Welcome to 18 Chipstead Road, an entertainer's dream home, conveniently located in the heart of Denlow near Bayview and 401 with great schools and lots of local shopping nearby. This fully renovated 4200 + square foot home is one of the nicest homes in the area. Interior designers Jeffrey Douglas and Chantal Philippe contributed to the designs and furnishing choices. Landscape architect Wendy Berger and her team contributed to the landscape architecture. From the moment you walk in the front door, you know this home is calming and special. Super spacious, yet oh so warm and cozy. New custom stairs and railings. Massive 2-story upper hallway with 4 oversized skylights. The brand new open concept custom kitchen/family room has tons of natural light and a new linear Regency gas fireplace. The almost 45-foot-long lounge/living/dining room combination is great for entertaining. The powder room is stunning. The pantry/mud room is off the main hall and has plenty of cupboards and counter space. It also has a separate full-size fridge, wine fridge and dishwasher. The pantry connects to the garage which has polyaspartic floors. The primary suite is an open concept retreat with a coffered ceiling and plenty of natural light. The Regency 3-sided gas fireplace enhances the bedroom and the primary lounge area. The primary bath has a 2-person shower and a separate soaking tub, overlooking the primary upper deck that overlooks the pool. The primary custom backlit closet is expansive with 2 skylights. All other bedrooms are king-size rooms with 2 additional en-suites and custom finishes. The basement has an open concept media area with a gas fireplace and room for a card table, pool table, and multiple workout areas. The backyard oasis has dining under the primary upper deck as well as a lounge area off the pool. Recent renovations in excess of $1,000,000. Main floor ceiling height 8 feet, second floor ceiling height 8.5 feet, 2-story atrium.
About this home
Photos of 18 Chipstead Road
Facts and features of 18 Chipstead Road
| Type | Detached |
|---|---|
| Style | 2-Storey |
| Bedrooms | 4 + 1 |
| Bathrooms | 5 |
| Size | 3500-5000 sq ft |
| Lot | 60 x 120 Feet |
| Parking | 6 |
| Garage | Attached |
| Heating | Forced Air |
| Cooling | Central Air |
| Basement | Finished |
| Exterior | Brick, Stucco (Plaster) |
| Taxes | $19,866 (2026) |
| Days on market | 138 |
| Listing brokerage | THE OTHER GUYS REALTY CORP. |
Rooms
9 rooms, with sizes
| Room | Level | Size | Features |
|---|---|---|---|
| Breakfast | Main | 16′ 5″ × 6′ 3″ 5.0 × 1.9 m | hardwood floor, overlooks pool, w/o to pool |
| Dining Room | Main | 16′ 5″ × 12′ 2″ 5.0 × 3.7 m | hardwood floor, w/o to deck, vaulted ceiling(s) |
| Bedroom 3 | Second | 17′ 5″ × 13′ 5″ 5.3 × 4.1 m | 4 pc ensuite, double closet, hardwood floor |
| Living Room | Main | 28′ 7″ × 12′ 10″ 8.7 × 3.9 m | hardwood floor, pot lights, combined w/dining |
| Primary Bedroom | Second | 29′ 2″ × 21′ 0″ 8.9 × 6.4 m | fireplace, walk-in closet(s), 6 pc ensuite |
| Bedroom 2 | Second | 17′ 5″ × 13′ 5″ 5.3 × 4.1 m | 4 pc ensuite, double closet, hardwood floor |
| Bedroom 4 | Second | 17′ 5″ × 12′ 2″ 5.3 × 3.7 m | hardwood floor, pot lights, double closet |
| Kitchen | Main | 13′ 1″ × 11′ 2″ 4.0 × 3.4 m | hardwood floor, centre island, pot lights |
| Family Room | Main | 18′ 4″ × 18′ 4″ 5.6 × 5.6 m | fireplace, pot lights, hardwood floor |
Around this home
What’s near 18 Chipstead Road
From 18 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 7 min drive
Schools
- Denlow Public School TDSB elementary · JK-6 EQAO 2024-25: Gr 3 reading 91% 15 min walk 7 min drive
- Harrison Public School TDSB elementary · JK-5 EQAO 2024-25: Gr 3 reading 82% 18 min walk 6 min drive
- Windfields Middle School TDSB middle school · 6-8 EQAO 2024-25: Gr 6 reading 97% · Gr 6 math 80% 12 min walk
- St Bonaventure Catholic School Catholic elementary · JK-8 EQAO 2024-25: Gr 6 reading 90% · Gr 6 math 63% 32 min walk 7 min drive
- York Mills Collegiate Institute TDSB secondary · 9-12 EQAO 2024-25: Gr 9 math 81% · Gr 10 literacy 96% 7 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 12 min walk
Private schools
- Boys
- Crescent School Grades 1 to 12 33 min walk 10 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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18 Chipstead Road
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MLS® C13440660 Data source: PropTx Listed June 12, 2026
