Imagine escaping to a world where nature’s beauty meets unparalleled luxury. Across five distinct properties, from the serene waterfronts of private lots to a historic 1887 church conversion, each home offers a unique connection to the outdoors—think panoramic views, lagoon-like ponds, and forested landscapes. Nestled in idyllic locations like Mill Street and Greenough Point Road, these residences promise serenity and versatility, whether as year-round havens or seasonal retreats. With high-end touches like gourmet kitchens and open-concept designs, they redefine comfort in spaces that inspire and captivate.
90 Greenough Point Rd | $1,450,000


Ashley Jackson

Ashley Jackson
Rising above a serene mountain landscape, this 3,100-square-foot rural estate offers a tranquil escape on a private 1.9-acre lot. With 164 feet of natural shoreline and captivating western exposure, the waterfront vistas rival the open ocean, while breathtaking sunsets paint the sky each evening. Wander through your own forested haven, a peaceful ecosystem that shelters and inspires. The home, ideal as a year-round residence or seasonal cottage, boasts an open-concept layout, seamlessly blending style and comfort with professional décor. A covered deck wraps around three sides, inviting outdoor relaxation, while inside, a built-in speaker system and home theater elevate entertaining. With three bedrooms plus a bonus room, 4.5 bathrooms, in-floor heating, and a generator, every detail ensures ease of living. This elevated retreat harmonizes natural beauty with modern sophistication, creating a sanctuary for all seasons.
Size: 3,000 – 3,500 sf
- Price:
- $1,450,000
- Contact:
- Ashley Jackson, RE/MAX Grey Bruce Realty Inc., 519.596.2255
5776 Wellington Road 26 | $1,449,000


Listing agents: Sydney Brierley & Rhonda Brierley

Listing agents: Sydney Brierley & Rhonda Brierley
Set against the tranquil backdrop of rural Ontario, this charming cottage-style estate offers a peaceful retreat just moments from the conveniences of Guelph and Eramosa. Spanning two acres of picturesque land, the property captivates with panoramic views that greet you from every window, inviting nature into your daily life. A unique lagoon-like pond enhances the outdoor experience, perfect for swimming, fishing, paddleboarding, or winter skating under the crisp sky. Inside, the residence reflects thoughtful care, having undergone extensive updates over the years to blend rustic charm with modern comfort. Among the standout features is a dual wood/propane heating system, ensuring warmth and efficiency throughout the seasons. This estate promises a lifestyle of serenity and connection to the land, where quiet mornings and scenic evenings become a cherished routine.
- Price:
- $1,449,000
- Size:
- 3,700 sq ft
- Contact:
- Sydney Brierley & Rhonda Brierley, Royal LePage Burloak Real Estate Services, 905.815.5558 , 905.541.5466
Timeless Elegance | $1,399,000


Jim Bowman

Jim Bowman
Rising above the tranquil river in the Hamlet of Waldemar, this extraordinary 1887 church conversion seamlessly marries historic craftsmanship with modern elegance. Spanning over 3,500 square feet across four finished levels, the estate exudes grandeur and serenity. With five bedrooms and four bathrooms, it offers a thoughtful blend of old-world charm and contemporary updates. The third-level primary suite, complete with a walk-in closet and spa-like ensuite, serves as a private retreat, while a striking 17-foot granite fireplace anchors the open-concept living space. Soaring church windows bathe the interior in natural and colored light, preserving the home’s sacred heritage. A gourmet kitchen, designed for entertaining, boasts premium finishes. For extended family or guests, a self-contained two-bedroom suite with a separate entrance awaits. The detached two-car garage, featuring a heated workshop, offers endless possibilities for creative or professional pursuits. Minutes from Orangeville, Shelburne, and the quaint towns of Fergus and Elora, this waterfront gem promises a lifestyle of timeless beauty.
- Price:
- $1,399,000
- Size:
- 3,575 sq ft
- Contact:
- Jim Bowman, Grand Real Estate Group – RE/MAX Real Estate Centre Inc., 519.803.9851
Stunning Six-Bedroom Three-Bathroom Beach Villa | $1,399,000


Listing agents: Kristina Tardif, Michelle Quevillon & Bailey Moxham

Listing agents: Kristina Tardif, Michelle Quevillon & Bailey Moxham
Perched on an elevated vantage point in the heart of Wasaga Beach, this exquisite six-bedroom, three-bathroom villa redefines mountain-inspired luxury with 3,800 square feet of thoughtfully designed space. Fully renovated for effortless living, the open-plan, beach-themed interior exudes tranquility, inviting you to unwind from the moment you arrive. Two custom kitchens and renovated, hotel-style bathrooms elevate daily comfort, while a dedicated theater area promises cozy evenings. Outside, an expansive backyard with a fire pit, hot tub, and outdoor shower creates an idyllic setting for family gatherings. A mere two-minute stroll leads to the world’s longest freshwater beach, with the serene Nottawasaga River nearby. Year-round adventure awaits, thanks to proximity to Marlwood Golf & Country Club and Blue Mountain Ski Resort. Complete with ample parking and a two-story garage, this home offers a seamless blend of relaxation and recreation.
Size: 1,500 – 2,000 sf
- Price:
- $1,399,000
- Contact:
- Kristina Tardif, Michelle Quevillon & Bailey Moxham, Royal LePage® Locations North, 705.734.5204 , 705.795.5711 , 705.607.4091
1183 Roger Pl | $1,399,000


Jo Pillon

Jo Pillon
Perched above the serene Buckhorn Lake along the Trent Severn Waterway, this 4-bedroom, 4-bathroom home masterfully blends rustic charm with contemporary elegance. Dating back to 1846, the lovingly restored cedar post-and-beam structure boasts pine floors and expansive windows, with six walk-outs to beautifully landscaped front and back yards. Mature perennial gardens, fruit trees, and a private harbour with extensive docks create an idyllic outdoor retreat, complete with an armourstone shoreline, swimming access, and an outdoor shower. Inside, an open-concept country kitchen with fresh stone countertops flows into a bright dining area, while a spacious main-floor office and separate living room offer versatility. The lower level impresses with a light-filled gym, family media room, and waterfront patio access. Energy-efficient design, radiant in-floor heat, and proximity to Ennismore, Bridgenorth, and Peterborough ensure both comfort and convenience in this mountain haven.
Size: 2,500 – 3,000 sf
- Price:
- $1,399,000
- Contact:
- Jo Pillon, Royal LePage, 705.875.4958











