Refine Search
Sort by
$1,770,000
7 Beds 4 Baths 40846169 MLS® #
Welcome to this spacious and beautifully maintained family home, ideally located in the highly sought-after River Oaks community. Designed for comfortable family living and effortless entertaining, this home offers exceptional space across four finished levels. The main floor features elegant principal rooms, including a generous family room with a two-sided gas fireplace and built-in shelving, seamlessly connected to the formal living room. A separate dining room with French doors and a bay window provides the perfect setting for hosting family and friends. The gourmet kitchen is a chef's dream, showcasing two islands, quartz countertops, stainless steel appliances, ceramic flooring, a stone backsplash, and a bright breakfast area with a walkout to the deck. The second level offers four spacious bedrooms plus a convenient office nook. The primary suite features a walk-in closet, additional his-and-hers closets, and a luxurious 5-piece ensuite. The third level provides exceptional flexibility with a den, a fifth bedroom, and a full bathroom—ideal for teenagers, guests, or multi-generational living. The fully finished basement extends the living space with a recreation room, a sixth bedroom, an office/den, a versatile gym or playroom, and ample storage. Additional highlights include a main-floor laundry/mudroom with direct access to the double-car garage, a spacious driveway accommodating four or more vehicles, and energy-efficient geothermal heating and cooling for year-round comfort and lower utility costs. Completing this exceptional offering is its unbeatable location—within walking distance to top-rated schools, parks, grocery stores, and everyday amenities, while just minutes from shopping, restaurants, public transit, Oakville GO Station, and major highways. This is the perfect place to call home. (id:5764)

2456 SIXTH Line, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$3,898,000
5 Beds 5 Baths 40846700 MLS® #
Set on a pristinely landscaped lot in coveted Morrison, this refined family residence blends timeless architecture w/everyday livability in one of Oakville’s most prestigious neighbourhoods. Positioned w/in a supreme school catchment, steps to Oakville Trafalgar HS, & moments to parks, Edgemere Promenade + local amenities, the location is as exceptional as the home itself. Traditional detailing, steep gables + crisp architectural lines lend a classic presence, while mature trees, curated gardens + layered natural stone frame the polished exterior.  The resort-inspired rear grounds with a glistening pool, stone lounges + tranquil gardens are ideal for family fun. With over 5500sf of living space, 4+1 beds & 4.5 baths this home space + privacy when needed. Expansive glazing + elevated ceilings define bright, airy principal spaces. The dining room anchors the main level, seamlessly connecting the great room + expansive kitchen for effortless entertaining. The great room is centred around a fireplace + opens through double French doors to a private lounge with concrete gas fire bowl. The oversized kitchen island creates a natural gathering place, while a tucked-away home office overlooks the lush front gardens.The upper level offers four generously sized bedrooms with elevated ceilings, walk-in closets + expansive glazing. Privately positioned, the primary suite features vaulted ceilings, a marble fireplace, fully outfitted dressing room + hotel-inspired ensuite.The LL extends the home’s polished living spaces w/a spacious rec room, wet bar, games area, additional bedroom + full bath. Outdoors, multiple lounge + dining areas surround the resort-style pool beneath a canopy of mature trees, creating a private setting designed for both relaxed living + effortless entertaining. This is a refined home with a polished exterior in one of Oakville’s most established neighbourhoods. (id:5764)

376 WEDGEWOOD Drive, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd..

$3,899,000
4 Beds 3 Baths 40846419 MLS® #
Exceptional property, situated in prime Morrison area of southeast Oakville, 1.293 Acres with tall trees and English-country gardens, abutting Morrison Creek at the back. The lot measures: 112ft (front and back) x 497ft (south side) x 505ft (north side).The property provides lovely landscaping, trees and fragrant bushes in the expansive backyard, with the lawn extending all the way back to top of bank with the ravine extending to Morrison Creek at the very back of the property. The home offers a sense of timeless elegance and warmth, with rich solid-wood floors in most principal rooms and light pouring in from multiple bay windows throughout. Walk into the refined living room/great room and find a grand, wood-burning fireplace, with lush views of the backyard from both bay windows. The dining room offers a sophisticated light-filled space from a front-facing bay window and provides ample table room for large gatherings. Next to the dining room is the charming office space, with built-in bookshelves and wood floors, plus a walkout to yard. There is a potential in-law suite beside the office with a door separating the suite which includes the 4th bedroom and a 4-pc bathroom (was originally planned as an in-law suite). The eat-in kitchen provides plenty of cupboard space and a cozy sunroom added - a tranquil reading nook looking out to the gardens. The spacious, charming primary bedroom provides a 4-pc ensuite bathroom, walk-in closet, and an adorable alcove/sitting room looking out to the front courtyard. Down the hall, a sunny, quaint walk-through to the back wing looks out to the private, west-facing terrace overlooking the 40', fenced-in, salt-water pool. This wing includes 2nd and 3rd bedrooms plus a 5-pc bathroom. There are multiple entries to the this home plus a detached 2-car garage and ample parking on the interlock driveway. Oakville Trafalgar High School district walk to downtown. Ideal for a new build or renovations! (id:5764)

230 MORRISON Road, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$2,475,000
4 Beds 4 Baths 40846367 MLS® #
Tucked into one of Oakville’s sought-after neighbourhoods, 392 Aspen Forest Drive is a home professionally and thoughtfully reimagined through a complete renovation where every detail reflects craftsmanship, comfort, and modern family living. Taken “back to the studs” and meticulously renovated between 2021–2022, this three plus one bedroom, four-bathroom residence offers 3,177 total square feet, blending timeless design with contemporary function across all three levels. From the moment you step inside, warm tones and custom millwork in the library with a coffered ceiling set the stage, offering a refined space separate from the main living area. The open concept main floor invites connection, from quiet mornings in the sunlit kitchen to evenings gathered around the island. At the heart of the home, a beautifully designed kitchen by Millbrook Cabinetry offers both elegance and practicality, featuring quartz surfaces, integrated storage, and premium appliances. The living room, with its gas fireplace finished in travertine tile and media wall, creates a perfect space to unwind, while the dining area opens seamlessly to the outdoors. Upstairs, three well-appointed bedrooms provide comfort and privacy, including a serene primary retreat with a spa-inspired ensuite. The fully finished lower level extends the living space with a cozy rec room and office with electric fireplace, a stylish 3 piece bath, and a versatile fourth bedroom ideal for guests or a growing family. Outside, a private southwest facing backyard offers a peaceful setting with mature trees, curated gardens, and stonework, perfect for relaxing or entertaining. Close to top ranked schools, parks, trails, transit, and downtown Oakville, this is more than a home it’s a lifestyle ready to be lived and loved. (id:5764)

392 ASPEN FOREST Drive, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$999,999
4 Beds 2 Baths 40845571 MLS® #
Welcome to 135 Deane Ave, where modern comfort meets the charm of Kerr Village. Just a short stroll from local cafes, boutique shops, and the shores of Lake Ontario, this beautifully renovated bungalow invites you to slow down and feel at home. Step into the sun-filled four-season sunroom, wrapped in windows and natural light - the perfect spot for morning coffee as the neighbourhood comes to life. From there, the home opens into a warm and welcoming living and dining space, anchored by an exposed brick fireplace that tells its own story of character and comfort. At the back of the home, the thoughtfully updated kitchen awaits, complete with quartz countertops, crisp white subway tile, and stainless steel appliances. Whether you're preparing a quiet weeknight dinner or hosting friends, this space flows effortlessly onto a spacious deck overlooking a private, tree-lined backyard - ideal for summer evenings under the stars. Two generous bedrooms and a sleek three-piece bath complete the main level, while a mudroom offers practical everyday convenience and access to the lower level. Downstairs, the fully finished basement expands the possibilities, featuring a large recreation room, two additional bedrooms, a full bath, and a separate entrance with laundry and kitchen rough-ins - ready to be converted into a self-contained unit for guests or extended family. With a detached garage and ample driveway parking, this home is more than a place to live - it's a place to belong. (id:5764)

135 DEANE Avenue, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$2,599,999
5 Beds 4 Baths 40845570 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 beautiful 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-panelled 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. (id:5764)

104 WHITTINGTON Place, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$4,499,000
5 Beds 5 Baths 40842845 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. (id:5764)

1098 LAKESHORE Road West, Oakville

Listing courtesy of The Agency.

$1,798,800
4 Beds 5 Baths 40845026 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. (id:5764)

2330 VALLEYRIDGE Drive, Oakville

Listing courtesy of Royal LePage Burloak Real Estate Services.

$3,295,000
5 Beds 5 Baths 40843227 MLS® #
Set on a beautifully landscaped property in a quiet pocket of SW Oakville, this exceptional custom residence offers 5,104 sq ft of thoughtfully designed living space w/4+1 beds + 4.5 baths. Ideally positioned just a short walk to internationally recognized Appleby College, YMCA, downtown Oakville + an array of local amenities, the location is as compelling as the home itself. Built with an uncompromising commitment to quality w/refined finishes +exceptional craftsmanship.A striking streetscape, framed by manicured gardens+ curated plantings, creates an unforgettable first impression, while the interior balances elevated living w/everyday comfort. Extended ceiling heights + expansive glazing fill the home with natural light. A private office provides a quiet retreat, while the chef-inspired kitchen serves as the heart of the home, complete with server + walk-in pantry.Open to the great room, it is perfectly suited to family life+entertaining alike. Double French doors extend the living space outdoors. An expansive mudroom keeps daily life organized. Curated millwork continues upstairs. The primary suite is a serene retreat w/expansive glazing, outfitted dressing room + spa-inspired ensuite. Three additional bedrooms offer generous proportions. One enjoys a private ensuite, while two share a well-appointed bath. A dedicated laundry room w/extensive storage adds everyday convenience. Designed as the ultimate entertaining retreat, the LL features a striking wine cellar, terrazzo-inspired spa bath, fifth bedroom, sophisticated lounge, wet bar and dedicated theatre area. Outside, mature beech trees + hornbeam hedging create exceptional privacy + a lush, low-maintenance setting. Rear portico w/stone-wrapped fireplace + a central stone courtyard lounge provide inviting spaces for gathering, relaxing + entertaining from day to night. Exquisitely built + impeccably maintained, this is an elevated lifestyle offering in one of Oakville's most desirable neighbourhoods. (id:5764)

487 ORCHARD Drive, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd..

$1,462,777
5 Beds 3 Baths 40841509 MLS® #
Finally! A renovated 4 bed, 2.5 bath Detached in one of Bronte Harbour's few adjacent little pockets, the quintessential 'lifestyle' location. Bringing me to the top 7 reasons to pick this home: 1. A lifestyle location means your kids grow up walking Bronte Creek trail to the beach park, spending their time in nature when they aren't playing soccer or baseball at the local Westbrook Park; regularly using your bikes instead of a car. 2. Open concept custom kitchen: elegant white cabinetry with the trendy accent island, caesarstone counters, matching tile backsplash, upgraded ceramic floor tiles, crown mouldings, pot lights, s/s appliances, and the gorgeous wall-mounted rangehood with elegant wood chimney as the centrepiece. 3. The essential 2 full bathrooms on the 2nd floor means the primary bedrooms gets its own private ensuite with heated floors and steam-shower functionality. 4. Pie shaped lot features a 88 ft back property line giving you lots of space and privacy. 5. Shannon crescent is a quiet road with only-local traffic; the quintessential family road where kids can play, and there is a sense of community. 6. The 15ft (1.5) garage means you can park a car and have storage, and features a 240v plug for charging an EV. 7. 100% move-in-ready featuring hardwood flooring, with matching stairs and banisters, wainscoting, modern paint tones, upgraded light fixtures and pot lights, crown mouldings, gorgeous stone accent wall in the family room with gas fireplace and wood mantle. High quality renovations of both full bathrooms featuring newer vanities, tile, tubs, toilets, sinks and faucets. Prof finished basement has lots of rec space, and storage. The landscaping features sprinklers, interlock, mature trees and pergola. Bonus 8th reason would be the excellent build quality of 1992 featuring copper plumbing and electrical, and the modern poured concrete foundation; roof 2024. Great peace of mind that you can just move in and enjoy! Very rare opportunity! (id:5764)

3092 SHANNON Crescent, Oakville

Listing courtesy of SUTTON GROUP QUANTUM REALTY INC.

$2,595,000
3 Beds 2 Baths 40841480 MLS® #
Tucked into the coveted Orchard Beach enclave in southeast Oakville and just steps from the lake, 32 Park Avenue is a timeless residence that blends classic charm w/thoughtful modern updates. Set beyond a magnificent magnolia tree on one of Oakville’s most desirable streets, this meticulously renovated home offers an exceptional lifestyle in a coveted lakeside setting. Enjoy morning strolls along the Esplanade, peaceful waterfront moments + views of sailboats gliding across the harbour. Inside, light-filled principal rooms unfold w/warmth and sophistication. The chef’s kitchen is beautifully appointed with commercial grade appliances, Carrara marble countertops, slate flooring + Perrin & Rowe fixtures. Designed for both everyday living + entertaining, it flows seamlessly into the dining room + inviting living room. A glass-enclosed sunroom overlooks the gardens + is warmed by a gas stove, creating a tranquil retreat that can be enjoyed year-round. Upstairs, three generous bedrooms are served by a beautifully renovated four-piece bath. The primary bedroom enjoys access to a private terrace, offering a peaceful setting for morning coffee or quiet relaxation. The finished lower level extends the living space with a welcoming recreation room, gas fireplace, bar area + custom walnut-and-glass wine display. Outside, mature magnolias, Japanese maples, rhododendrons, hemlocks + moonbeam plantings create an enchanting English garden setting. Curated landscaping lighting + frequent visits from songbirds enhance the sense of serenity. Offering a rare blend of tranquillity + convenience, this exceptional property is just a short stroll to downtown Oakville’s boutiques, cafes, restaurants, parks, harbour + waterfront trails, with GO Transit and top-ranked schools close at hand. Rarely does an opportunity arise in this prestigious lakeside pocket. Elegant, welcoming + undeniably special, this is Orchard Beach living at its finest. (id:5764)

32 PARK Avenue, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd..

$3,499,000
4 Beds 5 Baths 40839973 MLS® #
Welcome to an extraordinary custom-built contemporary residence in South East Oakville, featuring a private elevator, a spectacular oversized balcony, and over 5,600 sq. ft. of finished living space. Expertly designed by renowned architect David Small and built by Bachly Homes on a 78' x 146' lot, this remarkable home blends striking West Coast architecture with modern luxury. A dramatic two-storey foyer with soaring ceilings, expansive windows, and an open-riser wood staircase makes an unforgettable first impression. The main level is designed for everyday living and entertaining, featuring a stunning great room with 13'+ ceilings, linear gas fireplace with reclaimed wood feature wall, and floor-to-ceiling windows. The chef-inspired kitchen showcases premium built-in appliances, custom cabinetry, quartz surfaces, and an oversized island, flowing into the dining area with a striking double-sided fireplace and full wet bar. A private office with custom built-ins and oversized laundry/mudroom with garage access complete the level. Upstairs, the luxurious primary retreat features a spa-inspired ensuite with Toto Washlet, custom walk-in closet, double-sided fireplace, and an impressive oversized private balcony overlooking the backyard. Two additional bedrooms each offer walk-in closets and ensuite access. The finished lower level is made for entertaining with a recreation room, projector and oversized screen, glass-enclosed gym, fourth bedroom, full bathroom, and large sauna. Rough-ins for future heated floors add further potential. Outside, enjoy a covered patio, hot tub, greenhouse, mature landscaping, and private backyard oasis. Additional features include Tesla EV charger, sprinkler and alarm systems, new water heater (2025), and parking for 6 vehicles including a double garage. Close to top-rated schools, parks, Downtown Oakville, and the lake. Luxury Certified. (id:5764)

2104 DEVON Road, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$33,000,000
7 Beds 12 Baths 40839819 MLS® #
2054 Lakeshore Rd. East is one of Oakville's finest lakefront estates.Situated on 1.6 acres & 164.22 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.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 theatre, 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 provides additional flexibility.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&Her double car garages to accommodate 4 vehicles w/additional parking for 15 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 where every detail has been carefully curated to create an environment of uncompromising luxury & comfort. LUXURY CERTIFIED. (id:5764)

2054 LAKESHORE Road East, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$2,799,000
4 Beds 3 Baths 40837779 MLS® #
Welcome to 150 Cairncroft, a rare opportunity to own a distinctive property in one of Oakville's most coveted neighbourhoods. Nestled on a stunning 0.4 acre (17,416 sq ft) corner lot, this charming 3,052 sq ft residence is enveloped by mature trees and lush landscaping, offering the perfect blend of privacy and prestige. Set just steps from the lake and picturesque Gairloch Gardens, the location is unparalleled for those seeking an upscale lifestyle surrounded by nature, yet within easy reach of top-rated schools, downtown Oakville, major commuter routes & transit. Whether you're looking to move right in, renovate, or build your custom dream home (RL1-0 zoning), this property delivers exceptional potential. The existing home is rich in character and warmth with its Mediterranean-inspired façade and design, offering 4 bedrooms + den, and 2.5 bathrooms. The living room showcases exposed structural beams set amongst 1 of this home's 4 cozy fireplaces, lending a rustic allure and architectural interest. While the soaring two-storey foyer also offers captivating views of the inviting yet secluded courtyard-style patio - ideal for entertaining or relaxing under the canopy of greenery. Properties of this caliber and location are exceedingly rare. Don't miss your chance to secure a premium foothold in a neighbourhood known for luxury homes, timeless appeal, and rare public lakefront access only steps away! (id:5764)

150 CAIRNCROFT Road, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$7,470,000
5 Beds 7 Baths 40839389 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. (id:5764)

129 WOLFDALE Avenue, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$1,649,000
5 Beds 4 Baths 40838179 MLS® #
Freshly renovated executive home in prestigious Wedgewood Creek! This spacious 5-bedroom, 4-bathroom residence offers approximately 2825 sq. ft. of beautifully designed living space featuring new flooring throughout the main and upper levels, formal living and dining rooms, a dedicated home office, and a welcoming family room with a gas fireplace. The updated kitchen boasts quartz countertops, stainless steel appliances, a centre island, and a walkout to a private backyard. Upstairs, enjoy a luxurious primary retreat with a 5-piece ensuite, plus a versatile fifth bedroom with its own ensuite—ideal for guests or multigenerational living. A full, unfinished basement offers incredible future potential. Furnace (2020), NEW AC ( 2026), and water heater (2023) are new, no rentals. Washer/dryer 2025. Double garage and 4-car driveway. Located near top-rated schools, parks, trails, shopping, community centres, and major highways. An exceptional opportunity in one of Oakville’s most desirable family communities. (id:5764)

2425 NICHOLS Drive, Oakville

Listing courtesy of Right at Home Realty.

$2,100,000
5 Beds 4 Baths 40836934 MLS® #
Welcome to 2205 Shaftesbury Court, nestled in Oakville’s beloved Joshua Creek community. This stunning 4+1 bedroom home features a thoughtfully designed main floor with a formal living and dining room, eat-in kitchen, and family room, perfect for everyday family living and entertaining. The walkout basement complete with in-law suite offers incredible flexibility for multigenerational families, a teenager retreat, or rental income potential. Sitting at the end of a quiet court, enjoy an extended driveway with ample parking for family and guests. Steps to top-rated Halton district schools, a park, and all the charm that makes Joshua Creek one of Oakville’s most sought-after communities. A home that adapts to every stage of family life, this one is truly special. (id:5764)

2205 SHAFTESBURY Court, Oakville

Listing courtesy of Real Broker Ontario Ltd..

$5,998,000
6 Beds 8 Baths 40834825 MLS® #
Tucked behind stately gates and mature trees for exceptional privacy and security, this custom residence sits on just under half an acre and offers a timeless blend of elegant architecture and resort-inspired outdoor living in prime Southeast Oakville. Designed for both entertaining and everyday living with soaring ceilings, oversized windows and refined finishes which create a bright, sophisticated interior. At the heart of the home is a beautifully appointed chef’s kitchen with a large centre island, premium appliances, servery and a sun-filled breakfast area overlooking the backyard. Just beyond, the dramatic family room with ceiling height and a wood-burning fireplace creates a warm yet impressive gathering space. A true highlight of the home is the main floor primary suite - a rare and highly sought-after feature. Privately positioned and beautifully scaled, this serene retreat offers a spacious walk-in closet and spa-inspired ensuite, creating an ideal layout for long-term living. Thoughtfully designed mudroom/laundry with separate exterior access, garage entry and private access to the second-floor nanny suite complete the main level. The second level provides exceptional family accommodation with generously sized bedrooms, beautifully appointed bathrooms and a flexible in-law/nanny suite. The expansive lower level features a media room, recreation/games areas, wet bar, wine cellar, gym, additional bedroom and ample storage. Outdoors, the property transforms into a private backyard retreat, complete with mature landscaping, a spectacular in-ground pool, multiple seating and entertaining areas, and a charming, covered cabana/lounge designed for unforgettable summer entertaining. Located moments to the lake, top public and private schools, parks, shopping and commuter routes, this is a rare opportunity to own a gated estate in one of Oakville’s most prestigious neighbourhoods. (id:5764)

2096 LAKESHORE Road East, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd..

$5,988,000
4 Beds 3 Baths 40833953 MLS® #
A rare offering in prestigious Southeast Oakville, 7 Colonial Crescent presents an exceptional bungaloft estate on a remarkable 0.64-acre (27,469 square feet) property south of Lakeshore Road. Encompassing over 4,300 sq ft above grade, plus a partially finished lower level, this 5-bedroom, 2.5-bath residence was masterfully redesigned by Gren Weis in 2001. This home offers endless potential- move in and enjoy or renovate / build. The main level—spanning over 3,000 sq ft—showcases grand principal rooms, hardwood flooring, 3 fireplaces, and an abundance of natural light. A beautifully appointed eat-in kitchen features a generous island, premium stainless steel appliances, and seamless access to a private, pool-sized backyard. The main floor also includes a living room, dining room, family room, laundry room and sunroom! The primary bedroom includes a 5-piece ensuite and walk-in closet. The 2nd level of the home includes 3 large bedrooms and a 4-piece bathroom. The lower level adds versatility with a large rec room, gas fireplace, workshop, garage access and ample storage. The exterior of the home features a double wide driveway with parking for 12 vehicles, a 2-car garage and professional landscaping with an irrigation system. The backyard offers full privacy, beautiful mature trees, a large deck and stone patio. Located steps away from Lake Ontario and Gairloch Gardens- close proximity to top schools and all that downtown Oakville has to offer! (id:5764)

7 COLONIAL Crescent, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$1,299,999
4 Beds 4 Baths 40831096 MLS® #
Stunning Greenpark built 4-Bedroom, 4-Bathroom Executive Semi-Detached Home in highly desirable West Oak Trails! This beautiful family home offers rare privacy, siding directly onto lush green space for a peaceful, tranquil setting. Inside, the home boasts exceptional craftsmanship with exquisite custom cabinetry throughout, maximizing both style and storage across a bright, spacious layout. Hardwood flooring thru out main and upper levels. Crown moldings, built-in bench seating in the dining area with tons of storage. The custom cabinetry continues from the kitchen into the main floor laundry. The living space expands into a fully finished basement, featuring a premium custom Murphy bed wall system and is perfect for a flexible home office, recreation room, or guest suite. With four generously sized upper bedrooms and four beautifully appointed bathrooms, there is ample space for a growing family. Ideally located close to all amenities, the new Oakville Hospital, top-tier schools, and fantastic recreation including the Glen Abbey Community Centre, trails, and parks. A turnkey gem combining premium lot privacy with high-end functional design (id:5764)

1347 BROOKSTAR Drive, Oakville

Listing courtesy of eXp Realty.

$2,374,000
4 Beds 2 Baths 40831242 MLS® #
Bright, well maintained raised bungalow with a stunning backyard oasis available in the well sought out area of the West River neighbourhood. The eat-in sunroom kitchen is infused with natural light, with wraparound windows with views of the private backyard, a long peninsula quartz counter, pantry space, gas stove, reverse osmosis water system under kitchen sink, and patio doors out to decks, patios and an inground pool with spillover hot tub. Combination living room and dining room with built in bookcases is perfect for entertaining family and friends. Large primary bedroom with two other good size bedrooms with the 3rd bedroom currently being used as an office. 4 pc bathroom completes this floor. The finished basement features a den with gas fireplace, large sunlit bedroom, 3 pc bathroom, large rec room currently used as an office and laundry room with counter space and extra cupboards. The backyard gives you lots of options for entertaining or just hanging out. Decks, gazebo, raised reading nook, shed with thoughtfully landscaped mature gardens and trees offer a space to unwind, breath and relax. Walking distance to downtown Oakville, Vibrant Kerr Village, Oakville GO, Forster and Westwood Park and playground with splashpad, Public and school bus routes. (id:5764)

316 RIVER SIDE Drive, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$3,299,000
3 Beds 4 Baths 40830519 MLS® #
This bespoke architecturally designed single-storey residence, created in the Contemporary Shed Style, combines refined architecture with exceptional functionality and craftsmanship. Designed for sophisticated entertaining and comfortable family living, the home features dramatic interior rooms, clean lines, and seamless indoor-outdoor connections. Principal living spaces and bedrooms are positioned to maximize privacy and natural light through expansive floor-to-ceiling windows overlooking landscaped gardens. A generous foyer introduces over 3,100 sq. ft. of refined single-level living. At the heart of the home, a striking four-sided wood-burning fireplace connects the formal living and dining areas. The gourmet kitchen is equipped with premium appliances, sky-lighting, custom cabinetry, walk-in pantry storage, and built-in serving functions, while oversized glass doors open directly to the gardens and outdoor entertaining spaces. The adjoining family room is filled with natural light from extensive glazing and skylights, complemented by wide plank white oak flooring, custom millwork, and cathedral tongue-and-groove willow ceilings. The private primary suite includes a spa-inspired ensuite, walk-in closet, and direct garden access. Two additional bedrooms feature oversized windows and double closets. The lower level offers excellent versatility with a recreation room, oversized laundry and craft area, workshop, cedar storage room, and wine storage. Completing the property are a cedar shake roof, cobblestone driveway, double carport, and oversized double garage with parking capacity for up to seven vehicles, delivering a rare blend of luxury, comfort, and practicality. (id:5764)

1168 CAREY Road, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$2,799,000
5 Beds 6 Baths 40828660 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. (id:5764)

390 SEATON Drive, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$1,599,000
2 Beds 2 Baths 40819726 MLS® #
Build your dream home! Nestled on a premium 60 x 136 ft lot in South-east Oakville's prestigious Morrison neighbourhood, this charming 2 bedroom all brick bungalow (formerly 3 bedroom) is a property that rarely comes to market. Zoned RL2-0, the generous frontage and depth offer an outstanding build envelope - ideal for a custom home or a significant addition and renovation. Thoughtfully maintained throughout, the home offers a warm and functional layout with 2 bedrooms, 2 bathrooms, and a beautifully finished basement complete with a custom fireplace, bar, and games area, along with a dedicated office space. Step outside to the covered back deck where an outdoor fireplace sets the tone for relaxed evenings surrounded by nature - the kind of setting that makes it easy to forget you're minutes from everything. The landscaping and mature trees have been carefully tended over many years, with a lush treed rear boundary that adds real privacy and seclusion to the property. Situated on a quiet, tree-lined street surrounded by impressive custom builds, the location offers the very best of South-east Oakville living. Top-ranked schools including St. Mildred's Lightbourn and Linbrook are within walking distance, while the Oakville GO Station, the waterfront, downtown Oakville's shops and restaurants, and convenient highway access are all just minutes away. Whether your vision is a brand new custom home or a thoughtful renovation and addition, this is the property that makes it possible - on one of South-east Oakville's most sought-after streets. (id:5764)

1051 MELVIN Avenue, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$2,449,000
4 Beds 4 Baths 40817114 MLS® #
MOVE BEYOND THE STANDARD in Oakville’s prestigious Joshua Creek. This refined 4,200+ SF residential asset is a masterclass in architectural volume and intentional flow. Engineered for grand-scale entertaining, the residence opens to a soaring double-height foyer and a curved staircase, leading into a light-filled living space anchored by a sophisticated two-sided gas fireplace. The formal dining room features custom coffered ceilings, while the chef-inspired kitchen and breakfast room offer a seamless transition to the private porch and rear grounds. STRATEGIC LAYOUT & DESIGN A secondary staircase provides direct lower-level access, complemented by a dedicated mudroom/laundry and abundant storage solutions. The upper gallery leads to a primary suite designed as a private sanctuary, featuring a spa-caliber ensuite and dual walk-in closets. Three additional oversized bedrooms offer unparalleled versatility, including a semi-ensuite and a private ensuite with a custom window bench. PREMIER LOCATION & ACCESS Positioned within the catchment of Ontario’s top-tier institutions—Joshua Creek Elementary and Iroquois Ridge SS—this property offers proximity to elite golf clubs, tranquil trail systems, and rapid transit/highway corridors (403/QEW/407). Experience the intersection of luxury and logic. Move Beyond the Search. (id:5764)

2238 LYNDHURST Drive, Oakville

Listing courtesy of ROYAL LEPAGE SIGNATURE REALTY.

$3,150,000
4 Beds 3 Baths 40814894 MLS® #
Spectacular opportunity in Southeast Oakville’s prestigious Morrison Road district. Premium 0.346-acre lot (102 x 148 ft) with desirable south exposure—ideal to move in, renovate, or build a custom home among multi-million dollar estates. Well-maintained 2-storey home offering approx. 2,549 sq ft with 4 bedrooms, 3 bathrooms, and a double car garage. Updated throughout and suitable for immediate occupancy with future potential. Renovated kitchen features quartz countertops, subway tile backsplash, updated fixtures (2024), LG fridge (2024), and Samsung induction stove (2022), Heated Floors (Hot Water) in main floor family room and finished basement. Bright family room addition includes, skylight, and premium windows and doors. Muskoka room provides a peaceful space overlooking the mature lot. Hardwood flooring and Napoleon fireplace (2024) in principal rooms. Finished basement includes fireplace, pot lights, and large above-grade windows. Major updates: roof (2010–11), windows (2010–11), electrical panel (2010–11), furnace (2022), boiler (2022). Exterior features include Muskoka room, additional west facing side deck, Hardie board siding, composite deck (2022), irrigation system, landscaping, and exterior pot lights. Steps to Gairloch Gardens and Lake Ontario. Close to top-ranked schools and minutes to Downtown Oakville, highways, and GO. RL1-0 zoning permits approx. 30% lot coverage (~4,520 sq ft) and 29% residential floor area (~4,370 sq ft). (id:5764)

1268 HILLHURST Road, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$7,900,000
6 Beds 8 Baths 40813985 MLS® #
Located on the prestigious private lane of Lambert Common this masterful 8300 square foot plus home includes a seamless 2024 addition from the original 7 year old build. This custom residential design stuns with grand proportions and meticulous detail. All three levels feature 10-foot ceilings defining the home by its impressive rooms and an atmosphere of space and luxury. The entrance is both welcoming and breathtaking with it's incredible moldings and crystal chandelier casting diamond glints across the foyer flanked by the living and dining rooms. Stepping through to the back of the house, you will be dazzled by the panoramic views of wall to wall glass overlooking the two heated patios. The culinary wing is divided into two distinct zones for the ultimate hosting experience: The Showcase Kitchen: A visual centerpiece featuring a dramatic backlit stone wall that serves as a piece of living art. A 14-foot island, elegantly underlit to create a feeling of light providing sophisticated seating for six to enjoy the stunning kitchen. The Prep Kitchen: Positioned discreetly at the back of the main floor, this secondary kitchen allows for preparation to remain out of sight, ensuring the primary living space remains pristine. The home boasts five bedrooms with walk-in closets and ensuites. The Primary Suite is a dedicated sanctuary with his & hers walk-in closets, fireplace, and private bath, all oriented specifically to provide a serene, view of the lake, allowing the water to serve as a constant, tranquil backdrop. The upper level laundry room is spectacular an appliance package that includes a steam closet. The Entertainment & Wellness Lower Level Maintaining the same 10-foot ceiling height as the upper floors, the lower level is a destination unto itself. This level is fully equipped for a high-performance lifestyle, featuring and private glass enclosed gym, theatre room, open recreation room, secondary laundry suite and sixth bedroom with private office. (id:5764)

15 LAMBERT Common, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$3,790,000
4 Beds 4 Baths 40802920 MLS® #
Nestled in an immensely desired mature pocket of Old Oakville, this exclusive development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. A selection of distinct detached single family models, each magnificently crafted with varying elevations, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and principal gathering spaces. A true exhibit of flawless design and impeccable taste. Impressive detached w/47-foot frontage, 2836 sqft of finished space w/an additional 1,000+ sqft(approx) in the lower level left untouched. Curated:4 beds + 3.5 baths. Utility wing from garage, chef's kitchen w/w/in pantry, expansive breakfast+great room. Quality finishes are evident; with 11' ceilings on the main, 9' on the upper & lower levels and large glazing throughout, including 12-foot glass sliders to the rear terrace from great room. Quality millwork w/solid poplar interior doors/trim, plaster crown moulding, oak flooring & porcelain tiling. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Downsview kitchen w/walk-in pantry, top appliances, dedicated breakfast + expansive glazing. Primary retreat impresses w/2 walk-ins + hotel-worthy bath. Bedroom 2 & 3 share ensuite & 4th bedroom enjoys a lavish ensuite. Convenient upper level laundry. No detail or comfort will be overlooked, w/high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Refined interior with clever layout and expansive rear yard offering a sophisticated escape for relaxation or entertainment. (id:5764)

338 MACDONALD Road, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd..

$4,290,000
4 Beds 4 Baths 40803093 MLS® #
Nestled in an immensely desired mature pocket of Old Oakville, this exclusive development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. The Douglas Collection is an extension of the inaugural development with an exclusive collection of seven homes located on Douglas Avenue. Distinct detached single family models, each magnificently crafted with varying elevations, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and principal gathering spaces. A true exhibit of flawless design and impeccable taste. The Chatsworth; detached home with 48-foot frontage, between 3,188-3,204sf finished space w/an additional 1,000+sf (approx)in the lower level & 4beds & 3.5 baths. Utility wing from garage, chef’s kitchen w/w/in pantry+ generous breakfast, expansive great room overlooking LL walk-up. Quality finishes are evident; with 11' ceilings on the main, 9' on the upper & lower levels and large glazing throughout, including 12-foot glass sliders to the rear terrace from great room. Quality millwork w/solid poplar interior doors/trim, plaster crown moulding, oak flooring & porcelain tiling. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Downsview kitchen w/walk-in pantry, top appliances, dedicated breakfast + expansive glazing. Primary retreat impresses w/2 walk-ins + hotel-worthy bath. Bedroom 2 & 3 share ensuite & 4th bedroom enjoys a lavish ensuite. Convenient upper level laundry. No detail or comfort will be overlooked, w/high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Refined interior with clever layout and expansive rear yard offering a sophisticated escape for relaxation or entertainment. (id:5764)

101 DOUGLAS Avenue, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd..