Oakville ON Real Estate, Homes with Pool for Sale

Welcome to Creekside Drive. Nestled in the coveted Wedgewood Creek community of Oakville, this renovated detached residence offers unparalleled sophistication and craftsmanship. Spanning nearly 4,000 square feet of finished living space, this home exemplifies modern elegance with seamless indoor-outdoor flow and luxurious finishes throughout .Boasting 4 spacious bedrooms and 4 beautifully appointed bathrooms, every inch of this home has been thoughtfully curated for comfort and style. The expansive open-concept layout is highlighted by rich hardwood flooring, a stunning modern kitchen with gleaming granite countertops, and high-end appliances that will inspire any culinary enthusiast. The fully finished basement provides additional living space for relaxation or entertainment, while the private backyard oasis is an entertainers dream. The serene in-ground pool, enhanced with non-slip cork flooring, invites you to unwind, offering a tranquil retreat for both leisure and recreation. The exterior of the home is adorned with elegant stucco, radiating timeless curb appeal, while the double car garage ensures ample parking and convenience. Located in one of Oakville's most prestigious neighborhoods, this home is an embodiment of luxury, offering a lifestyle of sophistication and ease. This home is ideally located near Oakville's finest amenities, including lush parks, walking trails, and serene waterfront spaces for outdoor activities. The vibrant town center offers luxury shopping and dining experiences. Families benefit from access to top-tier educational institutions, with public schools like Iroquois Ridge Secondary School and Sheridan Public Elementary School within the neighborhood. Several prestigious private schools, including Linbrook School and Oakville Christian School, are nearby .An unparalleled opportunity to own a truly exceptional property in Oakville's Wedgewood Creek community where elegance, convenience, and lifestyle come together seamlessly.

1221 Creekside Drive, Oakville

$3,099,000

4 Beds ⋅ 3 Baths ⋅ W13082524 MLS

WONDERFUL FAMILY HOME IN A COVETED NEIGHBOURHOOD IN MORRISON WALKING DISTANCE TO GAIRLOCH GARDENS, THE LAKE AND SOME OF THE BEST SCHOOLS IN SOUTHEAST OAKVILLE. THIS LOVELY 2 STORY RED BRICK HOME WITH ALMOST 5000 SQ FEET OF LIVING SPACE OFFERS A CENTRE HALL PLAN WHICH IS FABULOUS FOR FAMILY LIVING AND ENTERTAINING. THE SEPARATE LIVING AND DINING ROOM ARE PERFECT FOR FORMAL ENTERTAINING. THE LIGHT FILLED OPEN CONCEPT KITCHEN HAS A TEN FOOT ISLAND WHICH IS A GREAT GATHERING SPOT FOR CASUAL GET TOGETHERS. THE FAMILY ROOM WITH A VAULTED CEILING AND FIREPLACE OFFERS A WALKOUT TO THE STUNNING LANDSCAPED GARDENS WITH A NEWLY RENOVATED IN-GROUND POOL. A MAIN FLOOR OFFICE WITH A WALL OF WINDOWS LOOKING OUT TO THE GARDENS MAKES WORKING AT HOME ENJOYABLE. THE BASEMENT IS VERY SPACIOUS WITH BOTH A REC ROOM, HOBBY ROOM/OFFICE AND SPECTACULAR WORKROOM. THIS MATURE PROPERTY WITH SOUTHERN EXPOSURE OFFERS PRIVACY WITH MATURE TREES AND PLENTY OF GREEN SPACE FOR THE KIDS TO PLAY. JUST MINUTES TO ALL THE MAIN HIGHWAYS AND THE GO FOR AN EASY COMMUTE.

1284 Cleaver Drive, Oakville

$6,499,000

5 Beds ⋅ 8 Baths ⋅ W13080708 MLS

Welcome to this resplendent custom-built masterpiece in Southeast Oakville, where flawless contemporary design meets the serenity of lakeside living. Steps from scenic parks and every desired amenity, this home offers over 7,400 SF of exquisitely curated living space designed for those who appreciate sophistication and comfort in equal measure.From the moment you enter, the open-concept layout invites a seamless flow between elegant entertaining and relaxed everyday living. The chef's kitchen, anchored by a grand Caesarstone island and outfitted with premium Miele appliances, effortlessly connects to the dining area, perfect for hosting intimate dinners or grand celebrations. Wine enthusiasts will delight in the temperature-controlled 648-bottle cellar, while the floor-to-ceiling double-sided fireplace brings warmth. The primary suite is a private sanctuary, complete with a serene balcony, a designer walk-in closet, and a spa-inspired ensuite featuring heated floors and a double-sided fireplace. Three additional bedrooms, each with their own ensuites, ensure every guest enjoys comfort and privacy. The lower level offers a full lifestyle experience, featuring a nanny suite, fitness area, sauna, wet bar, and a spacious recreation room with a walk-up to the entertainer's backyard. Step outside to a resort-like setting with a heated inground pool, hot tub, outdoor BBQ station, and pool house, all designed for effortless entertaining year-round. Additional highlights include White Oak hardwood flooring, porcelain tiles, LED lighting, built-in speakers, and a heated driveway. This home is a true testament to craftsmanship and thoughtful design.

112 Elton Park Road, Oakville

$1,849,960

3 Beds ⋅ 3 Baths ⋅ W13071166 MLS

Welcome to this stunning executive townhome in the heart of Bronte Village, where classic, timeless design meets lakeside living. This beautifully updated 3-bedroom, 3-bathroom home offers sophisticated style, high-end finishes, and a private rooftop terrace with breathtaking lake views - the perfect place to unwind or entertain. Step inside and discover a bright, open-concept layout enhanced by beautiful décor, elegant hardwood floors, and designer lighting throughout. The gourmet kitchen features premium stainless-steel appliances, quartz and granite countertops, heated floor and custom cabinetry-ideal for both everyday living and hosting family & friends. The private elevator provides effortless access to all levels, from the garage up to and including the stunning rooftop terrace, where you can enjoy views of Lake Ontario and the charming Bronte harbor front. The spacious primary suite boasts a spa-inspired ensuite and generous closet space, offering a tranquil retreat at the end of the day. With its prime location just steps to waterfront trails, boutique shops, cafés, and restaurants, this home captures the best of urban convenience and lakeside charm. A definite must-see to experience the many updates and features this home offers. Other Highlights Include: Double Garage and Driveway for 4 Vehicle Parking, Designer Interior Décor with Quality Finishes, Heated Floor in Kitchen and Ensuite Bath, Spacious Bedrooms, California Shutters Through-out, Hardwood Floors Through-out, Two Gas Fireplaces, Two Balconies on Main Level, Walk-out to Courtyard on Lower Level. Added bonus of a finished storage room with storage cabinets and heated floor. This Home is Perfection from Top to Bottom. Full List of Features and Upgrades Available.

120 Bronte Road Unit 3, Oakville

$2,079,000

4 Beds ⋅ 4 Baths ⋅ W13068276 MLS

COMPLETELY REDESIGNED IN 2015 WITH A 600 SQUARE FOOT ADDITION! Welcome to 269 Sunray Road, a beautifully renovated home nestled on a quiet, family-friendly street in sought-after Bronte! This exceptional four-bedroom family residence was thoughtfully redesigned in 2015, featuring a spacious 600 square foot primary retreat addition above the garage, complete with an electric fireplace, walk-in closet, and spa-inspired four-piece ensuite. Designed for modern living, the open concept main level offers an ideal floor plan with a bright, centrally located kitchen showcasing a large centre island, quartz countertops, stainless steel appliances, ample cabinetry, and plenty of space for family and friends to gather. Stunning PurParket hardwood flooring (made in Canada) flows throughout the main level (2026) and upper level (2015), adding warmth and continuity. Quality upgrades include custom cabinetry from Precision Cabinetry, spray foam insulation throughout, updated electrical, hardwired fire and carbon monoxide detectors, a 200 amp breaker panel, as well as a furnace and roof (2015). Step outside to your own private backyard oasis, featuring an inground saltwater 16' x 30' pool and hot tub (both installed in 2018) - a perfect space for relaxation, hosting family barbecues, and entertaining guests. Ideally located within walking distance of Eastview Public School, parks, Queen Elizabeth Park Community and Cultural Centre, and South Oakville Centre (Hopedale Mall). Enjoy close proximity to vibrant Bronte Village and the lake, offering the very best of lakeside living. A rare opportunity to experience refined living on one of South Oakville's most coveted streets. (certain images have been digitally enhanced)

269 Sunray Road, Oakville

$2,698,000

5 Beds ⋅ 5 Baths ⋅ W13066506 MLS

This Architecturally Designed Home Comes Complete With 5 Bedrooms 3 Full Baths And 2 Half Baths A Custom Kitchen With Built In Appliances, Located In A Highly Sought After Tree Lined Quiet Street In South West Oakville This Quality Custom Built Home Offers Exceptional Decor High End Features And Over 5000 Sq Feet Of Finished Living Space. Great Room Open To Above, Fully Finished Basement, In-Ground 24X32 Salt Water Pool With Extensive Landscaping & Mature Gardens.

531 Jeanette Drive, Oakville

$6,459,000

5 Beds ⋅ 8 Baths ⋅ W13050914 MLS

This Incredibly Keeren Designed Home Built In 2022! Located In Prestigious Eastlake Neighbourhood. This Home Boasts Approx.6300sf Luxury Living Space! Featuring Top-Notch Architectural Refinements With 4+1 Bdrms, 8 Baths (6 Full, 2 Half). Exterior Facade And Walk-up Area Built With Indiana Stone From The United States, Pella Windows And Doors, 71/2"*3/4 Grandeur White Oak Colour Engineered Hardwood Floor Through Out.The First Floor Boasts 10' Ceiling, A Double-Height Entry W/A Chandelier Lift/Down/W/A Skylight. Spacious Main Flr Office Perfect For Working From Home. The Great Rm Area Includes A Cozy Gas Fireplace, Breathtaking Views Of the Stunning Backyard Pool. Kitchen Equipped With B/I High-end Wolf Gas Stove & Hood, B/I Miele 30'' Fridge, Freezer, Oven & Micro, 2 B/I Asko Dishwashers And 24" Marvel Wine Fridge. A Lg 60* 91 Centre Island, Marble Calacatta Porceline Countertop And Backsplash, Ample Upper & Lower Cabinetry Space.The Interior Showcases Detailed Trim Work, Plaster Crown Molding, A Motorized Blinds System On Main Flr And Master Bdrm, Heated Floors In The Basement And All Ensuite Upstairs. Massive Windows Flooding Every Space With Light. The 2nd Floor Offers 4 Luxurious Bdrms, Each With Its Own Ensuite And W.I.C. Primary Bdrm W/A Lg Dress Rm W/A Skylight & Elegant 5pc Ensuite. The Residence Is Further Equipped With 2 Carrier Air Conditioning Units and 2 Furnaces W/Humidifiers. The Basement Includes A Guest Bdrm W/Ensuite, Rec, Home Theatre, Gym & Glass-enclosed Wine Rm. Designed Landscaping At Front & Backyard. The Fully Fenced Rear Yard Is A True Oasis W/Salterwater Pool W/Waterfall, An Outdoor Covered Porch W/Stone Gas Fireplace & BBQ Area. Irrigation System, Security System W/HD Outdoor Cameras, An Indoor Sound System And Google Home Automation. Six Routers Allow Network Signal Transmitted Within Entire House. HWT Owned. Walking Distance To Town, Parks & The Lake. OT High School, Maple Grove, Ej James, St. Mildreds, Linbrook, Appleby, Maclachlan.

172 Burgundy Drive, Oakville

$23,980,000

5 Beds ⋅ 8 Baths ⋅ W13030806 MLS

Welcome to 489 Lakeshore Road East, a truly exceptional estate crafted by the renowned Ferris Rafauli, nestled in the prestigious enclave of southeast Oakville along the serene shores of Lake Ontario. This rare one-acre property boasts a remarkable 18,000+ square foot steel-frame home, meticulously designed to showcase unparalleled craftsmanship and timeless elegance. Every detail of this exquisite residence speaks to a dedication to luxury living, from its concrete structure to its five bedrooms and eight baths, eight fireplaces, three kitchens, and elevator for seamless access to all levels. Indulge in the ultimate relaxation with amenities such as an indoor pool, built-in spa, dry sauna, and cabana with a full kitchen. The property also features a four-car garage, 600-amp electrical service, in-floor heating, and cutting-edge building operation systems, all complemented by award-winning landscaping that surrounds this magnificent estate. For the discerning buyer seeking the epitome of luxury living, 489 Lakeshore Road East offers an unparalleled opportunity to experience a lifestyle of opulence and refinement.

489 Lakeshore Road E, Oakville

$1,649,000

4 Beds ⋅ 2 Baths ⋅ W13026024 MLS

Spacious and bright 4 level sidesplit on a stunning 75 x 184' lot with a private south facing backyard in desirable Coronation Park. Hardwood flooring, upgraded open concept kitchen and main bathroom, great lower level with 4th bedroom and a large family room open to sunroom and a direct walkout to patio and inground pool. Great opportunity to move into this awesome family friendly neighbourhood close to schools, shopping, Bronte Village and the lake.

1486 Hixon Street, Oakville

$2,025,000

4 Beds ⋅ 4 Baths ⋅ W13011664 MLS

Welcome to this beautifully renovated luxury home in Oakville's highly desirable Bronte neighbourhood, known for its family-friendly atmosphere, scenic parks, walking trails, and charming lakeside lifestyle. With nearby marinas, shops, restaurants, and excellent schools, this location offers the perfect blend of convenience and relaxed coastal living.Completely redesigned with high-end finishes and thoughtful attention to detail, this home offers a bright, open-concept layout ideal for modern family living. The main level features a stunning gourmet kitchen with a Calcutta marble waterfall island, custom cabinetry, and premium appliances, seamlessly connecting to spacious dining and living areas. Sliding glass doors lead to a private backyard oasis, while a convenient side hallway includes a powder room and unique dog washing station.Upstairs, natural light fills the space through skylights and a glass-accented staircase. Four generously sized bedrooms include a serene primary suite with a walk-in closet and a luxurious ensuite featuring double sinks and a walk-in shower. A full bathroom and laundry room complete this level.The fully finished lower level extends the living space with a recreation room, games area, kitchenette, den, and a stylish three-piece bathroom, offering excellent flexibility for guests or extended family.Outside, the private backyard is designed for both relaxation and entertaining, featuring a heated pool, multiple seating areas, and lush gardens. With seamless indoor-outdoor flow and views from the rear of the home, this property truly feels like a personal retreat.

2433 Trevor Drive, Oakville

$7,749,000

5 Beds ⋅ 7 Baths ⋅ W12960602 MLS

An architectural masterpiece by renowned Gren Weis, this exceptional residence offers over 10,000 sq. ft. of luxurious living space on more than half an acre in one of Oakville's most desirable lake-influenced neighbourhoods. Showcasing soaring ceilings, extensive millwork, and superb craftsmanship, the home features spacious, elegant rooms and a seamless flow for entertaining. All bedrooms include ensuite baths, while the lower level impresses with a wine cellar and theatre. Outside, enjoy covered terraces, a built-in outdoor kitchen, luxury cabana, mature gardens, and a stream with bridge surrounded by landscape lighting. A classically inspired front fountain and spectacular landscaping enhance the property's distinguished presence on an important street. Close to top private and public schools, this private estate blends timeless design, quality, and sophistication in a truly remarkable setting. Luxury Certified.

1081 Argyle Drive, Oakville

$1,499,999

5 Beds ⋅ 2 Baths ⋅ W12952864 MLS

Attention Builders, Investors & Home Buyers! Welcome to 2463 Applewood Drive, a rare opportunity in the heart of Bronte Village-widely regarded as one of the most desirable pockets in Oakville. Situated on arguably one of the best streets in the area, this property is tucked away on a quiet cul-de-sac across from Applewood Park, creating a serene, family-friendly environment. Enjoy the comfort of your own private inground pool-ideal for unwinding, hosting summer gatherings, or spending quality time with family-all while being within walking distance to the lake, charming shops, restaurants, schools, and the lively waterfront harbour. Set on a premium 120.09ft deep, 7,222.58 ft. lot, this property presents an incredible opportunity to build your dream custom home. Not ready to build just yet? The existing 5-bedroom home offers generous space beyond what first appears. Currently tenanted, it presents an excellent opportunity to renovate or hold as a strong investment in a highly sought-after neighborhood.

2463 Applewood Drive, Oakville

$4,688,000

5 Beds ⋅ 6 Baths ⋅ W12947808 MLS

Welcome to 1100 Cedar Grove Boulevard, nestled on a quiet cul-de-sac in Chartwell, one of Oakville's most prestigious neighbourhoods. This exceptional residence offers timeless elegance, modern comfort, and ultimate privacy, backing onto a serene conservation area. Boasting over 5,700 sq. ft. of beautifully finished living space, this 4+1 bedroom, 4+2 bathroom home showcases refined craftsmanship and luxurious finishes throughout. The main level impresses with soaring 17-foot open-to-above ceilings, exquisite custom millwork, and an abundance of natural light. At the heart of the home is a stunning gourmet kitchen, featuring a large centre island, premium built in appliances, and seamless flow into the expansive great room with picturesque, cottage live views. A fully equipped butler's pantry provides exceptional convenience and ample storage. The second level features vaulted ceilings and a spacious primary retreat complete with a spa inspired ensuite and custom dressing room. Two additional bedrooms complete this level, while a versatile loft offers the perfect space for guests, in-laws, or a private home office.The fully finished lower level is ideal for both entertaining and relaxation, offering additional living space tailored for modern family living. Step outside to beautifully landscaped, ultra private gardens that create a true outdoor oasis perfect for entertaining or unwinding in nature. Ideally located within walking distance to top private schools and just minutes from downtown Oakville, the GO Station, major highways (QEW & 403), and all amenities. A rare offering in an unbeatable location, this is a must-see.

1100 Cedar Grove Boulevard, Oakville

$3,399,999

4 Beds ⋅ 5 Baths ⋅ W12878342 MLS

Warm, serene, and inviting, this English farmhouse-inspired residence sits on an expansive 0.42-acre corner lot, offering a rare blend of character, privacy, and natural beauty. The impressive frontage and side yard create a true estate-like presence, with generous outdoor space on all sides of the home. Inside, a double-height foyer, gleaming hardwood floors, and an airy sense of volume set the tone for the rest of the residence. To one side, an intimate living room provides a refined setting for quiet conversation or reading, while on the other, a substantial main-floor study with rich architectural details is ideal as a home office, library, or music room. Beyond these formal spaces, the home opens into a relaxed, open-concept layout designed for modern living and effortless entertaining. A sunken family room anchors the informal wing and flows into a welcoming dining room highlighted by a wood-burning fireplace that adds warmth and ambiance to gatherings with family and friends. At the heart of the home, the kitchen is bathed in natural light from overhead skylights. Stainless steel appliances, sleek countertops, generous cabinetry, and warm accents create a space that is both highly functional and inviting. Thoughtfully designed with cozy elegance, the home offers four bedrooms, three full bathrooms, and two half bathrooms. Large windows frame views of manicured corner-lot gardens and offer peek-a-boo glimpses of the lake, giving the property a tranquil, retreat-like feel. Outside, beautifully landscaped grounds wrap the home with multiple outdoor zones, including a hot tub, Scandinavian-style sauna, and enclosed swimming pool, creating a resort-like experience in your own backyard. This exceptional property offers convenient access to major highways, lakeside walking trails, and a highly regarded school catchment area, delivering an elevated lifestyle in one of Oakville's most sought-after neighbourhoods.

24 Birkbank Drive, Oakville

$6,999,900

6 Beds ⋅ 7 Baths ⋅ W12871004 MLS

Crafted as the personal residence of a renowned designer, this 5+1 bedroom, 10,000+ sq.ft. waterfront estate is a rare offering in one of Bronte's most coveted settings. While neighbouring homes were also designed by him, none compare to the scale, craftsmanship, and artistry dedicated to this residence-his own masterpiece. Expansive windows and soaring ceilings flood the home with natural light, framing breathtaking lake views on every level. Multiple balconies and terraces offer front-row views of sunrises, sunsets, and moonlit water-creating a seamless connection to nature from morning to night. Thoughtfully designed for both family living and elegant entertaining, the main level features grand principal rooms, multiple gas fireplaces, formal and informal living spaces, and a gourmet kitchen with walkout to the lakeside terrace. Each level offers outdoor retreats - private balconies off bedrooms, and expansive terraces perfect for gatherings. The upper level includes generously sized bedrooms, including a luxurious primary suite with private balcony, spa-like ensuite, and unobstructed views of the lake. A full lower level adds an additional bedroom, recreation spaces, gym, and walkout access. Set on a quiet street with a strong sense of community, this home offers a rare blend of privacy and connection. The saltwater pool, manicured grounds, and lakeside setting make every day feel like a peaceful escape. Minutes to Bronte Harbour, boutique shops, trails, parks, and top-rated schools-this residence is more than a home; it is a lifestyle on the water.

3206 Shoreline Drive, Oakville

$1,399,888

4 Beds ⋅ 2 Baths ⋅ W12822550 MLS

Seize this rare opportunity to acquire a beautifully updated 4-level backsplit complete with a full basement and a genuine double car garage. Discover 2033 Saxon Road, nestled on a tranquil, family-oriented street in the highly coveted West Oakville community. Boasting over 2200 sq ft, this spacious residence offers abundant living space for families, ensuring everyone has room to grow. The main floor showcases a sleek kitchen with modern cabinetry, stainless steel appliances, extra pantry storage, and convenient access to the backyard. The open living and dining areas lead out to the rear patio, gazebo, and yard-perfect for entertaining. Upstairs, there's a large primary bedroom, two additional bedrooms, and a refreshed main bathroom. On the lower level, enjoy a comfortable family room with a gas fireplace, a 3-piece bath, and a laundry/utility room with its own walk-up entrance to the backyard. The basement provides flexibility with a fourth bedroom, recreation area, and office/gym space suited for teens or extra living needs. Step outside to a backyard oasis featuring a spacious gazebo, ample patio space, beautifully landscaped flower beds with a water feature, and an above-ground pool for summer enjoyment. This home is ideally located close to transit-including Bronte Go Station-top schools, Queen Elizabeth Community Centre, shopping, restaurants, and local amenities. Walking distance to Bronte Harbour and Bronte Creek Lands Park, situated on a quiet crescent in a friendly neighbourhood, this property is not to be missed!

2033 Saxon 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

$4,790,000

4 Beds ⋅ 8 Baths ⋅ W12774104 MLS

Your searching for a dream home stops right here. Discover an unparalleled opportunity to own a truly magnificent custom-built home. Modern and stylish, designed with meticulous attention to details, owning all stunning features dreamed for a luxury and comfort home. Prestigious location with amazing view of Lake Ontario from the upper level. Windows and skylights aplenty ensures the open concept interior is flooded with light all throughout the day. Lounge anywhere and everywhere within its massive 8461 square feet interior, with another 1469 square feet of balcony/terrace space to bask in the lake breeze and sun. Experience the luxury of waterfront living, this elegant home is sure to impress you and all your guests, with fully featured sports bar, movie room, a wine cellar, exercise room, and a fantastic rear deck with lounge area and pool to relax in. An exquisite masterpiece offering everything you need for elegant living and entertaining.

3425 Lakeshore Road W, Oakville

$6,199,000

5 Beds ⋅ 6 Baths ⋅ W12755092 MLS

Set on a commanding 112.5'x199.5' lot just steps from the lake, this custom modern-traditional estate offers nearly 11,000SF of finished living space across three levels. A long private drive with parking for up to 12 cars and oversized 3-car garage create a striking arrival, complemented by stone and stucco architecture, soffit lighting, and professionally landscaped grounds. A dramatic double-height foyer introduces the home's scale, anchored by an open-riser staircase with smoked glass panels and integrated lighting. Principal rooms feature tile inlaid borders, herringbone engineered hardwood flooring, oversized windows, and sleek architectural lighting. The chef's kitchen is centred around a 10' quartz island with premium Thermador appliances, bespoke cabinetry, and a dedicated coffee station, flowing seamlessly into the family room with a modern fireplace feature wall, built-in media cabinetry, and multiple walkouts to a covered portico designed for four-season entertaining. A private main-floor office with double French doors and its own exterior entry offers exceptional work-from-home flexibility. Upstairs, four bedroom suites include a luxurious primary retreat with dual walk-in closets and a spa-inspired ensuite featuring a steam shower, freestanding tub, wall-mounted fixtures, and heated floor. The walk-up lower level is designed for lifestyle living with radiant in-floor heating, theatre room, wet bar, glass-enclosed gym, guest suite, pet spa, and extensive storage. Outdoor living is elevated with a rectangular pool and water feature, large-format stone terraces, composite sun deck, covered outdoor fireplace wall with TV rough-in, built-in BBQ station, and pool-house. Smart home technology, multi-zone audio, dual HVAC systems, and security surveillance complete this exceptional Lakeshore Road offering near parks, trails, and Bronte amenities. An outstanding blend of architectural presence, scale, and resort-style living! (some images have virtual staging)

2014 Lakeshore Road W, Oakville

$7,950,000

5 Beds ⋅ 8 Baths ⋅ W12702312 MLS

Welcome to 64 Brentwood Road, where a exquisitely crafted home masterfully blends timeless design and modern features. Located on one of the most coveted and prestigious streets and steps to the shoreline of Lake Ontario, this exceptional home is situated on an expansive 100 x162 lot and offers over 10,000 sq ft of luxurious living space. Designed by award winning architect Michael Pettes and built by renowned builders PCM, this elegant home offers the finest finishes throughout. The property is beautifully landscaped, providing a private and resort like outdoor oasis complete with a saltwater pool with cascading waterfall, perfect for summer relaxation as well as outdoor gourmet kitchen and wood burning fireplace for effortless entertaining as well as a outdoor bathroom for privacy for guests. Inside, indulge in a impeccably crafted and light filled living space with heated floors, designer light fixtures and finishes. The heart of the home is the gourmet kitchen with Wolf and Subzero appliances, with an additional servery and a spacious pantry. Upstairs the home boasts 4 generous bedrooms, each with their own ensuite for privacy and comfort for family and guests. The primary bedroom offers a relaxing retreat with spa like bathroom and large walk in closet with balcony and views of the manicured rear yard. A fully finished walk up basement offers a large recreation and games space with built-in bar, climate controlled wine cellar, home theatre, gym as well as a 5th bedroom/ nanny suite with ensuite bathroom. With a lavish stone exterior, a 3 car garage with additional lift, elevator and safe room, this charming home seamlessly combines elegance with luxury offering the best of both worlds. Whether enjoying the expansive interior, relaxing by the pool, or strolling to the lake, this home provides an unparalleled lifestyle in one of Oakville's most sought-after neighbourhoods.

64 Brentwood Road, Oakville

$4,295,000

6 Beds ⋅ 8 Baths ⋅ W12644824 MLS

This is a remarkable vacant lot that includes drawings and building permit. House pictures are renderings and details are from the drawings. Embark on a life of uncompromised luxury with this architectural masterpiece by renowned architect David Small. Perfectly located South of Lakeshore steps from Appleby College, lake and downtown Oakville. Evoking a sophisticated "Laneway Country" atmosphere on a rare 90' x 340' lot with walk-out basement. The estate features a long circular private drive that frames a sun-drenched, West-facing backyard. The home is designed as the ultimate multi-generational sanctuary, that offers a rare "Double Primary" layout: a magnificent main-floor master suite for accessible luxury, plus a second-level master retreat with separate "His & Her" ensuites. The elevator services all three levels, ensuring effortless movement throughout soaring interiors defined by dramatic cathedral ceilings. With building permits in hand and a bespoke interior package by WOLFE Interior Design, this Net Zero Ready estate blends timeless character with elite modern performance. Car enthusiasts will prize the 5-car capacity, utilizing the attached garage and the detached tandem garage within the cabana. Beyond the essentials, the floor plan is packed with exceptional features, including a main floor office, lower level dedicated music/theater room, glass-walled fitness center, custom sauna and steam room, wine cellar, and private nanny and guest suites. Surrounded by 10M-12M estates. Architectural drawings, interior design, floorplans and building permits available on request. 10+++

408 Lakeshore Road W, Oakville

$3,250,000

4 Beds ⋅ 3 Baths ⋅ W12419345 MLS

Nestled south of Lakeshore in the heart of Old Oakvilles historic district, this beautifully restored Georgian-style home, designed by Gren Weis, blends timeless character with modern updates. Steps from the lake, river, and vibrant Downtown, it offers an unmatched lifestyle location.The home boasts exceptional curb appeal with a flagstone path leading to a spacious foyer. Sun-filled interiors feature Farrow & Ball paint, new hardwood on the main level, preserved fir upstairs, smooth ceilings, and recessed LED lighting.The updated kitchen includes a large island, built-in appliances, and desk area. The dining room offers panelled walls, RH sconces, French doors to the garden, and plantation shutters. A charming living room features built-in bookcases, window seat, wood-burning fireplace, and walkouts to a sunroom overlooking the southwest garden and pool. A mudroom and stylish powder room complete the main floor.Upstairs are four bedrooms with ample closets and antique brass hardware. The primary suite offers custom built-ins and a renovated ensuite with heated Carrara marble floors and zero-threshold shower.The fully finished lower level (8 ceilings, slate flooring) adds living space with a media room, workout room, cedar closet, laundry, and storage. Updated mechanicals include a high-efficiency furnace, central AC, 100 AMP panel, irrigation. Cedar roof, new fencing, cobblestone driveway. Outside enjoy a private oasis with saltwater inground pool, brick patios, and landscaped gardens. Steps to the Lake, Oakville Club, Yacht Squadron, Library, Performing Arts Centre, Downtown, and top schools.

53 Thomas Street, Oakville

$4,390,000

5 Beds ⋅ 5 Baths ⋅ W12346602 MLS

Located in coveted West Harbour, come discover tranquility and elegance at 235 Lakewood Drive. Nestled on a generous .56-acre lot, embraced by majestic foliage in a private cul-de-sac, this residence epitomizes serene living mere steps from the lake. Crafted by renowned architect Gren Weis, the fusion of stone and wood siding spans over 6,200 square feet. Step into the foyer with its soaring cathedral ceilings, offering glimpses of the expansive living spaces beyond. Designed for seamless flow, this sophisticated layout effortlessly accommodates both grand and intimate gatherings. A bespoke oak staircase adorned with shimmering Schonbek chandeliers leads to the upper levels, where solid oak hardwood flooring graces much of the home. The living room boasts exquisite millwork, custom fireplace, and state-of-the-art entertainment amenities by Canadian Sound Ltd. The gourmet kitchen, recently reimagined, features top-tier appliances, quartz countertops, and abundant storage, with access to a sprawling composite, low maintenance deck. A stately maple wood-paneled study overlooks manicured gardens, providing a serene retreat. Five generous bedrooms, each with an ensuite and ample closets, offer luxurious comfort. The primary suite is a haven of indulgence, flaunting dual walk-in closets, spa-like ensuite with airy vaulted ceilings, skylights, and deluxe fixtures. The lower level is all about leisure and function, boasting a custom-painted wood-paneled rec room with lakeside vibes, alongside a gym, wine cellar, and top-notch utility room. Outside, the meticulously landscaped grounds offer a saltwater pool with waterfall, a spa, and outdoor entertainment system, perfect for alfresco movie nights. This home boasts a brand new roof with lifetime warranty! Stroll to lovely downtown Oakville, trendy Kerr Village, Tannery Park along the Lake & waterfront trails. Close proximity to highly esteemed schools.

235 LAKEWOOD Drive, Oakville

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