415 Highside Drive
Milton (Old Milton), ON L9T 1W9
- 4+2Bedrooms
- 4Bathrooms
- 2Garage
- 2000–2500Sq Ft
- $6,938Tax
- 93×181 ftLot Size
Estimated Value:$1,280,000See Free Estimate Report
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Free Home EvaluationHow Much Is My Home Worth?Homes for Sale NearbySale & Price History for 415 Highside Drive, Milton, Old Milton
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About 415 Highside Drive, Milton, Old Milton
Summarized Description
- Rare oversized lot in a quiet neighborhood.
- Georgian-style home with unique architectural features.
- Includes a separate in-law suite for flexibility.
- Deep, private backyard ideal for entertaining.
- Multiple entrances enhance accessibility for families.
- Zoning allows for potential custom home expansion.
- Close to downtown and local amenities.
- Heated shed suitable for workshop or office.
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.
Key Facts & Features
Property Costs
- Annual Property Tax Amount
- $6,938
- Land Transfer Tax Fee
- $23,475
- Basement Type
- Full, Finished
Interior Features
- Laundry Level
- Lower Level
- Interior Extras
- Auto Garage Door Remote
- Fireplace/Stove
- Yes
- Elevator
- No
Exterior Features
- Exterior Extras
- Porch
- Pool
- None
- Property Features
- Fenced Yard, Park, Public Transit, School
- Other Structures
- Garden Shed
Building
- Building Type
- Detached
- Building Style
- 2-Storey
Construction
- Exterior Finish
- Brick
- Roof
- Asphalt Shingle
- Foundation Details
- Unknown
- Special Designation
- Unknown
Lot
- Lot Front
- 92.72 ft
- Lot Depth
- 181.02 ft
- Lot Shape
- Rectangular
Inclusions
- Inclusions
- 2 Fridges, 2 stoves, dishwasher, microwave, washer, dryer, deep freezer in garage & mini fridge, all light fixtures, all window coverings, one ductless heating/cooling unit in family room, TELUS doorbell camera, motion sensors, window & door sensors (zones for upstairs and basement), doorbell cameras x2 (main front door and back door), GDO/remotes, two sheds (one with power), playset.
Exclusions
- Exclusions
- Mounted TV in living room (bracket/mounting hardware to stay).
Parking & Garages
- Garage Type
- Attached
- Garage Spaces
- 2
- Parking Spaces
- 6
- Total Garage And Parking Spaces
- 8
Heating & Cooling
- Heat Source
- Gas
- Heat Type
- Radiant
- Air Conditioning
- Wall Unit(s)
- Water
- Municipal
- Sewers
- Sewer
- Bedrooms
- 4 + 2
- Washrooms
- 4
- Kitchens
- 2
- Family / bonus room
- Yes
Room sizes
- Bedroom 5—Basement level
- Living Room—Main level
- Kitchen—Basement level
- Office—Basement level
- Bedroom 4—Second level
- Recreation—Basement level
- Primary Bedroom—Second level
- Kitchen—Main level
- Bedroom 2—Second level
- Bedroom 3—Second level
- Dining Room—Main level
- Family Room—Main level
Washrooms
- 2-piece, Main
- 4-piece, Second
- 3-piece, Second
- 3-piece, Basement
- Municipality
- Milton
- Neighbourhood
- Old Milton
- Main cross streets
- Ontario St N & Steeles Ave E
- Directions
- Ontario St N & Steeles Ave E
- MLS® number
- W13556930
- Data source
- Toronto Regional Real Estate Board
- Status change
- 2026-07-27
- Listed on
- 2026-07-13
- Days on market
- 14 days
- Possession type
- 60-89 days
- Co-op commission
- 2.5%
- Seller
- Listed by
- ROYAL LEPAGE MEADOWTOWNE REALTY
Home Market Value
Current home valuation for 415 Highside Drive, Milton, Old Milton, Milton, ON. Listed for $1,350,000
HOMEH Estimate
$1,280,000
Estimated Sales Range
$1,011,200 - $1,548,800
HOMEH Estimate for 415 Highside Drive, Milton, Old Milton
Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.
Mortgage Payment Calculator
Compare up to 4 down payment scenarios
5% on first $500K + 10% on $850,000 over $500K
$110,000
| Scenario 1 | Scenario 2 | Scenario 3 | Scenario 4 | |
|---|---|---|---|---|
−Down payment | % $ | % $ | % $ | % $ |
+CMHC insurance | $49,572 | $37,665 | $32,130 | $0 |
=Total mortgage | $1,288,872 | $1,252,665 | $1,179,630 | $1,080,000 |
Amortization | ||||
Mortgage rate | % | % | % | % |
| Payment frequency | ||||
=Mortgage payment | $6,293monthly | $6,116monthly | $5,760monthly | $5,273monthly |
Land Transfer Tax
$23,475
$23,475
Around this home
Data provided by OpenStreetMap & Fraser Institute School Rankings
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