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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: October 01, 2026

44 Photos

69 Walmsley Boulevard, Toronto, ON , MLS #C13851920 , Image - 1

0.69 km from Oriole Parkway and Chaplin Crescent

69 Walmsley Boulevard Yonge-St. Clair, Toronto, ON MLS® C13851920

Residential Freehold (Detached)

$2495000.0

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

Coveted Deer Park - Large 2 1/2 storey detached residence offering exceptional space, privacy, and timeless appeal in the heart of Yonge & St. Clair.

36 Photos

5 Soudan Avenue, Toronto, ON , MLS #C13852188 , Image - 1

0.86 km from Oriole Parkway and Chaplin Crescent

Unit-703, 5 Soudan Avenue Mount Pleasant West, Toronto, ON MLS® C13852188

Residential Condo & Other (Condo Apartment)

$589000.0

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

Welcome to the Art Shoppe Condos. Designed by Karl Lagerfield, you have luxurious living with 5 Star Amenities. Gorgeous, grandeur functional layouts

31 Photos

35 Merton Street, Toronto, ON , MLS #C13851540 , Image - 1

0.7 km from Oriole Parkway and Chaplin Crescent

Unit-1705, 35 Merton Street Mount Pleasant West, Toronto, ON MLS® C13851540

Residential Condo & Other (Condo Apartment)

$795000.0

2 Beds
2 Baths
900-999 sq-ft

Welcome to 35 Merton St, where you can enjoy sophisticated living and convenience in the Heart of Midtown - backing onto the Belt Line. This is a rare

50 Photos

69 Chaplin Crescent, Toronto, ON , MLS #C13850780 , Image - 1

0.23 km from Oriole Parkway and Chaplin Crescent

69 Chaplin Crescent Yonge-Eglinton, Toronto, ON MLS® C13850780

Residential Freehold (Detached)

$3195000.0

5 Beds
3 Baths
2000-2500 sq-ft

Welcome to 69 Chaplin Crescent, an exceptional detached residence offering a rare blend of timeless character, sophisticated updates and resort-inspir

Open House : Sat Oct 03, 01:00 PM to 03:00 PM

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

39 Photos

139 Merton Street, Toronto, ON , MLS #C13851134 , Image - 1

0.91 km from Oriole Parkway and Chaplin Crescent

Unit-448, 139 Merton Street Mount Pleasant West, Toronto, ON MLS® C13851134

Residential Condo & Other (Condo Apartment)

$984999.0

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

Welcome to The Metro Lofts - a boutique midtown gem in the heart of Davisville Village. This beautifully renovated two-storey loft offers 1,290 sq. ft

36 Photos

35 Merton Street, Toronto, ON , MLS #C13851234 , Image - 1

0.7 km from Oriole Parkway and Chaplin Crescent

Unit-211, 35 Merton Street Mount Pleasant West, Toronto, ON MLS® C13851234

Residential Condo & Other (Condo Apartment)

$650000.0

2 Beds
1 Baths
900-999 sq-ft

Just Listed! Very spacious XL condo with Parking and 2 lockers! Lower floor for quick access to incredible Midtown lifestyle! Next door to 5 mile Kay

27 Photos

609 Avenue Road, Toronto, ON , MLS #C13757166 , Image - 1

0.92 km from Oriole Parkway and Chaplin Crescent

Unit-301, 609 Avenue Road Yonge-St. Clair, Toronto, ON MLS® C13757166

Residential Condo & Other (Condo Apartment)

$599000.0

Price drop by 4.7%

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

Location! Location! Executive Boutique Building, 1 Bed+ Den & 2 Full Baths With A Balcony! Open Concept Kit W/ Built-In Appliances. Primary Br W/ Clos

32 Photos

266 Lonsdale Road, Toronto, ON , MLS #C13816220 , Image - 1

0.91 km from Oriole Parkway and Chaplin Crescent

266 Lonsdale Road Forest Hill South, Toronto, ON MLS® C13816220

Residential Freehold (Detached)

$4995000.0

4 Beds
5 Baths
3000-3500 sq-ft

266 Lonsdale Rd - the ultimate in Forest Hill family living! Imagine your children walking to UCC or BSS, meeting friends in the Village, walking to e

Open House : Sat Oct 03, 01:00 PM to 03:00 PM

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

48 Photos

87 College View Avenue, Toronto, ON , MLS #C13842586 , Image - 1

0.77 km from Oriole Parkway and Chaplin Crescent

87 College View Avenue Forest Hill South, Toronto, ON MLS® C13842586

Residential Freehold (Detached)

$7500000.0

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

Spectacular One-Year-New Contemporary 3-Storey Custom For The Bespoke Buyer. Architecturally Significant With Luxury Appointments & Design Seldom Seen

47 Photos

29 Maxwell Avenue, Toronto, ON , MLS #C13826136 , Image - 1

0.82 km from Oriole Parkway and Chaplin Crescent

29 Maxwell Avenue Yonge-Eglinton, Toronto, ON MLS® C13826136

Residential Freehold (Detached)

$2895000.0

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

Set on a quiet, family-friendly street in Chaplin Estates, 29 Maxwell Avenue is a move-in-ready four-bedroom newer home that blends classic character

46 Photos

106 Colin Avenue, Toronto, ON , MLS #C13779250 , Image - 1

0.52 km from Oriole Parkway and Chaplin Crescent

106 Colin Avenue Yonge-Eglinton, Toronto, ON MLS® C13779250

Residential Freehold (Detached)

$2295000.0

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to 106 Colin Avenue, a charming centre-hall home in the heart of highly desirable Chaplin Estates, offering beautifully proportioned living sp

Open House : Sun Oct 04, 01:00 PM to 03:00 PM

3 Photos

29 Highbourne Avenue, Toronto, ON , MLS #C13795756 , Image - 1

0.13 km from Oriole Parkway and Chaplin Crescent

29 Highbourne Avenue Yonge-St. Clair, Toronto, ON MLS® C13795756

Residential Freehold (Detached)

$1890000.0

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

An Unrivalled Real Estate Opportunity In Prestigious Forest Hill South, 29 Highbourne Rd Balances The British Influence Colonial Revival Architectural

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

23 Photos

20 Soudan Avenue, Toronto, ON , MLS #C13848750 , Image - 1

0.88 km from Oriole Parkway and Chaplin Crescent

Unit-1109, 20 Soudan Avenue Mount Pleasant West, Toronto, ON MLS® C13848750

Residential Condo & Other (Condo Apartment)

$499990.0

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

Welcome to Y & S Condos by Tribute Communities - Midtown Toronto's newest address for style, convenience, and contemporary living. This brand-new 1 Be

46 Photos

215 Dunvegan Road, Toronto, ON , MLS #C13779030 , Image - 1

0.62 km from Oriole Parkway and Chaplin Crescent

215 Dunvegan Road Forest Hill South, Toronto, ON MLS® C13779030

Residential Freehold (Detached)

$10995000.0

5 +1 Beds
8 Baths
5000 + sq-ft

Situated on one of Forest Hill's most prestigious & sought-after streets, this extraordinary custom-built estate exemplifies luxury living at its fine

Open House : Sun Oct 04, 01:00 PM to 03:00 PM

26 Photos

60 Berwick Avenue, Toronto, ON , MLS #C13778832 , Image - 1

0.74 km from Oriole Parkway and Chaplin Crescent

Unit-518, 60 Berwick Avenue Yonge-Eglinton, Toronto, ON MLS® C13778832

Residential Condo & Other (Condo Apartment)

$489880.0

1 Beds
1 Baths
600-699 sq-ft

Welcome to Suite 518 at 60 Berwick Ave, a sun-filled 1-bedroom + study suite offering 618 square feet of bright, beautifully laid out living space in

41 Photos

20 Soudan Avenue, Toronto, ON , MLS #C13752960 , Image - 1

0.88 km from Oriole Parkway and Chaplin Crescent

Unit-3409, 20 Soudan Avenue Mount Pleasant West, Toronto, ON MLS® C13752960

Residential Condo & Other (Condo Apartment)

$579900.0

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

Welcome to this bright and beautifully designed suite in the heart of trendy Yonge & Eglinton. Featuring an elegant open concept layout that is smart,

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

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® C13845100

Residential Condo & Other (Parking Space)

$50000.0

27 Photos

474 Russell Hill Road, Toronto, ON , MLS #C13732176 , Image - 1

0.83 km from Oriole Parkway and Chaplin Crescent

474 Russell Hill Road Forest Hill South, Toronto, ON MLS® C13732176

Residential Freehold (Detached)

$17200000.0

4 +1 Beds
7 Baths
5000 + sq-ft

An Exceptional Custom Residence On Prestigious Russell Hill Road, In The Heart Of Forest Hill Village. Surrounded By Distinguished Homes And Steps Fro

40 Photos

97 Lawton Boulevard, Toronto, ON , MLS #C13842776 , Image - 1

0.74 km from Oriole Parkway and Chaplin Crescent

Unit-901, 97 Lawton Boulevard Yonge-St. Clair, Toronto, ON MLS® C13842776

Residential Condo & Other (Condo Apartment)

$324900.0

1 Beds
1 Baths
600-699 sq-ft

TOP FLOOR. UNOBSTRUCTED VIEW. PARKING. AND 600 SQ. FT. AT YONGE & ST. CLAIR. Welcome to Suite 901 at 97 Lawton Blvd - a bright, spacious one-bedroom

30 Photos

625 Avenue Road, Toronto, ON , MLS #C13838378 , Image - 1

0.82 km from Oriole Parkway and Chaplin Crescent

Unit-2003, 625 Avenue Road Yonge-St. Clair, Toronto, ON MLS® C13838378

Residential Condo & Other (Condo Apartment)

$4495000.0

3 +1 Beds
3 Baths
3000-3249 sq-ft

A distinguished penthouse-level residence in the sky at the renowned Lonsdale Condominiums, known for its white-glove concierge and valet parking. Spa

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

39 Photos

268 Lonsdale Road, Toronto, ON , MLS #C13721998 , Image - 1

0.91 km from Oriole Parkway and Chaplin Crescent

268 Lonsdale Road Forest Hill South, Toronto, ON MLS® C13721998

Residential Freehold (Detached)

$5198000.0

4 Beds
4 Baths
3000-3500 sq-ft

Set on one of Forest Hill's most prestigious streets, 268 Lonsdale Road is a stately family residence offering over 4,000 square feet of beautifully a

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® C13839412

Residential Condo & Other (Locker)

$5000.0

0-499 sq-ft

50 Photos

141 Chaplin Crescent, Toronto, ON , MLS #C13822472 , Image - 1

0.29 km from Oriole Parkway and Chaplin Crescent

141 Chaplin Crescent Forest Hill South, Toronto, ON MLS® C13822472

Residential Freehold (Att/Row/Townhouse)

$2388888.0

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

Welcome to an Extraordinary Executive End-Unit Townhome in the heart of Forest Hill South, one of Toronto's most coveted and distinguished neighbourho

39 Photos

108 Imperial Street, Toronto, ON , MLS #C13754102 , Image - 1

0.24 km from Oriole Parkway and Chaplin Crescent

108 Imperial Street Yonge-Eglinton, Toronto, ON MLS® C13754102

Residential Freehold (Detached)

$2199000.0

3 Beds
2 Baths
1500-2000 sq-ft

Set on the corner of Lascelles Boulevard and Imperial Street, this legacy property has been cherished by the same family for nearly 50 years and offer

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

26 Photos

7 Anderson Avenue, Toronto, ON , MLS #C13837806 , Image - 1

0.71 km from Oriole Parkway and Chaplin Crescent

7 Anderson Avenue Yonge-Eglinton, Toronto, ON MLS® C13837806

Residential Freehold (Detached)

$2399000.0

3 Beds
3 Baths
1500-2000 sq-ft

Set beneath a canopy of mature trees on one of Chaplin Estates' most inviting streets, 7 Anderson Avenue is a classic 1920s home that beautifully bala

Open House : Sun Oct 04, 01:00 PM to 03:00 PM

50 Photos

18 Merton Street, Toronto, ON , MLS #C13837624 , Image - 1

0.65 km from Oriole Parkway and Chaplin Crescent

Unit-906, 18 Merton Street Mount Pleasant West, Toronto, ON MLS® C13837624

Residential Condo & Other (Condo Apartment)

$798000.0

2 +1 Beds
3 Baths
1000-1199 sq-ft

Welcome home to a loft that feels as good as it looks. This fully reimagined 2-bedroom + den, 3-bathroom retreat spans over 1,100 square feet and has

42 Photos

1 Hillsdale Avenue W, Toronto, ON , MLS #C13142936 , Image - 1

0.73 km from Oriole Parkway and Chaplin Crescent

Unit-1006, 1 Hillsdale Avenue W Yonge-Eglinton, Toronto, ON MLS® C13142936

Residential Condo & Other (Condo Apartment)

$1951732.0

3 Beds
2 Baths
1400-1599 sq-ft

Unbelievable, Super Rare, 1400+ SqFt 3-Bedroom Lower Penthouse Suite On Yonge Street! Welcome To The Newly Completed Uovo Boutique Residences, An Excl

39 Photos

1 Hillsdale Avenue W, Toronto, ON , MLS #C13142972 , Image - 1

0.73 km from Oriole Parkway and Chaplin Crescent

Unit-406, 1 Hillsdale Avenue W Yonge-Eglinton, Toronto, ON MLS® C13142972

Residential Condo & Other (Condo Apartment)

$840699.0

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

Wow, This Isn't Your Typical Toronto 1-Bedroom Condo! Welcome To The Newly Completed Uovo Boutique Residences, An Exclusive & Intimate Building With O

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

1 Hillsdale Avenue W, Toronto, ON , MLS #C13143262 , Image - 1

0.72 km from Oriole Parkway and Chaplin Crescent

Unit-806, 1 Hillsdale Avenue W Yonge-Eglinton, Toronto, ON MLS® C13143262

Residential Condo & Other (Condo Apartment)

$1774210.0

3 Beds
2 Baths
1400-1599 sq-ft

Unbelievable, Super Rare, 1450+ SqFt 3-Bedroom Suite On Yonge Street! Welcome To The Newly Completed Uovo Boutique Residences, An Exclusive & Intimate

33 Photos

1 Hillsdale Avenue W, Toronto, ON , MLS #C13142916 , Image - 1

0.72 km from Oriole Parkway and Chaplin Crescent

Unit-301, 1 Hillsdale Avenue W Yonge-Eglinton, Toronto, ON MLS® C13142916

Residential Condo & Other (Condo Apartment)

$699106.0

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

Finally, A Truly Livable One-Bedroom-Plus-Den Suite On Yonge Street! Welcome To The Newly Completed Uovo Boutique Residences, An Exclusive & Intimate

Shortlisted Properties

Error

Maximum 4 project can be compared at one go.

Map View

List View

69 Walmsley Boulevard, Toronto, ON , MLS #C13851920 , Image - 1

69 Walmsley Boulevard

Yonge-St. Clair, Toronto, ON

$2495000.0

5 Soudan Avenue, Toronto, ON , MLS #C13852188 , Image - 1

5 Soudan Avenue

Mount Pleasant West, Toronto, ON

$589000.0

35 Merton Street, Toronto, ON , MLS #C13851540 , Image - 1

35 Merton Street

Mount Pleasant West, Toronto, ON

$795000.0

69 Chaplin Crescent, Toronto, ON , MLS #C13850780 , Image - 1

69 Chaplin Crescent

Yonge-Eglinton, Toronto, ON

$3195000.0

139 Merton Street, Toronto, ON , MLS #C13851134 , Image - 1

139 Merton Street

Mount Pleasant West, Toronto, ON

$984999.0

35 Merton Street, Toronto, ON , MLS #C13851234 , Image - 1

35 Merton Street

Mount Pleasant West, Toronto, ON

$650000.0

609 Avenue Road, Toronto, ON , MLS #C13757166 , Image - 1

609 Avenue Road

Yonge-St. Clair, Toronto, ON

$599000.0

266 Lonsdale Road, Toronto, ON , MLS #C13816220 , Image - 1

266 Lonsdale Road

Forest Hill South, Toronto, ON

$4995000.0

87 College View Avenue, Toronto, ON , MLS #C13842586 , Image - 1

87 College View Avenue

Forest Hill South, Toronto, ON

$7500000.0

29 Maxwell Avenue, Toronto, ON , MLS #C13826136 , Image - 1

29 Maxwell Avenue

Yonge-Eglinton, Toronto, ON

$2895000.0

106 Colin Avenue, Toronto, ON , MLS #C13779250 , Image - 1

106 Colin Avenue

Yonge-Eglinton, Toronto, ON

$2295000.0

29 Highbourne Avenue, Toronto, ON , MLS #C13795756 , Image - 1

29 Highbourne Avenue

Yonge-St. Clair, Toronto, ON

$1890000.0

20 Soudan Avenue, Toronto, ON , MLS #C13848750 , Image - 1

20 Soudan Avenue

Mount Pleasant West, Toronto, ON

$499990.0

215 Dunvegan Road, Toronto, ON , MLS #C13779030 , Image - 1

215 Dunvegan Road

Forest Hill South, Toronto, ON

$10995000.0

60 Berwick Avenue, Toronto, ON , MLS #C13778832 , Image - 1

60 Berwick Avenue

Yonge-Eglinton, Toronto, ON

$489880.0

20 Soudan Avenue, Toronto, ON , MLS #C13752960 , Image - 1

20 Soudan Avenue

Mount Pleasant West, Toronto, ON

$579900.0

60 Berwick Avenue, Toronto, ON , MLS #C13845100 , Image - 1

60 Berwick Avenue

Yonge-Eglinton, Toronto, ON

$50000.0

474 Russell Hill Road, Toronto, ON , MLS #C13732176 , Image - 1

474 Russell Hill Road

Forest Hill South, Toronto, ON

$17200000.0

97 Lawton Boulevard, Toronto, ON , MLS #C13842776 , Image - 1

97 Lawton Boulevard

Yonge-St. Clair, Toronto, ON

$324900.0

625 Avenue Road, Toronto, ON , MLS #C13838378 , Image - 1

625 Avenue Road

Yonge-St. Clair, Toronto, ON

$4495000.0

268 Lonsdale Road, Toronto, ON , MLS #C13721998 , Image - 1

268 Lonsdale Road

Forest Hill South, Toronto, ON

$5198000.0

60 Berwick Avenue, Toronto, ON , MLS #C13839412 , Image - 1

60 Berwick Avenue

Yonge-Eglinton, Toronto, ON

$5000.0

141 Chaplin Crescent, Toronto, ON , MLS #C13822472 , Image - 1

141 Chaplin Crescent

Forest Hill South, Toronto, ON

$2388888.0

108 Imperial Street, Toronto, ON , MLS #C13754102 , Image - 1

108 Imperial Street

Yonge-Eglinton, Toronto, ON

$2199000.0

7 Anderson Avenue, Toronto, ON , MLS #C13837806 , Image - 1

7 Anderson Avenue

Yonge-Eglinton, Toronto, ON

$2399000.0

18 Merton Street, Toronto, ON , MLS #C13837624 , Image - 1

18 Merton Street

Mount Pleasant West, Toronto, ON

$798000.0

1 Hillsdale Avenue W, Toronto, ON , MLS #C13142936 , Image - 1

1 Hillsdale Avenue W

Yonge-Eglinton, Toronto, ON

$1951732.0

1 Hillsdale Avenue W, Toronto, ON , MLS #C13142972 , Image - 1

1 Hillsdale Avenue W

Yonge-Eglinton, Toronto, ON

$840699.0

1 Hillsdale Avenue W, Toronto, ON , MLS #C13143262 , Image - 1

1 Hillsdale Avenue W

Yonge-Eglinton, Toronto, ON

$1774210.0

1 Hillsdale Avenue W, Toronto, ON , MLS #C13142916 , Image - 1

1 Hillsdale Avenue W

Yonge-Eglinton, Toronto, ON

$699106.0

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