185 Castlefield Avenue • Toronto, ON photo 1
185 Castlefield Avenue • Toronto, ON photo 2
185 Castlefield Avenue • Toronto, ON photo 3
185 Castlefield Avenue • Toronto, ON photo 4
185 Castlefield Avenue • Toronto, ON photo 5
185 Castlefield Avenue • Toronto, ON photo 6
185 Castlefield Avenue • Toronto, ON photo 7
185 Castlefield Avenue • Toronto, ON photo 8
185 Castlefield Avenue • Toronto, ON photo 9
185 Castlefield Avenue • Toronto, ON photo 10
185 Castlefield Avenue • Toronto, ON photo 11
185 Castlefield Avenue • Toronto, ON photo 12
185 Castlefield Avenue • Toronto, ON photo 13
185 Castlefield Avenue • Toronto, ON photo 14
185 Castlefield Avenue • Toronto, ON photo 15
185 Castlefield Avenue • Toronto, ON photo 16
185 Castlefield Avenue • Toronto, ON photo 17
185 Castlefield Avenue • Toronto, ON photo 18
185 Castlefield Avenue • Toronto, ON photo 19
185 Castlefield Avenue • Toronto, ON photo 20
185 Castlefield Avenue • Toronto, ON photo 21
185 Castlefield Avenue • Toronto, ON photo 22
185 Castlefield Avenue • Toronto, ON photo 23
185 Castlefield Avenue • Toronto, ON photo 24
185 Castlefield Avenue • Toronto, ON photo 25
185 Castlefield Avenue • Toronto, ON photo 26
185 Castlefield Avenue • Toronto, ON photo 27
185 Castlefield Avenue • Toronto, ON photo 28
185 Castlefield Avenue • Toronto, ON photo 29
185 Castlefield Avenue • Toronto, ON photo 30
185 Castlefield Avenue • Toronto, ON photo 31
185 Castlefield Avenue • Toronto, ON photo 32
185 Castlefield Avenue • Toronto, ON photo 33
185 Castlefield Avenue • Toronto, ON photo 34
185 Castlefield Avenue • Toronto, ON photo 35
185 Castlefield Avenue • Toronto, ON photo 36
185 Castlefield Avenue • Toronto, ON photo 37
185 Castlefield Avenue • Toronto, ON photo 38
185 Castlefield Avenue • Toronto, ON photo 39
185 Castlefield Avenue • Toronto, ON photo 40
185 Castlefield Avenue • Toronto, ON photo 41
185 Castlefield Avenue • Toronto, ON photo 42
185 Castlefield Avenue • Toronto, ON photo 43
185 Castlefield Avenue • Toronto, ON photo 44
185 Castlefield Avenue • Toronto, ON photo 45
185 Castlefield Avenue • Toronto, ON photo 46
1 / 46
$1,829,000
185 Castlefield Avenue • Toronto, ONNew
Courtesy of RE/MAX ULTIMATE REALTY INC.
3+1
Bedrooms
4
Bathrooms
2000-2500
Square feet
4
Parking

About this home

Rare opportunity in Midtown Toronto. Spectacular purpose built Duplex with BSMT Apt offering exceptional versatility for multigenerational living, extended family, or seeking a primary residence with added rental units. Owners occupy BSMT & 2nd floor units & are vacating on closing. Projected income $8500/mnth. Laneway access for potential Laneway Suite. Toronto living at its finest- walkable, well-connected, & surrounded by some of the most desirable top-rated public & private schools including, Allenby, Glenview, North Toronto CI, Bishop Allen Academy, St. Clement's, & Havergal College. The Green Spaces - Eglinton Park, Lytton Sunken Gardens, & just steps away from the multi-use North Toronto Memorial Community Centre. Yonge Street shops, restaurants, cafés, subway access the Crosstown LRT, offer an active lifestyle making it appealing to tenants, families, & investors alike. The inviting main floor features bright, open-concept layout with a modern kitchen, spacious living/dining areas & cozy wood burning fireplace. The upper-level suite with soaring bi-level ceilings paired with a cozy loft retreat create a dramatic architectural feature maximizing space & natural light. Each have access to a private spacious wooden deck, perfect for morning coffee, entertaining, or relaxing among the trees, while the loft showcases unobstructed skyline views. All units thoughtfully designed with each offering its own ensuite laundry & separately metered for hydro with quiet, electric baseboard heating paired in the primary suite with wall-mounted A/C for efficient, localized control. This Meticulously maintained, move-in ready home blends comfort, character & functionality - a rare chance to secure a high-quality, income-generating asset with strong upside for investors & end-users alike. Some homes simply check the boxes. Rarely does a property offer this combination of character, flexibility, scale & future potential. A home with room to live, grow & create your next chapter.

Property details

Property type
Triplex
Style
3-Storey
Total rooms
9
Lot size
24.77 × 133.78 ft
Property taxes
$8,739.67 (2026)
Occupancy
Immediate/TBA
Days on market
19
Status
Active
MLS®

Property history

Recently sold nearby

Listing data last updated: Sep 25, 2026, 9:36 p.m. EDT via TRREB IDX.

First listed: Sep 8, 2026, 2:36 p.m. EDT.