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437 Cairncroft Road, Oakville
$4,098,000
4 Beds ⋅ 6 Baths ⋅ W13733644 MLS
Positioned on a rare 0.8-acre ravine lot in one of Southeast Oakville's most coveted neighbourhoods, this exceptional residence makes an immediate impression with its stately curb appeal and beautifully landscaped grounds. Framed by mature trees and offering exceptional privacy, the home presents a refined presence that blends seamlessly with its lush, natural surroundings. Inside, 7,000 sq. ft. of elegantly finished living space unfolds. A grand foyer sets the tone, complemented by rich hardwood flooring and soaring ceilings throughout. The home offers four spacious bedrooms, each with its own private ensuite, along with premium appliances and a custom wine cellar. A separate side entrance adds flexibility, providing a private access point with direct entry to the lower level. Designed for both elegant entertaining and relaxed everyday living, the backyard is a private resort-style retreat. A saltwater inground pool, expansive stone patio, and uninterrupted ravine views create a setting that feels more Muskoka than city. Ideally located within walking distance of Oakville's top-ranked schools and minutes from premier amenities, this home offers a rare combination of estate-scale land, striking curb appeal, and unmatched privacy in a prime urban location. Well maintained with extensive upgrades, it reflects true pride of ownership throughout.

437 Cairncroft Road, Oakville

1440 Bishops Gate Unit 404, Oakville
$475,000
1 Beds ⋅ 1 Baths ⋅ W13733368 MLS
Discover exceptional value in this beautifully maintained 1-bedroom condo, perfectly situated in the sought-after Glen Abbey community! The bright, open-concept layout features luxury vinyl plank flooring throughout, seamlessly connecting the kitchen, dining, and living areas. French doors lead to a private balcony overlooking a peaceful courtyard, an ideal spot to relax or fire up the BBQ. Enjoy the convenience of in-suite laundry, ample visitor parking, and premium amenities, including a newly renovated party room, sauna, fully equipped fitness center, car wash bay, and pet- friendly policies. Located just steps from shopping, restaurants coffee shops, and scenic trails, this condo is also close to top-rated schools, Oakville Hospital, a recreation center, parks, and world-class golf courses. With easy access to the Go Station, recreation center, parks, and world-class golf courses. With easy access to the Go Station, recreation center, parks, and world-class golf courses. With easy access to the Go Station, QEW, and 403, commuting is a breeze. Complete with one undergroudn parking space and a storage locker, this is a rare opportunity to own in one of Oakville's most desirable neighborhoods.

1440 Bishops Gate Unit 404, Oakville

455 Samford Place, Oakville
$2,649,000
5 Beds ⋅ 6 Baths ⋅ W13732358 MLS
Welcome to 455 Samford Place, a remarkable custom-built luxury home in one of Southwest Oakville's most sought-after neighbourhoods.Setona premium 65' x 115' lot, this stunning residence blends sophisticated design, exceptional craftsmanship, and modern family living. Itslimestoneand stucco exterior, expansive driveway, double-car garage, and rare rear-access garage door create an impressive first impression.Step insideto bright, open-concept living with 10-foot ceilings, oversized windows, and elegant custom millwork throughout. Designed foreveryday livingand entertaining, the chef's kitchen features a large quartz island, designer lighting, premium Thermador appliances, and aconvenient spicekitchen. The family room is a true gathering space, highlighted by a dramatic floor-to-ceiling porcelain fireplace feature wall andFrench doorsopening to the private backyard for seamless indoor-outdoor living. A grand wood staircase with skylight and custom panelingleads to the upperlevel, where four spacious bedrooms each offer an ensuite and walk-in or built-in closet. The primary suite is a private retreatwith a beautifulfeature wall and spa-inspired ensuite showcasing double walnut vanities and luxurious porcelain finishes. The professionallyfinished lower leveloffers endless flexibility for entertaining, recreation, or multi-generational living, featuring a spacious rec room, secondlaundry area, stylish wetbar with sink, dishwasher, fridge, wine storage, and space for a beverage cooler. A separate walk-up to the backyardadds exceptionalconvenience and versatility. With refined finishes, premium upgrades, and an unbeatable Oakville location close to schools,parks, shopping, andthe lake, this exceptional home offers the perfect blend of luxury, comfort, and timeless elegance.

455 Samford Place, Oakville

123 Maurice Drive Unit 201, Oakville
$1,999,990
4 Beds ⋅ 4 Baths ⋅ W13732228 MLS ⋅ The Berkshire BLDG.
Experience elevated living in this exceptional 3-bedroom plus den suite at The Berkshire Residences, offering an impressive 2,099 sq. ft. of thoughtfully designed interior space, complemented by a spacious 168 sq. ft. private balcony for seamless indoor-outdoor enjoyment. Crafted with luxury and comfort in mind, this residence showcases soaring 10-foot ceilings, premium hardwood flooring throughout, and bespoke soft-close cabinetry. The designer kitchen is a true centerpiece, featuring porcelain slab countertops and matching backsplash, extended-height cabinetry, a striking waterfall-edge island, and a complete 6-piece appliance package. The elegant bathrooms are finished with upgraded vanities, premium tile selections, and heated floors, delivering a spa-inspired experience. Every detail has been carefully curated to provide a refined and sophisticated living environment. Complete with two parking spaces and a storage locker, this stunning suite offers the perfect blend of luxury, functionality, and convenience in one of Oakville's most prestigious new residences.

123 Maurice Drive Unit 201, Oakville

1404 Waverly Avenue SW, Oakville
$3,198,000
6 Beds ⋅ 6 Baths ⋅ W13732172 MLS
Experience uncompromising luxury in this newly built, architecturally striking residence where every detail has been meticulously curated and no expense has been spared. Designed and built by its owner-an architect-as his primary residence, this 5000 + sqfts of living space custom home reflects exceptional attention to detail and uncompromising quality throughout. From the moment you enter, the level of craftsmanship is immediately evident-featuring a sun- filled main floor office, soaring cathedral ceilings, and dramatic floor-to-ceiling triple- glazed windows and doors that flood the home with natural light. Designed for both elegance and functionality, the heart of the home is a bespoke chef's kitchen showcasing premium Miele appliances, custom cabinetry, and refined finishes, seamlessly complemented by a secondary kitchen and a fully finished lower level with matching attention to detail. The grand two-storey living space is anchored by a statement fireplace, while smart home integration enhances everyday living with built-in sound, security, and climate systems. This home is rich with high-end features, including heated flooring at the main entrance and in the primary ensuite with Wi-Fi control, an electric vehicle charger in the garage, and thoughtfully designed systems throughout. All bedrooms offer private ensuites with custom glass showers and premium fixtures, while the primary retreat provides a spa-like experience with elevated finishes and comfort. The lower level continues to impress with oversized windows allowing abundant daylight, along with a custom bar, home theatre, gym, and additional living space. It also includes a convenient secondary (backup) laundry and provisions for a full cooking kitchen, offering excellent flexibility for extended family or future use. A second-floor laundry adds everyday convenience and functionality.***

1404 Waverly Avenue SW, Oakville

2325 Central Park Drive Unit 1102, Oakville
$445,900
1 Beds ⋅ 1 Baths ⋅ W13732048 MLS
Welcome to 2325 Central Park # 1102. One of largest 1-bedroom layouts, boasting stunning unrestricted views of the escarpment, a beautiful 27-acre park, and scenic trails right from your balcony. Conveniently located near shopping, highways, hospitals, top schools, and public transit, this unit is perfect for those seeking both comfort and accessibility. Loaded with upgrades, it features elegant granite countertops, a stainless steel sink, upgraded cabinets, and high-quality stainless steel appliances. The engineered hardwood flooring adds a touch of sophistication. Additionally, this unit includes one underground premium parking spot located right beside the elevator for your convenience. Don't miss out on this exceptional opportunity!

2325 Central Park Drive Unit 1102, Oakville

3321 Azam Way, Oakville
$949,999
3 Beds ⋅ 3 Baths ⋅ W13731804 MLS
HST Rebate Applied! Welcome To This Brand-New Freehold End-Unit Townhouse By DiGreen Homes, Offering Approximately 1,821 Sq. Ft. Of Thoughtfully Designed Living Space In One Of Oakville's Most Sought-After Communities. Filled With Natural Light Thanks To Its Desirable End-Unit Location, This Stunning 3-Bedroom Home Showcases Premium Finishes Throughout, Including An Elegant Oak Staircase With Iron Picket Railings And A Chef-Inspired Kitchen Featuring Ceiling-Height Cabinetry, Quartz Countertops, A Large Centre Island, And A Rough-In For A Gas Range. Step Outside To The Expansive Private Terrace-Perfect For Entertaining, Relaxing, And Summer BBQs. Built By The Reputable DiGreen Homes, Known For Exceptional Craftsmanship And Thoughtful Design. Ideally Situated Near Top-Rated Schools, Parks, Scenic Trails, Shopping, Restaurants, Sheridan College, Hospitals, Public Transit, And With Convenient Access To Highways 403, 407, And The QEW.

3321 Azam Way, Oakville

1068 Sixth Line, Oakville
$1,690,000
W13730242 MLS
Exceptional opportunity to build your dream home on an impressive 15,000+ sq. ft. building lot in Oakville's highly sought-after College Park community. Seller is willing to consider a Vendor Take-Back (VTB) mortgage, providing qualified buyers with additional financing flexibility. Tucked away on a quiet private lane just off 6th Line near Sixteen Mile Creek, this property offers a peaceful and private setting for a custom-built residence. Surrounded by prestigious multi-million-dollar homes, the lot provides an outstanding opportunity to create a home that complements the character and calibre of the neighbourhood. Conveniently located with easy access to the QEW and close to Oakville Place, excellent schools, scenic walking trails and Glen Abbey Golf Club. A rare opportunity to build something truly special in one of Oakville's desirable established communities.

1068 Sixth Line, Oakville

1066 Sixth Line, Oakville
$1,790,000
W13730238 MLS
Exceptional opportunity to build your dream home on an impressive 22,593 sq. ft. building lot in Oakville's highly sought-after College Park community. Seller is willing to consider a Vendor Take-Back (VTB) mortgage, providing qualified buyers with additional financing flexibility. Tucked away on a quiet private lane just off 6th Line near Sixteen Mile Creek, this property offers a peaceful and private setting for a custom-built residence. Surrounded by prestigious multi-million-dollar homes, the lot provides an outstanding opportunity to create a home that complements the character and calibre of the neighbourhood. Conveniently located with easy access to the QEW and close to Oakville Place, excellent schools, scenic walking trails and Glen Abbey Golf Club. A rare opportunity to build something truly special in one of Oakville's desirable established communities.

1066 Sixth Line, Oakville

1286 Cambridge Drive, Oakville
$4,995,000
5 Beds ⋅ 6 Baths ⋅ W13730146 MLS
Introducing a truly exceptional property that redefines luxury living, elegance, and comfort! Nestled in the best location of South East Oakville, this magnificent house is a testament to sophisticated design and meticulous attention to detail. As you step into the grand foyer, you're immediately greeted by an open floor plan that seamlessly blends spaciousness and intimacy. The sprawling 7000+ square feet of living space showcases a harmonious blend of modern architecture and timeless craftsmanship, creating an atmosphere of refined opulence. The heart of this home is undoubtedly the state-of-the-art German kitchen. Equipped with the latest appliances, custom cabinetry, and high-end finishes, it's a culinary haven for the gourmet enthusiast. Whether you're entertaining guests or preparing a family meal, this kitchen is designed to elevate your culinary experience to new heights.

1286 Cambridge Drive, Oakville

2476 Palmerston Road, Oakville
$1,949,999
4 Beds ⋅ 5 Baths ⋅ W13730100 MLS
Nestled in the prestigious Joshua Creek community, this exceptional family home offers over 3,000 sq. ft. of beautifully appointed living space above grade, complemented by an additional 1,200 sq. ft. of professionally finished basement space. Thoughtfully designed for comfortable family living and effortless entertaining, the home features soaring 9-foot ceilings, elegant strip hardwood flooring, Cat5 wiring, built-in speakers, and a bright, open-concept layout filled with natural light.At the heart of the home is a spacious gourmet kitchen featuring granite countertops, stainless steel appliances, and a sun-filled breakfast area with a walkout to the backyard patio-perfect for indoor-outdoor entertaining. A stunning oak staircase leads to the upper level, offering four generously sized bedrooms and three full bathrooms. The luxurious primary suite and second bedroom each feature their own private ensuite, while the third and fourth bedrooms are connected by a convenient Jack-and-Jill bathroom.The professionally finished basement further expands the home's living space with a large open-concept recreation room, pot lighting, and a 3-piece bathroom, offering excellent potential for an in-law suite or extended family accommodations.Recent upgrades include impressive new front entry doors, along with a beautifully finished patterned concrete driveway, front walkway, and rear patio. The professionally landscaped backyard also features an outdoor storage shed, adding both beauty and functionality.Situated within one of Oakville's most highly regarded school districts and close to parks, trails, shopping, and major highways, this outstanding home combines luxury, comfort, technology, and an unbeatable location. A rare opportunity not to be missed!

2476 Palmerston Road, Oakville

2372 Carrington Place, Oakville
$5,399,000
5 Beds ⋅ 5 Baths ⋅ W13729598 MLS
WATERFRONT PROPERTY! Experience the Potential of Lakeside Living. Perfectly situated on a premium 90' x 152' lakefront lot, this residence offers breathtaking, unobstructed water views from every principal room. With over 5,700 square feet of finished living space, the home presents an exceptional opportunity to bring your vision to a truly remarkable waterfront setting. The existing layout offers generous space for family living and entertaining, with rich hardwood flooring, limestone tiles, four skylights, two spacious family rooms, a private office, and a large kitchen with lake views! Upstairs, four generously sized bedrooms provide excellent space and privacy, while the primary suite showcases spectacular lake views. A convenient upper-level laundry room and walkout to the second-floor terrace offer additional potential to create a beautiful retreat overlooking the water. The fully finished lower level includes a fifth bedroom with a private ensuite, ideal for guests, extended family, or a nanny suite. Outdoors, the property offers an incredible foundation for creating your own waterfront oasis. The views, privacy, and ever-changing beauty of the waterfront truly have to be experienced to be fully appreciated, as the changing seasons, light, and skies create a new view from moment to moment. Additional highlights include a three-car garage, four fireplaces, an irrigation system, and ample storage throughout. This is a rare opportunity to transform an expansive waterfront property into a spectacular lakeside home, while enjoying the privacy, scale, and extraordinary setting that cannot be replicated. Luxury Certified.

2372 Carrington Place, Oakville

123 Maurice Drive Unit 105, Oakville
$1,499,990
2 Beds ⋅ 3 Baths ⋅ W13729550 MLS
Experience elevated luxury living in the heart of South Oakville at The Berkshire Residences. This exceptional move-in-ready model suite offers an impressive 1,637 square feet of thoughtfully curated living space, blending timeless elegance with modern sophistication. Designed to impress, this stunning 2-bedroom plus den residence features soaring 10-footceilings, premium brushed oak hardwood flooring throughout, and a spacious, functional layout that lives more like a luxury bungalow than a condominium. The designer kitchen is a true showpiece, showcasing extended-height soft-close cabinetry, a dramatic waterfall-edge island, quartz countertops with a matching backsplash, and a premium 6-piece stainless steel appliance package-perfect for both everyday living and entertaining. Every detail has been carefully considered, from the upgraded vanities and designer tile selections in all bathrooms to the elegant Napoleon Entice Series electric fireplace framed by a contemporary stone surround. Heated bathroom floors provide an added touch of comfort and indulgence, while the spacious laundry room enhances everyday convenience. Offering a rare townhouse-inspired feel, this remarkable suite also includes two underground parking spaces and a private storage locker. Residents of The Berkshire Residences enjoy a refined lifestyle defined by striking architecture, exceptional craftsmanship, and an exclusive South Oakville address. A rare opportunity to own a sophisticated, move-in-ready luxury residence where comfort, style,and convenience come together seamlessly.

123 Maurice Drive Unit 105, Oakville

123 Maurice Drive Unit 216, Oakville
$1,499,990
3 Beds ⋅ 3 Baths ⋅ W13729542 MLS ⋅ The Berkshire BLDG.
Experience luxury living in South Oakville with this stunning 2-bedroom plus den model suite at The Berkshire Residences, now move-in ready. Offering 1,500 square feet of beautifully designed space, this suite features soaring 10-foot ceilings, a spacious laundry room, and premium brushed oak hardwood flooring throughout. The modern kitchen is a chef's dream, complete with soft-close cabinetry, a large island with a waterfall edge, quartz countertops and matching backsplash, and a full 6-piece stainless steel appliance package. Additional upgrades include extended-height kitchen cabinets, upgraded vanities and tiles in all bathrooms, and a sleek Napoleon Entice Series electric fireplace with a contemporary stone surround. Enjoy the comfort of heated flooring in the bathrooms and the sophisticated, townhouse-style feel of the layout. Two parking spaces and a storage locker are also included, offering added convenience in this upscale residence. Condo fees approximate. The Berkshire Residences combines striking architecture with modern elegance, making this suite a perfect place to call home.

123 Maurice Drive Unit 216, Oakville

345 Wheat Boom Drive Unit 1304, Oakville
$430,000
1 Beds ⋅ 1 Baths ⋅ W13729352 MLS
Welcome to Oakvillage! Spacious & sun-filled 1 bed, 1 bath suite in one of Oakville's most desirable luxury condo buildings, built by award-winning Minto Communities. Featuring bright western exposure with unobstructed sunset views. This beautifully upgraded suite offers an open-concept living space, floor-to-ceiling windows, luxury vinyl plank flooring, ensuite laundry, spacious balcony & stunning west-facing views. The stylish kitchen features quartz countertops, mosaic marble backsplash, stainless steel appliances, built-in microwave & island with seating and additional storage. The spacious living area offers sliding doors to the balcony. The bathroom features upgraded 12x24 porcelain floor & shower wall tiles, quartz countertop & vanity with drawers. The primary bedroom includes a walk-in closet with custom shelving & two-level hanging system, while additional upgrades include custom blinds, matte black interior door handles & hinges. Building amenities include exercise room, party room, visitor parking & on-site management. Ideally located close to highways 403/407/QEW, great schools, shopping, public transit, parks & trails.

345 Wheat Boom Drive Unit 1304, Oakville

3 Ennisclare Drive E, Oakville
$15,900,000
5 Beds ⋅ 4 Baths ⋅ W13728088 MLS
Build your dream home on South East Oakville's prime waterfront. With 184 feet of lake frontage and unparalleled views of the Toronto skyline, this building lot is the largest remaining and developable Riparian Lakefront parcel in South East Oakville available. Located on one of Oakville's most sought-after and mature tree lined streets and walking distance to downtown Oakville, this breathtaking and private lot offers approximately 0.77 acres of land and a further water lot of 2.86 acres. The land can comfortably accommodate a new custom home of up to10,000 square feet (not including basement) without a variance. The property is also the furthest projected vantage point for uninterrupted panoramic views in Oakville. With an extremely rare concrete dock for boat mooring and recent new Seawall (2020), this private lot offers an opportunity to build your lakefront home in Oakville's most coveted neighbourhood, with easy access to Toronto and in one of Ontario's top school districts. This is the ultimate lakefront property in Oakville, the possibilities are endless. The current home allows you to live in now or build new for your dream lifestyle.

3 Ennisclare Drive E, Oakville

423 Grindstone Trail, Oakville
$1,570,000
4 Beds ⋅ 4 Baths ⋅ W13727760 MLS
Welcome to 423 Grindstone Trail-a stunning home nestled in a peaceful and highly sought-after community. With 4 spacious bedrooms and 4 bathrooms, this beautifully maintained property offers the perfect balance of comfort, style, and functionality. Step through the front door into a grand foyer that leads into an expansive living, dining, and kitchen. The bright and airy living room is highlighted by elegant bay windows that flood the space with natural light. Freshly painted, Modern Custom Front Door, with brand new aluminum/glass railing on the front porch. Hardwood Floor throughout, Pot lights on Main floor & First Floor hallway. Separate Functional Layout With Living & Family Room with Gas fireplace. A two-car garage and additional driveway parking complete this exceptional property, making it the perfect place to call home. only 7 year old home. Approximately 2620 SF Living Space, Timeless Stone Exterior, and Functional Layout, Natural Light Pours Through Large Windows, Brand-new Lighting that Brightens Every Corner of the Home. The Spacious Living and Dining Areas are Ideal for Entertaining, while the Cozy Family Room with a Gas Fireplace The kitchen Offers Generous Counter Space. Fully Fenced Private Backyard* Close To All Amenities / Golf Course / Hwy, Qew, Public Transit Etc. High-Rank Schools*

423 Grindstone Trail, Oakville

183 Westminster Drive, Oakville
$1,849,999
3 Beds ⋅ 3 Baths ⋅ W13727492 MLS
Welcome to 183 Westminster Drive in highly desirable Southwest Oakville, set on a premium 75 x 150 ft corner lot surrounded by mature trees and just moments to the lake and Coronation Park. Offering incredible versatility, this property is move-in ready or presents an exceptional opportunity to build your dream home up to 4,162 sq ft. Beautifully appointed with a thoughtful design, the renovated main floor is perfectly suited for both family living and entertaining. The open-concept kitchen features a large centre island with additional seating, seamlessly overlooking the dining and living areas. Walk out from the dining room to a spacious multi-tiered back deck-ideal for summer gatherings-or unwind by the cozy wood-burning fireplace in the living room. The home offers three well-appointed bedrooms, Renovated Bathrooms and hardwood flooring throughout, creating a warm and cohesive feel. The finished basement provides additional living space with a second fireplace, perfect for family movie nights, along with extra storage in the crawl space. Step outside to enjoy your private backyard retreat, complete with a large multi-tiered deck, hot tub, and expansive green space-perfect for kids, pets, or outdoor entertaining. Whether it's hosting a BBQ, relaxing under the trees, or enjoying a game of soccer, this yard offers endless possibilities. Located in a quiet, family-friendly neighbourhood close to the lake, Coronation Park, and top-ranked schools, this is a rare opportunity to enjoy, invest, or build in one of Oakville's most sought-after communities.

183 Westminster Drive, Oakville

2096 Salvator Boulevard, Oakville
$1,758,000
4 Beds ⋅ 2 Baths ⋅ W13726964 MLS
Welcome to this lovely home located in a fantastic area of south west Oakville,one of the best lots in this sought after neighbourhood,almost 1/3 acre,4 level sidesplit,features generous and bright principal rooms,impressive family room,French door leading to the back garden,main floor laundry room has skylight,access to the two car garage and side yard,updated kitchen with granite counter and undermount lighting,revonated bathrooms,hardwood floor throu-out,crown mouldings,two fireplaces,California shutters,lower level has finished recreation room with good size window,The huge backyard has a ingroud pool,towering trees,lush perennial gardens,huge deck.Walk to coronation park,waterfront trail,bronte harbour,a must see!.

2096 Salvator Boulevard, Oakville

2101 Galena Crescent, Oakville
$1,428,000
4 Beds ⋅ 3 Baths ⋅ W13726558 MLS
Location, Location ! Welcome to this bright and well-maintained 4-bedroom family home, ideally situated on a premium corner lot in one of Oakville's most sought-after neighbourhoods. Filled with abundant natural light throughout the day, this spacious home features four generously sized bedrooms, 3 bathrooms, comfortable living and family spaces, and a 2 - car garage - a practical layout with plenty of room for a growing family. The corner lot provides added openness and natural light, while the fully fenced, mature treed backyard offers privacy and plenty of outdoor space for children, gardening, entertaining or simply relaxing at home. Recent updates include roof (2018), furnace and A/C (2023), and water heater (2024).An excellent family location within walking distance to the well-known Iroquois Ridge High School (IRHS), Iroquois Ridge Community Centre, parks, trails, shopping and everyday amenities, with convenient access to Highways 403, 407 and QEW. A bright, spacious and well-located home offering the space, convenience and neighbourhood setting for a family to comfortably grow into for years to come.

2101 Galena Crescent, Oakville

3 Ennisclare Drive E, Oakville
$15,900,000
W13725602 MLS
Build your dream home on South East Oakville's prime waterfront. With 184 feet of lake frontage and unparalleled views of the Toronto skyline, this building lot is the largest available and developable Riparian Lakefront parcel in South East Oakville. Located on one of Oakville's most sought-after streets and walking distance to downtown Oakville, this breathtaking and private lot offers approximately 0.77 acres of land and a further water lot of 2.86 acres. The land can comfortably accommodate a new custom home of up to 10,000 square feet (not including basement) without a variance. The property is also the furthest projected vantage point for uninterrupted panoramic views in Oakville. With an extremely rare concrete dock for boat mooring and recent new Seawall (2020), this private lot offers an opportunity to build your lakefront home in Oakville's most coveted neighborhood, with easy access to Toronto and in one of Ontario's top school districts. Build the ultimate lakefront property in Oakville, the possibilities are endless.

3 Ennisclare Drive E, Oakville

380 Watson Avenue, Oakville
$2,599,000
4 Beds ⋅ 3 Baths ⋅ W13724754 MLS
Welcome to this exceptional two-storey family residence nestled on one of South East Oakville's most desirable, tree-lined streets. Combining traditional charm with an ideal functional layout. There are generous spaces for entertaining and everyday family life. Step into the inviting living room, featuring a cozy fireplace and elegant California shutters that fill the space with warm, natural light. The updated eat-in kitchen serves as the heart of the home, complete with built-in appliances, ample cabinetry, and a spacious eat in area. For formal gatherings, the spacious dedicated dining room easily accommodates large family dinners and holiday celebrations. The dramatic main-floor family room steals the show with its soaring vaulted ceilings, second fireplace, and expansive windows. Slide open the doors to step directly onto the private back deck, overlooking a beautifully landscaped, west-facing rear garden-the ultimate setting for enjoying golden-hour sunsets, outdoor dining, and summer entertaining. Conveniently located on the main level, the spacious primary bedroom serves as a peaceful retreat, complete with a private 4-piece ensuite bath. Upstairs, you will find two additional bright bedrooms, fantastic storage solutions, and a second full 4-piece bathroom, making it ideal for kids, guests, or a dedicated home office. The fully finished basement significantly extends your living space, offering endless possibilities for a media room, play area, or home gym, along with a third 4-piece bathroom for added convenience.Located in a premier school district close to top-rated public and private schools, downtown Oakville's boutique shopping and dining, parks, and the lakefront, this South East Oakville gem perfectly blends main-floor comfort with long-term versatility. A rare opportunity on a prime street!

380 Watson Avenue, Oakville

533 Carson Lane, Oakville
$6,250,000
6 Beds ⋅ 7 Baths ⋅ W13724050 MLS
This magnificent custom residence is nestled in one of Oakville's most prestigious neighbourhoods, just a short stroll from the lake and downtown Oakville. Offering over 6,500 sq. ft. of exquisitely designed living space, this exceptional home seamlessly blends contemporary sophistication with exceptional luxury. Every detail has been meticulously considered, from heated floors on the main and lower levels to a private elevator serving all three floors. A sunlit two-storey foyer introduces an elegant interior defined by refined finishes and thoughtful design. The expansive Great Room features soaring 20-foot ceilings and a dramatic wall of windows overlooking the professionally landscaped grounds. Walk out to an elegant patio with gas BBQ hookup, ideal for summer entertaining and alfresco dining. The gourmet kitchen is a true showpiece, featuring sophisticated two-tone cabinetry, an expansive centre island and state-of-the-art appliances. The adjoining butler's pantry provides additional prep space and connects seamlessly to the elegant Dining Room, where built-in speakers and views of the front gardens create an exceptional setting for entertaining.A serene formal Living Room offers a refined retreat, while the main-floor bedroom, easily converted to an office, features a private ensuite and direct patio access. A sculptural floating staircase leads to the skylit second level, where the luxurious primary suite offers two walk-in closets and a spa-inspired ensuite. Three additional bedrooms, each with secure closets and heated ensuites, provide comfort and privacy. The lower level is an entertainer's dream, featuring a heated underground garage with vehicle turntable, stylish recreation room with walk-up to the backyard, and space for a state-of-the-art theatre or gym.An extraordinary residence offering sophisticated design, exceptional amenities and an unparalleled Oakville lifestyle.

533 Carson Lane, Oakville

149 Lakeshore Road E, Oakville
$439,000
W13723722 MLS
Exceptional opportunity to own an established The WORKS Craft Burgers & Beer franchise in the heart of Downtown Oakville, this prime location is surrounded by popular restaurants, boutique shops, professional businesses and strong pedestrian activity. Just steps from Oakville's picturesque waterfront, harbour and Lake Ontario, the restaurant benefits from an excellent downtown location that attracts local residents, professionals and visitors throughout the year. This established restaurant features a welcoming dine-in area plus a desirable outdoor patio, providing additional seating and excellent seasonal appeal during the warmer months. The business operates under the well-known Canadian The WORKS Craft Burgers & Beer brand and offers dine-in, takeout and delivery options. Excellent visibility along Lakeshore Rd E with convenient access to the surrounding Downtown Oakville amenities. A great opportunity for an owner-operator, experienced restaurateur or investor looking to acquire an established franchise restaurant in one of Oakville's most desirable and vibrant commercial districts. Take advantage of the existing setup, recognized brand and outstanding location while exploring further opportunities to grow the business.

149 Lakeshore Road E, Oakville

6 Ennisclare Drive W, Oakville
$13,500,000
5 Beds ⋅ 6 Baths ⋅ W13723478 MLS
Designed by architect Gren Weis and built by Lakehurst Construction, this exceptional custom estate is beautifully positioned on the shores of Lake Ontario in one of South-East Oakville's most prestigious waterfront enclaves. Set on a remarkable property with coveted riparian rights, the residence offers breathtaking lake views, exceptional privacy, and a seamless blend of timeless architecture and modern luxury.Classical proportions and outstanding craftsmanship are showcased throughout, with intricate millwork, detailed ceilings, radiant heated floors, and upgraded lighting. Generous principal rooms are thoughtfully positioned to maximize sweeping water views. The main level features a magnificent living room with double French doors opening to the lake breeze, a light-filled solarium overlooking landscaped gardens, an elegant dining room, and a gourmet kitchen with professional-grade appliances and dedicated prep kitchen. A sun-filled family room with striking waffle ceilings completes the space. Upstairs, the serene primary retreat offers spectacular views, a spa-inspired ensuite, and beautifully appointed dressing room. Three additional bedrooms, two elegant bathrooms, and a sophisticated lake-view library complete the level.The lower level offers full-size windows, radiant heated floors, a recreation room with wet bar, fitness studio with full bathroom, private guest suite with ensuite, and extensive storage. Outside, manicured gardens flow naturally toward the shoreline, creating a private waterfront setting designed to be enjoyed throughout the seasons. Multiple walkouts provide effortless access to the grounds and lake, where morning paddleboarding, or an evening canoe launch can become part of everyday life. Steps from Gairloch Gardens and minutes from Downtown Oakville's boutiques, restaurants, cultural amenities, and highly regarded schools, this extraordinary estate offers the very best of South-East Oakville waterfront living

6 Ennisclare Drive W, Oakville

50 Old Mill Road Unit 901, Oakville
$1,089,000
3 Beds ⋅ 2 Baths ⋅ W13723128 MLS ⋅ Oakridge Heights BLDG.
Luxurious updates, amazing location and breathtaking views of 16 Mile Creek, it will be tough to find a more perfect home in the sky. With 2 Beds and a den, 9' ceilings and over 1300sqft of living space, this beautifully renovated unit is complemented by almost 400sqft of private wraparound terrace. Offering an extraordinary expansion of the total living space, the terrace is an exceptional setting for morning coffee, evening entertaining or simply enjoying the changing seasons. Custom designed gas fireplace with distinctive surround/mantle anchors the living & dining space providing a sophisticated focal point. An important distinguishing feature - the gas fireplace - is unique to the Penthouse units! The open-concept kitchen features custom cabinetry, quartz counters, & top-tier appliances. The adjacent den is perfect for an office. The primary suite is the 'cherry on top' with walk-in closet customized with drawers and shoe cabinet, and the 4-piece ensuite Bath that has been tastefully updated. Overlooking the terrace, there is also a separate balcony unique to this bedroom suite. The 2nd Bed serves as a den & is a perfect guest room. The second Bath has also been updated. Rounding out the suite - a laundry room with plenty of storage space. Every detail has been carefully considered. Hardwood flooring was replaced, custom finishing details added, including solid wood doors, beautiful trim & upgraded Emtek hardware. New blinds, most of which automated, were added for comfort and privacy. Freshly painted interiors create a crisp, polished backdrop. This suite offers 2 parking spaces AND 3 storage lockers. The well managed building offers a common BBQ area, lots of visitor parking, gym, gated entry, electric vehicle charging stations, & common rooms that can handle a crowd. But above all else, the building is ideally located in the heart of Oakville close to scenic walking trails, downtown Oakville, Kerr Village, shopping, dining & steps to the Oakville GO Station.

50 Old Mill Road Unit 901, Oakville

123 Maurice Drive Unit 214, Oakville
$1,100,000
2 Beds ⋅ 2 Baths ⋅ W13722270 MLS ⋅ Berkshire Residences BLDG.
Step into unparalleled elegance at this breathtaking 1,108 sf corner suite in the boutique Berkshire Residences. An inviting tiled foyer unfolds into an expansive open-concept sanctuary with an amazing layout. Grounded by wide-plank brushed oak engineered hardwood floors & crowned by soaring 10' coffered ceilings with recessed lighting, the formal living and dining areas exude grandeur. Oversized Southeast facing windows bathe the suite in natural light. Seamlessly step out to two generous outdoor spaces totalling 341sf; a magnificent covered private balcony equipped with natural gas line set the stage for alfresco entertaining.The home's culinary masterpiece is a bespoke, two-tone kitchen centered around a spectacular quartz waterfall island breakfast bar, and matching slab backsplash. Radiant under-cabinet lighting highlights premium integrated Fisher & Paykel appliances, including a five-burner gas cooktop, built-in oven & microwave, French door Fridge & panel ready double dishdrawer. Retreat to the opulent primary suite, featuring architectural tray ceilings, walk-in closet, and a spa-inspired 4 piece ensuite with a double vanity, backlit mirror & freestanding glass shower with rainfall showerhead. The second bedroom mirrors this bright refined aesthetic. A secondary full 4 piece bath and in-suite laundry complete the interior.This exceptional offering includes tandem parking for 2 vehicles with EV rough-in & a generous storage locker conveniently located on the same parking level. Indulge in premium building amenities: fitness centre, elegant party room, communal rooftop terrace & concierge. Situated in a highly walkable neighbourhood, you are just a short stroll from waterfront parks at the lake, cafes and shops of Kerr Village & Downtown Oakville. With Fortinos Supermarket and schools mere steps away, plus quick access to the QEW, Highway 403, and GO Transit, this is a rare opportunity to own a high-end haven where luxury meets ultimate convenience.

123 Maurice Drive Unit 214, Oakville