Oakville Real Estate | Oakville 5 Bedroom Properties for Sale

Crafted by the celebrated designer Gren Weis, this extraordinary estate stands as a testament to architectural brilliance, delivering more than 10,000 square feet of refined living across an expansive half-acre property in one of Oakville's premier lakeside enclaves. Every detail reflects master-level craftsmanship, highlighted by dramatic soaring ceilings, rich custom millwork, and an effortless layout designed to host grand gatherings or intimate family moments with equal grace. The main living areas transition smoothly into generously proportioned rooms filled with natural light. On the upper level, the home features private suites for all bedrooms, each accompanied by its own dedicated luxury ensuite bath. The lower level serves as an elite entertainment retreat, thoughtfully appointed with a climate-controlled wine cellar and a private cinematic theatre room that provides an immersive movie-going experience right at home. Outdoors, the resort-style grounds unfold into a breathtaking private sanctuary. Covered stone terraces provide space for year-round alfresco dining, complete with a fully equipped built-in outdoor kitchen and a resort-inspired luxury cabana. Meandering through the lushly planted mature gardens, a picturesque bridge crosses a natural stream, all beautifully illuminated in the evenings by custom accent landscape lighting. At the front of the property, a classic tier-inspired fountain and meticulous stonework set a commanding tone, bestowing the residence with an unmistakable and distinguished street presence on a prominent Oakville avenue. Located just moments from the region's highest-ranked public and private academies, this landmark residence seamlessly harmonizes timeless architectural prestige, modern everyday comfort, and sheer sophistication in an unrivaled setting. Luxury Certified

1081 Argyle Drive, Oakville

$2,266,000

5 Beds ⋅ 4 Baths ⋅ W13775832 MLS

Modern House with 3300 Sqft + Finished Walk-Out Basement - Over 4800 Sqft Living Area. Elegant Designed Kitchen, SS Appliances, Granite Counter and Centre Island, Pantry, Large Breakfast Area. Pot Lights, Circle Stair. 6-pc ensuite Master Bedroom. Finished Walk-Out Basement. Water Soften System, Water Purifier, Centra Vacuum. Backs Onto Wooded Trail & Ravine Lot, Landscape, Interlock. Close to Shopping, Transit, Community Centre and more. Furnace 2021, A/C 2023.

2068 Nipigon Drive, Oakville

$1,786,000

5 Beds ⋅ 4 Baths ⋅ W13775512 MLS

Welcome to this well-maintained 4+1 bedroom, 3.5-bath detached home in Glen Abbey. The main floor offers a comfortable layout with hardwood floors, a spacious family room with fireplace and crown moulding, and a renovated kitchen (2021) featuring quartz countertops, backsplash and stainless steel appliances. Upstairs, four bedrooms include a spacious primary bedroom with hardwood flooring and a 6-piece ensuite.The finished lower level adds useful living space with an additional bedroom, 3-piece bathroom, kitchen and closet space, along with direct access to the backyard. The layout offers flexibility for extended family, guests, a home office or recreation.One of the home's highlights is its deep south-facing backyard, with mature cherry, apple and pear trees, a vegetable garden, gazebo and hot tub. Recent updates include bathrooms (2020), washer and dryer (2023), and range hood (2023).Ideally located within walking distance of both Pilgrim Wood Public School and Abbey Park High School, with parks, trails, shopping, recreation and major commuter routes all nearby.

1348 Windrush Drive, Oakville

$2,797,000

5 Beds ⋅ 5 Baths ⋅ W13775446 MLS

Exceptional value in one of South West Oakville's coveted enclaves. Tucked away at the end of a quiet exclusive court just off Lakeshore Road, this custom-built residence sits on a rare, private pie-shaped lot surrounded by mature trees-offering a sense of calm and exclusivity that is increasingly hard to find.Perfectly positioned between the charm of downtown Oakville and the vibrancy of Bronte Village, this location delivers the best of lakefront living-just moments to waterfront parks, beaches, marinas, Appleby College, and convenient access to the QEW and GO.A striking stone façade and refined architectural details set the tone, while the stone-lined driveway and covered entry create a strong and elegant first impression. Inside, approx 3444 sq ft of above grade plus a beautifully finished basement, (approx 1659 sq ft) the home unfolds with a sense of scale and craftsmanship-10-foot ceilings, rich hardwood flooring, custom millwork, and elegant ceiling details that elevate each space.The kitchen is designed as the heart of the home-featuring custom cabinetry, stone surfaces, premium appliances, and a bright breakfast area that opens seamlessly to the private backyard. Newly landscaped with a stone patio and framed by mature trees, this outdoor setting is both peaceful and perfect for entertaining. Upstairs, all bedrooms offer ensuite access, including a luxurious primary retreat with two walk-in closets and a spa-inspired ensuite designed for true relaxation.The finished lower level extends the living space with a large recreation area, additional bedroom, and full bath-ideal for guests, teens, or extended family. Rare opportunity to own a custom home on premium lot.

125 Paliser Court, Oakville

$1,665,000

5 Beds ⋅ 2 Baths ⋅ W13773634 MLS

Welcome to this stunningly renovated 3+2 bedroom set on an expansive mature lot in one of Oakville's most coveted neighbourhoods, just moments from the shores of Lake Ontario. Surrounded by majestic trees in front providing that extra security and stunning view, 2066 Rebecca Street boasts exceptional curb appeal & a welcoming foyer highlighted by elegant wood staircases. The home is filled with massive windows &patio doors throughout, picturesque green scenic views from nearly every room. The sun-filled living room features oversized windows & potlights throughout, seamlessly flowing into the open-concept living, dining & kitchen spaces, perfect for both everyday living & entertaining. The beautifully appointed kitchen offers stainless steel appliances, Skylight, abundant cabinetry & a charming breakfast nook. Unwind in the inviting family room with a cozy fireplace & walk-out to a private, fully fenced backyard oasis complete with a wooden patio & storage shed, ideal for summer gatherings. Main floor office provides the perfect work-from-home setup. The main level features 3 generously sized bedrooms, including a luxurious retreat with a spa-inspired 4-pc bath & wrap-around balcony overlooking the tranquil surroundings. The fully finished basement with a separate walk-up entrance offers incredible versatility with 2 additional bedrooms, walk in closet, a spacious rec room, family room, 3-pc bath, utility room & laundry area, ideal for extended family or in-law potential. The raised walk-out basement features large windows that allow an abundance of natural light, creating a bright & inviting lower level. It also includes provisions for a future kitchen with plumbing &stove setup already in place, offering excellent potential for multi-generational living or added convenience. Perfectly situated close to schools, parks, shopping & the lakefront, this exceptional home offers the perfect blend of elegance, comfort, & convenience for today's modern family.

2066 Rebecca Street, Oakville

$1,799,000

5 Beds ⋅ 4 Baths ⋅ W13772082 MLS

Beautiful 4-bedroom, 4-bath detached home in the highly desirable Glen Abbey community of Oakville. This well-maintained residence features a spacious layout with bright living areas, smooth ceilings, a cozy family room with a fireplace, and a finished basement with a home theatre, offering additional space for family entertainment. The private backyard oasis is perfect for summer enjoyment, featuring an in-ground pool, outdoor BBQ area, serving table with a working sink, hot/cold water access, and an extensive inground sprinkler system. The home has been thoughtfully upgraded with a 200-amp electrical panel, enhanced insulation, LED pot lights, updated mechanical systems, pool equipment, upgraded storage solutions, and more. Conveniently located near top-rated schools, parks, trails, golf courses, shopping, and major highways. A wonderful opportunity to own a beautiful family home in one of Oakville's most sought-after neighbourhoods. Offers to be reviewed on 22nd Sept, 2026 at 7 pm.

1171 Fairmeadow Trail, Oakville

$1,695,000

5 Beds ⋅ 5 Baths ⋅ W13771842 MLS

Welcome to 2796 Teak Crescent, a beautifully appointed 4+1 bedroom, 3 full and 2 half bath home offering approximately 4,547 sqft of finished living space in the sought-after Clearview community of Oakville. Surrounded by family-friendly amenities, this exceptional home blends timeless elegance with thoughtful updates and everydayfunctionality.The main floor welcomes you with a dedicated office, formal living and dining areas, and an inviting family room featuring a gas fireplace, custom built-ins, and beautiful coffered ceilings. The gourmet kitchen is designed for both entertaining and family life, showcasing stainless steel appliances, a gas stove and double oven, generous cabinetry, and a bright breakfast area with a large sliding-door walk-out to the expansive deck and private backyard.Enjoy summer days by the beautiful pool, with a convenient shed providing additional storage.Everyday family life is made easy with a functional main-floor laundry room offering direct access to the double-car garage, along with custom built-ins that provide an organized drop zone for coats, shoes, backpacks and everydayessentials.Upstairs, the spacious primary retreat features custom built-ins, a walk-in closet and an updated 5-piece ensuite designed for relaxation. The additional bedrooms are generously sized, providing plenty of room for growing children or teens, with one bedroom enjoying its own 2-piece ensuite. Plus, a separate 4-piece family bathroom.The finished basement features a bedroom, 3-piece bathroom, spacious recreation room, plenty of storage and acold room. Perfect for teens looking for their own space, overnight guests, movie nights, a playroom or a futurehome gym.Located close to excellent schools, shopping, dining and major highways, this family-friendly home offers the rare combination of space, functionality and an incredible location. A home designed to grow with you and plenty ofroom for everyone to call their own.

2796 Teak Crescent, Oakville

$3,250,000

5 Beds ⋅ 6 Baths ⋅ W13771750 MLS

EXCEPTIONAL RIVER OAKS RETREAT WITH A PRIVATE BACKYARD OASIS BACKING ONTO LIONS VALLEY PARK AND SIXTEEN MILE CREEK! RARE THREE CAR GARAGE! Situated on a quiet cul-de-sac, this impressive residence delivers an exceptional lifestyle where everyday living feels like a private resort. The professionally landscaped backyard is the showpiece, featuring an inground pool framed by a natural stone surround, raised TimberTech composite deck (2020), lush gardens, mature trees, and towering cedars creating an extraordinary sense of privacy. With direct access to Lions Valley Park and Sixteen Mile Creek, this is a spectacular setting for summer entertaining, poolside gatherings, outdoor dining, and relaxed family living. Inside, the main level offers a living room with soaring 18' decorative ceiling and gas fireplace, elegant dining room, den with vaulted ceiling, and a dedicated home office. The stunning gourmet kitchen features refinished maple cabinetry (2019), granite countertops, stainless steel appliances, pantry, centre island, and bright breakfast area with built-in dining table and walkout to deck. The primary bedroom offers two walk-in closets and a five-piece ensuite renovated in 2025 with a glass shower, dual sinks, and dual toilets. The professionally finished walkout lower level offers excellent potential for an in-law or nanny suite. Highlights include 9' ceilings throughout all three levels, hardwood staircase (2025), windows (2019), front and back doors (2015), furnace and central air (2020), roof replacement with an outdoor heating element on lower roof (2015), inground sprinkler, and incredible curb appeal with an attractive stone and brick exterior. Close to trails, Sixteen Mile Sports Complex, private schools, shopping, restaurants, Glen Abbey Golf Club, transit, highways, and GO Train. A rare opportunity to enjoy exceptional family living, a resort-inspired backyard, and a remarkable sense of privacy in one of River Oaks' most coveted settings.

1036 Valley Crest Circle, Oakville

$1,799,900

5 Beds ⋅ 5 Baths ⋅ W13771036 MLS

Set against lush greenspace and scenic walking trails, this extensively updated Westmount home offers a beautiful setting and over 4,260 sq. ft. of finished living space. Extensively renovated in 2023 and situated on a premium landscaped lot, the home features hardwood flooring throughout the main living areas, upper hall and all bedrooms, along with crown moulding, California shutters and neutral décor. The main level offers a private office, combined living and dining room, and a bright family room with coffered ceilings and gas fireplace, open to the chef-inspired kitchen and breakfast area. The kitchen features an oversized quartz island with breakfast bar and waterfall edge, quartz backsplash, extended custom white cabinetry with glass display accents, walk-in pantry, S/S appliances, undermount sink, designer pendant lighting, pot lights and large-format porcelain tile flooring. Surrounded by windows, the breakfast area walks out to a spacious deck and fully fenced backyard overlooking tranquil greenspace. Upstairs are 4 spacious bedrooms, including a primary retreat with 2 walk-in closets and spa-inspired ensuite with double sinks, large glass shower, soaker tub and water closet. Bedrooms 2 and 3 share a semi-ensuite 4-pc bath, with an additional 4-pc bath and upper-level laundry featuring built-in cabinetry, counter space, utility sink and side-by-side washer/dryer. The finished basement offers laminate flooring, pot lights, a large rec room, 5th bedroom and full bath. Additional features include central vacuum, roof (2018), double garage with inside entry and double driveway. Close to top-rated schools, parks, trails, shopping, transit, Oakville Trafalgar Hospital and major highways.

2371 Calloway Drive, Oakville

$1,730,000

5 Beds ⋅ 4 Baths ⋅ W13769980 MLS

Welcome to an exceptional 4+1 bedroom detached residence nestled in the highly sought-after, family-friendly Westmount neighbourhood. This beautifully appointed home offers a seamless blend of elegance and comfort, highlighted by soaring 9-foot ceilings, pot lights, and rich hardwood flooring throughout, creating a bright and sophisticated ambiance. At the heart of the home lies a stunning, fully renovated open-concept kitchen, thoughtfully designed for both everyday living and effortless entertaining. Overlooking the inviting family room, the space features a charming breakfast area and a walkout to a spacious backyard deck, perfect for al fresco dining and summer gatherings. The family room is anchored by a striking, modern floor-to-ceiling fireplace, adding warmth and contemporary flair. Upstairs, you'll find three generously sized bedrooms along with a serene primary retreat, complete with a luxurious four-piece ensuite featuring a whirlpool tub and a sleek glass-enclosed shower. The professionally finished basement extends the living space with a stylish open-concept recreation area, highlighted by a distinctive live-edge wet bar ideal for entertaining. This level also includes a fifth bedroom and a beautifully updated three-piece bathroom, perfect for guests or extended family. Equipped with security cameras and an alarm system, this home offers peace of mind alongside its many comforts. Ideally located just minutes from the hospital, public transit, top-rated schools, everyday amenities, and major highways, this residence delivers an unparalleled lifestyle of convenience, sophistication, and family-friendly living.

2066 Willhaven Trail, Oakville

$1,798,880

5 Beds ⋅ 4 Baths ⋅ W13769554 MLS

Welcome to 1311 Greenridge Circle, a rare opportunity to own an exceptionally well-maintained family home in the heart of Glen Abbey, one of Oakville's most desirable communities. Proudly offered by the original owner, this spacious residence features 3,061 sq. ft. above grade, plus a finished basement, offering plenty of room for growing families and multi-generational living. Designed with family life in mind, the home offers4+1 bedrooms and 4 bathrooms, including a unique upstairs nursery that provides the perfect space for young children, a home office, or a cozy reading retreat. Generous principal rooms and a functional floor plan create an ideal setting for both everyday living and entertaining. Enjoy everyday living by a fireplace on each floor, a gigantic open concept eat-in kitchen that walks out to a large sunny backyard. The finished basement adds valuable living space with a fifth bedroom and a large recreation area, offering flexibility for guests, teens, hobbies, or a home gym. Situated on a premium 50+ foot lot, this property showcases pride of ownership throughout and has been meticulously cared for over the years. The double-car garage and ample driveway parking provide everyday convenience, while the mature setting offers privacy and curb appeal. Located within coveted top-rated school catchments and surrounded by parks, trails, recreation facilities, and Glen Abbey's renowned golf course, this home combines space, location, and lifestyle. With easy access to highways, GO Transit, shopping, and all amenities, this is an exceptional opportunity to establish roots in one of Oakville's most sought-after neighbourhoods.

1311 Greenridge Circle, Oakville

$1,945,000

5 Beds ⋅ 5 Baths ⋅ W13767326 MLS

Situated on a quiet circle in Oakville's sought-after Westmount enclave, this exquisite detached residence boasts a massive rear yard with an inground saltwater pool and falls within the boundary for Ontario's #1 ranked high school. Set on a premium pie-shaped lot with custom hardscaping and a pool house, this carpet-free home opens into a light-filled main floor featuring a dedicated office, formal dining room, and a chef's maple kitchen equipped with quartz counters, a central island, and a double-oven gas stove. Upstairs beneath a central skylight, the primary retreat features a fireplace, walk-in closet, and a 5-piece ensuite, accompanied by a second suite with its own newly updated 3-piece bath. Finished basement with rec room, games area,hobby room and gym with above grade windows for natural light. Newer roof, upgraded security, and a newly repaved double driveway with French curbs, this turn-key luxury property sits steps from scenic trails, Oakville Hospital, and major transit options-click the virtual tour link for the full interactive walk-through experience. Updates: pool liner (2024), roof (2024), AC (2019), repaved drive with french curbs (2025), security system (2024).

2283 Briargrove Circle, Oakville

$1,449,777

5 Beds ⋅ 3 Baths ⋅ W13767342 MLS

Finally! A renovated 4 bed, 2.5 bath Detached in one of Bronte Harbour's few adjacent little pockets, the quintessential 'lifestyle' location. Bringing me to the top 7 reasons to pick this home: 1. A lifestyle location means your kids grow up walking Bronte Creek trail to the beach park, spending their time in nature when they aren't playing soccer or baseball at the local Westbrook Park; regularly using your bikes instead of a car. 2. Open concept custom kitchen: elegant white cabinetry with the trendy accent island, caesarstone counters, matching tile backsplash, upgraded ceramic floor tiles, crown mouldings, pot lights, s/s appliances, and the gorgeous wall-mounted rangehood. 3. The essential 2 full bathrooms on the 2nd floor means the primary bedrooms gets its own private ensuite with heated floors and steam-shower functionality. 4. Pie shaped lot features a 88 ft back property line giving you lots of space and privacy. 5. Shannon crescent is a quiet road with only-local traffic; the quintessential family road where kids can play, and there is a sense of community in arguably the safest town in the province. 6. The 15ft (1.5) garage means you can park a car and have storage, and features a 240v plug for charging an EV. 7. 100% move-in-ready featuring hardwood flooring, with matching stairs and banisters, wainscoting, modern paint tones, upgraded light fixtures and pot lights, crown mouldings, gorgeous stone accent wall in the family room with gas fireplace and wood mantle. High quality renovations of both full bathrooms featuring newer vanities, tile, tubs, toilets, sinks and faucets. Prof finished basement has lots of rec space, and storage. The landscaping features sprinklers, interlock, mature trees and pergola. Bonus 8th reason would be the excellent build quality of 1992 featuring copper plumbing and electrical, and the modern poured concrete foundation; roof 2024. Great peace of mind that you can just move in and enjoy! Very rare opportunity!

3092 Shannon Crescent, Oakville

$1,940,000

5 Beds ⋅ 4 Baths ⋅ W13766206 MLS

An exceptional multigenerational home backing directly onto pristine greenspace along Oakville's scenic Crosstown Trail, this stunning residence perfectly balances family togetherness with ultimate privacy. The main level is crafted for warm hospitality and hosting extended family, featuring formal living and dining rooms, a main-floor office with custom built-ins, a cozy family room with a wood-burning fireplace, and an open chef's kitchen with a 5-burner gas stove and walk-out to a deck with custom lighting (2025). Four generous upper-level bedrooms provide peaceful retreats, while the true standout feature is the fully independent lower-level in-law suite-ideal for parents or long-term guests-complete with a separate entrance, full kitchen, private laundry, rec room with a bar and pool table, and a massive fifth bedroom with a heated-floor spa bath (2025). Upgraded for low-maintenance, modern living, this move-in ready home boasts a Lennox furnace/AC (2021), tankless water heater (2021), 200-amp panel, EV charger (2025), smart security and lighting (2025), and a new interlock walkway and rear patio.

376 Carrier Lane, Oakville

$3,250,000

5 Beds ⋅ 5 Baths ⋅ W13765332 MLS

Simply stunning. Modern farmhouse inspired, with high end European finishes from head-to-toe! Some of the features of this stylish & functional home include: top of the line chefs kitchen, 4+1 large bedrooms (2 with ensuites), 4.5 bath, main floor office, expansive walk-out basement & pool sized 72 wide lot on a quiet street. High ceilings on all floors(10 main floor, 10 second, 9 basement) wide plank engineered hardwood, thermal break aluminum triple pane windows & doors, high end plumbing hardware & solid wood interior doors. Light filled dining room with double french door walkout to back deck, modern chandelier & custom built cabinets. Jaw dropping kitchen features quartz backsplash & quartz counters & wood island with bar seating & waterfall edge. Integrated appliances including Gaggenau fridge, Bosch dishwasher, Sharpe microwave, F. Bertazzoni gas range & hood (with pot filler). Bright living room with built-in storage cupboards with slat wood feature wall & window bench. Refined glass-walled office space with custom cabinetry & shelving. Floating white oak staircase with overhead skylight leads to second level. Primary bedroom boasts hidden walk-in closet with built-in organizers, Juliet balcony, walkthrough closet to 6pc ensuite bath. Luxurious ensuite with heated porcelain tile floors, imported Italian soaker tub, glass shower with double rainhead & double vanity. 2nd bedroom (can be 2nd primary), with walk-in closet, Juliet balcony, electric fireplace feature wall with custom surround and ensuite. Ensuite bath features skylight and glass shower with rain shower head with light features. 2nd floor also includes spacious 3rd & 4th bedrooms, high end main bath and laundry room. Basement is bathed in natural light from above grade windows & walkout. Basement features a 5th bedroom, gym, rec room (with fireplace), full bathroom, storage (with rough-in for sauna), laundry room, and expansive bar area. Incredible home that impresses from start to finish!

480 Scarsdale Crescent, Oakville

$3,359,000

5 Beds ⋅ 6 Baths ⋅ W13765006 MLS

Welcome to this exceptional custom-built residence where luxury, comfort, and thoughtful design come together. Offering 4+1 spacious bedrooms, 5 full bathrooms, and a convenient main-floor powder room, this home is perfectly suited for both family living and entertaining. The heart of the home features a stunning chef's kitchen equipped with premium JennAir appliances, including a sleek induction cooktop, blending style and performance for everyday cooking and special occasions alike. Designed for year-round comfort, the home includes forced-air heating, central air conditioning, a tankless water heater, and a central vacuum system. The primary ensuite provides a spa-like retreat with a luxurious heated bathroom floor, while the fully finished basement features radiant heated floors for added warmth and comfort. Step outside to your own private backyard oasis featuring a heated saltwater pool, underground sprinkler system, and a covered rear porch-perfect for relaxing or entertaining throughout the seasons.Additional premium features include vinyl windows, custom remote-controlled blinds, and a double-car custom-finished garage complete with built-in storage and remote door openers. A rare combination of elegance, efficiency, and modern convenience, this outstanding property offers an elevated lifestyle in every detail.

1189 Tisdale Street, Oakville

$2,449,000

5 Beds ⋅ 5 Baths ⋅ W13762746 MLS

Discover luxury living in this Branthaven executive home in Oakville's prestigious Bronte Creek neighbourhood, just steps from trails, Colonel William Woods Park, & Bronte Creek Provincial Park-ideal for hiking, biking, & family adventures. This exceptional Bronte Creek real estate gem sits on a re-landscaped lot with a stone & stucco facade, stone tile walkways, manicured gardens, soffit lighting, & a private backyard oasis featuring a saltwater pool, sheer descent waterfall, & extensive stone patio for outdoor entertaining. Inside, over 5,000 sq. ft. of upgraded living space includes 4+1 bedrooms, 4.5 bathrooms, & a professionally finished basement (2020) with a recreation room, wet bar, glass-enclosed gym, a fifth bedroom, & a modern 3-piece bath. Elegant finishes-wide-plank hardwood floors, crown mouldings, designer tiles, custom cabinetry, custom blinds, California shutters, & stone countertops-are complemented by 9-foot ceilings & expansive windows. The main level offers formal living & dining rooms, a custom kitchen with premium appliances, a dramatic two-storey family room with fireplace, a private office, a dream laundry room & chic powder room. Upstairs features 4 spacious bedrooms & 3 spa-like bathrooms, including a primary retreat with a 5-piece ensuite boasting a lavish soaker tub & separate glass shower. Recent upgrades include 2 updated upstairs bathrooms, new second level laminate floors & baseboards, 100 new pot lights, updated fire stones in the electric fireplace, integrated wall vents, designer feature wall in the dining room, fresh paint, new door hardware, & a Tesla charger added to the garage. Located minutes from top-rated schools, shopping, restaurants, Oakville Trafalgar Hospital, & major highways, this showpiece family home in Bronte Creek offers luxurious living in a prime Oakville location.

3456 Liptay Avenue, Oakville

$1,099,900

5 Beds ⋅ 4 Baths ⋅ W13761574 MLS

Welcome to 173 Littlewood Drive -This Turn-Key, Large Semi-Detached Home Offers 4+1 Bedrooms, 4 Bathrooms And A Finished Basement In The Heart Of The Desirable River Oaks Community! Over 2,000sqft Above Ground, With Flexible Layout And Endless Options For Growing Families. The Bright, Spacious Open Concept Living / Dining Room With Cozy Gas Fireplace Opens To A Modern Chef's Kitchen, Complete With Eat-in Breakfast Nook, Powder Room, Large Centre Island / Breakfast Bar, And A Walk-Out To The Private Backyard Patio. Second Floor Features 3 Generous Sized Bedrooms, Including A Spacious Primary Bedroom With 4pc Ensuite And Walk-In Closet. A Third Floor Private Retreat Provides Flexible Space For A Fourth Bedroom, Family Room / Home Office, Or Kid's Play Area. Even More Additional Living Space In The Finished Basement, With Bonus Bedroom And 3pc Bathroom. Convenient Detached Double Garage Accessed Via Laneway, With Easy Access To The Home Through The Private Backyard. Charming Front Porch And Ample Curb Appeal, All Located Within Steps To Parks, Shopping, Restaurants and Everyday Amenities. Ideally Situated In Highly Sought-After School District, Including French Immersion and White Oaks High School. Commuting Is A Breeze With Easy Access To 407 and QEW, Plus GO and Oakville Transit Options.

173 Littlewood Drive, Oakville

$2,790,000

5 Beds ⋅ 6 Baths ⋅ W13761278 MLS

On rare occasion, a truly exceptional residence becomes available in Oakville.Situated mere steps from two of the provinces most respected elementary and secondary schools, and minutes from Appleby College, one of the worlds most distinguished private institutions, 370 Christina Drive is nestled on a serene, tree-lined street in a coveted postal code once defined by Environics as Wealthy and Wise. Just moments from the shimmering shores of Lake Ontario, the boutique allure of Kerr Street Village, and one of the most picturesque and desirable downtowns in all of Ontario, this is more than a home, it is a lifestyle reserved for the discerning few. Designed by award-winning architect, Neil MacDonald, this custom-built 4+1 bedroom home offers 4,922 of liveable sqft and is the perfect blend of sophistication and low-maintenance luxury. Ideal for families seeking room to grow or downsizers looking for elegance without compromise. A rare and highly desirable main floor primary suite with walk-out access to the professionally landscaped backyard offers a sense of tranquility and privacy rarely found, making it ideal for both families and down-sizers. The heart of the home is a sun-drenched open concept kitchen and family room, anchored by a cozy gas fireplace - perfect for everyday living and entertaining. A spacious formal dining room adds elegance for special gatherings, while a dedicated main floor office offers the perfect work-from-home solution. Upstairs are three generously sized bedrooms and two full bathrooms, providing ample space for children or guests. Each room is thoughtfully appointed to offer both comfort and function. Step outside to a meticulously landscaped backyard oasis designed for effortless enjoyment. Featuring "Tuff Turf" artificial grass, low-maintenance foliage, and a state-of-the-art outdoor kitchen complete with a built-in barbecue, breakfast griddle, and stone countertop - this space is the premiere backyard to host this summer! Welcome home.

370 Christina Drive, Oakville

$1,598,000

5 Beds ⋅ 4 Baths ⋅ W13760100 MLS

Welcome To 1305 Monks Passage Rd - A Stunning Executive Family Home Nestled On A Rare Corner Lot In The Heart Of Prestigious Glen Abbey, One Of Oakville's Most Sought-After Communities! Surrounded By Mature Trees With Beautiful Southwest Exposure, This Is The Private Backyard Retreat You've Been Waiting For! | KEY HIGHLIGHTS: 4 Bedrooms | 3.5 Bathrooms | Over 3,000 Sq Ft Of Total Finished Living Space | Rare Corner Lot With Exceptional Space & Openness | Quiet, Family-Friendly Street | Over $48K In Recent Upgrades! | OUTDOOR LIVING: Stunning saltwater inground pool perfect for summer enjoyment. Newly built backyard deck designed for entertaining and relaxation. Beautifully landscaped yard with mature trees offering exceptional privacy and seasonal blooms. A true backyard lifestyle property - ideal for family gatherings all season long! | INTERIOR FEATURES: Large principal rooms with excellent flow and abundant natural light. Main floor den/office - ideal for working from home. Bright kitchen with newer built-in cooktop, premium range hood & refrigerator. Generously sized bedrooms with flexible usage options. Renovated second-floor main bathroom. Upgraded basement offering additional living space. | RECENT UPGRADES: Renovated Main Bath ($20K) | Premium Kitchen Appliances & Range Hood ($12K) | New Backyard Deck ($5K) | Basement Upgrade ($5K) | Pool Heating System ($4K) | Roof Insulation Enhancement ($2K) | PRIME LOCATION: Walking distance to top-ranked Ontario schools. Minutes to Glen Abbey Golf Course, parks, trails, Oakville Hospital, shopping & community centres. Quick access to QEW & Hwy 403 for effortless commuting. | The Perfect Family Home Combining Luxury, Privacy & Unmatched Lifestyle In Glen Abbey. Don't Miss This Exceptional Opportunity!

1305 Monks Passage, Oakville

$1,794,500

5 Beds ⋅ 4 Baths ⋅ W13759806 MLS

A RARE CUSTOM REBUILT SOUTHEAST OAKVILLE OPPORTUNITY UNDER $1.8M.Extensively rebuilt and move-in ready, 428 Brookmill Road delivers the space, design and lifestyle buyers look for in Southeast Oakville at a price increasingly hard to find. Offering 4+1 bedrooms, 4 bathrooms, approximately 2,000-2,500 sq. ft. of living space and a 64-foot lot, the home is anchored by a spectacular two-storey cathedral great room with soaring ceilings and exceptional natural light. The contemporary kitchen flows seamlessly into the principal living areas, creating an open, inviting setting for everyday family life and entertaining. Outside, a saltwater pool and beautifully designed backyard create a private, cottage-like retreat ideal for summer entertaining, family time and relaxed weekends at home. Multiple finished levels provide flexible space for bedrooms, home offices, guests and recreation, while extensive upgrades throughout offer the comfort of a turnkey home without the cost, disruption and uncertainty of a major renovation. Set in sought-after Ford, close to top-rated schools, parks, trails, Lake Ontario, downtown Oakville and major commuter routes. At $1,794,500, 428 Brookmill stands out as compelling value for buyers seeking a substantially rebuilt family home in Southeast Oakville. With the next Bank of Canada rate decision coming in October, buyers planning a fall move may want to take a closer look now.4+1 BEDROOMS. 4 BATHROOMS. EXTENSIVELY REBUILT. SALTWATER POOL. SOUTHEAST OAKVILLE. UNDER $1.8M.

428 Brookmill Road, Oakville

$1,998,000

5 Beds ⋅ 4 Baths ⋅ W13759316 MLS

THE ULTIMATE IN PRIVACY, BACKING DIRECTLY ONTO BRAYS TRAIL! A BEAUTIFULLY UPGRADED FIVE BEDROOM EXECUTIVE RESIDENCE IN THE HEART OF GLEN ABBEY! Surrounded by mature trees and backing onto a tranquil natural setting, this exceptional home offers an enviable combination of space, sophistication, and privacy. Designed for modern family living, the main level features a two-storey foyer, open concept living and dining rooms, family room with a stone floor-to-ceiling woodburning fireplace "as is", den/office, updated powder room, and renovated laundry room (2019) with a quartz countertop, built-ins, and garage access. The stunning gourmet kitchen, renovated in 2019, showcases solid maple cabinetry, quartz countertops, marble backsplash, an oversized island with seating for five, newer stainless steel appliances, 24" x 24" porcelain tile floor, and a walkout to patio. The ravine-facing primary bedroom offers two walk-in closets with custom built-ins and an oversized, recently renovated spa-inspired five-piece ensuite with dual sinks, freestanding soaker tub, and frameless glass shower. Four additional bedrooms complete the upper level, including one with a walk-in closet and renovated three-piece ensuite, plus a renovated four-piece main bathroom featuring a quartz countertop, dual sinks, and porcelain tile flooring. Extensive improvements include ash exposed grain hardwood flooring on the main and upper levels, LED pot lights, all upper level bathrooms (2025), R50 attic insulation (2023), popcorn ceiling removal (2018), Northstar windows and sliding door (2017), roof and garage doors (2017), front door (2016), interlock front walkway and driveway (2015), and hardwood stairs (2014). The incredibly private backyard features mature trees, natural stone patio (2020), and gazebo (2021). This impressive Glen Abbey residence presents a rare opportunity to enjoy refined living, modern upgrades, and a beautiful natural setting - all in one remarkable package.

1170 Giles Gate, Oakville

$2,999,000

5 Beds ⋅ 5 Baths ⋅ W13758398 MLS

Welcome to 168 Walby Drive, a rare offering in prestigious Coronation Park. This custom-built natural stone bungaloft, built in 2012, offers over 6,300 sq. ft. of finished living space on a premium 102.8' x 121.2' lot, including nearly 4,000 sq. ft. above grade and a fully finished lower level with a separate entrance. A dramatic two-storey foyer welcomes you into an elegant interior featuring site-finished 4" quarter-sawn white oak floors, 9' ceilings, 8" baseboards, 9" plaster crown mouldings, extensive pot lighting, and a solid oak staircase with wrought iron pickets.The flexible floor plan offers both a main-floor primary suite and a second-floor primary suite option, each with a luxurious 5-piece ensuite and walk-in closet, making the home ideal for main-floor living, multi-generational families, or traditional family living. The gourmet eat-in kitchen features a large centre island, granite countertops, under-cabinet lighting, a glass tile backsplash, a built-in computer niche, premium JennAir stainless steel appliances, and a bright breakfast area, flowing seamlessly into the adjoining family room and formal dining room.The second floor offers three bedrooms and two full bathrooms, with vaulted and sloped ceilings that add warmth and architectural character throughout, as well as the convenience of a second laundry area. The fully finished lower level, with its own separate entrance, includes a spacious entertainment room, recreation room, fifth bedroom, and full bathroom, offering exceptional flexibility for extended family, an in-law suite, or future income potential.Complete with an attached double garage, parking for six vehicles, main-floor and second-floor laundry, central vacuum, central air conditioning, and a quiet street location just steps to the lake, top-rated schools, parks, and downtown Oakville, this exceptional home combines timeless craftsmanship, outstanding flexibility, and an unbeatable South Oakville location.

168 Walby Drive, Oakville

$1,749,900

5 Beds ⋅ 4 Baths ⋅ W13756846 MLS

Gorgeous and elegant Rosehaven home with a striking stone and stucco exterior, offering approximately 3,137 sq. ft. of beautifully finished living space, including a professionally finished basement. Over $200,000 invested in premium upgrades and enhancements throughout. Tastefully decorated with high-end finishes and freshly painted throughout. Grand open-to-above foyer, 9-ft ceilings on the main floor, upgraded light fixtures, double-sided fireplace, and rich hardwood flooring throughout the main level, staircase and upper hallway. Gourmet kitchen features built-in appliances, quartz countertops and a convenient servery. Open-to-above family room showcases a custom feature wall and Juliet balcony overlooking the space. Finished basement provides additional living and entertaining space with quality finishes throughout. A truly exceptional home blending elegance, style and functionality.

567 Bridgeview Road, Oakville

$3,050,000

5 Beds ⋅ 4 Baths ⋅ W13756496 MLS

Tucked away in prestigious Southeast Oakville, this extraordinary custom-built bungalow tells astory of timeless elegance and effortless family living. Offering 4,356 sq. ft. of beautifullycrafted space on a premium lot, every corner of this home was designed for comfort, connection,and refined everyday living. Beyond the doors, a private backyard retreat and expansive deckcreate the perfect setting for quiet mornings, lively gatherings, and evenings under the stars.Inside, soaring 10 foot ceilings and rich hardwood floors guide you through sun-filled formalliving and dining spaces, warmed by a gas fireplace and framed by grand 8-foot sliding doors.At the heart of the home, the chef-inspired kitchen invites everyone to gather, featuringgranite countertops, a Bertazzoni gas stove, a charming Belfast sink, and a bright breakfastarea that opens seamlessly to the deck for easy indoor outdoor living. The main-floor primarysuite is a peaceful retreat of its own, complete with French doors to the deck, a spaciouswalk-in closet, and a spa-inspired five-piece ensuite with a clawfoot soaker tub. Twoadditional bedrooms on the main level offer comfort and flexibility for family or guests.Downstairs, the finished lower level extends the story with a welcoming recreation room, secondgas fireplace, games area, wet bar, laundry, and two additional bedrooms ideal for extendedfamily, guests, or a private home office setup. Car enthusiasts will appreciate the double cargarage with soaring ceilings ready for a lift, along with a double-wide driveway accommodatingup to six vehicles. Designed for seamless one level living, this home offers the perfectbalance of luxury and practicality for families, professionals, and downsizers alike. Justmoments from Oakville Trafalgar High School, Deer Run Park, and Sobeys Maple Grove, this movein-ready residence captures the best of Southeast Oakville living where sophistication, warmthand memories come together. Luxury Certified.

2073 Deramore Drive, Oakville

$1,650,000

5 Beds ⋅ 4 Baths ⋅ W13756410 MLS

Welcome to 2329 Glenfield Road, a Fernbrook built home, updated and professionally maintained with over 3700 sqft. of total living space in Oakville's highly sought-after West Oak Trails neighbourhood. Surrounded by an abundance of nature and scenic walking trails, highly rated schools, and all the amenities Oakville has to offer. Enter the grand foyer with an impressive, vaulted ceilings, engineered 6-inch hardwood flooring, refinished grand staircase, and modern pot lights throughout. The main level features 9 ft. ceilings, a large formal dining room to comfortably host family gatherings and dinner parties for up to 10 guests. The spacious white kitchen, large island, quality Bosch stove, and built-in dishwasher. The kitchen flows seamlessly into the breakfast and living areas, creating an inviting open-concept space ideal for everyday living and entertaining. A large bay window provides beautiful views of the backyard and fills the space with natural light. A cozy gas fireplace adds warmth and character, and main-floor laundry/mudroom for everyday convenience. Upstairs, you'll find 4 generously sized bedrooms, including an impressive primary retreat featuring a large walk-in closet and spacious ensuite. The finished basement offers versatility, an additional bedroom with ensuite, kitchenette, gym area with professional mat flooring. A large storage room, workshop, and cool room. Step outside to enjoy a private and beautifully landscaped backyard. Recently landscaped with a stone patio, privacy fence, low-voltage lighting completed in 2018. The property also features front and rear irrigation, additional electrical receptacles for outdoor lighting and two gas hookups, perfect for a BBQ and fire table. Additional features include, central vac, installed security cameras and DVR system, as well as a rough-in for an electric vehicle charger in the garage. Professionally painted throughout in neutral colours and move-in ready!

2329 Glenfield Road, Oakville

$1,319,000

5 Beds ⋅ 3 Baths ⋅ W13756234 MLS

Stunning Updated 4-Bedroom Detached Home on a Quiet Oakville Court! Nestled on a premium pie-shaped lot in a highly desirable Oakville neighbourhood, this beautifully updated 4-bedroom, double-car garage home combines exceptional space, style, and convenience, just steps from Sheridan College and White Oaks Secondary School. The thoughtfully designed open-concept main floor showcases hardwood flooring throughout and features spacious principal rooms perfect for both everyday living and entertaining. The bright, renovated eat-in kitchen is appointed with quartz countertops, a stylish backsplash, centre island, and quality finishes. Overlooking the inviting family room, it offers a seamless walkout to a newly installed patterned concrete patio and a private, fully fenced backyard-an ideal setting for outdoor entertaining, relaxation, and family enjoyment. The main level also features separate living and dining areas, a convenient 2-piece powder room, and a functional laundry/mudroom with direct access to the double-car garage. A graceful curved hardwood staircase leads to the upper level, where you'll find an oversized primary retreat complete with a walk-in closet and a 3-piece ensuite. Three additional bedrooms and a full bathroom provide plenty of space for family, guests, or work-from-home flexibility, with one bedroom currently configured as a home office. The basement presents excellent future potential and is nearing completion, with flooring, framing, drywall, and electrical already in place, along with a rough-in for a future 4-piece bathroom. An outstanding opportunity to own a move-in-ready family home on a premium lot in one of Oakville's most sought-after communities.

29 Roslo Court, Oakville

$10,950,000

5 Beds ⋅ 7 Baths ⋅ W13754954 MLS

Experience breathtaking, panoramic views from this stately lakefront estate, a true sanctuary of elegance and tranquility. Nestled on an expansive 3/4 acre lot, this rare gem boasts an impressive 100 feet of private lake frontage with riparian rights, ensuring unobstructed access to the shimmering waters of Lake Ontario. Spanning 5,800 sq. ft. (excluding the basement), this residence is designed for those who appreciate refined living and timeless sophistication. Step through the grand foyer into an atmosphere of classic luxury, where generous principal rooms flow effortlessly, highlighted by exquisite hardwood flooring and elegant finishes. Two stunning solariums maximize the lake's mesmerizing vistas, creating sun-drenched spaces perfect for relaxation and entertaining. The gourmet kitchen is a chef's dream, featuring a sprawling marble-topped island and an open layout designed for both functionality and style. Upstairs, five spacious bedrooms await, including the lavish primary suite, a private retreat with His & Hers walk-in closets and a spa-like 6pc ensuite bath. A versatile bonus room above the garage offers the perfect hideaway for a teen retreat, nanny suite, or home office. Outdoors, the beautifully landscaped backyard is an entertainer's paradise, complete with a sparkling inground pool, a picturesque patio, and the lake's serene backdrop enhancing every moment. A private gate leads directly to the lush surroundings of Gairloch Gardens, adding to the home's enchanting setting. Located in one of Oakville's most prestigious neighbourhoods, this exceptional property is just minutes from top-rated schools, fine dining, and the boutique shopping of Downtown Oakville. A rare opportunity to own a piece of lakeside luxury.

16 Ennisclare Drive W, Oakville

$4,898,000

5 Beds ⋅ 7 Baths ⋅ W13754410 MLS

Tucked away on a private road, south of Lakeshore, neighbouring distinguished Appleby College, The Enclave offers a blend of luxury, privacy, & timeless design in one of Oakville's most coveted neighbourhoods. Situated on the largest of only 5 lots of unparallelled privacy. Flanked to the west is Appleby College's soccer fields, and putting green to the south. Showcasing over 6,800sqft of exquisitely finished living space w 10' ceilings on all levels. Extensive custom millwork, & intricate wall panelling create an atmosphere of sophistication throughout. Custom 'Top Notch' Cabinetry features a 13ft island w walnut base, 2 dishwashers, 6 burner gas range with 2 ovens, & built-in work space for studies. 2nd lvl is anchored by an impressive primary retreat featuring a spacious walk-in dressing room and a luxurious spa-inspired ensuite. Three additional generously proportioned bedrooms, each appointed with their own private ensuite bathroom, provide exceptional comfort & privacy for family and guests alike. fully finished lwr lvl is the perfect extension of the home's luxurious living space & features in-floor heating, a spacious 5th bdrm/office w custom built-in shelving w/a private ensuite, a dedicated theatre room, an expansive games and entertainment area with pool table and wet bar, & a striking glass-enclosed fitness studio. Outside, a resort-inspired backyard oasis awaits. Professionally landscaped gardens surround a Gibsan swimming pool, while multiple outdoor living spaces provide the perfect setting for relaxation and entertaining. Enjoy summer evenings beneath the covered flagstone terrace featuring an outdoor television, gas BBQ, and elegant dining area. Perfectly enveloped by one of Canada's most prestigious educational institutions, the lake, downtown Oakville, renowned dining, boutique shopping, and waterfront trails, this exceptional residence offers a rare opportunity to experience luxury living at its finest. This is a home that truly stands apart.

456 Lakeshore Road W, Oakville

$1,719,000

5 Beds ⋅ 2 Baths ⋅ W13752704 MLS

Welcome to highly sought-after Southwest Oakville, one of the area's most desirable neighbourhoods. Ideally situated within walking distance to the lake, Coronation Park, and scenic Josef Petriska Forest, and just minutes from top-ranked schools, this beautifully maintained home offers an exceptional combination of location, comfort, and lifestyle. Set on the south side of the street on a rare premium 75 x 150 ft. lot, this charming solid bungalow provides an abundance of space, privacy, and potential. The bright and inviting main level features 3 bedrooms and 2 bathrooms, along with an open-concept living, dining, and kitchen area designed for both everyday living and entertaining. The kitchen is complemented by a generous granite island, while hardwood and ceramic flooring flow throughout the home. Heated ceramic floors in the kitchen and main-floor bathroom add an extra touch of comfort, while elegant custom coffered ceilings enhance the warmth and character of the space. The spacious recreation room features a cozy gas fireplace, creating an inviting retreat for relaxing evenings. The lower level also offers two additional rooms that provide excellent flexibility and can be used as guest rooms, home offices, or additional living space to suit your needs. A walkout from the living area leads to a large deck and gazebo, offering the perfect setting for morning coffee, summer gatherings, or simply enjoying the peaceful and private backyard.

1422 Rebecca Street, Oakville

$1,688,000

5 Beds ⋅ 5 Baths ⋅ W13751540 MLS

Beautifully Maintained Detached Home Offering 4+1 Bedrooms and 5 Bathrooms, Featuring Hardwood Flooring Throughout.The Main Floor Boasts a Bright, Open-Concept Layout with a Custom Waffle Ceiling in the Living and Dining Rooms. The Spacious Kitchen Features a Large Centre Island, Chef-Grade Appliances, and Ample Custom Cabinetry, While the Custom Laundry Room Adds Both Functionality and Style.The Second Floor Features an Exceptional, Family-Friendly Layout Designed for Comfort and Convenience. The Spacious Primary Bedroom Offers a Large Ensuite, While Three Additional Generously Sized Bedrooms provide ample space for family members. One bedroom features its own private ensuite, while the remaining two bedrooms share a full bathroom-an ideal and highly functional layout for a growing family.The Finished Basement Features an Additional Bedroom, 3-Piece Bathroom, and Spacious Recreation Room-Perfect for Entertainment,Guests, or Family Activities.California Shutters Throughout. Ideally Located Within Walking Distance to Schools, Shopping, Parks, and Trails. Move-In Ready-A Wonderful Home You Don't Want to Miss!

3087 Streamwood Pass, Oakville

$1,699,000

5 Beds ⋅ 4 Baths ⋅ W13748070 MLS

Dream Home in Prestigious Joshua Creek! This beautifully new renovated detached home features brand-new flooring, updated kitchen, bathrooms, stairs and etc. Newly replaced windows. Located within the boundaries of top-ranking public and high schools, this beautifully maintained home features 4+1 bedrooms and 4 bathrooms. Freshly painted interiors, updated light fixtures, and pot lights throughout create a modern and inviting atmosphere. The open-concept main floor boasts 9-ft ceilings, oversized windows, and hardwood flooring throughout (no carpet). The spacious layout flows seamlessly into the bright family room with a cozy gas fireplace, while the formal dining and living rooms offer an elegant setting for entertaining. A separate entrance to the fully finished basement provides an extra bedroom, 3-piece washroom, and flexible space ideal for an in-law suite or rental potential. Additional highlights include a double-car garage, convenient main-floor laundry room, premium wood shutters, and professionally landscaped front and backyards. Situated in one of Oakville's most sought-after neighbourhoods, this home offers proximity to prestigious schools, picturesque parks, shopping, dining, and major highways.

2422 Hertfordshire Way, Oakville

$2,898,000

5 Beds ⋅ 3 Baths ⋅ W13747286 MLS

Welcome to 30 Birkbank Drive! Live south of Lakeshore and steps from the lake! This well-proportioned home offers above 4,400 sq. ft. of total space across three levels, with a versatile layout and plenty of potential. The main level features a welcoming foyer, spacious living and dining rooms, family room with fireplace, kitchen with breakfast area, main-floor laundry and powder room. The upper level offers 5 bedrooms, including a generous primary bedroom, providing ample space for a growing family.The finished lower level adds valuable living space with a large recreation room, fireplace, den, office, sitting area and utility room-ideal for family use, a home office or additional flexibility.Freshly painted throughout, with recent updates including refreshed kitchen and bathrooms and a finished basement. Live in and enjoy the home as it is, renovate to suit your style, or explore the potential to build new. This property offers flexibility and opportunity in a fantastic location. A great opportunity for buyers looking to create their vision!

30 Birkbank Drive, Oakville

$1,558,000

5 Beds ⋅ 4 Baths ⋅ W13747176 MLS

Stunning former Remington model home on a premium lot with greenspace at the back and along the side for exceptional privacy.This beautifully appointed home features smooth 9-ft ceilings on both the main and second floors, quartz countertops in the kitchen, bathrooms and laundry room, upgraded hardwood and ceramic flooring, pot lights throughout the principal rooms, kitchen, hallways and primary bedroom, elegant main-floor cornice mouldings, and an oak staircase with wrought-iron pickets. The open-concept kitchen and family room are ideal for entertaining, with under-cabinet lighting, an upgraded chimney-style hood fan, custom built-in banquette seating and a new dishwasher (July 2026). The spacious primary suite offers a walk-in closet and a luxurious ensuite with a frameless glass shower, quartz countertop and designer wallpaper. California shutters and Drapes are featured throughout. The large main-floor laundry room includes quartz counters, upper cabinetry, a utility sink, ample storage, interior garage access, exterior access, and a newer washer and dryer (2025). A brand-new, never rented, legal one bedroom basement apartment offers a separate ground-level entrance, extra-large above-grade windows, a spacious bedroom, private bathroom, separate laundry, quartz counters, built-in cabinetry and generous storage-ideal for income potential (Approx. $2000) or multigenerational living. Enjoy professionally landscaped and hardscaped grounds, a premium stone patio, covered porch with natural gas BBQ hookup, two fruit trees and parking for three vehicles. The garage features an epoxy-coated floor, built-in shelving and a smart opener. Ideally located near schools, with public transit just one block away. Additional street parking is available by permit from the town for approximately $50 per month. A rare opportunity combining luxury finishes, income potential and an exceptional location. (Seller is a registered real estate agent).

183 Kaitting Trail, Oakville

$2,950,000

5 Beds ⋅ 2 Baths ⋅ W13745990 MLS

Rare opportunity in coveted Orchard Beach, just steps from Lake Ontario and the waterfront trail. Set on a premium 50 x 160 ft lot, this property comes with completed architectural and engineering drawings and Committee of Adjustment approval for a proposed 3,800 sq ft residence. An exceptional offering for a buyer looking to move forward with confidence, with extensive completed work including floor plan and exterior concepts, colour renderings, arborist report, architectural drawing package, sealed roof truss package, sealed LVL layout, sealed structural engineering package, HVAC design, grading and drainage plan, soil test, and stormwater management report.The existing home was updated in 2024 with electrical improvements, a renovated bathroom, updated flooring, a new kitchen, and new appliances, offering flexibility to live in or hold the property while completing the final permit stage. Zoning and Committee of Adjustment approvals are already in place, with remaining steps in progress. Located a short stroll from downtown Oakville, the lake, and top schools, this is a rare opportunity to secure a prime property with meaningful value already created.

25 Howard Avenue, Oakville

$1,174,900

5 Beds ⋅ 5 Baths ⋅ W13743890 MLS

Newer, Exceptional 5 Bedrm, 5 Bath Freehold POTL Townhouse ideally locatedin the middle of family friendly neighbourhood. Lots of nature light through big windows. Open concept design, lots of storage space. Close to Garth Webb High School and hospital, near QEW, 407 and Bronte GO Station. Previous taken photos are on the MLS. Builder Finished Basement enhance the beauty & utilization of the space. Must see it .

2178 Postmaster Drive, Oakville

$1,788,000

5 Beds ⋅ 5 Baths ⋅ W13743874 MLS

Stunning 5-Bedroom, 5-Ensuite Park-Facing Home in Sought-After Rural Oakville! Ideally positioned on a quiet street overlooking a tranquil neighbourhood park and surrounded by scenic trails and mature woods, this exceptional home offers approximately 3,700 sq. ft. above grade with a bright, spacious open-concept layout. Extensively upgraded with $$$ spent on recent improvements, including a brand-new chef's kitchen with oversized quartz island, premium appliances, fresh paint and hardwood flooring throughout. Featuring 10-ft ceilings on the main floor and 9-ft ceilings upstairs, plus a rare main-floor bedroom/office with ensuite-perfect for guests or multigenerational living. Upstairs, all 4 spacious bedrooms feature private ensuites and walk-in closets, including a luxurious primary retreat with his-and-hers walk-in closets and a spa-inspired ensuite. Enjoy abundant natural light, peaceful park views and a south-west-facing backyard. Prime location close to top schools, parks, trails, Oakville Trafalgar Memorial Hospital, shopping and major highways. A rare opportunity to own an extensively upgraded park-facing home surrounded by nature in beautiful Oakville. Show with confidence!

3178 Buttonbush Trail, Oakville

$2,280,000

5 Beds ⋅ 4 Baths ⋅ W13742366 MLS

Luxurious and Renovated 5 Bedrooms + Main Floor Office 3.5 Baths in Prestigious Glen Abbey! This stunning Mattamy 'Yorkshire' model features 3,791 sqft plus an additional 1,200 sqft of finished basement space. Fully transformed and meticulously maintained gem in the top-ranked Abbey Park High School district. Gorgeous dark hardwood floors flow throughout the main and upper levels. smooth ceiling and pot lights thru out main floor. The beautifully renovated dream kitchen boasts solid maple cabinets, gas stove, quartz countertops, breakfast bar, walk-in pantry and chef's desk with with illuminated display cabinets. Gorgeous family room with bow window, wainscoting,limestone fronted fireplace. convenient office on main floor with double door entry. a grand Scarlett O'Hara staircase illuminated by a large skylight leads to the upper floor, where you'll find 5 bedrooms and 3 full bathrooms. The massive primary suite includes a renovated bathroom with a free-standing bathtub, frameless glass shower, double sinks, and a massive walk-in closet. An adjoining bedroom which is open to master bedroom offers flexible and convenient space as a nursery, media room, or second office. renovated Jack-and-Jill bathroom with 2nd skylight.The finished basement, featuring new vinyl flooring, is perfect for entertainment with dedicated game, media w/ gas fireplace and exercise rooms. over 530sf unfinished storage room for all your stuff. entire house is freshly painted. Escape to your private summer retreat, featuring a refreshing 18'x36' pool with new pool heater and pump(23) and a deep diving end, an interlocking patio, a charming muskoka rock garden, and fruit trees and bushes including Raspberry, Prune and Peach. **EXTRAS** freshly painted(24),bsmt vinyl flooring(24),renewed kit.(24),W/D(23), pool pump(23),pool heater(23),Attic insulation(22), flooring & three bathrooms (16), Windows14, Roof 12, Pool Rebuilt13, Furnace W Hepa Filter 00/10, Ac 05.

1321 Monks Passage N/A, Oakville

$1,349,000

5 Beds ⋅ 4 Baths ⋅ W13742238 MLS

A beautifully upgraded detached home in the heart of West Oak Trails! Don't miss the opportunity to live in this move-in-ready family home offering 4 +1 bedrooms and 4 bathrooms on a family friendly quiet street. The modern main floor features engineered hardwood flooring, modern tile, smooth ceilings and pot lights. The stunning kitchen (renovated in 2023)offers quartz countertops, custom cabinetry, subway tile backsplash, stainless steel appliances, and a bright breakfast area with a stylish accent wall (2022). The spacious family room offers a cozy fireplace and a large window overlooking the backyard, while the formal dining room provides the perfect setting for family gatherings and entertaining. An elegant wood staircase (2021) leads to the upper level featuring high quality laminate flooring and pot lights. The primary bedroom boasts an upgraded 4pc ensuite(2023) with a deep soaker tub and glass walk-in shower. Three additional generously sized bedrooms, each with large windows and closet, share another renovated full bathroom (2023).The finished basement provides extra living space with an additional bedroom, full bathroom, Berber carpet, smooth ceiling, pot lights, and a wired surround sound system ,perfect for overnight guests, a home office, or additional family space.Additional improvements include a high-efficiency furnace (2021), premium insulated garage door (2024), high end fiberglass front door (2025), and roof (2017). Zebra blinds and fresh paint throughout complete the contemporary look.The fully fenced backyard features lovely landscaping (including a Magnolia tree), a play structure, a storage shed and an aggregate concrete patio. Out front, the driveway parks up to 4 vehicles and includes an aggregate walkway, stamped concrete porch and driveway trim. All of this is conveniently located close to top-rated schools, parks, trails, shopping, transit, Oakville Hospital, and major highways-Don't miss the opportunity to own this wonderful home.!

1282 Parkhurst Drive, Oakville

$10,900,000

5 Beds ⋅ 4 Baths ⋅ W13738344 MLS

Situated on just over half an acre on the shores of Lake Ontario, 10 Brookfield Road is a truly exceptional waterfront property offering an extraordinary combination of views, privacy, recreation and year-round enjoyment. With unobstructed vistas of Lake Ontario from virtually every angle, the setting is as captivating as it is rare. The property's exceptional waterfront experience begins with riparian rights- the ultimate in waterfront living - and is highlighted by a detached boathouse with dedicated boat storage and a marine rail. Above, a spacious viewing deck and built-in gazebo create an ideal setting for entertaining, intimate gatherings, a lakeside bar or live music, all overlooking breathtaking panoramic views of the lake. Beyond the waterfront, an in-ground swimming pool and pool house with change rooms create a private, resort-like environment for summer entertaining and relaxed days at home. A parkette immediately to the east adds an exceptional sense of privacy, openness and seclusion rarely found in such a prominent waterfront setting. The natural topography creates distinct elevations and vantage points, allowing the home and outdoor spaces to fully embrace the lake. Inside, the spacious great room is designed for both everyday living and entertaining, complemented by an updated kitchen, walkout lower level and expansive windows that flood the home with natural light and showcase the views. Multiple walkouts provide seamless access to generous decks and outdoor entertaining spaces. Ideally located in close proximity to Lakeshore and Kerr Village, the property is also only a 15-minute walk to Downtown Oakville, offering convenient access to shops, restaurants, cafes and the vibrant village atmosphere. Whether enjoying a quiet morning overlooking the water, hosting friends poolside or launching a boat from the boathouse, 10 Brookfield Road is a truly rare waterfront offering. Luxury Certified.

10 Brookfield Road, Oakville

$1,199,000

5 Beds ⋅ 2 Baths ⋅ W13737256 MLS

Nestled on a quiet, family-friendly street in desirable Falgarwood, this beautifully maintained back-split offers over 1,800 sq. ft. of living space plus a fully finished basement. The renovated kitchen opens into a bright, welcoming living room featuring a cozy fireplace and custom built-ins-perfect for everyday living and entertaining.The spacious lower-level family room includes a gas fireplace and walkout to a private backyard retreat. Upstairs, you'll find a generous primary bedroom along with two additional bedrooms, while the lower level offers a fourth bedroom which can be used as an office. The finished basement adds even more flexibility with an additional bedroom and den.Set on a premium ravine lot, the backyard is a true oasis complete with a pool featuring a heat pump as well as a new liner (updated 2025), bi-level decks, gazebo, and shed, all surrounded by mature, professional landscaping. Additional recent upgrades include a new air conditioner installed in 2025, offering added comfort and peace of mind.Conveniently located close to top-rated schools, beautiful walk-in trails, shopping, and with easy highway access, this home combines comfort, space, and an unbeatable setting.

1266 Lakeview Drive, Oakville

$1,699,999

5 Beds ⋅ 4 Baths ⋅ W13732618 MLS

This home is built for gracious entertaining and family comfort! Over 3000 square feet above ground, plus large finished basement, this home has 5-bedrooms and 3.5 bathrooms. Located in one of Oakville's most sought after areas, leafy Westmount, with its many parks, trails, top-rated schools, and proximity to Oakville Trafalgar Hospital. Great curb appeal, with a wide 40 ft lot, large double garage, and parking for 2 more cars on the driveway, on a quiet street. Close to all major highways for easy commuting, as well as easy access to shopping, restaurants and other amenities. Outside, there's a private, fully fenced backyard retreat with low maintenance landscaping and a large deck for entertaining (the party lights stay!) Inside, the main level offers an open-concept living and dining space, and a large bright family room adjacent to the recently updated showpiece of a kitchen, with walk out to the back deck. The kitchen features a large custom island perfect for entertaining or cooking with family, and stainless steel appliances including a gas stove. The adjoining family room features a cozy gas fireplace and views of both the kitchen and back garden. There is also a separate spacious and bright office. A powder room and inside entry to the double garage compete the first floor (there are hook ups here for main floor laundry). The second floor has two spacious master suites, both with en suites and walk-in closets, one with an 11ft ceiling and large window, and the other with a recently updated luxurious 5-piece ensuite with stand-alone tub, heated floors, and separate steam shower. Three spacious additional bedrooms complete the second floor. There is a fully finished, open concept basement in addition, with potential to add another bedroom here, or a kitchenette if desired.

2324 Woodcrest Drive, Oakville

$2,649,000

5 Beds ⋅ 6 Baths ⋅ W13732358 MLS

Welcome to 455 Samford Place, a remarkable custom-built luxury home in one of Southwest Oakville's most sought-after neighbourhoods.Setona premium 65' x 115' lot, this stunning residence blends sophisticated design, exceptional craftsmanship, and modern family living. Itslimestoneand stucco exterior, expansive driveway, double-car garage, and rare rear-access garage door create an impressive first impression.Step insideto bright, open-concept living with 10-foot ceilings, oversized windows, and elegant custom millwork throughout. Designed foreveryday livingand entertaining, the chef's kitchen features a large quartz island, designer lighting, premium Thermador appliances, and aconvenient spicekitchen. The family room is a true gathering space, highlighted by a dramatic floor-to-ceiling porcelain fireplace feature wall andFrench doorsopening to the private backyard for seamless indoor-outdoor living. A grand wood staircase with skylight and custom panelingleads to the upperlevel, where four spacious bedrooms each offer an ensuite and walk-in or built-in closet. The primary suite is a private retreatwith a beautifulfeature wall and spa-inspired ensuite showcasing double walnut vanities and luxurious porcelain finishes. The professionallyfinished lower leveloffers endless flexibility for entertaining, recreation, or multi-generational living, featuring a spacious rec room, secondlaundry area, stylish wetbar with sink, dishwasher, fridge, wine storage, and space for a beverage cooler. A separate walk-up to the backyardadds exceptionalconvenience and versatility. With refined finishes, premium upgrades, and an unbeatable Oakville location close to schools,parks, shopping, andthe lake, this exceptional home offers the perfect blend of luxury, comfort, and timeless elegance.

455 Samford Place, Oakville

$1,399,900

5 Beds ⋅ 5 Baths ⋅ W13731262 MLS

Welcome to this spacious 4-bedroom family home in Oakville's desirable River Oaks community, set on a premium corner lot with mature landscaping and a fully finished walk-up basement offering excellent in-law suite potential. The main floor features a bright, functional layout with separate living and dining rooms and a comfortable family room with a gas fireplace and brick/stone surround. The eat-in kitchen offers granite countertops, stainless steel appliances, tile backsplash, plenty of cabinetry and a breakfast area with walk-out to the backyard. A powder room and convenient main-floor laundry with stackable washer and dryer complete this level. The fully fenced backyard is private and surrounded by mature trees and landscaping. A large wood deck steps down to a stone patio and covered gazebo, providing plenty of space for outdoor dining, entertaining or simply relaxing. Upstairs you'll find 4 spacious bedrooms, including the primary bedroom with a walk-in closet and private 4-piece ensuite. The 3 additional bedrooms are all well-sized and share a full 4-piece bathroom. The finished lower level adds plenty of additional living space and features a separate walk-up to the exterior, recreation area, bedroom, 2 kitchenettes/wet bars and 2 full bathrooms. The layout offers great flexibility and excellent potential for extended family or an in-law suite. Additional features include central vacuum and a double-car garage with updated garage doors (2026). Improvements include ultra-quiet triple-pane windows (2017), exterior doors (2017), furnace and A/C (2022), and washer and dryer (2023).Located close to schools, parks, trails, shopping, transit and everyday amenities.

2120 Sixth Line, Oakville

$1,615,000

5 Beds ⋅ 4 Baths ⋅ W13730148 MLS

Welcome to 2381 Grand Oak Trail - a beautifully maintained 4-bedroom, 3.5-bathroom detached home in Oakville's highly sought-after Westmount neighbourhood. Meticulously kept and offering over 3,500 sq. ft. of comfortable living space, this inviting home features a bright and spacious layout with hardwood flooring on the main level. The well-appointed kitchen showcases granite countertops and flows effortlessly into the adjoining living and dining areas-perfect for everyday family living and entertaining. Upstairs, the spacious primary bedroom offers a wonderful private retreat, complete with a large 4-piece ensuite and generous walk-in closet. Three additional well-sized bedrooms and a full bathroom provide plenty of space for the whole family. The finished basement adds valuable living space, featuring a bedroom and 3-piece bathroom-ideal for guests, a teenager, home office or private retreat. Situated on a 36 x 100 ft. lot, this home offers a wonderful balance of indoor and outdoor living. Enjoy the convenience of being within walking distance to Captain R. Wilson Elementary School and Garth Webb Secondary School, with easy access to Oakville Hospital, GO Transit, major highways, shopping, parks and everyday amenities. A lovingly cared-for family home in a wonderful Westmount location-ready for you to move in and make it your own.

2381 Grand Oak Trail, Oakville

$4,788,500

5 Beds ⋅ 6 Baths ⋅ W13730146 MLS

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

$5,399,000

5 Beds ⋅ 5 Baths ⋅ W13729598 MLS

WATERFRONT PROPERTY! Experience the Potential of Lakeside Living. Perfectly situated on a premium 90' x 152' lakefront lot, this residence offers breathtaking, unobstructed water views from every principal room. With over 5,700 square feet of finished living space, the home presents an exceptional opportunity to bring your vision to a truly remarkable waterfront setting. The existing layout offers generous space for family living and entertaining, with rich hardwood flooring, limestone tiles, four skylights, two spacious family rooms, a private office, and a large kitchen with lake views! Upstairs, four generously sized bedrooms provide excellent space and privacy, while the primary suite showcases spectacular lake views. A convenient upper-level laundry room and walkout to the second-floor terrace offer additional potential to create a beautiful retreat overlooking the water. The fully finished lower level includes a fifth bedroom with a private ensuite, ideal for guests, extended family, or a nanny suite. Outdoors, the property offers an incredible foundation for creating your own waterfront oasis. The views, privacy, and ever-changing beauty of the waterfront truly have to be experienced to be fully appreciated, as the changing seasons, light, and skies create a new view from moment to moment. Additional highlights include a three-car garage, four fireplaces, an irrigation system, and ample storage throughout. This is a rare opportunity to transform an expansive waterfront property into a spectacular lakeside home, while enjoying the privacy, scale, and extraordinary setting that cannot be replicated. Luxury Certified.

2372 Carrington Place, Oakville

$15,900,000

5 Beds ⋅ 4 Baths ⋅ W13728088 MLS

Build your dream home on South East Oakville's prime waterfront. With 184 feet of lake frontage and unparalleled views of the Toronto skyline, this building lot is the largest remaining and developable Riparian Lakefront parcel in South East Oakville available. Located on one of Oakville's most sought-after and mature tree lined streets and walking distance to downtown Oakville, this breathtaking and private lot offers approximately 0.77 acres of land and a further water lot of 2.86 acres. The land can comfortably accommodate a new custom home of up to10,000 square feet (not including basement) without a variance. The property is also the furthest projected vantage point for uninterrupted panoramic views in Oakville. With an extremely rare concrete dock for boat mooring and recent new Seawall (2020), this private lot offers an opportunity to build your lakefront home in Oakville's most coveted neighbourhood, with easy access to Toronto and in one of Ontario's top school districts. This is the ultimate lakefront property in Oakville, the possibilities are endless. The current home allows you to live in now or build new for your dream lifestyle.

3 Ennisclare Drive E, Oakville

$3,499,999

5 Beds ⋅ 6 Baths ⋅ W13727274 MLS

Welcome to 369 Wade Street, a true luxury custom family residence offering more than 5,500 square feet of refined living space, exceptional craftsmanship and an extraordinarily functional layout. Thoughtfully executed from top to bottom, the home combines impressive scale with the comfort and practicality of true family living. A massive concrete driveway creates a striking sense of arrival, while the private backyard is anchored by a pristine pool and an inviting setting for summer entertaining. Inside, the main level makes an immediate statement with soaring 10-foot ceilings, a dramatic 16-foot formal living room and a spectacular 21-foot great room that fills the principal spaces with natural light. Striking designer lighting fixtures and thoughtfully selected statement pieces throughout further elevate the home's custom aesthetic. Designed to transition effortlessly between everyday living and grand-scale entertaining, the floor plan continues with a commanding foyer, private executive office, formal dining room and an outstanding chef's kitchen showcasing extensive custom cabinetry, top-of-the-line Wolf and Sub-Zero appliances, and a bright breakfast area overlooking the pool. Upstairs, four generously sized bedrooms each enjoy 10-foot ceilings, abundant natural light, custom built-ins and their own private ensuite with heated flooring. The primary suite is elevated by beautifully executed bespoke closets with integrated LED detailing and luxurious spa-inspired ensuite, complemented by a spacious second-floor laundry room. The finished lower level adds exceptional flexibility with an expansive open-concept layout, walk-up access, a sleek bar, two additional bedrooms, a full bathroom and a separate entrance. Ideally located minutes from the QEW, Highway 407, Appleby College and downtown Oakville, 369 Wade brings together dramatic architecture, distinctive custom millwork, exceptional scale and one of the most thoughtfully designed family layouts in the area.

369 Wade Street, Oakville

$13,500,000

5 Beds ⋅ 6 Baths ⋅ W13723478 MLS

Designed by architect Gren Weis and built by Lakehurst Construction, this exceptional custom estate is beautifully positioned on the shores of Lake Ontario in one of South-East Oakville's most prestigious waterfront enclaves. Set on a remarkable property with coveted riparian rights, the residence offers breathtaking lake views, exceptional privacy, and a seamless blend of timeless architecture and modern luxury.Classical proportions and outstanding craftsmanship are showcased throughout, with intricate millwork, detailed ceilings, radiant heated floors, and upgraded lighting. Generous principal rooms are thoughtfully positioned to maximize sweeping water views. The main level features a magnificent living room with double French doors opening to the lake breeze, a light-filled solarium overlooking landscaped gardens, an elegant dining room, and a gourmet kitchen with professional-grade appliances and dedicated prep kitchen. A sun-filled family room with striking waffle ceilings completes the space. Upstairs, the serene primary retreat offers spectacular views, a spa-inspired ensuite, and beautifully appointed dressing room. Three additional bedrooms, two elegant bathrooms, and a sophisticated lake-view library complete the level.The lower level offers full-size windows, radiant heated floors, a recreation room with wet bar, fitness studio with full bathroom, private guest suite with ensuite, and extensive storage. Outside, manicured gardens flow naturally toward the shoreline, creating a private waterfront setting designed to be enjoyed throughout the seasons. Multiple walkouts provide effortless access to the grounds and lake, where morning paddleboarding, or an evening canoe launch can become part of everyday life. Steps from Gairloch Gardens and minutes from Downtown Oakville's boutiques, restaurants, cultural amenities, and highly regarded schools, this extraordinary estate offers the very best of South-East Oakville waterfront living

6 Ennisclare Drive W, Oakville

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