Oakville ON 5 Bedroom Real Estate, Homes, Condos for Sale

Introducing a truly exceptional property that redefines luxury living, elegance, and comfort! Nestled in the best location of South East Oakville, this magnificent house is a testament to sophisticated design and meticulous attention to detail. As you step into the grand foyer, you're immediately greeted by an open floor plan that seamlessly blends spaciousness and intimacy. The sprawling 7000+ square feet of living space showcases a harmonious blend of modern architecture and timeless craftsmanship, creating an atmosphere of refined opulence. The heart of this home is undoubtedly the state-of-the-art German kitchen. Equipped with the latest appliances, custom cabinetry, and high-end finishes, it's a culinary haven for the gourmet enthusiast. Whether you're entertaining guests or preparing a family meal, this kitchen is designed to elevate your culinary experience to new heights.

1286 Cambridge Drive, Oakville

$1,728,000

5 Beds ⋅ 5 Baths ⋅ W13109216 MLS

True ravine lot with a dense forest backdrop, offering exceptional privacy for those who value lush natural surroundings. This impressive home features a unique third-level primary retreat with a sitting area, romantic balcony, spa-like ensuite, and double walk-in closets. The second level offers four spacious bedrooms and two full bathrooms. The main floor showcases a bright white kitchen with built-in appliances, and elegant living spaces. Two gas fireplaces .A finished basement adds versatility. Enjoy outdoor living with a walk-in inground saltwater pool and spa. Ideally located within walking distance to schools and scenic nature trails.

1462 Grand Boulevard, Oakville

$3,388,500

5 Beds ⋅ 7 Baths ⋅ W13107546 MLS

Situated On An Impressive 62' X 156' Lot In Prestigious West Oakville, This Exceptional Custom-Built Smart Home Offers Approx. 5,280 Sq Ft Of Luxurious Finished Living Space (3,400 Sq Ft Above Ground) With 5 Bedrooms, 5 Full Bathrooms And 2 Powder Rooms. Expertly Crafted With Premium Finishes And Impeccable Attention To Detail, This Residence Features 10' Main Floor Ceilings, 9' Upper & Lower Levels, Massive Velux Skylight, Oversized Windows, Crown Moulding, Wainscoting, Heated Floors, Built-In Speakers, Smart Home Automation And Multiple Gas Fireplaces. Designer Perola Kitchen With Custom Cabinetry, Glass Display Cabinets, Leathered Calcutta Granite Island, Caesarstone Counters, JennAir Built-In Appliances, 6-Burner Gas Cooktop With Pot Filler, Wine Fridge, Pantry And Designer Lighting. Stunning Great Room With Custom Built-Ins, Accent Lighting, Gas Fireplace And Expansive Rear Yard Views. Elegant Living & Dining Rooms With Imported Crystal Chandeliers, Hardwood Flooring And Custom Millwork. Main Floor Office Features Solid Wood French Doors, Built-In Shelving And CAT6 Wiring. Luxurious Primary Retreat With Vaulted Ceilings, Built-In Speakers, Large Picture Windows And Spa-Inspired Heated 5-Piece Ensuite Featuring Quartz Counters, Seamless Glass Shower, Soaker Tub, Makeup Vanity And Custom Walk-In Closet. All Additional Bedrooms Include Heated Ensuite Bathrooms And Custom Built-Ins. Professionally Finished Walk-Up Lower Level Includes Home Theatre, Games Room, Recreation Area, Wine Bar Rough-In, Heated Floors, Gas Fireplace, Additional Bedroom With Ensuite And Extensive LED Lighting. Exterior Features Include Natural Indiana Limestone Accents, Stucco Finish, Mahogany Doors, 6 Car Driveway, Pattern Concrete Walkways, Irrigation System, Security Cameras And Parking For 6 Vehicles. Integrated Smart Home Controls For Lighting, Security, Cameras, HVAC, Audio Complete This Truly One-Of-A-Kind Luxury Residence.

436 WILLIS Drive, Oakville

$3,599,999

5 Beds ⋅ 6 Baths ⋅ W13068536 MLS

Welcome to an exceptional custom-built luxury residence, where inspired architecture, (thoughtful design, and superior craftsmanship come together to create a home that is both elegant and functional. The grand foyer sets the tone, offering an impressive welcome into this truly distinguished home. Light, and architectural impact, the interior features a dramatic skylight that fills the home with natural light. The show-stopping 20 familyroom is highlighted by a stunning floor-to-ceiling porcelain fireplace, sophisticated yetinvitingatmosphere. The formal living room features 14' ceilings and expansive front-facing windows. The open-concept main level is enhanced by 10' ceilings, modern pot lighting, and |floor-to-ceiling windows, allowing sunlight to pour into every corner. Elegant wainscoting and custom wall panellin throughout the foyer, living room, family room, and staircase showcase the exceptional detail and craftsmanship found throughout the home. At the heart is a chef-inspired kitchen, designed for both everyday living. It features panel-ready Miele appliances, including ja refrigerator & appliances offering a seamless, built-in aesthetic. This well-planned kitchen providesanoutstanding layout, premium finishes, and a functional flow that opens directly to the backyard through sliding doors. Step outside to a covered rear patio, accessed from the kitchen, creating the perfect space for outdoor enjoyment. The fully fenced backyard ensures privacy, while the beautifully designed interlocked driveway and wrap-around hardscaping enhance curb appeal and durability, Car enthusiasts and active families will appreciate the extra-wide garage, designed to comfortably accommodate larger vehicles. A secondary rear garage door allows convenient access to the backyard-ideal for motorcycles or pets. The fully finished (basement continues the luxurious living experience, featuring large window wells for enhanced natural light, a stylish wet bar & full bath. You'll love it!

507 Wildwood Drive, Oakville

$6,499,000

5 Beds ⋅ 8 Baths ⋅ W13080708 MLS

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

112 Elton Park Road, Oakville

$1,208,888

5 Beds ⋅ 4 Baths ⋅ W13079916 MLS

Welcome to 313 Bronte Road, a beautifully updated home nestled in the heart of Bronte, one of Oakville's most desirable communities. Situated on a quiet, family-friendly street south of Rebecca Street, this property offers exceptional versatility and investment potential.This property includes three separate living spaces:Main Floor: Three-bedroom, unit Second Floor: One-bedroom and unit Basement: One-bedroom, An excellent opportunity for investors or end-users looking to live in one unit while generating rental income from the other two units.Enjoy the best of Bronte living just minutes from the lake, scenic waterfront trails, Bronte Harbour, parks, GO Transit, top-rated schools, shopping, and a wide variety of amenities. This is a rare opportunity to own in a quiet, established neighbourhood while remaining close to everything you need.Total Monthly Rental Income: $6,400.00 from three units, Main Floor, Second Floor and Basement. Buyers and buyer agents are responsible for conducting their own due diligence regarding the property, including verifying all measurements, retrofit status.

313 Bronte Road, Oakville

$1,599,000

5 Beds ⋅ 4 Baths ⋅ W13078164 MLS

Located in a highly sought-after pocket of Oakville, 2344 Devon Road is a move-in ready home offering space, functionality, and thoughtful updates throughout. The upper level features four well-sized bedrooms, while the finished basement adds a fifth bedroom perfect for guests, teens, or extended family. The main floor offers a bright, easy flow for everyday living, with connected living and dining spaces and an updated kitchen complete with modern cabinetry, clean finishes, and stainless steel appliances. The lower level provides additional living space with a large rec room and a full bathroom. Step outside to a private, fully fenced backyard-ideal for relaxing or entertaining. An attached garage and ample driveway parking add to the convenience. Set in a family-friendly neighbourhood, this home is within close proximity to top-rated schools including Maple Grove Public School, Oakville Trafalgar High School, E.J. James Public School, and St. Marguerite d'Youville Elementary School. Also just minutes to parks, shopping, Lake Ontario, the GO Station, and major highways, making it an ideal location for commuters and families alike.

2344 Devon Road, Oakville

$1,929,900

5 Beds ⋅ 5 Baths ⋅ W13067736 MLS

Premium 50-ft lot backing onto greenspace in highly sought-after Westmount! Exceptional family home offering over 3,300 sq ft of bright, functional living space with 4+1 bedrooms and 5 bathrooms. Desirable layout features spacious principal rooms, main floor office, oversized family room, and open-concept kitchen with breakfast area overlooking private backyard. Expansive primary retreat with walk-in closet and ensuite. Finished basement with additional bedroom, bath, and recreation area provides ideal space for extended family, guests, or entertaining. Enjoy privacy with no rear neighbours. Close to top-rated schools, parks, trails, hospital, shopping, and major highways. Rare opportunity in one of Oakville's premier family communities.

2481 Whistling Springs Crescent, Oakville

$2,698,000

5 Beds ⋅ 5 Baths ⋅ W13066506 MLS

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

531 Jeanette Drive, Oakville

$1,888,000

5 Beds ⋅ 4 Baths ⋅ W13065596 MLS

Recently upgraded Beautiful Executive Colonial Residence offering over 4,600 sq ft total of refined living space on a stunning corner lot. Meticulously maintained & thoughtfully updated, this home blends timeless elegance with everyday comfort. Step into the grand foyer with soaring 16-foot ceilings and make an unforgettable first impression.The main lvl showcases expansive principal rooms, including a formal living rm with a cozy gas f/p and a sophisticated dining rm large enough to seat a table for 8 w/direct access to the renovated kitchen.The kitchen is a true showpiece, featuring custom white cabinetry, quartz counters & backsplash,breakfast bar, & high-end stainless steel appliances.The adjoining breakfast area walks out to the backyard patio-perfect for entertaining. Relax in the spacious great room with a wood-burning f/p & an oversized window that fills the space with natural light. The main flr also offers a private home office, a renovated powder room, and a convenient laundry room with access to the double garage.Upstairs,retreat to the luxurious primary suite w/ double-door entry, dual walk-in closets&a spa-inspired 5-piece ensuite w/heated flrs,glass-enclosed shower, double vanity,luxury b/i dressing table& a soaker tub. Three additional generously sized bdrms and a reno'd 4-piece bath complete the upper lvl. The finished bsmt offers excellent in-law potential, feat a large rec rm with gas f/p a full second kitchen, an exercise rm, spacious fifth bdrm, a 4-piece bath. Enjoy beautifully landscaped front and backyards with interlocking stone walkways, a large patio, & lush green space ideal for relaxing or entertaining. Ideally located directly across from Valleybrook Park, offering scenic walking trails,playground,splash pad,tennis &pickle ball courts.It's also a short distance from a rec centre, library, shopping, & one of Ontario's top-ranked high schools. Exceptional opportunity to own a distinguished home in a highly sought-after neighbourhood!

2101 Grosvenor Street, Oakville

$1,998,000

5 Beds ⋅ 4 Baths ⋅ W13056138 MLS

Great Family Home in a Fantastic Location! Discover this charming family home situated between two top-rated schools in Joshua Creek: St. Marguerite and Iroquois Ridge. Convenience is at your doorstep, with just a few minutes walk in either direction. This property features a rare wrap-around front porch, complemented by a beautiful stone garden. The front-facing room is perfect for a home office or a quiet retreat. The inviting open kitchen and family room boast a cozy gas fireplace and provide easy access to the backyard, making it an ideal space for entertaining. Highlights include: 9 ft ceilings and durable hardwood and tile flooring throughout for easy maintenance. A spacious basement equipped with a second gas fireplace, an extra bedroom, a full bathroom, and a newer laundry suite plus tons of storage space. A 2-car garage with inside entry, along with a side entrance from the mudroom.This home blends comfort, convenience, and style. Enjoy nearby parks, recreational centers, dining, shopping, and easy access to the highway. Don't miss your chance to make this beautiful house your new home!

1259 GLENASHTON Drive, Oakville

$1,899,000

5 Beds ⋅ 5 Baths ⋅ W13053920 MLS

This stunning 4-year-new luxury home offers over 3,000 sq ft above grade and approximately 4,000 sq ft of total living space, including the finished basement. Featuring top-quality hardwood flooring throughout, this elegant residence blends modern design with exceptional comfort. The gourmet kitchen is equipped with high-end Bosch appliances, including a 5-burner cooktop, a large center island, and a premium Samsung refrigerator. It opens to a beautiful deck with a BBQ rough-in-perfect for entertaining family and friends. The open-concept main floor showcases a spacious family room and dining area, highlighted by a cozy electric fireplace and abundant natural light from large windows on both sides. A versatile main-floor den with French doors can easily serve as a home office, living room, or even a bedroom. Upstairs, you'll find a generous open-concept loft space, ideal as a family lounge or convertible into a fifth bedroom. The second floor also features a conveniently located laundry room with high-end LG washer and dryer. Additional upgrades include stylish zebra blinds throughout, as well as custom double-layered sheer curtains on the large patio door. The basement boasts high ceilings and enlarged windows, bringing in plenty of natural light. The home also includes a high-ceiling garage with EV rough-in and an upgraded air conditioning system. Ideally located close to parks, schools, highways, hospitals, and shopping, this exceptional property offers the perfect combination of luxury, convenience, and lifestyle.

3457 Post Road, Oakville

$6,459,000

5 Beds ⋅ 8 Baths ⋅ W13050914 MLS

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

172 Burgundy Drive, Oakville

$1,899,900

5 Beds ⋅ 5 Baths ⋅ W13037382 MLS

Welcome to Your Lucky Dream Home As Per Owner in the Heart of Oakville! Discover a hidden gem nestled in the prestigious Preserve community this rarely offered Sinclair model by Mattamy Homes is a perfect fusion of elegance, comfort, and thoughtful design. Boasting three beautifully finished levels, this home is an entertainers dream. The main floor features a chef-inspired kitchen with premium stainless steel appliances, granite countertops, a porcelain tile backsplash, a convenient butlers pantry, and a seamless open-concept layout that flows effortlessly into the living and dining areas. Pot lights provide ambient warmth, while oversized windows fill the space with natural light. Step outside to a charming patio that leads down to your private backyard oasis. Upstairs, enjoy the comfort of a spacious bonus family room ideal for cozy nights or casual gatherings. The luxurious primary suite offers an oversized walk-in closet with custom built-in cabinetry and a spa-like ensuite with a frameless glass shower, freestanding soaker tub, and dual vanities. The fully finished above grade basement is a standout feature, offering a complete in-law suite with one bedroom, one bathroom, and a separate living area perfect for extended family, guests, or personal use. Additional highlights include: Designer-upgraded bathrooms. 10" Ceiling On The Main Level 9" Ceiling On The Second Level. A modern, fully equipped laundry room Custom details and premium finishes throughout Perfectly located near top-rated schools, Highways 403/407, Oakville Trafalgar Hospital, scenic trails, Superstore, Walmart, fine dining, and all essential amenities. This is more than just a home it's a lifestyle. Don't miss the opportunity to make it yours today! This home is designed for royal family.

156 Camellia Crescent, Oakville

$23,980,000

5 Beds ⋅ 8 Baths ⋅ W13030806 MLS

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

489 Lakeshore Road E, Oakville

$5,750,000

5 Beds ⋅ 7 Baths ⋅ W13021262 MLS

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

$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

$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

$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

$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

$1,880,000

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

$7,749,000

5 Beds ⋅ 7 Baths ⋅ W12960602 MLS

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

1081 Argyle Drive, Oakville

$1,499,999

5 Beds ⋅ 2 Baths ⋅ W12952864 MLS

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

2463 Applewood Drive, Oakville

$4,688,000

5 Beds ⋅ 6 Baths ⋅ W12947808 MLS

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

1100 Cedar Grove Boulevard, Oakville

$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

$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

$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

$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

$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

$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

$6,199,000

5 Beds ⋅ 6 Baths ⋅ W12755092 MLS

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

2014 Lakeshore Road W, Oakville

$7,950,000

5 Beds ⋅ 8 Baths ⋅ W12702312 MLS

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

64 Brentwood Road, Oakville

$4,390,000

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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