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Forest Hill South, Toronto, ON Luxury Homes

Showing results 1 - 30 of 45

With Square Yards Canada, you can find your dream luxury homes for sale in Forest Hill South. Explore your options from condo apartments, condo townhouses, detached houses, semi detached homes posted by agencies/owners who provide spacious and luxurious amenities in luxury houses for sale in Forest Hill South

Last Updated: April 18, 2025

37 Photos

77 College View Avenue, Toronto, ON , MLS #C12082389 , Image - 1

77 College View Avenue Forest Hill South, Toronto, ON MLS® C12082389

Residential Freehold (Detached)

$2695000.0

3 +2 Beds
4 Baths
2000-2500 sq-ft

Welcome to 77 College View Ave., a spacious home with over 3,000 sq ft of total living space located in the prestigious Chaplin Estates / Forest Hill

Open House : Sat Apr 19, 12:00 PM to 04:00 PM

40 Photos

241 Chaplin Crescent, Toronto, ON , MLS #C11941709 , Image - 1

241 Chaplin Crescent Forest Hill South, Toronto, ON MLS® C11941709

Residential Freehold (Detached)

$2395000.0

3 Beds
3 Baths

Welcome to 241 Chaplin Crescent, a charming and beautifully maintained three-bedroom, three-bathroom home nestled in one of the city's most sought-aft

27 Photos

474 Russell Hill Road, Toronto, ON , MLS #C12088987 , Image - 1

474 Russell Hill Road Forest Hill South, Toronto, ON MLS® C12088987

Residential Freehold (Detached)

$16488000.0

4 +1 Beds
6 Baths
5000 + sq-ft

Experience the pinnacle of luxury living in this 2-year-new Forest Hill masterpiece. The home boasts a traditional carved stone exterior with a modern

46 Photos

125 Chaplin Crescent, Toronto, ON , MLS #C12087786 , Image - 1

125 Chaplin Crescent Forest Hill South, Toronto, ON MLS® C12087786

Residential Freehold (Detached)

$2499999.0

3 +2 Beds
4 Baths
1500-2000 sq-ft

Tastefully renovated home with a private drive in Chaplin Estates backing on to the Kay Gardner Beltline. The main floor features large principal room

18 Photos

106 Glenayr Road, Toronto, ON , MLS #C12069090 , Image - 1

106 Glenayr Road Forest Hill South, Toronto, ON MLS® C12069090

Residential Freehold (Detached)

$14500000.0

5 +1 Beds
8 Baths
5000 + sq-ft

Welcome To The Epitome Of Luxury Living At 106 Glenayr Road, A Stunning New Build Crafted By Omid Taba, The Visionary Founder of OE Design. Situated O

50 Photos

26 Strathearn Boulevard, Toronto, ON , MLS #C12073631 , Image - 1

26 Strathearn Boulevard Forest Hill South, Toronto, ON MLS® C12073631

Residential Freehold (Detached)

$7189000.0

5 +1 Beds
8 Baths
3500-5000 sq-ft

A Rare Opportunity in Forest Hill South. Located in one of Toronto most prestigious neighbourhoods, this stunning timeless residence sits just steps f

Open House : Sat Apr 19, 01:00 PM to 03:00 PM

49 Photos

5 Dewbourne Avenue, Toronto, ON , MLS #C12084595 , Image - 1

5 Dewbourne Avenue Forest Hill South, Toronto, ON MLS® C12084595

Residential Freehold (Detached)

$14680000.0

5 +1 Beds
6 Baths
5000 + sq-ft

Welcome to 5 Dewbourne Avenue - a Lorne Rose - designed architectural masterpiece completed in 2023, nestled in the prestigious enclave of Forest Hill

36 Photos

9 Dewbourne Avenue, Toronto, ON , MLS #C12037595 , Image - 1

9 Dewbourne Avenue Forest Hill South, Toronto, ON MLS® C12037595

Residential Freehold (Detached)

$13900000.0

5 +1 Beds
8 Baths
5000 + sq-ft

Welcome to this elegant and magnificent Forest Hill residence. You will constantly be impressed as you move from room to room through this 4-level 800

50 Photos

17 Duncannon Drive, Toronto, ON , MLS #C12025953 , Image - 1

17 Duncannon Drive Forest Hill South, Toronto, ON MLS® C12025953

Residential Freehold (Detached)

$2595000.0

Price drop by 3.5%

5 +1 Beds
5 Baths
2500-3000 sq-ft

Welcome To 17 Duncannon Dr, A Stunning And Sun-Filled Family Home In The Heart Of Toronto's Forest Hill South Neighborhood, Offering The Perfect Blend

44 Photos

62 Elderwood Drive, Toronto, ON , MLS #C12081624 , Image - 1

62 Elderwood Drive Forest Hill South, Toronto, ON MLS® C12081624

Residential Freehold (Detached)

$3250000.0

5 +1 Beds
6 Baths
1500-2000 sq-ft

A Rich Character Filled Corner Home Nestled in Prestigious Forest Hill neighbourhood. This Home Shows a Blend of Architectural Styles, and Its Unique

46 Photos

215 Lonsmount Drive, Toronto, ON , MLS #C12081142 , Image - 1

215 Lonsmount Drive Forest Hill South, Toronto, ON MLS® C12081142

Residential Freehold (Detached)

$5380000.0

4 +1 Beds
6 Baths
3000-3500 sq-ft

Contemporary Residence Nestled On A Private Lush Ravine Setting. Spectacular Residence Which Redefines Modern Living. Every Detail Crafted For Comfort

50 Photos

342 Spadina Road W, Toronto, ON , MLS #C12077014 , Image - 1

Unit-201, 342 Spadina Road W Forest Hill South, Toronto, ON MLS® C12077014

Residential Condo & Other (Condo Apartment)

$2200000.0

1 +1 Beds
3 Baths
2000-2249 sq-ft

Welcom to this remarkable spacious location nested in the Churchill Residence, a quiet low rise 20 suite condominium. The double entrance doors open

31 Photos

34 Coulson Avenue, Toronto, ON , MLS #C12058065 , Image - 1

Unit-B, 34 Coulson Avenue Forest Hill South, Toronto, ON MLS® C12058065

Residential Condo & Other (Condo Apartment)

$2849000.0

4 Beds
4 Baths
3000-3249 sq-ft

Welcome to 34 Coulson Avenue, Unit B - an exceptionally rare offering in a boutique two-residence property, nestled in the heart of Torontos prestigio

40 Photos

1486 Bathurst Street, Toronto, ON , MLS #C11915081 , Image - 1

Unit-Ph02, 1486 Bathurst Street Forest Hill South, Toronto, ON MLS® C11915081

Residential Condo & Other (Condo Apartment)

$2399000.0

4 Beds
3 Baths
2500-2749 sq-ft

Prime 'Forest Hill' Location~ * One-Of-A-Kind *Custom Designed Penthouse Suite W/ Top-Of-The-Line-Finishes! ~ 2177 Sq.Ft.+ 4-Terraces~!! 6 Walk-Outs F

37 Photos

8 Tarlton Road, Toronto, ON , MLS #C12026104 , Image - 1

8 Tarlton Road Forest Hill South, Toronto, ON MLS® C12026104

Residential Freehold (Detached)

$4799000.0

3 +1 Beds
5 Baths
2500-3000 sq-ft

An Immaculate Contemporary Style Custom Home On Most Sought After South Forest Hill. This Upscale Design Of Main Floor With Open Concept That Were Des

39 Photos

6 Hillholm Road, Toronto, ON , MLS #C12075899 , Image - 1

6 Hillholm Road Forest Hill South, Toronto, ON MLS® C12075899

Residential Freehold (Detached)

$5559000.0

4 +1 Beds
7 Baths
3500-5000 sq-ft

Welcome to this exquisite 3-story designer home in the prestigious Forest Hill South neighbourhood, boasting 4,600 sq. ft. of modern luxury & 8 stunni

46 Photos

17 Hillholm Road, Toronto, ON , MLS #C12068686 , Image - 1

17 Hillholm Road Forest Hill South, Toronto, ON MLS® C12068686

Residential Freehold (Detached)

$8295000.0

5 +1 Beds
7 Baths
5000 + sq-ft

Stunning move-in ready home on a quiet Lower Village street, designed by Richard Wengle and back to the studs renovation including a 3-storey addition

10 Photos

253 Dunvegan Road, Toronto, ON , MLS #C12069085 , Image - 1

253 Dunvegan Road Forest Hill South, Toronto, ON MLS® C12069085

Residential Freehold (Detached)

$29788000.0

7 +1 Beds
12 Baths
5000 + sq-ft

Welcome to 253 Dunvegan Road, Once in a Lifetime Property in The Best Pocket of Forest Hill Offering a Unique Lifestyle Rarely Offered in Toronto. Dra

49 Photos

103 College View Avenue, Toronto, ON , MLS #C12066902 , Image - 1

103 College View Avenue Forest Hill South, Toronto, ON MLS® C12066902

Residential Freehold (Detached)

$2625000.0

4 Beds
3 Baths
1500-2000 sq-ft

Situated on a quiet & highly sought-after street, this spacious four-bedroom Chaplin Estates home is ready for a new family to enjoy! With timeless el

40 Photos

84 Old Forest Hill Road, Toronto, ON , MLS #C12038691 , Image - 1

84 Old Forest Hill Road Forest Hill South, Toronto, ON MLS® C12038691

Residential Freehold (Detached)

$16950000.0

5 +1 Beds
8 Baths
5000 + sq-ft

50 Photos

778 Avenue Road, Toronto, ON , MLS #C12066424 , Image - 1

778 Avenue Road Forest Hill South, Toronto, ON MLS® C12066424

Residential Freehold (Semi-Detached )

$2699000.0

4 +1 Beds
4 Baths
2500-3000 sq-ft

Welcome to Upscale Living in the Highly Desirable Forest Hill South! This luxurious home boasts 4 +1 spacious bedrooms and 4 bathrooms, offering 3500

40 Photos

3 Silverwood Avenue, Toronto, ON , MLS #C11994622 , Image - 1

3 Silverwood Avenue Forest Hill South, Toronto, ON MLS® C11994622

Residential Freehold (Detached)

$4358000.0

4 Beds
4 Baths

Rare Opportunity to Live in Toronto's Prestigious Forest Hill Village! Fabulous 4+1 Bedroom on A Pool Sized Lot!! Situated on the Sunnier South Side

40 Photos

240 Heath Street W

Unit-1002, 240 Heath Street W Forest Hill South, Toronto, ON MLS® C11906228

Residential Condo & Other (Condo Apartment)

$2279900.0

2 Beds
2 Baths
1800-1999 sq-ft

***Remarkable Fully Renovated To An Exceptional Standard Unit In One Of The City's Most Exclusive Boutique Building In Forest Hill*This Versatile Plan

39 Photos

240 Heath Street W

Unit-204, 240 Heath Street W Forest Hill South, Toronto, ON MLS® C11906112

Residential Condo & Other (Condo Apartment)

$2398900.0

2 Beds
2 Baths
1800-1999 sq-ft

***Totally Transformed From Top To Bottom Residence In One Of The City's Most Exclusive Boutique Building In The Prime FOREST HILL******Masterpiece Of

47 Photos

1 Burton Road, Toronto, ON , MLS #C12052953 , Image - 1

1 Burton Road Forest Hill South, Toronto, ON MLS® C12052953

Residential Freehold (Detached)

$5995000.0

4 +1 Beds
5 Baths

This exceptional residence, custom-designed in 2000 by the esteemed firm of Katharine Newman and Peter Cebulak, exemplifies luxurious living with the

40 Photos

80 Old Forest Hill Road, Toronto, ON , MLS #C12040530 , Image - 1

80 Old Forest Hill Road Forest Hill South, Toronto, ON MLS® C12040530

Residential Freehold (Detached)

$7595000.0

5 Beds
5 Baths

Stunning classically traditional Forest Hill home exemplifies incomparable elegance and modern luxury, boasting five spacious bedrooms and six exquisi

21 Photos

386 Spadina Road, Toronto, ON , MLS #C12038731 , Image - 1

386 Spadina Road Forest Hill South, Toronto, ON MLS® C12038731

Residential Freehold (Triplex)

$2448000.0

6 Beds
4 Baths

AAA+++ In The Heart Of Forest Hill Village Minutes Walk To Subway & St Clair!! New Exterior Front Porch Stairs & Balcony...$$$ Thousands spent!!! New

26 Photos

240 Heath Street W, Toronto, ON , MLS #C12037796 , Image - 1

Unit-801, 240 Heath Street W Forest Hill South, Toronto, ON MLS® C12037796

Residential Condo & Other (Condo Apartment)

$2399000.0

2 Beds
2 Baths
1800-1999 sq-ft

Luxury Boutique Living At The 240 Heath With First Class Services In Toronto's Prestigious Forest Hill. Fully Redesigned & Remodelled 1927** Sq Ft Of

5 Photos

283 Chaplin Crescent, Toronto, ON , MLS #C12024847 , Image - 1

283 Chaplin Crescent Forest Hill South, Toronto, ON MLS® C12024847

Residential Freehold (Detached)

$3749000.0

4 +2 Beds
4 Baths
2000-2500 sq-ft

Live In Or Renovate. 4 Bedroom Character Home With Lots Of Stain Glass In A Fabulous Location.Oversized Rooftop Deck Overlooking The Large Backyard Wi