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$33,000,000
7 Beds ⋅ 13 Baths ⋅ W13453124 MLS
2054 Lakeshore Rd. East is one of Oakville's finest lakefront estates.Situated on 1.6 acres & 166 ft of pristine shoreline, complete with deck & stairway access to the water. Designed by renowned architect Gren Weis & brought to life by the exceptional craftsmanship of Coulson Fine Homes.This magnificent 7-bdrm, 13-bath home spans an impressive 19,210 sq ft living space.Step into the grand formal entrance where limestone cast walls create a dramatic first impression serving as a prelude to the extraordinary spaces beyond.The residence showcases 12 ft ceilings on the main level, Brazilian walnut flooring thru-out & custom cabinetry adorns this remarkable home.The estate features an expansive living & dining rm w/breathtaking water views, perfect for intimate gatherings or grand celebrations.Step outside to the covered terrace where you can relax to the sounds of the "Bellagio" inspired fountains & waterfall.The gourmet open-concept kit.flows effortlessly into the fam.rm where water views & fp create a relaxed & comfortable space.The lower-level transforms into an entertainer's paradise, w/a state-of-the-art home theater, gym w/direct access to the infinity edge pool,steam room, golf simulator, wine cellar, billiards area w/rec room & catering kit.A private 2-bdrm nanny suite w/sep. entrance. Two laundry rooms .An elevator gives you convenient access to all 5 levels of this thoughtfully designed home.The outdoors offers multiple entertaining areas nestled within the manicured landscaped grounds, the lakefront deck & poolside.The power screened sunroom offers 3 season enjoyment.His & Hers double car garages to accommodate 4 vehicles w/additional parking for 20 more on the circular driveway & auxiliary prkng areas-perfect for hosting memorable events.This waterfront estate represents more than just a home it's a lifestyle statement and every detail is curated to create an environment of uncompromising luxury and comfort. LUXURY CERTIFIED.

2054 Lakeshore Road E, Oakville
$23,980,000
5 Beds ⋅ 8 Baths ⋅ W13030806 MLS
Welcome to 489 Lakeshore Road East, a truly exceptional estate crafted by the renowned Ferris Rafauli, nestled in the prestigious enclave of southeast Oakville along the serene shores of Lake Ontario. This rare one-acre property boasts a remarkable 18,000+ square foot steel-frame home, meticulously designed to showcase unparalleled craftsmanship and timeless elegance. Every detail of this exquisite residence speaks to a dedication to luxury living, from its concrete structure to its five bedrooms and eight baths, eight fireplaces, three kitchens, and elevator for seamless access to all levels. Indulge in the ultimate relaxation with amenities such as an indoor pool, built-in spa, dry sauna, and cabana with a full kitchen. The property also features a four-car garage, 600-amp electrical service, in-floor heating, and cutting-edge building operation systems, all complemented by award-winning landscaping that surrounds this magnificent estate. For the discerning buyer seeking the epitome of luxury living, 489 Lakeshore Road East offers an unparalleled opportunity to experience a lifestyle of opulence and refinement.

489 Lakeshore Road E, Oakville
$18,500,000
W13565890 MLS
Rare opportunity to acquire a well-maintained 43,074 sq ft freestanding industrial facility in the highly sought-after Winston Business Park. Located on 2.5 acres at the Oakville/Mississauga border, the property offers excellent access to Highways 401, 403 407 and the QEW. Built in 2008, the building features 26' clear height, 4 truck level doors, 1 drive-in door, and ample employee parking (1:1,000 ratio). Zoning permits a variety of industrial uses. Ideally located within an established employment node with access to public transit, labour pools, and numerous nearby amenities.

2300 Winston Park Drive, Oakville
$17,300,000
W13490470 MLS
One of the last few opportunities to invest in development employment lands along the Oakville & Mississauga border. The site has unparalleled access to Highway 403, Highway 407, Dundas Street West and the newly constructed William Halton Parkway. The subject lands are amongst many parcels of land that are owned by some of Ontario's biggest commercial developers such as Erin Mills Development Corp. and Anatolia Tile. Most recently the 25 acres of vacant land to the north, located at 3480 Ninth Line, has been purchased by HIVE BUZZ HPC (High Performance Computing) a division of HIVE Digital Technologies for the development of a 320 MW AI Infrastructure data center that is aiming to be operational in the second half 2027. In recent consultations with local, Regional and Provincial authorities in Planning and Development, they indicated that there are discussions underway with a number of the developers in the immediate area to speed up timelines for servicing of the vacant land parcels along Ninth Line and William Halton Pkwy. Previously approved road widening of Ninth Line from two to four lanes is currently in the design phase. Commencement of construction for the road widening is projected to start late 2027 or early 2028.

N/A Ninth Line, 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
$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
$13,995,000
W13715888 MLS
Here is a rare opportunity to create your dream home on one of Oakville's last remaining waterfront building lots, ideally positioned on one of the town's most prestigious streets and within walking distance of downtown Oakville. More than two years of planning, approvals and meticulous attention to detail have gone into preparing this exceptional property for its next chapter. The result is a spectacular waterfront setting, complete with an extraordinary custom boardwalk and dock designed to create the ultimate lakeside lifestyle and entertaining experience for family and friends. Situated on over half an acre with approximately 125 feet of frontage along the water, this magnificent lot offers an increasingly rare combination of privacy, scale and direct access to Lake Ontario.Bring your own vision and complete the design of your dream residence, or take advantage of plans by renowned SMPL Design Studio for a striking modern masterpiece offering more than 11,000 sq. ft. of living space.The newly constructed boardwalk and dock have been thoughtfully designed and engineered with exceptional attention to detail and longevity, creating a waterfront amenity intended to be enjoyed for decades to come.A truly irreplaceable opportunity to build an extraordinary waterfront residence in the heart of Old Oakville.

1044 Argyle Drive, 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
$12,500,000
W13018654 MLS
Zoning approved for ancillary outside storage/ processing. Serviced land. Adjacent to approved spec industrial multiples. Close proximity to major highways (QEW, 403, 407). Fronts Hwy 407, just west of Western Business Park in Mississauga and 403/ 407 Interchange. Up to 180,000 sf of single building or multiple divisions, or small building with outside storage/ parking. Current development application (second submission) available online at: https://www.oakville.ca/business-development/planning-development/active-development-applications/ward-7-development-and-site-plan-applications/east-west-inc-4243-sixth-line-z-1215-06/

4243 Sixth Line, Oakville
$12,000,000
6 Beds ⋅ 10 Baths ⋅ W13475920 MLS
Gracefully positioned behind gated entry on an expansive 0.78-acre parcel in South-East Oakville, this distinguished residence offers an exceptional blend of privacy, scale, and refined living. Thoughtfully designed for both grand entertaining and comfortable family living, the home showcases timeless architecture, remarkable craftsmanship, and elegant interiors throughout. A refined material palette features heated marble flooring with decorative inlay and galaxy border, quarter-sawn white oak hardwood flooring, crown moldings with extensive ceiling detailing and custom millwork. Carefully considered architectural details, custom cabinetry, integrated technology, and seamless indoor-outdoor connections create a residence that feels both impressive and effortlessly livable. Surrounded by mature landscaping and resort- style outdoor spaces-including a spectacular ozone pool and cabana setting, covered entertaining areas, and a year-round hot tub-the property offers an exceptional lifestyle just moments from the lake, top schools, and the amenities of downtown Oakville.

113 Maple Grove Drive, Oakville
$11,999,000
W13453338 MLS
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 Ontario with immediate access to the Waterfront Trail and Coronation Park, close to Bronte Harbour, downtown Oakville, GO Transit, and easy QEW access. The surrounding area features top-rated schools and premium amenities. With opportunities along this stretch of Lakeshore becoming increasingly scarce, properties of this scale represent enduring land assets. An ideal opportunity for experienced developers, custom builders, or vision-driven purchasers seeking a prime Oakville address with long-term value in an irreplaceable lakefront setting.

1475 Lakeshore Road E, Oakville
$10,950,000
5 Beds ⋅ 7 Baths ⋅ W13754954 MLS
Experience breathtaking, panoramic views from this stately lakefront estate, a true sanctuary of elegance and tranquility. Nestled on an expansive 3/4 acre lot, this rare gem boasts an impressive 100 feet of private lake frontage with riparian rights, ensuring unobstructed access to the shimmering waters of Lake Ontario. Spanning 5,800 sq. ft. (excluding the basement), this residence is designed for those who appreciate refined living and timeless sophistication. Step through the grand foyer into an atmosphere of classic luxury, where generous principal rooms flow effortlessly, highlighted by exquisite hardwood flooring and elegant finishes. Two stunning solariums maximize the lake's mesmerizing vistas, creating sun-drenched spaces perfect for relaxation and entertaining. The gourmet kitchen is a chef's dream, featuring a sprawling marble-topped island and an open layout designed for both functionality and style. Upstairs, five spacious bedrooms await, including the lavish primary suite, a private retreat with His & Hers walk-in closets and a spa-like 6pc ensuite bath. A versatile bonus room above the garage offers the perfect hideaway for a teen retreat, nanny suite, or home office. Outdoors, the beautifully landscaped backyard is an entertainer's paradise, complete with a sparkling inground pool, a picturesque patio, and the lake's serene backdrop enhancing every moment. A private gate leads directly to the lush surroundings of Gairloch Gardens, adding to the home's enchanting setting. Located in one of Oakville's most prestigious neighbourhoods, this exceptional property is just minutes from top-rated schools, fine dining, and the boutique shopping of Downtown Oakville. A rare opportunity to own a piece of lakeside luxury.

16 Ennisclare Drive W, Oakville
$10,900,000
5 Beds ⋅ 4 Baths ⋅ W13738344 MLS
Situated on just over half an acre on the shores of Lake Ontario, 10 Brookfield Road is a truly exceptional waterfront property offering an extraordinary combination of views, privacy, recreation and year-round enjoyment. With unobstructed vistas of Lake Ontario from virtually every angle, the setting is as captivating as it is rare. The property's exceptional waterfront experience begins with riparian rights- the ultimate in waterfront living - and is highlighted by a detached boathouse with dedicated boat storage and a marine rail. Above, a spacious viewing deck and built-in gazebo create an ideal setting for entertaining, intimate gatherings, a lakeside bar or live music, all overlooking breathtaking panoramic views of the lake. Beyond the waterfront, an in-ground swimming pool and pool house with change rooms create a private, resort-like environment for summer entertaining and relaxed days at home. A parkette immediately to the east adds an exceptional sense of privacy, openness and seclusion rarely found in such a prominent waterfront setting. The natural topography creates distinct elevations and vantage points, allowing the home and outdoor spaces to fully embrace the lake. Inside, the spacious great room is designed for both everyday living and entertaining, complemented by an updated kitchen, walkout lower level and expansive windows that flood the home with natural light and showcase the views. Multiple walkouts provide seamless access to generous decks and outdoor entertaining spaces. Ideally located in close proximity to Lakeshore and Kerr Village, the property is also only a 15-minute walk to Downtown Oakville, offering convenient access to shops, restaurants, cafes and the vibrant village atmosphere. Whether enjoying a quiet morning overlooking the water, hosting friends poolside or launching a boat from the boathouse, 10 Brookfield Road is a truly rare waterfront offering. Luxury Certified.

10 Brookfield Road, Oakville
$10,900,000
5 Beds ⋅ 5 Baths ⋅ W13430514 MLS
Nestled in the heart of downtown Oakville, this magnificent historical home offers unparalleled charm and elegance, combined with modern amenities. Spanning over 8,000 square feet, the expansive layout provides both grandeur and comfort, perfect for family living or entertaining on a grand scale. With stunning views of the sparkling waters of Lake Ontario, every room is designed to maximize the beauty of its lakeside setting. The home boasts high ceilings, intricate architectural details and walnut hardwood floors, blending timeless craftsmanship with contemporary design. The private lush yard with 104 feet of frontage is a rare gem, providing a serene outdoor oasis with mature trees and ample space for outdoor activities or quiet relaxation and complete privacy. Whether you're enjoying a morning coffee while gazing at the lake or hosting a summer gathering, the outdoor space is as inviting as the interiors. The property's prime location puts you just steps from Oakville's charming downtown, offering convenient access to world-class dining, shopping, and cultural attractions, while still providing the tranquility of lakeside living. With its rich history, extraordinary space, and unbeatable location, this is a once-in-a-lifetime opportunity to own a piece of Oakville's heritage.

350 King Street, Oakville
$10,880,000
5 Beds ⋅ 7 Baths ⋅ W13448452 MLS
Set on one of Morrison's most coveted streets, this extraordinary custom-built estate offers over 10,800 sq ft of impeccably designed living space, complemented by a remarkable 3,400 sq ft two-level garage and showroom with accommodation for up to 10 vehicles. A striking stone façade introduces interiors defined by exceptional craftsmanship, soaring ceilings, expansive principal rooms, and walls of glass that seamlessly connect to the resort-inspired grounds. Designed for both grand-scale entertaining and refined family living, the main level features elegant formal living and dining rooms, a private executive office, and a spectacular chef's kitchen with bespoke cabinetry, premium appliances, an oversized island, walk-in pantry, and full servery. The adjoining family room and Muskoka-inspired lounge create an effortless indoor-outdoor lifestyle experience. The upper level is anchored by a luxurious primary retreat featuring a private balcony, fireplace, custom dressing rooms, and a spa-inspired ensuite. Additional bedroom suites offer exceptional comfort with custom finishes, walk-in closets, and ensuite bathrooms. The lower level is dedicated to recreation and wellness, featuring a state-of-the-art home theatre, games area, fitness studio, sauna, custom bar, wine display room, and expansive entertainment spaces. Outdoors, the estate transforms into a private resort oasis, featuring meticulously landscaped grounds, extensive entertaining terraces, and a spectacular pool setting that offers complete privacy and tranquility. Located in one of Oakville's most prestigious neighbourhoods, this exceptional residence is moments from top-ranked schools, downtown Oakville, lakefront parks, private clubs, and all the amenities that define this premier community. A truly remarkable family estate where architectural excellence, luxury, and lifestyle converge.

262 Maple Grove Drive, Oakville
$10,650,000
W13054176 MLS
Prominent freestand industrial building situated on a 2.54 acre lot with extra land permitting outside storage. Highly attractive corner lot emphasizes ample parking, fenced yard, multiple points of ingress/egress, with a phenomenal location to major highways for quick access. The building features 3 oversized drive-in doors and 21' clear height with a clean white boxed warehouse. Extremely well-maintained, the warehouse showcases polished concrete floors, and efficient LED lighting. The property has undertaken many recent upgrades to the office and shows beautifully.

860 Progress Court, Oakville
$9,995,000
5 Beds ⋅ 6 Baths ⋅ W13707486 MLS
15 Chartwell Rd offers a lifestyle of unparalleled luxury. Drive through the gates & discover the grandeur of this palatial estate. South of Lakeshore,1 door from the lake on a HALF ACRE LOT. Painstakingly curated, the contemporary limestone masterpiece you've been waiting for. Solid iron doors lead to a grand foyer revealing the opulent book matched marble floors. Floor to ceiling wdws & French doors flood the house with light. Cascading waterfalls fank the hall.The Dining Room has statement lighting & servery making hosting a breeze. Soaring 18-ft ceilings & a grand gas f/p are focal points of the Great Room,w/captivating views of the resort style yard. Experience culinary excellence in the black lacquer& glass kitchen by NEFF that features top of the line appliances & a B/I coffee machine & butlers pantry. The intimate Living Room with f/p is the ideal retreat. A main floor office w/built-in cabinetry.2 powder & 2 laundry rooms. The backyard oasis has a gunite pool, waterfalls, fire bowls, covered terrace & outdoor kitchen & f/p.The pool house has a change room,3-pc bath & servery. Towering trees surround the home & are positioned to create privacy. A stone driveway,circular fountain & lush gardens create a breathtaking landscape.Floating marble stairs divide the 3 levels of this home or, you can take the elevator. Skylights make the upstairs airy & bright.The principal suite has nearly 13-ft ceilings, an exquisite 6-piece ensuite & 2 W/I closets. A private balcony overlooks the yard.3 add'l bdrms have 10-ft ceilings,private ensuites & W/I closets. The LL caters to all family members. A 5th bdrm/ensuite makes an ideal guest suite.Gym,R/I Golf Simulator,home theatre,Wine Cellar& doggie Spa. The Games & Rec Rooms have a 2nd kitchen & W/O.Heated garage,baths &LL flrs.Automation. Designed by Bill Hicks & features the artistic creativity of the KT Design Group. Located on Oakville's Street of Dreams, this is an iconic living space designed to impress! LUXURY CERTIFIED

15 Chartwell Road, Oakville
$9,572,200
6 Baths ⋅ W13149470 MLS
Very well-maintained free-standing building in the heart of Oakville, offering an ideal location to expand or establish a presence in the area. The building is situated on a generous lot, providing plenty of parking, as well as the ability to accommodate 53 ft trailers. Convenient access to major highways and transportation routes, Bronte GOstation is just a short walk. The property also has future residential redevelopment potential, making it a prime investment opportunity. Inside, the existing racking system can be purchased from the current tenant, there is ample power (1200 Amps), and the office and warehouse is fully air-conditioned and sprinklered throughout.

2240 Speers Road W, Oakville
$9,180,000
6 Beds ⋅ 5 Baths ⋅ W13765232 MLS
Gracefully located at the foot of Trafalgar Road in the heart of prestigious Old Oakville, this extraordinary lake view estate presents a rare opportunity to own one of the area's most distinguished residences. Set on an expansive 155' x 104' property, the home enjoys breath taking views of Lake Ontario, offering ever-changing waterfront vistas, spectacular sunrises, and an unparalleled lifestyle just steps from the town's vibrant downtown core. Steeped in history and meticulously transformed into a magnificent custom residence, this approximately 10,000 sq. ft. home spans three levels of refined living space. Featuring six spacious bedrooms and nine luxurious bathrooms, every detail has been thoughtfully designed to blend timeless elegance with modern comfort. The grand interior showcases soaring ceilings, a custom chef's kitchen, sophisticated entertaining spaces, and designer finishes throughout. Exceptional amenities include a private elevator, walk-in wine cellar, fully equipped fitness area, loft space, and a walk-out lower level ideal for extended family, guests, or a nanny suite. The home's striking exterior seamlessly blends timeless architectural character with refined modern updates. Natural stone and wood exterior finishes create an elegant façade that complements its coveted waterfront setting. The expansive, maturely landscaped grounds provide exceptional privacy while maximizing lake views from multiple outdoor vantage points. It boasts your own private putting green, a fire pit area, expansive deck/entertaining area including a pizza oven and gorgeous salt water pool with a captivating water fall. Beyond the home, residents enjoy an enviable walkable lifestyle with immediate access to the lakefront, marina, scenic trails, parks, boutique shopping, cafés, and fine dining. Combining historic character, exceptional craftsmanship, and a premier waterfront-adjacent location, 26Trafalgar Road represents luxury Oakville living at its finest.

26 Trafalgar Road, Oakville
$8,999,999
W13578934 MLS
Prime investment opportunity! Approximately 17,732 sq. ft. freestanding commercial building on a large corner lot in a highly desirable Oakville location. Fully leased and currently operating as a restaurant, banquet hall and lounge, offering immediate income potential. Excellent visibility, ample parking, and convenient access to the QEW, Highway 403 and Highway 407. A rare opportunity to own a high-profile commercial asset with strong long-term investment potential.

2273 Royal Windsor Drive, Oakville
$8,999,999
W13237504 MLS
Rare opportunity to own a building right on Trafalgar in Downtown Oakville. Already passed approval to build up to 6 stories! Amazing future development site ready to go! New leases in place on some units at proper market rents. When fully leased over a 6% cap rate.

115 Trafalgar Road, Oakville
$7,998,000
5 Beds ⋅ 6 Baths ⋅ W13643716 MLS
Welcome to 1472 Oakhill Drive, a newly built contemporary residence in the heart of prestigious South East Oakville, where timeless sophistication meets exceptional craftsmanship. Offering nearly 7,800 sq.ft. of exquisitely finished living space across three levels, this custom designed home delivers an elevated lifestyle defined by refined architecture, luxurious finishes and effortless indoor-outdoor living. A striking façade with a metal roof, heated driveway and walkways, professional landscaping and a triple tandem garage creates an unforgettable first impression. Inside, soaring 10-foot ceilings, a dramatic two-storey foyer, solid mahogany entry door and bespoke millwork throughout set the tone for the home's impeccable attention to detail. Designed for both elegant entertaining and everyday living, the open concept main floor features a stunning chef's kitchen appointed with premium Gaggenau integrated appliances, custom cabinetry, and seamless access to the spectacular outdoor living spaces. The covered rear porch is a true extension of the home, complete with automated retractable screens, a built-in outdoor kitchen, cedar tongue-and-groove ceiling and generous lounge and dining areas. The resort inspired backyard is centred around a 14' x 34' saltwater Gunite pool with an integrated hot tub, waterfall feature and a custom cabana. The second level offers four spacious bedrooms, each with a private ensuite and custom closet solutions, creating a luxurious retreat for every family member. The finished lower level adds exceptional versatility with a fifth bedroom, a full bathroom, and expansive recreation and entertainment space. Set on one of South East Oakville's most desirable streets, this exceptional residence combines modern design, superior construction, and resort-calibre amenities in a location renowned for its top-ranked schools, lakefront parks, and proximity to downtown Oakville. A rare opportunity to own a truly distinguished custom home.

1472 Oakhill Drive, Oakville
$7,599,000
5 Beds ⋅ 7 Baths ⋅ W13694012 MLS
Walk to downtown Oakville from this 2024 custom-built residence, just three houses from Lake Ontario on a 65' x 158' lot south of Lakeshore. A rare new-construction opportunity in Old Oakville's most walkable pocket-minutes from the harbour, the Oakville Club, Lakeshore Road dining, and waterfront trails. Offers 4,362 sq. ft. above grade plus a 2,468 sq. ft. finished lower level (6,830 sq. ft. total). Net Zero Ready with a Tarion warranty, crafted by Chatsworth Fine Homes alongside architect John Willmott and designer Jane Lockhart. Main floor features herringbone white oak floors, panel mouldings, a private office, custom mudroom, and a formal dining room. The chef's kitchen boasts Miele appliances (plumbed coffee system, dual steam/standard ovens), SubZero refrigeration, and a wine column. It opens to a great room with a linear fireplace, custom built-ins, and floor-to-ceiling garden views. The primary suite serves as a spa-inspired retreat with a freestanding tub, oversized shower, double vanity, and a dressing-island walk-in closet. Secondary bedrooms each feature private ensuites. Includes heated floors, curbless showers, and upper-level laundry with two washer/dryer sets. The lower level (10' ceilings) is built to entertain: rec room with custom bar/kitchenette, gym, theatre, full bath, additional bedroom, and walk-up access to the yard. The west-facing rear yard catches optimal afternoon sun, complete with a covered heated lounge, in-ground pool with waterfall, and a hot tub. Extras include partial lake views, a heated driveway, radiant floor heating, Crestron automation, Tesla charger rough-in, and a standby generator. A turn-key luxury home in prime Old Oakville where inventory like this rarely comes to market. LUXURY CERTIFIED.

46 Second Street, Oakville
$7,470,000
5 Beds ⋅ 7 Baths ⋅ W13429066 MLS
Welcome to 129 Wolfdale Ave, a custom-designed modern craftsman estate, positioned on a premium lot in Southwest Oakville. With approximately 7,300 sq.ft. of living space, and an incredible 1,700 sq.ft. two level garage that stores 6 cars indoors, serviced by a car elevator. This exceptional home blends refined architecture resort-inspired outdoor living, surrounded by a private, tree-lined backdrop. The portico leads into a breathtaking foyer, setting the stage for the elegant interiors beyond. Considered finishes include coffered ceilings, herringbone marble flooring, and wide-plank oak throughout the principal spaces. A stylish main floor office, complete with bespoke millwork. The great room features 14' ceilings, a custom walnut media wall, and a floor-to-ceiling stone fireplace. This space flows effortlessly into the chef's kitchen, beautifully appointed with a full Thermador fridge and freezer, Gaggenau double ovens, range, steam oven, warming drawer, and quartz countertops. A fully equipped butler's pantry that keeps entertaining effortless. The upper-level hosts four spacious bedrooms, each with private ensuites with heated floors. The primary suite is a true retreat, featuring a private balcony, a spa-inspired five-piece ensuite, and a custom walk-through closet. The finished lower level offers additional living space, including a fifth bedroom, walk-up access to the rear garden, gym and home theatre. All six garage spaces, along with driveway and front walkway are radiant heated, ensuring year-round comfort and no snow buildup. Luxury Certified.

129 WOLFDALE Avenue, Oakville
$7,250,000
7 Beds ⋅ 9 Baths ⋅ W13749712 MLS
Set within one of Oakville's most distinguished enclaves, 84 Pebbleridge Place is a newly built modern estate that epitomizes architectural artistry and offers over 7,000 SF of refined living space. Poised on a private lot, this residence showcases a brick and limestone exterior, full-height glass walls a curated palette of luxurious finishes for the most discerning buyer. A grand double-height foyer introduces the home w/ polished marble-style porcelain and bespoke detailing. Beyond, herringbone hardwood floors flow through expansive principal rooms to a family room defined by a sleek wood feature wall, gas fireplace, and integrated Control4 automation for effortless entertaining. The designer kitchen is both statement and function, featuring an oversized island, full-height custom cabinetry, and Calacatta-style quartz counters w/ a custom backsplash. It opens directly to a covered deck w/ a gas fireplace, perfect for al fresco dining and evenings. An elevator and striking skylit staircase lead to the upper level, where four bedrooms each feature walk-in closets, tray ceilings, and private ensuites finished to spa-like standards. The primary suite is a serene retreat w/ a boutique-style dressing room and five-piece ensuite boasting a freestanding tub, oversized glass shower, full-height stone surrounds, and heated flooring. The lower level continues the theme of luxury and versatility, offering a heated basement w/ large-format porcelain slab flooring throughout. Designed for both relaxation and entertainment, this level includes a secondary kitchen, dining area, expansive living space, fitness room w/ cushioned flooring, an acoustically designed theatre, and three additional ensuite bedrooms, all enhanced by full-size windows and a separate entrance. Additional highlights include: a rough-in sauna, built-in speakers, and recessed lighting elevate comfort and ambiance, while upper-level laundry & a tandem garage w/ epoxy flooring complete this modern masterpiece.

84 Pebbleridge Place, Oakville
$7,249,000
5 Beds ⋅ 5 Baths ⋅ W13625250 MLS
This exceptional residence has been extensively upgraded with curated enhancements that seamlessly blend timeless architecture with modern luxury, advanced technology and exceptional craftsmanship. Designed for effortless indoor-outdoor living, the enclosed lanai features floor-to-ceiling glass sliding doors on three sides with automated electronic screens for year-round comfort and privacy. The professionally landscaped grounds include a custom 13' x 9' powered garden pavilion, natural stone entertaining,terrace,outdoor shower, 1,100 sq. ft. wraparound composite deck, approximately 500 sq. ft. of Ipe hardwood privacy screening, luxury hot tub, heated saltwater pool with waterfall, 20-foot motorized retractable awning and a fully automated seven-zone irrigation system and hot tub. The gourmet kitchen has been refreshed w/ custom cabinetry doors and drawer fronts while maintaining its timeless design. Premium appliances include two built-in dishwashers, two wall ovens, integrated refrigerator and freezer, built-in microwave, approximately 100-bottle wine refrigerator and two oversized island prep sinks with garburators. The principal fireplace has been restored with a custom surround, creating a stunning focal point. The luxurious primary suite features restored wood paneling, a custom dressing room, spa-inspired ensuite with freestanding tub, steam shower, heated floors and heated towel warmers. A DuraDek waterproof roof system (2023) was installed over the private terrace. All upper bedroom ensuites also feature radiant heated floors and heated towel warmers. An upgraded Crestron Smart Home system controls lighting, climate, motorized blinds, distributed audio and home automation. The home is equipped with three owned high-efficiency furnaces, three air con. systems, two steam humid., two-zone climate control. Every detail has been thoughtfully curated to deliver timeless elegance & intelligent technology. Approximately 7000 Sq. ft. Livingspace. Luxury Certified.

54 RAYMAR Place, Oakville
$7,188,000
5 Beds ⋅ 7 Baths ⋅ W13776348 MLS
Crafted by the celebrated designer Gren Weis, this extraordinary estate stands as a testament to architectural brilliance, delivering more than 10,000 square feet of refined living across an expansive half-acre property in one of Oakville's premier lakeside enclaves. Every detail reflects master-level craftsmanship, highlighted by dramatic soaring ceilings, rich custom millwork, and an effortless layout designed to host grand gatherings or intimate family moments with equal grace. The main living areas transition smoothly into generously proportioned rooms filled with natural light. On the upper level, the home features private suites for all bedrooms, each accompanied by its own dedicated luxury ensuite bath. The lower level serves as an elite entertainment retreat, thoughtfully appointed with a climate-controlled wine cellar and a private cinematic theatre room that provides an immersive movie-going experience right at home. Outdoors, the resort-style grounds unfold into a breathtaking private sanctuary. Covered stone terraces provide space for year-round alfresco dining, complete with a fully equipped built-in outdoor kitchen and a resort-inspired luxury cabana. Meandering through the lushly planted mature gardens, a picturesque bridge crosses a natural stream, all beautifully illuminated in the evenings by custom accent landscape lighting. At the front of the property, a classic tier-inspired fountain and meticulous stonework set a commanding tone, bestowing the residence with an unmistakable and distinguished street presence on a prominent Oakville avenue. Located just moments from the region's highest-ranked public and private academies, this landmark residence seamlessly harmonizes timeless architectural prestige, modern everyday comfort, and sheer sophistication in an unrivaled setting. Luxury Certified

1081 Argyle Drive, Oakville
$7,000,000
W13793920 MLS
An exceptional opportunity to own a substantial 11,000 sq. ft. four-storey office building in the heart of downtown Oakville. Ideally located within walking distance of Oakville's vibrant downtown, restaurants, cafés, shops and amenities. Featuring high-end executive finishes, the property currently serves as the headquarters of a prestigious financial wealth management firm catering to high-net-worth clients. The sophisticated layout includes multiple private offices, boardrooms, four kitchens, two fireplaces and an outdoor patio. The flexible configuration provides an excellent opportunity for an owner-user, corporate headquarters or multi-tenant investment strategy. A rare downtown Oakville offering combining scale, quality, location and flexibility-ideal for investors or professional users seeking a distinctive commercial property in one of Oakville's most desirable business locations.

305 Church Street, Oakville
$6,999,900
6 Beds ⋅ 7 Baths ⋅ W12871004 MLS
Crafted as the personal residence of a renowned designer, this 5+1 bedroom, 10,000+ sq.ft. waterfront estate is a rare offering in one of Bronte's most coveted settings. While neighbouring homes were also designed by him, none compare to the scale, craftsmanship, and artistry dedicated to this residence-his own masterpiece. Expansive windows and soaring ceilings flood the home with natural light, framing breathtaking lake views on every level. Multiple balconies and terraces offer front-row views of sunrises, sunsets, and moonlit water-creating a seamless connection to nature from morning to night. Thoughtfully designed for both family living and elegant entertaining, the main level features grand principal rooms, multiple gas fireplaces, formal and informal living spaces, and a gourmet kitchen with walkout to the lakeside terrace. Each level offers outdoor retreats - private balconies off bedrooms, and expansive terraces perfect for gatherings. The upper level includes generously sized bedrooms, including a luxurious primary suite with private balcony, spa-like ensuite, and unobstructed views of the lake. A full lower level adds an additional bedroom, recreation spaces, gym, and walkout access. Set on a quiet street with a strong sense of community, this home offers a rare blend of privacy and connection. The saltwater pool, manicured grounds, and lakeside setting make every day feel like a peaceful escape. Minutes to Bronte Harbour, boutique shops, trails, parks, and top-rated schools-this residence is more than a home; it is a lifestyle on the water.

3206 Shoreline Drive, Oakville
$6,788,999
4 Beds ⋅ 7 Baths ⋅ W13549918 MLS
A Rare Executive gated 1.39-acre ravine estate in Morrison sought after community timeless elegance meets modern luxury this residence provides unmatched privacy, lush landscaping, & refined outdoor living. Through the custom 8-foot beveled glass entry doors, the soaring foyer sets the tone with emerald pearl granite floors, a handcrafted Austrian crystal chandelier on motorized lift, & a sweeping French Provincial staircase with wool Victorian Tapestry runner. The main floor boasts elegant formal living & dining rooms with hand-carved marble fireplaces, cathedral ceilings, plaster mouldings, & Palladian windows framing ravine views. A richly appointed library & office feature maple plank flooring, crown moulding, & custom draperies. The family room offers panoramic vistas & a mahogany fireplace, while the chefs Hawthorne kitchen impresses with cherry cabinetry, granite surfaces, premium appliances, & a walkout to the terrace. Upstairs, the luxurious primary suite includes a two-way fireplace, custom lighting, & a walk-in closet with attic access. The spa-inspired ensuite offers heated floors, Jacuzzi air tub, granite shower, & Strass crystal lighting. Three additional bedrooms each enjoy private ensuites, cathedral ceilings, & custom finishes. A versatile great room with terrace access & a full laundry suite complete this level. The lower level is an entertainers dream with a billiards & games room, full walnut bar, gym, media lounge, & spa retreat with sauna & steam shower. Radiant heated floors, & abundant storage enhance the space. Outdoors, the property is equally breathtaking with two stone gazebos joined by a large pergola, extensive walking paths, & a serene koi pond and a Japanese-inspired garden creating a private resort-like escape. With 4+1 bedrooms, 7 bathrooms, elevator access to all levels, multiple terraces, & a gated circular driveway, this estate offers over 10,000 sq. ft. of refined living in one of Oakville's most coveted neighbourhoods.

1024 Linbrook Road, Oakville