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Houses For Sale in Winston Road, Oakville

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Luxury Grimsby Beach Condo 2 Beds 2 Baths 900 Sq Ft
$ 629000
385, Winston Road, Oakville, Ontario, L6L 1Y9
4 rooms
900 sqft
Luxury 2-bed, 2-bath condo in Grimsby Beach. 900 sq ft, quartz countertops, stainless steel appliances, in-suite laundry, 1 parking spot & locker. Amenities include gym, yoga studio & rooftop terrace. Perfect for modern living!
Luxury Oakville Home: 5 Beds, 6 Baths, Gourmet Kitchen
$ 4988888
348, Winston Road, Oakville, Ontario, L6L 1Y9
11 rooms
3500 sq ft
Luxury 5-bed, 6-bath home in Oakville. Stunning custom design, gourmet kitchen, spa-like ensuite, and outdoor kitchen. Premium lot, elite schools nearby. A true masterpiece!
Luxury 5-Bedroom Home for Sale in West Oakville
$ 4988888
348, Winston Road, Oakville, Ontario, L6L 1Y9
11 rooms
3499.9705 - 4999.958 sqft
Luxury 5-bedroom, 6-bathroom home in West Oakville. Stunning custom design, gourmet kitchen, spa-like ensuite, outdoor kitchen, and premium finishes. Ideal for families seeking an elegant and comfortable home.
Grimsby Lakeview Condo 1 Bedroom Plus Den
$ 498888
385, Winston Road, Oakville, Ontario, L6L 1Y9
2 rooms
600 sqft
Stunning 1-Bedroom+Den condo with breathtaking lake views! Open-concept layout, modern finishes, in-suite laundry, quartz countertops, & stainless steel appliances. Includes 1 parking & 1 locker. Enjoy resort-style amenities: rooftop terrace, exercise room, yoga studio, & more. Steps from the lake, shopping, & QEW.

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Buy House in Bronte Oakville with Spacious Living and Modern Features
$ 1599000
164, Warner Drive, Oakville, Ontario, L7L 1C7
10 rooms
2574 Square Feet
Discover a well-maintained family home in Southwest Oakville, featuring 4+2 bedrooms, 3.5 bathrooms, and a finished basement. Enjoy scenic walks to Burloak Waterfront Park and charming shopping in Bronte Village. Ideal for families seeking comfort and style in a prestigious lakeside community.
Buy a 3 Bedroom House in Kerr Village with Beautiful Gardens
$ 1099000
47, Stewart Street, Oakville, Ontario, L6K 3B9
5 rooms
1100 sq ft
Discover an excellent opportunity to own a 3 bedroom, 2 bath home in trendy Kerr Village. Ideal for renovation or new build, this property features beautiful perennial gardens and is just steps from parks, restaurants, and shops, perfect for the discerning buyer.
Buy prime property for builders and investors in Oakville with mature trees
$ 1449000
1234, Bridge Road, Oakville, Ontario, L6L 2C3
6 rooms
Ideal for builders and investors, this prime property offers a rare opportunity in a desirable Oakville neighborhood. Surrounded by million-dollar homes and featuring a private setting with mature trees and woods, it is a smart investment. Close to amenities.
Custom home for sale in Oakville with spacious living and modern features
$ 2999000
455, Samford Place, Oakville, Ontario, L6L 4G2
12 rooms
3000 sq ft
Discover this stunning custom home featuring 4400 sq ft of elegant living space in southwest Oakville. Ideal for families, it boasts spacious bedrooms each with ensuites, a chef-inspired kitchen with top-tier appliances, and a flexible basement perfect for entertainment. Nearby landmarks add to its appeal.
Buy Bungalow in Oakville with Custom Build Potential and Pool
$ 1499999
598, Wildwood Drive, Oakville, Ontario, L6L 5A8
6 rooms
This spacious bungalow offers 2,400 sq ft of living space on a large lot, perfect for families and investors. Located near the highly-rated Pinegrove Public School, enjoy a private backyard with a pool and a finished basement with kitchenette. Ideal for immediate living or future vision.
Buy House with Luxury Upgrades and High-End Features
$ 2900995
Oakville, Ontario, L6H 7A8
9 rooms
3500 sq ft
This exquisite home boasts extensive builder upgrades worth $200,000, including expanded kitchen countertops, high-end Jenn Air appliances, heated floors in washrooms, and motorized blinds on the main floor. Ideal for families seeking luxury and comfort.
Buy Bungalow in South-West Oakville with 2 Bedroom Basement Apartment
$ 1399000
219, Southview Road, Oakville, Ontario, L6K 2S3
7 rooms
1100 sq ft
Discover this solid 3 bedroom bungalow with a 2 bedroom separate entrance basement apartment, perfect for families or investors. With a premium lot offering no rear neighbors and ample outdoor space, this property is ideally situated for comfortable living. Nearby landmarks enhance its appeal.
Buy Family Home in Joshua Creek with Premium Lot and Modern Features
$ 1470000
2115, Eighth Line, Oakville, Ontario, L6H 4L5
8 rooms
2000 sq ft
Discover this meticulously maintained 3+1 bedroom family home ideal for growing families, featuring a sunken family room with a stunning fireplace, a bright modern kitchen, and a beautifully finished basement with a sauna. Close to parks and community amenities.
Buy Freehold Townhouse in Prime Oakville Location with Modern Features
$ 1089000
Oakville, Ontario, L6M 0T7
7 rooms
Ideal for families, this 3-storey townhouse boasts 3 bedrooms and 4 washrooms, complemented by ample sunlight, hardwood flooring, and a modern kitchen with stainless steel appliances. Enjoy outdoor living with 3 balconies and proximity to shops and dining.
Buy Detached House in Prestigious Joshua Creek Area with Modern Features
$ 2890000
1342, Kestell Boulevard, Oakville, Ontario, L6H 0E0
12 rooms
3500 sq ft
This exquisite modern home is perfect for families seeking spacious living. Boasting 4000 sq.ft, it offers 4+2 bedrooms, 6 baths, and high-end finishes. Enjoy a finished walkout basement, large rec room, and proximity to top schools like Iroquois Ridge S.S. Ideal for buyers valuing style and space.
Buy modern farmhouse with exceptional outdoor space in stunning location
$ 3425000
588, Stephens Crescent, Oakville, Ontario, L6L 5A8
9 rooms
3000 sq ft
This beautifully designed two-storey home features four spacious bedrooms with ensuites, an oversized corner lot, and an incredible outdoor living space, perfect for entertaining. Enjoy a gourmet kitchen, cozy living room with built-ins, and a finished lower level with gym and rec room.
Buy Contemporary House in Oakville with Spacious Living and Park Access
$ 2549900
554, Swann Drive, Oakville, Ontario, L6L 4G2
10 rooms
2500 sq ft
Discover this beautifully renovated family home with direct access to Seabrook Park. Enjoy a large open living area, custom kitchen, and a cozy family room with a fireplace. Ideal for families, it also boasts luxurious bedrooms and a renovated basement.
Rent Luxury Residence in West Oakville with Exquisite Finishes
$ 2999000
601, Maplehurst Avenue, Oakville, Ontario, L6L 5A8
11 rooms
3500 sq ft
This bespoke residence offers exceptional craftsmanship and luxury. Ideal for discerning buyers, it features 5 bedrooms, 6 bathrooms, and a chef's kitchen. Enjoy expansive windows, natural light, and proximity to parks, shopping, and top-rated schools.
Lease industrial building with income potential near Bronte GO Station
1498, Wallace Road, Oakville, Ontario, L6L 4G2
5,625 SF
This well-maintained automotive building offers great income potential as it is fully leased. Ideal for investors, it features a large front yard and is located just minutes from Bronte GO Station, providing easy public transit access.
Buy industrial facility in Oakville with excellent exposure and features
$ 7265000
2139, Wyecroft Road, Oakville, Ontario, L6L 4B1
34,449 SF
This rare freestanding facility in Oakville is ideal for buyers looking for versatile industrial space. Enjoy excellent shipping and exposure on Wyecroft Rd. Nearby landmarks include the Bronte GO Station and major automotive dealerships such as Porsche and BMW.
Buy Gorgeous House in South-East Oakville with Pool and Luxury Finishes
$ 4598000
472, Chamberlain Lane, Oakville, Ontario, L6H 7T5
8 rooms
5,922 sq. ft.
This timeless family home in Morrison features 4 spacious bedrooms, luxurious details, and a stunning kitchen with high-end appliances. Enjoy natural light, peaceful views, and a private swimming pool. Close to top schools, it’s perfect for families seeking comfort and elegance.
Buy Family Home in Southwest Oakville with Lakeside Features
$ 1599000
164, Warner Drive, Oakville, Ontario, L7L 1C7
10 rooms
2500 sq ft
Experience the lakeside lifestyle in this stunning family home featuring 4+1 bedrooms and 3.5 bathrooms. Enjoy the elegance of hardwood floors, granite counters, and a spacious finished basement. A quick walk to Burloak Waterfront Park and close proximity to unique dining and shopping options makes it an ideal choice for families.
Buy Cape Cod Style House in Oakville with Renovated Kitchen and Family Room
$ 2248000
Oakville, Ontario, L6M 4W2
8 rooms
3000 sq ft
This stunning Cape Cod style residence offers privacy and elegance in Oakville. Ideal for families, it features a fully renovated kitchen, cozy family room with gas fireplace, sophisticated dining room, main floor office, and four generous bedrooms. Conveniently located near Heritage Glen Public School.
Buy House in Westmount with 4 Bedrooms and Elegant Features
$ 1599900
2385, Sequoia Way, Oakville, Ontario, L6M 5E4
8 rooms
2000 sq ft
This elegant home in Westmount is perfect for families seeking comfort and style. Features include hardwood flooring, a stunning kitchen, a spacious family room, and a private backyard retreat with a gazebo. Enjoy nearby parks and top schools, along with modern amenities.
Rent Gorgeous Home in Family-Friendly River Oaks with Pool and Updated Features
$ 1999000
134, Westchester Road, Oakville, Ontario, L6H 7K5
8 rooms
2000 sq ft
This stunning home in River Oaks offers 3400 sqft of living space. Ideal for families, it boasts an open-concept layout, 4 bedrooms, a finished basement with a cozy rec room, and a backyard perfect for entertaining with a pool. Close to parks and schools.
Buy House in South East Oakville with Pool and Outdoor Kitchen
$ 4099000
396, Ash Road, Oakville, Ontario, L6J 4M6
8 rooms
3500 sq ft
This stunning custom home in Morrison features spacious rooms and a gourmet kitchen, perfect for families. Enjoy a private master retreat, an inviting walkout basement for recreation, and beautiful outdoor spaces with a pool and kitchen, near top schools and downtown.
Buy Family Home in West Oak Trails with Greenspace View
$ 1328888
2077, Frontier Drive, Oakville, Ontario, L6M 3K1
6 rooms
1500 sq ft
Discover this charming three bedroom home in West Oak Trails, ideal for families. Features include a modern kitchen, spacious family room with gas fireplace, and a fully fenced backyard perfect for entertaining. Close to excellent schools and parks, it's a must-see for buyers seeking comfort and convenience.
Buy Brick Family Home in River Oaks with Spacious Layout
$ 1579000
2015, Madden Boulevard, Oakville, Ontario, L6H 3N7
9 rooms
2500 sq ft
Discover this 4+1 bedroom brick home in the sought-after River Oaks area, perfect for growing families. Enjoy the comfort of a double garage and the proximity to excellent schools and parks, ideal for family living and leisure activities.
House for Sale in River Oaks Oakville with Generous Living Spaces
$ 1650000
36, Red Maple Lane, Oakville, Ontario, L6H 0G6
8 rooms
2499.9795 - 2999.975 sqft
This elegant home is perfect for families or multigenerational living. Features include hardwood floors, a cozy family room with a gas fireplace, and a bright kitchen with an expansive deck. Enjoy nearby parks and top-rated schools, making it an ideal choice for a vibrant lifestyle.
Buy Townhome in Oakville with 3 Bedrooms and 2 Balconies
$ 1199900
Oakville, Ontario, L6H 0E0
6 rooms
1499.9875 - 1999.983 sqft
Discover a stunning brand new freehold townhome featuring 3 bedrooms and 2.5 bathrooms, perfect for families. Enjoy high ceilings, a smart zone upgrade for flexibility, and no maintenance fees. Close to schools, shopping, and transit options, this home is ideal for modern living.
Buy 3 Bedroom Freehold Townhome in Oakville with Backyard and Modern Amenities
$ 1370000
Oakville, Ontario, L6M 1X7
6 rooms
1500 sq ft
Discover the ideal home for families in this stunning 3-bedroom townhome. Designed for modern living, it boasts high ceilings, hardwood floors, and a gourmet kitchen. Enjoy outdoor entertaining in the fully-fenced backyard. Near top-rated schools and parks.
Detached house for sale in a park-side location with spacious layout
$ 1748000
Oakville, Ontario, L6M 0Z4
11 rooms
This rare 4 bedroom corner detached house is ideal for large families, featuring an open concept kitchen, stainless steel appliances, and a private office. Enjoy a master bedroom with ensuite and jacuzzi. Nearby amenities include shopping and easy highway access.
Luxury Buy House in Old Oakville with Outdoor Resort Features
$ 10999998
27, Park Avenue, Oakville, Ontario, L6J 3X4
13 rooms
5000 sq ft
Discover a luxurious estate featuring over 10,000 square feet of excellence in the Orchard Beach community. Ideal for families seeking sophistication, this home boasts lavish amenities like an infinity pool, a chic pool house, and a gourmet kitchen. Just a short walk from town and Lake Ontario.
Buy Turn-Key Bungaloft in Downtown Oakville with Contemporary Finishes
$ 4250000
69, Allan Street, Oakville, Ontario, L6J 3K3
7 rooms
2500 sq ft
This stunning turn-key residence features nearly 3000SF of above-grade living space, including a main floor primary suite and laundry. Enjoy a gracious entry hall, a luxurious Downsview kitchen with quartz counters, and proximity to the Waterfront trail.
Waterfront bungalow for sale in Oakville with spectacular views
$ 2299000
213, Randall Street, Oakville, Ontario, L6J 3A9
5 rooms
1500 sq ft
This incredible waterfront bungalow features stunning views over 16 Mile Creek, ideal for those seeking an alternative to condo living. With a charming heritage design, open layout, and spacious living areas, it's perfect for families. Enjoy proximity to restaurants, parks, and Lake Ontario.
Buy Lakefront Family Home in Quiet Cul-de-sac with Stunning Views
$ 4198000
3286, Shelburne Place, Oakville, Ontario, L6L 6A4
9 rooms
2500 sq ft
This stunning family residence features 4+1 bedrooms and 3.5 baths, ideal for buyers seeking luxury living by the lake. With custom architecture, wall-to-wall windows for breathtaking views, and a spacious layout over 4200 SF, it’s perfect for entertaining. Near picturesque waterfront parks.
Buy Townhome in Oakville with Luxury Features and Scenic Views
$ 4990000
68, Navy Street, Oakville, Ontario, L6J 1H4
7 rooms
2500 sq ft
Discover a remarkable townhome featuring new construction with a unique steel frame and a spacious 3500+ SF of luxury living space. Ideal for discerning buyers. This stunning home offers high ceilings, breathtaking views of Oakville Harbour, and is steps from Lake Ontario waterfront trail and Downtown. Enjoy designer finishes, a luxury kitchen, and modern amenities.
Buy Exquisite Home in Oakville with 4 Bedrooms and Modern Features
$ 2500000
524, Chillingham Crescent, Oakville, Ontario, L6J 6X0
7 rooms
This stunning 4-bedroom home in Eastlake Oakville offers 3600 sq ft of bright living space. Highlights include bay windows, a chef's kitchen, a serene family room, and an entertainment-friendly basement. Enjoy a large backyard deck and proximity to top schools and amenities.
Luxurious buy house in West Harbour with stunning features
$ 4850000
235, Lakewood Drive, Oakville, Ontario, L6K 1E0
10 rooms
6220 sq ft
Experience elegance and tranquility in this West Harbour residence. Ideal for families seeking spacious living, the home boasts five bedrooms with ensuites, a gourmet kitchen, and an inviting study. Enjoy outdoor leisure with landscaped grounds, a saltwater pool, and proximity to parks and schools.
Buy bungalow in southeast Oakville with courtyard and modern renovations
$ 3980000
1250, Braeside Drive, Oakville, Ontario, L6J 2A4
8 rooms
3000 sq ft
This stunning mid-century modern bungalow boasts 4 bedrooms and 3.5 baths, featuring an open-concept kitchen perfect for entertaining, a private primary suite, and extensive outdoor space with a beautiful garden. Walk to nearby Gairloch Gardens and schools.
Buy house in Old Oakville with garden near George's Square
$ 3150000
301, Palmer Avenue, Oakville, Ontario, L6J 1R1
7 rooms
2000 sq ft
This stunning house in Old Oakville features a wraparound verandah, high ceilings, and a garden view. Ideal for families, it boasts 4 bedrooms, renovated bathrooms, and a bright rec room. Enjoy nearby amenities including schools, parks, and downtown attractions.