Property photo 1
Property photo 2
+18 more
1 / 20

415 Highside Drive — Detached

For Sale

Milton, ON L9T 1W9

6 Bed · 4 Bath · Detached

MLS #W13451400

$1,399,999

Listed Price

About This Property

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.

Property Details

Bedrooms

6

Bathrooms

4

Square Feet

2000-2500 sqft

Property Type

Detached

Style2-Storey
Lot Size93 181 ft
Frontage92.7 ft
Depth181.0 ft
GarageAttached
BasementFull, Finished
CoolingWall Unit(s)
HeatingRadiant
FireplaceYes
Parking Spaces8
Listed OnJun 15, 2026
MLS Size2000-2500
Property Tax$6,938/year

Rooms

NameSize (m)Size (ft)Features
Living Room(Main)3.7 x 6.812.1 x 22.3-
Living Room(Main)3.7 x 6.812.1 x 22.3-
Living Room(Main)3.7 x 6.812.1 x 22.3-
Living Room(Main)3.7 x 6.812.1 x 22.3-
Living Room(Main)3.7 x 6.812.1 x 22.3-
Living Room(Main)3.7 x 6.812.1 x 22.3-
Living Room(Main)3.7 x 6.812.1 x 22.3-
Living Room(Main)3.7 x 6.812.1 x 22.3-
Dining Room(Main)4 x 3.213.1 x 10.5-
Dining Room(Main)4 x 3.213.1 x 10.5-
Dining Room(Main)4 x 3.213.1 x 10.5-
Dining Room(Main)4 x 3.213.1 x 10.5-
Dining Room(Main)4 x 3.213.1 x 10.5-
Dining Room(Main)4 x 3.213.1 x 10.5-
Dining Room(Main)4 x 3.213.1 x 10.5-
Dining Room(Main)4 x 3.213.1 x 10.5-
Kitchen(Main)5.8 x 3.519.0 x 11.5-
Kitchen(Main)5.8 x 3.519.0 x 11.5-
Kitchen(Main)5.8 x 3.519.0 x 11.5-
Kitchen(Main)5.8 x 3.519.0 x 11.5-
Kitchen(Main)5.8 x 3.519.0 x 11.5-
Kitchen(Main)5.8 x 3.519.0 x 11.5-
Kitchen(Main)5.8 x 3.519.0 x 11.5-
Kitchen(Main)5.8 x 3.519.0 x 11.5-
Family Room(Main)6.7 x 5.422.0 x 17.7-
Family Room(Main)6.7 x 5.422.0 x 17.7-
Family Room(Main)6.7 x 5.422.0 x 17.7-
Family Room(Main)6.7 x 5.422.0 x 17.7-
Family Room(Main)6.7 x 5.422.0 x 17.7-
Family Room(Main)6.7 x 5.422.0 x 17.7-
Family Room(Main)6.7 x 5.422.0 x 17.7-
Family Room(Main)6.7 x 5.422.0 x 17.7-
Primary Bedroom(Second)3.7 x 5.212.1 x 17.1-
Primary Bedroom(Second)3.7 x 5.212.1 x 17.1-
Primary Bedroom(Second)3.7 x 5.212.1 x 17.1-
Primary Bedroom(Second)3.7 x 5.212.1 x 17.1-
Primary Bedroom(Second)3.7 x 5.212.1 x 17.1-
Primary Bedroom(Second)3.7 x 5.212.1 x 17.1-
Primary Bedroom(Second)3.7 x 5.212.1 x 17.1-
Primary Bedroom(Second)3.7 x 5.212.1 x 17.1-
Bedroom 2(Second)3.3 x 2.310.8 x 7.5-
Bedroom 2(Second)3.3 x 2.310.8 x 7.5-
Bedroom 2(Second)3.3 x 2.310.8 x 7.5-
Bedroom 2(Second)3.3 x 2.310.8 x 7.5-
Bedroom 2(Second)3.3 x 2.310.8 x 7.5-
Bedroom 2(Second)3.3 x 2.310.8 x 7.5-
Bedroom 2(Second)3.3 x 2.310.8 x 7.5-
Bedroom 2(Second)3.3 x 2.310.8 x 7.5-
Bedroom 3(Second)3.1 x 3410.2 x 111.5-
Bedroom 3(Second)3.1 x 3410.2 x 111.5-
Bedroom 3(Second)3.1 x 3410.2 x 111.5-
Bedroom 3(Second)3.1 x 3410.2 x 111.5-
Bedroom 3(Second)3.1 x 3410.2 x 111.5-
Bedroom 3(Second)3.1 x 3410.2 x 111.5-
Bedroom 3(Second)3.1 x 3410.2 x 111.5-
Bedroom 3(Second)3.1 x 3410.2 x 111.5-
Bedroom 4(Second)3.1 x 3.410.2 x 11.2-
Bedroom 4(Second)3.1 x 3.410.2 x 11.2-
Bedroom 4(Second)3.1 x 3.410.2 x 11.2-
Bedroom 4(Second)3.1 x 3.410.2 x 11.2-
Bedroom 4(Second)3.1 x 3.410.2 x 11.2-
Bedroom 4(Second)3.1 x 3.410.2 x 11.2-
Bedroom 4(Second)3.1 x 3.410.2 x 11.2-
Bedroom 4(Second)3.1 x 3.410.2 x 11.2-
Recreation(Basement)5.9 x 319.4 x 9.8-
Recreation(Basement)5.9 x 319.4 x 9.8-
Recreation(Basement)5.9 x 319.4 x 9.8-
Recreation(Basement)5.9 x 319.4 x 9.8-
Recreation(Basement)5.9 x 319.4 x 9.8-
Recreation(Basement)5.9 x 319.4 x 9.8-
Recreation(Basement)5.9 x 319.4 x 9.8-
Recreation(Basement)5.9 x 319.4 x 9.8-
Bedroom 5(Basement)3.2 x 5.410.5 x 17.7-
Bedroom 5(Basement)3.2 x 5.410.5 x 17.7-
Bedroom 5(Basement)3.2 x 5.410.5 x 17.7-
Bedroom 5(Basement)3.2 x 5.410.5 x 17.7-
Bedroom 5(Basement)3.2 x 5.410.5 x 17.7-
Bedroom 5(Basement)3.2 x 5.410.5 x 17.7-
Bedroom 5(Basement)3.2 x 5.410.5 x 17.7-
Bedroom 5(Basement)3.2 x 5.410.5 x 17.7-
Office(Basement)3.2 x 5.110.5 x 16.7-
Office(Basement)3.2 x 5.110.5 x 16.7-
Office(Basement)3.2 x 5.110.5 x 16.7-
Office(Basement)3.2 x 5.110.5 x 16.7-
Office(Basement)3.2 x 5.110.5 x 16.7-
Office(Basement)3.2 x 5.110.5 x 16.7-
Office(Basement)3.2 x 5.110.5 x 16.7-
Office(Basement)3.2 x 5.110.5 x 16.7-
Kitchen(Basement)3.8 x 3.612.5 x 11.8-
Kitchen(Basement)3.8 x 3.612.5 x 11.8-
Kitchen(Basement)3.8 x 3.612.5 x 11.8-
Kitchen(Basement)3.8 x 3.612.5 x 11.8-
Kitchen(Basement)3.8 x 3.612.5 x 11.8-
Kitchen(Basement)3.8 x 3.612.5 x 11.8-
Kitchen(Basement)3.8 x 3.612.5 x 11.8-
Kitchen(Basement)3.8 x 3.612.5 x 11.8-

415 Highside Drive History

Complete transaction history for this property

Sold

Sold: Aug 12, 2026

$1,345,000

-$5,000 (-0.4%)

Listed: $1,350,00011 days on marketSale
View Property Details →

1 More Transactions Available

Register free to see the complete unit history

Transaction History Available

Register for free to view complete transaction history and access exclusive sold data

Free account • No credit card required

Recently Sold Nearby

Showing 4 of 5

Available For Sale Nearby

Available Nearby

Showing 4 of 8
OQ

Your Agent

OVAIS QASSIM

Broker of Record

PREMIER MATRIX REALTY LTD. BROKERAGE

aıly
Get Your AI Real Estate Plan
Ask aily about 415 Highside Drive, Milton, ON L9T 1W9
Estimator

Get your sale estimate

See the comparable sold, tax-matched, and currently-competing listings for 415 Highside Drive.

Price Estimate Available

Register for free to view complete price estimate and access exclusive sold data

Free account • No credit card required

Home Features

Property TypeDetached
Style2-Storey
Lot Size93 × 181 ft
Frontage92.7 ft
Depth181.0 ft
GarageAttached
BasementFull, Finished
CoolingWall Unit(s)
FireplaceYes

Interested in This Home?

Contact OVAIS QASSIM

About 415 Highside Drive, Milton, ON L9T 1W9

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.

1035 - OM Old Milton Neighbourhood

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.

415 Highside Drive, Milton, ON L9T 1W9

415 Highside Drive, Milton, ON L9T 1W9 for sale,6 bedroom detached 1035 - OM Old Milton,Milton homes for sale,Halton real estate,2-Storey homes, detached for sale