Refine Search
Sort by
$3,950,000
4 Beds 4 Baths W12991350 MLS
Private, elevated, and unlike anything else in Old Oakville - A true four-season outdoor retreat, your private playground for the outdoor enthusiast-where each day invites skating, paddling, kayaking, hiking, fishing, boating and cross-country skiing, alongside wildlife watching and refined al fresco dining, embracing nature in all its seasons. This lofted waterfront residence commands breathtaking views and unmatched privacy along the tranquil 16 Mile Creek. A testament to craftsmanship and design, this waterfront retreat boasts exclusive riparian rights and a private dock, inviting you to embrace the beauty of Oakville's scenic waterways year-round. .A meticulous 2016 renovation elevated this residence with rich hand-scraped oak floors, solid wood doors, custom millwork, and elegant tray ceilings. The sprawling 1,700 sq. ft. premium Wolf PVC deck includes a hot tub oasis, integrated fire table, and motorized awnings, leading to a dock with a kayak launch, swim ladder, and floating dock. Glass-encased staircases on helical piers deliver striking architectural presence and unbroken sight lines to the creek. Inside, sophistication defines every detail. Floor-to-ceiling windows in the living room frame stunning ravine views and dramatic sunsets, while a gas fireplace with a live-edge mantel adds warmth. The chef's kitchen impresses with a leathered Taj Mahal quartzite island, Wolf and Miele appliances, and an integrated Sub-Zero fridge. Heated floors run throughout, including in the spa-like primary ensuite with marble floors, a rain shower, and double vanity. The lower level offers a linear fireplace, built-in bar, and walkout to the deck. A concrete-lined storage room playfully known as the Bomb Shelter provides additional functionality. Blending natural beauty, refined design, and year-round outdoor living, this one-of-a-kind property is just steps to downtown Oakville and the GO Train offering luxury, serenity, and convenience in equal measure.

382 Trafalgar Road, Oakville

$3,949,000
4 Beds 5 Baths W13610074 MLS
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

287 MacDonald Road, Oakville

$3,899,000
3 Beds 3 Baths W13538440 MLS
Exceptional property, situated in prime Morrison area of southeast Oakville, 1.293 Acres with tall trees and English-country gardens, abutting Morrison Creek at the back for total privacy. ot measures: 112ft (front and back) x 497ft (south side) x 505ft (north side).The property provides lovely landscaping, trees and fragrant bushes in the expansive backyard, with the lawn extending all the way back to top of bank (appr 300' deep to top of bank (flood plain below) extending to Morrison Creek at the very back of the property. The home offers a sense of timeless elegance and warmth, with rich solid-wood floors in principal rooms and light pouring in from multiple bay windows throughout. Walk into the refined living room/great room and find a grand, wood-burning fireplace, with lush views of the backyard from both bay windows. The dining room offers a sophisticated light-filled space from a front-facing bay window and provides ample table room for large gatherings. Next to the dining room is the charming office space, with built-in bookshelves and wood floors, plus a walkout to yard. There is a potential in-law suite at the end of this row, with a den and a 4-pc bathroom (was originally planned as one). The eat-in kitchen provides plenty of cupboard space and a cozy sunroom added - a tranquil reading nook looking out to the gardens. The spacious, charming primary bedroom provides a 4-pc ensuite bathroom, walk-in closet, and an adorable alcove/sitting room looking out to the front courtyard. Down the hall, a sunny, quaint walk-through to the back wing looks out to the private courtyard and 40' salt-water pool, with skylights leading to 2 bedrooms plus a 5-pc bathroom services this wing. Multiple entries to the this home plus a detached, 2-car garage and ample parking on the interlock driveway. Oakville Trafalgar High School district walk to downtown.

230 Morrison Road, Oakville

$3,898,000
5 Beds 5 Baths W13543596 MLS
Set on a pristinely landscaped lot in coveted Morrison, this refined family residence blends timeless architecture w/everyday livability in one of Oakville's most prestigious neighbourhoods. Positioned w/in a supreme school catchment, steps to Oakville Trafalgar HS, & moments to parks, Edgemere Promenade + local amenities, the location is as exceptional as the home itself. Traditional detailing, steep gables + crisp architectural lines lend a classic presence, while mature trees, curated gardens + layered natural stone frame the polished exterior. The resort-inspired rear grounds with a glistening pool, stone lounges + tranquil gardens are ideal for family fun. With over 5500sf of living space, 4+1 beds & 4.5 baths this home space + privacy when needed. Expansive glazing + elevated ceilings define bright, airy principal spaces. The dining room anchors the main level, seamlessly connecting the great room + expansive kitchen for effortless entertaining. The great room is centred around a fireplace + opens through double French doors to a private lounge with concrete gas fire bowl. The oversized kitchen island creates a natural gathering place, while a tucked-away home office overlooks the lush front gardens.The upper level offers four generously sized bedrooms with elevated ceilings, walk-in closets + expansive glazing. Privately positioned, the primary suite features vaulted ceilings, a marble fireplace, fully outfitted dressing room + hotel-inspired ensuite.The LL extends the home's polished living spaces w/a spacious rec room, wet bar, games area, additional bedroom + full bath. Outdoors, multiple lounge + dining areas surround the resort-style pool beneath a canopy of mature trees, creating a private setting designed for both relaxed living + effortless entertaining. This is a refined home with a polished exterior in one of Oakville's most established neighbourhoods.

376 Wedgewood Drive, Oakville

$3,890,000
4 Beds 5 Baths W13512502 MLS
Nestled on an exceptional 15,511sqft mature lot in prestigious Southeast Oakville, this beautifully renovated executive residence offers timeless elegance, luxurious finishes, and an unbeatable location within walking distance to top-ranked schools, including OTHS, EJ PS etc. Offering approximately 3487 sqft. above grade plus a finished lower level, this exceptional home features 4 bedrooms, 5 bathrooms, and thoughtfully designed living spaces perfect for both family living and entertaining.Rich wide-plank hardwood floors, crown mouldings, custom millwork, wainscoting, built-ins, pot lights, stone flooring, an impressive oak staircase with iron pickets, and four gas fireplaces showcase the home's exceptional craftsmanship. The stunning renovated chef's kitchen is appointed with premium Miele appliances, custom cabinetry, and overlooks the inviting sunken family room, creating the perfect gathering space. Elegant formal living and dining rooms provide refined spaces for entertaining, with the living room easily accommodating a baby grand piano.The luxurious primary retreat features its own gas fireplace, an expansive dressing room, and a spa-inspired 4-piece ensuite with a glass shower. The finished lower level offers a spacious recreation room, exercise room, 2-piece bath, and abundant storage.Extensive updates include a complete kitchen renovation, premium Miele appliances, exterior LED lighting, renovated garage, repaved driveway, new eavestroughs, freshly painted exterior façade, new pool liner and heater, and numerous quality improvements throughout.The spectacular backyard is a private oasis featuring a sprawling stone patio, covered terrace, and sparkling in-ground pool surrounded by mature landscaping-perfect for summer entertaining. Ideally located just steps to Lake Ontario, Gairloch Gardens, parks, trails, and only a 3-minute drive to downtown Oakville's boutique shops, fine dining, and waterfront.

153 Cairncroft Road, Oakville

$3,888,000
4 Beds 5 Baths W13086416 MLS
Crafted by renowned architect Gren Weis and built by Hallmark Homes, this distinguished Morrison residence showcases timeless architecture and exceptional craftsmanship. Set on a beautifully landscaped 0.216 acre lot, the home offers approximately 5,500 sq.ft. of finished living space across three well-appointed levels. The main floor features quarter-sawn oak flooring, solid core doors, substantial millwork, 9" baseboards, and 9' ceilings, all enhanced by refined architectural detailing. A dramatic 13.5' coffered ceiling defines the family room, where a classic woodburning fireplace and rich cherry built-ins create an inviting setting. Expansive Kolbe windows flood the interior with natural light. The kitchen balances form and function, showcasing custom Andrew Moseley cabinetry, multi-toned granite countertops, tumbled marble backsplash, and premium appliances, including a Viking six-burner gas range. A generous 9' island with prep sink anchors the space, while the adjoining pantry and mudroom with built-ins and direct garage access enhance everyday living. Upstairs, the primary suite offers a private retreat with a walkout to sun deck, walk-in closet, and a luxurious limestone ensuite featuring heated flooring, Bain Ultra air tub, and oversized rain shower. Two additional bedrooms enjoy ensuite access, providing comfort and privacy for family or guests. The fully finished lower level features 9' ceilings and hydronic radiant heated floors, complete with a spacious recreation area, custom bar, fitness room with durable marmoleum flooring, and a guest bedroom. Exterior details include cedar shake siding, copper accents, UV-protected Kolbe windows, irrigation system, and a heated tandem garage. Located in one of Oakville's most established Morrison neighbourhoods, surrounded by matures trees and distinguished homes, this property presents a refined living experience in a coveted setting. (certain images have been digitally enhanced and virtually staged)

1049 Cedar Grove Boulevard, Oakville

$3,850,000
4 Beds 4 Baths W13018186 MLS
It is rare to find a home that respects its history while boldly defining its future. Set within Oakville's prestigious West Harbour neighbourhood, 55 Chisholm Street is a study in modern heritage, where a century-old stone foundation anchors a home defined by thoughtful design and sustainable innovation. Superior craftsmanship and comfortable, functional spaces create a residence that is both considered and effortlessly livable. Every detail reflects a singular vision. The architecture bridges past and present with quiet confidence, pairing natural plaster walls and custom ironwork with a sculptural three-dimensional stairwell and a professional Valcucine kitchen outfitted with integrated Miele appliances. A striking soapstone fireplace grounds the main living area, while open-concept spaces extend toward landscaped gardens, creating a seamless connection between indoors and out. Its intelligence is expressed through restraint. Geothermal heating, energy-recovery ventilation, and rainwater harvesting are fully integrated, supporting a high level of performance without compromising design integrity. Upstairs, three well-appointed bedrooms and two bathrooms offer calm and privacy. The primary suite opens to a private terrace, while a treetop lookout captures elevated views across the neighbourhood canopy. The lower level includes a modern gym, cedar-lined wine cellar, and guest suite. Outside, the grounds continue the experience with a cedar sauna, outdoor shower, fire pit, and full outdoor kitchen. Steps from the lake and Downtown Oakville, this is a legacy property reimagined for the next century, offering a rare balance of architectural integrity, modern performance, and quiet, enduring livability.

55 Chisholm Street, Oakville

$3,800,000
5 Beds 6 Baths W13125176 MLS
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.

1283 Meadowside Path, Oakville

$3,799,000
5 Beds 6 Baths W13476990 MLS
Welcome to 246 Nyla Court, a stunning 4-bedroom, 5.5-bathroom home by the renowned Fernbrook Homes in the highly sought-after Bronte area. Located in an exclusive 14-lot community surrounding the beautiful Hixon Park, this home offers approximately 4,200 sq. ft. of above-ground living space, providing exceptional comfort, privacy, and versatility, with two furnaces, two air conditioning units, a whole-house water softener, humidifier, smart locks, and comprehensive security cameras. On the main floor, enjoy a chef-ready kitchen with custom Downsview cabinets and high-end Sub-Zero and Wolf appliances, complemented by a private Cambridge elevator providing easy access to all levels. Upstairs, all four bedrooms feature ensuite bathrooms, offering privacy and comfort for the whole family. The finished basement includes a 7.1 home theatre system and open space ready to be transformed into a gym, guest room, or entertainment area, while the garage is equipped with a Tesla charging station. Outdoor living has been extensively upgraded with a premium paved backyard, a Fiberglass Inground Swimming Pool with spa and lighting, and sprinkler systems for both front and rear yards. Ideally located, the home is just a 15-minute walk to the lakefront park, close to top private schools such as Appleby College, and near newly opened shopping including Walmart, making this property the perfect blend of luxury, modern amenities, and convenience - ideal for families seeking privacy, comfort, and an entertainer's dream home.

246 Nyla Court, Oakville

$3,795,000
5 Beds 4 Baths W12812288 MLS
Spectacular lakefront property with 93' frontage on Lake Ontario. Located on a quiet, mature cul-de-sac, this custom built, family home offers 4+1 Bedrooms, 3.5 Baths with over 2800SF above-grade + 1400 SF Finished Lower Level. Architecturally designed with wall-to-wall windows overlooking the lake, solid brick construction with clay tile roofing, this home was built to last. 9' and 10' ceilings on the main floor. Oak hardwood floors throughout both levels. Grand entrance foyer with oak staircase. Beautiful Living Room with fabulous marble fireplace surround with gas insert open to Dining Room with wall to wall patio doors to the terrace with incredible lake views. Fabulous Kitchen/Breakfast Room is a blank canvas with the perfect space to install the waterfront Kitchen of your dreams. Walk-outs to both decks and open to the the Family Room with stunning marble fireplace with gas insert. The main floor features a mudroom with side entry and inside entry from full-sized two-car garage. The Primary suite features oversized windows and a walk-out to second floor balcony with outstanding lake views, luxury ensuite bathroom and walk-in closet. Two more Bedrooms overlook the lake with oversized windows. The front Bedroom opens to a bonus room above the garage which could be handy as a Den or quiet retreat. The Lower Level has excellent ceilings height, good windows and features one Bedroom, a 3-Piece Bathroom, Recreation Room, Den, Laundry Room, storage and more. Beautifully landscaped and maintained property fully fenced with wrought iron gate access to the lake. Cobblestone driveway accommodates 4 cars. Outstanding value on Lake Ontario. A must see!

3286 Shelburne Place, Oakville

$3,790,000
4 Beds 4 Baths W12899458 MLS
Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. A selection of distinct detached single family models, each magnificently crafted with varying elevations, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and principal gathering spaces. A true exhibit of flawless design and impeccable taste. Impressive detached w/47-foot frontage, 2836 sqft of finished space w/an additional 1,000+ sqft(approx) in the lower level left untouched. Curated:4 beds + 3.5 baths. Utility wing from garage, chef's kitchen w/w/in pantry, expansive breakfast+great room. Quality finishes are evident; with 11' ceilings on the main, 9' on the upper & lower levels and large glazing throughout, including 12-foot glass sliders to the rear terrace from great room. Quality millwork w/solid poplar interior doors/trim, plaster crown moulding, oak flooring & porcelain tiling. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Downsview kitchen w/walk-in pantry, top appliances, dedicated breakfast + expansive glazing. Primary retreat impresses w/2 walk-ins + hotel-worthy bath. Bedroom 2 & 3 share ensuite & 4th bedroom enjoys a lavish ensuite. Convenient upper level laundry. No detail or comfort will be overlooked, w/high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Refined interior with clever layout and expansive rear yard offering a sophisticated escape for relaxation or entertainment.

338 MACDONALD Road, Oakville

$3,789,988
5 Beds 7 Baths W13564778 MLS
Welcome To 225 Prince George Crescent, A Spectacular Custom-Built Luxury Home Nestled In One Of South Oakville's Most Prestigious Lakeside Communities. 2023 Built & Sitting On An Impressive 10,300 Sq Ft. Lot, This Exceptional Home Showcases Timeless Architecture, Upscale Craftsmanship & Modern Elegance Across All Three Finished Levels Connected By AN ELEVATOR, Designed For Luxurious Family Living & Entertaining, This Home Offers Around 5,500 Sq Ft Of Refined Living Space Featuring 5 Spacious Bedrooms, Each With Its Own Ensuite Bath & Custom Closet Organizers. The Grand Main Floor Boasts 10 foot Coffered & Waffle Ceilings, Designer Crystal Lighting, Premium Hardwood Flooring, Floating Staircase & Expansive Principal Rooms Filled With Natural Light.The Chef's Kitchen Is A True Showpiece Featuring Downsview Custom Cabinetry, Premium Wolf & Sub-Zero Appliances, Large Centre Island With Additional Sink, Stone Counters & Spacious Breakfast Area Overlooking The Beautiful Backyard. The Open Concept Great Room With Gas Fireplace Creates The Perfect Space For Everyday Living & Hosting Guests.The Upper Level Features A Luxurious Primary Retreat With Spa Inspired Ensuite with Soaker Tub, Glass Shower, Double Vanity, Cosmetic Counter & His/Her Walk-In Closets.Other Bedrooms Are Generously Sized With Private Ensuites & Elegant Finishes Throughout.Professionally Finished Basement, 9 Ft. Ceiling, Designed For Entertainment & Comfort Featuring A Large Rec Room, Stunning Home Theatre, Guest room with 4pc Ensuite, Wet Bar Rough-In & Plenty Of Storage Space. Additional Premium Features Include Heated Floors In Select Bathrooms, Smart Toilets, Central Vacuum, Built-In Surround Sound system, Security Camera System, Lawn Sprinklers, Outdoor Lighting, Epoxy Garage Flooring, Two Furnaces, Two A/C Units & High-End Finishes Throughout.Located Just Minutes To The Lake, Parks, Appleby College, Top Rated Schools, Bronte Village ,Downtown Oakville, Fine Dining, Shopping & Easy Highway Access.

225 Prince George Crescent, Oakville

$3,788,000
5 Beds 6 Baths W13505268 MLS
Welcome to 1479 Briarwood Crescent - a masterpiece of luxury family living in Morrison, one of Southeast Oakville's most coveted neighbourhoods. Set on a quiet, child-safe crescent steps from the area's top schools, this custom-built home offers over 5,400 square feet of sophisticated living space where impeccable craftsmanship meets effortless everyday comfort. Designed for modern family life, four spacious upper-level bedrooms each feature their own ensuite - giving every member of the household genuine privacy and a retreat to call their own. The finished lower level extends the home's versatility with a fifth bedroom, home gym, wet bar, and generous recreation area, perfect for teenagers, overnight guests, or entertaining without limits. Step outside and discover a backyard designed to impress. Spend summer afternoons by the in-ground pool and cascading waterfall, host under the custom pergola, or unwind on the screened covered terrace - a space that invites outdoor living long after the season ends. With premium finishes throughout, this is a rare opportunity to move straight into luxury in one of Oakville's most sought-after communities - steps from top schools, the lake, parks, and downtown. Homes like this don't last. Don't miss your chance.

1479 Briarwood Crescent, Oakville

$3,739,000
5 Beds 6 Baths W13444624 MLS
Nestled in the heart of highly sought-after Morrison, this exceptional custom-built executive home offers 4,464sf above grade or nearly 6,000 sf of refined luxury living space, set on a rare 100 x 150 ft south-facing premium lot. Thoughtfully designed with a contemporary aesthetic and impeccable craftsmanship, this residence seamlessly blends elegance with modern functionality.Featuring a versatile layout with 2 bedrooms on the main level and 2 on the upper level, all spacious and boasts its own private ensuites and spacious walk-in closets, offering ultimate comfort and privacy. The home showcases rich hardwood flooring throughout, complemented by custom slatted wood accent walls, extensive millwork, crown mouldings, and soaring ceilings that elevate the sense of space and sophistication.The heart of the home is the breathtaking double-height family room, highlighted by floor-to-ceiling windows, and a dramatic walnut slatted feature wall-creating a true architectural statement. Walk out to a 650 sq.ft. oversized deck, perfect for seamless indoor-outdoor entertaining.The designer kitchen is a chef's dream, featuring premium cabinetry, granite countertops, and top-of-the-line appliances, flowing effortlessly into the principal living spaces. A dedicated main floor office adds convenience for modern living.The professionally finished lower level offers expansive recreation and entertainment areas, ideal for family gatherings or hosting guests.Outdoors, enjoy beautifully landscaped front and rear gardens with a full sprinkler system, interlocking stonework, and a private backyard retreat bathed in southern sunlight.Located just steps to top-ranked schools (Oakville Trafalgar High School, Maple Grove Public School) and the lake, parks, and downtown Oakville, this home represents a rare opportunity in one of Oakville's most prestigious enclaves.

1508 Oakhill Drive, Oakville

$3,649,000
5 Beds 5 Baths W13163910 MLS
Step into this newly constructed custom residence which showcases bespoke built-in cabinetry fine craftsmanship. Stately nine-foot ceilings on the first and second floors from the wood flooring to the large scale windows you will sense refinement. Cozy in floor heating throughout the basement and all stone floors on the main and second floor includes a decadent heated garage floor, meaning no need to bundle up to access the garage making it a functional space of the home. The property is consistent with creature comforts featuring dedicated upper and lower hvac systems, circulating instant hot water throughout, and three gas fireplaces. Included is a comprehensive security system with cameras. The exterior façade combines elegant stone elements with stunning composite wood features, oversized front landing, 4 season inviting back deck with it's own gas fireplace. Landscaping includes lighting with the addition of integrated driveway lighting to guide your way home. Luxury Certified.

540 Patricia Drive, Oakville

$3,599,999
5 Beds 6 Baths W13068536 MLS
Welcome to an exceptional custom-built luxury residence, where inspired architecture, (thoughtful design, and superior craftsmanship come together to create a home that is both elegant and functional. The grand foyer sets the tone, offering an impressive welcome into this truly distinguished home. Light, and architectural impact, the interior features a dramatic skylight that fills the home with natural light. The show-stopping 20 familyroom is highlighted by a stunning floor-to-ceiling porcelain fireplace, sophisticated yetinvitingatmosphere. The formal living room features 14' ceilings and expansive front-facing windows. The open-concept main level is enhanced by 10' ceilings, modern pot lighting, and |floor-to-ceiling windows, allowing sunlight to pour into every corner. Elegant wainscoting and custom wall panellin throughout the foyer, living room, family room, and staircase showcase the exceptional detail and craftsmanship found throughout the home. At the heart is a chef-inspired kitchen, designed for both everyday living. It features panel-ready Miele appliances, including ja refrigerator & appliances offering a seamless, built-in aesthetic. This well-planned kitchen providesanoutstanding layout, premium finishes, and a functional flow that opens directly to the backyard through sliding doors. Step outside to a covered rear patio, accessed from the kitchen, creating the perfect space for outdoor enjoyment. The fully fenced backyard ensures privacy, while the beautifully designed interlocked driveway and wrap-around hardscaping enhance curb appeal and durability, Car enthusiasts and active families will appreciate the extra-wide garage, designed to comfortably accommodate larger vehicles. A secondary rear garage door allows convenient access to the backyard-ideal for motorcycles or pets. The fully finished (basement continues the luxurious living experience, featuring large window wells for enhanced natural light, a stylish wet bar & full bath. You'll love it!

507 Wildwood Drive, Oakville

$3,598,000
5 Beds 6 Baths W13481348 MLS
Welcome to 369 Wade Street. This custom-built masterpiece spans over 5,500 square feet of immaculate living space, leaving absolutely no detail overlooked. It effortlessly checks every box for the modern luxury buyer: a turnkey build, a fully landscaped backyard with a pristine pool, a main-floor executive office, and an upper level where every bedroom features a private, dedicated ensuite with heated floors. The main floor makes an immediate impression with soaring 10-foot ceilings, a 16-foot formal living room, and a dramatic 21-foot grand great room that floods the principal spaces with natural light. Designed for both grand-scale entertaining and daily function, the main level features a commanding foyer, a private office, formal living and dining areas, and a chef's kitchen showcasing premium cabinetry, top-of-the-line Wolf and Sub-Zero appliances, and a dedicated breakfast area overlooking the pool oasis. Upstairs, four spacious bedrooms boast 10-foot ceilings, private ensuites, abundant natural light, and custom built-ins-led by a primary retreat with bespoke closets featuring integrated LED inlays, a spa-like ensuite with heated flooring, and a spacious upper-level laundry. The lower level offers exceptional versatility via an open-concept walk-up basement, complete with a sleek secondary kitchenette, two additional bedrooms, a full washroom, and a separate entrance. Located minutes from the QEW, 407, Appleby College, and Downtown Oakville, this home represents the pinnacle of modern luxury.

369 Wade Street, Oakville

$3,598,000
W13476786 MLS
An exceptional development opportunity in the heart of Downtown Oakville. Situated within the coveted CBD zoning district, this prime approximately 47.16 x 104.4 ft parcel offers outstanding potential for investors, developers, and end users seeking to capitalize on one of Oakville's most prestigious and walkable neighbourhoods. CBD zoning permits a wide range of residential, commercial, and mixed-use possibilities, including apartment, semi-detached, townhouse, and live-work dwellings, as well as business offices, retail stores, restaurants, hotels, medical offices, service commercial uses, and more. Surrounded by luxury residences, boutique commercial spaces, and established mixed-use developments, the property is just steps from the Oakville Marina, Lake Ontario, acclaimed restaurants, cafés, boutique shopping, and the vibrant downtown core. This highly desirable location offers a unique blend of waterfront living, urban convenience, and timeless charm. Extensive due diligence has already been completed, including previous site plan approval and a building permit for a proposed 4-storey condominium development. A rare opportunity to secure a premier Downtown Oakville parcel with exceptional long-term development potential in one of the GTA's most sought-after luxury markets.

132 Dunn Street, Oakville

$3,588,000
5 Beds 5 Baths W13494196 MLS
Welcome to 403 Willis Dr, where luxury is defined by thoughtful design, exceptional craftsmanship & spaces that are as functional as they are beautiful. Offering over 5,200 SF of impeccably finished living space, this custom-built residence is nestled among Oakville's finest estates, just minutes from the waterfront, blending smart home innovation w/ everyday comfort. A distinguished interior showcases hardwood floors, soaring ceilings & oversized windows that flood the home w/ natural light. Designed for effortless entertaining & comfortable living, the main level offers a formal living room, elegant dining room & inviting family room anchored by a gas fireplace. The gourmet kitchen is the heart of the home, featuring quartz countertops, premium Wolf appliances, a large centre island, W/I servery & bright breakfast area w/ seamless access to the covered outdoor living space. Above, a skylight brightens the upper level. Four spacious bedrooms include a luxurious primary retreat w/ W/I closet & spa-inspired 5-pc ensuite, while a second bedroom enjoys its own ensuite & the remaining bedrooms share a beautifully appointed bath. Below, the finished lower level offers exceptional flexibility w/ expansive rec space, 5th bedroom, full bath & dedicated office/flex room-perfect for multi-generational living, home theatre, gym, games lounge or private guest retreat. Step outside to a private backyard designed to extend your living space, featuring a covered patio for alfresco dining, summer entertaining or quiet evenings overlooking the landscaped grounds. Additional highlights include Russound whole-home audio, Hunter Wi-Fi irrigation (4 zones), YoLink leak detection, Ring alarm compatibility, smart locks, garage door openers/remotes & more! Ideally located minutes to Downtown Oakville, Lake Ontario, Bronte Harbour, Coronation Park, Glen Abbey Golf Club, reputable schools, boutique shopping, fine dining, Oakville GO, Hwys 403, QEW & 407.

403 Willis Drive, Oakville

$3,499,999
6 Beds 6 Baths W13241638 MLS
An Exceptional Investment And Future Development Opportunity In One Of Southeast Oakville's Most Coveted Neighbourhoods. Situated On An Expansive 15,000 Sq Ft Lot, This Rare Five-Unit Residential Property Offers Strong Immediate Income With Five Units Currently Tenanted. NOI Is $116,898. Extensively Updated Throughout, The Property Features Renovated Suites, All New Windows, Fresh Paint Throughout, New Exterior Stucco Completed In 2026, Five Fully Equipped Kitchens, Two Laundry Facilities, Split-System Heating And Cooling, Window Coverings, And Updated Light Fixtures. Beyond Its Impressive Cash Flow, The Property Presents A Unique Land Banking Opportunity On A Premium Lot Ideally Suited For A Future Luxury Custom Residence. Located Within Walking Distance To Highly Regarded Schools In The Prestigious Morrison Area And Surrounded By Some Of Oakville's Finest Custom Homes, This Property Offers The Rare Combination Of Immediate Revenue, Long-Term Appreciation Potential, And Future Redevelopment Possibilities In A Location Where Large Building Lots Continue To Grow In Demand And Scarcity.

1182 Linbrook Road, Oakville

$3,499,999
3 Beds 3 Baths W12779900 MLS
Set on a spectacular 0.566-acre lot, this property is enveloped by towering trees and lush gardens, and backing onto the tranquil Kings Park Woods. Offering nearly 25,000 sq. ft. of privacy and tranquility, this Muskoka-like retreat sits on one of Southeast Oakville's most prestigious streets. A generously sized interlocked driveway leads past the elegant front yard to an impressive 3-car garage. Lovingly maintained by the same family for over 40 years, the home is in pristine condition. The interior features expansive principal rooms, including formal living and dining spaces, a large kitchen with a breakfast area addition, and an open-concept family room-perfect for both day-to-day living and entertaining. A wealth of windows throughout brings in abundant natural light and frames beautiful views of the front streetscape as well as the forested backyard. With multiple fireplaces and hardwood floors throughout the main level, the home exudes warmth and charm. Convenient access to the garage is provided through the laundry room. Upstairs, the spacious primary suite is complemented by three double closets, built-in bookcases, a 3-piece ensuite, and additional flexible space. Two more generously sized bedrooms, along with a 4-piece bathroom featuring a jacuzzi tub, complete this level. The true highlight of the home is the backyard-a private oasis of mature trees, manicured gardens, and a well-positioned pool that basks in sunlight. A full irrigation system ensures the landscaping stays lush. Recent upgrades include a new roof, furnace, and electrical panel, while the garage boasts 50-amp service, ideal for a lift or electric vehicle charging. Walking distance to Oakville's top public and private schools, including OT and St. Mildred's, and just minutes to shopping, this property offers exceptional potential. Whether you choose to build a custom home or renovate and expand this charming residence, the large lot allows for endless possibilities.

1296 Cumnock Crescent, Oakville

$3,499,000
5 Beds 7 Baths W13584794 MLS
Welcome to an extraordinary custom residence in prestigious Oakville, where impeccable craftsmanship & thoughtfully designed interiors come together in exceptional fashion. Set on a 181-ft deep lot, this estate offers over 5,800 SF of finished living space for a lifestyle of sophistication & effortless entertaining. Inside, an open-concept layout showcases refined finishes & a striking custom glass-enclosed wine display adds an architectural statement. The family room impresses w/ a soaring coffered ceiling, floor-to-ceiling windows & custom built-in feature wall. 10-foot ceilings, eight-foot solid wood doors, rich hardwood flooring, custom millwork, designer lighting & integrated audio reflect the exceptional quality found throughout. The gourmet kitchen is designed for both everyday living & elegant entertaining, featuring premium built-in appliances, quartz surfaces, custom cabinetry, an oversized island, a walk-in servery & a sun-filled breakfast area overlooking the private backyard. Above, four spacious bedroom retreats each feature their own ensuite & closets. The primary suite offers a custom dressing room & a spa-inspired ensuite w/ heated floors, a freestanding soaker tub & an oversized glass shower. Below, the lower level ft soaring ceilings, oversized windows, a sprawling recreation lounge w/ a custom wet bar, a private guest suite w/ ensuite, a versatile gym/home office & abundant storage, offering an ideal opportunity for multi-generational living or future income potential. Wrapped in Indiana limestone & stucco, the striking exterior is complemented by a covered cedar-ceiling porch, an irrigation system & an expansive backyard with endless potential for a resort-inspired outdoor oasis. Perfectly situated moments from Lake Ontario, Bronte Harbour, reputable schools, scenic parks, boutique shopping, fine dining & highways 403, QEW & 407. Bonus value: the lower-level layout offers exciting potential for easy conversion to a future walk-out design!

390 Sandhurst Drive, Oakville

$3,499,000
5 Beds 5 Baths W13578190 MLS
A masterclass in modern luxury, this custom-built South Oakville residence seamlessly blends sophisticated design, cutting-edge smart-home technology, and exceptional craftsmanship. This stunning home features 5 bedrooms, 5 bathrooms, soaring 10' main floor ceilings, 9' second floor ceilings, and an impressive 18' family room with a dramatic three-sided gas fireplace. At the heart of the home is a designer kitchen showcasing premium Jenn Air Noir appliances, quartzite surfaces, custom cabinetry, an oversized island, walk-in pantry, and dedicated servery. The luxurious primary retreat offers a spa-inspired ensuite with heated floors, freestanding tub, and rain shower, creating the perfect private sanctuary. Premium white oak flooring, a floating staircase with glass railings, custom millwork, and designer finishes elevate every level of the home. The fully finished walkout lower level provides exceptional additional living and entertaining space, while integrated smart-home technology delivers modern comfort and convenience throughout. Step outside to a spectacular covered patio with cedar ceilings, gas fireplace, professional landscaping, illuminated walkways, and a private fenced backyard designed for year-round enjoyment. Additional highlights include a 400-amp electrical service, EV charger connection, Marvin Energy Star windows, and built-in home sound system and so much more. A rare opportunity to own a meticulously designed, technology-forward luxury home in one of Oakville's most sought-after neighbourhoods.

176 Weybourne Road, Oakville

$3,499,000
5 Beds 6 Baths W13527768 MLS
Welcome to 3119 Victoria Street, in Bronte Village of SouthWest Oakville. This exceptional custom-built David Small designed residence sits on a mature lot just 1 Block from Lakeshore Road. Completely renovated with uncompromising attention to detail, this remarkable home showcases timeless elegance and premium finishes throughout. Designed for luxurious living and effortless entertaining, the expansive open-concept layout with Glass Railings and Striking accent walls-flooded with natural light! The spectacular chef's kitchen features premium built-in appliances, an oversized Quartz centre island, and flows seamlessly into the spacious family room with a fireplace overlooking the private backyard retreat. The main-floor laundry room offers access to the double garage with Epoxy floors, custom Nuage cabinets and wall system. Rich hardwood floors flow through both upper levels, the 2nd level offers a luxurious primary suite with a spa-inspired five-piece ensuite and sleek custom closets, along with three additional generously sized bedrooms, each featuring its own private three-piece ensuite with heated floors. Lower level is completely finished including a spacious rec room with custom built-ins and wet bar, a fifth bedroom, Glass wall gym, 3 piece bathroom, all Deep windows and loads of storage. Ideal walk up with Hybrid Beachcomber Hot tub and more custom lighting. High end LED Lighting and window blinds-with remote controls! The resort-inspired backyard is truly exceptional, featuring extensive landscape lighting, covered and open entertaining terraces, a heated and air-conditioned studio/garden office, private putting green, Fire pit Table and landscaped grounds surrounded by custom Maintenance free Vinyl fencing for complete privacy. Elegant outdoor dining and Kitchen with Dekton Counter top and Nuage Cabinets completes this remarkable outdoor oasis! Steps to Bronte Harbour, Marina, Beach and Lake Ontario. Easy access to Hospital, GO Station and all Highways.

3119 Victoria Street, Oakville

$3,499,000
4 Beds 5 Baths W13456410 MLS
Welcome to an extraordinary custom-built contemporary residence in South East Oakville. Expertly designed by renowned architect David Small and built by Bachly Homes, this remarkable home offers over 5600 sq.ft of finished living space on a 78x146 lot, blending striking West Coast architecture with modern luxury. A dramatic two-storey foyer with soaring ceilings, expansive windows, an open-riser wood staircase, and private elevator sets the tone as you enter. The main level is designed for everyday living and entertaining, featuring a stunning great room with 13+ ceilings, a linear gas fireplace with reclaimed wood feature wall, and floor-to-ceiling windows that flood the home with natural light. The chef-inspired kitchen showcases premium built-in appliances, custom cabinetry, quartz surfaces, and an oversized island, seamlessly connecting to the dining area with a striking double-sided fireplace and full wet bar. A private office with custom built-ins and oversized laundry/mudroom with garage access complete the main level. Upstairs, the luxurious primary retreat features a spa-inspired ensuite with Toto Washlet, custom walk-in closet, double-sided fireplace, and private balcony overlooking the backyard. Two additional bedrooms each offer walk-in closets and ensuite access. The fully finished lower level is ideal for entertaining, complete with a recreation room, projector and oversized screen, glass-enclosed gym, fourth bedroom, full bathroom, and large sauna.Rough-ins for future heated floors add value.Step outside to enjoy a covered patio, hot tub, greenhouse, mature landscaping and backyard oasis.Features include a Tesla EV charger, sprinkler system, alarm system, new water heater (2025), and parking for 6 vehicles including a double garage.Located close to top-rated schools, parks, shopping, downtown Oakville, and the lake, this exceptional residence offers an opportunity to own a luxury home where timeless design meets modern living. Luxury Certified

2104 DEVON Road, Oakville