Front of 415 Highside Drive
415 Highside DriveMilton (Old Milton)
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Ontario Real Estate › Milton › Old Milton
Front of 415 Highside Drive
415 Highside DriveMilton (Old Milton)
Terminated
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DetachedMLS W13070264
Last asked:Terminated Jun 16, 2026
$1,475,000
4+2 Bedrooms
4 Bathrooms
2 Garage
2K~2.5K Sq.Ft.
92.72 x 181.02 ft Lot
$6,938 Tax/yr

Property history

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About this home

415 Highside Drive, Milton

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.

Auto Garage Door RemoteFenced YardParkPublic TransitSchoolPorch

Facts & features

TypeDetached
Style2-storey
Size2K~2.5K Sq.Ft.
Lot92.72 x 181.02 ft
Tax$6,938 (2025)
HeatingRadiant, gas
CoolingWall unit(s)
BasementFull, finished
Parking6 drive
WaterMunicipal
FireplaceYes

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Rooms

12 rooms · 4 bathrooms
Main floor4 rooms
  • Living room12′2″ × 22′4″271 sq.ft.
  • Dining room13′1″ × 10′6″138 sq.ft.
  • Kitchen19′ × 11′6″219 sq.ft.
  • Family room22′ × 17′9″389 sq.ft.
Second floor4 rooms
  • Primary bedroom12′2″ × 17′1″207 sq.ft.
  • Bedroom 210′10″ × 7′7″82 sq.ft.
  • Bedroom 310′2″ × 111′7″1135 sq.ft.
  • Bedroom 410′2″ × 11′2″113 sq.ft.
Basement4 rooms
  • Recreation19′4″ × 9′10″191 sq.ft.
  • Bedroom 510′6″ × 17′9″186 sq.ft.
  • Office10′6″ × 16′9″176 sq.ft.
  • Kitchen12′6″ × 11′10″147 sq.ft.
Bathrooms4
4-pcSecond3-pcSecond3-pcBasement2-pcMain
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Around this home

Ontario St N & Steeles Ave E
5Walking

Schools nearby

School rating, out of 10.

Holy Rosaryelementary · Private · 0.8 km
6.8/10
St Peter'selementary · Private · 0.8 km
5.6/10
Martin Streetelementary · Public · 0.8 km
6.1/10

Listing details

MLS® numberW13070264
Listed onMay 1, 2026
Days on market46
UpdatedJun 16, 2026
Listing brokerageROYAL LEPAGE MEADOWTOWNE REALTY
Possession60-89 days

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