OAKVILLE
-
2054 Lakeshore Road E in Oakville: 1006 - FD Ford House for sale : MLS®# W12323376
2054 Lakeshore Road E Oakville L6J 1M3 
$39,000,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12323376
- Bedrooms:
- 7
- Bathrooms:
- 13
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 provides additional flexibility.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. More detailsListed by RE/MAX Escarpment Realty Inc., Brokerage and RE/MAX Escarpment Realty Inc- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
- Contact by Email
-
489 Lakeshore Road E in Oakville: 1011 - MO Morrison House for sale : MLS®# W12057125
489 Lakeshore Road E Oakville L6J 1K4
$24,980,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12057125
- Bedrooms:
- 5
- Bathrooms:
- 8
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. More detailsListed by ENGEL & VOLKERS TORONTO CENTRAL- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
- Contact by Email
-
4022 Fourth Line in Oakville: 1040 - OA Rural Oakville House for sale : MLS®# W12470059
4022 Fourth Line Oakville L6M 4L4
$18,800,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12470059
ATTENTION DEVELOPERS, BUILDERS, INVESTORS! Very Rare 15 Acre Approximate Corner Lot for future proposed Mixed Use High Density Residential to Build 18 Floor High Apartment Buildings with allocation at 1,700. Units and also Medium Density Residential to Build Townhouses within the proposed Future Neyagawa Urban Core Plan located right beside the Future 407 Transitway Hub Station. Corner Development Land Vacant Lot is located at the corner of Burnhamthorpe Rd West and Fourth Line and is irregular shape, Burnhamthorpe Rd West is currently under construction to convert to a 4 Lane Road that will extend directly to the newer Hospital on Dundas St. 5 minutes away. Great Opportunity To Invest and Develop in Oakville. Seller and Agent make no representation as to Development Time and City Uses. Buyer to Verify with City, Do not walk property without Appointment. More detailsListed by CENTURY 21 MILLENNIUM INC.- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
- Contact by Email
-
1092 Argyle Drive in Oakville: 1011 - MO Morrison House for sale : MLS®# W12406145
1092 Argyle Drive Oakville L6J 1A7
$15,990,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12406145
- Bedrooms:
- 6
- Bathrooms:
- 9
Commanding a prized stretch of Lake Ontario shoreline in prestigious South East Oakville, this Hicks-Pettes-designed estate defines European elegance and modern grandeur. A limestone façade with stone pillars, slate roof and copper detailing signal architectural pedigree of the highest order. Behind the gated, heated circular drive and stately covered porch, more than 14,000 sq. ft. of elevator-served luxury unfolds. From the moment you enter, panoramic lake vistas sweep across every principal room, creating an unforgettable backdrop for both intimate family life and grand entertaining. Radiant-heated marble floors and a soaring 22-foot illuminated barrel ceiling set a tone of sophisticated drama. Formal living and entertaining salons, each with hand-carved stone fireplaces, open to expansive lake-view terraces, while the sun-filled solarium captures year-round vistas of the tennis court and shimmering water beyond. A chefs kitchen with separate caterers prep area balances everyday ease with gala-scale hosting. Completing the main level, a richly paneled library provides a quiet, distinguished retreat for work or reflection. Five lavish bedroom suites each with private ensuite include a primary sanctuary with spa-inspired bath and private lake-view balcony. The lower level becomes a private club: temperature-controlled wine cellar and bar, theatre, banquet hall, gym, nanny suite and second laundry. Outdoors, French-inspired gardens, sound-equipped terraces and a full tennis court embrace the lakes breezes and golden sunsets. This is Oakvilles ultimate lakefront legacy residence - where unrivalled, world-class vistas from every principal room meet architectural mastery and resort-style amenities to create a property of true international calibre. Luxury Certified. More detailsListed by RE/MAX ESCARPMENT REALTY INC.- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
- Contact by Email
-
6 Ennisclare Drive W in Oakville: 1011 - MO Morrison House for sale : MLS®# W12300774
6 Ennisclare Drive W Oakville L6J 4N2
$15,000,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12300774
- Bedrooms:
- 5
- Bathrooms:
- 6
This exquisite French chateau-style estate, designed by Gren Weis, is gracefully positioned on a prestigious waterfront parcel with coveted riparian rights, in one of South-East Oakville's most sought-after enclaves. With breathtaking views of Lake Ontario and a rare sense of privacy, this residence offers an unparalleled lifestyle of elegance and tranquility. Masterfully designed to blend classical architecture with modern functionality and refined interiors. From richly detailed millwork, ceiling details, radiant heated flrs to upgraded light fixtures, every finish has been thoughtfully curated to reflect timeless sophistication. Expansive principal rooms with lake vistas provide a stunning backdrop for both grand entertaining and intimate family living.The main level is anchored by a magnificent living room with double French doors that welcome in the lake breeze, a show stopping solarium, formal dining room, a gourmet kitchen with professional appliances, prep kitchen, and sunlit family room with waffle ceilings.The second level features a serene primary suite with spa-inspired ensuite and dressing room, 3 additional bedrooms, 2 bathrooms, and a beautifully appointed library offering sweeping views of the water.The lower level offers exceptional scale and light with full-size windows, radiant floors, a recreation room with wet bar, fitness room with adjacent full bathroom, guest suite with ensuite, and abundant storage ideal for extended family or hosting with ease.Your private garden offers lush, manicured grounds and is framed by the natural beauty of the lake. Multiple walkouts to the yard and easy access to the shoreline make this property a rare offering. Launching your paddle board or canoe couldn't be easier.Just steps to Gairloch Gardens and moments from the boutiques, fine dining, and cultural richness of downtown Oakville, as well as top-tier private and public schools, this estate presents a lifestyle defined by elegance, ease, and enduring value. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES PHINNEY REAL ESTATE- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
- Contact by Email
-
350 King Street in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W12252417
350 King Street Oakville L6J 1C2
$13,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12252417
- Bedrooms:
- 5
- Bathrooms:
- 5
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. 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. More detailsListed by RE/MAX Aboutowne Realty Corp., Brokerage and RE/MAX ABOUTOWNE REALTY CORP.- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
- Contact by Email
-
4116 Fourth Line in Oakville: 1016 - SH Sixteen Hollow House for sale : MLS®# W12024508
4116 Fourth Line Oakville L6M 4L4
$13,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12024508
Upgraded Home With New Floors And Renovated Washrooms And Kitchen. Future Employment Lands . 8.85 Acres Priced To Sell. Huge Garage With Double Height. Amazing Location In North Oakville. Just Off The Neyagawa /407 Exit. Close To Many Existing Subdivisions And New Construction. 3200 Sq Ft - 5 Level Back Split Renovated Home 4 Bedrooms And 4 Full W/Rs. More detailsListed by ROYAL LEPAGE CERTIFIED REALTY- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
- Contact by Email
-
49 Cox Drive in Oakville: 1011 - MO Morrison House for sale : MLS®# W12399312
49 Cox Drive Oakville L6J 4P8
$11,999,900Residential Freehold- Status:
- Active
- MLS® Num:
- W12399312
- Bedrooms:
- 5
- Bathrooms:
- 6
Exquisite waterfront living in Oakville with rare RIPARIAN rights! Poised on the tranquil shores of Lake Ontario, this ICONIC estate embodies the pinnacle of luxury in prestigious Eastlake. Revel in breathtaking, panoramic lake views from nearly every room of this distinguished residence. Masterfully designed by renowned architect Felix Heller, the home is crafted to capture natural light and stunning vistas, blending timeless sophistication with contemporary elegance. Offering approx. 9,281 sq.ft. of impeccably curated living space, this five-bedroom, four full bath, and two half bath home showcases soaring ceilings, rich hardwood and marble floors, and an airy open-concept layout for seamless indoor-outdoor living. Three bedrooms boast spectacular lake views and private balconies. Expansive picture windows and French doors frame the serene waterfront, infusing the home with light and tranquility. The chef-inspired kitchen features bespoke cabinetry, two generous islands, and a sunlit sitting area perfect for morning coffee with sunrise views. Patio doors open to a secluded, professionally landscaped backyard retreat. The fully finished lower level, with its Bavarian flair, includes a private guest suite with ensuite, a billiards room, wine cellar, Scandinavian sauna, change room with 3-piece bath, wet bar, wood-burning fireplace, built-in banquette seating, and a full kitchenette ideal for elegant entertaining. Enjoy serene moments beside the heated saltwater pool and hot tub, and a separate outbuilding with two change rooms. The spacious 3-carheated garage offers an attached greenhouse, pool mechanical room, and abundant storage. This rare waterfront estate is moments from top-ranked schools, upscale shopping, fine dining, and scenic parks. An extraordinary opportunity to indulge in the finest lakefront lifestyle Oakville has to offer. More detailsListed by Re/Max Hallmark Alliance Realty- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
- Contact by Email
-
140 Chartwell Road in Oakville: 1013 - OO Old Oakville House for sale : MLS®# W12353162
140 Chartwell Road Oakville L6J 3Z6
$11,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12353162
- Bedrooms:
- 6
- Bathrooms:
- 6
One of Old Oakvilles largest & Most Iconic Estates! Situated on just over 1.5 acres of exquisitely manicured grounds. Boasting almost 9000 sq. ft of combined total living space this legendary Estate has recently underwent millions in renovations & upgrades over recent years. The masterfully designed interior preserves the integrity and craftsmanship of the original home while seamlessly incorporating all the modern luxuries and amenities required by today's families. The main level is comprised of both formal and informal entertaining areas. Host and entertain guests in either the private dining or formal living room, sit back and relax with the family in the open concept kitchen and great room or sneak away for some alone time in the library or sunroom. The upper level is home to 5 bedrooms and 3 bathrooms. A large and spacious primary suite features vaulted ceilings, automated blinds, natural gas fireplace, spacious walk in closet, reading area and 5pc ensuite. A nanny suite with separate wet bar or kitchenette area is also on this level. The lower level offers an in-law suite with 3pc bath, kitchenette, bedroom with Fireplace and large windows, craft room, exercise room and rec room. Numerous gathering areas are available outdoors as well. From a separately gated pool area featuring a built in BBQ station and a 542 sq ft pool cabana to a secluded garden with heated walkways and hand picked sculptures symbolizing the four classic elements of Earth, Water, Air & Fire. This stunning space is sure to impress. State of the art automation allows for personal customization and controlling of lights, blinds, front gates, home audio/video, climate & security. Just a short stroll away from downtown Oakville and Lake Ontario. Preferred school district with top rated public and private schools within walking distance or a short drive away. This is a rare opportunity to own one of Oakville's most legendary estates. More detailsListed by CENTURY 21 MILLER REAL ESTATE LTD.- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
- Contact by Email
-
15 Chartwell Road in Oakville: 1011 - MO Morrison House for sale : MLS®# W12405250
15 Chartwell Road Oakville L6J 3Z3
$11,750,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12405250
- Bedrooms:
- 5
- Bathrooms:
- 6
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 the3 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! More detailsListed by RE/MAX Escarpment Realty Inc., Brokerage and RE/MAX Escarpment Realty Inc- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
- Contact by Email
-
2250 Chancery Lane W in Oakville: 1006 - FD Ford House for sale : MLS®# W12461399
2250 Chancery Lane W Oakville L6J 6A3
$9,000,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12461399
- Bedrooms:
- 5
- Bathrooms:
- 7
Designed to capture panoramic water views - Waterfront luxury awaits at 2250 Chancery Lane W. On exclusive SE Oakville enclave, this modern masterpiece offers 9,177 sf w/5 bdrms & 7 baths. Bright & airy w/ soaring 10ft ceilings on every level & vast windows. Chef's kitchen w/ modern cabinetry, quartz countertops & slab backsplash & top-of-the-line Gaggenau B/I appliances. All living & entertaining spaces are generously proportioned, offer lake vistas & lux finishes such as suspended slab fireplaces, designer lighting & integrated storage to maintain a sleek aesthetic. Multiple walkouts lead to natural stone terrace & infinity pool. MF office. Upstairs - Primary retreat, w/spa-like ensuite & Lake views. 3 add'l bdrms, each w/ensuite, & a laundry rm. Lower Level-Automated theatre, golf simulator, rec/games room w/wet bar; 5th bedroom, exercise room, wine wall, 2 full bathrooms, & walk-up to yard. 3-level elevator, heated tiled floors & full home automation. LUXURY CERTIFIED. More detailsListed by RE/MAX Escarpment Realty Inc., Brokerage- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
- Contact by Email
-
1081 Argyle Drive in Oakville: 1011 - MO Morrison House for sale : MLS®# W12299499
1081 Argyle Drive Oakville L6J 1A9
$8,898,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12299499
- Bedrooms:
- 5
- Bathrooms:
- 7
A masterclass in scale, proportion, and site-specific design, this custom-built estate rests on over half an acre in one of South East Oakvilles most prestigious and peaceful enclaves. Designed by renowned architect Gren Weis to harmonize with the propertys unique scale, natural light, and setting, the home spans over 10,000 square feet of finished space and offers a rare sense of calm and architectural cohesion.At its heart, a soaring two-storey great room flows into a professionally designed chefs kitchen, with uninterrupted sightlines extending to covered terraces at both the front and rear. Timeless, exacting finishes include natural stone, bespoke millwork, and expansive glazing that floods the interiors with light and frames serene views of the surrounding gardens.The main level also features formal living and dining rooms, a richly paneled office, and a striking music room wrapped in 180-degree windows overlooking curated grounds. The design balances openness with intimacy, grandeur with warmth.Offering 4+1 bedrooms and 7 bathrooms, the home includes a luxurious primary suite with dual walk-in closets and a spa-inspired ensuite. The walkout lower level is ideal for entertaining and retreat, with a guest suite, private theatre, gym, recreation room with wet bar, wine cellar, and ample storage.Outdoors, enjoy a gunite pool, hot tub, stone terraces, lush perennial beds, and a fully equipped cabana with retractable shutters and outdoor fireplace. A spacious three-car tandem garage completes the home. Crafted by Hallmark Homes, this is quiet luxury, minutes from the charm of downtown Oakville. More detailsListed by RE/MAX ABOUTOWNE REALTY CORP.- ALAN WINTERFIELD
- RE/MAX REALTY SPECIALISTS INC.
- 1 (905) 3397049
- Contact by Email
Data was last updated October 28, 2025 at 09:15 PM (UTC)
powered by myRealPage.com