Discover a rare, private estate that delivers the ultimate "no-commute cottage" lifestyle. Set on over 10 lush acres amidst the stunning Niagara Escarpment, this meticulously maintained property is just minutes from downtown Milton and the new 401 & Tremaine exchange. Surrounded by vibrant perennial gardens and mature trees, you are perfectly positioned in the heart of Halton Conservation's premier parks. Including Kelso, Rattlesnake Point, and the Bruce Trail, ideal for outdoor enthusiasts who want nature on their doorstep. The custom-built bungalow features over 6,000 sq. ft. of open-concept living space. The main level showcases vaulted ceilings, a double-sided stone fireplace, and a spacious kitchen with pine cabinets, granite countertops, and a center island. A convenient wet bar, elegant dining room, and a fantastic outdoor screen room offer the perfect setup for 3-season entertaining. Enjoy panoramic views from walkout decks off the kitchen, screen room, sunroom, and the primary bedroom balcony. The lower level is a haven for relaxation, recreation, or remote work. You'll find a large rec room with a cozy wood-burning stove, a games room, four additional bedrooms, and convenient access to the attached three-car garage. Walk out directly to a resort-style inground pool complete with a hot tub, cabana, and a soothing water feature. The property is fully equipped with high-speed fibre internet, an eco-friendly geothermal heating and cooling system, 400-amp electrical service, and a backup propane generator. A separate two-car garage provides the ideal workshop, studio, or "Man Cave, " while a large greenhouse caters to garden enthusiasts. The park-like grounds boast a fire pit with a patio area, night landscape lighting, and over one kilometre of meticulously groomed private walking trails. Why waste your weekends fighting cottage traffic when you can have this premium retreat without the drive? Experience the perfect balance of luxury, privacy, and connectivity.
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Sale and tax history for 5590 Steeles Ave W
Sale History
Tax History
Date
Event
Price
TREB #W13224274
Jun 1, 2026
Listed
$3,290,000
TREB #W12465620
Mar 28, 2026
Delisted
—
Oct 16, 2025
Listed
$3,795,000
+45
Discover an unparalleled gem rarely available on the market: a private and serene estate with a custom-designed home that fulfills every dream. Set on over 10 lush acres amidst the stunning Niagara Escarpment, this meticulously cared-for property is just minutes from the 401 and downtown Milton. Surrounded by vibrant perennial gardens and towering mature trees, this home is perfectly positioned in the heart of Halton Conservation's premier parks. You'll be just moments from Kelso Conservation Area, Rattlesnake Point, Crawford Lake, Hilton Falls, and the Bruce Trail ideal for outdoor enthusiasts and nature lovers. The custom-built bungalow features over 6,000 sq. ft. of exquisite living space. Its open-concept design showcases vaulted ceilings, a double-sided stone fireplace, a spacious kitchen with pine cabinets, granite countertops, and an island. A convenient wet bar, elegant dining room, and a fantastic outdoor screen room offers the perfect space for 3-season entertaining. Enjoy stunning views from walkout decks off the kitchen, screen room, sun room, and master bedroom balcony. The lower level is a haven of relaxation and recreation. You will find a large recreation room with a cozy wood-burning stove, a games room, four additional bedrooms, and access to a three-car garage. Walk out to a luxurious inground pool with a hot tub, cabana, and a soothing water feature. The home is equipped with a 400-amp electrical service, a propane-powered generator, and a geothermal heating and cooling system. A separate two-car garage provides the ideal "Man Cave" and additional storage for garden equipment. Garden enthusiasts will love the large greenhouse/potting shed, and the property boasts a fire pit with a patio area, night landscape lighting, and over one kilometer of meticulously groomed walking trails. Why settle for a cottage when you can have this dream home without the drive? Experience the ultimate in luxury and tranquility this is truly what dreams are made of!
TREB #W12206703
Oct 15, 2025
Delisted
—
Jun 9, 2025
Listed
$3,795,000
TREB #W9255355
Nov 1, 2024
Listed
$3,950,000
Nov 1, 2024
Delisted
—
Aug 15, 2024
Listed
$3,950,000
TREB #W10403713
Aug 15, 2024
Listed
$3,950,000
As the MLS and public records start to fill up, we'll list the details here.