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$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..

$619,900
2 Beds ⋅ 2 Baths ⋅ 40844165 MLS® #
Welcome to this stunning stacked townhouse, offering the ideal blend of condo convenience with the comfort of townhouse living, located at 2480 Post Rd Unit 14 in the heart of Oakville. Boasting nearly 1,000 sq. ft. of thoughtfully designed space, this home features two spacious bedrooms and two bathrooms, including a convenient main-level powder room perfect for guests. The bright, open-concept main floor invites you in with laminate floors, a cozy living area, and a modern chef's kitchen with stainless steel appliances, granite countertops, and ample cabinetry. Upstairs, you'll find a serene master bedroom and a second bedroom ideal as a nursery or home office. Positioned near Oakville's top schools and premier shopping at Dundas and Trafalgar, this home is steps away from Canadian Superstore, Walmart, and public transit. Complete with a private balcony for morning coffee or evening relaxation, as well as underground parking and your own locker, this townhouse offers the perfect hassle-free lifestyle. Move-in ready and ideal for first-time homebuyers or investors - don't miss this Oakville gem! (id:5764)

2480 POST Road Unit 14, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$1,199,100
3 Beds ⋅ 3 Baths ⋅ 40843528 MLS® #
Welcome to this executive built end unit townhome in the heart of Oakville's highly sought after West Oak Trails community. A rare opportunity in today's market, this exceptional home offers the perfect blend of luxury, space, and functionality, featuring an end unit design, a double car garage, and a fully above grade walk out basement, a combination seldom found. Step inside to an elegant foyer finished with premium porcelain tile flooring, leading to a stunning solid oak staircase and an impressive layout with separate living and family rooms designed for both comfortable everyday living and entertaining. The heart of the home is the brand new chef inspired kitchen showcasing extended full height custom cabinetry that reaches the ceiling, modern white cabinetry, luxurious quartz countertops, a full height quartz backsplash, and matching porcelain tile flooring, creating a timeless, elegant, and highly functional space with exceptional storage. As a premium end unit, this home is filled with natural light through an abundance of oversized bay and picture windows, creating a bright, open, and inviting atmosphere throughout. Step outside to enjoy the fully fenced private backyard featuring an impressive 8 foot privacy fence, making it the perfect setting for family gatherings, outdoor entertaining, or simply relaxing in your own private oasis. Ideally located, this home is surrounded by top rated schools, beautiful parks, scenic trails, shopping centers, banks, restaurants, public transit, major highways, and every convenience imaginable, offering an exceptional lifestyle for families and commuters alike. This is more than just a home, it is a lifestyle. A rare executive end unit townhome that truly makes a statement and is ready to welcome its next proud owner. (id:5764)

2435 COHO Way, Oakville

Listing courtesy of RE/MAX REAL ESTATE CENTRE 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..

$1,875,000
3 Beds ⋅ 3 Baths ⋅ 40841479 MLS® #
Nestled within The Berkshire Residences, this exceptional an impeccably designed two bedroom + den residence offering seamless luxury living and refined comfort. Offering 1,753 sq. ft. of beautifully designed interior space plus a 181 sq. ft. private balcony, this residence combines sophisticated elegance with modern comfort. Thoughtfully curated with premium upgrades completed in 2025 prior to occupancy, every detail has been elevated to create a truly turnkey lifestyle. The suite features soaring 10-foot ceilings, upgraded designer lighting throughout, and extensive custom built-ins that seamlessly blend style and functionality. Every bedroom closet has been enhanced with custom closet organizers, while the second bedroom showcases a full wall of bespoke cabinetry complete with an integrated Murphy bed, offering both versatility and refined design. The den has also been fully customized with stunning built-ins, creating the perfect executive workspace or stylish retreat. The contemporary chef-inspired kitchen is complemented by an upgraded full-size dishwasher and premium finishes, while two spa like bathrooms feature upgraded vanities and high-end tile selections that exude timeless sophistication. Adding to the convenience are two tandem parking spaces equipped with EV Stage 2 charging and a private locker for additional storage. Designed for discerning buyers seeking elegance, comfort, and convenience, this remarkable residence offers an unparalleled opportunity to experience upscale living at The Berkshire Residences in one of Oakville's most desirable communities. (id:5764)

123 MAURICE Drive Unit 303, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$1,299,900
4 Beds ⋅ 4 Baths ⋅ 40841561 MLS® #
Welcome to Windemere Manor at 205 Lakeshore Rd W. Oakville. This Art Deco inspire boutique residence has only 33 suites and is located in one of Oakville's most sought after neighborhoods. Suite 409 offers over 2200 sq/ft of luxury living space. This corner unit, with floor to ceiling windows, allows for sun filled rooms through out the space. Thoughtfully designed, the open concept floor plan is ideal for entertaining. Easy flow from formal living room to dining room to chefs kitchen. Living room features fireplace, built-in cabinets, crown molding and coffered ceilings. Stunning kitchen with custom white cabinetry, tiled backsplash and over sized island with waterfall edge solid surface counter top. Pamper yourself in the sprawling primary bedroom with walk in closet, ensuite and private balcony. The quality finishes and attention to detail extend through out the suite. Stylish bathrooms feature custom cabinetry, and glass showers. Flexible floor plan allows for 4 bedroom use or 3 bedroom + den/home office. Amenities include fitness center, party room, library, boardroom, sauna, and roof top patio with impressive views. Short walk to Lake Ontario, trails, parks, shopping and downtown Oakville. Two underground parking spots, two lockers. (id:5764)

205 LAKESHORE Road West Unit 409, Oakville

Listing courtesy of Pottruff & Oliver Realty Inc..

$1,219,000
3 Beds ⋅ 3 Baths ⋅ 40841253 MLS® #
Luxurious, modern, and impeccably upgraded, this freehold townhome is nestled in the highly sought-after lakeside community of Lakeshore Woods. Thoughtfully designed for modern living, this home features a bright, open-concept layout with soaring 10-foot ceilings, oversized windows, and premium finishes throughout. The gourmet kitchen is beautifully appointed with quartz countertops, upgraded cabinetry, high-end appliances, a dual gas/electric range, and ample workspace. A custom stone feature wall, designer window coverings, and refined details create a warm, inviting atmosphere throughout the main living space. The spacious primary suite offers a luxurious 5-piece ensuite complete with a freestanding soaker tub, glass shower, and upgraded tile feature wall. Convenient second-floor laundry adds everyday practicality. The versatile walk-out lower level offers the perfect space for a family room, home office, fitness area, or media room, and features a new custom dry bar complete with cabinetry, quartz countertops, and a bar fridge—ideal for entertaining. Outside, enjoy a professionally finished backyard with Techo-Bloc patio stones, creating a private outdoor retreat. An extended driveway provides parking for up to three vehicles. Ideally located just steps from the lake, scenic trails, parks, and the shops and restaurants of Bronte Village, with quick access to major highways and GO Transit. A rare opportunity to own a move-in-ready home in one of Oakville's most desirable neighbourhoods. (id:5764)

467 NAUTICAL Boulevard, Oakville

Listing courtesy of Royal LePage Burloak Real Estate Services.

$429,000
2 Beds ⋅ 1 Baths ⋅ 40841373 MLS® #
Life is easier when everything you need is close by. Nestled in the heart of Glen Abbey, one of Oakville's most desirable and established communities, this bright and welcoming ground-floor 1+1 bedroom condo offers comfortable, low-maintenance living with the convenience today's buyers are looking for. Whether you're a first-time buyer, busy professional, downsizer, or investor, the thoughtful layout provides the perfect balance of functionality and comfort. The versatile den offers endless possibilities as a home office, guest room, reading nook, or additional living space to suit your lifestyle.Recent updates completed in 2025, including new vinyl flooring, fresh paint, kitchen improvements, and brand-new appliances, create a fresh and inviting atmosphere that's ready to enjoy from day one. The ground-floor location provides easy access with no stairs or elevators to navigate, while one parking space and two storage lockers offer exceptional convenience and valuable extra storage rarely found in comparable units.Surrounded by parks, walking trails, and everyday amenities, you'll enjoy being just minutes from Oakville Trafalgar Memorial Hospital, the Glen Abbey Community Centre, shopping, grocery stores, restaurants, public transit, and major highways, making commuting and daily errands effortless. Combining comfort, practicality, and an unbeatable location, this is a wonderful opportunity to enjoy carefree condo living in one of Oakville's most sought-after neighbourhoods. Simply move in and enjoy all that Glen Abbey has to offer. (id:5764)

1490 BISHOPS Gate Unit 106, Oakville

Listing courtesy of eXp Realty.

$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..

$499,900
2 Beds ⋅ 1 Baths ⋅ 40840084 MLS® #
Welcome to Distrikt Trailside, one of North Oakville's most desirable new communities, where contemporary luxury meets everyday convenience. This bright and beautifully appointed 1-bed plus Den, 1-bath residence offers sophisticated condo living with panoramic views, floor-to-ceiling windows and an abundance of natural light throughout. Designed with both style and functionality in mind, the open-concept living and dining area features elevated finishes, high ceilings, wide-plank flooring and seamless flow for comfortable living and effortless entertaining. The modern kitchen showcases quartz countertops, tile backsplash, built-in appliances, custom panelled refrigerator and a beautiful island. Bedroom has a spacious layout and plenty of closet space. The large den can easily accommodate an office area plus second bed. In-suite laundry adds everyday convenience. Step outside to your private terrace, offering outdoor living space—perfect for morning coffee, and relaxing summer nights. Smart-home technology enhances the living experience with keyless building access, in-suite keypad entry, integrated climate control, and mobile app functionality. One underground parking space and one storage locker included. Residents enjoy an exceptional collection of amenities -- a 24-hour concierge, state-of-the-art fitness centre, stylish lounge and games room, multipurpose entertaining spaces with kitchen facilities, rooftop terrace with BBQs, pet wash station, visitor parking, secure parcel management, and onsite property management. Ideally situated in sought-after North Oakville, you'll enjoy convenient access to scenic trails, parks, ravines, top-rated schools, shopping, restaurants, Sixteen Mile Sports Complex, library, golf courses, transit, Oakville GO Station, major highways, Downtown Oakville, and the beautiful Lake Ontario waterfront. Experience the perfect blend of urban convenience, natural beauty, and modern luxury in this exceptional turnkey residence. (id:5764)

395 DUNDAS Street West Unit 221, Oakville

Listing courtesy of RE/MAX Real Estate Centre 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..

$514,900
2 Beds ⋅ 2 Baths ⋅ 40837427 MLS® #
Welcome to Distrikt Trailside in sought-after Oakville. Condo Living Redefined! Discover boutique condo living at its finest in this recently completed building, offering modern finishes, outstanding amenities, and stunning curb appeal. Perfectly positioned with an unobstructed view, this residence combines contemporary design with everyday convenience. Step into the grand lobby, complete with 24-hour concierge service, onsite management, and secure parcel storage. Residents enjoy a host of lifestyle amenities including a furnished rooftop terrace with BBQs, fireside lounge, private dining with chef's kitchen, games room, yoga & pilates studios, pet spa washing station, and a state-of-the-art fitness centre. This beautifully upgraded 1 Bedroom + Den, 2 Bathrooms suite is flooded with natural light and showcases 9' ceilings, floor-to-ceiling windows, and wide-plank flooring for a bright, airy feel. The sleek modern kitchen features quartz countertops, stainless steel appliances, and stylish cabinetry, flowing seamlessly into the open living/dining space with a walk-out to a private balcony. The spacious bedroom offers Ensuite bathroom privilege and a large window making it bright. Additional highlights include: In-suite laundry with full-size washer & dryer, Secure underground parking with designated spot, Smart home integration & energy-efficient building systems, Den ideal as a home office, guest room, or flex space. Enjoy walking distance to shopping, restaurants, Sixteen Mile Sports Complex, and scenic trails. Minutes to Glen Abbey Golf Club, Oakville GO Station, top schools, and major highways (403/407/QEW). Grocery, cafes, banks, and daily conveniences are right at your doorstep. This sought-after North Oakville community offers the perfect blend of urban convenience and natural beauty. Whether entertaining on the rooftop, enjoying nearby parks, or commuting with ease, this condo delivers turnkey, contemporary living at its best (id:5764)

405 DUNDAS Street West Unit 316, Oakville

Listing courtesy of RE/MAX Real Estate Centre Inc..

$1,399,900
4 Beds ⋅ 4 Baths ⋅ 40835575 MLS® #
Welcome to 523 Terrace Way, an executive end unit townhome by Rosehaven Homes showcasing high end finishes, extensive upgrades & stylish design throughout. With 2,336 sq ft plus a finished basement, this spacious 4 bedroom, 3+1 bathroom home delivers the perfect blend of luxury, functionality & family living in a welcoming Oakville neighbourhood close to top rated schools, the Sixteen Mile Sports Complex, scenic trails, parks & convenient 407 access. The bright main floor features hardwood floors, 9 ft ceilings, custom zebra blinds, upgraded light fixtures & a stunning living room highlighted by a custom built wall unit & gas fireplace. The beautifully redesigned kitchen is a standout feature with ceiling height cabinetry, stainless steel appliances, an oversized island & a spacious eat-in area ideal for everyday living & entertaining. Main floor laundry with granite counters & inside garage access add convenience to busy family life. Upstairs, the generous primary suite provides a peaceful retreat with a walk-in closet & luxurious 5 piece ensuite featuring double sinks with granite countertops, soaker tub & separate glass shower. Three additional bedrooms provide exceptional flexibility, including one bedroom with a cathedral ceiling, oversized window & bonus sitting or study area, while another bedroom is enhanced by a custom upgraded bay window that fills the space with natural light. A beautifully finished 4 piece bathroom with granite countertops completes the upper level. The finished basement extends the living space with a large recreation room, renovated 3 piece bathroom with granite countertops & versatile den perfect for a home office, guest room, gym or hobby space. Outside, enjoy a private interlock patio & custom built garden shed, creating an inviting outdoor space for relaxing, entertaining & making lasting family memories. A rare opportunity to enjoy turnkey living with exceptional upgrades, generous living space & an outstanding Oakville location. (id:5764)

523 TERRACE Way, Oakville

Listing courtesy of Royal LePage Burloak Real Estate Services.

$1,249,000
2 Beds ⋅ 4 Baths ⋅ 40835811 MLS® #
When you’re ready to right-size but refuse to compromise on location or sophistication, this is your opportunity. Welcome to your new freehold lifestyle in Oakville’s coveted lakeside community of Lakeshore Woods. This end-unit townhome is among the largest in the complex, offering over 2,000 sq. ft. of living space along with the second-largest backyard! Every detail has been considered in this sleek, well-appointed home. The open floor plan boasts soaring 10’ ceilings, wide-plank floors throughout and built-in cabinetry, including a dining room credenza. The kitchen impresses with an island with seating, extra-height cabinetry and top-tier appliances. The family room features a linear fireplace with porcelain surround, a custom bump-out for seating or a bar area and access to a small balcony. A discreetly located powder room near the entry ensures privacy, while the end-unit positioning floods the interior with natural light from additional windows. Upstairs, the large primary bedroom offers a walk-in closet plus wall-to-wall custom storage. A charming bump-out creates the ideal space for a vanity or reading nook. The bright and spacious en-suite features a double vanity. The second bedroom is generously sized and enjoys its own private en-suite with a soaker tub, perfect for guests. The versatile lower level, set at grade, can serve as a retreat, home office or a comfortable third bedroom for guests, complete with a full bath and double closet. Large sliding doors open to the fully landscaped backyard, a private oasis with a water feature, hardscaping, decking, lush plantings, gas bbq hookup and more. Sophistication meets convenience with a proper double-wide driveway and a single-car garage with inside access. A truly exceptional opportunity to enjoy refined living in one of Oakville’s most sought-after communities known for its nature filled walking trails, parks and steps to shopping and lakeside enjoyment. (id:5764)

469 NAUTICAL Boulevard, Oakville

Listing courtesy of Century 21 Miller Real Estate 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..

$499,900
1 Beds ⋅ 1 Baths ⋅ 40831592 MLS® #
Where the luxury and convenience of Bronte meet affordability - This rare offering in the symbolic StoneBoat Quay, is ready for enjoyment for those seeking the Bronte harbour front lifestyle and the best that Oakville has to offer. Soon to be completed, a complete revitalization of all common areas including hallways, doors and elevator areas. (See last few photos of proposed renderings). The home features an oversized floor plan, meticulously maintained and upgraded with fine modern finishes that brighten and add vibrancy to the space. An elegant and cozy setting for lakeside lifestyle. The heart of the home, the kitchen featuring freshly appointed granite counters and a walnut bar top, flows into the home creating a seamless and open living experience, perfect for entertaining a few or many. The sunken balcony can be accessed from both the living room and large master suite offering a completely private and romantic outdoor space to take in the sights and sounds of exciting Bronte.The building features a private access outdoor seating area waterside, for exclusive use by residents to relax and watch boats drift in and out of the marina. Iconic 100 Bronte, StoneBoat Quay, leads directly to the marina, offering access to cherished Bronte pastimes like kayaking and waterfront exploration. This special residence is conveniently located across the street from the famous Plank Tapas eatery and other emblematic restaurants and patios, steps away from the energetic Bronte farmers market which happens weekly, direct access to the beach, moments from Bronte Go Station and major highway anchors. This home promises a truly luxurious lakeside lifestyle experience. (id:5764)

100 BRONTE Road Unit 214, Oakville

Listing courtesy of Coldwell Banker-Burnhill Realty.

$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..

$479,900
2 Beds ⋅ 1 Baths ⋅ 40828166 MLS® #
Corner Unit Renovation, Steps to the Lake. Kerr Village Living. Imagine your morning: coffee from Kerr Street Cafe, then a 5-minute walk to the Lake Ontario shoreline at Tannery Park. Your evening: dinner at Pasquale’s Trattoria or Narenj, two of dozens of independent restaurants lining Kerr Street, all within steps of your front door. This is what Kerr Village living actually feels like, and this immaculate 2-bedroom corner unit is your front-row seat. Completely reimagined in 2026. Quartz countertops meet a slab backsplash and custom cabinetry in a kitchen that doesn’t announce itself, it performs. Bosch stainless steel appliances stay the course. Wide plank engineered hardwood floors flow seamlessly through living and bedrooms. The marble-style bathroom feels like a sanctuary, not an afterthought. Light doesn’t just enter this unit; it lives here. South/east-facing windows mean natural light from sunrise to sunset. The corner layout means minimal shared walls, so your space actually breathes. The private balcony extends your living space outdoors and becomes your third room by summer. The Kerr Village advantage: Oakville GO is a short bus ride or quick drive away. Lakeside Park’s trails and beaches anchor your weekends. Independent coffee roasters, a farmers’ market, and a culinary scene spanning Italian, Persian, and beyond. It’s that rare neighbourhood where you know your cafe owner by name. Condo fees cover heat, hydro, water, party room, and secure underground parking. (id:5764)

212 KERR Street Unit 702, Oakville

Listing courtesy of RE/MAX Real Estate Centre Inc..

$539,000
2 Beds ⋅ 2 Baths ⋅ 40822579 MLS® #
Beautifully decorated and lovingly lived in, this stunning 1-bedroom + den, 2-bathroom condo offers the perfect blend of comfort, style, and convenience. From the moment you walk in, you’ll notice the thoughtful design and warm, inviting feel that truly makes this space feel like home (the kind you walk into and immediately think, “okay… I could live here”). The modern kitchen is both stylish and functional, featuring a sleek breakfast bar/centre island—perfect for casual meals, morning coffee, or entertaining friends without missing a moment of the conversation. The open-concept layout flows effortlessly into the living space and out to your private balcony, creating a bright and airy atmosphere. The spacious primary bedroom is a true retreat, complete with a beautifully appointed ensuite bathroom. The versatile den offers the ideal space for a home office, guest area, or cozy reading nook—whatever suits your lifestyle. Set in a highly desirable and convenient location, this exceptional building takes condo living to the next level with an impressive list of amenities. Enjoy a rooftop deck with pool, a stylish party room, library/games room, sauna, pet washing station, community gardens, basketball court, putting green, and so much more. It’s like having a private resort just steps from your front door—without the need to pack a bag. Perfect for anyone seeking a low-maintenance lifestyle without compromising on luxury, this condo offers everything you need right where you want it. The current tenant is paying $2100/mo and is willing to stay and pay market rent, otherwise 60 day notice is required and she is willing to vacate. The tenant loves the building, location and complex and has been an ideal tenant, always paying rent on time and keeping the unit well maintained and lovingly cared for. (id:5764)

2333 KHALSA Gate Unit 706, Oakville

Listing courtesy of Real Broker Ontario Ltd..

$1,349,000
3 Beds ⋅ 4 Baths ⋅ 40820076 MLS® #
Gorgeous executive townhouse situated on a stunning 166-foot-deep lot backing onto Fourteen Mile Creek, surrounded by lush greenery in Oakville’s sought-after Bronte Creek community. This beautifully upgraded home offers 3 bedrooms plus a second-floor office space, and 3.5 bathrooms, along with two fireplaces. The main floor features dark hardwood flooring, oak stairs with iron picket railings, 9-ft smooth ceilings, and pot lights throughout. The modern kitchen boasts granite countertops, a stylish backsplash, stainless steel appliances, a center island, and a bright eat-in area. Enjoy the open-concept living and dining space, complemented by a separate family room with a cozy gas fireplace. The luxurious primary bedroom includes a double-sided fireplace, walk-in closet, and a spa-like 5-piece ensuite with a soaker tub and glass-enclosed shower. Additional highlights include silhouette window coverings, upgraded light fixtures, and a convenient second-floor office. The partially finished basement offers two separate staircase accesses, a 4-piece bathroom, and a large, bright recreation room—perfect for a home theatre—plus ample storage space. Washer updated in 2023. Ideally located close to Oakville Hospital, major highways, kilometres of scenic trails, and a wide range of local amenities. A beautiful family home you won’t want to miss! (id:5764)

2453 VILLAGE Common, Oakville

Listing courtesy of RE/MAX Real Estate Centre Inc..