20 Stokes Trail

Set on a rare half-acre backing onto protected conservation land, 57 Victoria Street offers a level of privacy and calm rarely found within town limits. Surrounded by mature trees and curated gardens, the home feels intentionally removed, with each window framing a quiet connection to the outdoors. It's a setting that offers true serenity without isolation. Known as The Judges House, this is one of Milton's most iconic addresses, reimagined through a complete two-year, $2 million transformation that merges its Victorian architecture with an uncompromising standard of modern living. With over 5,000 sq ft, the home is designed for both presence and ease. A more traditional front layout transitions into an open rear living space, creating a natural balance between structure and flow. Light moves effortlessly throughout, enhanced by expansive windows, refined millwork, and thoughtfully integrated living spaces. Every finish, fixture, and system has been specified without compromise - a home that performs as beautifully as it looks. A fully detached two-storey coach house is a self-contained residence that introduces rare flexibility, ideal for a private workspace, studio, or guest residence, set apart from the main home. While the setting feels calm and removed, seamless access to the city and a short walk to Main Street create a true sense of escape without compromise or isolation. A rare offering defined by privacy, scale, and architectural significance.

Welcome to your private retreat - this stunning custom-built home (2017) sits on 17 acres of serene countryside, offering over 6,345 sq. ft. of above grade luxurious living space. Designed with both elegance and comfort in mind, the home showcases oversized windows, luxury finishes, hardwood flooring, heated washroom floors and recessed lighting throughout, creating a warm & inviting atmosphere.The heart of the home is the expansive chefs kitchen, featuring a generous center island perfect for family gatherings or entertaining.The kitchen flows seamlessly into the family room, highlighted by beautiful waffle ceilings and large windows that bring in natural light. The massive primary suite is a true sanctuary, complete with its own lounge and study, plus a spa-inspired 5-piece ensuite featuring dual vanities and a shower with two shower heads. The 2nd and 3rd bedrooms boast floor-to-ceiling windows, filling each space with breathtaking views. For entertainment and relaxation, the home offers an impressive array of amenities: a recreation room with walkout to the heated outdoor pool, a soundproof private theatre, treehouse, large garden bed with dedicated water and power for growing fruits or veggies, and an entire third-floor retreat with yoga-workout space. Whether you are hosting intimate movie nights or morning meditation sessions, this home caters to every lifestyle. Step outside to multiple outdoor seating areas, thoughtfully designed for large family dinners or gatherings with friends, all surrounded by the peaceful expanse of your own private 17 acres! ***Out of the total 17 acre lot, the West side of the property features approximately 10 acres of crop land that can be rented to a farmer if you desire, while the East side of the property the house is situated on features approx. 7 acres of green space/grass. Building permit for 1000 Sq Ft barn on West side of property. Opportunity to acquire $20k of equipment to build your own greenhouse, if desired.***

A truly one-of-a-kind legacy estate featuring two residences, an expansive workshop, indoor hockey rink, private aircraft hangar, resort-style backyard retreat, and countless other amenities. Escape to your own private countryside retreat on over 42.5 spectacular acres, where luxury, recreation, and natural beauty come together in perfect harmony. The grounds offer endless opportunities to explore, with scenic hiking and ATV trails, a charming chicken coop, mini barn for small animals, and an abundance of maple trees for syrup production. Adding to the property's unique appeal is a 50' x 100' barn currently configured as a private hockey rink, along with a private grass landing strip and airplane hangar for aviation enthusiasts. The main residence offers approximately 5,500 sq. ft. of finished living space with 4+1 bedrooms and 3.5 bathrooms. Designed for both comfort and functionality, it features spacious principal rooms, a dedicated office with custom built-ins, flexible studio space, and a large great room above the heated two-car garage. Outside, the property transforms into a resort-inspired oasis. Enjoy the inground fiberglass pool with waterfall features and lighting, hot tub, barrel sauna, and an expansive pavilion complete with a wood-burning stone fireplace and imported Portuguese pizza oven-ideal for year-round entertaining. A separate secondary residence provides exceptional flexibility for extended family, guests, or rental income. Featuring soaring 14-foot ceilings, an open-concept layout, one bedroom, one bathroom, and an attached heated four-car garage and barn, it is both stylish and functional. Whether you're searching for a family compound, recreational paradise, or luxury country estate, this remarkable property offers a lifestyle few can match.

Rare opportunity to own this unique 21.34-acre farm in a prime Milton location with exceptional exposure to Hwy 401 and breathtaking Escarpment views. The property features a beautifully upgraded 4-bedroom, 2-storey home and multiple outbuildings, offering the perfect blend of country living and investment value. Included is an Ontario Feed-In-Tariff (FIT) Solar Contract generating approximately $150,000 annually through 2036 (buyer to verify), providing substantial ongoing income. The property includes a 40' x 100' barn built in 2010, a large 2-storey 60' x 100' barn, and a 24' x 24' workshop/shed built in 2016. An exceptional opportunity for investors seeking strong cash flow with additional farm rental income potential, or for end users looking to enjoy a picturesque rural lifestyle while benefiting from significant annual income without the need for residential tenants. A truly rare offering combining location, views, infrastructure, and income in one of Milton's most sought-after rural settings.