Oakville Real Estate | Oakville Homes with a Pool for Sale

Spectacular 2/3-acre premium lot in South East Oakville's highly coveted private crescent. Thoughtfully designed for both refined family living and multi-generational flexibility, this beautifully renovated residence blends contemporary architecture, sophisticated finishes, and an impressive resort-style setting. At the heart of the home is the sleek Top Notch kitchen, featuring high-gloss white cabinetry, marble backsplash, an oversized 12+ feet long white Caesarstone central island, and premium appliances. The elegant living room is anchored by a linear fireplace and striking glass-enclosed wine cellar, creating a sophisticated setting for entertaining. The luxurious primary suite features a spa-inspired ensuite with heated floors, floating contemporary cabinetry, and a walk-in glass shower. Heated flooring extends through all bathrooms, the mudroom, and laundry room, adding comfort and quality throughout. A rare highlight is the fully self-contained 2-bedroom in-law suite, complete with a separate entrance, private kitchen, laundry, and bathroom-ideal for extended family, guests, or live-in support. The main residence is filled with natural light, including a stunning glass-enclosed breakfast area that overlooks the expansive grounds. Outside, the extraordinary grounds offer a true private retreat with an in-ground saltwater pool, hot tub, mini-golf area, mature landscaping, and exceptional privacy. Fully renovated to create a fresh, airy, contemporary feel, this one-of-a-kind home also enjoys a functional family-friendly layout and is within walking distance to some of Oakville's top-rated schools. A rare opportunity to own a truly distinctive residence on one of South East Oakville's most coveted large estate lots.

2076 GLENFOREST Crescent, Oakville

$3,250,000

6 Beds ⋅ 5 Baths ⋅ W13658672 MLS

Welcome to this bright and well-maintained home with 5-bedroom, 5-bathroom and over 4,600sf living space on a 100x151.76ft premium lot in Oakville's prestigious Eastlake community. Set on a quiet, tree-lined street surrounded by mature trees, just steps to top-ranked schools (Oakville Trafalgar High School and Maple Grove Public School)The functional main floor features formal living and dining rooms, a private office, and an open-concept kitchen, spacious breakfast area and family room with a fireplace overlooking the backyard. Multiple windows and skylights fill the space with natural light, while multiple walkouts lead to the covered porch, professionally landscaped backyard and inground pool. The kitchen features a large centre island and was refreshed in 2026 with new countertops, refrigerator, stove and range hood.Interior doors and door frames on the main and second floors were also replaced in 2026. A mudroom, laundry room and powder room complete the main level.The second floor offers a practical and well-designed layout with five bright, generously sized bedrooms and three bathrooms, including a spacious primary suite with a private ensuite and walk-in closet. The thoughtful arrangement provides excellent comfort and functionality for family living.The finished walk-up basement with a separate entrance offers exceptional flexibility and is divided into two distinct living areas. One side features a spacious recreation room with a fireplace and wet bar, while the other includes a second kitchen, bedroom, three-piece bathroom, separate laundry and direct access to the backyard. With two kitchens, two laundry areas and a flexible layout, the home is ideal for a large or multigenerational family, with excellent potential for extended family or secondary living arrangements.Additional updates include the roof in 2018 and furnace in 2025. A rare opportunity combining space, functionality, location, a premium lot and outstanding future potential. Must to see!

244 Colchester Drive, Oakville

$1,249,000

3 Beds ⋅ 2 Baths ⋅ W13654002 MLS

This exceptional 60x151' lot offers one of the best values in Oakville. Tucked away at the end of a quiet street and backing onto a picturesque ravine, the home provides outstanding privacy and a serene natural setting. The sun-filled backyard enjoys excellent exposure, creating the perfect space for outdoor living and entertaining. A long private driveway adds convenience and plenty of parking. Located within a highly sought after school district, this is an incredible opportunity for families, investors or those looking to create their dream home. Rarely do lots of this size and setting become available at such an attractive price point. Don't miss your chance to unlock the full potential of this prime Oakville property!

1386 Forest Glade Road, Oakville

$3,199,900

4 Beds ⋅ 4 Baths ⋅ W13647310 MLS

Welcome to this exceptional custom-built bungaloft, thoughtfully owner-designed and completed in 2010, where timeless craftsmanship, luxurious finishes, and an unparalleled setting backing onto Sixteen Mile Creek come together to create a truly one-of-a-kind home. Offering 3 spacious bedrooms and a highly desirable main floor primary suite, this residence has been meticulously designed with no detail overlooked. The primary retreat features a luxurious 6-piece ensuite and a walkout to a private backyard oasis, creating the perfect space to begin and end each day. The heart of the home is the stunning custom kitchen, complete with soapstone countertops, a large centre island, built-in bench seating for relaxed family breakfasts, custom cabinetry with abundant storage, elegant chandeliers, and premium finishes throughout. The kitchen flows seamlessly into the impressive family room, highlighted by soaring vaulted ceilings open to the second level, creating an inviting space for everyday living and entertaining. A walkout leads to the expansive deck overlooking the beautifully landscaped backyard and saltwater pool. Exquisite architectural details, including wrought iron railings throughout, custom millwork, and quality craftsmanship, elevate every room. Main floor laundry adds everyday convenience. The fully finished lower level is designed for entertaining and relaxation, featuring a spacious recreation room overlooked by a full wet bar, games room, exercise room, and a spa-inspired 5-piece bathroom, offering the perfect extension of the home's living space. Backing onto the natural beauty of Sixteen Mile Creek, this remarkable property provides exceptional privacy, scenic views, and a tranquil setting rarely found. Move in, relax, and enjoy luxury living with nothing left to do but unpack.

379 River Side Drive, Oakville

$7,998,000

5 Beds ⋅ 6 Baths ⋅ W13643716 MLS

Welcome to 1472 Oakhill Drive, a newly built contemporary residence in the heart of prestigious South East Oakville, where timeless sophistication meets exceptional craftsmanship. Offering nearly 7,800 sq.ft. of exquisitely finished living space across three levels, this custom designed home delivers an elevated lifestyle defined by refined architecture, luxurious finishes and effortless indoor-outdoor living. A striking façade with a metal roof, heated driveway and walkways, professional landscaping and a triple tandem garage creates an unforgettable first impression. Inside, soaring 10-foot ceilings, a dramatic two-storey foyer, solid mahogany entry door and bespoke millwork throughout set the tone for the home's impeccable attention to detail. Designed for both elegant entertaining and everyday living, the open concept main floor features a stunning chef's kitchen appointed with premium Gaggenau integrated appliances, custom cabinetry, and seamless access to the spectacular outdoor living spaces. The covered rear porch is a true extension of the home, complete with automated retractable screens, a built-in outdoor kitchen, cedar tongue-and-groove ceiling and generous lounge and dining areas. The resort inspired backyard is centred around a 14' x 34' saltwater Gunite pool with an integrated hot tub, waterfall feature and a custom cabana. The second level offers four spacious bedrooms, each with a private ensuite and custom closet solutions, creating a luxurious retreat for every family member. The finished lower level adds exceptional versatility with a fifth bedroom, a full bathroom, and expansive recreation and entertainment space. Set on one of South East Oakville's most desirable streets, this exceptional residence combines modern design, superior construction, and resort-calibre amenities in a location renowned for its top-ranked schools, lakefront parks, and proximity to downtown Oakville. A rare opportunity to own a truly distinguished custom home.

1472 Oakhill Drive, Oakville

$1,689,900

5 Beds ⋅ 4 Baths ⋅ W13642930 MLS

A Rare Oakville Ravine Retreat! Nestled On An Exceptional Pie-Shaped Lot With Approximately 145' Depth, This Unique Property Offers Stunning Ravine Views From Both The Rear And One Side, Creating A Private, Park-Like Setting Surrounded By Nature And Tranquility. Featuring A Rare Triple-Car Garage Plus Parking For 4 Additional Vehicles, This Home Offers Exceptional Parking And Flexibility Rarely Found In Oakville. The Spacious Layout Includes 4+1 Bedrooms, A Functional Floor Plan With Generous Principal Rooms, A Maple Kitchen With Granite Countertops And Centre Island Overlooking The Dining Area, Hardwood Floors, Main Floor Laundry, And An Abundance Of Natural Light Throughout. The Fourth Bedroom Can Easily Be Converted Back To Its Original Configuration To Suit Your Family's Needs. Enjoy A Fully Fenced Backyard Oasis With Beautifully Landscaped Grounds And A Heated Inground Pool, Perfect For Entertaining Or Relaxing While Surrounded By Breathtaking Ravine Views. Ideally Located Within Walking Distance To Sheridan College, Scenic Ravine Trails And Parks, And Situated In The Highly Sought-After Iroquois Ridge High School District, One Of Oakville's Top-Ranked Secondary Schools. A Rare Opportunity To Own A Truly One-Of-A-Kind Home Combining Privacy, Nature, Exceptional Parking, And An Outstanding Location.

412 Freeman Crescent, Oakville

$7,249,000

5 Beds ⋅ 5 Baths ⋅ W13625250 MLS

This exceptional residence has been extensively upgraded with curated enhancements that seamlessly blend timeless architecture with modern luxury, advanced technology and exceptional craftsmanship. Designed for effortless indoor-outdoor living, the enclosed lanai features floor-to-ceiling glass sliding doors on three sides with automated electronic screens for year-round comfort and privacy. The professionally landscaped grounds include a custom 13' x 9' powered garden pavilion, natural stone entertaining,terrace,outdoor shower, 1,100 sq. ft. wraparound composite deck, approximately 500 sq. ft. of Ipe hardwood privacy screening, luxury hot tub, heated saltwater pool with waterfall, 20-foot motorized retractable awning and a fully automated seven-zone irrigation system and hot tub. The gourmet kitchen has been refreshed w/ custom cabinetry doors and drawer fronts while maintaining its timeless design. Premium appliances include two built-in dishwashers, two wall ovens, integrated refrigerator and freezer, built-in microwave, approximately 100-bottle wine refrigerator and two oversized island prep sinks with garburators. The principal fireplace has been restored with a custom surround, creating a stunning focal point. The luxurious primary suite features restored wood paneling, a custom dressing room, spa-inspired ensuite with freestanding tub, steam shower, heated floors and heated towel warmers. A DuraDek waterproof roof system (2023) was installed over the private terrace. All upper bedroom ensuites also feature radiant heated floors and heated towel warmers. An upgraded Crestron Smart Home system controls lighting, climate, motorized blinds, distributed audio and home automation. The home is equipped with three owned high-efficiency furnaces, three air con. systems, two steam humid., two-zone climate control. Every detail has been thoughtfully curated to deliver timeless elegance & intelligent technology. Approximately 7000 Sq. ft. Livingspace. Luxury Certified.

54 RAYMAR Place, Oakville

$2,399,000

6 Beds ⋅ 6 Baths ⋅ W13624230 MLS

5 Elite Picks! Discover 5 Reasons To Make This Home Your Own: 1. Spectacular Private Backyard Oasis with Heated Salt Water Pool, Expansive Multi-Tier Patio Area, Mature Trees & Lovely Gardens. 2. Spacious Kitchen Featuring Large Centre Island with Breakfast Bar, Granite Countertops, Stainless Steel Appliances & Bright Breakfast Area with Ample Large Windows & W/O to Patio, Pool & Backyard! 3. Spacious Principal Rooms Including Stunning Family Room with Custom Coffered Ceiling, Gas Fireplace & Large Windows Overlooking the Backyard, Combined Open Concept Dining Room & Living Room with Crown Moulding & Large Windows, and Private Office with Garden Door W/O to Patio! 4. Spacious 2nd Level with Upgraded Hdwd Flooring ('24) Offering 4 Bedrooms, 3 Updated Baths ('24) & W/I Linen Closet, with Oversized Primary Suite Featuring Huge W/I Closet + 2nd Closet & Luxurious 5pc Ensuite with His & Hers Vanities, Jacuzzi Tub & Large Glass-Enclosed Shower. 5. Bright & Airy Finished Basement with Laminate Flooring Boasting 2nd Kitchen with Centre Island, Ample Cabinetry & Granite Countertops, Generous Rec Room with B/I Shelving/Entertainment Unit with Electric Fireplace, 2 Additional Bedrooms (2nd Bdrm with Semi-Ensuite Access to 4pc Bath/No Closet), 2pc Powder Room, 2nd Laundry & Abundant Storage. All This & More! 2pc Powder Room, Convenient Main Floor Laundry & Mud Room Area with Garage Access Complete the Main Level. Spacious 2nd Bedroom Boasts W/I Closet & Private 3pc Ensuite, and Good-Sized 3rd & 4th Bedrooms Share Access to 3pc Semi-Ensuite. Fabulous Space with 3,767 Sq.Ft. A/G Plus Finished Basement. Stunning Curb Appeal with Stone Driveway & Steps Leading to Lovely Covered Porch with Double Door Entry to Elegant Foyer (Updated Flooring '24). Updated Shingles '23, New Furnace & A/C '22. Fantastic Location in Prestigious Joshua Creek, Just Minutes to Top-Rated Schools, Parks & Trails, Shopping, Restaurants & Quick Hwy Access!

1387 Ferncrest Road, Oakville

$2,599,999

4 Beds ⋅ 5 Baths ⋅ W13622864 MLS

Welcome to 2149 Alderbrook Drive, an exceptional National Homes residence built in 2003 and proudly offered for sale by its original owners. Located in Oakville's highly sought after Westmount community, this beautifully maintained family home sits on a premium interior corner lot and offers approximately 3,350 sq. ft. above grade, plus a professionally finished basement. The home features 4 spacious bedrooms and 5 bathrooms, the home blends timeless design with outstanding functionality. The main level showcases hardwood flooring throughout the principal living areas, formal living and dining rooms, a spacious family room with gas fireplace, main-floor laundry. A beautifully appointed kitchen with natural stone flooring, quartz countertops, stainless steel appliances, 36'' Wolf gas stove, built in electric oven & microwave, center island, and abundant cabinetry. Upstairs, the primary retreat features a custom walk-in closet and luxurious 5-piece ensuite. A dedicated office provides an ideal work from home space, while 2 secondary bedrooms share a well designed bathroom with double vanities. The finished basement is designed for entertaining, complete with a custom floating media wall, wet bar with sink, wine cooler, glass-enclosed wine display, full 5-piece bathroom, and generous recreation area. Step outside to a private backyard oasis featuring a heated saltwater pool with a new liner, extensive concrete hardscaping, and storage shed. Additional highlights include a lifetime metal roof, double-car garage, and oversized driveway accommodating up to 7 vehicles. Ideally located within walking distance of schools, parks, and trails, and only minutes from Oakville Trafalgar Memorial Hospital, shopping, restaurants, transit, and major highways, and the Glen Abbey Golf Club, this exceptional home offers space, comfort, and lifestyle in one of Oakville's premier family neighbourhood's.

2149 Alderbrook Drive, Oakville

$1,999,999

6 Beds ⋅ 5 Baths ⋅ W13617880 MLS

Imagine never needing a cottage again. Welcome to one of Lakeshore Woods' most exceptional properties, where luxury living meets the tranquility of a private Muskoka-inspired retreat. Set on a spectacular 50 x 180 ft lot backing onto protected greenspace, this remarkable home offers nearly 3,000 sq. ft. above grade, plus 1,280 sq. ft. of beautifully finished lower-level living space. Designed for both everyday living and effortless entertaining, the resort-style backyard is the true showpiece, featuring a saltwater pool with a stone waterfall, gazebo, cabana, professionally landscaped gardens, and complete privacy surrounded by mature trees. Inside, timeless elegance meets modern comfort with rich hardwood floors, a natural oak staircase, soaring 18-foot cathedral ceilings, and an abundance of natural light. The gourmet kitchen flows seamlessly into the breakfast area and opens directly to the backyard, while the inviting family room with a gas fireplace creates the perfect gathering space. Upstairs, you'll find four spacious bedrooms, including a luxurious primary retreat with a spa-inspired ensuite and custom walk-in closet. The fully finished lower level adds incredible versatility with two additional bedrooms, a brand-new three-piece bathroom, rough-in for a future kitchen, and potential for a separate walk-up-ideal for extended family or multi-generational living. Complete with parking for up to eight or nine vehicles and located just minutes from Lake Ontario, scenic trails, hidden beaches, top-rated schools, shopping, the GO Station, and major highways, this is more than a home-it's a lifestyle.

215 Burloak Drive, Oakville

$4,099,000

4 Beds ⋅ 4 Baths ⋅ W13617444 MLS

An exceptional opportunity to own a luxurious family residence in one of Southeast Oakville's most prestigious lakeside neighbourhoods. Ideally situated south of Lakeshore Road and just three homes from the lake, set on a spectacular approximately 109 by 189 foot lot, the property is surrounded by extensive professional landscaping, mature trees, stonework, and a beautifully designed backyard featuring a heated saltwater pool. With more than 5,000 square feet of refined living space, the home has been thoughtfully designed for comfortable family living and sophisticated entertaining.The versatile floor plan offer 3 bedrooms on the second floor and two bedrooms on the main level. The luxurious primary suite provides a peaceful private retreat with generous closet space, a private balcony overlooking the landscaped grounds, and a spa inspired ensuite complete with heated floors, dual vanities, a glass enclosed shower, and a deep soaker tub. At the heart of the home is the impressive great room, featuring soaring coffered ceilings, a gas fireplace. The kitchen offers an inviting gathering space for everyday living and entertaining, while the separate living and dining rooms provide additional elegance and functionality. Located moments from the lake, waterfront trails, parks, shopping, dining, and major commuter routes, the home is also situated within the highly sought after Maple Grove Public School and Oakville Trafalgar High School catchments and close to several of Canada's finest private schools. This is a rare opportunity to own an exceptional estate on one of South Oakville's most desirable streets, offering an extraordinary combination of location, lifestyle, privacy, and luxury

75 Arbour Drive, Oakville

$3,949,000

4 Beds ⋅ 5 Baths ⋅ W13610074 MLS

This completely renovated contemporary residence represents the pinnacle of modern design and sophisticated living in one of Oakville's most desirable locations of Old Oakville.Every detail of this 4 Bedroom | 4+1 Bathrooms | 4,819 Sq Ft Finished Living Space has been meticulously reimagined to deliver an unparalleled standard of quality and craftsmanship.The highly functional main floor plan centers around an exceptionally sleek kitchen open to the Great Room with gas fireplace and walk out to the resort style backyard and pool.The kitchen is outfitted with luxury high-end appliances, an oversized island seating eight, and an additional peninsula for casual entertaining in the bar area.Adjacent to the kitchen, is a walk in pantry with an additional dishwasher and fridge. Not to be missed is the impressive temperature-controlled wine room accommodates approx 1,000 bottles-a striking feature for the discerning entertainer.A versatile family room/main floor bedroom with ensuite which can be used as a principal bedroom or guest suite, laundry room, walk-in main closet for storage and access to oversized double car garage.The 2nd level principal suite is a private sanctuary featuring juliette balcony, gas fireplace, two walk-in closets and a spa-inspired ensuite with heated floors, walk-in shower, and a standalone soaking tub.Two additional spacious bedrooms each with their own ensuites complete the level. Not to be missed is the finished lower level room with added storage in the pantry and crawl space area. The backyard is an entertainer's paradise, showcasing a saltwater pool, two expansive patio areas, two gazebos with a gas fire table, and premium Dutch-imported artificial turf that remains lush year-round with zero maintenance.Ideally situated steps from Whole Foods Market, Oakville GO Train, for seamless transit connectivity,and the Oakville Trafalgar Community Centre this extraordinary property offers both refined luxury and everyday convenience.LUXURY CERTIFIED

287 MacDonald Road, Oakville

$2,699,000

5 Beds ⋅ 6 Baths ⋅ W13609458 MLS

Welcome to this upscale Southwest Oakville home offering an exceptional lakeside lifestyle, steps from nature & a short drive to conveniences & highways. This sought-after neighbourhood, just 2 blocks from Lake Ontario, close to waterside parks & beaches, is perfect for outdoor enthusiasts. Extensive professionally landscaped grounds, including the private, resort-style backyard, featuring a 14' x 28' heated pool with a sheer descent waterfall, LED colour-changing lighting, copper filtration, a spacious concrete patio, & composite wood seating platforms, elevate summer get-togethers. Cameras monitor the building exterior, & Smart technology allows you to control the pool functions & thermostat via an app on your phone. Inside, enjoy approximately 3,200 sq. ft. of luxury living space with 4+1 bedrooms & 5.5 bathrooms, plus the professionally finished basement, & approximately $400,000 in recent upgrades. Premium finishes include 9 & 10-foot ceilings, upgraded hardwood floors, deluxe laminate in the lower level, oversized designer tile in all bathrooms, pot lights, chic light fixtures, wainscotting, a dramatic 2-storey mirrored foyer feature wall, & the floating oak staircase with glass railings is beyond impressive. The main level offers a formal living & dining area, a family room with a coffered ceiling & gas fireplace, a private office, powder room, & laundry with garage access. The chef's eat-in kitchen features quartz countertops, deluxe white cabinetry, a butler's pantry, a centre island, premium appliances, & walkout to the dream backyard. Upstairs, you'll find 4 spacious bedrooms, each with walk-in closets & dedicated ensuite bathrooms, including the primary suite with a tray ceiling, an electric fireplace & spa-like five-piece ensuite. The finished lower level includes a large rec room with an electric fireplace & wet bar, a fifth bedroom, & a stylish 3-piece bath-ideal for entertaining, extended family, or guests.

175 Burloak Drive W, Oakville

$1

3 Beds ⋅ 3 Baths ⋅ W13594854 MLS

"LUXURIOUS "" SHOW STOPPER" Spent thousands of dollars on high end quality renovations. MULTIPLE USEpermitted endless business/ investment potential some conditions apply - day care , bed and breakfast, lodginghouse, short term accmmodation, boarding kennel , home occupation, winery, winery arenas, indoor and outdoorsports facilities list goes on... CUSTOMIZED wodden GATE with fence , Amazing One Of A Kind Country Estateaprox 6.67 acres Featuring fully renovated 2,040 sqft Country-Chic Home with Finished Basement and separateentrance; Lots of upgrades. With 2 indoor highly upgraded Arena's a) 3000 sqft with amazing Gloss Epoxy floor,along with Swimming pool area with turf; b) 2000 sqft upgraded Arena with laminate floor Approx 8500 + Sq ft 20stalls, Arenas can be used for any Horses/decor's/Make-up artists/photography/videos; 2 Indoor Riding Arenas withsand Approx24000 sq ft combined.; Both With Heated Upper-Lounge Viewing Areas, Large Outdoor Sand RingCompleted In 2020 With A Proper Base, Drainage And Granite Sand For Durability As Well As Stadium Lights ForEvenings. Picturous wooden walkway for photography makes it dreamland. This is Your Chance To Take The LeapInto Owning Your Dream Home And Property, Don't Miss Out On Calling This Luxurious Property Yours!

2483 Burnhamthorpe Road, Oakville

$1,698,000

3 Beds ⋅ 3 Baths ⋅ W13591306 MLS

Welcome to this beautifully renovated 4-level side-split detached, offering approximately 2000 sq.ft. of finished living space. Ideally situated on a premium pie-shaped lot and a quiet crescent. Featuring a spectacular resort-style backyard in one of Oakville's most desirable neighbourhoods. Boasting 3 spacious bedrooms and 3 bathrooms, including two fully renovated spa-inspired baths with heated floors, heated smart toilets, jet showers, illuminated vanity mirrors, and electric blinds, every detail has been thoughtfully designed.The stunning chef's kitchen is the heart of the home, showcasing quartz countertops, a large centre island, Bosch stainless steel appliances, built-in wine cooler, double sink with garburator and sleek custom cabinetry with abundant storage. The inviting living room with fireplace and bright dining area overlook the beautifully landscaped backyard. Step outside to your private oasis with a heated saltwater in-ground pool, newly stained deck, contemporary gas fire pit, lush landscaped gardens and no rear neighbours-backing onto open green space for exceptional privacy.The newly renovated basement features a spacious recreation room with a stylish wet bar, built-in Bosch microwave, gas fireplace, large windows, modern laminate flooring, upgraded laundry room with new sink and washer and dryer. Two crawl spaces with new laminate flooring provide ample storage. Major Updates: Bathrooms & Basement (2026), Kitchen, Bosch Appliances, Laundry Room, Paint & Entryway Flooring (2025), Roof , Garage Doors (2025), Pool Filter & Heater, Furnace & A/C (Rental 2022). Ideally located just minutes from Oakville's waterfront, Bronte GO Station, Downtown Oakville, top-rated schools, parks, trails, community centres, shopping, and restaurants. Note: the garage doors in the pictures have been replaced with new doors.

2442 Woburn Crescent, Oakville

$2,049,000

6 Beds ⋅ 4 Baths ⋅ W13588766 MLS

338 Woodale Ave is a detached West Oakville home offering six bedrooms, four bathrooms, and over 4,000 sq ft of finished living space across three levels - on a 65 x 122 ft professionally landscaped lot with a double car garage, four-car driveway, and no sidewalk on the garage side. Total parking for 6 vehicles. The main floor bedroom is worth calling out on its own. A full bedroom with a private bath -completely on the ground level. No stairs, no compromise. This is the feature multi-generational families search for and rarely find in a home this size: aging parents or in-laws who want their own space, guests who need real privacy, or anyone with mobility considerations. Most two-storey homes tack this on as an afterthought. Here it's a well-proportioned, fully finished room - and it changes the way an entire family can live in this house. The main floor kitchen and family room feature quartz counters, stainless appliances, and a large island with seating for 4 - open to a dining area for 8 and a gas fireplace. Hardwood floors run throughout the main and upper levels. Upstairs, the primary suite has a private ensuite and walk-in closet. Two additional bedrooms share a Jack-and-Jill bath with dedicated workspace. The fully finished basement adds two more bedrooms, a full bath, and a large recreation room. The 122-foot lot depth creates a genuinely private backyard. Out back: a year-round heated swim spa - rare at this price point in Oakville - with professional landscaping, patio dining, HBO, and multiple gas fireplace settings. Automatic sprinkler system. Minutes from downtown Oakville, GO Transit, and Highways 403/QEW Served by W.H. Modern Public School - one of Oakville's top-ranked public elementary schools.

338 Woodale Avenue, Oakville

$5,250,000

4 Beds ⋅ 6 Baths ⋅ W13585382 MLS

Exceptional custom-built luxury home with approximately 4,655 sq. ft., plus the professionally finished basement on a premium 185' deep lot with west exposure, on one of Southwest Oakville's coveted lakeside streets. Steps to Lake Ontario, & a 20-minute walk to historic downtown Oakville, Oakville Harbour, trendy shops & restaurants, & close to major highways & GO Station. Outstanding curb appeal highlighting a timeless stone exterior, exposed aggregate driveway, natural stone walkways, iron fencing, irrigation system, manicured gardens & mature trees. The spectacular resort-style, dream backyard features an in-ground saltwater pool, raised hot tub, expansive stone patios, custom gazebo, covered terrace area with ceiling fans & heaters, cabana with serving bar, lush gardens, & a tranquil waterfall & creek surrounded by mature trees for exceptional privacy. The elegant interior features soaring ceilings, hardwood floors, deep crown mouldings, custom cabinetry, pot lights, built-in speakers, 4 gas fireplaces, oversized windows & walkouts, with custom blinds & draperies. Designed for both entertaining & family living, the home offers a stunning open-concept great room off the foyer, formal living room & separate private dining room, spacious family room, & a renovated chef's kitchen (2018) with premium appliances, quartz counters, a large island, breakfast bar & bright breakfast area with walkout to the backyard. Upstairs is a generous laundry room, 4 spacious bedrooms, (4th bedroom currently used as den but can be converted to 4th bedroom) & 3 full bathrooms, including a luxurious primary suite with cathedral-style ceilings, a fireplace, & a renovated 6-piece ensuite (2015). The professionally finished basement features a home theatre, recreation/games room, wet bar, gym & 3-piece bathroom. Additional updates include a new pergola & awning (2024), furnace, air conditioner, & renovated kitchen (2018), re-shingled roof & renovated ensuite bathroom (2015).

70 Shorewood Place, Oakville

$6,599,000

5 Beds ⋅ 7 Baths ⋅ W13569686 MLS

Set on an oversized 100' 170' estate lot in Morrison, one of Oakville's most established neighbourhoods, this custom-built residence offers approximately 7,800 sq. ft. of finished living space, including a walk-out lower level designed for elegant entertaining and comfortable family living.A dramatic two-storey foyer introduces expansive principal rooms with soaring ceilings, oversized windows, and custom millwork throughout. The chef-inspired kitchen features premium appliances, custom cabinetry, a walk-in pantry, wine cellar, and a large centre island, flowing seamlessly into the breakfast area and family room. Sliding glass doors open to a covered patio with a built-in BBQ, generous dining area, and separate lounge. Formal living and dining rooms, a private office, and well-planned service areas complete the main level.The second floor is highlighted by a luxurious primary suite with a custom dressing room, spa-inspired ensuite, and private balcony overlooking the landscaped grounds. Three additional spacious bedrooms each offer ensuite access and walk-in closets, providing exceptional comfort and privacy.The professionally finished walk-out lower level includes a fitness area, games room, media room, playroom, and a fifth bedroom for guests or extended family. Large windows and direct backyard access create abundant natural light and seamless indoor-outdoor living.The private backyard is surrounded by mature trees and professionally landscaped grounds, featuring a resort-inspired swimming pool, covered outdoor living area, and multiple spaces for entertaining and relaxation.Ideally located close to Lake Ontario, downtown Oakville, top-rated public and private schools, shopping, community centres, parks, and a full range of local amenities.

265 Maple Grove Drive, Oakville

$1,425,000

4 Beds ⋅ 3 Baths ⋅ W13568964 MLS

Your dream home awaits in one of Oakville's most sought-after lakeside communities! Welcome to this elegant 2-storey detached home, perfectly situated on a quiet cul-de-sac, backing onto Victoria Park and surrounded by mature trees for exceptional privacy. Designed for both everyday living and entertaining, the bright open-concept kitchen and family room is the heart of the home, featuring elegant Dekton countertops, stainless steel appliances, a gas range, a centre island with sink, and a cozy fireplace. Patio doors lead to your private backyard oasis where you can relax, entertain, and cool off in the above-ground pool all summer long. Start your mornings on the charming covered front porch with a coffee while enjoying the peaceful neighbourhood setting. The spacious main floor also offers a welcoming living and dining room combination. Upstairs, you'll find three generous bedrooms, including a beautiful primary retreat with French doors, a walk-in closet, and a private ensuite. A second full bathroom serves the additional bedrooms, while a convenient powder room is located on the main level. The finished basement adds even more living space with a large recreation room and a fourth bedroom-ideal for guests, teens, a home office, or extended family. A home where your family can truly grow and create lasting memories! Minutes to Bronte Village, Harbour, the marina, waterfront trails, beaches, boutique shops, cafés, restaurants, excellent schools, and nearby Shell Park. An exceptional opportunity to embrace the Bronte lifestyle. Why just read about it when you can see it in person?

3287 Victoria Street, Oakville

$6,250,000

5 Beds ⋅ 7 Baths ⋅ W13558096 MLS

This is not your average home-it's a statement.Set on a premium, near half-acre lot, this custom masterpiece brings together the vision of Gren Weis, the craftsmanship of Bachly Construction, and the landscape artistry of Mark Pettes-creating a residence that feels as elevated as it is effortless.From the moment you step inside, the energy shifts. Soaring 10-ft ceilings and a stunning 17-ft sun-drenched family room set the tone-open, airy, and designed to impress. A dedicated main floor office offers the perfect balance of productivity and privacy, ideal for today's work-from-home lifestyle. Whether it's an intimate night in or a full house of guests, the flow is seamless. A prep kitchen keeps everything behind the scenes running smoothly, while the newly added main-floor bar invites you to pour a drink and stay awhile. The glass-encased wine room? Pure drama-in the best way.Every bedroom is its own private retreat, complete with a luxe ensuite-because comfort should never be compromised.Downstairs, the vibe continues. Think late nights at the wet bar, morning workouts in your private gym, spa-level relaxation, and a fully equipped nanny suite. A walk-out lower level leads directly to the hot tub-blurring the line between indoor comfort and outdoor indulgence. This level isn't just extra space, it's a lifestyle.And then there's the backyard. Tiered, curated, and designed to be lived in. A newly added pool sets the scene, while the covered cabana lounge and outdoor kitchen make entertaining feel like a vacation. There's even a dedicated dog run-because every detail has been considered.Sleek, bold, and undeniably fun-this is a home that doesn't just look good, it lives beautifully.

1102 Crestview Street, Oakville

$3,198,000

5 Beds ⋅ 6 Baths ⋅ W13550008 MLS

Welcome to this exceptional family residence in prime Southeast Oakville, just steps to the lake and within the coveted catchments of Maple Grove Public School and Oakville Trafalgar High School, as well as close to some of Canada's finest private schools. Set on a premium 100' x 150' professionally landscaped lot, this impressive home offers over 5,000 sq. ft. of luxurious living space designed for comfortable family living and elegant entertaining.A welcoming front porch leads into a thoughtfully designed interior featuring hardwood floors throughout, generous principal rooms, and quality finishes. Designed with families in mind, the home offers 4+1 bedrooms, each with its own ensuite bathroom and walk-in closet. The luxurious primary suite is a private retreat, complete with a gas fireplace, Juliet balcony overlooking the beautifully landscaped backyard, and a newly renovated spa-inspired ensuite with dual vanities, a glass shower, and a soaker tub. The heart of the home is the spectacular open-concept kitchen and great room with soaring vaulted ceilings and a gas fireplace. This space provides an incredible opportunity to create your future dream kitchen. The main floor also features a spacious dining room, private office, den/games room, and convenient mudroom.The professionally finished lower level provides a large recreation room and bar, theatre room with projection screen, fifth bedroom, and a beautifully finished laundry room.The private backyard is a true oasis with mature landscaping, a heated in-ground pool, hot tub, expansive composite deck, stone patios, and landscape lighting, creating the perfect setting for outdoor living and entertaining. Completing this remarkable property is a triple-car garage equipped plus a car lift, offering exceptional space for collectors, hobbyists, or additional storage. An outstanding opportunity to own a luxurious family home in one of Oakville's most prestigious lakeside neighbourhoods.

2160 Aintree Terrace, Oakville

$2,999,000

2 Beds ⋅ 2 Baths ⋅ W13548676 MLS

Superior Rare Wide Lot Ideal for Builders/Investors! This exceptional property, located in the prestigious Eastlake neighborhood, offers over 15,000 sq. ft. of prime real estate. Surrounded by multi-million dollars homes, this rare lot presents an incredible opportunity for development. The property features RL-01 zoning (maximum lot coverage of 30%) and is being sold "As Is," providing flexibility for your plans. Included in the sale is an exterior skimmer pool with complete filtration equipment, perfect for unwinding and enjoying serene moments by the pool deck. Relish the tranquility of the beautiful backyard, ideal for relaxing with a coffee and rejuvenating your soul. Listing agent related to the Seller.

275 Eastcourt Road, Oakville

$3,450,000

5 Beds ⋅ 5 Baths ⋅ W13548392 MLS

Exceptional contemporary family home on a premium 87x 179 southwest lot on one of Southeast Oakville's most sought-after streets, just steps to top-ranked public schools and prestigious private schools including Linbrook School & St. Mildred's-Lightbourn School. Offering over 5,000 sq. ft. of beautifully finished living space, this impressive residence offers modern design and exceptional family functionality. A generous foyer creates a stunning first impression, with sightlines extending through the home to the beautifully landscaped rear gardens. Professionally designed outdoor living features extensive hardscaping, an inground pool, hot tub, covered gazebo, fire pit zone, and landscape lighting, creating a private resort-like setting for entertaining and family enjoyment. The thoughtfully designed layout offers 4+2 bedrooms and 3+2 bathrooms. All bedrooms feature built-in closets, while the primary generous suite boasts dual walk-in closets and a spa-inspired ensuite with double vanity, soaker tub, and separate shower. The heart of the home is a stunning contemporary kitchen overlooking the spacious family room with a gas fireplace and wall of sliding glass doors opening to the private backyard oasis. Elegant principal rooms include a formal living room with fireplace and oversized windows, a separate dining room, a dedicated main floor office, and a well-appointed mudroom with inside access to the attached two-car garage.The fully finished lower level includes a spacious rec room with gas fireplace, adjoining billiards area, two additional bedrooms, a sauna, laundry room with second refrigerator, direct access to the side yard-ideal for guests, extended family, or recreation. Nestled on one of Southeast Oakville's most desirable streets, this exceptional property offers the charm and tranquility of an established neighbourhood with mature trees, beautiful parks, and convenient access to lakeside parks and Downtown Oakville.

1179 Carey Road, Oakville

$1,289,990

4 Beds ⋅ 2 Baths ⋅ W13545806 MLS

Exceptional opportunity in the highly sought-after College Park community of Oakville! Welcome to 127 Mayfield Drive, a well-maintained, move-in-ready bungalow offering 4 spacious bedrooms, 2 full washrooms, a bright living room with fireplace, a generous dining area, and an expansive kitchen-perfect for families, investors, or builders alike. The home has just become vacant and was previously generating $4,200 per month in rental income, making it an excellent investment opportunity with immediate income potential if leased again.Situated on a premium lot, the property features parking for up to 8 vehicles, including a 6-car driveway and a 2-car attached garage. The backyard offers a full-size 16 ft x 32 ft in-ground swimming pool, creating a fantastic outdoor entertaining space. The pool is fully in place and functional but requires routine maintenance and a new liner, presenting a great opportunity for the next owner to restore it to its full potential. For builders and developers, this property comes with approved permits to construct approximately 3,400 sq. ft. above grade (approximately 5,200 sq. ft. including the basement), allowing you to build a spectacular luxury custom home in a neighbourhood surrounded by newly built multi-million-dollar residences. Ideally located just 7 minutes from Lakeshore Road, 2 minutes from the golf course, and 5 minutes from Downtown Oakville, with easy access to top-rated schools, parks, shopping, restaurants, transit, and all major amenities.Whether you're looking for a move-in-ready home, a strong investment property, or the perfect lot to build your dream custom residence, 127 Mayfield Drive presents a rare opportunity in one of Oakville's fastest-transforming luxury neighbourhoods.

127 Mayfield Drive N, Oakville

$5,888,000

5 Beds ⋅ 6 Baths ⋅ W13533014 MLS

Nestled within one of Oakville's esteemed neighborhoods, this exceptional residence epitomizes luxury living. Boasting proximity to the lake, renowned schools, tennis courts, parks, and various amenities, this property offers a blend of convenience and exclusivity. Upon entering, guests are welcomed by an exquisite interior spanning over 5,000 square feet of above-grade living space. The detached home showcases a distinctive architectural design and impeccable artisanship, radiating elegance. Crafted to emulate a lavish retreat, the residence features an array of amenities including an in-ground pool, hot tub, backyard putting green, a meticulously landscaped outdoor area complete with a bathroom and shower. Inside this dream showhome offers ample space for entertaining. In the kitchen, grey-blue cabinets with black uppers pair beautifully with a sleek quartz countertop and backsplash for a modern industrial look. A two-storey hallway connects the kitchen to the rest of the main floor and offers drama of its own with rich velvet drapes and a series of French doors. Enjoy this one of a kind basement including a bowling alley, a gym room, open-concept media room and a 5th guest bedroom. Luxury Certified.

393 Maple Grove Drive, Oakville

$2,599,999

5 Beds ⋅ 4 Baths ⋅ W13528872 MLS

Perfectly positioned in one of Southwest Oakville's most sought-after neighbourhoods, directly across from the prestigious Appleby College, this exceptional family residence offers over 5,000 square feet across all levels, blending timeless elegance with outstanding functionality. Thoughtfully designed for both everyday living and entertaining, the main level showcases expansive principal rooms filled with natural light. The chef-inspired kitchen is the heart of the home, featuring custom cabinetry, granite countertops, a large centre island, quality appliances, and an adjoining breakfast area overlooking the private backyard. The inviting family room offers seamless access to the outdoor living spaces, while the formal living and dining rooms provide refined spaces for hosting family gatherings and special occasions. A handsome wood-paneled home office creates the perfect work-from-home environment. Upstairs, the home offers 3 spacious bedrooms, highlighted by a luxurious primary retreat complete with a generous walk-in dressing room and spa-inspired ensuite with heated floors. The additional bedrooms are well-proportioned and ideal for family or guests. The finished lower level extends the living space with 2 additional bedrooms, a large recreation/media room, a custom wine cellar, ample storage, and flexible space perfect for extended family, teenagers, or a home gym. Set on a private, mature lot, the backyard features an in-ground pool, hot tub and exceptional privacy, creating the perfect setting for summer entertaining. Ideally located just moments from the lake, parks, downtown Oakville, and top-rated schools, this is an outstanding opportunity to own a distinguished family home in one of Oakville's most coveted neighbourhoods.

104 Whittington Place, Oakville

$1,798,800

4 Beds ⋅ 5 Baths ⋅ W13520576 MLS

Welcome to 2330 Valleyridge Drive, an exceptional move-in ready family home offering 4 bedrooms, 5 bathrooms, and 3,937 sf of finished living space in one of Oakville's most sought-after communities. Deceptively spacious & much larger than it appears, this impressive property backs onto a private ravine and features a saltwater inground pool, professionally landscaped grounds, and a backyard retreat surrounded by mature cedar trees. A 1.5-car garage with inside entry and parking for 4 cars completes the property. Ideally located close to top-rated schools, parks, walking trails, shopping & everyday amenities. Hardwood flooring extends throughout the principal rooms. The living room features 9' ceilings, a gas fireplace, and built-in surround sound. The family room flows seamlessly into the breakfast area and eat-in kitchen featuring granite countertops, custom cabinetry with soft-close drawers, pot and pan drawers, under-cabinet lighting, stainless steel appliances, pot lights, and a walkout to the backyard. A 2pc powder room completes the main level. The upper level offers four generous bedrooms, including a private primary retreat with a walk-in closet and 5pc ensuite featuring double sinks, a freestanding soaker tub, glass-enclosed shower, and separate water closet. Two additional 4pc bathrooms and upper-level laundry complete this floor. The finished lower level adds exceptional living space with a large recreation room, 3pc bathroom, and abundant storage. Outside, the private backyard showcases a saltwater pool, new deck (2025), mature cedar trees, and a peaceful ravine setting, creating an exceptional space for outdoor entertaining and relaxation. Combining generous living space, a functional family layout, move-in ready (newer roof, furnace, pool heater & pump) convenience, and an exceptional ravine setting, this Oakville home presents an outstanding opportunity in a highly sought-after neighbourhood.

2330 Valleyridge Drive, Oakville

$4,499,000

5 Beds ⋅ 5 Baths ⋅ W13520422 MLS

Set on a rare and private 1/2+ acre estate lot in one of South West Oakville's most coveted lakeside neighbourhoods, this stunning custom designed home offers over 6,500 sq. ft. of luxurious living space just steps from Lake Ontario and within minutes to esteemed Appleby College. Thoughtfully designed for both everyday living and grand-scale entertaining, the home features 10' ceilings on the main level, 9' ceilings on the upper and lower levels, extensive custom millwork, rich hardwood flooring, and exceptional craftsmanship throughout. The Hampton-inspired custom kitchen and butler's pantry serve as the heart of the home, complemented by luxurious ensuite bathrooms and high-end finishes at every turn. The main floor primary retreat offers the convenience of single-level living, complete with a custom walk-in closet, spa-inspired 5-piece ensuite, gas fireplace, and serene backyard views. The fully finished lower level is ideal for multigenerational living, featuring a second kitchen, two additional bedrooms, a gym, wet bar, games area, and expansive recreation room. Step outside to your own private resort, where mature landscaping surrounds a saltwater pool, waterfall feature, and covered outdoor living area. A truly exceptional opportunity to own a custom estate property on one of Oakville's most prestigious streets, surrounded by luxury homes, steps to the lake, and moments to top-ranked schools, parks, and downtown Oakville. Some opportunities are measured in sq footage, others are measured in land, location and the life you'll build there. 1098 Lakeshore Rd is not to be missed.

1098 Lakeshore Road W, Oakville

$3,890,000

4 Beds ⋅ 5 Baths ⋅ W13512502 MLS

Nestled on an exceptional 15,511sqft mature lot in prestigious Southeast Oakville, this beautifully renovated executive residence offers timeless elegance, luxurious finishes, and an unbeatable location within walking distance to top-ranked schools, including OTHS, EJ PS etc. Offering approximately 3487 sqft. above grade plus a finished lower level, this exceptional home features 4 bedrooms, 5 bathrooms, and thoughtfully designed living spaces perfect for both family living and entertaining.Rich wide-plank hardwood floors, crown mouldings, custom millwork, wainscoting, built-ins, pot lights, stone flooring, an impressive oak staircase with iron pickets, and four gas fireplaces showcase the home's exceptional craftsmanship. The stunning renovated chef's kitchen is appointed with premium Miele appliances, custom cabinetry, and overlooks the inviting sunken family room, creating the perfect gathering space. Elegant formal living and dining rooms provide refined spaces for entertaining, with the living room easily accommodating a baby grand piano.The luxurious primary retreat features its own gas fireplace, an expansive dressing room, and a spa-inspired 4-piece ensuite with a glass shower. The finished lower level offers a spacious recreation room, exercise room, 2-piece bath, and abundant storage.Extensive updates include a complete kitchen renovation, premium Miele appliances, exterior LED lighting, renovated garage, repaved driveway, new eavestroughs, freshly painted exterior façade, new pool liner and heater, and numerous quality improvements throughout.The spectacular backyard is a private oasis featuring a sprawling stone patio, covered terrace, and sparkling in-ground pool surrounded by mature landscaping-perfect for summer entertaining. Ideally located just steps to Lake Ontario, Gairloch Gardens, parks, trails, and only a 3-minute drive to downtown Oakville's boutique shops, fine dining, and waterfront.

153 Cairncroft Road, Oakville

$1,799,000

5 Beds ⋅ 5 Baths ⋅ W13505840 MLS

RECENTLY REIMAGINED FOR MODERN FAMILY LIVING WITH A RESORT-STYLE BACKYARD IN SOUGHT-AFTER WEST OAKVILLE! JUST MINUTES TO THE LAKE! This exceptional residence offers 4+1 bedrooms, 4.5 bathrooms, and a professionally finished lower level, seamlessly blending sophisticated design with everyday functionality. The open concept main level is enhanced by engineered hardwood flooring, expansive floor-to-ceiling windows, and light-filled principal rooms designed for everyday living and entertaining. The stunning custom kitchen features quartz countertops, oversized centre island with sink, JennAir gas range, pot filler, and access to the backyard. An open-riser staircase with glass panels creates a striking architectural focal point, while the living room is anchored by a dramatic feature wall with gas fireplace. Upstairs, engineered hardwood continues throughout. The primary retreat showcases a designer accent wall, elegant wall sconces, a walk-in closet with window and custom built-ins, and a spa-inspired five-piece ensuite with freestanding tub, glass shower with rainfall showerhead, and double vanity. A second bedroom features its own private three-piece ensuite, while two additional bedrooms share a beautifully appointed four-piece bathroom. A laundry room with sink completes the upper level. The backyard is a private oasis designed for entertaining and relaxation, featuring an inground pool with an eco-friendly, cost-effective copper ionizer system, extensive stone hardscaping, and a covered outdoor living area with gas fireplace. A dedicated BBQ station with natural gas line and convenient side-door access to the kitchen further enhances the outdoor experience. Ideally located close to parks, top-rated schools, Queen Elizabeth Park Community and Cultural Centre, shopping, transit, major highways, and the lake. This remarkable home offers an exceptional lifestyle in a coveted family-friendly neighbourhood. (certain exterior images have been digitally enhanced)

2212 Urwin Crescent, Oakville

$1,599,000

4 Beds ⋅ 3 Baths ⋅ W13478948 MLS

Some lots in south Oakville hold their ground quietly - this is one of them. Sitting on an oversized 60 x 139-foot parcel on the preferred side of Wildwood Drive, the property backs directly onto Pinegrove Public School, delivering rare privacy with no rear neighbours and a mature tree line that no landscaper can replicate.The fully fenced backyard centres on a heated in-ground pool - the kind of outdoor space that makes a home worth coming back to every evening.Inside, a fully renovated bungalow offers an open-concept main floor, modern kitchen, and generous natural light throughout. The finished lower level functions as a complete in-law suite with its own separate entrance, kitchenette, full bath, and a fourth bedroom with lookout windows - ideal for extended family or additional income potential.Location checks every box: three minutes to Appleby College, under five to Bronte GO and the QEW, a short ride to Kerr Village and Bronte Harbour.Opportunities like this - oversized lot, pool, privacy, and a walk to top-rated schools - surface rarely in this pocket of Oakville.

598 Wildwood Drive, Oakville

$12,000,000

6 Beds ⋅ 10 Baths ⋅ W13475920 MLS

Gracefully positioned behind gated entry on an expansive 0.78-acre parcel in South-East Oakville, this distinguished residence offers an exceptional blend of privacy, scale, and refined living. Thoughtfully designed for both grand entertaining and comfortable family living, the home showcases timeless architecture, remarkable craftsmanship, and elegant interiors throughout. A refined material palette features heated marble flooring with decorative inlay and galaxy border, quarter-sawn white oak hardwood flooring, crown moldings with extensive ceiling detailing and custom millwork. Carefully considered architectural details, custom cabinetry, integrated technology, and seamless indoor-outdoor connections create a residence that feels both impressive and effortlessly livable. Surrounded by mature landscaping and resort- style outdoor spaces-including a spectacular ozone pool and cabana setting, covered entertaining areas, and a year-round hot tub-the property offers an exceptional lifestyle just moments from the lake, top schools, and the amenities of downtown Oakville.

113 Maple Grove Drive, Oakville

$5,995,000

5 Beds ⋅ 6 Baths ⋅ W13471308 MLS

Set on a rare 130' x 130' lot in the heart of Southeast Oakville, 240 Poplar Drive offers approximately 6,900 sq. ft. of finished living space on one of the area's most desirable streets.Designed by Bill Hicks, this custom home features generous principal rooms, a highly functional family layout and exceptional outdoor living. The private backyard includes mature landscaping, extensive stonework, an in-ground pool with waterfall, integrated hot tub, landscape lighting, a dedicated pool equipment house and multiple outdoor entertaining areas.The home has benefited from ongoing updates and improvements throughout ownership, including hardwood flooring, décor, landscaping and pool improvements, mechanical upgrades and integrated technology.The upper level offers spacious family accommodation highlighted by a private primary suite with steam shower ensuite. The fully finished lower level provides flexible space for recreation, fitness, hobbies, entertaining and guest accommodation.Located within walking distance of downtown Oakville, Lake Ontario, parks, restaurants, boutiques and some of Ontario's top-ranked schools, this is a rare opportunity to acquire a family home on an exceptional lot in one of Oakville's most established neighbourhoods.Large lots, mature trees and this level of privacy are increasingly difficult to find in Southeast Oakville. 240 Poplar Drive offers a rare combination of space, privacy and walkability in a premier South Oakville location.

240 Poplar Drive, Oakville

$33,000,000

7 Beds ⋅ 13 Baths ⋅ W13453124 MLS

2054 Lakeshore Rd. East is one of Oakville's finest lakefront estates.Situated on 1.6 acres & 166 ft of pristine shoreline, complete with deck & stairway access to the water. Designed by renowned architect Gren Weis & brought to life by the exceptional craftsmanship of Coulson Fine Homes.This magnificent 7-bdrm, 13-bath home spans an impressive 19,210 sq ft living space.Step into the grand formal entrance where limestone cast walls create a dramatic first impression serving as a prelude to the extraordinary spaces beyond.The residence showcases 12 ft ceilings on the main level, Brazilian walnut flooring thru-out & custom cabinetry adorns this remarkable home.The estate features an expansive living & dining rm w/breathtaking water views, perfect for intimate gatherings or grand celebrations.Step outside to the covered terrace where you can relax to the sounds of the "Bellagio" inspired fountains & waterfall.The gourmet open-concept kit.flows effortlessly into the fam.rm where water views & fp create a relaxed & comfortable space.The lower-level transforms into an entertainer's paradise, w/a state-of-the-art home theater, gym w/direct access to the infinity edge pool,steam room, golf simulator, wine cellar, billiards area w/rec room & catering kit.A private 2-bdrm nanny suite w/sep. entrance. Two laundry rooms .An elevator gives you convenient access to all 5 levels of this thoughtfully designed home.The outdoors offers multiple entertaining areas nestled within the manicured landscaped grounds, the lakefront deck & poolside.The power screened sunroom offers 3 season enjoyment.His & Hers double car garages to accommodate 4 vehicles w/additional parking for 20 more on the circular driveway & auxiliary prkng areas-perfect for hosting memorable events.This waterfront estate represents more than just a home it's a lifestyle statement and every detail is curated to create an environment of uncompromising luxury and comfort. LUXURY CERTIFIED.

2054 Lakeshore Road E, Oakville

$10,880,000

5 Beds ⋅ 7 Baths ⋅ W13448452 MLS

Set on one of Morrison's most coveted streets, this extraordinary custom-built estate offers over 10,800 sq ft of impeccably designed living space, complemented by a remarkable 3,400 sq ft two-level garage and showroom with accommodation for up to 10 vehicles. A striking stone façade introduces interiors defined by exceptional craftsmanship, soaring ceilings, expansive principal rooms, and walls of glass that seamlessly connect to the resort-inspired grounds. Designed for both grand-scale entertaining and refined family living, the main level features elegant formal living and dining rooms, a private executive office, and a spectacular chef's kitchen with bespoke cabinetry, premium appliances, an oversized island, walk-in pantry, and full servery. The adjoining family room and Muskoka-inspired lounge create an effortless indoor-outdoor lifestyle experience. The upper level is anchored by a luxurious primary retreat featuring a private balcony, fireplace, custom dressing rooms, and a spa-inspired ensuite. Additional bedroom suites offer exceptional comfort with custom finishes, walk-in closets, and ensuite bathrooms. The lower level is dedicated to recreation and wellness, featuring a state-of-the-art home theatre, games area, fitness studio, sauna, custom bar, wine display room, and expansive entertainment spaces. Outdoors, the estate transforms into a private resort oasis, featuring meticulously landscaped grounds, extensive entertaining terraces, and a spectacular pool setting that offers complete privacy and tranquility. Located in one of Oakville's most prestigious neighbourhoods, this exceptional residence is moments from top-ranked schools, downtown Oakville, lakefront parks, private clubs, and all the amenities that define this premier community. A truly remarkable family estate where architectural excellence, luxury, and lifestyle converge.

262 Maple Grove Drive, Oakville

$7,470,000

5 Beds ⋅ 7 Baths ⋅ W13429066 MLS

Welcome to 129 Wolfdale Ave, a custom-designed modern craftsman estate, positioned on a premium lot in Southwest Oakville. With approximately 7,300 sq.ft. of living space, and an incredible 1,700 sq.ft. two level garage that stores 6 cars indoors, serviced by a car elevator. This exceptional home blends refined architecture resort-inspired outdoor living, surrounded by a private, tree-lined backdrop. The portico leads into a breathtaking foyer, setting the stage for the elegant interiors beyond. Considered finishes include coffered ceilings, herringbone marble flooring, and wide-plank oak throughout the principal spaces. A stylish main floor office, complete with bespoke millwork. The great room features 14' ceilings, a custom walnut media wall, and a floor-to-ceiling stone fireplace. This space flows effortlessly into the chef's kitchen, beautifully appointed with a full Thermador fridge and freezer, Gaggenau double ovens, range, steam oven, warming drawer, and quartz countertops. A fully equipped butler's pantry that keeps entertaining effortless. The upper-level hosts four spacious bedrooms, each with private ensuites with heated floors. The primary suite is a true retreat, featuring a private balcony, a spa-inspired five-piece ensuite, and a custom walk-through closet. The finished lower level offers additional living space, including a fifth bedroom, walk-up access to the rear garden, gym and home theatre. All six garage spaces, along with driveway and front walkway are radiant heated, ensuring year-round comfort and no snow buildup. Luxury Certified.

129 WOLFDALE Avenue, Oakville

$2,239,000

5 Beds ⋅ 5 Baths ⋅ W13431708 MLS

5 Elite Picks! Here Are 5 Reasons To Make This Home Your Own: 1. Simply BREATHTAKING Private & Tranquil Backyard/Pool Oasis Backing onto Forested Ravine/Stream/Westgate Park - an Entertainer's Delight with Expansive Upper & Lower Decking, Salt Water Pool & Beautifully Landscaped Gardens!! 2. Gourmet Kitchen Boasting Large Centre Island, Quartz Countertops, Modern Tile Backsplash & Stainless Steel Appliances, Open to Breakfast Area with Additional Cabinetry & Large Window Overlooking the Gorgeous Front Gardens! 3. Impressive Family Room with Modern F/P Wall with Open Display Shelves & Extra Wide Patio Door W/O to Upper Deck Overlooking the Ravine... Plus French Door Entry to Spacious Formal Dining/Living Room with Gas F/P, Elegant Wainscotting & Large Windows! 4. Expansive 2nd Level with 4 Generous Bedrooms, 3 Full Baths & Laundry Room, with Spectacular PBR Suite Boasting Vaulted Ceiling, Private Office/Studio (or Nursery), Huge W/I Closet & 5pc Ensuite with Double Vanity, Soaker/Jet Tub & Separate Shower... Plus Patio Door W/O to Private Balcony Overlooking the Backyard & Ravine! 5. Fantastic Additional Living Space in the Finished W/O Bsmt Featuring Spacious Rec Room with Gas F/P, Wet Bar, Large Windows & W/O to Lower Deck, Plus 5th/Guest Bedroom with W/O to Patio, Luxurious 5pc Bath (with Heated Floors) & Ample Storage. All This & More! Stunning Curb Appeal with Beautiful Front Gardens & Large Covered Porch. Wide Plank Eng. White Oak Hdwd Floors Thru All 3 Levels. 2nd Bedroom Boasts Private 3pc Ensuite. Fabulous Location at the End of Quiet Cul de Sac Just Minutes from the Lake, Parks & Trails, Top-Ranked Schools, Shopping & Amenities! New Front Door '22, Tankless WH '20, Pool Heater '20, Salt Cell '18, Furnace '18, Garage Door '18.

179 Shanley Terrace, Oakville

$2,599,000

4 Beds ⋅ 5 Baths ⋅ W13424984 MLS

A meticulously maintained family home in Joshua Creek, built by Fernbrook and thoughtfully upgraded by its original owners over two decades.The main floor features 10-foot ceilings throughout, with an open plan encompassing a home office, sitting room, powder room, and great room with vaulted ceilings and gas fireplace. The formal dining room includes a servery. The kitchen centers around a substantial island with extensive cabinetry. A mudroom provides direct garage access.Nine-foot ceilings continue on the upper floor, where four generous bedrooms and three bathrooms are arranged. The primary suite occupies its own wing with a sitting area, gas fireplace, dual walk-in closets, and a spa-inspired ensuite.The lower level features 9 and 10-foot ceilings and includes a family room with gas fireplace, gymnasium, billiards room, wet bar, steam shower, and state-of-the-art theatre room with integrated sound system. New wide-plank oak flooring spans the main level. Crestron and Nest smart home systems control music, lighting, climate and the alarm system throughout.Outside, $150,000 in professional landscaping surrounds a fresh water pool, with mature plantings and custom lighting creating privacy. The property includes security cameras and a comprehensive alarm system.Top-rated schools within the district. Highway access, premium shopping, and dining including Narenj, Oak Cafe Gallery, and BLK & CO all within ten minutes.

1468 Ferncrest Road, Oakville

$5,399,000

5 Beds ⋅ 7 Baths ⋅ W13419574 MLS

Discover luxury living in this exquisite custom-built home, nestled on a prestigious street in South Oakville. This opulent residence boasts an impressive 6,212 sq ft above grade, w/ over 9,000 sq ft of finished living space and elevator, perfect for both family life & entertaining. Step inside to find a thoughtfully designed floor plan featuring 10 ceilings on the main, upper & lower levels. The main floor showcases a separate living room, formal dining room, & home office. The heart of the home is the great room, complete w/ a fireplace flanked by custom built-ins, seamlessly flowing into the gourmet kitchen & breakfast area. Culinary enthusiasts will appreciate the atmosphere with a walk-in pantry, while side door lead to a covered terrace perfect for al fresco dining and relaxation. Ascend to the upper level, where you'll find the primary bedroom suite, a true sanctuary. The spa-like bathroom features a freestanding jacuzzi and a large shower with a steamer. Three additional bedrooms, each with their own ensuite and walk-in closet, ensure privacy and comfort for family and guests alike. The lower level extends the living and entertaining space with a recreation room, wine room, wet bar, home theatre, sauna, exercise room and additional bedroom with ensuites. Outside, the expansive rear yard is adorned with perennials and mature trees and swimming pool, creating a private oasis. this home offers the perfect blend of luxury and convenience. With easy access to the GO train and major highways, it's ideal for commuters. Experience the epitome of opulent living in this remarkable residence that seamlessly combines everyday family comfort with exceptional entertaining spaces. Approximately 80% of construction completed. Property Tax is not assessed yet

581 Maplehurst Avenue, Oakville

$1,799,000

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

$2,799,900

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

$2,249,999

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

$1,970,000

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

$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

$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

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