57 Benson Avenue

Sitting on over 5 acres of private land, this custom-built estate spans more than 3,000 sq. ft. and features 4 bedrooms, 3 bathrooms, a fully finished basement with a separate entrance, and endless charm inside and out. Welcome to 286194 Country Rd - where luxury living meets the serenity of the countryside. The wraparound porch frames stunning panoramic views, inviting you into a home that balances space, comfort, and sophistication. Inside, discover grand, light-filled rooms with soaring ceilings, designed for both everyday living and effortless entertaining. The open-concept kitchen is the perfect centerpiece - whether you're cooking for family or hosting friends. Downstairs, the finished basement with private garage access adds versatility and function - ideal for guests, in-laws, or a home business. Step outside into your own private retreat: a sparkling pool, relaxing hot tub, and built-in bonfire area surrounded by nature's beauty. This is more than a home - it's your country dream come to life.

This awesome 16 acre hobby farm is located in the heart of Mono. With a lovely old century home, bank barn and riding arena (cover all). Ideal for the country lover in you. Within minutes of Orangeville, Shelburne and Alliston and easy access to major highways it is the perfect place to call home. Home features 4 spacious bedrooms on second level, primary has private ensuite and walk in closet. Main floor features an eat in kitchen, formal living and dining rooms, family room and laundry room with 2 piece bath. Finished recreation room in lower level. Multiple walk outs. Enclosed front porch and so much more. Arena is 60' x 120' in excellent condition. Older bank barn is solid and offers hot and cold running water, Roof 2025, new propane furnace and more.

Stunning 3+1 Bedroom Bungalow on 2 Scenic Acres with Pool, Workshop & In-Law Potential Experience the best of country living just minutes from Orangeville and Shelburne. This beautifully maintained 3+1 bedroom, 3-bath bungalow sits on a picturesque 2-acre lot, offering privacy, space, and exceptional versatility.Step inside to a bright open-concept living and dining area featuring gleaming hardwood floors and a cozy fireplace perfect for entertaining or relaxing evenings at home. The updated eat-in kitchen boasts granite countertops, stainless steel appliances, and a walkout to your private backyard retreat. Outdoors, enjoy a spectacular multi-level deck designed for both entertaining and everyday living. Soak in the hot tub, host summer BBQs, relax under the gazebo, or spend sunny afternoons by the heated in-ground pool surrounded by manicured landscaping and open green space. The fully finished lower level offers incredible flexibility with a spacious rec room, fourth bedroom, and full bath ideal for guests, extended family, or in-law suite potential. Car enthusiasts and hobbyists will appreciate the impressive detached workshop with two roll- up garage doors. Additional sheds and a fenced garden provide even more functionality and storage. A rare opportunity to own a move-in ready country property that perfectly balances lifestyle,comfort, and convenience.

Country living with room to breathe! Set among the rolling hills overlooking Hockley Valley, this beautifully maintained 4-bedroom, 3-bath home sits on a wonderfully manageable 2-acre property offering privacy, panoramic countryside views and space for the whole family to enjoy. Let the dogs run, grow vegetables, gather around the firepit, practice your golf swing or simply relax and watch the seasons change. There's even room to embrace a little country living with gardens, outdoor projects or perhaps a few backyard hens where permitted. The thoughtfully landscaped grounds are made for enjoying life outdoors, with an ornamental koi pond and bridge, rock gardens, vegetable garden, flagstone firepit patio, storage barn, treehouse playset, practice tee and putting green, plus a new deck and gazebo (2025) overlooking the surrounding hills. Inside, warm and inviting living spaces feature hardwood floors, a refreshed kitchen with updated appliances and a cozy family room with woodstove. The finished lower level adds flexible space for games, workouts, hobbies or family movie nights. A beautifully renovated primary bedroom with resort like spa bath, and even custom built-ins with clever hidden storage add style and function. Major updates include furnace, water heater, water softener, UV and reverse-osmosis systems (2022), insulated 2-car garage with new door (2024) and updated sliding door. Close to the Nottawasaga River, Hockley General Store, trails and countryside destinations, yet convenient to Alliston, Tottenham and Bolton. This is the kind of country property where weekends feel longer, kids can explore, dogs can roam and home truly feels like an escape!

Nestled on a quiet dead-end road in the scenic Hills of Mono, this inviting country property offers the perfect blend of privacy, charm, and convenience. A tree-lined driveway welcomes you to a warm and lovingly maintained home, which has seen families grow and cherish every season of life. Set on 7.87 acres, this picturesque parcel features a barn, a fenced area ideal for a hobby farm, a detached garage with hydro, and an additional outbuilding to accommodate all your needs, whether for storage, workshop space, or future projects. Inside, the heart of the home is the spacious eat-in kitchen perfect for family gatherings and everyday living. A generous dining room and cozy living room provide ample space to relax and entertain. With three well-sized bedrooms, this home offers an ideal setting for weekend getaways or a place to plant roots and watch your family grow. Step outside to the deck and enjoy the shade of mature trees, or wander toward the rear of the property to soak in the breathtaking views of the northern hills. Whether you're enjoying a peaceful morning coffee or watching the sunset, this property offers a truly special connection to nature. Best of all, you're just minutes to Orangeville's amenities, a short drive to Mono Centre and Mono Cliffs Provincial Park, and enjoy quick, convenient access to the GTA. This is your chance to make the hills of Mono part of your story!!

Set on 4.37 mature acres along a quiet country road, this charming red-brick Victorian offers a rare combination of history, character, and rural living in a desirable southerly location, just mins from town amenities, hospital & major commuting highways. With views of rolling countryside and neighbouring farmers' fields, the property has a rich history dating back to the early 1800s, with the Skelton family. The White family owned it for 145 years until 1985, and only one other family has owned it since. Lovingly maintained by the current owners, this home exudes warmth and character, high ceilings, and beautiful wood floors & trims, and offers approximately 3046 sq. ft. (MPAC). Welcoming Foyer w/ blue stained-glass transom window, hardwood flrs & wooden banister. Nearby formal Living w/ wainscoting. French doors to Dining & Office (could also be used as a main-floor bedroom). Bright Sunroom w/ 2 skylights, a convenient servery nook to the Kitchen & walk out to the deck is nearby to the Family with a wood-burning stove. Upper-level features spacious bedrooms. Bed #4 has a convenient 2nd staircase to Kitchen. A solar-heated, saltwater pool is fenced and offers rockery accents. Large, approx. 70 ft. x 20 ft. driveshed with a metal roof and concrete floor, would make an excellent workshop! (Hydro nearby at pool shed). Remnants and stone foundation of the large barn is awaiting your ideas! Private and set back from the road, this property offers privacy, a place to entertain and unwind and has an abundance of birds & wildlife. Explore the Bruce Trail up the road. 5 mins to Mount Alverno Luxury Resort, Adamo Estate Winery, skiing, golfing at Hockley Valley Resort & Spa, plus farmers' markets, coffee shops, quaint shops, restaurants, shopping and amenities in Orangeville. A wonderful central location with easy commuter access to Highways 10 & 9. A 1-hour drive to Toronto. This is truly a property that must be experienced in person!

Discover refined living in this exceptional executive home by Brookfield Homes, gracefully positioned on a substantial premium corner lot in the highly sought-after Fieldstone community. From the moment you arrive, the home makes a striking impression with its open concept design, timeless curb appeal, expansive presence, and impressive three-car garage. Inside, the residence offers a sophisticated layout with four generously sized bedrooms, each with access to a bathroom, creating both comfort and privacy for family and guests alike. The main level is designed with elegance and function in mind, featuring multiple living and dining spaces that flow beautifully into a gourmet kitchen ideal for entertaining on any scale. Set on a truly remarkable lot, the property offers exceptional outdoor space and a sense of openness rarely found. The over-sized front porch adds a touch of classic charm, while the overall setting delivers the perfect balance of luxury, space, and prestige. Ideally located close to major highways, top-rated schools, shopping, and dining, this home offers an unmatched lifestyle in one of the area's most desirable communities

RARE OPPORTUNITY - RENOVATE YOUR DREAM ESTATE IN PRESTIGIOUS ENCLAVE - An extraordinary opportunity awaits in the heart of Cardinal Woods Estates, one of North Orangeville's most coveted and prestigious enclaves. This is a rare, interior ready floorplan allowing you the opportunity to customize all finishes and create a truly remarkable custom residence. Set on a half acre serene lot surrounded by multimillion-dollar estates, this detached 4 Bedroom/ 4 Bath, finished basement with 3 car garage custom family home was built by renowned, award winning Builder - Dalerose Homes. The overall footprint tops out at 4500 sq ft of living space with each room providing the space not found not in today's modern home builds. With the a keen visionary architectural design the result can be a one-of-a-kind modernized luxury home that harmoniously integrates the natural beauty of mature trees and a massive backyard resulting in the celebration of privacy, nature, and refined living. Renovate independently or inquire about available architectural plans to deliver a turnkey masterpiece. Architectural renderings showcase a striking contemporary estate, offering exceptional upside and long-term value in this blue-chip location -the renovated main floor features a fresh, modern aesthetic with new flooring and updated finishes. This is more than a property; it is a canvas for an exceptional lifestyle. Upscale Custom Sealed never before used appliances include Cabinet Ready French Door Fridge, Induction Range, Wall Mounted Double Oven, Custom Range Hood, Hot Water Tank (Owned), Garage Door Openers. Roof (2026), Soffits & Gutters with Gutter Guards & Downspouts(2026), Furnace (2020). The Seller is willing to consider a Vendor Take-Back mortgage(VTB) w/ up to 80% Loan-to-Value (LTV), subject to the buyer's financial qualifications and requirements. Terms and conditions are negotiable.

Proudly Presenting this Handsome 2-storey home set on 2.58 acres in a unique country subdivision in the hills of Mono! This inviting 4-bedroom, 4-bathroom residence offers the perfect setting to raise a family, with space, privacy and nature all around. Relax on the covered front porch and listen to the gentle trickle of the ornamental koi pond, or unwind in the hot tub on the back deck while watching the snow fall through the trees. Explore your own private forest trails leading to a year-round stream and waterfall!! There is plenty of outdoor space for large BBQs, recreation and even a chicken coop. Inside, the traditional floor plan features hardwood flooring in the living and dining rooms, a cozy propane fireplace in the family room and a spacious eat-in kitchen with plenty of room for everyday family living. Main-floor laundry provides convenient access to the attached 3-car garage. Upstairs are 4 comfortable bedrooms, including a generous primary suite with ensuite bath. The partially finished basement offers a rec room currently used as a teen bedroom, plus high ceilings and excellent potential for additional finished living space. Recent updates include a new roof and skylight in 2025, new water softener 2026, pressure tank 2024, Hot water tank 2020. Enjoy peaceful country living just a short drive to Orangeville and Alliston for all of your shopping needs. Country activities are plenty: hike the Bruce Trail, local golf and even skiing in nearby Mansfield. This is a wonderful opportunity to enjoy the best of Mono living! Dont miss out!

Who doesn't love the romance of an old train station? This unique home was once a Canadian Pacific Railway station originally built in 1914, and was a community mainstay for passengers and telegrams in Shelburne for more than five decades. This nearly 2,000 sq. ft. home was relocated to its current location in Mono in the early 1970s. It now sits on just over 10 private acres, set well back from the road at the end of a tree-lined laneway, with open fields and rolling hills behind. The property also includes a small barn and paddock. Inside the home, the station's past is integrated into the present day - the Waiting Room is now a dining room with soaring ceilings and 10-ft windows, and the Ticket Booth is now the kitchen (heated floor), with its ticket window and original cashier's drawer still in place. Two main floor bedrooms occupy the old Freight Room, with an additional two bedrooms tucked away upstairs in the second-storey addition. The full basement boasts 8 ft ceilings. Original doors, the Operator's bay window and the Waiting Room bench still remain in place, and the sale also includes a collection of railway chattels. Your own train dreams and next journey in life can begin here! Conveniently located about 15 minutes from Orangeville, and just minutes to Shelburne and Highway 10.

Welcome to 9 Leader Dr., a special home in one of Mono's most established and sought-after neighbourhoods. This beautiful 0.56-acre lot and custom built bungaloft have been lovingly cared for by the original builder's family for nearly four decades. Today, this cherished property offers a rare opportunity to become part of a community where families put down roots and homes are treasured for generations. Designed for effortless main floor living, the home offers a spacious primary suite with walk-in closet and 4-piece ensuite, convenient main floor laundry and everything you need without taking the stairs. Two additional bedrooms upstairs provide excellent flexibility for family, guests or a home office, while the separate 2-bedroom basement apartment with its own entrance adds versatility for extended family or rental potential. Beautiful curb appeal, mature trees and low-maintenance landscaping create a private backyard oasis, perfect for relaxing and enjoying the outdoors. The attached 2-car garage & detached 2-car workshop provide exceptional space for car enthusiasts, hobbyists, storage or projects. Families will love the location, with desirable Mono-Amaranth Public School, offering French Immersion, just steps away. Island Lake Conservation Area is also a short walk from home, offering 820 acres of lake, trails, boardwalks, beautiful views and a beach. Enjoy the benefits of living in Mono, including lower property taxes, while having Orangeville's shopping, dining, schools and amenities just minutes away. Convenient access to Hwy 10 and the 401 makes commuting to Brampton, Mississauga and Toronto easy. This is a rare opportunity to own a truly special property offering space, privacy, versatility and an exceptional location in one of Dufferin's most desirable communities.