$1,345,000
415 Highside Drive, Milton, ON L9T 1W9


Milton, ON L9T 1W9
6 Bed · 4 Bath · Detached
MLS #W13451400
Listed Price
Rare 93 x 181 ft lot (0.34 acres), approx. 50% larger than many premium downtown parcels. Mature trees, wide frontage, and depth you feel immediately. Quiet, tree-lined street with low traffic and long-term neighbours. Walk to downtown, Mill Pond, shops, and local amenities. Tucked away feel with access to the core. Georgian-style home with full-width front porch. Approx. 2,174 sq.ft. plus 2-bedroom in-law suite with separate entrance. 4 bedrooms up, 2 down. Multiple entrances offer flexibility for extended family. Functional layout with separate living, dining, and family rooms. Large family room with exposed beams and fireplace. Space to spread out with privacy throughout. Backyard is a standout. Deep, private, and usable. Room for play, entertaining, skating rink potential, and quiet sitting areas. Mature trees, open space, and regular wildlife make it feel like your own park. Heated shed with electricity ideal for workshop or office. Parking for 6 in driveway plus oversized double garage. Custom built in 1967 and well maintained. For those with a bigger vision, zoning allows potential for a custom home up to approx. 6,000 sq.ft. with a 3-car garage. Enjoy it as-is, update over time, or build new. One of Milton's most unique properties.
Bedrooms
6
Bathrooms
4
Square Feet
2000-2500 sqft
Property Type
Detached
| Name | Size (m) | Size (ft) | Features |
|---|---|---|---|
| Living Room(Main) | 3.7 x 6.8 | 12.1 x 22.3 | - |
| Living Room(Main) | 3.7 x 6.8 | 12.1 x 22.3 | - |
| Living Room(Main) | 3.7 x 6.8 | 12.1 x 22.3 | - |
| Living Room(Main) | 3.7 x 6.8 | 12.1 x 22.3 | - |
| Living Room(Main) | 3.7 x 6.8 | 12.1 x 22.3 | - |
| Living Room(Main) | 3.7 x 6.8 | 12.1 x 22.3 | - |
| Living Room(Main) | 3.7 x 6.8 | 12.1 x 22.3 | - |
| Living Room(Main) | 3.7 x 6.8 | 12.1 x 22.3 | - |
| Dining Room(Main) | 4 x 3.2 | 13.1 x 10.5 | - |
| Dining Room(Main) | 4 x 3.2 | 13.1 x 10.5 | - |
| Dining Room(Main) | 4 x 3.2 | 13.1 x 10.5 | - |
| Dining Room(Main) | 4 x 3.2 | 13.1 x 10.5 | - |
| Dining Room(Main) | 4 x 3.2 | 13.1 x 10.5 | - |
| Dining Room(Main) | 4 x 3.2 | 13.1 x 10.5 | - |
| Dining Room(Main) | 4 x 3.2 | 13.1 x 10.5 | - |
| Dining Room(Main) | 4 x 3.2 | 13.1 x 10.5 | - |
| Kitchen(Main) | 5.8 x 3.5 | 19.0 x 11.5 | - |
| Kitchen(Main) | 5.8 x 3.5 | 19.0 x 11.5 | - |
| Kitchen(Main) | 5.8 x 3.5 | 19.0 x 11.5 | - |
| Kitchen(Main) | 5.8 x 3.5 | 19.0 x 11.5 | - |
| Kitchen(Main) | 5.8 x 3.5 | 19.0 x 11.5 | - |
| Kitchen(Main) | 5.8 x 3.5 | 19.0 x 11.5 | - |
| Kitchen(Main) | 5.8 x 3.5 | 19.0 x 11.5 | - |
| Kitchen(Main) | 5.8 x 3.5 | 19.0 x 11.5 | - |
| Family Room(Main) | 6.7 x 5.4 | 22.0 x 17.7 | - |
| Family Room(Main) | 6.7 x 5.4 | 22.0 x 17.7 | - |
| Family Room(Main) | 6.7 x 5.4 | 22.0 x 17.7 | - |
| Family Room(Main) | 6.7 x 5.4 | 22.0 x 17.7 | - |
| Family Room(Main) | 6.7 x 5.4 | 22.0 x 17.7 | - |
| Family Room(Main) | 6.7 x 5.4 | 22.0 x 17.7 | - |
| Family Room(Main) | 6.7 x 5.4 | 22.0 x 17.7 | - |
| Family Room(Main) | 6.7 x 5.4 | 22.0 x 17.7 | - |
| Primary Bedroom(Second) | 3.7 x 5.2 | 12.1 x 17.1 | - |
| Primary Bedroom(Second) | 3.7 x 5.2 | 12.1 x 17.1 | - |
| Primary Bedroom(Second) | 3.7 x 5.2 | 12.1 x 17.1 | - |
| Primary Bedroom(Second) | 3.7 x 5.2 | 12.1 x 17.1 | - |
| Primary Bedroom(Second) | 3.7 x 5.2 | 12.1 x 17.1 | - |
| Primary Bedroom(Second) | 3.7 x 5.2 | 12.1 x 17.1 | - |
| Primary Bedroom(Second) | 3.7 x 5.2 | 12.1 x 17.1 | - |
| Primary Bedroom(Second) | 3.7 x 5.2 | 12.1 x 17.1 | - |
| Bedroom 2(Second) | 3.3 x 2.3 | 10.8 x 7.5 | - |
| Bedroom 2(Second) | 3.3 x 2.3 | 10.8 x 7.5 | - |
| Bedroom 2(Second) | 3.3 x 2.3 | 10.8 x 7.5 | - |
| Bedroom 2(Second) | 3.3 x 2.3 | 10.8 x 7.5 | - |
| Bedroom 2(Second) | 3.3 x 2.3 | 10.8 x 7.5 | - |
| Bedroom 2(Second) | 3.3 x 2.3 | 10.8 x 7.5 | - |
| Bedroom 2(Second) | 3.3 x 2.3 | 10.8 x 7.5 | - |
| Bedroom 2(Second) | 3.3 x 2.3 | 10.8 x 7.5 | - |
| Bedroom 3(Second) | 3.1 x 34 | 10.2 x 111.5 | - |
| Bedroom 3(Second) | 3.1 x 34 | 10.2 x 111.5 | - |
| Bedroom 3(Second) | 3.1 x 34 | 10.2 x 111.5 | - |
| Bedroom 3(Second) | 3.1 x 34 | 10.2 x 111.5 | - |
| Bedroom 3(Second) | 3.1 x 34 | 10.2 x 111.5 | - |
| Bedroom 3(Second) | 3.1 x 34 | 10.2 x 111.5 | - |
| Bedroom 3(Second) | 3.1 x 34 | 10.2 x 111.5 | - |
| Bedroom 3(Second) | 3.1 x 34 | 10.2 x 111.5 | - |
| Bedroom 4(Second) | 3.1 x 3.4 | 10.2 x 11.2 | - |
| Bedroom 4(Second) | 3.1 x 3.4 | 10.2 x 11.2 | - |
| Bedroom 4(Second) | 3.1 x 3.4 | 10.2 x 11.2 | - |
| Bedroom 4(Second) | 3.1 x 3.4 | 10.2 x 11.2 | - |
| Bedroom 4(Second) | 3.1 x 3.4 | 10.2 x 11.2 | - |
| Bedroom 4(Second) | 3.1 x 3.4 | 10.2 x 11.2 | - |
| Bedroom 4(Second) | 3.1 x 3.4 | 10.2 x 11.2 | - |
| Bedroom 4(Second) | 3.1 x 3.4 | 10.2 x 11.2 | - |
| Recreation(Basement) | 5.9 x 3 | 19.4 x 9.8 | - |
| Recreation(Basement) | 5.9 x 3 | 19.4 x 9.8 | - |
| Recreation(Basement) | 5.9 x 3 | 19.4 x 9.8 | - |
| Recreation(Basement) | 5.9 x 3 | 19.4 x 9.8 | - |
| Recreation(Basement) | 5.9 x 3 | 19.4 x 9.8 | - |
| Recreation(Basement) | 5.9 x 3 | 19.4 x 9.8 | - |
| Recreation(Basement) | 5.9 x 3 | 19.4 x 9.8 | - |
| Recreation(Basement) | 5.9 x 3 | 19.4 x 9.8 | - |
| Bedroom 5(Basement) | 3.2 x 5.4 | 10.5 x 17.7 | - |
| Bedroom 5(Basement) | 3.2 x 5.4 | 10.5 x 17.7 | - |
| Bedroom 5(Basement) | 3.2 x 5.4 | 10.5 x 17.7 | - |
| Bedroom 5(Basement) | 3.2 x 5.4 | 10.5 x 17.7 | - |
| Bedroom 5(Basement) | 3.2 x 5.4 | 10.5 x 17.7 | - |
| Bedroom 5(Basement) | 3.2 x 5.4 | 10.5 x 17.7 | - |
| Bedroom 5(Basement) | 3.2 x 5.4 | 10.5 x 17.7 | - |
| Bedroom 5(Basement) | 3.2 x 5.4 | 10.5 x 17.7 | - |
| Office(Basement) | 3.2 x 5.1 | 10.5 x 16.7 | - |
| Office(Basement) | 3.2 x 5.1 | 10.5 x 16.7 | - |
| Office(Basement) | 3.2 x 5.1 | 10.5 x 16.7 | - |
| Office(Basement) | 3.2 x 5.1 | 10.5 x 16.7 | - |
| Office(Basement) | 3.2 x 5.1 | 10.5 x 16.7 | - |
| Office(Basement) | 3.2 x 5.1 | 10.5 x 16.7 | - |
| Office(Basement) | 3.2 x 5.1 | 10.5 x 16.7 | - |
| Office(Basement) | 3.2 x 5.1 | 10.5 x 16.7 | - |
| Kitchen(Basement) | 3.8 x 3.6 | 12.5 x 11.8 | - |
| Kitchen(Basement) | 3.8 x 3.6 | 12.5 x 11.8 | - |
| Kitchen(Basement) | 3.8 x 3.6 | 12.5 x 11.8 | - |
| Kitchen(Basement) | 3.8 x 3.6 | 12.5 x 11.8 | - |
| Kitchen(Basement) | 3.8 x 3.6 | 12.5 x 11.8 | - |
| Kitchen(Basement) | 3.8 x 3.6 | 12.5 x 11.8 | - |
| Kitchen(Basement) | 3.8 x 3.6 | 12.5 x 11.8 | - |
| Kitchen(Basement) | 3.8 x 3.6 | 12.5 x 11.8 | - |
Complete transaction history for this property
Sold: Aug 12, 2026
$1,345,000
-$5,000 (-0.4%)
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415 Highside Drive, Milton, ON L9T 1W9 is a 6-bedroom, 4-bathroom 2-storey detached with approximately 2000-2500 square feet of living space, situated on a 93 181 foot lot. This property is currently for sale at $1,399,999. The home features a attached garage and a full, finished basement.
This home is located in 1035 - OM Old Milton, part of Milton in the Halton area. Explore more homes for sale and recently sold properties in this neighbourhood.
Whether you are looking to buy, sell, or lease in 1035 - OM Old Milton, our team of experienced real estate professionals can help you navigate the market and find the perfect home. Contact us today for a free consultation.
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