South East Oakville homes for sale & real estate

South East Oakville Homes for Sale

It is rare to find a home that respects its history while boldly defining its future. Set within Oakville's prestigious West Harbour neighbourhood, 55 Chisholm Street is a study in modern heritage, where a century-old stone foundation anchors a home defined by thoughtful design and sustainable innovation. Superior craftsmanship and comfortable, functional spaces create a residence that is both considered and effortlessly livable. Every detail reflects a singular vision. The architecture bridges past and present with quiet confidence, pairing natural plaster walls and custom ironwork with a sculptural three-dimensional stairwell and a professional Valcucine kitchen outfitted with integrated

South East Oakville Homes for Sale

Bright, spacious, and full of personality, this stylish condo stands out with a smart, functional layout and an airy feel that's hard to find in the area. Thoughtfully designed for comfortable everyday living and easy entertaining, the open-concept space flows seamlessly from the modern kitchen to the generous living area and private balcony - your own front-row view of Oakville's exciting growth and transformation happening next door, in one of the town's most vibrant neighbourhoods. Surrounded by great dining, shopping, parks, transit, and everyday conveniences, this is an incredible opportunity for first-time buyers, downsizers or investors looking for value, lifestyle, and location. Don

South East Oakville Homes for Sale

Beautifully built and impeccably finished, this custom residence offers more than 6,700 square feet of living space in one of Oakville's most sought-after neighbourhoods. Stone construction, a solid wood entry door, heated garage floors, and timeless architectural detailing set the tone for the quality found throughout the home. Inside, the foyer features heated marble tile, plaster crown mouldings, poplar baseboards, and sightlines that lead into bright, open spaces. A dramatic dining room anchors the main level with a soaring skylight, custom wall panelling, integrated speakers, and carefully curated lighting. The chef's kitchen is designed with extensive custom cabinetry, quartz countert

South East Oakville Homes for Sale

Some properties simply cannot be replicated. Set along one of South East Oakville's most prestigious waterfront streets, this exceptional offering represents one of the area's last opportunities to create a truly landmark custom estate. Occupying approximately 0.59 acres with 99 feet of private pebble shoreline, Riparian Rights and nearly 300 feet of depth, the property enjoys breathtaking, uninterrupted views across Lake Ontario while mature trees provide an extraordinary sense of privacy. The property offers an exceptional backdrop for a custom residence designed to embrace every aspect of waterfront living. With the potential to build over 8,000 sqft custom home (plus basement, subject t

South East Oakville Homes for Sale

A rare and exceptional land opportunity on prestigious Lakeshore Road East! 1475 Lakeshore Rd E offers scale and long-term potential in one of Oakville's most established and coveted lakefront-adjacent corridors. Zoned RL1-0, the property presents a compelling opportunity for thoughtful redevelopment in a neighbourhood defined by multi-million-dollar estates and enduring value. With its impressive acreage, this site presents a great opportunity to rezone to permit a condominium roadway with 7 to 8 freehold houses. Alternatively, the property could accommodate a single magnificent custom estate. Other opportunities exist through this rare offering! Conveniently located just moments from Lake