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244 Willowridge Court, Oakville
$1,699,000
4 Beds ⋅ 3 Baths ⋅ W13721950 MLS
Welcome to 244 Willowridge Court, a lovingly maintained home nestled on a quiet dead-end court in sought-after Southwest Oakville, just moments from the lake, Coronation Park & Bronte Village. Set on an incredible pie-shaped -acre lot with over 100 feet across the rear and no backyard neighbours, this property offers an exceptional combination of privacy, space and outdoor living. This unique raised bungalow offers approximately 1,700 sq ft on the main level plus almost 1,600 sq ft on the lower level. Bright, oversized principal rooms feature large windows and hardwood floors throughout. The inviting living room showcases a wood-burning fireplace with stone hearth, while the dining room walks out to a deck overlooking the spectacular backyard. The spacious eat-in kitchen provides plenty of room for family and entertaining. Three bedrooms and three full baths include a generous primary suite with a large 4-piece ensuite featuring a soaker tub. The lower level is an incredible extension of the home, featuring a spacious recreation room with gas fireplace and large windows, plus a separate area ideal for extended or multi-generational family living. Complete with a second recreation room, 3-piece bath, English bar with seating and an additional bedroom, along with a convenient walk-up to the backyard. Step outside to your own private oasis with a large, full-depth inground pool, multiple entertaining areas, mature gardens and garden shed. With parking for 6+ vehicles and a double car garage with inside entry, there is plenty of room for family and guests. Lovingly cared for by the same family since 1989, this is a rare opportunity to live in and enjoy this home as it is, renovate and make it your own, or add on and create the home you've always envisioned. Ideally located close to excellent schools and highly regarded Appleby College, as well as the lake, parks, shops and restaurants of Bronte Village.

244 Willowridge Court, Oakville

15 Chartwell Road, Oakville
$9,995,000
5 Beds ⋅ 6 Baths ⋅ W13707486 MLS
15 Chartwell Rd offers a lifestyle of unparalleled luxury. Drive through the gates & discover the grandeur of this palatial estate. South of Lakeshore,1 door from the lake on a HALF ACRE LOT. Painstakingly curated, the contemporary limestone masterpiece you've been waiting for. Solid iron doors lead to a grand foyer revealing the opulent book matched marble floors. Floor to ceiling wdws & French doors flood the house with light. Cascading waterfalls fank the hall.The Dining Room has statement lighting & servery making hosting a breeze. Soaring 18-ft ceilings & a grand gas f/p are focal points of the Great Room,w/captivating views of the resort style yard. Experience culinary excellence in the black lacquer& glass kitchen by NEFF that features top of the line appliances & a B/I coffee machine & butlers pantry. The intimate Living Room with f/p is the ideal retreat. A main floor office w/built-in cabinetry.2 powder & 2 laundry rooms. The backyard oasis has a gunite pool, waterfalls, fire bowls, covered terrace & outdoor kitchen & f/p.The pool house has a change room,3-pc bath & servery. Towering trees surround the home & are positioned to create privacy. A stone driveway,circular fountain & lush gardens create a breathtaking landscape.Floating marble stairs divide the 3 levels of this home or, you can take the elevator. Skylights make the upstairs airy & bright.The principal suite has nearly 13-ft ceilings, an exquisite 6-piece ensuite & 2 W/I closets. A private balcony overlooks the yard.3 add'l bdrms have 10-ft ceilings,private ensuites & W/I closets. The LL caters to all family members. A 5th bdrm/ensuite makes an ideal guest suite.Gym,R/I Golf Simulator,home theatre,Wine Cellar& doggie Spa. The Games & Rec Rooms have a 2nd kitchen & W/O.Heated garage,baths &LL flrs.Automation. Designed by Bill Hicks & features the artistic creativity of the KT Design Group. Located on Oakville's Street of Dreams, this is an iconic living space designed to impress! LUXURY CERTIFIED

15 Chartwell Road, Oakville

579 Fourth Line, Oakville
$1,780,000
4 Beds ⋅ 4 Baths ⋅ W13701108 MLS
Completely renovated, top-to-bottom, inside and out. Set on a leafy residential street, this substantial brick home combines classic curb appeal with generous living space and a private backyard with swimming pool, newer fencing and extensive hardscaping.Inside, the home is bright, meticulous and well designed. New hardwood floors run throughout the main and upper levels, complemented by a contemporary staircase, replaced windows and renovated baths. The large eat-in kitchen is the heart of the home, with bright cabinetry, updated appliances and a generous island overlooking the backyardFormal front room, complete with gas fireplace, provides a quiet retreat or home office, while the family room, with fireplace and two skylights, offers another comfortable gathering space.Upstairs, the exceptionally large primary suite features a walk-in closet and renovated ensuite with double vanity. Two additional bedrooms are generously proportioned, each with double closets, making this a particularly functional home for a growing family.The finished lower level with wide plank hardwood adds considerable living space, with two separate recreation areas with gas fireplace, a private guest bedroom with ensuite bath and a stylish laundry room with loads of storage and raised washer/dryer. Outside, the property delivers the quintessential Oakville setting: a classic red-brick exterior, professionally landscaped grounds, a large double garage and driveway and a backyard designed for summer living around the pool.Surrounded by a mix of newer custom homes and established two-storey residences, this is a neighbourhood that continues to evolve while retaining its leafy, established character. Local schools are within an easy walk, and the location offers the appeal of being south; close to the lake and downtown amenities and a lifestyle that makes this part of Oakville so coveted.

579 Fourth Line, Oakville

1114 TRUMAN Avenue, Oakville
$3,649,999
4 Beds ⋅ 5 Baths ⋅ W13697878 MLS
Tucked into a quiet court, this custom modern farmhouse, built by custom home builder Millbay Carpentry, sits on a 66 x 187 ft lot and offers over3,900 sq ft above grade with 4 bedrooms and 5.5 bathrooms, plus a finished walkout basement for approximately 5,500 sq ft of total living space. A custom EPAL front door opens to a double-height foyer with pine stairs and matte black railings, complemented by 10 ft main-floor and 9 ft upper- and basement-level ceilings. The great room features a wall of windows overlooking the pool and gardens, accented by cedar beams.The chef's kitchen showcases custom Barzotti cabinetry, a porcelain CIOT backsplash, JennAir appliances and an 8-burner range, along with a hidden walk-in pantry, custom built-ins and designer lighting. The primary ensuite features a steam shower, while the finished basement offers a gym, theatre, bar, lounge, gaming area and ample storage. Outdoors, enjoy a heated saltwater pool with an automatic cover, turf, irrigation and landscape lighting. Conveniently located near Oakville's only public International Baccalaureate (IB) school, as well as GO Transit, major highways and Oakville Place. (71030456)

1114 TRUMAN Avenue, Oakville

223 Trelawn Avenue, Oakville
$2,599,900
5 Beds ⋅ 4 Baths ⋅ W13696852 MLS
Executive bungalow in prestigious Eastlake offering 5431 sqft of finished space on a mature, naturally elevated lot with excellent drainage. Located in top school zones (E.J. James FI, New Central, Maple Grove, OT). Ideal layout with 3 main-floor bedrooms including a primary suite with 5-pc ensuite. Vaulted ceilings, custom columns, hardwood floors, and premium windows bring elegance and comfort. Kitchen opens to family room and walk-out to saltwater pool and private yard. Walk-out basement adds 2 more rooms, rec room, office, gym, and kitchenetteideal for in-laws or teens. Recent upgrades include security camera system, alarm, recessed lighting, basement flooring, water softener, water filtration, newer A/C, and lawn irrigation system. Solid construction, quality finishes, and long-term potential in Oakvilles most coveted enclavemove-in ready, with opportunity to customize over time.

223 Trelawn Avenue, Oakville

46 Second Street, Oakville
$7,599,000
5 Beds ⋅ 7 Baths ⋅ W13694012 MLS
Walk to downtown Oakville from this 2024 custom-built residence, just three houses from Lake Ontario on a 65' x 158' lot south of Lakeshore. A rare new-construction opportunity in Old Oakville's most walkable pocket-minutes from the harbour, the Oakville Club, Lakeshore Road dining, and waterfront trails. Offers 4,362 sq. ft. above grade plus a 2,468 sq. ft. finished lower level (6,830 sq. ft. total). Net Zero Ready with a Tarion warranty, crafted by Chatsworth Fine Homes alongside architect John Willmott and designer Jane Lockhart. Main floor features herringbone white oak floors, panel mouldings, a private office, custom mudroom, and a formal dining room. The chef's kitchen boasts Miele appliances (plumbed coffee system, dual steam/standard ovens), SubZero refrigeration, and a wine column. It opens to a great room with a linear fireplace, custom built-ins, and floor-to-ceiling garden views. The primary suite serves as a spa-inspired retreat with a freestanding tub, oversized shower, double vanity, and a dressing-island walk-in closet. Secondary bedrooms each feature private ensuites. Includes heated floors, curbless showers, and upper-level laundry with two washer/dryer sets. The lower level (10' ceilings) is built to entertain: rec room with custom bar/kitchenette, gym, theatre, full bath, additional bedroom, and walk-up access to the yard. The west-facing rear yard catches optimal afternoon sun, complete with a covered heated lounge, in-ground pool with waterfall, and a hot tub. Extras include partial lake views, a heated driveway, radiant floor heating, Crestron automation, Tesla charger rough-in, and a standby generator. A turn-key luxury home in prime Old Oakville where inventory like this rarely comes to market. LUXURY CERTIFIED.

46 Second Street, Oakville

290 Duskywing Way, Oakville
$1,799,000
5 Beds ⋅ 5 Baths ⋅ W13691492 MLS
Welcome to 290 Duskywing Way, where bright, elegant family living meets a private backyard retreat in sought-after Lakeshore Woods. Beautifully positioned on a landscaped corner lot, this impressive 4-bedroom, 5-bathroom home benefits from additional windows and abundant natural light, creating a bright and airy feel throughout. Freshly painted and thoughtfully improved, it showcases extensive upgrades inside and out.The main level features soaring ceilings, upgraded hardwood flooring, California shutters, generous living and dining areas, and a spacious family room with fireplace-an inviting gathering place for family and friends. The kitchen offers abundant cabinetry, granite counters and centre island, with a convenient butler's servery connecting to the dining room. Main-floor laundry features a new washer and dryer. Upstairs, four generous bedrooms include a spacious primary retreat with walk-in closet and ensuite. A rare highlight is 3 bathrooms on the second level, including a Jack & Jill connecting two bedrooms. The professionally finished lower level offers an expansive recreation and billiards area, wet bar, gym, bathroom and private office that could serve as an additional bedroom, with excellent potential for extended-family or in-law living. Outside, enjoy a private, maturely landscaped backyard featuring a recently maintained in-ground pool with brand-new liner, gazebo, extensive hardscaping and inviting spaces for dining, lounging and entertaining. A large, recently sealed exposed aggregate concrete driveway complements the upgraded garage with new epoxy flooring and built-in cabinetry. Further improvements include newer furnace & A/C, owned hot water tank, central vacuum and irrigation system. Ideally located in a welcoming, family-friendly neighbourhood near Lake Ontario, Bronte Harbour, parks, trails, schools, shopping, dining and highways. A beautifully cared-for Lakeshore Woods home reflecting pride of ownership throughout.

290 Duskywing Way, Oakville

235 LAKEWOOD Drive, Oakville
$4,390,000
5 Beds ⋅ 5 Baths ⋅ W13673302 MLS
Located in coveted West Harbour, come discover tranquility and elegance at 235 Lakewood Drive. Nestled on a generous .56-acre lot, embraced by majestic foliage in a private cul-de-sac, this residence epitomizes serene living mere steps from the lake. Crafted by renowned architect Gren Weis, the fusion of stone and wood siding spans over 6,200 square feet. Step into the foyer with its soaring cathedral ceilings, offering glimpses of the expansive living spaces beyond. Designed for seamless flow, this sophisticated layout effortlessly accommodates both grand and intimate gatherings. A bespoke oak staircase adorned with shimmering Schonbek chandeliers leads to the upper levels, where solid oak hardwood flooring graces much of the home. The living room boasts exquisite millwork, custom fireplace, and state-of-the-art entertainment amenities by Canadian Sound Ltd. The gourmet kitchen, recently reimagined, features top-tier appliances, quartz countertops, and abundant storage, with access to a sprawling composite, low maintenance deck. A stately maple wood-paneled study overlooks manicured gardens, providing a serene retreat. Five generous bedrooms, each with an ensuite and ample closets, offer luxurious comfort. The primary suite is a haven of indulgence, flaunting dual walk-in closets, spa-like ensuite with airy vaulted ceilings, skylights, and deluxe fixtures. The lower level is all about leisure and function, boasting a custom-painted wood-paneled rec room with lakeside vibes, alongside a gym, wine cellar, and top-notch utility room. Outside, the meticulously landscaped grounds offer a saltwater pool with waterfall, a spa, and outdoor entertainment system, perfect for alfresco movie nights. This home boasts a brand new roof with lifetime warranty! Stroll to lovely downtown Oakville, trendy Kerr Village, Tannery Park along the Lake & waterfront trails. Close proximity to highly esteemed schools.

235 LAKEWOOD Drive, Oakville

1387 WAVERLY Avenue, Oakville
$4,349,000
5 Beds ⋅ 6 Baths ⋅ W13670214 MLS
Set on a premium 60-foot lot in one of Oakville's most coveted pockets, this extraordinary custom residence offers over 5,800 square feet of meticulously crafted living space that redefines modern luxury through uncompromising engineering and timeless European-inspired design. Built with insulated concrete forms (ICF) extending through the second floor, the home features high-performance European windows, extensive microcement finishes, radiant heated floors throughout-including the basement and garage-and a striking architectural cantilever staircase. Highlights include a stunning main kitchen with a separate butler's pantry, an exceptional lower-level entertainment zone complete with a custom microcement bar, walk-in wine display, and private home theatre, plus a car-enthusiast garage and a backyard featuring an approved pool permit. With an estimated completion of October 2026, the purchaser still has a rare opportunity to select and customize final finishes. A masterclass in contemporary craftsmanship, delivering an unmatched standard of refined, energy-efficient living.

1387 WAVERLY Avenue, Oakville

2076 GLENFOREST Crescent, Oakville
$3,590,000
5 Beds ⋅ 4 Baths ⋅ W13669660 MLS
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

244 Colchester Drive, Oakville
$3,088,888
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

379 River Side Drive, Oakville
$2,999,000
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

1472 Oakhill 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

412 Freeman Crescent, 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

2380 Gladacres Lane, Oakville
$1,937,777
4 Beds ⋅ 5 Baths ⋅ W13638086 MLS
Welcome to this exceptional detached home in Oakville's sought-after Westmount neighbourhood, offering just over 5000 sq. ft. of beautifully appointed total living space including a fully finished walk-out basement. Situated on a 162' deep premium private pie-shaped lot, this impressive home combines spacious interiors with an incredible backyard retreat featuring a sparkling pool-perfect for entertaining, relaxing and enjoying summer days with family and friends. The main level is thoughtfully designed with a spacious and versatile layout, offering a separate living room, dining room, family room and dedicated office, providing plenty of space for both everyday family life and formal entertaining. The recently renovated kitchen serves as the heart of the home, offering a fresh, modern design with excellent functionality and seamless connection to principal living spaces. Upstairs, you'll find four spacious bedrooms with five walk-in closets and three full bathrooms, offering exceptional comfort and convenience. The primary bedroom is a private retreat, featuring a generous seating area and an updated ensuite bathroom. The fully finished basement provides additional living space and additional full bathroom, ideal for family gatherings or in-law suite. Step outside to your own private oasis. The premium private pie-shaped lot and inviting pool create an exceptional setting for summer entertaining and outdoor enjoyment, while the irrigation system makes maintaining the grounds effortless. Ideally located close to excellent schools, parks, trails, Oakville Hospital, shopping and much more.

2380 Gladacres Lane, Oakville

215 Burloak 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

2483 Burnhamthorpe Road, 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

2442 Woburn Crescent, Oakville
$1,628,000
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: 2 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

1102 Crestview 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

275 Eastcourt Road, 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

1179 Carey 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

127 Mayfield Drive N, 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

104 Whittington Place, 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

2330 Valleyridge Drive, Oakville
$1,698,000
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

153 Cairncroft Road, 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

2212 Urwin Crescent, 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

113 Maple Grove 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

2054 Lakeshore Road E, 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

262 Maple Grove Drive, 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

129 WOLFDALE Avenue, 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

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