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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: February 13, 2026

35 Photos

25 Holly Street, Toronto, ON , MLS #C12781830 , Image - 1

1.06 km from Oriole Parkway and Chaplin Crescent

Unit-703, 25 Holly Street Mount Pleasant West, Toronto, ON MLS® C12781830

Residential Condo & Other (Condo Apartment)

$549000.0

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

Welcome to the two-year-old Plaza Condo in the heart of Midtown Toronto. This spacious 1 bedroom + den (ideal for a home office or guest room), 2-bath

41 Photos

9 Lynwood Avenue, Toronto, ON , MLS #C12754966 , Image - 1

1.4 km from Oriole Parkway and Chaplin Crescent

9 Lynwood Avenue Casa Loma, Toronto, ON MLS® C12754966

Residential Freehold (Detached)

$3999000.0

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

Imagine coming home every day to this classic red brick Toronto home w/ phenomenal street presence where timeless design meets modern family living. A

Open House : Sat Feb 14, 11:00 AM to 01:00 PM

33 Photos

12 Highland Crescent, Toronto, ON , MLS #C12776932 , Image - 1

2.28 km from Oriole Parkway and Chaplin Crescent

12 Highland Crescent Rosedale-Moore Park, Toronto, ON MLS® C12776932

Residential Freehold (Detached)

$5295000.0

6 Beds
5 Baths
3500-5000 sq-ft

Nestled in the heart of North Rosedale, this exquisitely renovated 6-bedroom residence offers a sophisticated Scandi-chic sanctuary where family life

Open House : Sat Feb 14, 02:00 PM to 04:00 PM

50 Photos

353 Briar Hill Avenue, Toronto, ON , MLS #C12738268 , Image - 1

1.6 km from Oriole Parkway and Chaplin Crescent

353 Briar Hill Avenue Yonge-Eglinton, Toronto, ON MLS® C12738268

Residential Freehold (Detached)

$2495000.0

3 +1 Beds
4 Baths
2000-2500 sq-ft

Behind its striking Old English Tudor-inspired façade, one will find a top-to-bottom total renovation back to the studs, including three-storey additi

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

28 Photos

150 Farnham Avenue, Toronto, ON , MLS #C12774442 , Image - 1

1.58 km from Oriole Parkway and Chaplin Crescent

Unit-406, 150 Farnham Avenue Yonge-St. Clair, Toronto, ON MLS® C12774442

Residential Condo & Other (Condo Apartment)

$539900.0

1 Beds
1 Baths
600-699 sq-ft

Welcome to The Dorchester, a rare opportunity to own a true piece of Toronto architectural history. This classic 1940 Art Deco building is quietly tuc

47 Photos

5 Braemar Avenue, Toronto, ON , MLS #C12695262 , Image - 1

0.4 km from Oriole Parkway and Chaplin Crescent

5 Braemar Avenue Yonge-Eglinton, Toronto, ON MLS® C12695262

Residential Freehold (Detached)

$4395000.0

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

Welcome To The Most Spectacular Residence In North Forest Hill. An Architectural Masterpiece Designed By Richard Wengle, 5 Braemar Delivers 4+1 Bedroo

49 Photos

116 Briar Hill Avenue, Toronto, ON , MLS #C12736094 , Image - 1

1.69 km from Oriole Parkway and Chaplin Crescent

116 Briar Hill Avenue Lawrence Park South, Toronto, ON MLS® C12736094

Residential Freehold (Detached)

$2995000.0

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

49 Photos

290 Russell Hill Road, Toronto, ON , MLS #C12756928 , Image - 1

1.41 km from Oriole Parkway and Chaplin Crescent

290 Russell Hill Road Casa Loma, Toronto, ON MLS® C12756928

Residential Freehold (Detached)

$6095000.0

6 +1 Beds
7 Baths
5000 + sq-ft

Situated in one of Toronto's most sought-after neighbourhoods, this custom-built, three-story home offers over 6,700 sqft of luxurious living space th

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

49 Photos

615 Briar Hill Avenue, Toronto, ON , MLS #C12748036 , Image - 1

1.97 km from Oriole Parkway and Chaplin Crescent

615 Briar Hill Avenue Forest Hill North, Toronto, ON MLS® C12748036

Residential Freehold (Detached)

$6750000.0

6 +1 Beds
8 Baths
3500-5000 sq-ft

This exceptional 6-bed, 8-bath custom home showcases a meticulous level of craftsmanship and design, where every detail has been thoughtfully consider

21 Photos

2181 Yonge Street, Toronto, ON , MLS #C12764782 , Image - 1

0.94 km from Oriole Parkway and Chaplin Crescent

Unit-1503, 2181 Yonge Street Mount Pleasant West, Toronto, ON MLS® C12764782

Residential Condo & Other (Condo Apartment)

$499900.0

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

Great Opportunity to Own a Prestigious Quantum South Tower Condo Unit Built By Minto, Conveniently Located Near the Yonge & Eglinton Intersection, Fea

5 Photos

205 Heath Street W, Toronto, ON , MLS #C12642522 , Image - 1

1.4 km from Oriole Parkway and Chaplin Crescent

205 Heath Street W Casa Loma, Toronto, ON MLS® C12642522

Residential Freehold (Detached)

$5990000.0

4 Beds
3 Baths
5000 + sq-ft

Builder's dream Lot! 72x152' South facing lot located in One of the City's most affluent & sought after Neighbourhoods. Permits and plans fully approv

39 Photos

70 Roehampton Avenue, Toronto, ON , MLS #C12722644 , Image - 1

1.35 km from Oriole Parkway and Chaplin Crescent

Unit-1122, 70 Roehampton Avenue Mount Pleasant West, Toronto, ON MLS® C12722644

Residential Condo & Other (Condo Apartment)

$919000.0

2 Beds
2 Baths
900-999 sq-ft

A Show-Stopping Luxury Suite in the Heart of Yonge & Eglinton!!! Step into refined urban living with this fully renovated, custom-designed residence,

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

33 Photos

202 Forest Hill Road, Toronto, ON , MLS #C12767218 , Image - 1

0.46 km from Oriole Parkway and Chaplin Crescent

202 Forest Hill Road Forest Hill South, Toronto, ON MLS® C12767218

Residential Freehold (Detached)

$5295000.0

5 Beds
5 Baths
2500-3000 sq-ft

Build your dream home in Prime Forest Hill on this serene 40 By 190 Foot Lot. Comfortable family home with 5 BedroomsAnd 5 Bathrooms. Private Drive wi

27 Photos

9 Gange Avenue, Toronto, ON , MLS #C12758154 , Image - 1

2.08 km from Oriole Parkway and Chaplin Crescent

9 Gange Avenue Yonge-St. Clair, Toronto, ON MLS® C12758154

Residential Freehold (Semi-Detached )

$1889000.0

3 Beds
3 Baths
1500-2000 sq-ft

In the Heart of Summerhill, a Refined Urban Sanctuary Awaits at 9 Gange Avenue.Set on a quiet, dead-end street rarely found in the city, this beautifu

18 Photos

195 Redpath Avenue, Toronto, ON , MLS #C12479260 , Image - 1

1.59 km from Oriole Parkway and Chaplin Crescent

Unit-3501, 195 Redpath Avenue Mount Pleasant West, Toronto, ON MLS® C12479260

Residential Condo & Other (Condo Apartment)

$478888.0

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

Welcome To Citylights On Broadway South Tower. Architecturally Stunning, Professionally Designed Amenities, Craftsmanship & Breathtaking Interior Desi

23 Photos

58 Orchard View Boulevard, Toronto, ON , MLS #C12765446 , Image - 1

1.14 km from Oriole Parkway and Chaplin Crescent

Unit-2009, 58 Orchard View Boulevard Yonge-Eglinton, Toronto, ON MLS® C12765446

Residential Condo & Other (Condo Apartment)

$689000.0

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

Exceptional opportunity to own in one of Midtown's most highly sought after buildings. Welcome to Neon Condos! This bright and well-appointed 1+den, w

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

45 Photos

342 Spadina Road, Toronto, ON , MLS #C12655918 , Image - 1

1.04 km from Oriole Parkway and Chaplin Crescent

Unit-405, 342 Spadina Road Forest Hill South, Toronto, ON MLS® C12655918

Residential Condo & Other (Condo Apartment)

$3075000.0

Price drop by 3.9%

2 +1 Beds
2 Baths
2500-2749 sq-ft

Welcome to Suite 405 at 342 Spadina Road, where luxury and comfort meet in the heart of Forest Hill South. This exquisite 2,534 sq. ft. condo includin

40 Photos

188 Eglinton Avenue E, Toronto, ON , MLS #C12485227 , Image - 1

1.43 km from Oriole Parkway and Chaplin Crescent

Unit-306, 188 Eglinton Avenue E Mount Pleasant West, Toronto, ON MLS® C12485227

Residential Condo & Other (Condo Apartment)

$913000.0

2 Beds
2 Baths
1000-1199 sq-ft

BEST VALUE @ YONGE/EG! Rare Reno'd loft conversion! 1032 SF of cool, w/fully enclosed 2nd bed, alcove kitchen, wall to wall windows, 11' ceilings, pol

10 Photos

8 Eglinton Avenue E, Toronto, ON , MLS #C12096328 , Image - 1

1.12 km from Oriole Parkway and Chaplin Crescent

Unit-1503, 8 Eglinton Avenue E Mount Pleasant West, Toronto, ON MLS® C12096328

Residential Condo & Other (Condo Apartment)

$469000.0

Price drop by 14.6%

1 Beds
1 Baths
0-499 sq-ft

One bdrm & One full bath in the amazing, upscale 8 Eglinton E. Amazing 80 Sq ft terrace. Stunning views. Incredible building amenities incl indoor poo

6 Photos

8 Eglinton Avenue E, Toronto, ON , MLS #C12096360 , Image - 1

1.12 km from Oriole Parkway and Chaplin Crescent

Unit-2003, 8 Eglinton Avenue E Mount Pleasant West, Toronto, ON MLS® C12096360

Residential Condo & Other (Condo Apartment)

$469000.0

Price drop by 14.6%

1 Beds
1 Baths
0-499 sq-ft

One bdrm & One full bath in the amazing, upscale 8 Eglinton E. Amazing 80 Sq ft terrace. Stunning views. Incredible building amenities incl indoor poo

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

3 Photos

8 Eglinton Avenue E, Toronto, ON , MLS #C12569686 , Image - 1

1.12 km from Oriole Parkway and Chaplin Crescent

Unit-1102, 8 Eglinton Avenue E Mount Pleasant West, Toronto, ON MLS® C12569686

Residential Condo & Other (Condo Apartment)

$719000.0

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

Bright, Spacious, Southwest Facing, Rare Unobstructed View, 2 large bedrooms +den, which can be a home office, and 2 full baths in the amazing upscale

21 Photos

30 Roehampton Avenue, Toronto, ON , MLS #C12751820 , Image - 1

1.27 km from Oriole Parkway and Chaplin Crescent

Unit-2011, 30 Roehampton Avenue Mount Pleasant East, Toronto, ON MLS® C12751820

Residential Condo & Other (Condo Apartment)

$525000.0

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

Bright and spacious 1+Den suite with beautiful south-facing views on a high floor at the prestigious Minto 30 Roe! The separate den can easily serve a

33 Photos

6 Parkwood Avenue, Toronto, ON , MLS #C12670742 , Image - 1

1.52 km from Oriole Parkway and Chaplin Crescent

Unit-TH107, 6 Parkwood Avenue Casa Loma, Toronto, ON MLS® C12670742

Residential Condo & Other (Condo Apartment)

$1398000.0

2 +1 Beds
3 Baths
1200-1399 sq-ft

Welcome To This Exceptional 2-storey Townhouse At The Code Condos, Located In The Heart Of Prestigious Forest Hill South Neighbourhood, An Exclusive L

21 Photos

60 St Clair Avenue W, Toronto, ON , MLS #C12757038 , Image - 1

1.23 km from Oriole Parkway and Chaplin Crescent

Unit-202, 60 St Clair Avenue W Yonge-St. Clair, Toronto, ON MLS® C12757038

Residential Condo & Other (Condo Apartment)

$599000.0

2 Beds
1 Baths
700-799 sq-ft

Welcome to a boutique building in the highly sought-after Yonge and St Clair neighbourhood. Bring your pickiest clients to this completely renovated m

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

25 Photos

2020 Bathurst Street, Toronto, ON , MLS #C12616922 , Image - 1

1.83 km from Oriole Parkway and Chaplin Crescent

Unit-331, 2020 Bathurst Street Humewood-Cedarvale, Toronto, ON MLS® C12616922

Residential Condo & Other (Condo Apartment)

$429000.0

Price drop by 16.7%

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

This stunning 1-bed plus den, 1-bath condo in the new Forest Hill Condominiums by Centre court Developments offers top-of-the-line luxury finishes and

49 Photos

151 Dewbourne Avenue, Toronto, ON , MLS #C12756136 , Image - 1

2.2 km from Oriole Parkway and Chaplin Crescent

151 Dewbourne Avenue Humewood-Cedarvale, Toronto, ON MLS® C12756136

Residential Freehold (Detached)

$3333000.0

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

A rare opportunity to own a stunning 3-storey residence redefining luxury living. This meticulously designed 4,600+ sq ft family estate features a pri

28 Photos

5 Soudan Avenue, Toronto, ON , MLS #C12756354 , Image - 1

0.86 km from Oriole Parkway and Chaplin Crescent

Unit-716, 5 Soudan Avenue Mount Pleasant West, Toronto, ON MLS® C12756354

Residential Condo & Other (Condo Apartment)

$948000.0

2 Beds
2 Baths
900-999 sq-ft

Welcome To The Art Shoppe Condos In The Heart Of Yonge & Eglinton! This iconic building is just steps from the Subway and future LRT. Don't Need To Le

26 Photos

68 Merton Street, Toronto, ON , MLS #C12713742 , Image - 1

0.76 km from Oriole Parkway and Chaplin Crescent

Unit-610, 68 Merton Street Mount Pleasant West, Toronto, ON MLS® C12713742

Residential Condo & Other (Condo Apartment)

$525000.0

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

Modern, Freshly Updated 1 Bedroom + Den In The Heart Of Midtown Toronto! Welcome To This Bright And Stylish Suite At 68 Merton St., Newly Refreshed Wi

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

46 Photos

40 Hoyle Avenue, Toronto, ON , MLS #C12715944 , Image - 1

2.3 km from Oriole Parkway and Chaplin Crescent

40 Hoyle Avenue Mount Pleasant East, Toronto, ON MLS® C12715944

Residential Freehold (Detached)

$3500000.0

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

Welcome to 40 Hoyle Avenue - a striking, modern detached home nestled in the heart of coveted Mount Pleasant East. Designed with discerning taste and

39 Photos

1 Benvenuto Place, Toronto, ON , MLS #C12732972 , Image - 1

1.85 km from Oriole Parkway and Chaplin Crescent

Unit-129, 1 Benvenuto Place Casa Loma, Toronto, ON MLS® C12732972

Residential Condo & Other (Condo Apartment)

$799000.0

1 +1 Beds
1 Baths
900-999 sq-ft

Sophisticated and serene main-level suite in the emblamatic Benvenuto. This beautifully redesigned 1-bedroom plus den residence offers 956 sq. ft. of

Shortlisted Properties

Error

Maximum 4 project can be compared at one go.

Map View

List View

25 Holly Street, Toronto, ON , MLS #C12781830 , Image - 1

25 Holly Street

Mount Pleasant West, Toronto, ON

$549000.0

9 Lynwood Avenue, Toronto, ON , MLS #C12754966 , Image - 1

9 Lynwood Avenue

Casa Loma, Toronto, ON

$3999000.0

12 Highland Crescent, Toronto, ON , MLS #C12776932 , Image - 1

12 Highland Crescent

Rosedale-Moore Park, Toronto, ON

$5295000.0

353 Briar Hill Avenue, Toronto, ON , MLS #C12738268 , Image - 1

353 Briar Hill Avenue

Yonge-Eglinton, Toronto, ON

$2495000.0

150 Farnham Avenue, Toronto, ON , MLS #C12774442 , Image - 1

150 Farnham Avenue

Yonge-St. Clair, Toronto, ON

$539900.0

5 Braemar Avenue, Toronto, ON , MLS #C12695262 , Image - 1

5 Braemar Avenue

Yonge-Eglinton, Toronto, ON

$4395000.0

116 Briar Hill Avenue, Toronto, ON , MLS #C12736094 , Image - 1

116 Briar Hill Avenue

Lawrence Park South, Toronto, ON

$2995000.0

290 Russell Hill Road, Toronto, ON , MLS #C12756928 , Image - 1

290 Russell Hill Road

Casa Loma, Toronto, ON

$6095000.0

615 Briar Hill Avenue, Toronto, ON , MLS #C12748036 , Image - 1

615 Briar Hill Avenue

Forest Hill North, Toronto, ON

$6750000.0

2181 Yonge Street, Toronto, ON , MLS #C12764782 , Image - 1

2181 Yonge Street

Mount Pleasant West, Toronto, ON

$499900.0

205 Heath Street W, Toronto, ON , MLS #C12642522 , Image - 1

205 Heath Street W

Casa Loma, Toronto, ON

$5990000.0

70 Roehampton Avenue, Toronto, ON , MLS #C12722644 , Image - 1

70 Roehampton Avenue

Mount Pleasant West, Toronto, ON

$919000.0

202 Forest Hill Road, Toronto, ON , MLS #C12767218 , Image - 1

202 Forest Hill Road

Forest Hill South, Toronto, ON

$5295000.0

9 Gange Avenue, Toronto, ON , MLS #C12758154 , Image - 1

9 Gange Avenue

Yonge-St. Clair, Toronto, ON

$1889000.0

195 Redpath Avenue, Toronto, ON , MLS #C12479260 , Image - 1

195 Redpath Avenue

Mount Pleasant West, Toronto, ON

$478888.0

58 Orchard View Boulevard, Toronto, ON , MLS #C12765446 , Image - 1

58 Orchard View Boulevard

Yonge-Eglinton, Toronto, ON

$689000.0

342 Spadina Road, Toronto, ON , MLS #C12655918 , Image - 1

342 Spadina Road

Forest Hill South, Toronto, ON

$3075000.0

188 Eglinton Avenue E, Toronto, ON , MLS #C12485227 , Image - 1

188 Eglinton Avenue E

Mount Pleasant West, Toronto, ON

$913000.0

8 Eglinton Avenue E, Toronto, ON , MLS #C12096328 , Image - 1

8 Eglinton Avenue E

Mount Pleasant West, Toronto, ON

$469000.0

8 Eglinton Avenue E, Toronto, ON , MLS #C12096360 , Image - 1

8 Eglinton Avenue E

Mount Pleasant West, Toronto, ON

$469000.0

8 Eglinton Avenue E, Toronto, ON , MLS #C12569686 , Image - 1

8 Eglinton Avenue E

Mount Pleasant West, Toronto, ON

$719000.0

30 Roehampton Avenue, Toronto, ON , MLS #C12751820 , Image - 1

30 Roehampton Avenue

Mount Pleasant East, Toronto, ON

$525000.0

6 Parkwood Avenue, Toronto, ON , MLS #C12670742 , Image - 1

6 Parkwood Avenue

Casa Loma, Toronto, ON

$1398000.0

60 St Clair Avenue W, Toronto, ON , MLS #C12757038 , Image - 1

60 St Clair Avenue W

Yonge-St. Clair, Toronto, ON

$599000.0

2020 Bathurst Street, Toronto, ON , MLS #C12616922 , Image - 1

2020 Bathurst Street

Humewood-Cedarvale, Toronto, ON

$429000.0

151 Dewbourne Avenue, Toronto, ON , MLS #C12756136 , Image - 1

151 Dewbourne Avenue

Humewood-Cedarvale, Toronto, ON

$3333000.0

5 Soudan Avenue, Toronto, ON , MLS #C12756354 , Image - 1

5 Soudan Avenue

Mount Pleasant West, Toronto, ON

$948000.0

68 Merton Street, Toronto, ON , MLS #C12713742 , Image - 1

68 Merton Street

Mount Pleasant West, Toronto, ON

$525000.0

40 Hoyle Avenue, Toronto, ON , MLS #C12715944 , Image - 1

40 Hoyle Avenue

Mount Pleasant East, Toronto, ON

$3500000.0

1 Benvenuto Place, Toronto, ON , MLS #C12732972 , Image - 1

1 Benvenuto Place

Casa Loma, Toronto, ON

$799000.0

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