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Listing data is provided under license from the Toronto Regional Real Estate Board (TRREB). TRREB assumes no responsibility for the accuracy of the information contained herein. Data is updated periodically and may not reflect the most current market activity. Not intended to solicit buyers or sellers currently under contract. MLS®, REALTOR®, and the associated logos are certification marks owned by the Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA.

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MLS# W13070264Old Milton, Milton · L9T 1W9
For SaleDetached

415 Highside Drive

$1,475,000
4 Bed + Den4 Bath2d on market
MLS# W13070264Old Milton, Milton · L9T 1W9
For SaleDetached

415 Highside Drive

$1,475,000

2 days on market

Bedrooms
4 Bed + Den
Bathrooms
4 Bath
Size (MLS Range)
2000-2500 sq ft
Parking
8 Attached
Virtual Tour
OverviewHistoryDetailsNeighbourhood

Listing History — This Unit

May 01, 2026(2d ago)·2 DOM
$1,475,000
Active
2000-2500 sqft·ROYAL LEPAGE MEADOWTOWNE REALTY
W13070264Current

About This Listing

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

MLS NumberW13070264
Property TypeDetached
Style2-Storey
Listing TypeFor Sale
StatusActive
Bedrooms4 Bed + Den
Bathrooms4
Size2000-2500 sq ft
Parking Spaces8
Parking TypeAttached
Property Tax$6,938/yr
Days on Market2
Listed2026-05-01
CommunityOld Milton
MunicipalityHalton
Cross StreetOntario St N & Steeles Ave E

Location & nearby

│
100
Walk
0
Transit

415 Highside Drive

Nearby schools

Closest publicly funded schools within 5 km, ranked by EQAO standardized test scores

Elementary

3 schools

W I Dick Middle School

234 m
PublicGrades 5-8
EQAO scoreStrong
78 / 100

Top 50% of Ontario elementary schools

Per-grade breakdown & demographics▾
Per-grade EQAO breakdown
Grade 6R88%▼ 4.0W82%▼ 8.0M63%▼ 4.0

R = Reading · W = Writing · M = Math · arrows show 3-year change

355 students20% Special Ed0% Gifted

Holy Rosary (Milton) Catholic Elementary School

551 m
CatholicGrades JK-8
EQAO scoreStrong
69 / 100
Per-grade breakdown & demographics▾
Per-grade EQAO breakdown
Grade 3R77%▼ 8.0W71%▼ 6.0M58%▼ 6.0
Grade 6R88%▲ 4.0

Martin Street Public School

696 m
PublicGrades JK-8
EQAO scoreStrong
76 / 100

Top 50% of Ontario elementary schools

Per-grade breakdown & demographics▾
Per-grade EQAO breakdown
Grade 3R81%▲ 5.0W72%▼ 1.0M79%▲ 11.0
Grade 6R91%

Secondary

3 schools

Ernest C Drury School for the Deaf

1.7 km
PublicGrades 9-12
EQAO data not available
Per-grade breakdown & demographics▾
Per-grade EQAO breakdown

Arrows show 3-year change

75 students100% Special Ed0% Gifted

E C Drury/Trillium Demonstration School

1.8 km
PublicGrades 9-12
EQAO data not available

EQAO score is the average of available reading, writing & math results, 0–100 · Source: Ontario Ministry of Education

PublicCatholicFrench

Nearby amenities

33 within a 10-min walk · 172 within 20 min · click a card to see the closest ones

Daily essentials

🏪
Convenience
3within 800 m
+5more by 1.6 km
  • Circle K486 m
  • Milton Latino505 m
  • Milton Convenience757 m
🏦

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May 2026

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Listing provided by ROYAL LEPAGE MEADOWTOWNE REALTY

Based on information from the Toronto Regional Real Estate Board (TRREB). All information deemed reliable but not guaranteed and should be independently verified. The accuracy of information is not guaranteed, has not been verified, and does not constitute professional advice.

IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than identifying prospective properties consumers may be interested in purchasing or renting.

Sold and leased listing data is provided under the Virtual Office Website (VOW) data feed and is available only to registered users who have agreed to the Terms of Use. This data is for personal, non-commercial use only and may not be copied, redistributed, or retransmitted.

MLS®, REALTOR®, and the associated logos are certification marks owned by the Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA.

This listing content is not intended to solicit properties already listed for sale or individuals who are currently under contract with a brokerage.

Data last updated: May 2, 2026 at 03:40 p.m.

W79%▼ 8.0
M40%▼ 15.0

R = Reading · W = Writing · M = Math · arrows show 3-year change

530 students14% Special Ed1% Gifted
▲ 6.0
W90%▲ 2.0
M44%

R = Reading · W = Writing · M = Math · arrows show 3-year change

620 students18% Special Ed0% Gifted

Bishop Paul Francis Reding Catholic Secondary School

2.1 km
CatholicGrades 9-12
EQAO scoreStrong
79 / 100

Top 50% of Ontario secondary schools

Per-grade breakdown & demographics▾
Per-grade EQAO breakdown
Grade 9 Math66%▼ 2.0
OSSLT literacy pass rate92%

Arrows show 3-year change

2,660 students14% Special Ed2% Gifted
Bank / ATM
2within 800 m
+7more by 1.6 km
  • CIBC484 m
  • CIBC696 m
  • Scotiabank1.0 km
🛒
Grocery
1within 800 m
+5more by 1.6 km
  • Flourgirls518 m
  • Wally's Meat Terminal852 m
  • Sargent Farms1.0 km
💊
Pharmacy
1within 800 m
+4more by 1.6 km
  • Pharmasave622 m
  • The Medicine Shoppe825 m
  • Shoppers Drug Mart922 m
📮
Post
2within 1.6 km
  • The UPS Store830 m
  • Milton Central Canada Post970 m

Food & drink

🍽️
Restaurants
16within 800 m
+48more by 1.6 km
1 within a 5-min walk
  • Tony Spiducci's Ristorante397 m
  • Vito's Pizza & Wings477 m
  • Louie's Diner479 m
☕
Coffee
1within 800 m
+13more by 1.6 km
  • Tim Hortons553 m
  • Coffee Culture941 m
  • Cafe Evelyn989 m
🍺
Bars & pubs
2within 1.6 km
  • The Ivy Arms1.1 km
  • Smoke Shack Shop & Lounge1.2 km

Recreation

🏛️
Community
1within 800 m
+4more by 1.6 km
  • Marian Courtyard627 m
  • Southside@Main1.1 km
  • Imam Bukhari Centre1.1 km
🏋️
Fitness
2within 1.6 km
  • Onyx Fit879 m
  • Fit4Less1.1 km
🎭
Entertainment
1within 1.6 km
  • Robertson Screw Factory1.3 km
🌳
Parks
1within 1.6 km
  • Livingston Park870 m

Services & shops

🏥
Healthcare
5within 800 m
+18more by 1.6 km
  • Dr. Angelika Koeth Chiropractor532 m
  • McPhail Chiropractic598 m
  • LiveYoung MediClinic616 m
⛽
Gas / EV
2within 800 m
+6more by 1.6 km
  • Husky454 m
  • Petro-Canada692 m
  • Petro-Pass844 m
🧸
Daycare
1within 800 m
+3more by 1.6 km
  • Wee Ones Childcare Academy742 m
  • Angus Valley Montessori1.0 km
  • Skedaddle Kids1.2 km
🛍️
Shops
18within 1.6 km
  • Winners922 m
  • Hi-Tech Shoe Repair958 m
  • Fashion Studio984 m

© OpenStreetMap contributors · counts are amenities tagged in OSM within walking distance