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For sale
$7,470,000
129 WOLFDALE Avenue, Oakville, Ontario

129 Wolfdale Avenue

Oakville, Ontario

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. (id:49269)

5 Bedroom 7 Bathroom 6,891 sqft
RE/MAX Escarpment Realty Inc.
For sale
$33,000,000
2054 LAKESHORE Road E, Oakville, Ontario

2054 Lakeshore Road E

Oakville, Ontario

2054 Lakeshore Rd. East is one of Oakville's finest lakefront estates.Situated on 1.6 acres & 164.22 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.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 theatre, 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&Her double car garages to accommodate 4 vehicles w/additional parking for 15 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 where every detail has been carefully curated to create an environment of uncompromising luxury & comfort. LUXURY CERTIFIED. (id:49269)

7 Bedroom 12 Bathroom 19,210 sqft
RE/MAX Escarpment Realty Inc.
For sale
$1,219,000
467 NAUTICAL Boulevard, Oakville, Ontario

467 Nautical Boulevard

Oakville, Ontario

Luxurious, modern, and impeccably upgraded, this freehold townhome is nestled in the highly sought-after lakeside community of Lakeshore Woods. Thoughtfully designed for modern living, this home features a bright, open-concept layout with soaring 10-foot ceilings, oversized windows, and premium finishes throughout. The gourmet kitchen is beautifully appointed with quartz countertops, upgraded cabinetry, high-end appliances, a dual gas/electric range, and ample workspace. A custom stone feature wall, designer window coverings, and refined details create a warm, inviting atmosphere throughout the main living space. The spacious primary suite offers a luxurious 5-piece ensuite complete with a freestanding soaker tub, glass shower, and upgraded tile feature wall. Convenient second-floor laundry adds everyday practicality. The versatile walk-out lower level offers the perfect space for a family room, home office, fitness area, or media room, and features a new custom dry bar complete with cabinetry, quartz countertops, and a bar fridge—ideal for entertaining. Outside, enjoy a professionally finished backyard with Techo-Bloc patio stones, creating a private outdoor retreat. An extended driveway provides parking for up to three vehicles. Ideally located just steps from the lake, scenic trails, parks, and the shops and restaurants of Bronte Village, with quick access to major highways and GO Transit. A rare opportunity to own a move-in-ready home in one of Oakville's most desirable neighbourhoods. (id:49269)

3 Bedroom 3 Bathroom 1,992 sqft
Royal LePage Burloak Real Estate Services
For sale
$1,875,000
123 MAURICE Drive Unit# 303, Oakville, Ontario

123 Maurice Drive Unit# 303

Oakville, Ontario

Nestled within The Berkshire Residences, this exceptional an impeccably designed two bedroom + den residence offering seamless luxury living and refined comfort. Offering 1,753 sq. ft. of beautifully designed interior space plus a 181 sq. ft. private balcony, this residence combines sophisticated elegance with modern comfort. Thoughtfully curated with premium upgrades completed in 2025 prior to occupancy, every detail has been elevated to create a truly turnkey lifestyle. The suite features soaring 10-foot ceilings, upgraded designer lighting throughout, and extensive custom built-ins that seamlessly blend style and functionality. Every bedroom closet has been enhanced with custom closet organizers, while the second bedroom showcases a full wall of bespoke cabinetry complete with an integrated Murphy bed, offering both versatility and refined design. The den has also been fully customized with stunning built-ins, creating the perfect executive workspace or stylish retreat. The contemporary chef-inspired kitchen is complemented by an upgraded full-size dishwasher and premium finishes, while two spa like bathrooms feature upgraded vanities and high-end tile selections that exude timeless sophistication. Adding to the convenience are two tandem parking spaces equipped with EV Stage 2 charging and a private locker for additional storage. Designed for discerning buyers seeking elegance, comfort, and convenience, this remarkable residence offers an unparalleled opportunity to experience upscale living at The Berkshire Residences in one of Oakville's most desirable communities. (id:49269)

3 Bedroom 3 Bathroom 1,753 sqft
RE/MAX Escarpment Realty Inc.
For sale
$2,599,999
104 WHITTINGTON Place, Oakville, Ontario

104 Whittington Place

Oakville, Ontario

Perfectly positioned in one of Southwest Oakville's most sought-after neighbourhoods, directly across from the prestigious Appleby College, this exceptional family residence offers over 5,000 square feet across all levels, blending timeless elegance with outstanding functionality. Thoughtfully designed for both everyday living and entertaining, the main level showcases expansive principal rooms filled with natural light. The chef-inspired kitchen is the heart of the home, featuring custom cabinetry, granite countertops, a large centre island, quality appliances, and an adjoining breakfast area overlooking the private backyard. The inviting family room offers beautiful seamless access to the outdoor living spaces, while the formal living and dining rooms provide refined spaces for hosting family gatherings and special occasions. A handsome wood-panelled home office creates the perfect work-from-home environment. Upstairs, the home offers 3 spacious bedrooms, highlighted by a luxurious primary retreat complete with a generous walk-in dressing room and spa-inspired ensuite with heated floors. The additional bedrooms are well-proportioned and ideal for family or guests. The finished lower level extends the living space with 2 additional bedrooms, a large recreation/media room, a custom wine cellar, ample storage, and flexible space perfect for extended family, teenagers, or a home gym. Set on a private, mature lot, the backyard features an in-ground pool, hot tub and exceptional privacy, creating the perfect setting for summer entertaining. Ideally located just moments from the lake, parks, downtown Oakville, and top-rated schools, this is an outstanding opportunity to own a distinguished family home in one of Oakville's most coveted neighbourhoods. (id:49269)

5 Bedroom 4 Bathroom 5,003 sqft
RE/MAX Escarpment Realty Inc.
For sale
$1,649,900
583 STEPHENS Crescent, Oakville, Ontario

583 Stephens Crescent

Oakville, Ontario

Welcome to 583 Stephens Crescent, a beautifully maintained family home nestled on one of South West Oakville's most desirable neighbourhoods. Set on an impressive 56 x 180 ft lot—this home offers the perfect combination of comfortable living, exceptional outdoor space, and an outstanding location. Designed with everyday family life in mind, the home features four bedrooms, including the convenience of two on the main level and two on the upper floor, creating a flexible layout that adapts to a variety of lifestyles. The spacious primary suite offers a walk-in closet, a 5-piece ensuite, and a private balcony overlooking the beautifully landscaped backyard, providing a peaceful place to enjoy your morning coffee or unwind at the end of the day. The kitchen is equipped with premium stainless steel appliances and opens to inviting living spaces designed for both everyday living and entertaining. Downstairs, the finished basement extends the home's versatility with a fifth bedroom, a 3-piece bathroom, a den, and a spacious recreation room, providing plenty of room for family, guests, hobbies, or a home office. Step outside and discover one of the property's most impressive features. The expansive backyard offers exceptional privacy and space rarely found in today's market, creating endless opportunities for outdoor entertaining, children's play, gardening, or simply enjoying the mature surroundings. Located on a quiet, family-friendly street surrounded by established homes and beautiful custom residences, this exceptional property is within walking distance of Pinegrove French Immersion and just minutes from Appleby College, Lake Ontario, Bronte Harbour, boutique shopping, parks, private clubs, the QEW, Highway 403, and countless amenities. Whether you choose to enjoy the home exactly as it is or make it your own over time, 583 Stephens Crescent presents an outstanding opportunity to live in one of Oakville's most sought-after neighbourhoods. (id:49269)

5 Bedroom 4 Bathroom 3,070 sqft
One Percent Realty Ltd.
For sale
$4,399,000
146 THIRD Line, Oakville, Ontario

146 Third Line

Oakville, Ontario

Many homes make a wonderful first impression. The best reward your attention until you reach that quiet moment when you begin to understand what makes them truly exceptional. That is the difference between a house that is simply well built and one that has been thoughtfully conceived. It is found in the effortless flow from one space to the next, the way natural light fills the home throughout the day, and the balance between grand entertaining spaces and comfortable everyday living. Newly built by a Tarion Registered builder, this exceptional custom residence offers over 6,300 square feet of finished living space on a premium 75 x 140 foot lot just steps from the lake in Bronte. A soaring 22-foot foyer introduces 11-foot ceilings throughout the main level and a dramatic oak staircase that serves as both an architectural centrepiece and the heart of the home. Formal living and dining rooms create an elegant arrival, while the spectacular great room, expansive kitchen, chef's kitchen and servery provide a setting equally suited to intimate family evenings or entertaining on a much larger scale. Sub-Zero and Wolf appliances, a private elevator and thoughtfully integrated technology reflect the same disciplined approach to design found throughout the home. The upper level continues the same philosophy. A remarkable primary retreat with fireplace, expansive dressing room and luxurious ensuite is complemented by three additional bedroom suites, each with its own ensuite and walk-in closet. The lower level is planned with the same attention to detail, offering generous recreation space, a dedicated theatre, gym, office, bar and elevator access, creating exceptional flexibility for entertaining, extended family or everyday living. Sophisticated home automation, integrated audio and an advanced mechanical package complete a residence where every decision has been made with purpose. Perhaps that is why the finest homes are remembered long after the features fade from memory. (id:49269)

5 Bedroom 6 Bathroom 6,378 sqft
RE/MAX Aboutowne Realty Corp.
For sale
$3,949,000
287 MACDONALD Road, Oakville, Ontario

287 Macdonald Road

Oakville, Ontario

This completely renovated contemporary residence represents the pinnacle of modern design and sophisticated living in one of Oakville's most desirable locations of Old Oakville. Every detail of this 4 Bedroom | 4+1 Bathrooms | 4,819 Sq Ft Finished Living Space has been meticulously reimagined to deliver an unparalleled standard of quality and craftsmanship.The highly functional main floor plan centers around an exceptionally sleek kitchen open to the Great Room with gas fireplace and walk out to the resort style backyard and pool.The kitchen is outfitted with luxury high-end appliances, an oversized island seating eight, and an additional peninsula for casual entertaining in the bar area. Adjacent to the kitchen, is a walk in pantry with an additional dishwasher and fridge. Not to be missed is the impressive temperature-controlled wine room accommodates approx 1,000 bottles-a striking feature for the discerning entertainer.A versatile family room/main floor bedroom with ensuite which can be used as a principal bedroom or guest suite, laundry room, walk-in main closet for storage and access to oversized double car garage.The 2nd level principal suite is a private sanctuary featuring juliette balcony, gas fireplace, two walk-in closets and a spa-inspired ensuite with heated floors, walk-in shower, and a standalone soaking tub.Two additional spacious bedrooms each with their own ensuites complete the level.Not to be missed is the finished lower level room with added storage in the pantry and crawl space area.The backyard is an entertainer's paradise, showcasing a saltwater pool, two expansive patio areas, two gazebos with a gas fire table, and premium Dutch-imported artificial turf that remains lush year-round with zero maintenance.Ideally situated steps from Whole Foods Market, Oakville GO Train, for seamless transit connectivity, and the Oakville Trafalgar Community Centre this extraordinary property offers both refined luxury & everyday convenience. LUXURY CERTIFIED (id:49269)

4 Bedroom 5 Bathroom 4,819 sqft
RE/MAX Escarpment Realty Inc.
For sale
$949,900
2152 PELEE Boulevard, Oakville, Ontario

2152 Pelee Boulevard

Oakville, Ontario

Welcome to beautiful North Oakville in the family-friendly River Oaks community! This beautifully renovated, turnkey freehold townhome offers nearly 1,800 square feet of total living space with newly replaced hardwood floors on all levels, including the staircase. Featuring a recently finished lower level, 3 bedrooms, 3 full bathrooms, and parking for 3 vehicles, this home offers a rare combination of space, style, and functionality. The open-concept main floor showcases a stunning renovated kitchen with quartz countertops, stainless steel appliances, a glass tile backsplash, and an eat-in area overlooking the spacious living and dining rooms, all finished with recently updated flooring. A versatile main-floor den is perfect as a home office, guest room, or potential fourth bedroom, and can easily be converted back to a single-car garage if desired. Step outside to enjoy the fully fenced, extra-deep 133-foot lot featuring a flagstone patio, large storage shed, and plenty of space for entertaining, children, or pets. Upstairs, the spacious primary suite includes a custom closet system and, rare for this layout a newly added 4-piece ensuite. Two additional bright bedrooms, each with double closets, are complemented by a beautifully renovated 3-piece main bathroom. The recently finished lower level adds even more living space with a large recreation/playroom, a new 3-piece bathroom, and a convenient laundry area. Perfect for growing families, professionals, or downsizers, this exceptional home is ideally located close to top-rated schools, parks, shopping, restaurants, major highways, and all the amenities Oakville has to offer. Don't miss your opportunity to own this beautifully updated home in one of North Oakville's most sought-after neighbourhoods! (id:49269)

3 Bedroom 3 Bathroom 1,837 sqft
Royal LePage Burloak Real Estate Services
For sale
$7,249,000
54 RAYMAR Place, Oakville, Ontario

54 Raymar Place

Oakville, Ontario

Welcome to 54 RAYMAR PL, OAK ON L6J 6M1, a single-family residence built in 1988 that has undergone a complete transformation. This property, fully updated from its recently refreshed exterior to its meticulously remodeled interior, offers a contemporary aesthetic designed for modern living. The heart of this home is undoubtedly the recently updated kitchen, a culinary enthusiast's dream. It features a generous island with a built-in sink, providing ample space for preparation and casual dining, complemented by a convenient wine cooler. Adjacent to this, the living room provides a comfortable gathering space, enhanced by the warmth of a fireplace. The bathrooms throughout the home offer a touch of luxury, with features such as double vanities, floating vanities, and invigorating walk-in showers. Beyond the interior, the private yard is an entertainer's paradise, offering an outdoor living space complete with a fire pit and a dedicated outdoor dining area. For ultimate relaxation, indulge in the private pool or unwind in the private outdoor hot tub. The property also includes a workshop and a patio, along with a built-in garage providing four spaces for vehicles. Discover the exceptional lifestyle this meticulously updated property offers; schedule your private viewing today. Over 7000 Square ft. of Living Space. (id:49269)

5 Bedroom 5 Bathroom 7,241 sqft
RE/MAX Escarpment Realty Inc.
For sale
$2,149,000
2380 WOODCREST Drive, Oakville, Ontario

2380 Woodcrest Drive

Oakville, Ontario

A rare opportunity to own an exceptional ravine property in the heart of Westmount. Set on one of the neighbourhood's most coveted ravine-rimmed streets, this impressive 3,000 sq ft residence backs directly onto the ravine, offering a remarkable setting where privacy, nature, and family living come together. Designed with generous principal rooms and an effortless flow, the main level features formal living and dining rooms, a spacious kitchen with adjoining breakfast area, and a spectacular double-storey great room that serves as the heart of the home. A mezzanine loft overlooking the great room provides the perfect space for a home office, library, or quiet retreat. The upper level offers four spacious bedrooms and the rare convenience of three full bathrooms, an ideal layout for growing families. The fully finished walk-out basement extends the living space with a recreation room, games area, exercise room, and a full bathroom. With its versatile layout, it could easily accommodate a fifth bedroom, home theatre, guest suite, or multigenerational living. Location is everything, and few can rival this one. Situated in the heart of Westmount, the home is within walking distance of highly regarded schools, parks, trails, shopping, and everyday amenities, while remaining just minutes from Oakville Trafalgar Memorial Hospital, GO Transit, and major commuter routes. Outstanding homes begin with outstanding locations, and this is one of Westmount's finest-a premium ravine setting offering the perfect balance of natural beauty, family comfort, and everyday convenience. (id:49269)

4 Bedroom 5 Bathroom 4,300 sqft
RE/MAX Aboutowne Realty Corp.
For sale
$1,179,000
3487 POST Road, Oakville, Ontario

3487 Post Road

Oakville, Ontario

OPEN HOUSE : 23rd August: FROM 2PM TO 4 PM Welcome to the new and exclusive sought after area of Oakville. This amazing freehold townhouse from Caivan Builders has all the spaces and features you have been dreaming about. Total living space of 2708 sqft includes 5 bedrooms, 5 bathrooms, finished basement, loft bedroom suite with linen closet. Tons of upgrades including hardwood flooring on main floor and second floor hallway, 9 ft ceiling on main and second floor, custom island countertop, granite countertop. Upgraded staircases, smooth ceiling, upgraded bathtubs, tankless hot water, AC and HVAC, California shutters and zebra blinds throughout, soaker tub, fenced backyard, Teslca charger (LV2) in garage and 3 parking spaces including garage. House is close to walking trails, parks, playgrounds for kids, Oakville Go, 403/407, schools, YMCA. Two new catholic elementary and high schools are being built just across the road. This is a must see house, so book your appointment and enjoy the showing. (id:49269)

5 Bedroom 5 Bathroom 2,707 sqft
International Realty Firm