Single. Detached. Gorgeous. And Looking for a Long-Term Relationship. Let's be honest: detached is HOT. Especially when it's a beautifully updated Leslieville home with loads of natural light, a welcoming front porch and a backyard that quite frankly is showing off. Recently renovated and in wonderful shape, this home gets the details right. The main floor is bright and inviting, with a cozy fireplace, convenient powder room and a gorgeous chef's kitchen featuring a generous island that overlooks the dining room and backyard - perfect for entertaining without missing the action. Upstairs, the bedrooms are spacious and comfortable, with a primary that gives you plenty of room to retreat and recharge. And then there's the backyard. Private, lush and seriously impressive, this is a true backyard oasis -the kind of yard that makes city living feel like a very good idea. If all that wasn't enough there's a separate entrance to a basement apartment, adding flexibility for guests, family, a home office or rental potential. Detached. Updated. Killer backyard. Basement suite. Located in the coolest area of Leslieville. Swipe right. Your Leslieville love story starts here.
About this home
Photos of 272 Highfield Road
Facts and features of 272 Highfield Road
| Type | Detached |
|---|---|
| Style | 2-Storey |
| Bedrooms | 3 + 1 |
| Bathrooms | 3 |
| Size | 1100-1500 sq ft |
| Lot | 25 x 103.5 Feet |
| Garage | None |
| Heating | Forced Air |
| Cooling | Central Air |
| Basement | Full, Finished, Apartment, Separate Entrance |
| Exterior | Brick, Vinyl Siding |
| Age | 100+ |
| Taxes | $5,563 (2026) |
| Days on market | 8 |
| Listing brokerage | SAGE REAL ESTATE LIMITED |
Rooms
15 rooms, with sizes
| Room | Level | Size | Features |
|---|---|---|---|
| Bedroom 3 | Second | 11′ 1″ × 8′ 9″ 3.38 × 2.67 m | double closet, hardwood floor, overlooks backyard |
| Dining Room | Main | 15′ 7″ × 11′ 2″ 4.75 × 3.4 m | hardwood floor, overlooks backyard, french doors |
| Kitchen | Basement | 13′ 5″ × 8′ 6″ 4.09 × 2.59 m | bamboo, eat-in kitchen, raised floor |
| Laundry | Basement | 14′ 2″ × 9′ 4″ 4.32 × 2.84 m | bamboo, pot lights, b/i shelves |
| Recreation | Basement | 13′ 0″ × 11′ 1″ 3.96 × 3.38 m | bamboo, pot lights, window |
| Bathroom | Second | 7′ 11″ × 5′ 8″ 2.41 × 1.73 m | 4 pc bath, tile floor, skylight |
| Living Room | Main | 13′ 6″ × 11′ 4″ 4.11 × 3.45 m | hardwood floor, b/i shelves, fireplace |
| Bathroom | Basement | 9′ 10″ × 4′ 2″ 3.0 × 1.27 m | tile floor, 3 pc bath, window |
| Kitchen | Main | 15′ 7″ × 9′ 5″ 4.75 × 2.87 m | tile floor, centre island, w/o to yard |
| Bathroom | Main | 2 Pc Bath | |
| Primary Bedroom | Second | 20′ 11″ × 12′ 4″ 6.38 × 3.76 m | hardwood floor, double closet, overlooks frontyard |
| Foyer | Main | 13′ 6″ × 4′ 9″ 4.11 × 1.45 m | hardwood floor, stained glass |
| Foyer | Main | Stained Glass | |
| Furnace Room | Basement | 8′ 10″ × 5′ 6″ 2.69 × 1.68 m | |
| Bedroom 2 | Second | 10′ 9″ × 9′ 5″ 3.28 × 2.87 m | double closet, hardwood floor, overlooks backyard |
Around this home
What’s near 272 Highfield Road
From 272 Highfield Road, the nearest station is Chester station (Line 2 Bloor-Danforth), about 2.2 km away; the nearest grocery store is Strictly Bulk, about 1.7 km away; the nearest TDSB elementary school is Equinox Holistic Alternative School, about 200 m away; and the nearest park is Erica Stark Parkette, about 1.6 km away.
Transit
- Chester station Line 2 Bloor-Danforth about 2.2 km
Groceries and pharmacies
- Strictly Bulk Grocery about 1.7 km
- Foodland Grocery about 1.7 km
- Pape Drug Mart Pharmacy about 1.8 km
- Pacific Pharmacy Toronto Pharmacy about 1.9 km
- Laz Bakkal Toronto Grocery about 2.0 km
Parks
- Erica Stark Parkette Park about 1.6 km
- Withrow Park Park about 1.7 km
- Caroline Huebner Parkette Park about 1.8 km
Schools
- Equinox Holistic Alternative School TDSB elementary · JK-8 EQAO 2024-25: Gr 6 reading 81% · Gr 6 math 44% about 200 m
- Roden Public School TDSB elementary · JK-8 EQAO 2024-25: Gr 6 reading 88% · Gr 6 math 44% about 250 m
- East Alternative School of Toronto TDSB middle school · 7-8 about 1.0 km
- St Joseph Catholic School Catholic elementary · JK-8 EQAO 2024-25: Gr 6 reading 92% · Gr 6 math 58% about 900 m
- Monarch Park Collegiate Institute TDSB secondary · 9-12 EQAO 2024-25: Gr 9 math 70% · Gr 10 literacy 88% about 750 m
- St Patrick Catholic Secondary School Catholic secondary · 9-12 EQAO 2024-25: Gr 9 math 66% · Gr 10 literacy 85% about 650 m
Nearest schools, not necessarily the ones that serve this address. Check with the TDSB and TCDSB school locators.
Community
- Withrow Park Artificial Ice Rink Pool or arena about 1.7 km
- Jimmie Simpson Recreation Centre Community centre about 2.1 km
- Queen/Saulter Library Library about 2.3 km
Restaurants
- El Hijo de Tizoc Google reviews about 1.7 km
- Souv Like Google reviews about 1.7 km
- Swiss Chalet Google reviews about 1.8 km
- Tapp’s Restaurant & Bar Google reviews about 1.8 km
- Il Fornello Google reviews about 1.8 km
Places: OpenStreetMap contributors, October 2026. Straight-line distances. Schools: EQAO 2024-25, Ontario Ministry of Education.
Request a showing
272 Highfield Road
Nearby, at a similar price
See more homes like this one
$1,588,000 14 days on market
127 Highfield Road
Detached · Toronto, ON
Leslieville
3+2 beds · 4 baths · 2 parking
1100-1500 sq ft
$1,450,000 7 days on market
22 Harriet Street
Detached · Toronto, ON
Leslieville
3 beds · 4 baths · 1 parking
1100-1500 sq ft
$1,579,000 12 days on market
87 Rhodes Avenue
Detached · Toronto, ON
Leslieville
3+2 beds · 3 baths · 2 parking
1100-1500 sq ft
$1,235,000 25 days on market
5 Hemlock Avenue
Detached · Toronto, ON
Woodbine Corridor
3+1 beds · 3 baths · 1 parking
1100-1500 sq ft
$1,650,000 1 day on market
6 Oakdene Crescent
Detached · Toronto, ON
Danforth
3 beds · 2 baths · 2 parking
1100-1500 sq ft
$1,629,000 49 days on market
14 Coady Avenue
Detached · Toronto, ON
Leslieville
3 beds · 3 baths
1500-2000 sq ft
Ask a question
272 Highfield Road
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.
The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose.
Royal LePage Terrequity Seymour Real Estate, Brokerage. Independently owned and operated.
MLS® E14101246 Data source: PropTx Listed October 21, 2026
