luxury houses for sale Oakville, Canada

Welcome to this beautifully appointed 3-storey townhome in Oakville's highly desirable West Oak Trails community. Offering 4 spacious bedrooms, 3 bathrooms, and a 2-car garage, this home delivers the perfect blend of comfort, functionality, and modern living. The bright and inviting interior features generous principal rooms, an open-concept layout, and large windows that fill the home with natural light. The well-designed kitchen overlooks the living and dining areas, creating an ideal space for both everyday living and entertaining. A versatile main-floor bedroom provides the flexibility for a home office, guest suite, or private retreat. Upstairs, the spacious primary bedroom offers a walk-in closet and convenient access to a full ensuite bathroom, while additional bedrooms provide ample space for family, guests, or work-from-home needs. Thoughtfully designed across three levels, this home maximizes both living space and privacy. Enjoy the convenience of a double-car garage with additional storage, low-maintenance living, and a prime location close to top-rated schools, parks, trails, shopping, restaurants, Oakville Hospital, and major commuter routes including the QEW, 403, 407 and GO Transit. An exceptional opportunity to own a spacious family home in one of Oakville's most sought-after neighbourhoods. Move in and enjoy everything Westmount has to offer. Located in the Garth Webb High School district, highly rated by the Fraser Institute. Close to scenic Bronte Creek Provincial Park and Fourteen Mile Creek trails.

Located in one of West Oakville's most sought-after neighbourhoods, this beautifully renovated side split offers the perfect blend of style, functionality, and location. Featuring three plus one bedrooms, two full bathrooms, and multiple levels of finished living space, this home has been reimagined for modern family living. Just minutes from downtown Oakville, waterfront parks, excellent schools, and everyday amenities, this is a rare opportunity to enjoy a move-in-ready home in an established family-friendly community. At the heart of the home is a beautifully appointed kitchen designed for gathering and entertaining. Complete with a stunning ten foot island, quartz countertops, marble backsplash, and ample storage, it serves as the natural hub of the home. The side-split layout offers an impressive amount of space, with multiple areas to gather, relax, work, and play. The upper level features three spacious bedrooms and a beautifully renovated bathroom, while the lower levels provide exceptional flexibility with a fourth bedroom, a second full bathroom, and additional finished living areas. Whether you're accommodating a growing family, working from home, hosting guests, or creating a dedicated gym or recreation space, the layout adapts effortlessly to your needs. Close to parks, trails, shopping, transit, and the lake, 312 Pine Grove Road offers a lifestyle that is as convenient as it is beautiful.

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.

Extraordinary property tucked on a quiet street in south Oakville. This is an exceptional opportunity to build your dream home. With 100' frontage and a rare 272' depth there is room for inspired design - both architecturally and for your dream landscape. The current owners have enjoyed family life in this neighbourhood for almost 70 years. Near the excellent schools that Oakville is renowned for, both public and private, this central Oakville location is close to the lake, historic Downtown, and the YMCA while Appleby College is just a few minutes' walk away. The gorgeous mature trees flanking the street, as well as a view of McCraney Creek from your front door, combine to complete this ideal setting. Convenient location for commuters with easy access to both Bronte and Oakville GO stations as well as to the highways. Important amenities like shopping, the Library, and good walking routes are just outside your door. Be sure to note the surrounding homes in the area - many are choosing to build their custom dream home here. We welcome you to look at the possibilities and start dreaming!

Elegant 3 bed, 3.5 bath brownstone townhome situated in a private enclave with a turnkey lifestyle and the type of close knit neighbourhood you spend a lifetime searching for. This location offers comfort, convenience and community in a truly idyllic setting nestled against mature trees and a peaceful pond with walking trail, while this stylish home blends sophisticated finishes, tree lined views and a functional layout for everyday living. The welcoming foyer ushers you in towards the bright living area, with large windows overlooking private mature trees and warm hardwood floors. The spacious open concept living room features floor to ceiling custom built in cabinetry with glass display case, a gas hook-up for a fireplace and extra bonus space for an office or reading nook. The sun-filled dining room overlooks both the living room and kitchen and features a walkout to the back deck. The modern kitchen features rich walnut stained cabinetry with recently updated crisp quartz countertops and stainless steel appliances (including a rough in for gas stove). A main floor powder room and easy garage access complete the main level. Upstairs, the newly upgraded modern broadloom is a comforting welcome to the bedrooms. The primary bedroom is a peaceful retreat with a large window framing the lush trees of the backyard. Generous storage with both a walk in closet, a second double door closet and a spa like 4 piece ensuite with large soaker tub and spacious walk in shower. Two more sun-filled bedrooms overlooking the front yard, a 4 piece bathroom and an extra large linen closet complete this level. The finished basement features an open concept recreation room with new broadloom, perfect for a games room or guest space. A 3 piece washroom with walk in shower and laundry closet, plus ample storage space top off the basement. The back yard is a maintenance free paradise (no grass cutting!) with a walk-out deck and lower patio - the perfect setting for al-fresco dining or entertaining friends and family. Tucked away on a quiet cul-de-sac with handsome curb appeal and a warm brick facade, this brownstone is ideal for downsizers and families alike seeking urban amenities in a residential setting with walking trails, Postridge Park & Splash Pad steps away, plus shopping, dining, transit hubs & easy highway access all around the corner. Located within a top rated school catchment, Iroquois Ridge HS & Recreation Center are merely a stroll away. This home truly offers it all- lifestyle, location & living space. Welcome home.

There Are Homes That Impress, and 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, and 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 and Ease. The Marble Foyer Introduces A Refined Palette That Carries Through Rich Hrdwd and Granite Finishes. Beyond, The Living and Great Rms Feature Soaring 23' Ceilings and Expansive Walls Of Glass, Filling The Home W/Natural Light and Creating A Seamless Sense Of Openness. Coffered Ceilings W/LED Cove Lighting, Built-In Speakers, and Recessed Illumination Add A Sophisticated Contemporary Layer Throughout. At The Heart Of The Home, The Kitchen Balances Beauty and Function W/ Built-In Appliances, Quartz Countertops, Custom Cabinetry, and An Oversized Island Designed For Gathering and Entertaining. The Upper Lvl Is Anchored By A Skylit Hall and 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 and Walls, A Freestanding Tub, Rainfall Shower, and Dbl Vanity. A Custom W/I Closet Completes The Retreat. Bdrms Two, Three, and Four Each Feature Their Own Ensuite and Custom Storage. The Finished Lwr Lvl Extends The Living Space With A Bdrm, Full Bath, Living Area, Second Kitchen, and Walk-Up Access, Ideal For Multi-Generational Living Or Extended Stays. Outdoors, A Stone Patio, Lush Green Space, and Fireplace Create An Inviting Setting, W/ Permit Already In Place For A Future Pool. Perfectly Located Mins From The 403, Top Schools, Shopping, and Dining, This Residence Offers Both Convenience and Prestige. A Rare Blend Of Timeless Elegance and Modern Luxury, Crafted For Elevated Everyday Living.

Welcome to this exceptional, completely rebuilt and renovated detached bungalow nestled in one of Southeast Oakville's most sought-after neighborhoods. Set on a rare, oversized lot, one of the largest on the street, this 3+1 bedroom, 3-bathroom home offers approximately 3,000 square feet of beautifully finished living space designed for comfort, elegance, and functionality. Step inside to discover soaring cathedral ceilings, an open-concept layout filled with natural light, and a seamless blend of luxury and warmth. The custom kitchen with high-end appliances flows effortlessly into the spacious living and dining areas, perfect for entertaining or everyday living. A private primary suite with a 150 square foot addition features a spa-inspired ensuite and serene views. The fully finished walk-out basement includes a large lower-level living area, guest bedroom with walkout, full bathroom, and generous storage, ideal for extended family, a home office, or nanny/in-law suite. Step outside to your expansive deck, ideal for summer gatherings and outdoor dining. The professionally landscaped yard is equipped with a full irrigation system, making lawn and garden maintenance a breeze. Located in prestigious Southeast Oakville, this home is surrounded by top-rated schools, mature trees, and quiet, family-friendly streets, offering a rare combination of privacy and convenience. (id:57238)

Welcome to this exceptional, completely rebuilt and renovated detached bungalow nestled in one of Southeast Oakville's most sought-after neighborhoods. Set on a rare, oversized lot, one of the largest on the street, this 3+1 bedroom, 3-bathroom home offers approximately 3,000 square feet of beautifully finished living space designed for comfort, elegance, and functionality. Step inside to discover soaring cathedral ceilings, an open-concept layout filled with natural light, and a seamless blend of luxury and warmth. The custom kitchen with high-end appliances flows effortlessly into the spacious living and dining areas, perfect for entertaining or everyday living. A private primary suite with a 150 square foot addition features a spa-inspired ensuite and serene views. The fully finished walk-out basement includes a large lower-level living area, guest bedroom with walkout, full bathroom, and generous storage, ideal for extended family, a home office, or nanny/in-law suite. Step outside to your expansive deck, ideal for summer gatherings and outdoor dining. The professionally landscaped yard is equipped with a full irrigation system, making lawn and garden maintenance a breeze. Located in prestigious Southeast Oakville, this home is surrounded by top-rated schools, mature trees, and quiet, family-friendly streets, offering a rare combination of privacy and convenience.

Welcome to this exceptional, completely rebuilt and renovated detached bungalow nestled in one of Southeast Oakville's most sought-after neighborhoods. Set on a rare, oversized lot, one of the largest on the street, this 3+1 bedroom, 3-bathroom home offers approximately 3,000 square feet of beautifully finished living space designed for comfort, elegance, and functionality. Step inside to discover soaring cathedral ceilings, an open-concept layout filled with natural light, and a seamless blend of luxury and warmth. The custom kitchen with high-end appliances flows effortlessly into the spacious living and dining areas, perfect for entertaining or everyday living. A private primary suite with a 150 square foot addition features a spa-inspired ensuite and serene views. The fully finished walk-out basement includes a large lower-level living area, guest bedroom with walkout, full bathroom, and generous storage, ideal for extended family, a home office, or nanny/in-law suite. Step outside to your expansive deck, ideal for summer gatherings and outdoor dining. The professionally landscaped yard is equipped with a full irrigation system, making lawn and garden maintenance a breeze. Located in prestigious Southeast Oakville, this home is surrounded by top-rated schools, mature trees, and quiet, family-friendly streets, offering a rare combination of privacy and convenience. (id:57238)

Set on a rare and private 1/2+ acre estate lot in one of South West Oakville's most coveted lakeside neighbourhoods, this stunning custom designed home offers over 6,500 sq. ft. of luxurious living space just steps from Lake Ontario and within minutes to esteemed Appleby College. Thoughtfully designed for both everyday living and grand-scale entertaining, the home features 10' ceilings on the main level, 9' ceilings on the upper and lower levels, extensive custom millwork, rich hardwood flooring, and exceptional craftsmanship throughout. The Hampton-inspired custom kitchen and butler's pantry serve as the heart of the home, complemented by luxurious ensuite bathrooms and high-end finishes at every turn. The main floor primary retreat offers the convenience of single-level living, complete with a custom walk-in closet, spa-inspired 5-piece ensuite, gas fireplace, and serene backyard views. The fully finished lower level is ideal for multigenerational living, featuring a second kitchen, two additional bedrooms, a gym, wet bar, games area, and expansive recreation room. Step outside to your own private resort, where mature landscaping surrounds a saltwater pool, waterfall feature, and covered outdoor living area. A truly exceptional opportunity to own a custom estate property on one of Oakville's most prestigious streets, surrounded by luxury homes, steps to the lake, and moments to top-ranked schools, parks, and downtown Oakville. Some opportunities are measured in sq footage, others are measured in land, location and the life you'll build there. 1098 Lakeshore Rd is not to be missed.

Set on a rare and private 1/2+ acre estate lot in one of South West Oakville's most coveted lakeside neighbourhoods, this stunning custom designed home offers over 6,500 sq. ft. of luxurious living space just steps from Lake Ontario and within minutes to esteemed Appleby College. Thoughtfully designed for both everyday living and grand-scale entertaining, the home features 10' ceilings on the main level, 9' ceilings on the upper and lower levels, extensive custom millwork, rich hardwood flooring, and exceptional craftsmanship throughout. The Hampton-inspired custom kitchen and butler's pantry serve as the heart of the home, complemented by luxurious ensuite bathrooms and high-end finishes at every turn. The main floor primary retreat offers the convenience of single-level living, complete with a custom walk-in closet, spa-inspired 5-piece ensuite, gas fireplace, and serene backyard views. The fully finished lower level is ideal for multigenerational living, featuring a second kitchen, two additional bedrooms, a gym, wet bar, games area, and expansive recreation room. Step outside to your own private resort, where mature landscaping surrounds a saltwater pool, waterfall feature, and covered outdoor living area. A truly exceptional opportunity to own a custom estate property on one of Oakville's most prestigious streets, surrounded by luxury homes, steps to the lake, and moments to top-ranked schools, parks, and downtown Oakville. Some opportunities are measured in sq footage, others are measured in land, location and the life you'll build there. 1098 Lakeshore Rd is not to be missed. (id:57238)

Spectacular fully renovated residence taken down to the studs, offering a thoughtfully redesigned floor plan with timeless elegance and modern functionality. Set on a premium 75 x 150 south-facing lot, just steps to Oakville's top-rated schools. Striking exterior features new stucco, natural stone accents, oversized windows, and exceptional curb appeal. The open-concept interior boasts a grand living and dining area with soaring 13-ft ceilings and a wood-burning fireplace, flowing seamlessly into a custom chef's kitchen and family room. The kitchen features a massive centre island, custom hardwood cabinetry, Wolf gas range, Fisher & Paykel Fridge, and walkout to a sun-filled cedar deck. A year-round sunroom with full HVAC overlooks beautifully landscaped gardens, mature trees, ponds, and stone pathways. Upper level offers two luxurious primary suites, each with spa-inspired ensuites, heated floors, and walk-in closets. Designer finishes throughout include custom millwork, accent lighting, premium hardwood floors, California shutters, and high-end hardware. Finished lower level includes a nanny/in-law suite with in-floor heating, recreation space, and ample storage. Extensive upgrades include spray foam insulation, new electrical panel, sump pump, tankless hot water system, pot lights, built-in speakers, and luxury tile bathrooms. A truly one-of-a-kind home in one of Oakville's most prestigious neighbourhoods. (id:57238)

Welcome to this beautifully maintained Rosehaven-built home in the highly sought-after Preserve community, offering over 2,800 sq.ft of thoughtfully designed above ground living and finished basement space. This carpet-free home features an open-concept layout, and a well- appointed kitchen with granite countertops, stainless steel appliances, a large center island, and a gas stove and extra storage spaces-ideal for everyday living and entertaining. Enjoy professionally completed interlocking in both the front and backyard, creating a low- maintenance outdoor space with excellent curb appeal and perfect areas for relaxing or hosting guests. The fully finished basement includes an additional 3pc bathroom and provides versatile extra living space for recreation, a home office, or extended family use. Upstairs offers 4 spacious bedrooms and 3 full bathrooms, enhanced by a thoughtfully added second-floor bathroom for improved comfort and functionality. The primary suite features a private ensuite, and his/her walk in closets, the home shows true pride of ownership throughout. Conveniently located steps to schools, parks, shopping, hospital, highways, and GO Transit. A wonderful move-in ready opportunity in one of Oakville's most desirable neighbourhoods. (id:57238)

Introducing the Rosehaven Cantley model, an exceptional four-bedroom, three-bathroom residence that exemplifies luxurious living, set on a premium corner lot in the prestigious Lakeshore Woods community of southwest Oakville. With an elegant stone and brick exterior, enhanced by additional side windows that flood the interior with natural light, this home offers unmatched curb appeal and sophistication. Inside, this meticulously designed home blends elegance and comfort. The chef's kitchen is a true centerpiece, featuring premium commercial-grade appliances, an oversized center island, crown molding, pot lights, and rich hardwood flooring. The adjoining family room and kitchen offer views of the professionally landscaped backyard complete with custom iron gates, clay street pavers, an in-ground sprinkler system, and integrated outdoor speakers perfect for entertaining or relaxing in your private oasis. Thoughtful upgrades are found throughout, including crown molding, custom wainscoting, a fully integrated security system with cameras, and custom California Closets built-ins. Designer window coverings from Hunter Douglas and Housewarmings add refined style and functionality. The main floor mudroom is both practical and elegant, with custom cabinetry, drying racks, and convenient garage access. Nestled in one of Oakville's most coveted lakeside neighborhoods, this family-friendly enclave is just steps from the lake, scenic parks, wooded trails, a dog park, tennis and pickleball courts, splash pads, and sports fields. Enjoy endless outdoor adventures, with miles of walking and biking trails connecting to Nautical and Shell Parks, local beaches, and the vibrant waterfront charm of Bronte Village, with its yacht club, boutique shops, cafes, and fine dining. A rare opportunity to own an exquisite home that seamlessly blends luxury, lifestyle, and location in one of Oakville's most desirable communities. (id:57238)