Why choose between a premium family home and an income property when you can have both? Live in a house-sized owner's residence while generating meaningful income from a separate legal suite. This rare, fully renovated legal duplex offers the scale, character, parking, outdoor living and flexibility of a substantial single-family home, with built-in rental income. The expansive owner's suite spans nearly 3,000 sq ft across the upper and lower levels, creating an impressive private home with multiple living zones, generous principal rooms, exposed brick, a striking spiral staircase, and a spectacular third-floor primary retreat with walk-out to an oversized private terrace. Ideal for buyers who want elevated everyday living, room to grow, and the ability to offset carrying costs without compromising their own space. The separate 2-bedroom ground floor unit is currently leased at $2,950/month, providing immediate income from quality tenants already in place. The lower level is currently enjoyed as a substantial extension of the owner's residence, featuring impressive 8-ft ceiling heights, exposed structural steel beams and hydronic in-floor radiant heating. Steps from St. Clair Ave W, TTC, parks, shops & cafés, the property offers two separate entrances, rare dead-end street access, and 2.5 detached garages (Glenholme & Glenhurst Access). Outdoors, enjoy a private landscaped backyard designed for lounging, dining and entertaining. A rare opportunity to own a beautifully upgraded, character-filled home with the scale and comfort of a premium primary residence, the security of rental income, private outdoor space, excellent parking, and multiple ways to live, work and invest in a walkable, transit-connected Toronto neighborhood.
About this home
Photos of 185 Glenholme Avenue
Facts and features of 185 Glenholme Avenue
| Type | Duplex |
|---|---|
| Style | 2 1/2 Storey |
| Bedrooms | 5 + 2 |
| Bathrooms | 4 |
| Size | 2500-3000 sq ft |
| Lot | 36.5 x 124.28 Feet |
| Parking | 2.5 |
| Garage | Detached |
| Heating | Forced Air |
| Cooling | Central Air |
| Basement | Separate Entrance |
| Exterior | Brick |
| Taxes | $10,704 (2026) |
| Days on market | 23 |
| Listing brokerage | ORION REALTY CORPORATION |
Rooms
16 rooms, with sizes
| Room | Level | Size | Features |
|---|---|---|---|
| Primary Bedroom | Third | 14′ 7″ × 15′ 7″ 4.45 × 4.75 m | his and hers closets, open concept |
| Bedroom | Basement | 10′ 0″ × 10′ 1″ 3.04 × 3.08 m | Above Grade Window |
| Dining Room | Ground | 10′ 4″ × 13′ 6″ 3.15 × 4.11 m | Large Window |
| Play | Second | 21′ 4″ × 7′ 10″ 6.49 × 2.38 m | Large Window |
| Living Room | Second | 14′ 2″ × 12′ 3″ 4.33 × 3.73 m | fireplace, hardwood floor |
| Family Room | Second | 10′ 5″ × 29′ 9″ 3.17 × 9.08 m | Spiral Stairs |
| Kitchen | Second | 10′ 5″ × 15′ 0″ 3.17 × 4.58 m | stone counters, large window |
| Den | Third | 15′ 0″ × 13′ 4″ 4.57 × 4.06 m | wet bar, spiral stairs, w/o to terrace |
| Bedroom 2 | Ground | 10′ 7″ × 13′ 4″ 3.22 × 4.06 m | window, double closet |
| Bedroom | Ground | 9′ 9″ × 8′ 1″ 2.97 × 2.47 m | Double Closet |
| Bedroom | Second | 10′ 7″ × 10′ 4″ 3.23 × 3.16 m | closet, window |
| Exercise Room | Basement | 20′ 4″ × 14′ 5″ 6.19 × 4.39 m | Above Grade Window |
| Recreation | Basement | 20′ 3″ × 12′ 2″ 6.18 × 3.7 m | large closet, above grade window, access to garage |
| Dining Room | Second | 10′ 11″ × 14′ 7″ 3.32 × 4.44 m | B/I Closet |
| Living Room | Ground | 13′ 7″ × 12′ 0″ 4.14 × 3.65 m | large window, open concept, fireplace |
| Kitchen | Ground | 11′ 3″ × 10′ 4″ 3.42 × 3.14 m | large window, breakfast area |
Around this home
What’s near 185 Glenholme Avenue
From 185 Glenholme Avenue, the nearest grocery store is St. Clair Fruit Market, 12 minutes on foot; the nearest TDSB elementary school is Rawlinson Community School, 4 minutes on foot; and the nearest park is Graham Park, 12 minutes on foot.
Groceries and pharmacies
- St. Clair Fruit Market Grocery 12 min walk
- Christie Pharmacy Pharmacy 16 min walk 6 min drive
- Moberly Natural Foods Grocery 16 min walk 7 min drive
- St. Clair Fruits Market Grocery 22 min walk 8 min drive
- Vaughan Road Pharmacy Pharmacy 24 min walk 8 min drive
Parks
- Graham Park Park 12 min walk
- Humewood Park Park 18 min walk 8 min drive
- Wychwood Barns Park Park 20 min walk 8 min drive
Schools
- Rawlinson Community School TDSB elementary · JK-8 EQAO 2024-25: Gr 6 reading 82% · Gr 6 math 39% 4 min walk
- St Clare Catholic School Catholic elementary · JK-8 EQAO 2024-25: Gr 6 reading 70% · Gr 6 math 40% 7 min walk
- Oakwood Collegiate Institute TDSB secondary · 9-12 EQAO 2024-25: Gr 9 math 44% · Gr 10 literacy 88% 8 min walk
- McMurrich Junior Public School TDSB elementary · JK-6 EQAO 2024-25: Gr 6 reading 96% · Gr 6 math 75% 13 min walk
- Winona Drive Senior Public School TDSB middle school · 7-8 14 min walk
Nearest schools, not necessarily the ones that serve this address. Check with the TDSB and TCDSB school locators.
Community
- Davenport Library Library 18 min walk 7 min drive
- Chabad of Midtown Community Centre Community centre 21 min walk 9 min drive
- Phil White Arena Pool or arena 23 min walk 10 min drive
Private schools
- Boys
- St. Michael's College School Grades 7 to 12 28 min walk 13 min drive
Within a 40-minute walk, from our list of private schools in central Toronto (checked October 2026). Fees and admissions on each school’s site. See all private schools
Restaurants
- Mi Tierra Google reviews 11 min walk
- Dragon Delight Chinese Cuisine Google reviews 11 min walk
- Wings N Dip Google reviews 11 min walk
- Savera Google reviews 11 min walk
- Sushi Kozoku Google reviews 11 min walk
Places: OpenStreetMap contributors, October 2026. Walking and driving times: Mapbox. Schools: EQAO 2024-25, Ontario Ministry of Education.
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185 Glenholme Avenue
Listing information is deemed reliable but is not guaranteed accurate by PropTx or the Toronto Regional Real Estate Board. Data source: PropTx. Listings are refreshed from the MLS® at least daily.
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MLS® C13867018 Data source: PropTx Listed October 6, 2026
