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4379 Henderson Road

1044 - TR Rural Trafalgar / Milton, ON L9E 0K2

ActiveFor Sale
3 Beds
2 Baths
2,500 Sq Ft
3 Lot Sq Ft
Single Family Home
Virtual Tour Available

About This Property

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.

Property Details

StatusActive
Property TypeSingle Family Home
Listing TypeFor Sale
Interior Size2,500 sq ft
Lot Size3 sq ft
Bedrooms3
Bathrooms2
Taxes (2026)$5,480
Postal CodeL9E 0K2
Last UpdatedOct 28, 2026 · 1:20 p.m.

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Features & Amenities

  • View
  • Fireplace
  • Air Conditioning
  • Basement

Buying or selling in Milton?

Filipe & Isabel Ferreira and the Team Filipe (RE/MAX Ultimate Realty Inc., Brokerage) represent buyers and sellers here. Local guides and live listings below.

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TRREB MLS® Attribution

MLS® W13824414

Listed by Royal LePage Meadowtowne Realty Inc., Brokerage

The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. The trademarks REALTOR®, REALTORS® and the REALTOR® logo are controlled by CREA and identify real estate professionals who are members of CREA. Listing data provided by the Toronto Regional Real Estate Board (TRREB). The information contained herein is from sources believed to be reliable but is not guaranteed. Information deemed reliable but not guaranteed accurate by TRREB or Team Filipe / RE/MAX.

$2,699,900

asking price

MLS®W13824414
TypeSingle Family Home
CityMilton
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Team Filipe · RE/MAX · (647) 210-6070

Mortgage Estimate

Est. Monthly Payment

$13,184

/month · $2,159,920 mortgage

Down Payment20% — $539,980
Interest Rate5.5%

Amortization

Total Interest

$1,795,270

Total Cost

$3,955,190

Estimate only. Based on Canadian semi-annual compounding, 25-yr amortization at 5.5%.

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Listed By

Royal LePage Meadowtowne Realty Inc., Brokerage