287 Macdonald Road

FOR SALE
$3,949,000
287 Macdonald Road, Oakville
287 Macdonald Road
287 Macdonald Road
287 Macdonald Road
287 Macdonald Road
287 Macdonald Road
287 Macdonald Road
287 Macdonald Road
287 Macdonald Road
287 Macdonald Road
287 Macdonald Road
287 Macdonald Road
287 Macdonald Road
287 Macdonald Road
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4
BEDROOMS
5
BATHROOMS
1
KITCHENS
8 + 2
ROOMS
W13610074
MLSID
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Property Description
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 and everyday convenience.LUXURY CERTIFIED
Sold History
List Date Sold Date Days Listed List Price Sold Price
2006-03-28 2006-03-28 0 $849,000 $780,000
Nearby Intersections
Property Features
Fenced Yard, Library, Marina, Lake/Pond, Park, Public Transit, Auto Garage Door Remote, Central Vacuum, Garburator, Primary Bedroom - Main Floor, Trash Compactor, Water Heater Owned, Water Softener, Private Double, Security System, Family Room, Natural Gas, Electric
Property Details
Address
287 Macdonald Road
Postal Code
L6J 2A6
Property Type
Detached, Detached
Zoning
RL5-0
Lot Size
67' x 194'
Acreage
0.3 Feet
Taxes
$15,391 (2025
Basement
Full, Partially Finished
Exterior
Landscaped, Lawn Sprinkler System, Patio, Privacy, Porch
Heat Type
Forced Air
Heat Source
Gas
Water
Municipal
Pool
Inground, Outdoor, Salt
Parking Spaces
13
Garage Type
Attached
Listing contracted with Re/Max Escarpment Realty Inc., Brokerage
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4+1
BEDS
5
BATHS
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$3,000,000
FOR SALE
Step into the pinnacle of modern elegance with this stunning custom-built executive home, nestled in the highly sought-after heart of Southeast Oakville. Offering a seamless blend of sophisticated design, premium finishes, and an abundance of natural light. From the moment you enter, you'll be captivated by the open and intelligently configured interior layout, soaring 10' floating ceilings with cove lighting, and floor-to-ceiling windows that fill the space with sunlight. Every detail has been meticulously crafted, from the European white oak engineered hardwood floors to the 8' solid core doors, flush trim, and hidden anchored glass railings that exude contemporary sophistication. The heart of the home is the designer kitchen, featuring an oversized island, 10' cabinetry, and top-of-the-line appliances, perfect for entertaining or enjoying quiet family moments. The main floor flows effortlessly into a spacious living area, complete with a gas fireplace, built-in surround sound, and motorized blinds for ultimate convenience. Upstairs, natural light continues to shine through skylights and oversized windows, illuminating four generously sized bedrooms, each with its own ensuite bathroom and custom-built walk-in closets. The bespoke laundry room, with floor-to-ceiling cabinetry, adds a touch of practicality and style. The finished basement offers additional living space, ideal for a home theatre, gym, or playroom, while the mono-stringer staircase and glass railings create a striking visual statement from top to bottom. This home is more than just a residence; it's a lifestyle. With its unparalleled craftsmanship, high-end finishes, and prime location in one of Oakville's most desirable neighbourhoods, this property is truly Luxury at Its Finest. Don't miss the opportunity to experience the intricate quality and modern elegance of this exceptional home.
168 Walby Drive, Oakville
4+1
BEDS
5
BATHS
$2,999,000
FOR SALE
Welcome to 168 Walby Drive, a rare offering in prestigious Coronation Park. This custom-built natural stone bungaloft, built in 2012, offers over 6,300 sq. ft. of finished living space on a premium 102.8' x 121.2' lot, including nearly 4,000 sq. ft. above grade and a fully finished lower level with a separate entrance. A dramatic two-storey foyer welcomes you into an elegant interior featuring site-finished 4" quarter-sawn white oak floors, 9' ceilings, 8" baseboards, 9" plaster crown mouldings, extensive pot lighting, and a solid oak staircase with wrought iron pickets.The flexible floor plan offers both a main-floor primary suite and a second-floor primary suite option, each with a luxurious 5-piece ensuite and walk-in closet, making the home ideal for main-floor living, multi-generational families, or traditional family living. The gourmet eat-in kitchen features a large centre island, granite countertops, under-cabinet lighting, a glass tile backsplash, a built-in computer niche, premium JennAir stainless steel appliances, and a bright breakfast area, flowing seamlessly into the adjoining family room and formal dining room.The second floor offers three bedrooms and two full bathrooms, with vaulted and sloped ceilings that add warmth and architectural character throughout, as well as the convenience of a second laundry area. The fully finished lower level, with its own separate entrance, includes a spacious entertainment room, recreation room, fifth bedroom, and full bathroom, offering exceptional flexibility for extended family, an in-law suite, or future income potential.Complete with an attached double garage, parking for six vehicles, main-floor and second-floor laundry, central vacuum, central air conditioning, and a quiet street location just steps to the lake, top-rated schools, parks, and downtown Oakville, this exceptional home combines timeless craftsmanship, outstanding flexibility, and an unbeatable South Oakville location.
105 Whittington Place, Oakville
4
BEDS
6
BATHS
$2,999,000
FOR SALE
Straight from the pages of a design magazine, this beautifully renovated, on-trend home offers more than 4,500 sq. ft. of thoughtfully designed living space. Tucked away on a quiet cul-de-sac in prestigious Southwest Oakville, it's just steps from Appleby College and the shores of Lake Ontario. The property is professionally landscaped by award-winning Gildermans, creating a stunning setting that perfectly complements this exceptional home.Designed for both everyday living and effortless entertaining, the main floor features a spacious formal dining room and a warm, inviting family room with a wood-burning fireplace. The stunning chef's kitchen is a true showpiece, featuring a Wolf induction cooktop, two double wall ovens, Sub-Zero refrigerator, two Miele dishwashers, two Marvel wine and beverage refrigerators, quartz countertops, and an impressive 9-foot island. The kitchen flows seamlessly into the family room, creating the perfect setting for gathering with family and friends.Upstairs, the luxurious primary suite serves as a private retreat, complete with a spa-inspired five-piece ensuite, walk-in closet, and an expansive terrace-ideal for enjoying your morning coffee or unwinding in the evening sun. This level also includes a generously sized second bedroom with its own ensuite, two additional bedrooms, a home office, a full bathroom, and a brand-new full laundry room for ultimate convenience.The finished lower level offers exceptional additional living space with a large recreation room, a second laundry room featuring a Miele washer and dryer, and a three-piece bathroom.Step outside to your own private backyard oasis, where a sparkling saltwater pool and beautifully landscaped gardens create the perfect escape. This exceptional home combines luxury, comfort, thoughtful design, and an unbeatable location-an opportunity not to be missed.
3348 Skipton Lane, Oakville
4+1
BEDS
5
BATHS
$2,979,000
FOR SALE
Set on approx. 0.29 acres and backing directly onto Bronte Creek Provincial Park, this fully renovated family home offers exceptional privacy and over 5,500 sq. ft. of upgraded living space in Oakville's sought-after Bronte Creek community. Tucked away on a quiet crescent on one of the neighbourhood's largest lots, the property features professional landscaping, stamped concrete walkway, porch and French curbs, plus a 3-door, 2.5-car garage with epoxy floors, Garaga cabinetry/storage systems and EV charger. The backyard oasis features a covered patio, pool, cabana with bar and change room, and plenty of green space. Inside, the open-concept design showcases hardwood flooring, crown moulding, wainscoting, pot lights and designer lighting throughout. The main level offers formal living and dining rooms with coffered ceilings, private office, hall skylight and family room with custom built-ins and gas fireplace. The chef-inspired kitchen features quartz counters and backsplash, large island, Wolf stove, Sub-Zero fridge and breakfast area with walk-out. Main-floor laundry includes custom built-ins and sink. Upstairs are 4 spacious bedrooms, including a primary retreat with custom TV built-ins, W/I closet with organizers and spa-inspired ensuite. Bedrooms 2 & 3 share semi-ensuite access, while bedroom 4 has a W/I closet and private ensuite. The finished lower level features 9' ceilings, rec/living area with custom built-ins, wet bar, gym, 5th bedroom and full bath. Updates: renovation (2020), roof (2023), front windows (2025), pool pump (2023) & liner (2025). Walk to top-rated schools, parks & amenities; minutes to highways & transit.
152 Third Line, Oakville
4+1
BEDS
6
BATHS
$3,895,000
FOR SALE
Why are some homes comfortable from the moment you walk through the door? Why does movement seem effortless, light arrives exactly where it should and every room connects naturally to the next? The answer is rarely found in a list of finishes. It comes from design. Every detail has been thoughtfully considered. From the moment you enter 152 Third Line, sightlines extend through the home toward the rear gardens, creating an immediate sense of openness and calm. Natural light, thoughtful proportions and carefully selected materials work together to create a residence that feels both sophisticated and remarkably comfortable. Newly built by a Tarion Registered builder and meticulously executed, this custom home offers over 5,500 square feet of finished living space on a premium 75 x 140 foot lot steps to the lake in Bronte. What distinguishes the home is not simply the quality of its finishes, but the way it has been conceived. Not just a collection of luxury features, it is a residence where architecture, craftsmanship and functionality work together seamlessly. At the heart of the home are two exceptional kitchens. The main kitchen features an oversized island and a natural connection to the surrounding living and dining spaces, while a fully equipped secondary kitchen provides flexibility for entertaining or serious cooking. A sculptural oak staircase with glass railings and integrated lighting connects all three levels, complemented by the convenience of an elevator. The primary suite is a private retreat with a beautifully appointed ensuite and custom walk-in dressing room. Three additional bedrooms have private ensuites and built-in storage. The walk-out lower level includes recreation space, a home theatre, an office, bar and guest accommodation potential. The sophisticated home automation, integrated audio and mechanical package deliver comfort and convenience behind the scenes. The finest luxury is found in the details you feel not the features you see.
1283 Meadowside Path, Oakville
5
BEDS
6
BATHS
$3,800,000
FOR SALE
Be the first to live in this custom built upgraded 5-bedroom, 6-washroom home in the sought-after Glen Abbey Encore community. Situated on a ravine-backed corner lot overlooking the Fourteen Mile Creek, this home offers over 4,440 sq ft above grade plus over 2,160 sq ft of unfinished basement space with walk-up access to a fully fenced backyard. Enjoy access to one of the area's largest parks featuring tennis & pickleball courts, basketball, soccer field, splash pad, playground, and trails. Featuring 11 ft ceilings on the main floor and 9 ft ceilings on the second floor and basement, upgraded 90" solid-core interior doors, hardwood flooring, coffered ceilings with crown moulding, pot lights, oversized windows, skylight above the staircase, open-riser staircase with stainless steel square spindles, elevated deck, dual furnaces & A/C systems, central vacuum including garage connection, smart lighting, exterior cameras, motorized blinds, and smart garage door openers with integrated cameras. All five bedrooms feature direct bathroom access, including three ensuites and a Jack & Jill bath. The primary suite offers ravine views, dual walk-in closets, and a spa-inspired ensuite with heated floors. The home also features two exterior entrances with covered porches, plus a main-floor office/den connected to a full bathroom. The custom Downsview Kitchen (one of Canada's premier luxury kitchen brands) features premium appliances including Sub-Zero column fridge/freezer and undercounter refrigerator, Wolf built-in oven, microwave & gas range, Miele built-in coffee system, and two Bosch dishwashers. Finished with quartz slab backsplash, double waterfall quartz island, large-format porcelain slab flooring, designer apron-front workstation sink, custom pull-out organizers, deep soft-close cabinetry, under-sink retractable central vacuum hose system, and a fully equipped servery with additional sink and second dishwasher connected to the breakfast area overlooking the ravine.
1479 Briarwood Crescent, Oakville
4+1
BEDS
6
BATHS
$3,788,000
FOR SALE
Imagine entertaining your family and friends at home with room for everyone! At 1479 Briarwood Crescent, more than 5,400 sq. ft. of beautifully finished living space creates a setting where gathering comes naturally - whether it's dinner in the formal dining room, cooking together in the kitchen, evening conversation by the fireplace, or a celebration that carries downstairs to the expansive entertaining area, with full wet bar and second fireplace. And when the evening winds down, everyone has their own space. Four generous bedrooms are thoughtfully arranged on the upper level, each with its own private ensuite - an exceptional family layout offering both privacy and the convenience of having everyone together on one floor. A fifth bedroom and full bathroom on the lower level provide additional space for overnight guests, teenagers or extended family. The home continues to deliver outdoors. A screened covered terrace extends the enjoyment well beyond summer, while the in-ground pool with cascading waterfall and custom pergola create a private backyard setting ready for entertaining during warmer days. Set on a quiet crescent in Morrison, close to highly regarded schools, parks, the lake and downtown Oakville, this is a home designed for much more than special occasions. Its generous proportions, thoughtful layout and refined finishes make everyday family life feel just as considered. From large family gatherings and milestone celebrations to quiet evenings at home, 1479 Briarwood Crescent is a place for the moments that bring people together.
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