Oakville Real Estate | Oakville Homes with a Pool for Sale

From the moment you pull up the grand driveway of 1390 Peerless Court, you'll know you've arrived somewhere special. Framed by mature trees and vibrant perennial gardens, this charming 4-bedroom, 4-bathroom 2-storey home offers a warm, welcoming energy from the inside out. The main floor is designed for both elegant entertaining and cozy family nights, featuring rich hardwood floors and crown moulding. At the heart of the home is a beautiful white kitchen equipped with soft-close cabinetry, under-cabinet lighting, and a premium Bertazzoni stove for the home chef. Just steps away, the inviting family room invites you to unwind by the gas log fireplace. Upstairs, the primary bedroom serves as a peaceful sanctuary with its own 3-piece ensuite, accompanied by three additional bedrooms and a full bath. The real magic happens out back. Imagine spending your afternoons basking in the sun in your own private oasis, complete with a massive composite deck, a refreshing 32'x16' in-ground pool, and a spacious 21'x18' concrete pad ready for your outdoor layout ideas. With a fully finished, multi-purpose basement rounding out the property, this home leaves absolutely nothing left to be desired. Welcome home.

1390 Peerless Court, Oakville

$5,998,000

7 Beds ⋅ 8 Baths ⋅ W13215324 MLS

Tucked behind stately gates and mature trees for exceptional privacy and security, this custom residence sits on just under half an acre and offers a timeless blend of elegant architecture and resort-inspired outdoor living in prime Southeast Oakville. Designed for both entertaining and everyday living with soaring ceilings, oversized windows and refined finishes which create a bright, sophisticated interior. At the heart of the home is a beautifully appointed chef's kitchen with a large centre island, premium appliances, servery and a sun-filled breakfast area overlooking the backyard. Just beyond, the dramatic family room with ceiling height and a wood-burning fireplace creates a warm yet impressive gathering space. A true highlight of the home is the main floor primary suite - a rare and highly sought-after feature. Privately positioned and beautifully scaled, this serene retreat offers a spacious walk-in closet and spa-inspired ensuite, creating an ideal layout for long-term living. Thoughtfully designed mudroom/laundry with separate exterior access, garage entry and private access to the second-floor nanny suite complete the main level. The second level provides exceptional family accommodation with generously sized bedrooms, beautifully appointed bathrooms and a flexible in-law/nanny suite. The expansive lower level features a media room, recreation/games areas, wet bar, wine cellar, gym, additional bedroom and ample storage. Outdoors, the property transforms into a private backyard retreat, complete with mature landscaping, a spectacular in-ground pool, multiple seating and entertaining areas, and a charming, covered cabana/lounge designed for unforgettable summer entertaining. Located moments to the lake, top public and private schools, parks, shopping and commuter routes, this is a rare opportunity to own a gated estate in one of Oakville's most prestigious neighbourhoods.

2096 Lakeshore Road E, Oakville

$2,490,000

6 Beds ⋅ 5 Baths ⋅ W13213144 MLS

This is a rare opportunity, for sale in Joshua Creek, to own a detached, luxury 5 plus 1bedroom home. Over 5000 square feet of finished living space. Beautiful, quiet family-friendly street near top rated schools, with access to parks, trails, recreation facilities, shopping, transit and highways. This stunning home, has a unique layout, with extensive upgrades throughout, including hardwood floors, vaulted and coffered ceilings, main floor laundry and a pantry closet, wrought iron staircase, separate formal rooms and much more. The gourmet kitchen is a chef's dream, with granite counters, high end appliances, Dacor gas stove and B/I microwave, and convection warmer. Upstairs there are two Jack and Jill ensuite bathrooms between four large bedrooms with custom closets and an enormous hotel-style Primary bedroom with glamorous dressing room, separate closets and a five piece spa-like ensuite. The finished basement has large, multi- purpose rooms for extended living, including a sixth bedroom or recreation room/gym. A den, family room, workshop and extra storage keep the space options endless. The breakfast room steps out to a resort-style backyard oasis that is an entertainers delight, with an inground salt water pool, surrounded by an Indian flagstone patio. A cedar lined cabana with granite serving bar, a built in Lynx BBQ, cook top and electrical connections for an outdoor tv, complete this paradise. This gorgeous property is professionally landscaped with irrigation and timed lighting, an attached 2 car garage and parking for six vehicles.

1206 Lindenrock Drive, Oakville

$1,679,000

5 Beds ⋅ 4 Baths ⋅ W13176726 MLS

Large 5 bedroom family home on one of River Oaks premier streets! Boasting exceptional curb appeal and meticulously landscaped front and back gardens including a pool, this beautifully maintained residence offers over 3,100 sq ft of living space. The main floor features large principal rooms including a dedicated home office. large living and dining rooms, family room with gas fireplace and hardwood flooring. The updated kitchen is filled with natural light and showcases granite countertops, newer appliances, ample white cabinetry, and ideal space for everyday living and entertaining. The second level offers 5 generous bedrooms and 3 bathrooms, including an expansive primary with renovated ensuite featuring a jacuzzi tub, oversized glass shower with multiple body jets, and large walk-in-closet. Room for everyone! Step outside to your private backyard retreat complete with a fabulous inground pool and beautifully maintained landscaping - perfect for summer entertaining and family enjoyment. New pool liner (May 2026). Ideally located within walking distance to excellent schools, parks, Sixteen Mile Trails, shopping, and more. Homes rarely come up for sale on this street -don't miss the opportunity to own a timeless family home in an exceptional neighbourhood.

2372 Saugeen Road, Oakville

$2,499,000

5 Beds ⋅ 3 Baths ⋅ W13174062 MLS

Nestled in the heart of prestigious Morrison, this fabulous bright open-concept bungalow sits on an exceptional 0.35-acre premium lot backing onto tranquil Morrison Creek and fronting onto Lawson Park-offering a rare "Muskoka-like" setting just moments from downtown Oakville, Gairloch Gardens, and the lake. This beautifully maintained 3+2 bedroom residence features a spacious living room with a wood burning fireplace and an effortless flow into the dining area, where a walkout leads to a private balcony overlooking lush gardens and an inviting in-ground swimming pool. The gourmet kitchen is equipped with premium Sub-Zero refrigeration, Sub-Zero wine fridge, and a Wolf gas stove-perfect for both everyday living and entertaining. The primary suite offers a renovated ensuite, while California shutters throughout enhance both elegance and privacy. Newly upgraded broadloom flooring extends through the bedrooms and into the fully finished lower level, which features a large recreation room with gas fireplace, two additional bedrooms (or office/den), a self-contained kitchen, laundry, and a 3-piece bath with heated floors-ideal for an in-law or nanny suite. A tiled walkout provides seamless access to the backyard oasis. An extra-long, updated asphalt driveway accommodates parking for 8+ vehicles. Located within a top-tier school district and directly across from a park, this rare offering combines natural beauty, luxury, and convenience in one of Oakville's most sought-after neighbourhoods.

169 Morrison Road, Oakville

$1,499,000

4 Beds ⋅ 2 Baths ⋅ W13170698 MLS

Stunning 81X140' In South West Oakville to build your dream home. Oversized Private Tree Lined Backyard With In Ground Pool Provides Tonnes Of Natural Privacy. Interior has been recently updated with new flooring and paint throughout. According To The Town This Property Is Zoned Rl2-0, The Lot Area Is 1057M2 Which Permits A Maximum Rfa Ratio Of 37% Of The Lot Area. 4209 Sq Ft Above Grade Plus Up To 484 Sq Ft For A Garage Can Be Permitted. Just A Short Walk To The Lake And Steps From South Oakville Centre With Metro, Winners, LCBO and all Amenities. Very Bright With Tonnes Of Natural Light. Walking Distance To Multiple Great Schools And Easy Access To QEW.

251 Third Line, Oakville

$5,966,800

6 Beds ⋅ 6 Baths ⋅ W13168784 MLS

A French Château Estate build 2016, newly renovated magnificent 112' x 137.01' ravine facing LOT in Oakville's best neighborhood, this 7,012 sq ft stands as a testament to timeless architecture and generational living. Could be 6 bedrooms and 6 bathrooms, this residence offers both palatial scale and intimate family spaces, complete with a 3-car garage and a grand driveway accommodating 9 vehicles - creating a private motor court worthy of this exceptional property. Architectural Distinction & Estate Grounds Inspired Design: From the Owen Sound ledge stone facade to the meticulously crafted interior details, every element reflects authentic French architecture Parking Prestige: Beyond the 3-car garage, the estate's expansive driveway provides formal parking for over 9 vehicles, perfectly accommodating grand entertaining and family gatherings Protected Privacy: Nestled on a ravine-lined cul-de-sac with only three neighboring homes, ensuring perpetual tranquility and exclusivity Refined Interiors for Gracious Living Grand Entertaining Spaces: Soaring 10-foot ceilings and an open, flowing layout ideal for both intimate family moments and lavish gatherings Culinary Excellence: A Misani-designed chef's kitchen featuring Wolf and Sub-Zero appliances, serving as the heart of this family estate Private Sanctuaries: Four second-floor ensuite bedrooms offering serene retreats with captivating ravine views Exceptional Amenities: Professional home theatre, sophisticated wet bar, cool gym and saltwater pool with waterfalls create an unparalleled living experience A Lasting STORY. This is more than a residence - it's a heritage property where every detail has been carefully considered for multigenerational enjoyment. From its commanding presence to its thoughtful layout and exceptional grounds, this French château represents a rare opportunity to own a piece of Oakville's finest. DO refer to attachments for FEATURES LIST DOC!!

1389 Weaver Avenue, Oakville

$2,399,000

4 Beds ⋅ 2 Baths ⋅ W13151296 MLS

Bright, well maintained raised bungalow with a stunning backyard oasis available in the well sought out area of the West River neighbourhood. The eat-in sunroom kitchen is infused with natural light, with wraparound windows with views of the private backyard, a long peninsula quartz counter, pantry space, gas stove, reverse osmosis water system under kitchen sink, and patio doors out to decks, patios and an inground pool with spillover hot tub. Combination living room and dining room with built in bookcases is perfect for entertaining family and friends. Large primary bedroom with two other good size bedrooms with the 3rd bedroom currently being used as an office. 4 pc bathroom completes this floor. The finished basement features a den with gas fireplace, large sunlit bedroom, 3 pc bathroom, large rec room currently used as an office and laundry room with counter space and extra cupboards. The backyard gives you lots of options for entertaining or just hanging out. Decks, gazebo, raised reading nook, shed with thoughtfully landscaped mature gardens and trees offer a space to unwind, breath and relax. Walking distance to downtown Oakville, Vibrant Kerr Village, Oakville GO, Forster and Westwood Park and playground with splashpad, Public and school bus routes.

316 River Side Drive, Oakville

$1,299,000

5 Beds ⋅ 3 Baths ⋅ W13139660 MLS

Enjoy this beautifully renovated home featuring a thoughtfully designed layout and entirely brand-new, custom-quality interior finishes in a highly sought-after neighbourhood. The home offers a bright, open-concept design, a modern custom kitchen with new appliances and a convenient kitchenette, along with a spacious and stylish main bathroom. Ideally located in a prestigious community, close to the lake, parks, and top-rated schools-perfect for families seeking both comfort and convenience. The property also boasts an extra-wide driveway, an oversized detached garage, and a large backyard perfect for entertaining. Enjoy outdoor living with an above-ground heated saltwater pool, wrap-around deck, hot tub, and a fully equipped outdoor bar. Additionally, the fully renovated basement apartment with a separate entrance features 2 bedrooms and a modern modular kitchen-ideal for extended family.

563 Taplow Crescent, Oakville

$1,899,000

6 Beds ⋅ 4 Baths ⋅ W13137924 MLS

Welcome to 2439 Bridge Road, a professionally renovated and expanded home in the heart of Southwest Oakville, set on a premium mature lot in one of the area's most established and sought-after neighbourhoods. The home's front elevation and entry have been reimagined with an elevated covered portico, leading into a dramatic two-storey foyer that creates an immediate sense of scale, openness, and arrival. From there, the home flows into a bright, expansive main level defined by a modern open-concept layout, offering approximately 3,070 sq ft of living space, clean architectural lines, glass-panel railings, and custom lighting with integrated LED features throughout. The kitchen offers quality cabinetry, stone counters, and a functional layout that anchors the living space. Bedrooms across levels provide flexibility for family, guests, work-from-home needs, or multi-generational living. A standout feature is the private primary suite addition, designed as a true retreat with soaring ceilings, Juliette balconies, a walk-in closet, dedicated climate control with its own furnace, and a refined ensuite with heated floors, offering rare separation, comfort, and architectural presence. The lower level has enlarged above-grade windows, bringing in natural light and creating a bright, open living area that feels connected to the outdoors rather than below grade. The backyard is a private oasis with mature landscaping, inground pool, patio areas, cabana, and a dedicated herb and vegetable garden, offering lifestyle, privacy, and function. Extensively renovated, remodelled, and expanded with over $500,000 invested, including exterior finishes and the primary suite addition, the scope and quality reflect a level of finish significantly more costly to replicate today. Located minutes to Bronte Harbour, the lake, parks, trails, Bronte GO Station, top-rated schools, amenities, and convenient QEW access, this is a compelling opportunity in one of Oakville's most desirable pockets.

2439 Bridge Road, Oakville

$2,499,000

6 Beds ⋅ 5 Baths ⋅ W13134496 MLS

Welcome to one of the largest homes in the highly sought-after and exclusive community of Fairway Hill, Glen Abbey. This gated community style offers a luxurious and private living experience. Boasting 4,407 sq. ft. above ground and 2,138 sq. ft. of finished basement, this stunning residence features 6 bedrooms, 5 bathrooms, and a professionally landscaped backyard oasis that blends comfort with elegance.Step inside to an impressive grand reception foyer, where a striking curved staircase sets the tone for the homes luxurious design. The main floor includes a front yard facing office and a living room, both with large picturesque bay windows. The family room, complete with a lovely marble hearth gas fireplace, double sliding doors to the deck. The sunlit kitchen, Oak cabinetry, island, build in double oven, quartz counter top, with a cozy breakfast nook, also offers a walkout to the private backyard. A nanny suite include a full bath and a main-floor laundry room adds convenience.Upstairs, the oversized primary suite includes spacious his& her closets, 5-piece ensuite with marble floors, double vanity, soaking tub, stand-up shower, and a walkout balcony. Four additional generously sized bedroom with its own closet and large picture windows share two full bathrooms.The finished lower level expands the living space with a large recreation room, a game room, a red brick Heatilator fireplace, a wet bar, and a cedar closet. Outdoors, the private, landscaped backyard features a newly finished wooden deck, a heated pool with a new liner, heater, and pump, plus a hot tub perfect for summer relaxation and entertaining.Close to scenic trails, shopping, QEW/403, and award winning golf courses, this home offers the perfect combination of luxury, comfort, and location.A true place to call home!

1471 The Links Drive, Oakville

$2,999,900

4 Beds ⋅ 5 Baths ⋅ W13133516 MLS

Beautifully updated executive residence showcasing exceptional pride of ownership, thoughtful design, & a functional Upgrades ideal for family living and entertaining. Renovated kitchen, powder room, laundry room & garage entrance (2022), professionally painted throughout, new LED lighting on main & lower levels, new TOTO washlet toilets & Thermador appliances. Elegant main floor features maple hardwood flooring, crown moulding, pot lights, California shutters, custom built-ins, travertine foyer with medallion detail, bay window & pocket doors. Updated kitchen & breakfast area with quartz counters, oversized island, built-in microwave, 6-burner gas Stove with grill, b/i Thermador wall coffee station, charging station drawer. Custom Pantry with Beverage fridge, B/I Wine Rack and Storage Galore. Family feature cast stone fireplace and 21" ceiling, decorative columns, oversized windows & Swarovski chandelier in Dining Rm. Spacious primary suite with sitting area & Cast Stone fireplace, walk-in closet w/ organizer, and spa-inspired ensuite with rain shower, soaker tub, granite counters & California shutters. Additional bedrooms feature hardwood flooring, double closets, upgraded finishes, and Jack & Jill bath with granite counters & wood-looking tile flooring. Fully finished walkout basement with above-grade windows, recreation area, wet bar with double sink, gas fireplace with Wood mantle, built-in shelving, additional storage, cold cellar with automatic lighting, 3-piece bath. Mature landscaped backyard with private setting, outdoor bar seating, BBQ area, backyard WiFi router & shed added in 2022. Pool upgrades include new heater & Pentair Prowler (2022), liner (2023), filters & Intellichlor IC40 cell (2024). Additional updates include furnace & humidifier (2023), duct cleaning, serviced tankless hot water system, garage door hardware replaced, plus power washing, joint replacement & professional tree pruning completed in 2024.

203 Burloak Drive, Oakville

$2,799,000

5 Beds ⋅ 6 Baths ⋅ W13126692 MLS

An exceptional custom residence set on a commanding 150 x 75 ft lot in one of Southwest Oakville's most established and coveted neighbourhoods.Boasting over 6,300 square feet of total living space, this home offers 5 bedrooms and 6 bathrooms across three beautifully finished levels. This home showcases a rare and highly desirable layout with two primary suites - one on the main floor and a second grand retreat upstairs. Designed for elevated living and effortless entertaining, the home features refined principal rooms including formal living and dining areas, a private office, two powder rooms, and a full laundry suite. At its heart, the chef's kitchen impresses with rich cabinetry, granite countertops, marble flooring, a large centre island with seating, built-in stainless steel double wall ovens, gas cooktop, beverage fridge, and seamless flow into the family room with gas fireplace and custom built-ins. The main-floor primary suite offers privacy, an ensuite bath, and walk-in closet - ideal for multigenerational living or main-level convenience. Upstairs, the second primary retreat feels like a private sanctuary with its own fireplace, spa-inspired ensuite, and generous dressing space. Two additional bedrooms share a spacious 5-piece Jack & Jill bath, creating a functional family wing. The fully finished lower level enhances the lifestyle appeal with a large recreation lounge, wet bar, gym area, fifth bedroom, and full bath - perfect for guests or extended family. Outdoors, a private backyard oasis framed by mature landscaping features an inground pool, pergola-covered lounge, multiple hardscape entertaining areas, and a detached shed. A double garage with upgraded tiled flooring and private driveway complete this distinguished offering. Five bedrooms. Two primary suites. Three finished levels. A rare estate-sized lot in Southwest Oakville. 390 Seaton Drive - a home of scale, versatility, and enduring elegance.

390 Seaton Drive, Oakville

$2,399,000

5 Beds ⋅ 5 Baths ⋅ W13113020 MLS

Stunningly updated 5+1-bedroom, 5-bath executive home on a premium ravine lot backing onto the protected woodlands of Bray Trail in Oakville's prestigious Glen Abbey community. Located in the coveted Abbey Park High School catchment, within walking distance to St. Bernadette CES, Heritage Glen PS, Glen Abbey Community Centre, parks & trails. This exceptional family home offers luxury living with convenient access to urban amenities, QEW/403, & Bronte GO. Showcasing outstanding curb appeal with re-landscaped gardens (2016), armourstone accents, mature trees, a long driveway, & double garage with inside entry. Spectacular resort-style backyard with an inground pool (2016) with Wi-Fi automation, poolside hot tub, 3 waterfall features, upgraded stone patios, & a custom cabana with bar service counter, all surrounded by manicured gardens, & serene woodlands. This sought-after Mattamy Oxford model offers oversized principal rooms, a professionally finished basement, & extensive upgrades, including new sod in the side yard, backyard fencing, re-sealed interlocking stone, pool filter, pump & salt cell (2024 -2026), insulation (2018), upstairs bathrooms (2017), roof (2015), windows, doors & main floor hardwood in 2011. Elegant interior finishes include crown mouldings, dark hardwood floors, updated staircase, pot lighting, luxe bathrooms, & two fireplaces. The main level features formal living & dining rooms, a spacious family room, private office, powder room, laundry room, & a beautifully renovated (2021) chef's kitchen with custom cabinetry, stone counters, large island, stainless steel appliances & walkout to the backyard oasis. Upstairs are 5 spacious bedrooms & 3 updated bathrooms, including a luxurious primary retreat with spa-inspired 5-piece ensuite. The finished basement adds exceptional living space with large above-grade windows, a huge recreation/games room, gym area, sixth bedroom, & full bath, ideal for entertaining, guests, or multi-generational living.

1193 Bowman Drive, Oakville

$4,999,000

5 Beds ⋅ 6 Baths ⋅ W13109494 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

$3,980,000

4 Beds ⋅ 4 Baths ⋅ W13109474 MLS

Set on a beautiful 100' x 136' lot in Prestigious Olde Oakville, this exceptional family home offers 4,752 sq ft of total living space of refined timeless design & impeccable craftsmanship all just a short stroll to Downtown Oakville, the lake, and some of Oakville's most sought-after schools. classic brick exterior, solid wood front door, and towering mature trees create a warm and elegant first impression. This home exudes an inviting aesthetic that feels made for family living and effortless entertaining.The kitchen features top-of-the-line appliances, two Miele dishwashers, dual walk-in pantries, water filtration system, three sinks including a coffee station/wet bar, and an oversized island that comfortably gathers family and friends for everything from casual breakfasts to holiday celebrations. The adjoining dining room is anchored by a charming wood-burning fireplace, while the spacious family room, also with a wood-burning fireplace, opens seamlessly to the private backyard, creating an ideal indoor-outdoor connection. Enjoy sunny south exposure, a sparkling saltwater swimming pool(liner/pump/heater 2024), Maibec deck with sleek glass railings, and a beautiful stone patio ideal for summer dining and lounging. Despite the impressive outdoor amenities, there remains abundant green space for children to play and the whole family to gather. The functional mudroom and sophisticated main floor den complete the thoughtfully designed main level. The second floor is equally impressive, highlighted by a luxurious primary retreat with its own gas fireplace, walk-in closet, custom built-in storage, and five-piece ensuite with heated flooring. Three additional generously sized bedrooms and a beautifully appointed full bathroom provide ample space for a growing family. Finished to the highest standards, this extraordinary residence offers the rare combination of timeless style, family-focused functionality, and an unbeatable Olde Oakville location. Welcome Home.

528 Michael Terrace, 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

$2,299,999

6 Beds ⋅ 6 Baths ⋅ W13105736 MLS

Nestled on a quiet, child-safe court in the prestigious Joshua Creek community, this exceptional Mattamy Homes residence offers over 4,780 sqft of refined living space, including a fully finished walkout lower level. The lower level features two spacious primary bedrooms with a 3-piece en-suite, a full kitchen, a living room, laundry, and a dining area ideal for extended family or multi-generational living. Set on a mature, tree-lined lot, this home offers a perfect balance of privacy, elegance, and functionality. The oversized driveway provides parking for up to six vehicles, in addition to a two-car garage, an exceptional feature for growing families and entertaining guests. The backyard is a true showpiece, completely transformed with extensive premium interlocking throughout the front and rear grounds, complemented by stunning, professionally designed landscaping. A full-size heated inground pool anchors this private outdoor retreat, creating an exceptional setting for both upscale entertaining and everyday enjoyment. Inside, the home has been meticulously maintained and thoughtfully upgraded, featuring a beautifully renovated kitchen and updated bathrooms with timeless, high-end finishes. The upper level boasts generously sized bedrooms, including an expansive primary suite, while abundant natural light fills the home throughout, enhancing its warm and inviting atmosphere. Ideally located within walking distance to top-rated schools, parks, and Sheridan College, as well as a full range of amenities, this is a rare opportunity to own a turn-key luxury home in one of Oakville's most sought-after neighbourhoods. A truly exceptional offering not to be missed.

2197 Shaftesbury Court, Oakville

$2,180,000

7 Beds ⋅ 5 Baths ⋅ W13097296 MLS

Price Reduced! Exceptional opportunity in prestigious Eastlake, one of Southeast Oakville's most sought-after neighbourhoods. This spacious 4+3 bedroom family home offers over 4,600 sq.ft. of finished living space on a 58 x 118 ft lot. Bright principal rooms feature hardwood floors, oversized bay windows and a functional layout. The main-floor bedroom/office with nearby full bath offers excellent flexibility for guests, in-laws, nanny accommodations or work-from-home needs. The finished basement includes two additional bedrooms, a large recreation area and versatile space for multi-generational living, a home gym or theatre. Enjoy a private, landscaped backyard with mature trees and a heated inground pool (pool sold in as-is condition). Parking for up to 7 vehicles. Recent updates include A/C and water heater (2023). Located within the highly regarded Oakville Trafalgar High School and Maple Grove Public School catchments, just minutes to Lake Ontario, parks, GO Transit, QEW and everyday amenities. Exceptional space, flexible living and an unbeatable Eastlake location-now offered at a newly reduced price.

2216 Dunvegan Avenue, 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

$2,079,000

4 Beds ⋅ 4 Baths ⋅ W13068276 MLS

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

269 Sunray Road, Oakville

$2,698,000

5 Beds ⋅ 5 Baths ⋅ W13066506 MLS

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

531 Jeanette Drive, Oakville

$6,459,000

5 Beds ⋅ 8 Baths ⋅ W13050914 MLS

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

172 Burgundy Drive, Oakville

$23,980,000

5 Beds ⋅ 8 Baths ⋅ W13030806 MLS

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

489 Lakeshore Road E, Oakville

$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

$3,399,999

4 Beds ⋅ 5 Baths ⋅ W12878342 MLS

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

24 Birkbank Drive, Oakville

$6,999,900

6 Beds ⋅ 7 Baths ⋅ W12871004 MLS

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

3206 Shoreline Drive, Oakville

$1,399,888

4 Beds ⋅ 2 Baths ⋅ W12822550 MLS

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

2033 Saxon Road, Oakville

$3,499,999

3 Beds ⋅ 3 Baths ⋅ W12779900 MLS

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

1296 Cumnock Crescent, Oakville

$7,950,000

5 Beds ⋅ 8 Baths ⋅ W12702312 MLS

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

64 Brentwood Road, Oakville

$4,295,000

6 Beds ⋅ 8 Baths ⋅ W12644824 MLS

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

408 Lakeshore Road W, Oakville

$3,250,000

4 Beds ⋅ 3 Baths ⋅ W12419345 MLS

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

53 Thomas Street, Oakville

$4,390,000

5 Beds ⋅ 5 Baths ⋅ W12346602 MLS

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

235 LAKEWOOD Drive, Oakville

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