Oakville Homes for Sale

Oakville Homes for Sale

Welcome to Oakville, Ontario – a picturesque town that perfectly blends small-town charm with modern conveniences. Nestled along the shores of Lake Ontario, Oakville is celebrated for its stunning waterfront, vibrant arts scene, and lush green spaces. With a population of approximately 200,000 residents, this thriving community offers a warm, welcoming atmosphere, making it an ideal place to call home.

Oakville is renowned for its excellent schools, making it a sought-after destination for families. The town boasts a rich history, reflected in its beautifully preserved heritage buildings and quaint downtown area, where you can explore unique shops, delightful cafes, and a variety of dining options. Outdoor enthusiasts will appreciate the numerous parks, trails, and recreational facilities available, including the scenic Oakville Harbour, perfect for boating and enjoying lakeside strolls.

When it comes to real estate, Oakville has a diverse selection of homes for sale that cater to various lifestyles and preferences. From charming historic homes in established neighborhoods to modern, luxurious properties in exclusive developments, there is something for everyone. The real estate market here is vibrant, with many opportunities for buyers looking to invest in a community that values quality of life.

Whether you're seeking a cozy family home, a chic townhouse, or an elegant estate, Oakville's real estate offerings are sure to impress. Experience the beauty and charm of this exceptional town – your dream home awaits in Oakville!

Newest Oakville Homes for Sale

$6,399,998
6 Beds ⋅ 8 Baths ⋅ W13777260 MLS
Welcome to an approx. 7,500 sq ft of exceptional living in Southeast Oakville! Set on a professionally landscaped almost half-acre lot in the prestigious Eastlake, this custom Hightower-built estate offers thoughtfully designed, luxurious space. The crown jewel of the home is a newly upgraded, million-dollar backyard oasis. Including a 600 sq ft covered patio with a built-in kitchen with a Napoleon BBQ, a gas fireplace, a saltwater pool with spillover spa, a dedicated play area, and lush perennial gardens. Retreat to an 800 sq ft primary retreat, delivering privacy and true wow factor with vaulted ceilings, two-sided fireplace, wet bar, sitting area, boutique walk-in closet, and a spa-like ensuite featuring heated floors, a soaker tub, and a glass shower. The main floor is designed for both grand entertaining and everyday comfort with natural light pouring through oversized windows. Interior features include 10-foot ceilings, chevron-patterned wide plank hardwood, LED pot lights, built-in speakers, and designer chandeliers. The chef's kitchen is finished in dual-tone lacquered cabinetry with Caesarstone counters, premium Dacor appliances, a bright breakfast area, and a butlers server that connects to the sophisticated dining room. A sleek linear fireplace anchors the family room. The home office stands out with 15-foot cathedral ceilings, a fireplace, custom built-ins, and a walkout to the gardens. Above, you'll find three generously sized bedrooms, each with radiant heated ensuite baths and custom closets. Downstairs, the walk-up lower level is built to impress with a full wet bar, wine cellar, large rec room, two guest bedrooms, a gym with cushioned flooring, cedar infrared sauna, and a new two-tiered home theatre. Additional features include a Control4 smart home system, a two-car garage with car lift potential, and a location just minutes from top-rated public and private schools, lakefront parks, downtown Oakville, and QEW access for a seamless Toronto commute.

231 Wedgewood Drive, Oakville
$3,999,990
6 Beds ⋅ 4 Baths ⋅ W13776572 MLS
Welcome to 2115 Rebecca Street, a masterfully crafted custom luxury estate nestled in one of South Oakville's most coveted and prestigious neighborhoods. This extraordinary natural stone residence is a showcase of timeless architecture, impeccable craftsmanship, and uncompromising attention to detail. From its striking curb appeal to its thoughtfully curated interiors, every element has been designed to deliver an elevated living experience. Offering 4+2 bedrooms, 6 spa-inspired bathrooms, a private executive office, and five fireplaces, this exceptional home seamlessly blends sophistication with modern family living. At the heart of the residence lies a breathtaking chef's kitchen, exquisitely appointed with Quartz Calcutta countertops, custom millwork, premium Wolf and Sub-Zero appliances, an oversized island, and a walk-in pantry worthy of a luxury magazine feature. Sun-drenched principal rooms, soaring ceilings, extensive custom finishes, and integrated surround sound throughout create an atmosphere of effortless elegance, ideal for both grand-scale entertaining and intimate family gatherings. The fully finished walk-out lower level offers unparalleled versatility, featuring two additional bedrooms, a second kitchen, home theatre, and space perfectly suited for multi-generational living, guests, or a private retreat. Outside, professionally landscaped grounds provide a serene backyard sanctuary complete with an outdoor fireplace and endless possibilities for a resort-inspired pool oasis. A spacious two-car garage and parking for up to eight vehicles complete this remarkable offering. Perfectly positioned just minutes from downtown Oakville and the waterfront, this distinguished residence presents a rare opportunity to own a truly exceptional luxury home where refined design, elevated comfort, and an enviable lifestyle converge.

2115 Rebecca Street, Oakville
$7,188,000
5 Beds ⋅ 7 Baths ⋅ W13776348 MLS
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
$1,859,000
4 Beds ⋅ 3 Baths ⋅ W13775124 MLS
One of South-East Oakville's most coveted neighbourhoods, 470 Carlton Drive is perfectly positioned on a quiet, tree-lined street within an exceptional school district. Walk to Maple Grove Public School and Maple Grove Village, with E.J. James French Immersion and Oakville Trafalgar High School nearby. Downtown Oakville, the lake and QEW are just minutes away. Set on a beautifully landscaped lot, this exceptional family home offers nearly 3,900 sq ft of finished living space and a spectacular private backyard retreat. The bright main floor features hardwood floors, crown moulding and an open-concept kitchen and family room with white shaker cabinetry, large island, gas range and fireplace, with views overlooking the deck and pool. Upstairs offers four generous bedrooms, including a spacious primary with enlarged walk-in and spa-inspired ensuite with heated floors. The 1,428 sq ft finished lower level features large above-grade windows, family/games area, play zone, home gym and office nook. Outside, enjoy the raised deck, hot tub and inground pool surrounded by mature greenery and complete privacy. A truly special Oakville home in an unbeatable location.

470 Carlton Drive, Oakville
$1,199,000
3 Beds ⋅ 3 Baths ⋅ W13775084 MLS
Discover this exceptionally well-maintained family home in Oakville's sought-after Wedgewood Creek community. Large windows in the front and back, which offer the best light shining through. Generous principal living spaces perfect for everyday living and entertaining. The unfinished basement presents exciting potential to create additional living space tailored to your family's needs. Outside, the spacious yard provides a wonderful private retreat for relaxing, playing and hosting. Ideally located close to parks, trails, excellent schools, Iroquois Ridge Community Centre and Library, shopping, restaurants, transit and major commuter routes. A warm and inviting home in a location families will love!!

1058 Glenbrook Avenue, Oakville
$3,175,000
3 Beds ⋅ 4 Baths ⋅ W13775010 MLS
This bespoke architecturally designed single-storey residence, created in the Contemporary Shed Style, combines refined architecture with exceptional functionality and craftsmanship. Designed for sophisticated entertaining and comfortable family living, the home features dramatic interior rooms, clean lines, and seamless indoor-outdoor connections. Principal living spaces and bedrooms are positioned to maximize privacy and natural light through expansive floor-to-ceiling windows overlooking landscaped gardens. A generous foyer introduces over 3,100 sq. ft. of refined single-level living. At the heart of the home, a striking four-sided wood-burning fireplace connects the formal living and dining areas. The gourmet kitchen is equipped with premium appliances, sky-lighting, custom cabinetry, walk-in pantry storage, and built-in serving functions, while oversized glass doors open directly to the gardens and outdoor entertaining spaces. The adjoining family room is filled with natural light from extensive glazing and skylights, complemented by wide plank white oak flooring, custom millwork, and cathedral tongue-and-groove willow ceilings. The private primary suite includes a spa-inspired ensuite, walk-in closet, and direct garden access. Two additional bedrooms feature oversized windows and double closets. The lower level offers excellent versatility with a recreation room, oversized laundry and craft area, workshop, cedar storage room, and wine storage. Completing the property are a cedar shake roof, cobblestone driveway, double carport, and oversized double garage with parking capacity for up to seven vehicles, delivering a rare blend of luxury, comfort, and practicality.

1168 Carey Road, Oakville
$2,369,000
4 Beds ⋅ 5 Baths ⋅ W13774528 MLS
Welcome to one of Glen Abbey's most coveted and rarely offered court locations. Nestled on a quiet family-friendly street and backing onto a mature ravine & wooded area, this exceptional home offers the perfect blend of privacy, space, and lifestyle. Set on an impressive nearly 10,000 sq ft pie lot, well above average for the area, this home offers approx. 3,500 sq ft AG plus over 1,500 sq ft of basement space. An open staircase connects all levels, while oversized windows fill the home with natural light and showcase beautiful views of the surrounding trees. Designed for family living and entertaining, the main floor features spacious principal rooms, a living room with hardwood floors & gas fireplace open to the dining room, and a welcoming family room with a second gas fireplace overlooking the backyard. The family-sized kitchen offers abundant workspace, stainless steel appliances, and a large eat-in area ideal for gathering with family and friends. Main floor laundry with inside access to the double garage adds convenience. Upper level offers four generous bedrooms & three full bathrooms, with all bedrooms enjoying ensuite access. The oversized primary retreat features a spacious sleeping area, sitting room or office space, walk-in closet & ensuite. Numerous renos completed in late 2023 include multiple bathrooms, hardwood flooring, and carpeting. The walk-up lower level is ideal for multigenerational living & features a recreation room with gas fireplace, wet bar, games area, and two flexible spaces for bedrooms, home offices, or a gym. Summer is unforgettable in the private backyard oasis featuring an inground pool, multiple entertaining areas, space for a hot tub, mature trees & spectacular ravine views. Lovingly maintained by one family, this is a rare opportunity to own an exceptional home in a premier Glen Abbey location close to top-rated schools, parks, trails, recreation, and all that Oakville has to offer. Photos from when home was previously staged.

1113 Valleywood Court, Oakville
$1,499,000
3 Beds ⋅ 1 Baths ⋅ W13774378 MLS
LOCATION! LOCATION! Rare opportunity to purchase a totally renovated family home on stunning 60 x 125' mature landscaped lot siding and backing onto parkland offering breathtaking panoramic views and the ultimate privacy. This beautiful home features over $160,000 in high quality upgrades and renovations. Move into this gorgeous updated home and enjoy for years then build your dream home in this premium location in the future if desired. Upgrades include beautiful metal steel roof 2023, gorgeous new windows and doors 2023, open concept layout with elegant modern kitchen 2018, large center island with cooktop, granite counters, stainless appliances and stunning views from main floor overlooking tranquil parkland and lovely mature gardens, hardwood floors 2018, new furnace and AC 2024, freshly painted throughout 2026, new fence 2023 & gorgeous modern bathroom 2021. Huge lower level family features fabulous extra large above grade windows filling the room with natural light. This home faces west providing an abundance of sunlight across the property and throughout the home. With no neighbours to the west and open parkland, the backyard is sunfilled from early morning to sunset making it truly ideal for those wanting a sunny pool one day for the family to enjoy. Ideally situated on a quiet child safe crescent, this property offers the ultimate lifestyle for your family. Steps to transit and excellent schools and only minutes to the lake, upscale Bronte Village and downtown Oakville and just minutes to the GO Train, QEW and 403. Featuring 1662 sq.ft. of living space, a huge crawl space for storage and parking for 4 cars, this is a great family home in the best location! Truly perfect for the most discriminating buyers.

2103 Seabrook Drive, Oakville
$3,995,000
4 Beds ⋅ 4 Baths ⋅ W13774358 MLS
An exceptional opportunity on one of Southeast Oakville's most prestigious streets. Set on a nearly half-acre lot, 16 Colonial Crescent offers approximately 100 feet of frontage and more than 210 feet of depth, with outstanding proportions for a substantial custom build. The lot's generous dimensions and mature setting allow for an impressive new residence while maintaining exceptional privacy and meaningful outdoor space. Surrounded by mature trees and distinguished homes, the property offers a sense of scale and seclusion rarely found this close to the lake. RL1-0 zoning provides the potential for more than 6,000 square feet of above-grade living space, while still allowing for generous outdoor living, a pool and landscaped gardens, subject to applicable approvals. The property is currently a spacious four-bedroom residence offering approximately 3,700 square feet above grade, plus a finished lower level, attached double garage and inground pool-providing the flexibility to lease the home while planning a future build. Colonial Crescent is a quiet, established enclave known for its large properties, mature tree canopy, and impressive custom homes. Just steps from the lake and Gairloch Gardens, the location also offers convenient access to Downtown Oakville, excellent public and private schools, parks and the waterfront. A rare opportunity to secure a significant building lot on one of Southeast Oakville's premier streets and create an exceptional custom home in an highly sought-after location.

16 Colonial Crescent, Oakville
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