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$4,498,000
6 Beds 7 Baths W13800104 MLS
Set on a deep pool-sized lot in prestigious South Oakville, this custom-built estate offers over 8,500 SF of meticulously finished living space. A dramatic slab feature wall & oversized entry door make a striking first impression, introducing soaring ceilings, wide-plank oak flooring, architectural detailing & expansive windows that seamlessly connect indoor & outdoor living. The designer kitchen is a chef's dream, featuring state-of-the-art B/I appliances, an oversized island, quartz & natural wood surfaces, custom cabinetry, a full prep pantry, dedicated servery, & accordion windows that open directly to the backyard for effortless entertaining. Sun-filled principal rooms flow into a stunning family room anchored by a statement fireplace wall & a W/O to a covered rear portico, which includes its own fireplace, lounge, & dining areas overlooking the pool-ready backyard. A spectacular 22-ft office/library creates the ideal work-from-home setting. Upstairs, the luxurious primary retreat offers a fireplace, custom walk-in closet & spa-inspired ensuite w/ heated floors & a freestanding tub. Generous secondary bedrooms feature ensuite/semi-ensuite access, while the third-floor loft serves as a versatile guest retreat, executive lounge, studio, or additional bedroom w/ a wet bar, W/I closet & private ensuite. Recently completed, the lower level delivers a true lifestyle experience w/ multiple entertainment lounges, a designer wet bar/kitchenette w/ W/O access, a theatre/games room, sauna, wine cellar, guest suite, heated floors throughout & a spa-inspired bath w/ a double rainfall shower. Modern luxury meets everyday comfort w/ a newly installed elevator services all levels, multiple fireplaces, B/I speakers, smart home systems, EV charging rough-in, pet washing station, landscaped grounds & walkouts to multiple private decks. Ideally located near top-rated schools, boutique shopping, private clubs, Lake Ontario, Bronte Harbour & convenient access to the QEW & Hwy 403.

584 Fourth Line, Oakville

$3,899,999
5 Beds 6 Baths W13799022 MLS
Welcome to 517 Stafford Drive, where thoughtful design, modern luxury, and everyday comfort come together in the heart of Oakville.From the moment you step inside, this home makes an impression. A beautifully appointed foyer with marble inlays and custom lighting opens into bright, flowing living spaces designed for both elegant entertaining and comfortable family living. Built-in speakers and a fully integrated smart-home system put lighting, climate, sound, and security effortlessly at your fingertips.The formal dining room sets the stage for memorable evenings with a striking chandelier and custom wine display, while the private home office combines style and function with custom shelving and LED lighting.At the heart of the home is a chef-inspired kitchen featuring full-height cabinetry, integrated appliances, brass accents, and a showstopping Taj Mahal natural-stone waterfall island. The open-concept great room is equally impressive, with soaring 20-foot ceilings, a dramatic marble fireplace, and surround sound creating a warm yet sophisticated gathering space.Upstairs, the primary suite feels like a private retreat, complete with a spa-inspired ensuite, dual vanities, freestanding tub, and smart lighting. Additional bedrooms are thoughtfully designed with custom closets and private ensuites.The lower level is made for enjoying life at home, offering a private theatre, glass-enclosed gym, recreation room, designer wet bar, and cedar sauna-perfect for movie nights, entertaining, fitness, or simply unwinding.Outside, professionally landscaped grounds provide a peaceful setting to relax and entertain. All of this is just minutes from Oakville's sought-after amenities, including Upper Oakville Shopping Centre, Oakville Place, Farm Boy, Whole Foods, parks, trails, and highly regarded schools including Appleby College, Abbey Park High School, and Iroquois Ridge High School.

517 Stafford Drive, Oakville

$5,349,950
5 Beds 6 Baths W13798008 MLS
Welcome to 1529 Venetia Drive, a turn-key masterpiece in Oakville's Coronation Park. Set onmore than a third of an acre with 116 feet of frontage and a lot that deepens to 198 feet atits longest point, this residence offers an unparalleled family experience. This fullyautomated home features bespoke living with oak floors, an abundance of natural light and highend finishes throughout. Bright, serene and stylish, the gourmet kitchen features Thermadorappliances, a secondary catering kitchen and options for both formal and casual dining as wellas entertaining. Upstairs, four spacious bedrooms offer serene retreats with ensuite bathrooms,heated floors, and custom walk-in closets. The master suite's spa-like bath and softly litcloset impress. A private office and convenient laundry room complete the upper level. Thefinished basement includes an entertaining area, separate theatre, home gym and guest suiteoffering space for relaxation and self-care. The exterior more than impresses with beautifullylandscaped grounds surrounding a sparkling pool, entertainment decks, and a charming gazebo.Discover Coronation Park, where you're moments from the lake and minutes from top-tier privateschools, offering the perfect blend of luxury and convenience for you and your family.

1529 Venetia Drive, Oakville

$4,189,000
7 Beds 7 Baths W13796028 MLS
Welcome to 1399 Willowdown Road, an exceptional custom residence inspired by Frank Lloyd Wright's iconic Prairie designs, nestled on a spectacular ravine lot with a picturesque creek in prestigious South Oakville. Offering over 6,800 sq. ft. of beautifully finished living space, this remarkable home features 5 bedrooms upstairs plus 2 additional bedrooms in the finished lower level. The main floor impresses with soaring 10' ceilings, wide-plank oak flooring, custom millwork and an open-concept layout. At its heart is a chef-inspired kitchen with an oversized island, quartz counters, JennAir Professional Series appliances, extensive cabinetry and a butler pantry, opening to the expansive great room and breakfast area. Enjoy seamless indoor-outdoor living from the covered lanai with a fireplace and skylights overlooking the ravine. The finished lower level is designed for entertaining, featuring a dedicated home theatre, billiards and recreation areas, exercise room, 2 bedrooms and a full bathroom. Additional highlights include Lutron lighting automation, remote-controlled blinds, built-in ceiling speakers, multi-camera security, illuminated stair treads, 9' upper-level ceilings and a double garage. Just steps from Coronation Park and Lake Ontario, and minutes to top schools, shopping, dining and GO Transit. A truly rare offering combining architectural distinction, exceptional space and ravine-side privacy.

1399 WILLOWDOWN Road, Oakville

$3,500,000
4 Beds 6 Baths W13795916 MLS
Discover approximately 5,900 square feet of luxurious living in this exceptional custom home. Soaring 10-foot ceilings and elegant 9-inch baseboards grace the main level, complemented by a gorgeous white kitchen outfitted with built-in Wolf and Sub-Zero appliances.Upstairs, 9-foot ceilings create an airy sense of space throughout. Each generously sized bedroom features its own ensuite bath with heated flooring, while the expansive primary suite impresses with an incredible walk-in closet and a luxurious ensuite.Enjoy indoor-outdoor living with two covered terraces, and a beautifully finished basement with a walk-up to a private, pool-sized backyard - perfect for entertaining or future outdoor projects.A rare opportunity to own a truly move-in-ready luxury home in one of Oakville's most sought-after neighbourhoods.

1410 Stanbury Road, Oakville

$3,788,000
5 Beds 6 Baths W13794966 MLS
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.

1479 Briarwood Crescent, Oakville

$3,199,000
5 Beds 7 Baths W13794858 MLS
Some homes are found. This one is discovered. Tucked away on one of Falgarwood's quietest streets, surrounded by mature trees, new builds and walking trails, 1277 Hillview Crescent is Oakville's best kept architectural secret: a custom residence with 4,725 sq ft, 5 bedrooms and 7 bathrooms. Main floor: 11.5 foot ceilings, double-height foyer, 4 skylights, floor to ceiling glazing, and 10 foot aluminum front door with 3 point locking system. Large format sintered stone flows from exterior façade through main floor, basement/front porch, with sintered stone countertops/fireplace surrounds, extensive custom millwork, integrated doors with concealed hinges, and imported European doors with concealed hinges. Main floor office suite has ensuite and separate exterior access for private office, guest suite or fifth bedroom. Solid iron staircase with open risers and crystal clear glass treads has integrated LED lighting at every step and handrail; visible through expansive walls of glass, an architectural centrepiece visible from interior/exterior. Upstairs: primary bedroom with hidden closet and custom stone sink ensuite; 2 additional bedrooms, each with its own 3 piece/4 piece ensuite and integrated custom closets; dedicated laundry room, 19mm engineered hardwood, nearly double standard thickness, throughout. Lower level: glass enclosed gym with shock absorbing rubber flooring, custom built-in infrared sauna, media room ready for theatre addition, guest suite with 3 piece ensuite, second 2 piece bathroom, and second washer/dryer. Also: enhanced basement insulation, added sound insulation and insulated doors at every bedroom, triple glazed aluminum windows, 2 independent air conditioning zones, built-in interior/backyard audio, full smart home integration with electric blinds, commercial grade garage door opener, and provisions for future second floor terrace off primary bedroom. Architectural statement, perfected down to the last detail, waiting to be discovered.

1277 Hillview Crescent, Oakville

$1,949,999
8 Beds 6 Baths W13793472 MLS
Welcome To This Rare Gem In The Highly Sought-After Clearview Neighbourhood! Offering Over 5,000 Sq. Ft. Of Beautifully Designed Living Space, This Exceptional Home Features Hardwood Flooring Throughout The Main Floor And Elegant Colour-Changing Pot Lights Across The Home. Designed For Comfortable Family Living, The Main Floor Offers Two Spacious Family Rooms, Providing Plenty Of Space For Entertaining, Relaxing, Or Creating Separate Gathering Areas. One Family Room Features A Fireplace And Access To The Deck. The Kitchen Includes Granite Countertops, Stainless Steel Appliances, A Bright Breakfast Area With Large Windows, And A Patio Door With Walkout To The Deck And Backyard. The Oversized Living And Dining Rooms Provide Additional Space For Family Gatherings And Entertaining. Main-Floor Laundry Offers Direct Garage Access, Extra Closet Space, And A Convenient Side-Door Entrance. The Second Floor Features Generously Sized Bedrooms, Three Bathrooms, And Abundant Closet Space. The Primary Bedroom Offers A Walk-In Closet And A Luxurious 4-Piece Ensuite With A Soaker Tub And Separate Shower. A Separate Entrance Leads To Two Self-Contained 2-Bedroom Apartments, Providing Excellent Rental-Income Potential Or Flexible Space For Extended Family. The Basement Features Egress Windows, Soundproofing, And A Fire Alarm System Connected Throughout The Entire Home. The Furnace Room Is Equipped With A Safety Auto Shut-Off And Sprinkler System. Step Outside To A Huge Private Backyard Featuring A Relaxing Hot Tub, Deck, And Patio-Perfect For Entertaining Family And Friends. Situated In A Prestigious, Family-Friendly Community Close To Top-Rated Schools, Parks, Trails, Shopping, Restaurants, Public Transit, And Major Highways. This Property Offers A Rare Combination Of Luxury, Functionality, Space, And Investment Potential. A Truly One-Of-A-Kind Home That Is Not To Be Missed!

2776 Rosewood Lane, Oakville

$2,249,000
6 Beds 6 Baths W13792636 MLS
Welcome to this extensively renovated luxury home in Oakville's prestigious Glen Abbey community, offering over $400,000 in premium upgrades & exceptional resort-style living. This stunning 4+2-bedroom, 6-bathroom home with a professionally finished basement is ideally located steps to parks, trails & schools within the highly acclaimed Abbey Park High School catchment. Close to the Glen Abbey Community Centre, Oakville Hospital, shopping, restaurants, GO Station, & highways. Outstanding curb appeal features towering evergreens, illuminated stone entrance, soffit lighting, a new double-wide interlocking driveway (2026) for 4 cars plus a double garage. The spectacular private backyard is an entertainer's dream with a heated saltwater pool, extensively renovated in 2026 with three illuminated waterfalls, built-in Jacuzzi, stone outdoor kitchen with a sink, Napoleon fridge, gas BBQ, custom gazebo, lounge with gas fireplace & TV feature wall, lush gardens & new side gates. Smart-home technology controls security, alarm, garage doors, HVAC, lighting & automated blinds. Interior upgrades include new cherry-stained oak hardwood flooring, curved staircase with modern balusters, pot lights, new entrance tiles, water softener, whole-home water purification system, automatic blinds & custom draperies (2026). The elegant layout offers a grand two-storey foyer, formal living & dining rooms, a private office, mudroom, spacious family room with new electric fireplace, & a beautiful eat-in kitchen with granite counters, island, breakfast bar, quality cabinetry, premium stainless steel appliances & walkout to the backyard oasis. Upstairs offers four generous bedrooms & three luxurious bathrooms, including a lavish primary retreat with two walk-in closets & a spa-inspired 5-piece ensuite. The finished lower level features a recreation/games room, two additional bedrooms, two 3-piece bathrooms & laundry, creating the perfect blend of luxury, functionality & family living.

2143 Brays Lane, Oakville

$4,595,000
6 Beds 6 Baths W13789884 MLS
Beautifully built and impeccably finished, this custom residence offers more than 6,700 square feet of living space in one of Oakville's most sought-after neighbourhoods. Stone construction, a solid wood entry door, heated garage floors, and timeless architectural detailing set the tone for the quality found throughout the home. Inside, the foyer features heated marble tile, plaster crown mouldings, poplar baseboards, and sightlines that lead into bright, open spaces. A dramatic dining room anchors the main level with a soaring skylight, custom wall panelling, integrated speakers, and carefully curated lighting. The chef's kitchen is designed with extensive custom cabinetry, quartz countertops, a large island, and easy flow to the family room. The servery and mudroom connect seamlessly; each finished with thoughtful storage and heated floors. Upstairs, all four bedrooms are generously scaled and feature private ensuite baths. The primary suite includes a fireplace, custom walk-in closet, and a beautifully coordinated ensuite with heated floors, a freestanding tub, glass shower, and frosted-glass water closet. A full-size laundry room with cabinetry and folding space completes this level. The lower level offers exceptional versatility with radiant in-floor heating, two additional bedrooms, a three-piece bath with sauna, a recreation room with fireplace, a wet bar/kitchen setup, and a dedicated theatre room beneath the back porch. Wide walk-up access brings in natural light and creates an ideal in-law or extended-family space. Outdoors, the large stone terrace features a gas fireplace and outdoor kitchen with built-in BBQ, extending the home's entertaining potential. Motorized blinds, CAT-6 wiring, solid core doors, and an oak staircase with glass panels highlight the home's elevated craftsmanship. With top-ranked schools, shopping, GO access, and major highways nearby, this is a quality home in a prime location.

481 Chartwell Road, Oakville

$3,289,900
6 Beds 7 Baths W13779762 MLS
Experience exceptional West Oakville living in this custom-built residence designed by renowned local architect Joris Keeren. Set on a rare pie-shaped lot widening to 97 feet at the rear, the home offers more than 6,000 sq. ft. of thoughtfully designed, light-filled living space.A dramatic 20-foot foyer introduces the main level, where the chef's kitchen features a striking T-shaped island, professional-grade appliances, and a walk-in pantry with a dedicated servery. The spectacular Great Room boasts 18-foot ceilings and opens to a cedar-lined covered porch-an inviting four-season retreat complete with a built-in BBQ, task sink, and double-sided gas fireplace.Upstairs are four generous bedrooms, including a luxurious primary suite with a custom walk-in closet and spa-inspired five-piece ensuite. A well-appointed laundry room with a steam styler adds everyday convenience.The lower level is designed for entertaining, featuring radiant in-floor heating, a wet bar with wine display, and a fully equipped home theatre with Control4 automation, projector, and included seating. Ideally located minutes from Appleby College, excellent schools, and the lake, this remarkable residence pairs architectural distinction with refined family living.

528 Wellington Crescent, Oakville

$2,999,000
5 Beds 7 Baths W13779300 MLS
There Are Homes That Impress, & Others That Linger Long After You've Left. This Newly Built Oakville Estate, Inspired By Classic European Manor Design, Is Unmistakably The Latter. From Arrival, The Facade Sets A Tone Of Quiet Grandeur, Where Symmetry Is Defined By Stately Columns, Arched Windows, & Intricate Stonework, Blending Timeless Craftsmanship W/ Modern Refinement. A Striking Dbl Glass-Door Entry Welcomes You Inside, Where Nearly 6,000 Sqft Unfold W/Intention & Ease. The Marble Foyer Introduces A Refined Palette That Carries Through Rich Hrdwd & Granite Finishes. Beyond, The Living & Great Rms Feature Soaring 23' Ceilings & Expansive Walls Of Glass, Filling The Home W/Natural Light & Creating A Seamless Sense Of Openness. Coffered Ceilings W/LED Cove Lighting, Built-In Speakers, & Recessed Illumination Add A Sophisticated Contemporary Layer Throughout. At The Heart Of The Home, The Kitchen Balances Beauty & Function W/ Built-In Appliances, Quartz Countertops, Custom Cabinetry, & An Oversized Isl& Designed For Gathering & Entertaining. The Upper Lvl Is Anchored By A Skylit Hall & Seamless Glass Railings Leading To The Serene Primary Suite. Here, A Curved Sitting Area Enhances The Sense Of Space, While The Spa-Inspired Ensuite Offers Marble Flrs & Walls, A Freestanding Tub, Rainfall Shower, & Dbl Vanity. A Custom W/I Closet Completes The Retreat. Bdrms Two, Three, & Four Each Feature Their Own Ensuite & Custom Storage. The Finished Lwr Lvl Extends The Living Space With A Bdrm, Full Bath, Living Area, Second Kitchen, & Walk-Up Access, Ideal For Multi-Generational Living Or Extended Stays. Outdoors, A Stone Patio, Lush Green Space, & Fireplace Create An Inviting Setting, W/ Permit Already In Place For A Future Pool. Perfectly Located Mins From The 403, Top Schools, Shopping, & Dining, This Residence Offers Both Convenience & Prestige. A Rare Blend Of Timeless Elegance & Modern Luxury, Crafted For Elevated Everyday Living.

321 Morden Road, Oakville

$6,399,998
6 Beds 8 Baths W13777260 MLS
Welcome to an approx. 7,500 sq ft of exceptional living in Southeast Oakville! Set on a professionally landscaped almost half-acre lot in the prestigious Eastlake, this custom Hightower-built estate offers thoughtfully designed, luxurious space. The crown jewel of the home is a newly upgraded, million-dollar backyard oasis. Including a 600 sq ft covered patio with a built-in kitchen with a Napoleon BBQ, a gas fireplace, a saltwater pool with spillover spa, a dedicated play area, and lush perennial gardens. Retreat to an 800 sq ft primary retreat, delivering privacy and true wow factor with vaulted ceilings, two-sided fireplace, wet bar, sitting area, boutique walk-in closet, and a spa-like ensuite featuring heated floors, a soaker tub, and a glass shower. The main floor is designed for both grand entertaining and everyday comfort with natural light pouring through oversized windows. Interior features include 10-foot ceilings, chevron-patterned wide plank hardwood, LED pot lights, built-in speakers, and designer chandeliers. The chef's kitchen is finished in dual-tone lacquered cabinetry with Caesarstone counters, premium Dacor appliances, a bright breakfast area, and a butlers server that connects to the sophisticated dining room. A sleek linear fireplace anchors the family room. The home office stands out with 15-foot cathedral ceilings, a fireplace, custom built-ins, and a walkout to the gardens. Above, you'll find three generously sized bedrooms, each with radiant heated ensuite baths and custom closets. Downstairs, the walk-up lower level is built to impress with a full wet bar, wine cellar, large rec room, two guest bedrooms, a gym with cushioned flooring, cedar infrared sauna, and a new two-tiered home theatre. Additional features include a Control4 smart home system, a two-car garage with car lift potential, and a location just minutes from top-rated public and private schools, lakefront parks, downtown Oakville, and QEW access for a seamless Toronto commute.

231 Wedgewood Drive, Oakville

$3,999,990
6 Beds 6 Baths W13776572 MLS
Welcome to 2115 Rebecca Street, a masterfully crafted custom luxury estate nestled in one of South Oakville's most coveted and prestigious neighborhoods. This extraordinary natural stone residence is a showcase of timeless architecture, impeccable craftsmanship, and uncompromising attention to detail. From its striking curb appeal to its thoughtfully curated interiors, every element has been designed to deliver an elevated living experience. Offering 4+2 bedrooms, 6 spa-inspired bathrooms, a private executive office, and five fireplaces, this exceptional home seamlessly blends sophistication with modern family living. At the heart of the residence lies a breathtaking chef's kitchen, exquisitely appointed with Quartz Calcutta countertops, custom millwork, premium Wolf and Sub-Zero appliances, an oversized island, and a walk-in pantry worthy of a luxury magazine feature. Sun-drenched principal rooms, soaring ceilings, extensive custom finishes, and integrated surround sound throughout create an atmosphere of effortless elegance, ideal for both grand-scale entertaining and intimate family gatherings. The fully finished walk-out lower level offers unparalleled versatility, featuring two additional bedrooms, a second kitchen, home theatre, and space perfectly suited for multi-generational living, guests, or a private retreat. Outside, professionally landscaped grounds provide a serene backyard sanctuary complete with an outdoor fireplace and endless possibilities for a resort-inspired pool oasis. A spacious two-car garage and parking for up to eight vehicles complete this remarkable offering. Perfectly positioned just minutes from downtown Oakville and the waterfront, this distinguished residence presents a rare opportunity to own a truly exceptional luxury home where refined design, elevated comfort, and an enviable lifestyle converge. View the attached floor plan to see the excellent flow of this home.

2115 Rebecca Street, Oakville

$7,188,000
5 Beds 7 Baths W13776348 MLS
Crafted by the celebrated designer Gren Weis, this extraordinary estate stands as a testament to architectural brilliance, delivering more than 10,000 square feet of refined living across an expansive half-acre property in one of Oakville's premier lakeside enclaves. Every detail reflects master-level craftsmanship, highlighted by dramatic soaring ceilings, rich custom millwork, and an effortless layout designed to host grand gatherings or intimate family moments with equal grace. The main living areas transition smoothly into generously proportioned rooms filled with natural light. On the upper level, the home features private suites for all bedrooms, each accompanied by its own dedicated luxury ensuite bath. The lower level serves as an elite entertainment retreat, thoughtfully appointed with a climate-controlled wine cellar and a private cinematic theatre room that provides an immersive movie-going experience right at home. Outdoors, the resort-style grounds unfold into a breathtaking private sanctuary. Covered stone terraces provide space for year-round alfresco dining, complete with a fully equipped built-in outdoor kitchen and a resort-inspired luxury cabana. Meandering through the lushly planted mature gardens, a picturesque bridge crosses a natural stream, all beautifully illuminated in the evenings by custom accent landscape lighting. At the front of the property, a classic tier-inspired fountain and meticulous stonework set a commanding tone, bestowing the residence with an unmistakable and distinguished street presence on a prominent Oakville avenue. Located just moments from the region's highest-ranked public and private academies, this landmark residence seamlessly harmonizes timeless architectural prestige, modern everyday comfort, and sheer sophistication in an unrivaled setting. Luxury Certified

1081 Argyle Drive, Oakville

$3,999,000
6 Beds 7 Baths W13772104 MLS
Brand new, never lived in, and exceptionally located within walking distance of Downtown Oakville, this home offers a rare opportunity to enjoy a newly built luxury residence in one of the town's most established neighbourhoods. Designed by Keeren Design with interiors by Kate + Co, the home sits on a generous 70' wide property and offers over 3,600 square feet above grade. Thoughtfully designed across three finished levels, it pairs transitional architecture with warm, sophisticated interiors defined by soaring ceilings, expansive windows, custom millwork and a refined palette of natural wood, stone and plaster. The main level balances formal and casual living with an elegant dining room and an open-concept kitchen and family room. The custom kitchen features extensive cabinetry, integrated top-of-the-line appliances, a large island and separate servery with walk-in pantry. Beyond, the dramatic two-storey family room is filled with natural light and anchored by a beautiful plaster fireplace. A covered rear terrace extends the living space outdoors with separate dining and lounging areas centred around a two-sided gas fireplace, overlooking the backyard. Upstairs, the primary suite features a luxurious ensuite and extensively fitted dressing room. Each additional bedroom enjoys its own ensuite, while laundry is conveniently located on this level. The finished lower level offers a large recreation area with fireplace, wet bar, two additional bedrooms and bathrooms, gym, large windows and a walk-up to the rear yard. Downtown Oakville is an easy walk from your front door, with shops, restaurants, cafes and the waterfront close by. Kerr Village, parks and lakefront trails are also nearby, offering an exceptional walkable lifestyle and the ease of a brand-new home in an established Oakville neighbourhood.

61 Highland Road, Oakville

$3,250,000
5 Beds 6 Baths W13771750 MLS
EXCEPTIONAL RIVER OAKS RETREAT WITH A PRIVATE BACKYARD OASIS BACKING ONTO LIONS VALLEY PARK AND SIXTEEN MILE CREEK! RARE THREE CAR GARAGE! Situated on a quiet cul-de-sac, this impressive residence delivers an exceptional lifestyle where everyday living feels like a private resort. The professionally landscaped backyard is the showpiece, featuring an inground pool framed by a natural stone surround, raised TimberTech composite deck (2020), lush gardens, mature trees, and towering cedars creating an extraordinary sense of privacy. With direct access to Lions Valley Park and Sixteen Mile Creek, this is a spectacular setting for summer entertaining, poolside gatherings, outdoor dining, and relaxed family living. Inside, the main level offers a living room with soaring 18' decorative ceiling and gas fireplace, elegant dining room, den with vaulted ceiling, and a dedicated home office. The stunning gourmet kitchen features refinished maple cabinetry (2019), granite countertops, stainless steel appliances, pantry, centre island, and bright breakfast area with built-in dining table and walkout to deck. The primary bedroom offers two walk-in closets and a five-piece ensuite renovated in 2025 with a glass shower, dual sinks, and dual toilets. The professionally finished walkout lower level offers excellent potential for an in-law or nanny suite. Highlights include 9' ceilings throughout all three levels, hardwood staircase (2025), windows (2019), front and back doors (2015), furnace and central air (2020), roof replacement with an outdoor heating element on lower roof (2015), inground sprinkler, and incredible curb appeal with an attractive stone and brick exterior. Close to trails, Sixteen Mile Sports Complex, private schools, shopping, restaurants, Glen Abbey Golf Club, transit, highways, and GO Train. A rare opportunity to enjoy exceptional family living, a resort-inspired backyard, and a remarkable sense of privacy in one of River Oaks' most coveted settings.

1036 Valley Crest Circle, Oakville

$2,358,000
6 Beds 6 Baths W13771166 MLS
NOT A COOKIE CUTTER HOME. .ONE OWNER HOME... Welcome to 3338 Fox Run Circle-where success feels right at home. Modified Builder's Plans! Spacious 2 storey; Main floor boasts of 9ft ceiling with gleaming hardwood floors. Generous 5 bedrooms on 2nd floor. Circular staircase on 3 levels. THIS ISN'T JUST A HOME IT'S A STATEMENT. Nestled on one of Oakville's most desirable streets in LAKESHORE WOODS, this exceptional residence is designed for those who appreciate quality, success, and lifestyle. Elegant spaces that impress guests yet feel effortlessly comfortable, reflecting pride of ownership and every detail enhances daily living. Whether you're entertaining in style, enjoying quiet evenings with family, or simply taking pride in owning a home that stands above the rest, this is where your next chapter begins. LAKESHORE WOODS is close to top-rated schools, APPLEBY COLLEGE, SHELL PARK, NEWLY DEVELOPED BEACHES, TRAILS. You'll enjoy the perfect balance of prestige and convenience. Featuring a 3 car tandem garage. Extended driveway to accomodate another 3 car parking. NO KITEC PLUMBING. New Costco now under construction.

3338 Fox Run Circle, Oakville

$5,190,000
6 Beds 8 Baths W13770700 MLS
SPECTACULAR CUSTOM-BUILT MODERN FARMHOUSE BY RICHCO DEVELOPMENT IN PRESTIGIOUS SOUTH-EAST OAKVILLE! Situated on an exceptional 79' x 151' mature lot, this newly constructed residence offers approximately 7,000 sq.ft. of exquisitely designed living space across all levels, including an impressive walkout lower level. Thoughtfully designed for both refined everyday living and grand-scale entertaining, this extraordinary home features elevator access to all three levels, soaring ceiling heights, extensive natural stone finishes, and expansive walls of glass throughout.The breathtaking family room showcases a dramatic 23-foot feature wall, heated flooring, a remarkable custom crystal chandelier inspired by the iconic Waldorf Astoria lobby, and a stunning floor-to-ceiling glass curtain wall. The designer kitchen is anchored by two oversized islands, premium Sub-Zero and Wolf appliances, and a fully equipped chef's kitchen, creating the perfect setting for everyday living and entertaining.The upper level is highlighted by a spectacular skylight and luxurious bedroom suites, while the walkout lower level offers exceptional additional living space complete with a sauna, steam room, jacuzzi, and a dedicated theatre room.Bi-fold doors open seamlessly to a covered porch overlooking the expansive backyard with pool potential. Surrounded by mature trees and located moments from top-rated schools, parks, and the lake, this extraordinary residence offers a rare combination of scale, craftsmanship, architectural sophistication, and timeless elegance in the heart of South-East Oakville.

1477 Duncan Road, Oakville

$2,098,800
6 Beds 6 Baths W13770214 MLS
Stunning Extensively updated sun-filled home in Prestigious Lakeshore Woods in Oakville on a Premium corner lot with extra wide frontage. Withsolid brick exterior and Custom double front door, this home welcomes you into a bright and inviting main floor. It offers 3301sqft (abovegrade)& 1534 sqft (basement)of Elegant livings pace. Formal spacious living room , Separate Dining room, Gourmet Chefs Kitchen with Amplestorage, a grand peninsula island with seating, Stainless steel appliances including a gas stove, built-in microwave, and oven. Family Roomboasts a Cathedral Ceiling with Soaring Windows, built-in cabinetry including a two-sided gas fireplace shared with the main floor office. ModernLaundry room with new washer/dryer and a bench. 2nd Floor features An expansive primary bedroom with new TV cabinets and closets, Walk-incloset, and luxurious 5-piece ensuite, plus three additional spacious bedrooms each with ensuite. Fully Finished Basement Includes twobedrooms with ensuites, a large recreation area, a separate kitchen, laundry room, and an additional 2-piece bathroom. Imported light fixtures,new engineered hardwood floors through out (2026).With a double-car garage and an extra wide driveway for 3 cars, this home provides ampleparking. Professionally completed interlocking at front, backyard and side yard. The backyard and side yard is your dream outdoor space withbeautiful trees, new grasses (2025), new gazebo (2025), standard size badminton court (2025), lots of space to add your dream features(sunroom, outdoor kitchen, shed, etc). A rare find large lot in Lakeshore Woods (6200 sqft). Great location, close to highway, schools, shoppingcenters, walking distance to trails, parks (shell park, nautical park, village wood park, shell park dog parks, and beach at south shell park.

238 Nautical Boulevard, Oakville

$3,359,000
5 Beds 6 Baths W13765006 MLS
Welcome to this exceptional custom-built residence where luxury, comfort, and thoughtful design come together. Offering 4+1 spacious bedrooms, 5 full bathrooms, and a convenient main-floor powder room, this home is perfectly suited for both family living and entertaining. The heart of the home features a stunning chef's kitchen equipped with premium JennAir appliances, including a sleek induction cooktop, blending style and performance for everyday cooking and special occasions alike. Designed for year-round comfort, the home includes forced-air heating, central air conditioning, a tankless water heater, and a central vacuum system. The primary ensuite provides a spa-like retreat with a luxurious heated bathroom floor, while the fully finished basement features radiant heated floors for added warmth and comfort. Step outside to your own private backyard oasis featuring a heated saltwater pool, underground sprinkler system, and a covered rear porch-perfect for relaxing or entertaining throughout the seasons.Additional premium features include vinyl windows, custom remote-controlled blinds, and a double-car custom-finished garage complete with built-in storage and remote door openers. A rare combination of elegance, efficiency, and modern convenience, this outstanding property offers an elevated lifestyle in every detail.

1189 Tisdale Street, Oakville

$4,150,000
4 Beds 6 Baths W13761512 MLS
A reimagined historic farmhouse that blends timeless architectural charm with warm natural finishes and a soft colour palette. This heritage home offers over 7,000 square feet of luxury living space, where timeless character and sophisticated modern design come together seamlessly. Every detail, from the craftsmanship to the carefully curated finishes, has been completed to an exceptional standard. Elegant design elements include wide oak plank flooring, black accent hardware, shiplap detailing, and a striking open staircase with tempered glass railings. The chef-inspired kitchen is designed for both everyday living and entertaining, featuring professional-grade appliances, a large centre island, custom cabinetry, and quartz countertops. The kitchen flows seamlessly into the oversized great room highlighted by expansive architectural Kolbe windows, a coffered ceiling, and a dramatic five-foot gas linear fireplace with a steel surround. Automated blinds and lighting enhance the main floor living ares. A separate living room offers inlaid herringbone oak flooring and access to the wraparound covered verandah. Upstairs, the impressive hallway showcases 14-foot ceilings and oversized skylights, leading to four spacious bedrooms, each with a private ensuite featuring heated floors. The primary retreat includes a generous walk-in dressing room and a spa-inspired five-piece ensuite complete with a freestanding tub, double vanity, heated porcelain floors, heated towel rack, and glass enclosed walk-in shower. The fully finished lower level offers a spacious recreation area with 9-foot ceilings, home gym area, wet bar, 3-piece bathroom, and roughed-in theatre room. Additional highlights include a centrally heated garage equipped with two EV chargers. Outside, the beautifully landscaped property features perennial gardens, a covered terrace, and a circular driveway. Ideally located across from Appleby College, a short walk to the lake and moments from downtown Oakville.

489 Lakeshore Road W, Oakville

$2,790,000
5 Beds 6 Baths W13761278 MLS
On rare occasion, a truly exceptional residence becomes available in Oakville.Situated mere steps from two of the provinces most respected elementary and secondary schools, and minutes from Appleby College, one of the worlds most distinguished private institutions, 370 Christina Drive is nestled on a serene, tree-lined street in a coveted postal code once defined by Environics as Wealthy and Wise. Just moments from the shimmering shores of Lake Ontario, the boutique allure of Kerr Street Village, and one of the most picturesque and desirable downtowns in all of Ontario, this is more than a home, it is a lifestyle reserved for the discerning few. Designed by award-winning architect, Neil MacDonald, this custom-built 4+1 bedroom home offers 4,922 of liveable sqft and is the perfect blend of sophistication and low-maintenance luxury. Ideal for families seeking room to grow or downsizers looking for elegance without compromise. A rare and highly desirable main floor primary suite with walk-out access to the professionally landscaped backyard offers a sense of tranquility and privacy rarely found, making it ideal for both families and down-sizers. The heart of the home is a sun-drenched open concept kitchen and family room, anchored by a cozy gas fireplace - perfect for everyday living and entertaining. A spacious formal dining room adds elegance for special gatherings, while a dedicated main floor office offers the perfect work-from-home solution. Upstairs are three generously sized bedrooms and two full bathrooms, providing ample space for children or guests. Each room is thoughtfully appointed to offer both comfort and function. Step outside to a meticulously landscaped backyard oasis designed for effortless enjoyment. Featuring "Tuff Turf" artificial grass, low-maintenance foliage, and a state-of-the-art outdoor kitchen complete with a built-in barbecue, breakfast griddle, and stone countertop - this space is the premiere backyard to host this summer! Welcome home.

370 Christina Drive, Oakville

$10,950,000
5 Beds 7 Baths W13754954 MLS
Experience breathtaking, panoramic views from this stately lakefront estate, a true sanctuary of elegance and tranquility. Nestled on an expansive 3/4 acre lot, this rare gem boasts an impressive 100 feet of private lake frontage with riparian rights, ensuring unobstructed access to the shimmering waters of Lake Ontario. Spanning 5,800 sq. ft. (excluding the basement), this residence is designed for those who appreciate refined living and timeless sophistication. Step through the grand foyer into an atmosphere of classic luxury, where generous principal rooms flow effortlessly, highlighted by exquisite hardwood flooring and elegant finishes. Two stunning solariums maximize the lake's mesmerizing vistas, creating sun-drenched spaces perfect for relaxation and entertaining. The gourmet kitchen is a chef's dream, featuring a sprawling marble-topped island and an open layout designed for both functionality and style. Upstairs, five spacious bedrooms await, including the lavish primary suite, a private retreat with His & Hers walk-in closets and a spa-like 6pc ensuite bath. A versatile bonus room above the garage offers the perfect hideaway for a teen retreat, nanny suite, or home office. Outdoors, the beautifully landscaped backyard is an entertainer's paradise, complete with a sparkling inground pool, a picturesque patio, and the lake's serene backdrop enhancing every moment. A private gate leads directly to the lush surroundings of Gairloch Gardens, adding to the home's enchanting setting. Located in one of Oakville's most prestigious neighbourhoods, this exceptional property is just minutes from top-rated schools, fine dining, and the boutique shopping of Downtown Oakville. A rare opportunity to own a piece of lakeside luxury.

16 Ennisclare Drive W, Oakville

$4,898,000
5 Beds 7 Baths W13754410 MLS
Tucked away on a private road, south of Lakeshore, neighbouring distinguished Appleby College, The Enclave offers a blend of luxury, privacy, & timeless design in one of Oakville's most coveted neighbourhoods. Situated on the largest of only 5 lots of unparallelled privacy. Flanked to the west is Appleby College's soccer fields, and putting green to the south. Showcasing over 6,800sqft of exquisitely finished living space w 10' ceilings on all levels. Extensive custom millwork, & intricate wall panelling create an atmosphere of sophistication throughout. Custom 'Top Notch' Cabinetry features a 13ft island w walnut base, 2 dishwashers, 6 burner gas range with 2 ovens, & built-in work space for studies. 2nd lvl is anchored by an impressive primary retreat featuring a spacious walk-in dressing room and a luxurious spa-inspired ensuite. Three additional generously proportioned bedrooms, each appointed with their own private ensuite bathroom, provide exceptional comfort & privacy for family and guests alike. fully finished lwr lvl is the perfect extension of the home's luxurious living space & features in-floor heating, a spacious 5th bdrm/office w custom built-in shelving w/a private ensuite, a dedicated theatre room, an expansive games and entertainment area with pool table and wet bar, & a striking glass-enclosed fitness studio. Outside, a resort-inspired backyard oasis awaits. Professionally landscaped gardens surround a Gibsan swimming pool, while multiple outdoor living spaces provide the perfect setting for relaxation and entertaining. Enjoy summer evenings beneath the covered flagstone terrace featuring an outdoor television, gas BBQ, and elegant dining area. Perfectly enveloped by one of Canada's most prestigious educational institutions, the lake, downtown Oakville, renowned dining, boutique shopping, and waterfront trails, this exceptional residence offers a rare opportunity to experience luxury living at its finest. This is a home that truly stands apart.

456 Lakeshore Road W, Oakville

$7,250,000
7 Beds 9 Baths W13749712 MLS
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 include: 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.

84 Pebbleridge Place, Oakville

$5,900,000
6 Beds 8 Baths W13735244 MLS
Extraordinary custom smart home offering over 8700sqft luxury living space (5711 sqft above grade as per MPAC) on one of Oakville's most prestigious and sought-after streets. Situated on a rare 100 x 200 west-facing premium lot, with soaring 10ft high ceilings, 4+2 bedrooms/8 bathrooms/3 car garage, this home has been thoughtfully designed with exceptional attention to detail, blending timeless elegance with modern convenience.Step inside the grand 2-storey foyer, leading to a sophisticated coffered living room with gas fireplace and custom built-ins, and a formal dining room with panelled walls. The open-concept chefs kitchen is a showpiece, featuring a massive centre island, quartz and granite countertops, stainless Thermador appliances, a butler's servery, and walkout to the covered terrace. A panelled office, main floor laundry, and exquisite finishes throughout complete the main level.The upper level hosts 4 spacious bedrooms, each with private ensuites, including a primary retreat with a sitting area, fireplace, opulent dressing room, and a spa-inspired 6-piece marble ensuite with standalone tub and double sinks.The finished lower level is designed for entertainment and relaxation, offering an expansive recreation room with linear fireplace, wet bar, wine cellar, theatre, exercise room, sauna, 4-piece bath with jacuzzi tub, and radiant heated floors, a walk-up leads to the private backyard oasis.Outdoors, enjoy a beautifully landscaped west-facing backyard with a covered terrace, glass railing, stone fireplace, built-in Napoleon barbecue, and speakers, perfect for hosting. The lot provides ample potential for a large pool, tennis court, or basketball court at your choice. A 3-car tandem garage with radiant heat, mudroom access, and lower-level entry.This rare offering is a true masterpiece combining Control4 smart home features, refined craftsmanship, and resort-style amenities.

482 Morrison Road, Oakville

$4,250,000
4 Beds 6 Baths W13733644 MLS
Positioned on a rare 0.8-acre ravine lot in one of Southeast Oakville's most coveted neighbourhoods, this exceptional residence makes an immediate impression with its stately curb appeal and beautifully landscaped grounds. Framed by mature trees and offering exceptional privacy, the home presents a refined presence that blends seamlessly with its lush, natural surroundings. Inside, 7,000 sq. ft. of elegantly finished living space unfolds. A grand foyer sets the tone, complemented by rich hardwood flooring and soaring ceilings throughout. The home offers four spacious bedrooms, each with its own private ensuite, along with premium appliances and a custom wine cellar. A separate side entrance adds flexibility, providing a private access point with direct entry to the lower level. Designed for both elegant entertaining and relaxed everyday living, the backyard is a private resort-style retreat. A saltwater inground pool, expansive stone patio, and uninterrupted ravine views create a setting that feels more Muskoka than city. Ideally located within walking distance of Oakville's top-ranked schools and minutes from premier amenities, this home offers a rare combination of estate-scale land, striking curb appeal, and unmatched privacy in a prime urban location. Well maintained with extensive upgrades, it reflects true pride of ownership throughout.

437 Cairncroft Road, Oakville

$2,649,000
5 Beds 6 Baths W13732358 MLS
Welcome to 455 Samford Place, a remarkable custom-built luxury home in one of Southwest Oakville's most sought-after neighbourhoods.Setona premium 65' x 115' lot, this stunning residence blends sophisticated design, exceptional craftsmanship, and modern family living. Itslimestoneand stucco exterior, expansive driveway, double-car garage, and rare rear-access garage door create an impressive first impression.Step insideto bright, open-concept living with 10-foot ceilings, oversized windows, and elegant custom millwork throughout. Designed foreveryday livingand entertaining, the chef's kitchen features a large quartz island, designer lighting, premium Thermador appliances, and aconvenient spicekitchen. The family room is a true gathering space, highlighted by a dramatic floor-to-ceiling porcelain fireplace feature wall andFrench doorsopening to the private backyard for seamless indoor-outdoor living. A grand wood staircase with skylight and custom panelingleads to the upperlevel, where four spacious bedrooms each offer an ensuite and walk-in or built-in closet. The primary suite is a private retreatwith a beautifulfeature wall and spa-inspired ensuite showcasing double walnut vanities and luxurious porcelain finishes. The professionallyfinished lower leveloffers endless flexibility for entertaining, recreation, or multi-generational living, featuring a spacious rec room, secondlaundry area, stylish wetbar with sink, dishwasher, fridge, wine storage, and space for a beverage cooler. A separate walk-up to the backyardadds exceptionalconvenience and versatility. With refined finishes, premium upgrades, and an unbeatable Oakville location close to schools,parks, shopping, andthe lake, this exceptional home offers the perfect blend of luxury, comfort, and timeless elegance.

455 Samford Place, Oakville

$3,198,000
6 Beds 6 Baths W13732172 MLS
Experience uncompromising luxury in this newly built, architecturally striking residence where every detail has been meticulously curated and no expense has been spared. Designed and built by its owner-an architect-as his primary residence, this 5000 + sqfts of living space custom home reflects exceptional attention to detail and uncompromising quality throughout. From the moment you enter, the level of craftsmanship is immediately evident-featuring a sun- filled main floor office, soaring cathedral ceilings, and dramatic floor-to-ceiling triple- glazed windows and doors that flood the home with natural light. Designed for both elegance and functionality, the heart of the home is a bespoke chef's kitchen showcasing premium Miele appliances, custom cabinetry, and refined finishes, seamlessly complemented by a secondary kitchen and a fully finished lower level with matching attention to detail. The grand two-storey living space is anchored by a statement fireplace, while smart home integration enhances everyday living with built-in sound, security, and climate systems. This home is rich with high-end features, including heated flooring at the main entrance and in the primary ensuite with Wi-Fi control, an electric vehicle charger in the garage, and thoughtfully designed systems throughout. All bedrooms offer private ensuites with custom glass showers and premium fixtures, while the primary retreat provides a spa-like experience with elevated finishes and comfort. The lower level continues to impress with oversized windows allowing abundant daylight, along with a custom bar, home theatre, gym, and additional living space. It also includes a convenient secondary (backup) laundry and provisions for a full cooking kitchen, offering excellent flexibility for extended family or future use. A second-floor laundry adds everyday convenience and functionality.***

1404 Waverly Avenue SW, Oakville