415 Highside Drive, Milton, ON L9T 1W9, Milton, ON, L9T 1W9
MLS: W13070264 | Detached
$1,475,000

Property 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.
Quick Facts
- Property Type: Detached
- Style: 2-Storey
- Bedrooms: 6 (4 above, 2 below)
- Bathrooms: 4
- Fireplaces: 2
- Parking: 8.0 spaces (Private Double)
Costs
- Annual Taxes: $6,938.00 (2025)
Listing Provided by: ROYAL LEPAGE MEADOWTOWNE REALTY
Board: Toronto Regional Real Estate Board
Data provided via CREA DDF®.
Detailed Features
Interior & Systems
- Cooling: Wall Unit(s)
- Basement: Full, Finished
Exterior & Construction
- Style: 2-Storey
- Exterior: Porch
- Roof: Asphalt Shingle
- Construction: Brick
- Foundation: Unknown
- Sewer: Sewer
Lot & Land
- Pool: None
Community & Neighbourhood
- Neighbourhood: 1035 - OM Old Milton
Listing Information
Listing History
Sold history, price changes, and days-on-market are reserved for registered users.
Per TRREB / PropTx Virtual Office Website (VOW) terms, this data is available to logged-in users who have accepted the VOW Terms of Use.
Sign In or RegisterLocation & Neighborhood
🚗 Travel times
Neighborhood Walkability
Mortgage & Cost Calculators
Nearby Homes ?Nearby Homes — Search CriteriaSearch Radius1 kmPrice Range±30%Match BedroomsNoMatch BathroomsNo

3016 WILLIAM CUTMORE Boulevard W, Oakville, ON L6H 7W8, Oakville
Detached$1,475,000
$7,226/yr taxListing Courtesy of CENTURY 21 LEADING EDGE REALTY INC.

19 Earl Street, Toronto C08, ON M4Y 1M4, Toronto C08
Condo Townhouse$1,475,000
$6,802/yr taxListing Courtesy of CHESTNUT PARK REAL ESTATE LIMITED

230 St Andrew Street E, Centre Wellington, ON N1M 1R1, Centre Wellington
Detached$1,475,000
$6,380/yr taxListing Courtesy of Keller Williams Home Group Realty

519 River Glen Boulevard, Oakville, ON L6H 6N4, Oakville
Detached$1,475,000
$5,776/yr taxListing Courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD.

3342 Cline Street, Burlington, ON L7M 0J9, Burlington
Detached$1,475,000
$8,016/yr taxListing Courtesy of RE/MAX REALTY SPECIALISTS INC.

2142 MEADOWGLEN Drive, Oakville
House$1,475,000
$6,644/yr taxListing Courtesy of Century 21 Miller Real Estate Ltd.

1086 Lake Street, Willisville
House$1,475,000
Listing Courtesy of ROYAL LEPAGE NORTH HERITAGE REALTY, BROKERAGE

9 Georgian Court, Collingwood, ON L9Y 4W5, Collingwood
Detached$1,475,000
$9,401/yr taxListing Courtesy of Royal LePage Locations North

1299 County 23 Road, Norfolk, ON N0E 1G0, Norfolk
Detached$1,475,000
$9,631/yr taxListing Courtesy of RE/MAX Tri-County Realty Inc Brokerage

91 Macleod Street, Toronto W04, ON M6L 2M8, Toronto W04
Detached$1,475,000
$6,055/yr taxListing Courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD.
Similar Homes ?Similar Homes — Search CriteriaSearch Radius5 kmPrice Range±5%Match Home TypeYesMatch BedroomsYes

113 Black Willow Crescent, Blue Mountains, ON L9Y 5L8, Blue Mountains
Detached$1,475,000
$5,771/yr taxListing Courtesy of RE/MAX By The Bay Brokerage

195 Middleton Church Road, Norfolk, ON N4B 2W5, Norfolk
Detached$1,475,000
$10,835/yr taxListing Courtesy of ENGEL & VOLKERS WATERLOO REGION

995 Nellie Little Crescent, Newmarket, ON L3X 3E6, Newmarket
Detached$1,478,000
$8,444/yr taxListing Courtesy of BAY STREET GROUP INC.

109 Angelina Avenue, Vaughan, ON L4L 8N9, Vaughan
Detached$1,479,000
$6,118/yr taxListing Courtesy of FINE HOMES REALESTATE INC.

2911 Tradewind Drive, Mississauga, ON L5N 6L2, Mississauga
Detached$1,479,000
$6,921/yr taxListing Courtesy of RE/MAX GOLD REALTY INC.

7454 Old Church Road, Caledon, ON L7C 0H5, Caledon
Detached$1,479,000
$8,316/yr taxListing Courtesy of RIGHT AT HOME REALTY

95 Dallan Drive, Guelph, ON N1L 0N3, Guelph
Detached$1,479,000
$8,484/yr taxListing Courtesy of RE/MAX REAL ESTATE CENTRE INC.

2237 Shore Lane, Wasaga Beach, ON L9Y 2X7, Wasaga Beach
Detached$1,479,900
$6,044/yr taxListing Courtesy of Royal LePage Locations North

4 Monument Trail, Brampton, ON L7A 4M8, Brampton
Detached$1,479,900
$9,977/yr taxListing Courtesy of RE/MAX REAL ESTATE CENTRE INC.

55 Steamer Drive, Whitby, ON L1N 9X3, Whitby
Detached$1,480,000
$8,445/yr taxListing Courtesy of EASY LIST REALTY LTD.
Property Comparables ?Active Comparables — Search CriteriaSearch Radius2 kmPrice Range±15%Match Home TypeYesMatch BedroomsYes
No active comparables found in this area.
No rental comparables found in this area.
Sold comparables require subject coordinates and a sale-context listing.
Rented comparables require subject coordinates.
Book a Viewing
415 Highside Drive, Milton, ON L9T 1W9, Milton, ON, L9T 1W9



