A Grand Dame Ready for Her Next Chapter. This is an opportunity to apply your personal vision. Sitting tall and proud on a 65' x 120' corner lot, this Tudor-inspired residence with a storybook turret marks the entrance to the sought-after Banbury/Denlow neighbourhood. With over 4,800 sq. ft. of living space, including the lower level, and an arched, stone-framed entry, it is one of only a few homes of its kind in Banbury. A grand marble foyer with a circular staircase sets the tone. The living room has a large picture window, hardwood floors, and a fireplace. The formal dining area has easy access to the large kitchen with built-in appliances, island, tons of storage, and counter space. Both the kitchen and family room open to the sun-filled addition with two walkouts to the garden. Two-piece powder room and a laundry room with direct access to the double garage is an added bonus. Four large bedrooms, including a spacious primary with ensuite and walk-in closet. A dedicated nook is ideal for an office or play area. The lower level offers a large recreation room with built-in bar, a three-piece bathroom, and tons of storage. Potential for a +1. On the market for the first time in over 50 years. Improvements include: Sun-filled main floor addition with two walkouts to garden (1991) New hardwood on the second level (2020) Renovated 5-piece bath with jacuzzi (mid 90's) Windows replaced throughout (dining room excepted) (90's) Waterproofing with new weeping tile (2024) New boiler heating system and tankless water heater (2018) New roof (2011). Amazing family community, known for top-rated private schools (Crescent, Toronto French School, Bayview Glen). Public schools (Denlow, Windfields, York Mills Collegiate). Come see the possibilities this home can offer.
About this home
Photos of 59 Chipstead Road
Facts and features of 59 Chipstead Road
| Type | Detached |
|---|---|
| Style | 2-Storey |
| Bedrooms | 4 |
| Bathrooms | 4 |
| Size | 3000-3500 sq ft |
| Lot | 65 x 120 Feet |
| Parking | 6 |
| Garage | Attached |
| Heating | Baseboard |
| Cooling | Central Air |
| Basement | Finished |
| Exterior | Brick |
| Taxes | $11,832 (2026) |
| Days on market | 15 |
| Listing brokerage | CHESTNUT PARK REAL ESTATE LIMITED |
Rooms
13 rooms, with sizes
| Room | Level | Size | Features |
|---|---|---|---|
| Dining Room | Main | 12′ 0″ × 18′ 3″ 3.66 × 5.57 m | hardwood floor, swing doors, window |
| Recreation | Lower | 15′ 7″ × 43′ 6″ 4.75 × 13.26 m | b/i bar, vinyl floor, 3 pc bath |
| Bedroom 4 | Second | 13′ 2″ × 13′ 0″ 4.01 × 3.96 m | hardwood floor, window, closet |
| Primary Bedroom | Second | 17′ 7″ × 13′ 0″ 5.36 × 3.96 m | 5 pc ensuite, walk-in closet(s), broadloom |
| Family Room | Main | 17′ 0″ × 12′ 0″ 5.18 × 3.66 m | hardwood floor, b/i bookcase, fireplace |
| Other | Lower | 16′ 6″ × 16′ 2″ 5.03 × 4.93 m | Separate Room |
| Living Room | Main | 21′ 0″ × 13′ 0″ 6.4 × 3.96 m | hardwood floor, fireplace, crown moulding |
| Bedroom 3 | Second | 11′ 8″ × 13′ 0″ 3.56 × 3.96 m | hardwood floor, window, double closet |
| Kitchen | Main | 13′ 0″ × 16′ 0″ 3.96 × 4.88 m | french doors, b/i appliances, centre island |
| Breakfast | Main | 11′ 8″ × 26′ 9″ 3.56 × 8.15 m | tile floor, breakfast bar, overlooks backyard |
| Foyer | Main | 14′ 6″ × 13′ 2″ 4.42 × 4.01 m | wainscoting, marble floor, double closet |
| Bedroom 2 | Second | 12′ 0″ × 14′ 9″ 3.66 × 4.5 m | hardwood floor, window, double closet |
| Office | Second | 7′ 9″ × 12′ 8″ 2.36 × 3.86 m | hardwood floor, window, circular room |
Around this home
What’s near 59 Chipstead Road
From 59 Chipstead Road, the nearest TDSB elementary school is Denlow Public School, 15 minutes on foot; and the nearest park is Banbury Community Centre, 13 minutes on foot.
Parks
- Banbury Community Centre Park 13 min walk
- Rippleton Park Park 24 min walk 6 min drive
Schools
- Denlow Public School TDSB elementary · JK-6 EQAO 2024-25: Gr 3 reading 91% 15 min walk 6 min drive
- Harrison Public School TDSB elementary · JK-5 EQAO 2024-25: Gr 3 reading 82% 15 min walk
- Windfields Middle School TDSB middle school · 6-8 EQAO 2024-25: Gr 6 reading 97% · Gr 6 math 80% 8 min walk
- St Bonaventure Catholic School Catholic elementary · JK-8 EQAO 2024-25: Gr 6 reading 90% · Gr 6 math 63% 32 min walk 6 min drive
- York Mills Collegiate Institute TDSB secondary · 9-12 EQAO 2024-25: Gr 9 math 81% · Gr 10 literacy 96% 4 min walk
Nearest schools, not necessarily the ones that serve this address. Check with the TDSB and TCDSB school locators.
Community
- Banbury Community Centre Community centre 11 min walk
Private schools
- Boys
- Crescent School Grades 1 to 12 36 min walk 9 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
Places: OpenStreetMap contributors, October 2026. Walking and driving times: Mapbox. Schools: EQAO 2024-25, Ontario Ministry of Education.
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59 Chipstead Road
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MLS® C14030702 Data source: PropTx Listed October 14, 2026
