An architectural masterpiece by renowned Gren Weis, this exceptional residence offers over 10,000 sq. ft. of luxurious living space on more than half an acre in one of Oakville's most desirable lake-influenced neighbourhoods. Showcasing soaring ceilings, extensive millwork, and superb craftsmanship, the home features spacious, elegant rooms and a seamless flow for entertaining. All bedrooms include ensuite baths, while the lower level impresses with a wine cellar and theatre. Outside, enjoy covered terraces, a built-in outdoor kitchen, luxury cabana, mature gardens, and a stream with bridge surrounded by landscape lighting. A classically inspired front fountain and spectacular landscaping enhance the property's distinguished presence on an important street. Close to top private and public schools, this private estate blends timeless design, quality, and sophistication in a truly remarkable setting.More details
Listed by RE/MAX Escarpment Realty Inc., Brokerage
The prestigious boutique Berkshire Residences in Central Oakville are ideal for buyers seeking luxury, style, and a walkable lifestyle. Live steps from Fortino's, Trafalgar Park, Kerr Village, shops and restaurants along Lakeshore Road West, Lake Ontario, Oakville Harbour, waterfront parks and historic downtown Oakville with its boutiques, fine dining and cultural events. Only 5 minutes to the QEW/403 and close to the Oakville GO Station - perfect for commuters. This bright, contemporary one-bedroom + den suite offers approx. 737 sq. ft. of refined living plus a private approx. 67 sq. ft. balcony. Highlights include soaring 10-foot ceilings, coffered ceilings in the kitchen, living room, dining room and primary bedroom, 9-foot interior doors, wide-plank engineered hardwood floors and abundant pot lighting. A wall of windows floods the living room with natural light and opens to the balcony - perfect for morning coffee or evening relaxation. The chef-style kitchen features sleek 2-tone cabinetry with under-cabinet lighting, quartz counters and backsplash, premium integrated and stainless steel appliances, and an island with a breakfast bar that transitions easily from casual meals to entertaining. Behind 4-panel frosted glass sliding doors is a versatile dining room or den. A stylish 2-piece bath and a laundry closet are located off the foyer. The serene primary suite offers a spa-inspired 3-piece ensuite with an upgraded oversized shower and frameless glass. Enjoy one underground parking space, and high-speed internet is included in the condo fee. Completed in 2024, this upscale building features a rooftop terrace with lake views, a gym, party room, catering kitchen, lounge, and 24/7 concierge - luxury living in Central Oakville.More details
Experience unparalleled luxury in this stunning custom-built home offering over 5,700 sqft of meticulously finished living space in the heart of Oakville. Crafted with exceptional attention to detail, this masterpiece blends timeless elegance with modern sophistication. The grand foyer welcomes you through a custom entry door into a bright, open-concept main floor adorned with hardwood flooring, designer lighting, and refined finishes throughout. The chef's kitchen is an entertainer's dream, featuring premium Decor built-in appliances, quartz countertops, full-height quartz backsplash, an oversized island, high-end cabinetry, and a stylish servery area with additional storage and prep space. The great room showcases a soaring 20-foot ceiling, floor-to-ceiling windows, and a striking feature fireplace that anchors the space with warmth and style. The primary retreat offers a serene escape with a spa-inspired 7-pc ensuite complete with a freestanding tub, glass shower, double vanity, and a custom walk-in closet. Each additional bedroom is generously sized and includes custom built-in closets and private 4-pc ensuites, providing ultimate comfort and privacy for the entire family. The professionally finished lower level expands your living space with two additional bedrooms, a large media room, a wet bar, and a spacious recreation area featuring oversized patio doors that open to a beautifully landscaped backyard and outdoor seating area-perfect for entertaining or relaxing in style. Set on a premium lot, this exceptional residence is surrounded by professionally designed landscaping and offers a seamless blend of indoor and outdoor living. Ideally located minutes from Oakville's premier amenities, including the Upper Oakville Shopping Centre, Oakville Place, Metro, parks, scenic trails, and top-rated schools such as Appleby College and Abbey Park High School. Perfectly located, beautifully finished, and intelligently designed.More details
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 incld: 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.More details
11 Drakes Drive - Beautifully Updated Detached Home Near the LakeshoreWelcome to 11 Drakes Drive, a meticulously maintained back-split located in a highly desirable, family-friendly neighbourhood just steps from the lakeshore. This spacious detached home features 3+3 bedrooms and 4 full bathrooms, offering exceptional flexibility for families or multi-generational living.The main and upper levels include 3 generous bedrooms and 2 full bathrooms, while the fully finished basement offers 3 additional bedrooms, 2 full bathrooms, and a second full kitchen-perfect for extended family or potential rental income.The modern kitchen boasts quartz countertops, stainless steel appliances, and a bright, open layout ideal for cooking and entertaining. Additional features include a newer washer and dryer, oversized garage with ample storage, and spacious living areas filled with natural light.Located close to parks, top-rated schools, shopping, and major highways, this property offers the ideal balance of suburban tranquility and urban convenience.Turnkey and move-in ready - 11 Drakes Drive is a must-see!More details
RESTORATION HARDWARE SHOW SUITE: Welcome to the crown jewel of The Randall Residences, Oakville's most prestigious address. This sun-filled Signature Penthouse Suite is the largest residence inside and out, offering approximately 3,337 sq. ft. of sophisticated living plus a 386 sq. ft. second-storey lounge with skylight and an expansive 1,327 sq. ft. southeast-facing terrace. Enter through a grand rotunda foyer with marble floors and an impressive RH chandelier, setting the tone for this exceptional home. The open-concept living and dining areas boast 12-foot ceilings, floor-to-ceiling wrap-around windows, custom Downsview cabinetry, top-of-the-line appliances, and a gas fireplace - an entertainer's dream. Restoration Hardware fixtures illuminate throughout the suite exuding an atmosphere of sophisticated refinement. The principal bedroom retreat is a haven of tranquility with a custom zebra-wood dressing room and a spa-inspired 6-piece ensuite, complete with heated marble floors, polished nickel fixtures, and a freestanding soaking tub. Two additional bedrooms each feature their own private ensuites for ultimate comfort and privacy. Ascend to the second-storey lounge, ideal for a home gym, office, or serene retreat, and step out to your private rooftop terrace designed for entertaining, featuring multiple lounging and dining zones with a gas BBQ hookup. Additional luxuries include a Crestron home automation system, integrated entertainment features, 3 parking spaces, and 2 storage lockers. Residents enjoy 24-hour concierge service in this award-winning development, celebrated for its impeccable craftsmanship and timeless elegance. Sotto Sotto on the ground floor. Located steps from Lake Ontario, fine dining, boutique shopping, and just minutes to major highways, this penthouse represents the pinnacle of luxury living in Oakville. If you demand the best, look no further. Luxury Certified.More details
This is your opportunity to acquire an exceptionally rare location on a prestigious private cul de-sac street in Oakville. This charming house has views of the lake only seconds away. To live south of Lakeshore near waters edge is a dream come true. This exquisite raised bungalow home has a premium sized fenced lot with frontage of 60ft by 144ft boasting 8,837 ft sq. Open concept main level with hardwood flooring and gorgeous natural light. The kitchen has high end appliances with a Bosch dishwasher, Thor double oven stove, and Thor wine fridge. Your hot tub under the beautiful mature trees feels like your vacation away up north in Muskoka. This is truly a once in a lifetime opportunity to get in on this private beautiful street. You don't want to miss this once in a lifetime opportunity!!More details
Discover this stunningly upgraded bungalow, perfectly situated just a short walk to Kerr Village and downtown Oakville. The home features a seamless open-concept layout, ideal for hosting family and friends, with a modern kitchen featuring two dishwashers, an open living room, and spacious dining and family areas. Enjoy the warmth and charm of two wood-burning fireplaces throughout the home. The main level includes two bedrooms and 1.5 bathrooms, with flexible options to create a private master retreat. The finished basement offers even more living space, while the beautifully landscaped backyard is complete with a built-in pool, perfect for relaxing and entertaining. Ideal for downsizers or a young family, this is a rare find you won't want to miss!More details
Listed by RE/MAX Escarpment Realty Inc., Brokerage and RE/MAX ESCARPMENT REALTY INC.
Welcome to a once-in-a-lifetime opportunity in the heart of Old Oakville's most exclusive enclave. Situated on a premium 100 x 88 lot on prestigious Chartwell Road, this charming residence is the last remaining original home this close to Lake Ontario offering unmatched potential in a neighbourhood where properties of this caliber rarely become available. Thoughtfully updated throughout, the home blends timeless character with modern convenience, featuring a newer roof, furnace, A/C, updated wiring, and plumbing. The location is truly unparalleled just a 10-minute walk to the boutiques, restaurants, and cafes of vibrant downtown Oakville, yet nestled on a quiet, tree-lined street steps from the lake. Importantly, this is not a designated historical home, giving buyers the flexibility to enjoy the existing residence or design and build a custom dream home in one of Canadas most desirable communities. Whether you're looking to move in, renovate further, or build new, this is your final chance to secure a prime piece of Chartwell Road this close to the water.More details
Investment Opportunity! Fully leased retail/commercial plaza consisting of 7 units, occupied by 5 long-term tenants (2 double units). The property features excess land at the rear for parking. This high-exposure plaza fronts onto Speers Road, with traffic volumes of over 17,000 vehicles per day (Town of Oakville, 2018). Located on the desirable south side of the street, the property benefits from excellent visibility and nearby residential traffic in one of Canada's wealthiest and most sought-after communities. Situated within Oakville's busy retail corridor between Dorval and Kerr, and close to the popular decorating strip, this plaza is nearby to a well-established neighbourhood shopping centre anchored by key tenants. This asset forms part of a larger plaza, presenting the potential for an expanded investment opportunity for Buyers. Please Review Available Marketing Materials Before Booking A Showing. Please Do Not Visit The Property Without An Appointment.More details
Rare Opportunity to Own a Custom Luxury Home in West Oakville - Steps to the Lake & Top SchoolsThis exquisite custom-built 4-bedroom, 5-bathroom residence blends timeless craftsmanship with modern luxury. Set on a prestigious 75-foot lot in highly sought-after West Oakville, this home is just a short walk to the lake, Appleby College, top-ranked schools, YMCA, and the boutiques and restaurants of Old Oakville-offering a perfect balance of lifestyle, convenience, and luxury.The elegant open-concept main floor features soaring ceilings, detailed plaster moldings, wide-plank hardwood floors, and a gourmet chef's kitchen equipped with Wolf and Sub-Zero appliances, Silestone countertops, and an oversized center island.The primary suite provides a serene retreat with a spacious dressing room and a spa-like ensuite complete with skylights, a freestanding tub, and an oversized glass shower.The fully finished lower level is designed for entertainment and comfort, featuring a home theatre, gym, games room, and a luxurious spa bath with a steam shower.Step outside to your private backyard oasis, offering a saltwater pool with waterfall, expansive deck, and interlock patio-perfect for outdoor living and creating unforgettable moments with family and friends.This is a rare opportunity to own a true showpiece home in one of Oakville's most desirable neighbourhoods-where luxury living meets everyday convenience. Bring this dream home into your own life and make it yours.More details
Welcome to Ashbury Square in the heart of Downtown Oakville. This stylish two-storey loft-style condo offers just over 760 square feet of beautifully designed living space with soaring ceilings and abundant natural light. The open-concept main floor features an updated kitchen and stainless steel appliances, hardwood floors, and a dedicated office or den area-ideal for working from home. Upstairs, the spacious lofted bedroom includes a walk-in closet and views to below Step outside and you're in the vibrant core of Downtown Oakville-surrounded by boutiques hops, award-winning restaurants, cozy cafés, and just steps to the lake, the marina, and scenic waterfront trails. Enjoy refined urban living in one of Oakville's most coveted, walkable neighborhoods. Includes underground parking and locker.More details
Data was last updated November 8, 2025 at 01:15 AM (UTC)
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