Oakville Real Estate | Oakville 5 Bedroom Properties for Sale

This exceptional estate exemplifies timeless European elegance and modern sophistication in a most coveted prestigious enclave of S.E Oakville within walking distance to the lake and downtown. Designed by Bill Hicks, this custom home offers approximately 9,200 sqft premium living space across all levels or 5896sf above grade. Built to the owner's highest standards, this masterpiece features an elevator, full power generator, and a 3-car heated garage with heated driveway. The main level showcases herringbone walnut floors,10ft soaring ceilings, and elegant large principal rooms with a hand-carved marble fireplace mantel, a 600+sqft great room could be used as a ballroom for larger entertaining. The chef-inspired kitchen boasts top-of-the-line Wolf/Subzero/Miele appliances, custom cabinetry, and an expansive center island. The primary suite is a private retreat with a luxurious 6-piece ensuite under an artistic glass dome skylight, opulent dressing room, and walk-out terrace. The finished lower level offers a recreation room, theatre, second kitchen, and a nanny suite-ideal for extended family. Enjoy outdoor living on the stone patio and covered porch with gas fireplace, surrounded by professionally landscaped grounds. State-of-the-art mechanicals include radiant heating in the garage, basement, and driveway.

138 DIANNE Avenue, Oakville

Listing courtesy of Re/Max Hallmark Realty Ltd..

$2,389,900

5 Beds ⋅ 4 Baths ⋅ W13021172 MLS® #

*View Virtual Tour* Situated on an premium lot in the prestigious Joshua Creek community of Oakville, this beautifully maintained 5-bedroom detached residence offers nearly 3,800 sqft of elegant living space showcasing exceptional craftsmanship with recent renovations, designed for comfort, style, & functionality. This home is just minutes from highly rated schools including Iroquois Ridge High School and Joshua Creek Public School ** A grand welcome w/an open-to-above foyer ft. Modern White Oak engineered hardwood flooring, ceramic floors, & recessed pot lighting enhance the main level** Welcoming Family rm Boasting Gas Fireplace , Potlights & large windows fill the home w/ Lots of natural light. A spacious formal dining room which can turn into living room with access to the kitchen through a butler pantry. The gourmet eat-in kitchen is thoughtfully designed for everyday living, featuring sleek quartz countertops, stainless steel appliances, a generous breakfast area with walkout to the backyard. The upper level offers 5 generously sized bedrooms and 3 full bathrooms, providing exceptional flexibility for growing or multi-generational families. The luxurious primary suite serves as a private retreat, complete with a spa-inspired 5-piece ensuite bath and separate his-and-her walk-in closets. 2nd bedroom w/ own private 4pc ensuite. Step outside to a beautifully landscaped and private backyard oasis, ideal for entertaining, relaxing, or enjoying tranquil outdoor living. A large basement provides incredible potential for future customization, whether for additional living space, recreation, or a home theatre. Perfectly located in one of Oakville's most desirable neighborhood, as well as scenic green spaces like Sixteen Mile Creek Trail and Postridge Park. Residents also enjoy convenient access to shopping and dining at Oakville Place, nearby golf at Glen Abbey Golf Club, and easy commuting via Queen Elizabeth Way, Highway 403, and Highway 407.

2522 Lyndhurst Drive, Oakville

Listing courtesy of SHAHID KHAWAJA REAL ESTATE INC..

$4,500,000

5 Beds ⋅ 7 Baths ⋅ W13019360 MLS® #

Beautiful Custom Built Home In Fabulous Southeast Oakville Location. 4,140 Sq Ft. Very Private And Bright Corner Lot. Spacious Side Centre Hall Plan With Expansive Kitchen, Family Room And Walk-Out To 335 Sq Ft Of Covered Deck. Gas Line On The Deck And Walk Out To Backyard Oasis. Still Room To Add A Pool. Main Floor Has Separate Formal Living Room, Dining Room And Home Office. 24 X 21 Double Garage Will Hold Two Cars Easily. ALL 4 Bedrooms On The Second Floor Have Ensuites. Second Floor Also Has Laundry Room With Side By Side Machines. Lower Level Has 2 Potential Extra Bedrooms, Screening Room, Wet Bar, Wine Cellar, Gym. Winding Streets And Mature Trees Characterize This Prime Eastwood Neighbourhood. Established, Family Community With Excellent Schools. Walk To Maple Grove Public, St. Vincent, Oakville Trafalgar High School & Ej James. QEW And Lakeshore Blvd Equidistant. Trails To The Lake Are Close By.

302 Pinehurst Drive W, Oakville

Listing courtesy of FOREST HILL REAL ESTATE INC..

$1,649,990

5 Beds ⋅ 4 Baths ⋅ W13012582 MLS® #

Location, Location, Location!! This absolutely fabulous 4-bedroom detached home with a finished basement and double garage is located on a quiet, child-friendly crescent in the highly sought-after Westmount community. Offering approximately 2,600 sq. ft., this beautifully upgraded home features an open-concept main floor with a combined living and dining area, a spacious family room, and a large kitchen with breakfast area and walkout to the new deck and BBQ space. The second floor offers four generously sized bedrooms, including a primary suite with a walk in closet, separate shoe closet, and recently renovated ensuite bathroom. The fully finished basement is perfect for entertaining, with a superb recreation room, wet bar, fireplace, home theatre, and office/den or potential 5th bedroom. Enjoy exceptional outdoor living with a split-level deck, pergola, gas BBQ hookup, and inviting entertaining space. Additional highlights include a renovated kitchen with quartz countertops and backsplash, stainless steel smart appliances, gas stove, smart dishwasher, smart oven/microwave, high-CFM chimney, pot filler, hardwood flooring, 9-ft ceilings, pot lights throughout, gas fireplace, owned furnace, air conditioner, water heater, water softener, 200-amp panel, and a Tesla Level 2 charger in the garage. Conveniently located close to major highways, public transit, GO Transit, parks, trails, and award-winning schools, this is an incredible opportunity to own a substantial family home in one of Westmount's most coveted streets.

2434 Blue Holly Crescent, Oakville

Listing courtesy of CENTURY 21 HERITAGE GROUP LTD..

$3,000,000

5 Beds ⋅ 5 Baths ⋅ W12990848 MLS® #

Step into the pinnacle of modern elegance with this stunning custom-built executive home, nestled in the highly sought-after heart of Southeast Oakville. Offering a seamless blend of sophisticated design, premium finishes, and an abundance of natural light. From the moment you enter, you'll be captivated by the open and intelligently configured interior layout, soaring 10' floating ceilings with cove lighting, and floor-to-ceiling windows that fill the space with sunlight. Every detail has been meticulously crafted, from the European white oak engineered hardwood floors to the 8' solid core doors, flush trim, and hidden anchored glass railings that exude contemporary sophistication. The heart of the home is the designer kitchen, featuring an oversized island, 10' cabinetry, and top-of-the-line appliances, perfect for entertaining or enjoying quiet family moments. The main floor flows effortlessly into a spacious living area, complete with a gas fireplace, built-in surround sound, and motorized blinds for ultimate convenience. Upstairs, natural light continues to shine through skylights and oversized windows, illuminating four generously sized bedrooms, each with its own ensuite bathroom and custom-built walk-in closets. The bespoke laundry room, with floor-to-ceiling cabinetry, adds a touch of practicality and style. The finished basement offers additional living space, ideal for a home theatre, gym, or playroom, while the mono-stringer staircase and glass railings create a striking visual statement from top to bottom. This home is more than just a residence; it's a lifestyle. With its unparalleled craftsmanship, high-end finishes, and prime location in one of Oakville's most desirable neighbourhoods, this property is truly Luxury at Its Finest. Don't miss the opportunity to experience the intricate quality and modern elegance of this exceptional home.

1337 Waverly Avenue, Oakville

Listing courtesy of KELLER WILLIAMS REFERRED URBAN REALTY.

$2,698,000

5 Beds ⋅ 5 Baths ⋅ W12980110 MLS® #

Discover a lifestyle of refined comfort in the highly coveted Royal Oakville Club. This exquisite Fernbrook-built residence in South Oakville seamlessly blends grand architectural scale with the warmth of a true family home. Over 5000 finished square feet -every inch of this 4+1 bedroom home has been curated with an eye for detail.The heart of the home is a chef's dream: a gourmet upgraded Downsview kitchen featuring a sprawling centre island for five and a professional-grade Wolf and Sub-Zero appliance suite. Whether you are hosting formal gatherings under the coffered ceilings of the dining room or enjoying a quiet evening by the fire in the family room, the 10-foot ceilings and bespoke millwork create an atmosphere of airy sophistication.Retreat upstairs to find two magnificent primary suites, each serving as a private sanctuary with spa-inspired ensuites and custom wardrobe styling. Recently upgraded and landscaped rear yard with Unilock stone landscaping and a meticulous and thoughtfully designed garden. From the white-to-pink transition of the hydrangeas to the year-round privacy of the Norwegian Spruce, the backyard is an enchanting private oasis. Situated moments from Appleby College and the charming boutiques of downtown Oakville, this is more than a home-it is your retreat by the lake in a spectacularly convenient location.

343 Tudor Avenue, Oakville

Listing courtesy of RE/MAX ESCARPMENT REALTY INC..

$1,880,000

5 Beds ⋅ 4 Baths ⋅ W12970362 MLS® #

Welcome to 425 Threshing Mill Blvd, Sun-filled 5-bedroom executive family home set on a premium 50-ft corner lot in Oakville's highly sought-after Joshua Meadows community, a vibrant North Oakville neighborhood known for its family-friendly streets, access to parks and trails, proximity to Oakville's Uptown Core amenities, and convenient connections to major highways. Built in 2018, Offering 3,315 sqft. above grade (MPAC), this elegant residence showcases a bright & airy open concept layout with 10-ft ceilings on the main floor, 9-ft ceilings on the second level and basement, 5 spacious bedrooms upstairs plus a dedicated office on main, 3 full baths upstairs and a stylish main-floor powder room. The gourmet open-concept kitchen features quartz countertops, extended cabinetry, custom backsplash, and spacious breakfast area flowing seamlessly into the expansive family room with gas fireplace, ideal for both everyday living and entertaining. Premium tile flooring, upgraded kitchen finishes, ample pot lights and HRV fresh-air system; Perfectly positioned right at Trafalgar & Dundas, close to Oakville Trafalgar Memorial Hospital, top schools, scenic trails, shopping, Walmart Supercenter & Longos, , and quick access to Highways 403, 407, QEW, 401 & Go Train Stations, a true commuter's dream! This move-in ready corner-unit home offers an exceptional blend of function, comfort, convenience and unbeatable value for today's growing families. Do Not Miss!

425 Threshing Mill Boulevard, Oakville

Listing courtesy of BAY STREET GROUP INC..

$7,749,000

5 Beds ⋅ 7 Baths ⋅ 40817801 MLS® #

An architectural masterpiece by renowned Gren Weis, this exceptional residence offers over 10,000 sq. ft. of luxurious living space on more than ½ 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. (id:5764)

1081 ARGYLE Drive, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$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

Listing courtesy of RE/MAX Escarpment Realty Inc., Brokerage.

$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

Listing courtesy of HOMELIFE/MIRACLE REALTY LTD.

$1,999,900

5 Beds ⋅ 1 Baths ⋅ W12936888 MLS® #

This residential property in North Oakville presents a unique redevelopment opportunity. Buyers can renovate and occupy the existing home, rent it out, or explore rezoning options to unlock its full potential (construction of up to 8 story residential building). Located at the prime intersection of Dundas and Bronte, it offers easy access to a range of amenities, making it an ideal investment or project for the future. Please note: seller is willing to entertain a vendor take back mortgage!

2527 Dundas Street W, Oakville

Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD..

$15,900,000

5 Beds ⋅ 4 Baths ⋅ W12884912 MLS® #

Live in or build new. One of the last remaining developable Riparian Lakefront estates in South East Oakville boasting unrivalled and expansive views of Lake Ontario from Downtown Toronto to the Niagara Escarpment. With 184ft of lake frontage and boat access and a total of 3.63 acres and over 3/4 acres of tableland, this breathtaking and extremely private estate offers endless possibilities. With RL1-0 zoning the land can accommodate a new build of up to approximately 10,000 square feet above grade without a variance. The existing bright and spacious 5 bedroom family home has been renovated for even the most discerning buyer with many new updates including a new kitchen and bathrooms. Located on one of Oakville's most sought-after and finest, tree lined and quiet family friendly streets and only 30 minutes to downtown Toronto. This estate has the furthest projected vantage point for Toronto views in Oakville. With a extremely rare concrete docking pier and newer Seawall (2020) with a poured concrete lakefront walkway and development setback lines already established, with architectural plans available, this is an outstanding investment opportunity in a prime location.

3 Ennisclare Drive, Oakville

Listing courtesy of RE/MAX ABOUTOWNE REALTY CORP..

$1,999,999

5 Beds ⋅ 4 Baths ⋅ W12876160 MLS® #

Welcome To This Unique, Custom-Built Home In Desirable East Oakville. Situated On A Premium, Treed Lot, This Home Features An Amazing Heated Sunroom With Massive Windows, Tile Floors, And A Stunning Entertainment Wall Including A Fireplace, Desk, And A Space For Your Wall-Mounted TV. Double Entry French Doors Lead To A Backyard Retreat Patio Area Equipped With An Outdoor Kitchen, Gazebo, Waterfall Feature, Garden Shed, And Ample Room For A Pool Or Hot Tub. Inside Features An Open Concept Main Floor Design With A Grand Kitchen, Built-In Appliances, Granite Countertops, Backsplash, Center Island, Pot Lights, And Large Windows. The Main Floor Bedroom Has Access To A Full 3-Piece Bathroom And Can Be Easily Converted To A Separate Formal Dining Room Or Office. The Space Also Includes Extensive Wall Trims And Hardwood Floors Throughout. The 2nd Floor Has 4 Additional Bedrooms And A Laundry Room. The Finished Basement Has A Possible Side Entrance And An Open Concept Layout With A Kitchen And 3-Piece Bath, Perfect For Large Family Gatherings, An In-Law Suite, Or Additional Income!

427 Pinegrove Road, Oakville

Listing courtesy of RE/MAX REALTY SPECIALISTS INC..

$1,299,000

5 Beds ⋅ 2 Baths ⋅ W12869942 MLS® #

Welcome to this charming bungalow nestled in the sought-after neighbourhood of West Oakville, steps to renowned Appleby College, Pine Grove PS, Glen Oak park and Lake Ontario. This 3+2 bedrooms upgraded bungalow presents a versatile layout suitable for growing families or those seeking ample room for their hobbies. The large premium property features a charming private backyard surrounded by mature trees, perfect for enjoying the outdoors and hosting summer barbecues, while a patio area offers an inviting space for dining or relaxation. Step through the front door and be greeted by a warm and inviting ambiance. The main level features a spacious Living room bathed in plenty of natural light to showcase its original hardwood floors. The kitchen, adorned with quaint cabinetry and ample counter space, offers a functional layout for hosting intimate family dinners or casual get-togethers with friends. The main level comprises three well-appointed bedrooms, recently renovated main bath (2021). Descend to the recently finished basement (2023) which adds over 1150sq.ft of additional living space to the home. With two additional bedrooms, a second bathroom, and a generous recreation room, this lower level accommodates various lifestyle needs. Along with new kitchen appliances (2023) this home also recently had a new furnace and central A/C system installed (2022) and is ready for your enjoyment. Situated in the heart of Oakville, this home is just moments away from renowned schools, parks, shopping centers, and a vibrant community atmosphere.

300 Burton Road, Oakville

Listing courtesy of Re/Max Hallmark Realty Ltd..

$13,500,000

5 Beds ⋅ 6 Baths ⋅ W12867960 MLS® #

Gracefully set along the shores of Lake Ontario, this exceptional custom estate-designed by Gren Weis-occupies a prestigious waterfront property with coveted riparian rights in one of South-East Oakville's most exclusive enclaves. Framed by breathtaking lake views and a rare sense of privacy, the residence offers an extraordinary lifestyle where timeless architecture meets modern luxury. Classical proportions, refined interiors, and impeccable craftsmanship define every space-from intricate millwork and detailed ceilings to radiant heated floors and upgraded lighting. Expansive principal rooms are thoughtfully oriented to capture sweeping water vistas, creating a spectacular setting for elegant entertaining and relaxed family living. At the heart of the main level, a magnificent living room with double French doors welcomes the fresh lake breeze, while a luminous solarium overlooks the gardens. The level is completed by a formal dining room, a gourmet kitchen with professional-grade appliances and dedicated prep kitchen, and a sun-filled family room distinguished by striking waffle ceilings. The upper level reveals a tranquil primary suite with spa-inspired ensuite and dressing room, accompanied by three additional bedrooms, two beautifully appointed bathrooms, and an elegant library with sweeping views across the water. The lower level continues the home's exceptional scale with full-size windows, radiant heated floors, a spacious recreation room with wet bar, fitness studio with full bath, private guest suite with ensuite, and abundant storage. Outdoors, manicured gardens blend seamlessly with the natural beauty of the lakefront. Multiple walkouts connect the home to the grounds and shoreline-making morning paddleboarding or an evening canoe launch part of everyday life. Steps from Gairloch Gardens & minutes to DT Oakville's boutiques, dining, culture, and top schools, this remarkable property offers a rare opportunity to experience waterfront living at its finest

6 Ennisclare Drive W, Oakville

Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES PHINNEY REAL ESTATE.

$3,795,000

5 Beds ⋅ 4 Baths ⋅ W12812288 MLS® #

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

3286 Shelburne Place, Oakville

Listing courtesy of Royal LePage Real Estate Services Ltd., Brokerage.

$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

Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD..

$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

Listing courtesy of RE/MAX ABOUTOWNE REALTY CORP..

$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

Listing courtesy of Royal LePage Real Estate Services Ltd., Brokerage.

$3,250,000

5 Beds ⋅ 3 Baths ⋅ W10403987 MLS® #

Well positioned property in historic Old Oakville, south of Lakeshore, just steps to the beach, Oakville harbour and Town Square. Sitting proudly up on a rise, this 2 1/2 storey home features wonderful views, light and plenty of space to create your dream home. With lot dimensions of 105' x 105' this full-sized 11,044 SF lot is exactly twice the size of adjacent properties. Savvy buyers may investigate opportunities to sever the lot or explore the creation of an accessory dwelling unit on the property. Zoning RL3, Special Provision 11. The existing home sits entirely on one half of the property in the northeast corner leaving the south and the west portions of the lot open to potential. The existing residence features high ceilings, a grand staircase, formal living room with wood burning fireplace and adjacent sunroom. Lovely southeast dining room takes in all the sunlight. The kitchen and back entrance are in the southwest corner of the main floor. The second floor features 4 bedrooms and one main bathroom. The third floor with two large rooms used as the Primary suite features wonderful views over the garden, the lake, church tower and the beautiful trees of Old Oakville.

200 WILLIAM Street, Oakville

Listing courtesy of Royal LePage Real Estate Services Ltd., Brokerage.

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