4379 Henderson Road
TR Rural Trafalgar · Milton, ON L9E 0K2
Listing brokerage: Royal LePage Meadowtowne Realty Inc., Brokerage
Asking price
$2,699,900
Key facts
- DetachedProperty type
- 3Bedrooms
- 2Bathrooms
- 12 spacesParking
- 2,750 sq ftLiving space
- 165 ftLot frontage
- Sep 24, 2026Listed
- 46 daysOn market
- W13824414MLS® number
About this home
Discover the perfect balance of quality, tranquility, and function on one of Milton's premier streets. Set on 2.5 beautifully maintained acres down sought-after Henderson Road, this classic brick bungalow underwent a thoughtful, high-quality transformation and addition in 2021 into a fully realized multi-generational home. Designed with comfort and ease of living in mind, the layout offers ideal privacy for hosting extended family, accommodating guests, or generating passive rental income, all while keeping loved ones close. Enjoy seamless access to nature with panoramic escarpment views and convenient walkout access throughout the home. Equestrian & storage facilities include a pristine 6-stall barn with 2paddocks, a run-in shed, perfect for small livestock, hobby farming, or secure extra storage with an accessible second driveway. An additional oversized detached 2-car garage in the perfect Mancave &There is also great future development potential combined with exceptional regional connectivity, located just minutes from the 407, 401, and QEW. This is more than a home; it is a family home built for generations to come. Opportunities like this are rare. Book your private showing and see it for yourself today.
Price history
- Listed$2,699,900
Location
4379 Henderson Road, Milton
Schools & transit
School locations and boards shown from open data. We do not publish rankings; any future scores will be sourced, dated and shown factually.
Nearby schools
- MAM Islamic Elementary SchoolPrivate · Elementary · 451 m in a straight lineBoundary data unavailable for this board — we don't guess catchment lines.
- ÉIC Sainte-TrinitéCS catholique MonAvenir · Elementary · 3.7 km in a straight lineBoundary data unavailable for this board — we don't guess catchment lines.
- ÉSC Sainte-TrinitéCS catholique MonAvenir · Secondary · 3.7 km in a straight lineBoundary data unavailable for this board — we don't guess catchment lines.
Nearby transit
Lines nearby: 21, 22, 27, 40, 41, 43, 47, 56
- Bronte Rd. @ Hwy. 407 Park & RideGO Transit · 1.9 km in a straight line · about 24 min walk (estimate) · 41, 47
- Trafalgar Rd. @ Hwy. 407 Park & RideGO Transit · 7.3 km in a straight line · about 91 min walk (estimate) · 22, 40, 41, 43, 47, 56
- Derry Rd. @ Thompson Rd. S.GO Transit · 7.3 km in a straight line · about 91 min walk (estimate) · 21, 22, 27
Estimated commute
- Downtown Mississauga (Square One)~79 minestimate
- Toronto Pearson Airport~109 minestimate
How is the commute estimated?
Estimate only. A coarse model from straight-line distance and an average transit speed — not a live routed trip. Actual times vary with schedules, transfers and traffic.
Sources
- Contains information licensed under the Open Government Licence – Ontario. Source: Ontario Ministry of Education.
- Data used in this product or service is provided with the permission of Metrolinx. Metrolinx makes no representations or warranties of any kind, express or implied, with respect to the Data and assumes no responsibility for the accuracy or currency of the data used in this product or service.
MLS® #W13824414
Last updated Oct 27, 2026
MLS®, Multiple Listing Service®, and the associated logos are owned by The Canadian Real Estate Association (CREA)/the applicable board and identify the quality of services provided by real estate professionals who are members.
Listing data is provided under licence by the Toronto Regional Real Estate Board and is deemed reliable but not guaranteed accurate.
