Imagine stepping into a world of luxury where spacious living, high-end finishes, and family-focused design converge. Across Ontario’s most coveted communities, from Oakville’s prestigious cul-de-sacs to Waterdown’s serene courts, these five exceptional homes—ranging from $1,888,000 to $1,995,000—offer over 3,000 sq. ft. of elegance. With 5-6 bedrooms, custom details like granite countertops, and unique outdoor retreats such as lakefront beaches, saltwater pools, and backyard oases, each property promises a lifestyle of sophistication and comfort, tailored for affluent families seeking both space and distinctive charm.
4 Season Cottage On Lake Manitouwabing | $1,995,000


Holly Cascanette

Holly Cascanette
Set against the serene backdrop of a sprawling waterfront, this rural estate offers an unparalleled escape on 2.47 acres of pristine land. Spanning 3,700 square feet, the residence exudes luxury with six generously sized bedrooms and three well-appointed bathrooms, providing ample space for family and guests alike. The true gem of this property lies in its 293 feet of easy-access shoreline, where a natural sandy beach invites leisurely days by the water. Imagine waking to the gentle lapping of waves, spending afternoons strolling along the shore, or hosting evening gatherings with the lake as your backdrop. This estate seamlessly blends the tranquility of rural living with the joys of waterfront life, creating a haven for relaxation and recreation. Here, every day feels like a retreat, surrounded by nature’s beauty and boundless possibilities.
Size: 2,000 – 2,500 sf
- Price:
- $1,995,000
- Contact:
- Holly Cascanette, RE/MAX Parry Sound Muskoka Realty Ltd, 705.746.1970
Stunning Family Home | $1,988,000


Marnie Crompton

Marnie Crompton
Situated in the heart of Commando Court, this remarkable Waterdown residence captures the essence of family-friendly living on a rare oversized lot. Spanning over 3,000 square feet of above-ground space, the custom-built home showcases large principal rooms and quality finishes throughout. Soaring Palladian windows flood the elegant living and dining areas with natural light, while the open-concept kitchen and family room, complete with white cabinetry, granite countertops, and a sunken family room with a gas fireplace, create an ideal setting for gatherings. Upstairs, four spacious bedrooms await, including a primary retreat with a luxurious five-piece ensuite. The freshly renovated lower level offers a bright in-law suite with two bedrooms and a modern kitchen. Outside, a resort-style backyard oasis impresses with an in-ground pool, hot tub, and custom gazebo, all framed by mature trees, promising a lifestyle of comfort and tranquility.
- Price:
- $1,988,000
- Size:
- 3,008 sq ft
- Contact:
- Marnie Crompton, RE/MAX Escarpment Realty Inc., 905.906.1749
Prestigious River Oaks Living | $1,950,000


Brandon Jones

Brandon Jones
Positioned within Oakville’s esteemed River Oaks community, this executive waterfront residence captures the essence of refined living on a quiet cul-de-sac. Spanning over 4,500 square feet across four thoughtfully designed levels, the home offers five bedrooms and five bathrooms, seamlessly blending elegance with functionality. A striking 17-foot great room anchors the space, while sun-drenched living areas and a chef’s kitchen with premium JennAir appliances elevate daily life. The professionally finished lower level impresses with a sleek second kitchen featuring quartz countertops, a glass-enclosed office, and a cozy recreation area warmed by a gas fireplace—perfect for hosting or accommodating extended family. Outside, a private backyard oasis awaits with a saltwater pool, expansive deck, stone patio, and built-in BBQ. With proximity to top-ranked schools, lush parks, and key commuter routes, this home embodies sophistication and convenience in a coveted neighborhood.
- Price:
- $1,950,000
- Size:
- 3,582 sq ft
- Contact:
- Brandon Jones, eXp Realty, 289.206.9889
Enjoy Cottage Life On The Lake 365 Days Per Year | $1,949,000


The Chris Richie Group

The Chris Richie Group
Set against the serene backdrop of Green Lake, this waterfront estate offers a rare blend of rural tranquility and executive elegance, just 45 minutes from downtown Toronto. Spanning over 300 feet of pristine shoreline on a 2.36-acre lot, the property is part of an exclusive, private community centered around a 60-foot-deep, spring-fed lake teeming with trout and bass. Ideal for quiet paddling or moonlit swims, the setting invites endless waterside dinners and peaceful reflection. The modern log home features an open-concept design with bedrooms on all three levels, ensuring privacy for family and guests, while a walkout basement reveals stunning lake views, an outdoor kitchen, and access to a sandy beach with a dock and gazebo. A detached, heated garage, a guest log Bunkie with a full bathroom, and flagstone walkways weaving through immaculate gardens complete this idyllic retreat, perfect for year-round living or weekend escapes near premier golf and ski clubs.
Size: 1,500 – 2,000 sf
- Price:
- $1,949,000
- Contact:
- The Chris Richie Group, RE/MAX In The Hills Inc., Brokerage, 905.584.0234
Over 5100 Sq. Ft. In This 61 Bedroom Home In River Oaks | $1,888,000


Kim Mackay

Kim Mackay
Situated in a welcoming neighborhood, this remarkable 2.5-story residence offers an abundance of space for families of all sizes. Spanning multiple levels, the home boasts five spacious bedrooms on the second floor, with the primary suite serving as a luxurious haven for relaxation. A versatile third-floor loft, complete with a private 4-piece bath, transforms effortlessly into a sixth bedroom, media room, or guest suite. The heart of the home lies in the chef’s kitchen and open family room, where a charming country ambiance invites gatherings and shared moments. Outside, a private courtyard and sparkling in-ground pool create an idyllic retreat for summer entertaining or quiet afternoons. With thoughtful design woven into every detail, this property promises a lifestyle of comfort, flexibility, and connection, perfectly suited to both daily living and special occasions.
- Price:
- $1,888,000
- Size:
- 3,750 sq ft
- Contact:
- Kim Mackay, RE/MAX Escarpment Realty Inc., 905.599.9745



















