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Listing data is provided under license from the Toronto Regional Real Estate Board (TRREB). TRREB assumes no responsibility for the accuracy of the information contained herein. Data is updated periodically and may not reflect the most current market activity. Not intended to solicit buyers or sellers currently under contract. MLS®, REALTOR®, and the associated logos are certification marks owned by the Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA.

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21 Overlea Boulevard

Leaside, Toronto

Jockey Club Condos (21 Overlea Boulevard)

byOveron Investments Limited
Size Range
600 - 1 sq ft
Storeys
21
Suites
220
Occupancy
1991
Sales Status
Resale
Construction
Complete

About Jockey Club Condos

Jockey Club Condos is a new condominium development by Overon Investments Limited that is now complete located at 21 Overlea Boulevard, Toronto in the Leaside neighbourhood with a 72/100 walk score and a 73/100 transit score. Development is scheduled to be completed in 1991. The project is 21 storeys tall (65m, 213.3ft) and has a total of 220 suites ranging from 600 sq.ft to 1,154 sq.ft. Jockey Club Condos is the #1054 tallest condominium in Toronto and the #6 tallest condominium in Leaside.

Key Highlights

AI Generated
  • Building Origin and Character — Jockey Club Condos, developed by Overon Investments Limited, was completed in 1991 and stands as a notable 21-storey structure in the Leaside neighbourhood, showcasing a blend of modern living and established community character.
  • Location Strengths — Situated at 21 Overlea Boulevard, this building boasts a Walk Score of 72 and a Transit Score of 73, highlighting its accessibility to local amenities and public transportation options, making it an ideal choice for urban living.
  • Building Maturity Advantages — With over three decades of operating history, Jockey Club Condos benefits from established reserves and a vetted construction track record, providing peace of mind for potential buyers regarding the building's reliability and upkeep.
  • Unit Mix and Layout Characteristics — The condominium features a diverse unit mix, with sizes ranging from 600 to 1,154 sq.ft, catering to various lifestyle needs and preferences, whether for singles, couples, or families.
  • Distinctive Amenities — Residents enjoy a range of amenities including a gym, sauna, squash court, and security features, enhancing the living experience and promoting an active lifestyle within the community.

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June 2026

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Nearby Market

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Amenities & Finishes

Building Amenities

Gym / Exercise Room
Sauna
Squash / Racquet Court
Parking Garage
Security Guard
Pet Restrictions
Enter Phone System

Location & Scores

72
Walk ScoreVery Walkable
73
Transit ScoreVery Walkable
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Floor Plans

No floor plans are currently available for this project.

Nearby Market

Buildings, sales, and listings near Jockey Club Condos

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21 Overlea Boulevard4 active

21 Overlea Boulevard

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160 Vanderhoof Avenue3 active

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$395,000 – $520,000

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955 Millwood Road2 active

955 Millwood Road

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$549,000 – $718,000

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Recently Sold & Leased19 nearby transactions

Median $544/sqft

For Sale & Lease Nearby

1 Leaside Park Drive, Unit 604
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39d on market

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1 Bed · 1 Bath · 700-799 sqft

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Maintenance: $809.54/mo

CENTURY 21 PERCY FULTON LTD.

11 Thorncliffe Pk Drive, Unit 607
For Lease
2d on market

$2,850/mo

2 Bed · 2 Bath · 1200-1399 sqft

11 Thorncliffe Pk Drive, Unit 607

Thorncliffe Park, Toronto

ROYAL LEPAGE REAL ESTATE SERVICES LTD.

21 Overlea Boulevard, Unit 1309
For Sale
6d on market

$499,000

2 Bed · 1 Bath · 900-999 sqft

21 Overlea Boulevard, Unit 1309

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Maintenance: $857.98/mo

ROYAL LEPAGE CERTIFIED REALTY

21 Overlea Boulevard, Unit 1608
For Lease
58d on market

$2,700/mo

2 Bed · 1 Bath · 900-999 sqft

21 Overlea Boulevard, Unit 1608

Thorncliffe Park, Toronto

RE/MAX REALTRON REALTY INC.

21 Overlea Boulevard, Unit 506
For Sale
37d on market

$445,000

1 Bed · 1 Bath · 600-699 sqft

21 Overlea Boulevard, Unit 506

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Maintenance: $542.24/mo

RE/MAX REALTY ENTERPRISES INC.

1 Leaside Park Drive, Unit 507
For Lease
2d on market

$2,100/mo

1 Bed · 1 Bath · 700-799 sqft

1 Leaside Park Drive, Unit 507

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CENTURY 21 INNOVATIVE PRIME HOME REALTY

21 Overlea Boulevard, Unit 1107
For Sale
48d on market

$445,000

1 Bed · 1 Bath · 600-699 sqft

21 Overlea Boulevard, Unit 1107

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Maintenance: $599.87/mo

TRUSTWELL REALTY INC.

21 Overlea Boulevard, Unit 1801
For Sale
40d on market

$419,000

2 Bed · 1 Bath · 800-899 sqft

21 Overlea Boulevard, Unit 1801

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Maintenance: $787.45/mo

RE/MAX HALLMARK REALTY LTD.

11 Thorncliffe Park Drive, Unit 202
For Sale
31d on market

$399,000

1 Bed + Den · 1 Bath · 700-799 sqft

11 Thorncliffe Park Drive, Unit 202

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Maintenance: $874.06/mo

ROYAL LEPAGE REAL ESTATE SERVICES LTD.

1 Leaside Park Drive, Unit 724
For Sale
44d on market

$395,000

1 Bed · 1 Bath · 700-799 sqft

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Maintenance: $761.13/mo

RE/MAX HALLMARK REALTY LTD.

For Sale
$605/sqft
4on MLS
33 avg DOM
$419K–$499K
For Rent
1on MLS
58 avg DOM
$3K

Transaction History

Search transaction history at Jockey Club Condos

Sold
$1,234/sqft
1sold in last 90 days
Real estate boards require you to sign in to see sold and leased transaction details.

Apr 2026

1 Listed | 1 Sold
Jan 01, 2024Sold
$000,000

(Sign-in required)

Jan 2026

3 Listed | 3 Rented
Jan 01, 2024Leased
$000,000

(Sign-in required)

Jan 01, 2024Leased
$000,000

(Sign-in required)

Jan 01, 2024Leased
$000,000

(Sign-in required)

Nov 2025

2 Listed | 2 Sold
Jan 01, 2024Sold
$000,000

(Sign-in required)

Jan 01, 2024Sold
$000,000

(Sign-in required)

Oct 2025

2 Listed | 2 Rented
Jan 01, 2024Leased
$000,000

(Sign-in required)

Jan 01, 2024Leased
$000,000

(Sign-in required)

Aug 2025

2 Listed | 1 Sold | 1 Rented
Jan 01, 2024Sold
$000,000

(Sign-in required)

Jan 01, 2024Leased
$000,000

(Sign-in required)

Apr 2025

1 Listed | 1 Sold
Jan 01, 2024Sold
$000,000

(Sign-in required)

Jan 2025

1 Listed | 1 Rented
Jan 01, 2024Leased
$000,000

(Sign-in required)

Nov 2024

4 Listed | 3 Sold | 1 Rented
Jan 01, 2024Sold
$000,000

(Sign-in required)

Jan 01, 2024Sold
$000,000

(Sign-in required)

Jan 01, 2024Leased
$000,000

(Sign-in required)

Jan 01, 2024Sold
$000,000

(Sign-in required)

Aug 2024

2 Listed | 1 Sold | 1 Rented
Jan 01, 2024Sold
$000,000

(Sign-in required)

Jan 01, 2024Leased
$000,000

(Sign-in required)

Jul 2024

1 Listed | 1 Rented
Jan 01, 2024Leased
$000,000

(Sign-in required)

Jun 2024

2 Listed | 2 Rented
Jan 01, 2024Leased
$000,000

(Sign-in required)

Current Availability

Beds:
#1801 - 21 Overlea BoulevardResale40d on market

$419,000

$493/sqft

#1801 - 21 Overlea Boulevard

2 Bed1 Bath1 Parking
800-899 sqft

Maint. $787.45/mo

RE/MAX HALLMARK REALTY LTD.

#506 - 21 Overlea BoulevardResale37d on market

$445,000

$685/sqft

#506 - 21 Overlea Boulevard

1 Bed1 Bath1 Parking
600-699 sqft

Maint. $542.24/mo

RE/MAX REALTY ENTERPRISES INC.

#1107 - 21 Overlea BoulevardResale48d on market

$445,000

$685/sqft

#1107 - 21 Overlea Boulevard

1 Bed1 Bath1 Parking
600-699 sqft

Maint. $599.87/mo

TRUSTWELL REALTY INC.

#1309 - 21 Overlea BoulevardResale6d on market

$499,000

$525/sqft

#1309 - 21 Overlea Boulevard

2 Bed1 Bath1 Parking
900-999 sqft

Maint. $857.98/mo

ROYAL LEPAGE CERTIFIED REALTY

Red Bricks Intelligence uses a multi-layered, AI-enhanced algorithm to match floor plans and sizing to units. While we strive for a high degree of accuracy, errors may occur. Buyers should independently verify all unit specifications.