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House for Sale near Oriole Parkway and Chaplin Crescent, C03

Showing results 1 - 30 of 30

Explore over 30 houses for sale near Oriole Parkway and Chaplin Crescent with Square Yards Canada. Our listings include numerous property types, such as freehold homes, condos, and commercial properties. You can filter through listings by price range to find options that match your budget and refine your search based on the number of bedrooms, bathrooms, and surface areas. Choose from properties with specific amenities, ensuring you find affordable and luxury houses for sale near Oriole Parkway and Chaplin Crescent. Browse through detailed listings with HD images and comprehensive guides. Square Yards Canada makes it easy to find houses for sale near Oriole Parkway and Chaplin Crescent that are perfect for you.

Last Updated: May 17, 2026

45 Photos

210 Glenayr Road, Toronto, ON , MLS #C13137140 , Image - 1

1.35 km from Oriole Parkway and Chaplin Crescent

210 Glenayr Road Forest Hill South, Toronto, ON MLS® C13137140

Residential Freehold (Detached)

$8380000.0

6 +1 Beds
7 Baths
5000 + sq-ft

Impeccably conceived by its architect and interior designer owners and completed in 2024, this architecturally distinguished Forest Hill estate is now

29 Photos

134 Helendale Avenue, Toronto, ON , MLS #C13136802 , Image - 1

1.18 km from Oriole Parkway and Chaplin Crescent

134 Helendale Avenue Yonge-Eglinton, Toronto, ON MLS® C13136802

Residential Freehold (Detached)

$1599999.0

3 +1 Beds
3 Baths
1100-1500 sq-ft

Discover your dream home at 134 Helendale Ave! This stunning, newly renovated detached house blends modern luxury with family-friendly comfort, nestle

21 Photos

2020 Bathurst Street, Toronto, ON , MLS #C13062430 , Image - 1

1.83 km from Oriole Parkway and Chaplin Crescent

Unit-1810, 2020 Bathurst Street Humewood-Cedarvale, Toronto, ON MLS® C13062430

Residential Condo & Other (Condo Apartment)

$414999.0

1 Beds
1 Baths
0-499 sq-ft

The Forest Hill Condos is located in one of the most desirable and exclusive neighbourhoods inToronto. Experience luxury and convenience with this bea

3 Photos

349 St Clair Avenue W, Toronto, ON , MLS #C13058734 , Image - 1

1.71 km from Oriole Parkway and Chaplin Crescent

Unit-115, 349 St Clair Avenue W Casa Loma, Toronto, ON MLS® C13058734

Residential Condo & Other (Condo Apartment)

$1899000.0

2 Beds
4 Baths
1800-1999 sq-ft

Once in a while something arrives on the market that has everyone buzzing. This is THAT property. Welcome to this rare, tri-level home nestled against

Pre-Construction

1515 Pickering Parkway

1515 Pickering Parkway

1497-1525 Pickering Parkway, Pickering

From $399,990 - $706,990

Project Info

1 Building
571 Units
Condos

Property Mix

Studio(36)
1 Bed(451)
2 Bed(80)
3 Bed(2)

Developer:Sevoy Developments

30 Photos

500 St Clair Avenue W, Toronto, ON , MLS #C13048012 , Image - 1

2.03 km from Oriole Parkway and Chaplin Crescent

Unit-1607, 500 St Clair Avenue W Forest Hill South, Toronto, ON MLS® C13048012

Residential Condo & Other (Condo Apartment)

$849999.0

Price drop by 2.9%

2 Beds
2 Baths
900-999 sq-ft

Welcome to suite 1607, an exceptional and rarely available split-layout, two-bedroom, two-bathroom unit that effortlessly combines luxury and comfort.

40 Photos

240 Heath Street W, Toronto, ON , MLS #C13130632 , Image - 1

1.49 km from Oriole Parkway and Chaplin Crescent

Unit-1002, 240 Heath Street W Forest Hill South, Toronto, ON MLS® C13130632

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

28 Photos

317 Lonsdale Road, Toronto, ON , MLS #C13101940 , Image - 1

1.21 km from Oriole Parkway and Chaplin Crescent

Unit-1B, 317 Lonsdale Road Forest Hill South, Toronto, ON MLS® C13101940

Residential Condo & Other (Condo Apartment)

$1299000.0

1 +1 Beds
3 Baths
1800-1999 sq-ft

Sophisticated Living in the Heart of Forest Hill VillageWelcome to this beautifully renovated 1+1 bedroom home, nestled in one of Toronto's most covet

40 Photos

372 Briar Hill Avenue, Toronto, ON , MLS #C12798166 , Image - 1

1.64 km from Oriole Parkway and Chaplin Crescent

372 Briar Hill Avenue Lawrence Park South, Toronto, ON MLS® C12798166

Residential Freehold (Att/Row/Townhouse)

$2999000.0

3 Beds
4 Baths
2000-2500 sq-ft

The Briar on Avenue - Topaz. Where Classic Elegance Meets Modern Toronto Living.The Briar on Avenue is a celebration of timeless architecture and cont

Pre-Construction

Arbor West

Arbor West

10024 Mississauga Road, Brampton

From $559,990

Project Info

88 Buildings
204 Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Caivan

23 Photos

58 Orchard View Boulevard, Toronto, ON , MLS #C13128412 , Image - 1

1.14 km from Oriole Parkway and Chaplin Crescent

Unit-2009, 58 Orchard View Boulevard Yonge-Eglinton, Toronto, ON MLS® C13128412

Residential Condo & Other (Condo Apartment)

$689000.0

1 +1 Beds
2 Baths
700-799 sq-ft

Exceptional Value in the heart of Midtown! This bright and spacious 1-bedroom plus den unit at Neon Condos offers the perfect layout for the modern pr

30 Photos

24A Oxton Avenue, Toronto, ON , MLS #C13079154 , Image - 1

0.1 km from Oriole Parkway and Chaplin Crescent

24A Oxton Avenue Yonge-St. Clair, Toronto, ON MLS® C13079154

Residential Freehold (Semi-Detached )

$1850000.0

4 Beds
6 Baths
2000-2500 sq-ft

A striking 4-bedroom, 6-bathroom residence in coveted Chaplin Estates, backing directly onto the Beltline Trail. This contemporary home spans over 2,5

1 Photos

60 Berwick Avenue, Toronto, ON

0.79 km from Oriole Parkway and Chaplin Crescent

Unit-LC108, 60 Berwick Avenue Yonge-Eglinton, Toronto, ON MLS® C13013100

Residential Condo & Other (Locker)

$5000.0

0-499 sq-ft

1 Photos

60 Berwick Avenue, Toronto, ON

0.79 km from Oriole Parkway and Chaplin Crescent

Unit-P3-20, 60 Berwick Avenue Yonge-Eglinton, Toronto, ON MLS® C13012950

Residential Condo & Other (Parking Space)

$50000.0

Pre-Construction

Corktown Plaza

Corktown Plaza

221 John Street South, Hamilton

From $329,900

Project Info

2 Buildings
786 Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Slate Asset Management

34 Photos

31 Latimer Avenue, Toronto, ON , MLS #C13101042 , Image - 1

1.22 km from Oriole Parkway and Chaplin Crescent

31 Latimer Avenue Lawrence Park South, Toronto, ON MLS® C13101042

Residential Freehold (Detached)

$1999000.0

3 +1 Beds
4 Baths
1500-2000 sq-ft

Introducing 31 Latimer Avenue - a thoughtfully renovated 2-storey detached home offering 3+1 bedrooms and 4 bathrooms, set on a quiet, tree-lined stre

33 Photos

89 Dunfield Avenue, Toronto, ON , MLS #C13100556 , Image - 1

1.22 km from Oriole Parkway and Chaplin Crescent

Unit-2601, 89 Dunfield Avenue Mount Pleasant West, Toronto, ON MLS® C13100556

Residential Condo & Other (Condo Apartment)

$569900.0

1 +1 Beds
1 Baths
600-699 sq-ft

Welcome To The Luxury Madison Condo At Yonge & Eglinton-Prime Midtown Location! Bright 1 Bedroom + Den Suite Offering 623 Sq Ft Of Functional Living S

46 Photos

14 Kilbarry Road, Toronto, ON , MLS #C12876582 , Image - 1

0.3 km from Oriole Parkway and Chaplin Crescent

14 Kilbarry Road Yonge-St. Clair, Toronto, ON MLS® C12876582

Residential Freehold (Duplex)

$2095000.0

4 +2 Beds
3 Baths
2500-3000 sq-ft

Outstanding two-storey detached home in the highly desirable Deer Park neighbourhood. The property currently comprises three self-contained apartments

21 Photos

60 St Clair Avenue W, Toronto, ON , MLS #C13077320 , Image - 1

1.23 km from Oriole Parkway and Chaplin Crescent

Unit-202, 60 St Clair Avenue W Yonge-St. Clair, Toronto, ON MLS® C13077320

Residential Condo & Other (Condo Apartment)

$639000.0

2 Beds
1 Baths
700-799 sq-ft

Top 5 Reasons to Buy This Condo. 1. Exceptional Value. One of the best-priced 2-bedroom Corner suites in Yonge & St. Clair-provides Strong value in a

Pre-Construction

Lily at Crosstown

Lily at Crosstown

844 Don Mills Road, North York, Toronto

From $573,990 - $1,358,990

Project Info

2 Buildings
220 Units
Condos

Property Mix

Studio(2)
1 Bed(95)
2 Bed(79)
3 Bed(44)

Developer:Aspen Ridge Homes

48 Photos

221 Dunvegan Road, Toronto, ON , MLS #C13109682 , Image - 1

0.67 km from Oriole Parkway and Chaplin Crescent

221 Dunvegan Road Forest Hill South, Toronto, ON MLS® C13109682

Residential Freehold (Detached)

$13999000.0

6 +1 Beds
8 Baths
5000 + sq-ft

Introducing 221 Dunvegan Road, an extraordinary Forest Hill residence that captures the essence of modern luxury. Crafted to an exceptional standard b

24 Photos

15 Strathallan Boulevard, Toronto, ON , MLS #C13100238 , Image - 1

2.01 km from Oriole Parkway and Chaplin Crescent

15 Strathallan Boulevard Lawrence Park South, Toronto, ON MLS® C13100238

Residential Freehold (Detached)

$2599000.0

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

Exquisitely redesigned and renovated in 2020, this classic residence in prestigious Lytton Park offers elegant living spaces, refined architectural de

Open House : Sun May 17, 01:00 PM to 03:00 PM

7 Photos

117 Broadway Avenue, Toronto, ON , MLS #C12951722 , Image - 1

1.63 km from Oriole Parkway and Chaplin Crescent

117 Broadway Avenue Mount Pleasant West, Toronto, ON MLS® C12951722

Residential Condo & Other (Condo Apartment)

$416500.0

Price drop by 2.9%

1 Beds
1 Baths
500-599 sq-ft

Luxury Living with Unmatched Connectivity. Positioned at the heart of midtown, just steps from Eglington Subway Station and the new CrosstownLRT, Line

10 Photos

149 Farnham Avenue, Toronto, ON , MLS #C13105402 , Image - 1

1.64 km from Oriole Parkway and Chaplin Crescent

149 Farnham Avenue Yonge-St. Clair, Toronto, ON MLS® C13105402

Residential Freehold (Detached)

$6785000.0

4 Beds
5 Baths
3500-5000 sq-ft

New Summerhill Upscale Detached Home To Be Built. Ready For Summer Of 2027. Lands Can Be Purchased With 147 Farnham Ave If One Wishes To Enjoy The Cur

Pre-Construction

The Clove Condos

The Clove Condos

2 East Mall Cres, Toronto

From $440,990

Project Info

1 Building
606 Units
Condos

Property Mix

Studio(32)
1 Bed(379)
2 Bed(127)
3 Bed(68)

Developer:Mattamy Homes, QuadReal Property Group

49 Photos

116 Briar Hill Avenue, Toronto, ON , MLS #C13047320 , Image - 1

1.69 km from Oriole Parkway and Chaplin Crescent

116 Briar Hill Avenue Lawrence Park South, Toronto, ON MLS® C13047320

Residential Freehold (Detached)

$2795000.0

4 Beds
5 Baths
2000-2500 sq-ft

The experience begins on arrival with a heated driveway, followed by 12+ foot ceilings, skylights, and a raised, light-filled living space that set th

9 Photos

147 Farnham Avenue, Toronto, ON , MLS #C13102948 , Image - 1

1.64 km from Oriole Parkway and Chaplin Crescent

147 Farnham Avenue Yonge-St. Clair, Toronto, ON MLS® C13102948

Residential Freehold (Detached)

$2445000.0

6 Beds
4 Baths
3500-5000 sq-ft

Summerhill Residential Building Lot - City Approved Plans For A Three Storey Home. A Seldom Occurrence In This Coveted Neighbourhood. To Be Severed Fr

18 Photos

195 Redpath Avenue, Toronto, ON , MLS #C12971940 , Image - 1

1.59 km from Oriole Parkway and Chaplin Crescent

Unit-3501, 195 Redpath Avenue Mount Pleasant West, Toronto, ON MLS® C12971940

Residential Condo & Other (Condo Apartment)

$479000.0

1 +1 Beds
1 Baths
500-599 sq-ft

*VIRTUALLY STAGED** Just leased at $2,100/month - an excellent turnkey investment opportunity with immediate cash flow. Investor showings still welcom

26 Photos

260 Merton Street, Toronto, ON , MLS #C13063580 , Image - 1

1.2 km from Oriole Parkway and Chaplin Crescent

Unit-508, 260 Merton Street Mount Pleasant West, Toronto, ON MLS® C13063580

Residential Condo & Other (Condo Apartment)

$599900.0

1 +1 Beds
1 Baths
700-799 sq-ft

This beautifully updated 725 sq. ft. suite offers the perfect blend of function and style. Need a home office or a second bedroom? The spacious den fe

Pre-Construction

The Laurels

The Laurels

6100 Regional Road 25, Milton

From $506,990 - $795,990

Project Info

7 Buildings
1768 Units
Condos

Property Mix

1 Bed(1425)
2 Bed(343)

Developer:Mattamy Homes

36 Photos

5 Soudan Avenue, Toronto, ON , MLS #C13101954 , Image - 1

0.86 km from Oriole Parkway and Chaplin Crescent

Unit-703, 5 Soudan Avenue Mount Pleasant West, Toronto, ON MLS® C13101954

Residential Condo & Other (Condo Apartment)

$640000.0

1 +1 Beds
2 Baths
500-599 sq-ft

Welcome home to the newest and most connected: Art Shoppe Condos. The grandeur lobby has top class amenities, great functional layouts, and a fantasti

32 Photos

98 Lillian Street, Toronto, ON , MLS #C12853516 , Image - 1

1.26 km from Oriole Parkway and Chaplin Crescent

Unit-3016, 98 Lillian Street Mount Pleasant West, Toronto, ON MLS® C12853516

Residential Condo & Other (Condo Apartment)

$595000.0

1 +1 Beds
1 Baths
600-699 sq-ft

Introducing Suite 3016 @ The Madison - Premier residence in the vibrant Yonge & Eglinton neighbourhood. a high-floor residence offering sweeping easte

22 Photos

88 Broadway Avenue, Toronto, ON , MLS #C12980604 , Image - 1

1.62 km from Oriole Parkway and Chaplin Crescent

Unit-PH5, 88 Broadway Avenue Mount Pleasant West, Toronto, ON MLS® C12980604

Residential Condo & Other (Condo Apartment)

$698000.0

Price drop by 11.5%

2 Beds
2 Baths
900-999 sq-ft

Welcome to Penthouse 5 at 88 Broadway - Priced to Sell! Experience elevated living in this rare corner penthouse, where luxury meets an unbeatable Mi

32 Photos

19 Vesta Drive, Toronto, ON , MLS #C13036918 , Image - 1

1.29 km from Oriole Parkway and Chaplin Crescent

19 Vesta Drive Forest Hill South, Toronto, ON MLS® C13036918

Residential Freehold (Detached)

$5995000.0

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

Welcome to Toronto's most prestigious neighbourhoods, where timeless elegance and modern sophistication come together in this architectural masterpiec

Pre-Construction

The Rebecca Condos

The Rebecca Condos

71 Rebecca Street, Hamilton

From $528,990 - $709,990

Project Info

1 Building
477 Units
Condos

Property Mix

Floorplans coming soon

Developer:Rosehaven Homes, Melrose Investments

23 Photos

70 Montclair Avenue W, Toronto, ON , MLS #C12339798 , Image - 1

1.42 km from Oriole Parkway and Chaplin Crescent

Unit-203, 70 Montclair Avenue W Forest Hill South, Toronto, ON MLS® C12339798

Residential Condo & Other (Condo Apartment)

$1248000.0

3 +1 Beds
2 Baths
1600-1799 sq-ft

The Majestic Montclair Is Fit For A Royal! Rarely available 3 bedroom unit plus den in a coveted boutique building in stately Forest Hill Village! Ove

23 Photos

20 Glebe Road W, Toronto, ON , MLS #C13084678 , Image - 1

0.55 km from Oriole Parkway and Chaplin Crescent

Unit-10, 20 Glebe Road W Yonge-Eglinton, Toronto, ON MLS® C13084678

Residential Condo & Other (Condo Apartment)

$799000.0

2 Beds
2 Baths
1200-1399 sq-ft

SPACIOUS 2+1 CONDO UNIT LOCATIED IN POPULAR YONGE/EGLINTON CORRIDOR. ONLY 22 SUITES IN CHAPLIN ESTATES. THIS UNIT OFFERS 2 B/RS, A DEN AND AN OPEN CON

Shortlisted Properties

Error

Maximum 4 project can be compared at one go.

Map View

List View

210 Glenayr Road, Toronto, ON , MLS #C13137140 , Image - 1

210 Glenayr Road

Forest Hill South, Toronto, ON

$8380000.0

134 Helendale Avenue, Toronto, ON , MLS #C13136802 , Image - 1

134 Helendale Avenue

Yonge-Eglinton, Toronto, ON

$1599999.0

2020 Bathurst Street, Toronto, ON , MLS #C13062430 , Image - 1

2020 Bathurst Street

Humewood-Cedarvale, Toronto, ON

$414999.0

349 St Clair Avenue W, Toronto, ON , MLS #C13058734 , Image - 1

349 St Clair Avenue W

Casa Loma, Toronto, ON

$1899000.0

500 St Clair Avenue W, Toronto, ON , MLS #C13048012 , Image - 1

500 St Clair Avenue W

Forest Hill South, Toronto, ON

$849999.0

240 Heath Street W, Toronto, ON , MLS #C13130632 , Image - 1

240 Heath Street W

Forest Hill South, Toronto, ON

$2279900.0

317 Lonsdale Road, Toronto, ON , MLS #C13101940 , Image - 1

317 Lonsdale Road

Forest Hill South, Toronto, ON

$1299000.0

372 Briar Hill Avenue, Toronto, ON , MLS #C12798166 , Image - 1

372 Briar Hill Avenue

Lawrence Park South, Toronto, ON

$2999000.0

58 Orchard View Boulevard, Toronto, ON , MLS #C13128412 , Image - 1

58 Orchard View Boulevard

Yonge-Eglinton, Toronto, ON

$689000.0

24A Oxton Avenue, Toronto, ON , MLS #C13079154 , Image - 1

24A Oxton Avenue

Yonge-St. Clair, Toronto, ON

$1850000.0

60 Berwick Avenue, Toronto, ON , MLS #C13013100 , Image - 1

60 Berwick Avenue

Yonge-Eglinton, Toronto, ON

$5000.0

60 Berwick Avenue, Toronto, ON , MLS #C13012950 , Image - 1

60 Berwick Avenue

Yonge-Eglinton, Toronto, ON

$50000.0

31 Latimer Avenue, Toronto, ON , MLS #C13101042 , Image - 1

31 Latimer Avenue

Lawrence Park South, Toronto, ON

$1999000.0

89 Dunfield Avenue, Toronto, ON , MLS #C13100556 , Image - 1

89 Dunfield Avenue

Mount Pleasant West, Toronto, ON

$569900.0

14 Kilbarry Road, Toronto, ON , MLS #C12876582 , Image - 1

14 Kilbarry Road

Yonge-St. Clair, Toronto, ON

$2095000.0

60 St Clair Avenue W, Toronto, ON , MLS #C13077320 , Image - 1

60 St Clair Avenue W

Yonge-St. Clair, Toronto, ON

$639000.0

221 Dunvegan Road, Toronto, ON , MLS #C13109682 , Image - 1

221 Dunvegan Road

Forest Hill South, Toronto, ON

$13999000.0

15 Strathallan Boulevard, Toronto, ON , MLS #C13100238 , Image - 1

15 Strathallan Boulevard

Lawrence Park South, Toronto, ON

$2599000.0

117 Broadway Avenue, Toronto, ON , MLS #C12951722 , Image - 1

117 Broadway Avenue

Mount Pleasant West, Toronto, ON

$416500.0

149 Farnham Avenue, Toronto, ON , MLS #C13105402 , Image - 1

149 Farnham Avenue

Yonge-St. Clair, Toronto, ON

$6785000.0

116 Briar Hill Avenue, Toronto, ON , MLS #C13047320 , Image - 1

116 Briar Hill Avenue

Lawrence Park South, Toronto, ON

$2795000.0

147 Farnham Avenue, Toronto, ON , MLS #C13102948 , Image - 1

147 Farnham Avenue

Yonge-St. Clair, Toronto, ON

$2445000.0

195 Redpath Avenue, Toronto, ON , MLS #C12971940 , Image - 1

195 Redpath Avenue

Mount Pleasant West, Toronto, ON

$479000.0

260 Merton Street, Toronto, ON , MLS #C13063580 , Image - 1

260 Merton Street

Mount Pleasant West, Toronto, ON

$599900.0

5 Soudan Avenue, Toronto, ON , MLS #C13101954 , Image - 1

5 Soudan Avenue

Mount Pleasant West, Toronto, ON

$640000.0

98 Lillian Street, Toronto, ON , MLS #C12853516 , Image - 1

98 Lillian Street

Mount Pleasant West, Toronto, ON

$595000.0

88 Broadway Avenue, Toronto, ON , MLS #C12980604 , Image - 1

88 Broadway Avenue

Mount Pleasant West, Toronto, ON

$698000.0

19 Vesta Drive, Toronto, ON , MLS #C13036918 , Image - 1

19 Vesta Drive

Forest Hill South, Toronto, ON

$5995000.0

70 Montclair Avenue W, Toronto, ON , MLS #C12339798 , Image - 1

70 Montclair Avenue W

Forest Hill South, Toronto, ON

$1248000.0

20 Glebe Road W, Toronto, ON , MLS #C13084678 , Image - 1

20 Glebe Road W

Yonge-Eglinton, Toronto, ON

$799000.0

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