Built-Ins & Open Fireplace. Principal Bedroom Has His & Hers Bathrooms, Dressing Rm. Two Balconies.
$3,338,000

Detached

27 Bayview Wood, Toronto C12, Ontario M4N1R8

4Bedroom(s)
5Bathroom(s)
21Picture(s)
Lawrence Park Steps To Cheltenham Park On A Very Quiet Dead End Street. 50X150 Ft South Lot. 4+1 Bedroom, 6 Bath Family Home. Gorgeous Principal Bedroom With New Ensuite And His/Her Walkout. Gorgeous Perential Designed Garden, Main Floor Office, Large Living Room/Dining Room. 2 Car Garage, Finished Basement With Gym/Nanny Suite. Great Schools.
$6,188,000

Att/row/twnhouse

6 St Joseph St, Toronto C01, Ontario M4Y1J7, Bay Street Corridor

5Bedroom(s)
5Bathroom(s)
16Picture(s)
Attention Investors,Renovators And End-Users!!! Located In The Heart Of The City, This 4500 Sq.Ft Extremely Rare And Exquisite Property Is Just Steps To Yonge & Bloor, Yorkville, Close To Ryerson And U Of T, Yonge And Dundas, Dvp, Yonge St, Subway, Etc!.
$3,499,900

Att/row/twnhouse

23 Heath St, Toronto C02, Ontario M4V1T2, Yonge-st. Clair

3Bedroom(s)
5Bathroom(s)
40Picture(s)
Meticulously Designed By Joe Brennan & Custom Built By K.P. Isberg, This Breathtaking Luxury Townhome Is An End Unit That Features Grand Scale Rooms & Impeccable Attention To Detail. 11' Ceilings On The Main & Second Floor, Arched Windows, Magnificent Mouldings & Millwork, Elegant Curved Staircase With Skylight Overhead & Gleaming Hardwood Floors Throughout.
$6,249,000

Detached

21 Douglas Cres, Toronto C11, Ontario M4W2E6, Leaside

3Bedroom(s)
4Bathroom(s)
29Picture(s)
Rarely Offered Ravine Property With Private Southerly Exposure. This Lovely Home Was 4 Bedrooms, Now 3 Bedrooms With One Large Combined Bedroom Used As A Music Room. Could Be Converted Back To 4 Bedrooms. Large Entrance Foyer With 2 Pce Bath, Leading To A Charming Updated Kitchen And Sunroom Overlooking The Lush Gardens And Ravine. Formal Dining Room, Living Room With Fireplace And Bookshelves.
$3,595,000

Detached

23 Douglas Cres, Toronto C11, Ontario M4W2E6, Leaside

4Bedroom(s)
3Bathroom(s)
38Picture(s)
Ravine Property With South Exposure In Governor's Bridge. Rare One And A Half Lots. New Roof, Furnace, Ac. Solid House With 4 Bedrooms, 3 Baths. Open Concept Living Room, Dining Room, Kitchen All With Ravine And Garden Views. Wood Burning Fireplace In Living Room And A Walkout To Large Deck In A Private Yard. Generous Storage In Basement, Plus Shed. Private Drive For 3-4 Cars.
$3,850,000

Condo Apt

77 Charles St, Toronto C01, Ontario M5S0A5, Bay Street Corridor

1Bedroom(s)
2Bathroom(s)
NParking(s)
33Picture(s)
Feeling Like You Are On Top Of The World Starts With A Sensational View, And This View Is Unparalleled! This Exceptional Suite Is The Epitome Of Contemporary Style In One Of Toronto's Most Exclusive Residences 77 Charles. Never Before On The Market, This Is One Of The Cities Very Extraordinary Gems In An Award Winning Architectural Glass Building Designed By Yann Weymouth Of Hok.
$4,200,000

Detached

54 Glenview Ave, Toronto C04, Ontario M4R 1P6, Lawrence Park South

4Bedroom(s)
4Bathroom(s)
31Picture(s)
Wow 50 X 165' Prime Hilltop Trophy Lot! 1st Time Offered In Over Half A Century! Expansive & Spectacular Tableland On Most Wanted Lawrence / Lytton Park Block! Stunning Location Offers An Impeccable Address & A Significant & Enchanted 8250 S F Site In A Prestige Luxury Living Quadrant For New & Estate Homes.
$3,995,000

Condo Apt

50 Yorkville Ave, Toronto C02, Ontario M4W1L4, Annex

2Bedroom(s)
3Bathroom(s)
YParking(s)
39Picture(s)
Standing At The Peak Of Luxury, Suite 4401 At 50 Yorkville Avenue Is A Rarely Offered And Highly Coveted North-West Corner Unit Within The Four Seasons Private Residences. Customized And Curated To Meet The Exigent Needs Of The World's Most Discerning Buyers, The Suite Embodies Elegance And Provides For An Effortless Principal Residence Or Pied-A-Terre Option For Global Travellers.
$7,495,000

Condo Apt

199 Richmond St, Toronto C01, Ontario M5V 1V3, University

3Bedroom(s)
3Bathroom(s)
YParking(s)
38Picture(s)
Super Luxury 3 Bedroom Plus Den Penthouse In The Heart Of Downtown Toronto. One Of 2 Units On The Penthouse Floor, Around 3300 Sf With Opulent Finishes Throughout. 5 Balconies With Panoramic Se & North Views Of Toronto, Lake, And Cn Tower. 2 Parking Spots, 2 Lockers. Close To Osgoode Station, Eaton Centre, Financial District, Queen Street Shops, U Of T, Path, High End Restaurants.
$5,380,000