Oakville Real Estate | Oakville Single Family Homes for Sale

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

$3,850,000

4 Beds ⋅ 4 Baths ⋅ W13018186 MLS

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

55 Chisholm Street, Oakville

$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

$2,399,800

4 Beds ⋅ 3 Baths ⋅ W13006060 MLS

Rare ravine-backed bungalow on an exceptional 27,000 sq ft lot in Old Oakville, backing onto a protected preserve and creek. Thoughtfully renovated and move-in ready with bright principal rooms and beautiful natural views. All renovations and features are detailed in the attached feature sheet. Ideal to Move in now or create your dream estate in one of Oakville's most prestigious and picturesque neighbourhoods. Feels like cottage country, yet steps to Kerr Village, Downtown Oakville, Tannery Park, top schools, the lake, and the GO Station.

327 River Side Drive, Oakville

$3,998,900

4 Beds ⋅ 4 Baths ⋅ W12992608 MLS

Incredible offering in the Harbour district of Old Oakville one block from the lake and harbour and a short stroll to beautiful downtown Oakville. Over 3500SF of luxury living space. Beautiful custom build with open concept floor plan featuring soaring 10' ceilings and filled with light via wall-to wall windows and dramatic skylights. 3-floor elevator. Exceptionally high-end quality construction and attention to detail. Living Room with fireplace open to Kitchen with built-in SubZero & Wolf appliances, quartz counters, Butler's pantry with full height SubZero freezer and exceptional storage. Walk-out to a beautiful fully covered porch 27' x 11' with low maintenance composite decking. Beautiful Primary suite with south-facing lake view from Juliette Balcony, luxury Ensuite with heated floors, dual sinks, soaker tub and glass shower; Walk-in closet with built-in cabinetry. 2 further bedrooms with Juliette balconies with lake views. Main bath with heated floors and glass shower. Second floor Laundry. The ultimate lower level features high ceilings, radiant heated floors throughout, patio door walk-out to covered patio and access to the garden, large open concept Recreation Rm, full second Kitchen with high-end appliances, 4th Bedroom & guest bathroom; Cedar lined sauna with easy access to get outside to the hot tub. Triple Glazed windows throughout. Wired Security System. Irrigation System. The fenced garden features lush landscaping, large patio and gazebo for hot tub. Inside entry from oversized, 2-car garage with 12 ceilings can accommodate a car-lift.

36 Anderson Street, Oakville

$3,950,000

4 Beds ⋅ 4 Baths ⋅ W12991350 MLS

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

382 Trafalgar Road, Oakville

$3,000,000

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

$1,599,000

2 Beds ⋅ 2 Baths ⋅ W12986568 MLS

Build your dream home! Nestled on a premium 60 x 136 ft lot in South-east Oakville's prestigious Morrison neighbourhood, this charming 2 bedroom all brick bungalow (formerly 3 bedroom) is a property that rarely comes to market. Zoned RL2-0, the generous frontage and depth offer an outstanding build envelope - ideal for a custom home or a significant addition and renovation. Thoughtfully maintained throughout, the home offers a warm and functional layout with 2 bedrooms, 2 bathrooms, and a beautifully finished basement complete with a custom fireplace, bar, and games area, along with a dedicated office space. Step outside to the covered back deck where an outdoor fireplace sets the tone for relaxed evenings surrounded by nature - the kind of setting that makes it easy to forget you're minutes from everything. The landscaping and mature trees have been carefully tended over many years, with a lush treed rear boundary that adds real privacy and seclusion to the property. Situated on a quiet, tree-lined street surrounded by impressive custom builds, the location offers the very best of South-east Oakville living. Top-ranked schools including St. Mildred's Lightbourn and Linbrook are within walking distance, while the Oakville GO Station, the waterfront, downtown Oakville's shops and restaurants, and convenient highway access are all just minutes away. Whether your vision is a brand new custom home or a thoughtful renovation and addition, this is the property that makes it possible - on one of South-east Oakville's most sought-after streets.

1051 Melvin Avenue, Oakville

$1,099,000

3 Beds ⋅ 2 Baths ⋅ W12983102 MLS

4 level side split on a quiet, kid-friendly crescent in west Oakville. 60X125 lot. Furnace and air conditioner replaced in 2023. Windows done in last 8 years. 3 bedrooms upstairs. Walkout from family room to covered back patio, nice place to bbq and entertain. Hardwood flooring on top 2 levels. Clever dog run setup. Lots of new development in the area. Quick access to highway and Bronte GO. Walk to rec centre. Quiet crescent in mature area in west Oakville.

557 Trafford Crescent, Oakville

$1,690,000

4 Beds ⋅ 3 Baths ⋅ W12982936 MLS

153 Ulster Drive delivers exactly what today's buyers are searching for: premier location, lot value, and long-term upside. Set on an RL3-0 zoned property in one of West Oakville's most rapidly transforming neighbourhoods, this approximately 1,800 sq. ft. bungalow offers three clear paths forward: renovate and modernize, expand and personalize, or build one exceptional custom residence. Building permits in place for approximately 4,000 sq. ft. above grade provide a rare head start for those ready to create something exceptional. The existing 4-bedroom, 2.5-bath home is fully furnished and rental-ready, featuring afunctional layout, sun-filled solarium, spacious living areas, gas fireplace, and equipped kitchen. An ideal holding property while finalizing plans or generating interim income. Surrounded by multi-million dollar custom homes and located just steps to Lake Ontario, lakefront parks, and top-rated schools, and minutes to Bronte Harbour, Bronte Village, downtown Oakville, and the QEW. Live in it. Lease it. Build on it. The timeline is yours.

153 Ulster Drive, Oakville

$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

$1,390,000

3 Beds ⋅ 1 Baths ⋅ W12976824 MLS

Welcome to 345 Sandlewood Rd, an exceptional opportunity for builders, renovators, and custom-home developers in highly coveted West Oakville. This prime property is situated on a quiet, established street lined with upscale custom builds-making it an ideal site for your next project. The existing 3-bedroom side-split offers approximately 1,600 sq ft of interior space, with an updated kitchen featuring white cabinetry and warm wood countertops, plus a cozy family room with a real wood-burning fireplace. The home also includes a 4-piece bathroom, a 1-car garage, and parking for up to 4 vehicles. However, the true value lies in the large, private lot, offering outstanding flexibility for a full-scale renovation, a substantial addition, or a complete custom rebuild aligned with the area's ongoing transformation into a luxury-home enclave. With many neighbouring properties already redeveloped, this location provides a strong precedent and excellent long-term value for new construction. Positioned within walking distance of Lake Ontario, parks, trails, and Hopedale Mall, this property represents a rare chance for builders, investors, and end-users to secure a premium piece of West Oakville real estate with strong redevelopment potential.

345 Sandlewood Road, Oakville

$1,999,000

4 Beds ⋅ 3 Baths ⋅ W12962650 MLS

**Modern Architectural Home with Value-Add Potential in Prime Central Oakville** An exceptional opportunity for builders, investors, and savvy buyers to acquire a modern, architecturally striking home in one of Oakville's most desirable neighbourhoods. Offering over 3,400 sq ft of above-grade living space, this 4-bedroom residence features soaring 21-ft ceilings, expansive windows, and a bright open-concept layout designed for contemporary living.The main level showcases wide-plank hardwood flooring, a dramatic family room with impressive ceiling height, and seamless flow between living, dining, and kitchen spaces. Large bifold doors open to a side patio, offering indoor-outdoor integration and the opportunity to further enhance exterior living.Upstairs, four generously sized bedrooms include a spacious primary retreat with walk-in closet and 5-piece ensuite. The unfinished basement presents a blank canvas with rough-in already in place - ideal for creating additional living space, a secondary suite, or premium recreational area. Set on a 60 x 119 ft lot in a highly sought-after location close to downtown Oakville, the lakefront, parks, and top-rated schools, this property offers strong long-term upside.Recent improvements underway further enhance functionality, including relocation of the laundry area to improve main floor flow. **Seller financing available** flexible terms with no income qualification (conditions apply). Property being sold in as-is condition. A rare opportunity to customize and add value in a premier neighbourhood.

204 Mary Street, 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

$2,449,000

4 Beds ⋅ 4 Baths ⋅ W12949344 MLS

MOVE BEYOND THE STANDARD in Oakville's prestigious Joshua Creek. This refined 4,200+ SF residential asset is a masterclass in architectural volume and intentional flow. Engineered for grand-scale entertaining, the residence opens to a soaring double-height foyer and a curved staircase, leading into a light-filled living space anchored by a sophisticated two-sided gas fireplace. The formal dining room features custom coffered ceilings, while the chef-inspired kitchen and breakfast room offer a seamless transition to the private porch and rear grounds. STRATEGIC LAYOUT & DESIGN - A secondary staircase provides direct lower-level access, complemented by a dedicated mudroom/laundry and abundant storage solutions. The upper gallery leads to a primary suite designed as a private sanctuary, featuring a spa-caliber ensuite and dual walk-in closets. Three additional oversized bedrooms offer unparalleled versatility, including a semi-ensuite and a private ensuite with a custom window bench. PREMIER LOCATION & ACCESS - Positioned within the catchment of Ontario's top-tier institutions-Joshua Creek Elementary and Iroquois Ridge SS-this property offers proximity to elite golf clubs, tranquil trail systems, and rapid transit/highway corridors (403/QEW/407). Experience the intersection of luxury and logic. Move Beyond the Search.

2238 Lyndhurst Drive, Oakville

$1,590,000

4 Beds ⋅ 4 Baths ⋅ W12945970 MLS

Absolutely top school in the area!!!! White Oaks Secondary School 9.7/10 ratings!!!! Holy Trinity Secondary Schoo 8/10 ratings!!! Welcome to 423 Grindstone Trail-a stunning home nestled in a peaceful and highly sought-after community. With 4 spacious bedrooms and 4 bathrooms, this beautifully maintained property offers the perfect balance of comfort, style, and functionality. Step through the front door into a grand foyer that leads into an expansive living, dining, and kitchen. The bright and airy living room is highlighted by elegant bay windows that flood the space with natural light. Freshly painted, Modern Custom Front Door, with brand new aluminum/glass railing on the front porch. Hardwood Floor throughout, Pot lights on Main floor & First Floor hallway. Separate Functional Layout With Living & Family Room with Gas fireplace. A two-car garage and additional driveway parking complete this exceptional property, making it the perfect place to call home. only 8 year old home. Approximately 2620 SF, Timeless Stone Exterior, and Functional Layout, Natural Light Pours Through Large Windows, Brand-new Lighting that Brightens Every Corner of the Home. The Spacious Living and Dining Areas are Ideal for Entertaining, while the Cozy Family Room with a Gas Fireplace The kitchen Offers Generous Counter Space. Fully Fenced Private Backyard* Close To All Amenities / Golf Course / Hwy, Qew, Public Transit Etc. High-Rank Schools*

423 Grindstone Trail, Oakville

$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

$3,980,000

W12924914 MLS

ATTN: INVESTORS / DEVELOPERS... Extremely Rare Building Lot in Downtown Oakville That Is Site-Plan & Building permit ready!!! For 3 X 2600 Sq. Ft. Private Elevators To Each Suite, Private Expansive Terraces Of Approximately 450 Sq. Ft. For Outdoor Enjoyment. Owner And Guest Parking Available.

110 Chisholm Street, Oakville

$3,150,000

4 Beds ⋅ 3 Baths ⋅ W12922924 MLS

Spectacular opportunity in Southeast Oakville's prestigious Morrison Road district. Premium0.346-acre lot (102 x 148 ft) with desirable south exposure-ideal to move in, renovate,or build a custom home among multi-million dollar estates.Well-maintained 2-storey home offering approx. 2,549 sq ft with 4 bedrooms, 3 bathrooms, and adouble car garage. Updated throughout and suitable for immediate occupancy with futurepotential.Renovated kitchen features quartz countertops, subway tile backsplash, updated fixtures (2024),LG fridge (2024), and Samsung induction stove (2022), Heated Floors (Hot Water) in main floor family room and finished basement. Bright family room addition includes, skylight, and premium windows and doors. Muskoka room provides a peacefulspace overlooking the mature lot.Hardwood flooring and Napoleon fireplace (2024) in principal rooms. Finished basementincludes fireplace, pot lights, and large above-grade windows.Major updates: roof (2010-11), windows (2010-11), electrical panel (2010-11), furnace (2022),boiler (2022). Exterior features include Muskoka room, additional west facing side deck, Hardie board siding, composite deck (2022), irrigation system,landscaping, and exterior pot lights.Steps to Gairloch Gardens and Lake Ontario. Close to top-ranked schools and minutes toDowntown Oakville, highways, and GO.RL1-0 zoning permits approx. 30% lot coverage (~4,520 sq ft) and 29% residential floor area(~4,370 sq ft).

1268 Hillhurst Road, Oakville

$7,900,000

6 Beds ⋅ 8 Baths ⋅ W12919550 MLS

Located on the prestigious private lane of Lambert Common this masterful 8300 square foot plus home includes a seamless 2024 addition from the original 7 year old build. This custom residential design stuns with grand proportions and meticulous detail. All three levels feature 10-foot ceilings defining the home by its impressive rooms and an atmosphere of space and luxury. The entrance is both welcoming and breathtaking with it's incredible moldings and crystal chandelier casting diamond glints across the foyer flanked by the living and dining rooms. Stepping through to the back of the house, you will enjoy panoramic views of wall to wall glass overlooking the two heated patios. The culinary wing is divided into two distinct zones for the ultimate hosting experience: The Showcase Kitchen: A visual centerpiece featuring a dramatic backlit stone wall that serves as a piece of living art. A 14-foot island, elegantly underlit to create a feeling of light providing sophisticated seating for six to enjoy the stunning kitchen. The Prep Kitchen: Positioned discreetly at the back of the main floor, this secondary kitchen allows for preparation to remain out of sight, ensuring the primary living space remains pristine. The home boasts five bedrooms with walk-in closets and ensuites. The Primary Suite is a dedicated sanctuary with his & hers walk-in closets, fireplace, and private bath, all oriented specifically to provide a serene, view of the lake, allowing the water to serve as a constant, tranquil backdrop. The upper level laundry room is spectacular an appliance package that includes a steam closet. The Entertainment & Wellness Lower Level Maintaining the same 10-foot ceiling height as the upper floors, and a destination unto itself. This level is fully equipped for a high-performance lifestyle, featuring and private glass enclosed gym, theatre room, open recreation room, secondary laundry suite & sixth bedroom with private office. This home is Luxury Certified.

15 LAMBERT Common, Oakville

$3,790,000

4 Beds ⋅ 4 Baths ⋅ W12899458 MLS

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

338 MACDONALD Road, Oakville

$4,290,000

4 Beds ⋅ 4 Baths ⋅ W12899014 MLS

Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. The Douglas Collection is an extension of the inaugural development with an exclusive collection of seven homes located on Douglas Avenue. Distinct detached single family models, each magnificently crafted with varying elevations, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and principal gathering spaces. A true exhibit of flawless design and impeccable taste. "The Chatsworth"; detached home with 48-foot frontage, between 3,188-3,204sf finished space w/an additional 1,000+sf (approx)in the lower level & 4beds & 3.5 baths. Utility wing from garage, chef's kitchen w/w/in pantry+ generous breakfast, expansive great room overlooking LL walk-up. Quality finishes are evident; with 11' ceilings on the main, 9' on the upper & lower levels and large glazing throughout, including 12-foot glass sliders to the rear terrace from great room. Quality millwork w/solid poplar interior doors/trim, plaster crown moulding, oak flooring & porcelain tiling. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Downsview kitchen w/walk-in pantry, top appliances, dedicated breakfast + expansive glazing. Primary retreat impresses w/2 walk-ins + hotel-worthy bath. Bedroom 2 & 3 share ensuite & 4th bedroom enjoys a lavish ensuite. Convenient upper level laundry. No detail or comfort will be overlooked, w/high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Refined interior with clever layout and expansive rear yard offering a sophisticated escape for relaxation or entertainment.

Lot 101 Douglas Avenue, Oakville

$1,920,000

6 Beds ⋅ 3 Baths ⋅ W12894154 MLS

Gorgeous Family Home on Prestigious Chartwell Road in Old OakvilleNestled on a prime 0.29-acre west-facing lot backing onto serene woodlands, this immaculate 4+2 bedroom residence is situated on the coveted "Street of Dreams" Chartwell Road in the heart of highly sought-after Old Oakville. Offering endless potential, this exceptional property is ideal for families looking to move in, renovate, or build their custom dream home in a prestigious neighbourhood.The beautifully maintained home features gleaming hardwood floors, spacious living, dining, family principal rooms, and a thoughtfully updated patio and deck perfect for outdoor entertaining. The finished basement, with a private separate entrance, includes a 2-bedroom in-law suite complete with a full kitchen and bathroom, offering incredible flexibility for multigenerational living or rental income.Enjoy unparalleled convenience with a short walk to Whole Foods, Longos, charming local restaurants, top-rated schools, and minutes to the GO Station and QEW. This is a rare opportunity to own a slice of Oakville's most desirable enclave where lifestyle, luxury, and location meet.

494 Chartwell Road, Oakville

$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

$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

$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

$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

$1,299,000

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

$1,689,000

4 Beds ⋅ 5 Baths ⋅ W12869800 MLS

Discover this stunning home in a sought-after Oakville community, offering spacious living and modern convenience. Designed for comfortable living and entertaining, the home features a built-in security system and a basement equipped with a sound system-perfect for movie nights or gatherings. Located close to parks and green space, the property also benefits from a brand-new high school scheduled to open nearby in September 2026. An excellent opportunity to enjoy modern living in a growing, family-friendly neighbourhood.

132 Settlers Road E, Oakville

$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

$4,595,000

6 Beds ⋅ 6 Baths ⋅ W12867114 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

$3,498,000

6 Beds ⋅ 5 Baths ⋅ W12831352 MLS

Unobstructed Lake Ontario views define this rare opportunity in South East Oakville's prestigious Arkendo enclave. A truly breathtaking backdrop with a year round promise of spectacular sunrises over the lake and tranquil evenings. The original but meticulously maintained 5 bedroom residence offers 3,122 sq.ft. above grade plus a 1,330sq. ft. finished lower level, presenting an ideal canvas for renewal or renovation.The generous principal rooms all have lakeviews and the functional layout and abundant natural light throughout provide a solid foundation for a new owners vision. Set among luxury homes and close to top schools, downtown Oakville, and major highways and GO transit, this property is perfect for buyers seeking to create their signature lakeview estate in one of Oakville's most exclusive waterfront pockets on a 12,000sqft lot with RL3-0 zoning and 152ft south facing rear gardens and lake views. Some photos are virtually rendered.

20 Arkendo Drive, Oakville

$2,699,000

6 Beds ⋅ 5 Baths ⋅ W12818918 MLS

Luxury Living That Surpasses Expectations!This exceptional custom-built residence offers overall 4700 sq. ft. of beautifully finished living space, plus an abundance of storage area and privacy. If you're considering any other property, this is a must-see to compare for value, features, upgrades. Designed with both elegance and practical luxury, including a laundry room on each floor.This home stands out as a rare opportunity offering outstanding value in today's luxury market. Designed with high ceilings, extra wide staircase, wood trims/crown moldings throughout and no wasted open to above space. The open-concept main floor showcases living room, dining room, office, family room and a breakfast area with access to deck. The gourmet kitchen featuring an oversized island, premium appliances and a spacious butler's pantry, perfect for hosting or everyday family living. The home offers 6 spacious bedrooms and 5 beautifully appointed bathrooms. The sizeable primary bedroom offers linear fireplace, walk in closet, and a 6 pc luxurious ensuite featuring a large glass "spa steam shower". A fully finished basement complete with French door walk-up access to the private backyard, creating ideal potential for extended family living or seamless indoor-outdoor entertaining. All basement windows extra large and not set in deep window wells. Set on a private, pool-sized lot, the outdoor space is designed for enjoyment, tiered deck, sprinkler system and a custom brick oven/BBQ, perfect for gatherings and summer entertaining. Additional features include a garage with rough-in for EV charging, adding future-ready convenience. Great curb appeal, porch and large windows. This home offers both privacy and convenience, with excellent schools and amenities close by, making it ideal for families seeking upscale living in a prime, peaceful setting. This remarkable home is loaded with premium features, and the list of upgrades truly goes on. A must see. Shows to perfections.

1211 Pinegrove Road, 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

$3,795,000

5 Beds ⋅ 4 Baths ⋅ W12812288 MLS

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

3286 Shelburne Place, Oakville

$3,499,999

3 Beds ⋅ 3 Baths ⋅ W12779900 MLS

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

1296 Cumnock Crescent, Oakville

$3,450,000

3 Beds ⋅ 3 Baths ⋅ W12778182 MLS

Attention Investors & Developers! Zoning approved for four luxury townhome units (RM1) with a total buildable gross floor area of 14,736 sq. ft. on a 0.24-acre lot (building permits not included). Features both surface and underground parking. Renderings available for review. Located in a prestigious and tranquil enclave in West Oakville, just south of Lakeshore. Steps from Bronte Heritage Waterfront Park, Bronte Boathouse, and Marina! An upgraded, move-in-ready home is currently on-site, perfect for living or renting. **EXTRAS** Includes stainless steel appliances: fridge, stove, built-in dishwasher; front-loading washer and dryer; light fixtures; window coverings; garage door opener; gazebo; garden shed; and greenhouse.

47 Nelson Street, 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

$1,149,000

3 Beds ⋅ 2 Baths ⋅ W12771592 MLS

NEW PRICE!! Charming and impeccably maintained split level home located in trendy Central Oakville. Versatile layout with 3 bedrooms, 2 bathrooms and finished recreational room. Steps away from great schools, shopping, highway access and a short walk to the lake and vibrant Kerr Street and Downtown Oakville. The fenced backyard adds privacy and usable outdoor space to enjoy barbques and family gatherings. Separate detached garage and shed/workshop frame the backyard. Move in and enjoy this cozy home now or have it serve as a blank canvas to create your personal family vision.

251 Elmwood Road, 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

$2,265,000

4 Beds ⋅ 2 Baths ⋅ W12754188 MLS

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 Y, 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!

362 Fourth Line, Oakville

$2,650,000

4 Beds ⋅ 4 Baths ⋅ W12723170 MLS

Nestled in the heart of Morrison, this distinguished Southeast Oakville residence offers a rare blend of privacy, elegance, and family functionality. Set on a premium 81 x 140 ft lot backing onto King's Forest, the home is framed by a charming wraparound porch and mature landscaping. Freshly renovated and meticulously maintained, the home features hardwood floors throughout, a freshly painted interior, and a bright open-concept kitchen with stainless steel appliances, an oversized island, and floor-to-ceiling windows that flood the space with natural light. The breakfast area flows seamlessly into the family room with a gas fireplace and custom built-ins-ideal for both everyday living and entertaining. The main level offers a large office, easily convertible to a main-floor bedroom, complemented by a 3-piece full bathroom-perfect for extended family, guests, or a nanny suite. The upper level features three full bathrooms, including two private ensuites, along with convenient second-floor laundry. The finished lower level provides additional recreation space and ample storage. Outdoors, the professionally landscaped backyard is surrounded by mature trees, offering exceptional privacy and a serene retreat. Ideally located within walking distance to Oakville's top-ranked schools, including: Oakville Trafalgar HS,EJ James, Maple Grove PS, , St. Vincent's, St. Mildred's, and Linbrook, parks, shopping, and the GO station. Equipped with a security system, irrigation system, and sump pump.A rare opportunity to own a refined family residence in one of Oakville's most prestigious neighborhoods. Don't miss the opportunity to make it your own!!!

427 CAIRNCROFT Road, 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

$1,799,000

4 Beds ⋅ 2 Baths ⋅ W12679326 MLS

An exceptional opportunity to build your dream home in one of Oakville's most prestigious and sought-after neighbourhoods. Set on a quiet, tree-lined 60 x 122 ft lot widening to 78 ft at the rear, this property offers a rare chance to design and build a custom home exceeding 3300 sq.ft.(above grade). The existing home is well maintained and fully livable, allowing you to move in or generate rental income while securing permits. Ideally Located just minutes from Lake Ontario, downtown Oakville, the GO Train, top-ranked schools, parks, and major highways, this address perfectly balances tranquility, convenience, and long-term value. Buyers or their representatives should verify all zoning and building details with the Town of Oakville's Planning and Building Department.

1169 Cynthia Lane, Oakville

$1,049,999

3 Beds ⋅ 3 Baths ⋅ W12655734 MLS

CHARMING FREEHOLD SEMI-DETACHED , 2 STOREY home is located in the highly sought-after West Oak Trails area. It features 3 bedrooms, 3 bathrooms, and a fully finished basement. The homes well-designed layout allows for plenty of natural light throughout. Upon entry, a spacious foyer leads to the family room and eat-in kitchen with ample counter space and cabinetry. Patio doors open to a private, fenced backyard with mature trees offering shade and privacy ideal for relaxing or entertaining on the deck. Off the kitchen, you'll find a laundry room with a large stacking washer and dryer, a convenient wash basin, and a powder room. Upstairs, the primary bedroom includes an ensuite and walk-in closet, while two additional bedrooms, a 4-piece bathroom, and a linen closet complete the 2nd level. The fully finished basement offers a versatile recreation room, perfect for a home office, plus a utility room, storage area, and rough-in for an additional washer and dryer. The home also includes a deep single-car garage. Located in a top-ranked school district, including Garth Webb Secondary, Emily Carr Public, and several more. This home is close to highways, walking trails, Oakville Hospital, and various family-friendly amenities. Ideal for any family!

2189 Shorncliffe Boulevard, 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

$2,490,000

4 Beds ⋅ 3 Baths ⋅ W12536808 MLS

Welcome to 132 Sparling Court! This large family-sized home is nestled in a quiet cul-de-sac in Southwest Oakville, surrounded by beautiful, lush landscaping on an over-sized private lot. The location is ideal, close to Lake Ontario, top-rated schools, shopping, restaurants, incredible parks and trails and more. The front sitting porch welcomes you inside to the spacious foyer that leads to the formal living room with a wood-burning fireplace and deep-silled windows, through to the elegant dining room with floor-to-ceiling window overlooking the lush backyard. The eat-in-kitchen has ample custom cabinetry, stainless steel appliances and a breakfast area with a convenient coffee/dry bar. A full wall of rear-facing windows & 4 skylights flood the room with warm southwest sunlight. The sunken family room has a vaulted ceiling & natural gas fireplace with garden door access to the back deck, making indoor-outdoor living seamless. The second level has the primary bedroom with hardwood floor and vaulted ceiling, 3 more spacious bedrooms, all with hardwood floors, and a 4pc main bath. The basement features a large rec room with fireplace and b/i media cabinetry as well as 3 a/g windows bringing in loads of natural light. The office area is a versatile workspace with heated floors, closet and built-in cabinets - a great spot for working from home or creative projects. A bright mudroom leads to the separate walk-up entrance from the rear yard as well as the 3pc bath. A wine cellar/cold cellar & laundry room round out the lower level. The property is meticulously landscaped with an abundance of mature trees, privacy & perennial gardens that include hostas, rhododendrons, hydrangeas & Japanese maples, while an in-ground sprinkler system makes maintenance a breeze. Multi-level wood decks, hot tub, and cozy fire pit area make for year-round outdoor enjoyment. Other features include a 2 car garage and dbl driveway for 8 cars, CVAC, attic with full w/u access and so much more!

132 Sparling Court, 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

$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

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