415 Highside Drive

415 Highside Drive
415 Highside Drive
415 Highside Drive
+47
4+2
 bed
4
 bath
8
 parking
2000 - 2500
 sqft
Detached
$1,475,000
For Sale
11 hours
 on site
$1,475,000
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Size
-
Lot size
16784 sqft
Street frontage
-
Possession
60-89 days
Price per sqft
$590 - $738
Taxes
$6,938 (2025)
Parking Type
-
Style
2-Storey
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Description
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.
Broker: ROYAL LEPAGE MEADOWTOWNE REALTY
MLS®#: W13070264
Property details
Parking:
8
Parking type:
-
Property type:
Detached
Heating type:
Radiant
Style:
2-Storey
MLS Size:
2000-2500 sqft
Lot front:
92 Ft
Lot depth:
181 Ft
Listed on:
May 1, 2026
Show all details
Rooms
LevelNameSizeFeatures
Second
Bedroom 3
10.2 x 111.5 ft
Main
Living Room
12.1 x 22.3 ft
Basement
Office
10.5 x 16.7 ft
Show all
Instant estimate:
orto view instant estimate
$42,827
higher than listed price
i
High
$1,574,906
Mid
$1,517,827
Low
$1,448,581
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About 415 Highside Drive

415 Highside Drive is a Milton detached house for sale. 415 Highside Drive has an asking price of $1475000, and has been on the market since May 2026. This detached house has 4+2 beds, 4 bathrooms and is 2000-2500 sqft. 415 Highside Drive, Milton is situated in Mountain View, with nearby neighbourhoods in Dorset Park, Old Milton, Timberlea and Dempsey.

Some good places to grab a bite are The Grand Chalet, 241 Pizza or Louie's Diner. Venture a little further for a meal at one of Mountain View neighbourhood's restaurants. If you love coffee, you're not too far from Tim Hortons located at 433 Steeles Ave E. For grabbing your groceries, Monika Bakes is only a 5 minute walk.

Transit riders take note, 415 Highside Dr, Milton is a short distance away to the closest public transit Bus Stop (Mountainview) with route High Point.