Tucked away on a private road, south of Lakeshore, neighbouring distinguished Appleby College, The Enclave offers a blend of luxury, privacy, & timeless design in one of Oakville's most coveted neighbourhoods. Situated on the largest of only 5 lots of unparallelled privacy. Flanked to the west is Appleby College's soccer fields, and putting green to the south. Showcasing over 6,800sqft of exquisitely finished living space w 10' ceilings on all levels. Extensive custom millwork, & intricate wall panelling create an atmosphere of sophistication throughout. Custom 'Top Notch' Cabinetry features a 13ft island w walnut base, 2 dishwashers, 6 burner gas range with 2 ovens, & built-in work space for studies. 2nd lvl is anchored by an impressive primary retreat featuring a spacious walk-in dressing room and a luxurious spa-inspired ensuite. Three additional generously proportioned bedrooms, each appointed with their own private ensuite bathroom, provide exceptional comfort & privacy for family and guests alike. fully finished lwr lvl is the perfect extension of the home's luxurious living space & features in-floor heating, a spacious 5th bdrm/office w custom built-in shelving w/a private ensuite, a dedicated theatre room, an expansive games and entertainment area with pool table and wet bar, & a striking glass-enclosed fitness studio. Outside, a resort-inspired backyard oasis awaits. Professionally landscaped gardens surround a Gibsan swimming pool, while multiple outdoor living spaces provide the perfect setting for relaxation and entertaining. Enjoy summer evenings beneath the covered flagstone terrace featuring an outdoor television, gas BBQ, and elegant dining area. Perfectly enveloped by one of Canada's most prestigious educational institutions, the lake, downtown Oakville, renowned dining, boutique shopping, and waterfront trails, this exceptional residence offers a rare opportunity to experience luxury living at its finest. This is a home that truly stands apart.More details
Listed by Royal LePage Real Estate Services Ltd., Brokerage
This 3-bedroom, 2-bath raised bungalow on a generous lot with detached garage and separate entrance offers spacious rooms and great potential. Ideal opportunity to renovate and create your dream home in an area surrounded by high-end homes. Located in a sought-after West Oakville neighbourhood, close to excellent schools, parks, and scenic lakefront trails, with convenient access to shopping, Bronte Village, transit, and major highways-making it a fantastic location for families, investors, or builders.More details
338 Woodale Ave is a detached West Oakville home offering six bedrooms, four bathrooms, and over 4,000 sq ft of finished living space across three levels - on a 65 x 122 ft professionally landscaped lot with a double car garage, four-car driveway, and no sidewalk on the garage side. Total parking for 6 vehicles. The main floor bedroom is worth calling out on its own. A full bedroom with a private bath -completely on the ground level. No stairs, no compromise. This is the feature multi-generational families search for and rarely find in a home this size: aging parents or in-laws who want their own space, guests who need real privacy, or anyone with mobility considerations. Most two-storey homes tack this on as an afterthought. Here it's a well-proportioned, fully finished room - and it changes the way an entire family can live in this house. The main floor kitchen and family room feature quartz counters, stainless appliances, and a large island with seating for 4 - open to a dining area for 8 and a gas fireplace. Hardwood floors run throughout the main and upper levels. Upstairs, the primary suite has a private ensuite and walk-in closet. Two additional bedrooms share a Jack-and-Jill bath with dedicated workspace. The fully finished basement adds two more bedrooms, a full bath, and a large recreation room. The 122-foot lot depth creates a genuinely private backyard. Out back: a year-round heated swim spa - rare at this price point in Oakville - with professional landscaping, patio dining, HBO, and multiple gas fireplace settings. Automatic sprinkler system. Minutes from downtown Oakville, GO Transit, and Highways 403/QEW Served by W.H. Modern Public School - one of Oakville's top-ranked public elementary schools.More details
We invite you to join the Vin Bon family and own your very own Vin Bon franchise! As a modern urban boutique micro-winery, Vin Bon brings exceptional wine culture to communities nationwide, fostering a personal connection with our customers. With over 40 years of industry experience, our proven processes ensure the production of high-quality wines. As a franchisee, you will have the opportunity to learn the art of winemaking from the best in the business. Don't miss your chance to be part of this exciting venture!More details
Welcome to this well-maintained two-storey home in the highly desirable Glen Abbey community, offering 1,779 sq. ft. of living space on the main and second levels, plus a 535 sq. ft. finished recreation room in the basement-providing plenty of space for comfortable family living and entertaining. Numerous updates have been completed in recent years: 2025 Furnace, 2024 The roof, water tank, 2022 sofit lights, 2021 garage door, 2020 carpet. A welcoming front entry opens to a bright living room seamlessly combined with the dining room and finished with elegant hardwood flooring. The functional kitchen offers abundant cabinetry, a pantry, and a sunny breakfast area with a walkout to the fully fenced backyard. Adjacent to the kitchen, the inviting family room features a cozy gas fireplace, creating the perfect gathering space. Upstairs, the spacious primary bedroom boasts a walk-in closet and a private ensuite bathroom. Two additional well-sized bedrooms are served by a full main bathroom, while a convenient powder room is located on the main level. The finished basement includes a recreation room, a rough-in for a future bathroom, and abundant storage space. Outside, enjoy a beautifully maintained, fully fenced backyard ideal for relaxing, gardening, or entertaining. Located in one of Oakville's most sought-after neighbourhoods, this move-in-ready home is close to top-rated schools, parks, trails, shopping, recreation centres, and major highways, making it an exceptional opportunity for families seeking comfort, convenience, and a wonderful community.More details
Welcome to an extraordinary custom residence in prestigious Oakville, where impeccable craftsmanship & thoughtfully designed interiors come together in exceptional fashion. Set on a 181-ft deep lot, this estate offers over 5,800 SF of finished living space for a lifestyle of sophistication & effortless entertaining. Inside, an open-concept layout showcases refined finishes & a striking custom glass-enclosed wine display adds an architectural statement. The family room impresses w/ a soaring coffered ceiling, floor-to-ceiling windows & custom built-in feature wall. 10-foot ceilings, eight-foot solid wood doors, rich hardwood flooring, custom millwork, designer lighting & integrated audio reflect the exceptional quality found throughout. The gourmet kitchen is designed for both everyday living & elegant entertaining, featuring premium built-in appliances, quartz surfaces, custom cabinetry, an oversized island, a walk-in servery & a sun-filled breakfast area overlooking the private backyard. Above, four spacious bedroom retreats each feature their own ensuite & closets. The primary suite offers a custom dressing room & a spa-inspired ensuite w/ heated floors, a freestanding soaker tub & an oversized glass shower. Below, the lower level ft soaring ceilings, oversized windows, a sprawling recreation lounge w/ a custom wet bar, a private guest suite w/ ensuite, a versatile gym/home office & abundant storage, offering an ideal opportunity for multi-generational living or future income potential. Wrapped in Indiana limestone & stucco, the striking exterior is complemented by a covered cedar-ceiling porch, an irrigation system & an expansive backyard with endless potential for a resort-inspired outdoor oasis. Perfectly situated moments from Lake Ontario, Bronte Harbour, reputable schools, scenic parks, boutique shopping, fine dining & highways 403, QEW & 407. Bonus value: the lower-level layout offers exciting potential for easy conversion to a future walk-out design!More details
Welcome to 374 St. Augustine Drive, a lovingly maintained 3-bedroom home nestled on a generous lot in the heart of Oakville's vibrant Kerr Village. Proudly owned by the same family since new, this immaculate residence is a rare opportunity to own a home meticulously cared for and cherished for decades. Step inside and discover bright, inviting living spaces filled with warmth and timeless appeal. Upgrades include fresh paint throughout and new flooring upstairs, with wood in the living area and brand new carpetting in the spacious bedrooms. Whether you're looking to move right in and enjoy its pristine condition or personalize it over time, this home offers the perfect canvas for your next chapter. The spacious lot provides endless possibilities for outdoor entertaining, gardening, future expansion, or simply enjoying the privacy and green space that's becoming increasingly difficult to find. The location is just as impressive. Kerr Village is one of Oakville's most sought-after communities, celebrated for its charming small-town atmosphere, thriving local shops, cafés and restaurants, beautiful parks, and easy access to the waterfront. Spend weekends exploring nearby Downtown Oakville, strolling the trails along Sixteen Mile Creek, or enjoying the shores of Lake Ontario. Families will appreciate excellent schools, community amenities, and convenient access to the QEW, GO Transit, and public transit, making commuting throughout the GTA effortless.Whether you're a first-time buyer searching for the perfect place to put down roots, a downsizer looking for the ease of a well-maintained home in an established neighbourhood, or an investor seeking exceptional long-term value, 374 St. Augustine Drive delivers outstanding potential in an unbeatable location. Opportunities like this-where pride of ownership, a premium lot, and one of Oakville's most desirable neighbourhoods come together-are truly rare.More details
Listed by RE/MAX ESCARPMENT REALTY INC. and RE/MAX Escarpment Realty Inc., Brokerage
Welcome to 1358 Sedgewick Crescent, a rare and remarkable opportunity in one of Southwest Oakville's most sought-after neighbourhoods. Situated on a massive 75' x 152' lot, this property is surrounded by multi-million-dollar custom estates, offering the perfect canvas to or create your dream Oakville estate. Nestled on a quiet, tree-lined crescent, the setting combines serenity with prestige. Whether you envision designing a luxury residence from the ground up or renovating the existing 3-bedroom detached bungalow, the possibilities here are endless. This premium location places you just minutes from Coronation Park, Bronte Marina, Kerr Village, and Downtown Oakville, while offering easy access to the GO Station, QEW/403, YMCA, library, and top-rated schools including Appleby College. Lots of this size and setting are increasingly rare, don't miss this incredible chance to create your forever home in Oakvilles exclusive Coronation Park community.More details
Exceptional opportunity in highly desirable South Oakville! Nestled on a quiet court in a transitioning neighbourhood surrounded by luxury custom homes, this well-maintained 3+1 bedroom, 2 bathroom bungalow sits on a premium 65 x 115 ft lot and offers exceptional lifestyle, investment, and redevelopment potential. The bright main level features spacious living and dining areas, an updated kitchen, and abundant natural light throughout. A detached garage/workshop and driveway parking for up to five vehicles provide excellent convenience. The finished basement with a separate entrance offers versatile living space, including a recreation room, additional bedroom, den, and excellent potential for an in-law suite or future secondary unit (subject to approvals). Step outside to a large, private backyard with ample space for entertaining, gardening, or future expansion. Ideally located just minutes from parks, top-rated schools, shopping, Lake Ontario, GO Transit, and major highways, this property is perfect for families, investors, renovators, or builders seeking a premium lot in one of Oakville's most coveted neighbourhoods. Builder-Led Open House - July 25, 2026: Walk the lot with Rahul Kumar, HCRA-licensed custom home builder (Tarion enrolled). Get all your questions answered and explore design options. Purchasers are free to choose their own builder - no obligation, no exclusivity.More details
Looking to move this summer? This family home might just be the one for you. Offering 4 Bedrooms on the upper level, including a large Primary Bedroom with semi ensuite privileges to the updated 4 piece Bathroom. The main level features an efficient, well designed Kitchen with island, a comfortable Dining Room overlooking the private back yard, plus a huge Living Room facing the beautifully landscaped front yard. The large Family Room on the lower level is the perfect place to unwind after a busy day. The high efficiency insert makes the wood burning fireplace a focal point of the room. There is also a 3 piece Washroom on this level, plus the Laundry Area, a large Workshop and a massive Crawl Space with abundant storage. Outside, the back yard is a delight. There is a Deck and a concrete Patio, plus a large Garden Shed. The yard faces west and is very private and serene. The roof was stripped and reshingled with premium Fibreglass Shingles in September 2022. The Furnace and Air Conditioner were installed in 2020 and both are serviced annually as part of the rental contract. Includes Water Softener & Reverse Osmosis system in the Kitchen. The street is very quiet with exceptional neighbours and is located near the Bronte GO station, which is great for commuters. Shopping, schools and parks are also nearby. Not far from Bronte Village, with easy access to the highway, as well as local transit.More details
Listed by Royal LePage Real Estate Services Ltd., Brokerage
Welcome to this gorgeous, fully renovated 4-bedroom, 4-bathroom family home nestled in prestigious South West Oakville. Situated on a quiet, tree-lined cres, this exceptional property is just a short walk to the lake, renowned Appleby College, the modern YMCA, Kerr Village, École Pinegrove, and Morden Public School with its gifted program. Set on a beautifully manicured lot of over one-third of an acre (16,038 sq. ft.), this sun-filled residence offers an ideal blend of luxury, comfort, and lifestyle. A welcoming covered porch leads into the traditional center hall layout, showcasing timeless elegance and thoughtful updates throughout. The stunning new walnut kitchen features quartz countertops and backsplash, two sinks with pull-out faucets, two refrigerators, a 5-burner gas cooktop, built-in oven and microwave, and a convenient Unihopper lazy Susan. The kitchen opens seamlessly to a patio and a private, park-like backyard complete with a professionally installed play structure-perfect for family living and entertaining. The main floor offers a convenient bedroom and a beautifully renovated bathroom. The second level features three well-appointed bedrooms, including a spacious primary suite with his-and-hers closets and a charming window seat. The luxurious bathroom showcases double Kohler sinks and a modern design. The finished lower lvl provides additional living space with a generous recreation room featuring pot lights and a gas fireplace, a new bathroom with glass shower, a spacious laundry room, and a utility room with walkout access to the sunroom. Enjoy the convenience of being surrounded by parks, including Coronation Park, nearby skating arenas, community centers, and shopping. This exceptional oversized lot presents a rare opportunity to enjoy a beautifully renovated home today while offering the potential to build a spectacular custom residence of nearly 4,000 sq.ft. in one of Oakville's most sought-after neighbourhoods. Architectural Plans Available.More details
A masterclass in modern luxury, this custom-built South Oakville residence seamlessly blends sophisticated design, cutting-edge smart-home technology, and exceptional craftsmanship. This stunning home features 5 bedrooms, 5 bathrooms, soaring 10' main floor ceilings, 9' second floor ceilings, and an impressive 18' family room with a dramatic three-sided gas fireplace. At the heart of the home is a designer kitchen showcasing premium Jenn Air Noir appliances, quartzite surfaces, custom cabinetry, an oversized island, walk-in pantry, and dedicated servery. The luxurious primary retreat offers a spa-inspired ensuite with heated floors, freestanding tub, and rain shower, creating the perfect private sanctuary. Premium white oak flooring, a floating staircase with glass railings, custom millwork, and designer finishes elevate every level of the home. The fully finished walkout lower level provides exceptional additional living and entertaining space, while integrated smart-home technology delivers modern comfort and convenience throughout. Step outside to a spectacular covered patio with cedar ceilings, gas fireplace, professional landscaping, illuminated walkways, and a private fenced backyard designed for year-round enjoyment. Additional highlights include a 400-amp electrical service, EV charger connection, Marvin Energy Star windows, and built-in home sound system and so much more. A rare opportunity to own a meticulously designed, technology-forward luxury home in one of Oakville's most sought-after neighbourhoods.More details
Data was last updated July 22, 2026 at 02:15 AM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website.
The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.