Oakville Real Estate Search

Oakville Properties for Sale

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Newest Oakville Properties for Sale

185 Robinson Street Unit 202, Oakville
$699,900
2 Beds ⋅ 2 Baths ⋅ W13612886 MLS ⋅ The Ashbury BLDG.
Live where Oakville comes to life! Downtown Oakville at your doorstep! Impeccably maintained, this beautiful 2-bedroom, 2-bathroom condo blends comfort, style, & convenience with a rare private balcony, all just steps from Oakville's renowned dining scene, boutique shopping, cafés, & picturesque waterfront trails. Offering 975 sf. of thoughtfully designed living space, this bright, carpet-free suite features a functional split-bedroom layout, two walk-in closets, upgraded light fixtures, & an open-concept design that's perfect for both everyday living & entertaining.The stylish kitchen showcases matte black tile flooring, crisp white cabinetry & countertops, & three full-size appliances, including a new dishwasher. Overlooking the spacious great room, it's designed for effortless entertaining, while large sliding glass doors flood the space with natural light & lead to your private balcony.Retreat to the spacious primary suite featuring a walk-in closet, a 4-pc ensuite w/ a glass-enclosed shower, & direct access to the balcony-the perfect spot to enjoy your morning coffee or unwind at the end of the day. The generously sized second bedroom also offers a walk-in closet, while the main 4-pc bathroom features tile flooring & a glass-enclosed shower.An in-suite laundry room w/ additional cabinetry & storage adds everyday convenience, while a new fan coil 2026 provides added peace of mind.Complete w/ one underground parking space & one locker, this home truly checks every box. This boutique-style, low-rise condominium is exceptionally well managed & features beautifully updated common areas, a party room, visitor parking, & a landscaped courtyard.Nestled in the heart of charming Downtown Oakville, you're just moments from boutique shops, bakeries, cafés, acclaimed restaurants, the Oakville Centre for the Performing Arts, & the scenic waterfront.Enjoy lakeside strolls, downtown dining, shopping & all that Downtown Oakville has to offer. Welcome to a lifestyle you'll love!

185 Robinson Street Unit 202, Oakville

1551 Warland Road, Oakville
$3,498,000
4 Beds ⋅ 5 Baths ⋅ W13611774 MLS
Welcome to 1551 Warland Rd, a stunning custom-built bungaloft in the heart of highly sought-after South Oakville. Nestled just a 5-minute walk from Coronation Park and the serene shores of Lake Ontario, this exceptional residence offers over 5,700 square feet of meticulously finished living space, blending luxury, comfort, and modern convenience. Step inside to discover an inviting main floor where primary rooms exude elegance with coffered ceilings, expansive picture windows flooding the space with natural light, and rich hardwood flooring. The gourmet kitchen is a chefs dream, featuring top-of-the-line JennAir appliances, including dual dishwashers, a gas stove with a custom hoodfan, side-by-side fridge, built-in oven, and microwave. A butlers pantry and servery seamlessly connect the kitchen to the dining room, perfect for effortless entertaining. The bathrooms elevate luxury with quartz countertops, undermount sinks, sleek glass shower enclosures, and heated flooring for year-round comfort. The primary suite, conveniently located on the main level, offers a tranquil retreat with sophisticated finishes and ample space. Downstairs, the lower level impresses with a custom wet bar and wine room, ideal for hosting guests, alongside a dedicated exercise room for your wellness needs. Every detail has been thoughtfully designed to enhance your lifestyle. Step outside to the backyard oasis, where an outdoor patio steals the show with a custom pizza oven, built-in barbecue, and a covered area featuring a cozy fireplace perfect for al fresco dining or relaxing evenings under the stars. Located in one of Oakville's most desirable neighborhoods, this bungaloft combines timeless craftsmanship with modern amenities, all just steps from parks, lakefront trails, and the vibrant South Oakville community.

1551 Warland Road, Oakville

2481 Taunton Road Unit 804, Oakville
$619,900
2 Beds ⋅ 2 Baths ⋅ W13609816 MLS
Welcome to Oak & Co. Tower 2, where luxury, style, and convenience come together in the heart of Oakville's highly sought-after Uptown Core. This beautifully maintained, freshly painted 2-bedroom, 2-bathroom suite offers a bright and spacious open-concept layout with 9-foot smooth ceilings, pot lights, wide-plank laminate flooring, and large windows that fill the home with natural light while showcasing unobstructed views.The modern kitchen is thoughtfully designed with granite countertops, a stylish backsplash, a centre island, stainless steel appliances, dishwasher, and ample cabinetry, seamlessly flowing into the living and dining area perfect for everyday living and entertaining. Step outside onto your private balcony to enjoy the open views and fresh air.The primary bedroom features a spacious closet and a private 3-piece ensuite, while the second bedroom offers excellent flexibility for family, guests, or a home office. Additional conveniences include in-suite laundry, one underground parking space, and one storage locker.Residents enjoy an exceptional collection of resort-inspired amenities, including 24-hour concierge service, a state-of-the-art fitness centre, outdoor pool, Pilates studio overlooking the landscaped garden and patio, Chef's Table, wine-tasting room, party room, theatre, zen lounge, ping-pong room, and more.Perfectly located just steps from Walmart, Real Canadian Superstore, LCBO, banks, restaurants, and an array of shopping and everyday conveniences. Families will appreciate the proximity to top-rated schools, while commuters will love being just steps from the Uptown Core Bus Terminal with direct connections to Oakville GO Station and transit throughout the GTA. Quick access to Highways 403, QEW, and 407, only minutes from Sheridan College, Oakville Place, the 5 Drive-In, and approximately 20 minutes to the University of Toronto Mississauga makes this an unbeatable location.

2481 Taunton Road Unit 804, Oakville

1404 Wren Avenue, Oakville
$2,399,000
4 Beds ⋅ 5 Baths ⋅ W13598276 MLS
Welcome To 1404 Wren Avenue, A Spectacular Custom Residence That Perfectly Blends Contemporary Luxury With Everyday Functionality. Situated On A Premium Pool-Sized Corner Lot, This Architectural Masterpiece Offers An Unparalleled Living Experience. From The Moment You Step Inside, The Meticulous Craftsmanship And Sophisticated Design Are Immediately Apparent. The Bright, Airy Main Level Boasts An Open Concept Layout With Soaring 10-Foot Ceilings And Picturesque Windows Which Flood The Home With An Abundance Of Natural Light. The Living Room Is Complete With An Oversized Fireplace Featuring Exquisite Book Matched Stone And Custom Built-In Cabinetry. A Striking Floating Glass Staircase Serves As A Functional Piece Of Art, Transitioning You Elegantly To The Upper Level. The Chef's Kitchen Features Premium Two-Tone Cabinetry, Stunning Quartz Countertops, A Generous Breakfast Bar, And Built In High-End Appliances. The Main Floor Is Complete With A Walkout To The Massive, Private Backyard Which Provides A Blank Canvas To Create Your Very Own Backyard Oasis. The Luxury Continues On The Second Floor Thanks To Four Generously Sized Bedrooms. The Primary Bedroom Boasts Expansive His And Hers Closets Alongside A Spa-Inspired 5-Piece Ensuite Designed For Ultimate Relaxation. The Bright, Finished Lower Level, Features Impressive 9-Foot Ceilings, And A Massive, Open-Concept Recreation Room/Den. Located Just Minutes From Oakville's Top-Rated Schools, Boutique Shopping, And The Lakefront, This Turn-Key Custom Home Represents A Rare Opportunity To Own A Luxurious Home In One Of Oakville's Most Desirable Neighbourhoods.

1404 Wren Avenue, Oakville

20 Speers Road Unit 304, Oakville
$392,000
1 Beds ⋅ 1 Baths ⋅ W13597302 MLS
SELLER WILL PAY 6 MONTHS OF CONDO FEES UPON CLOSING! Exciting improvements are on the horizon at OAK HILL! Owners & Condo board are currently voting on professionally designed corridor and suite entry renovations that would give the building a fresh, contemporary look (see listing photos for proposed renderings). Truly an outstanding location...nestled between Sixteen Mile Creek and vibrant Kerr Village, this spacious condo offers a rare blend of nature, walkability, and downtown convenience. Just a 10-minute walk to Oakville GO Station and minutes to the QEW, with Sheridan College, public transit, groceries, shops, cafés, and green spaces all nearby. Whether you're commuting to Toronto, heading to campus, or seeking a walkable lifestyle, this home delivers low-maintenance living in one of Oakville's most accessible neighbourhoods. Inside, the bright open-concept layout features wall-to-wall windows, a cozy gas fireplace, and a walkout to a private balcony overlooking mature trees. At 731 sq ft, it offers more space than many newer one-bedroom units. Recent upgrades include brand-new bedroom flooring (March 2026), an in-suite heating/cooling system (Feb. 2022), and fresh paint throughout for a clean, move-in-ready feel. Underground parking and a storage locker are included. Step outside and you're just 1 km to downtown Oakville, known for boutique shopping, cafés, dining, the lake, and dog-friendly parks. Whether you're a first-time buyer, student, commuter, or downsizing, this light-filled condo delivers the space, convenience, and value you're looking for.

20 Speers Road Unit 304, Oakville

2458 Meadowood Crescent, Oakville
$3,498,000
4 Beds ⋅ 5 Baths ⋅ W13593236 MLS
Tucked away on a quiet dead-end crescent on one of Bronte's best streets, this custom-built home blends thoughtful design and family-friendly living. It is steps from a park and playground, and within walking distance of Bronte's renowned restaurants, waterfront, and marina. Offering over 3,500 square feet above grade, plus a newly finished basement (2026), every inch has been designed for everyday living and effortless entertaining. A formal foyer creates a beautiful first impression, opening to an elegant living room and private main floor office.The heart of the home is an impressive chef's kitchen with premium appliances, an oversized centre island, and exceptional storage. A butler's pantry seamlessly connects the kitchen to the walk-in pantry and formal dining room. A generous breakfast area flows into the inviting family room, featuring a warm gas fireplace.Designed as an extension of the living space, the professionally landscaped backyard was transformed by ProScape Land Design into a private outdoor retreat. It features a covered dining area with a built-in BBQ, tiered seating beneath a pergola, and a private putting green.Upstairs, the layout offers privacy for everyone. The primary suite is a true retreat with a spa-inspired ensuite and a spacious walk-in closet. Two secondary bedrooms share a beautifully appointed Jack-and-Jill bathroom, while the fourth bedroom enjoys its own private ensuite.The newly completed lower level expands the living space with beautifully finished recreation areas, a custom built-in bar with beverage and wine refrigerators, a wine display, extensive built-in cabinetry, a dedicated home gym, and a convenient two-piece bathroom.From its exceptional custom design and family-friendly layout to its magazine-worthy backyard and unbeatable Bronte location, this home is a fantastic opportunity in one of Oakville's most cherished neighbourhoods.

2458 Meadowood Crescent, Oakville

2442 Woburn Crescent, Oakville
$1,628,000
3 Beds ⋅ 3 Baths ⋅ W13591306 MLS
Welcome to this beautifully renovated 4-level side-split detached, offering approximately 2000 sq.ft. of finished living space. Ideally situated on a premium pie-shaped lot and a quiet crescent. Featuring a spectacular resort-style backyard in one of Oakville's most desirable neighbourhoods. Boasting 3 spacious bedrooms and 3 bathrooms, including two fully renovated spa-inspired baths with heated floors, heated smart toilets, jet showers, illuminated vanity mirrors, and electric blinds, every detail has been thoughtfully designed.The stunning chef's kitchen is the heart of the home, showcasing quartz countertops, a large centre island, Bosch stainless steel appliances, built-in wine cooler, double sink with garburator and sleek custom cabinetry with abundant storage. The inviting living room with fireplace and bright dining area overlook the beautifully landscaped backyard. Step outside to your private oasis with a heated saltwater in-ground pool, newly stained deck, contemporary gas fire pit, lush landscaped gardens and no rear neighbours-backing onto open green space for exceptional privacy.The newly renovated basement features a spacious recreation room with a stylish wet bar, built-in Bosch microwave, gas fireplace, large windows, modern laminate flooring, upgraded laundry room with new sink and washer and dryer. Two crawl spaces with new laminate flooring provide ample storage. Major Updates: 2 Bathrooms & Basement (2026), Kitchen, Bosch Appliances, Laundry Room, Paint & Entryway Flooring (2025), Roof , Garage Doors (2025), Pool Filter & Heater, Furnace & A/C (Rental 2022). Ideally located just minutes from Oakville's waterfront, Bronte GO Station, Downtown Oakville, top-rated schools, parks, trails, community centres, shopping, and restaurants. Note: the garage doors in the pictures have been replaced with new doors.

2442 Woburn Crescent, Oakville

1102 Crestview Street, Oakville
$5,999,000
5 Beds ⋅ 7 Baths ⋅ W13558096 MLS
This is not your average home-it's a statement.Set on a premium, near half-acre lot, this custom masterpiece brings together the vision of Gren Weis, the craftsmanship of Bachly Construction, and the landscape artistry of Mark Pettes-creating a residence that feels as elevated as it is effortless.From the moment you step inside, the energy shifts. Soaring 10-ft ceilings and a stunning 17-ft sun-drenched family room set the tone-open, airy, and designed to impress. A dedicated main floor office offers the perfect balance of productivity and privacy, ideal for today's work-from-home lifestyle. Whether it's an intimate night in or a full house of guests, the flow is seamless. A prep kitchen keeps everything behind the scenes running smoothly, while the newly added main-floor bar invites you to pour a drink and stay awhile. The glass-encased wine room? Pure drama-in the best way.Every bedroom is its own private retreat, complete with a luxe ensuite-because comfort should never be compromised.Downstairs, the vibe continues. Think late nights at the wet bar, morning workouts in your private gym, spa-level relaxation, and a fully equipped nanny suite. A walk-out lower level leads directly to the hot tub-blurring the line between indoor comfort and outdoor indulgence. This level isn't just extra space, it's a lifestyle.And then there's the backyard. Tiered, curated, and designed to be lived in. A newly added pool sets the scene, while the covered cabana lounge and outdoor kitchen make entertaining feel like a vacation. There's even a dedicated dog run-because every detail has been considered.Sleek, bold, and undeniably fun-this is a home that doesn't just look good, it lives beautifully.

1102 Crestview Street, Oakville

530 Speers Road Unit 27, Oakville
$559,900
W13555044 MLS
Location, Location! Elevate your business at South Oakville Square, a prestigious new commercial development in one of Oakville's most desirable business districts. Ideally situated just minutes from the QEW and Highway 403, this prime location offers exceptional accessibility for clients, staff, and commuters alike. This approximately 900 sq. ft. commercial unit features large windows that fill the space with natural light, creating a bright, modern, and professional environment. Located within a thoughtfully designed commercial complex, with strong surrounding demographics. Delivered in shell condition, this unit offers the flexibility to customize the interior to suit your vision. Zoned E4 - Business Commercial, permitted uses include professional offices, medical and wellness clinics, legal, accounting, consulting, real estate, mortgage and financial services, engineering and design firms, educational and training facilities, boutique retail, creative studios, music instruction or recording, art and media production and personal service studios, Convenience Stores, Supermarkets. low-impact fitness and wellness concepts, veterinary services, and a wide range of other commercial uses, subject to zoning and municipal approval. Whether you're an entrepreneur establishing your flagship location, a growing business seeking a modern workspace, or an investor looking for a premium commercial asset, this is an outstanding opportunity to secure flexible commercial space in one of Oakville's fastest-growing business communities.

530 Speers Road Unit 27, Oakville

1179 Carey Road, Oakville
$3,450,000
5 Beds ⋅ 5 Baths ⋅ W13548392 MLS
Exceptional contemporary family home on a premium 87x 179 southwest lot on one of Southeast Oakville's most sought-after streets, just steps to top-ranked public schools and prestigious private schools including Linbrook School & St. Mildred's-Lightbourn School. Offering over 5,000 sq. ft. of beautifully finished living space, this impressive residence offers modern design and exceptional family functionality. A generous foyer creates a stunning first impression, with sightlines extending through the home to the beautifully landscaped rear gardens. Professionally designed outdoor living features extensive hardscaping, an inground pool, hot tub, covered gazebo, fire pit zone, and landscape lighting, creating a private resort-like setting for entertaining and family enjoyment. The thoughtfully designed layout offers 4+2 bedrooms and 3+2 bathrooms. All bedrooms feature built-in closets, while the primary generous suite boasts dual walk-in closets and a spa-inspired ensuite with double vanity, soaker tub, and separate shower. The heart of the home is a stunning contemporary kitchen overlooking the spacious family room with a gas fireplace and wall of sliding glass doors opening to the private backyard oasis. Elegant principal rooms include a formal living room with fireplace and oversized windows, a separate dining room, a dedicated main floor office, and a well-appointed mudroom with inside access to the attached two-car garage.The fully finished lower level includes a spacious rec room with gas fireplace, adjoining billiards area, two additional bedrooms, a sauna, laundry room with second refrigerator, direct access to the side yard-ideal for guests, extended family, or recreation. Nestled on one of Southeast Oakville's most desirable streets, this exceptional property offers the charm and tranquility of an established neighbourhood with mature trees, beautiful parks, and convenient access to lakeside parks and Downtown Oakville.

1179 Carey Road, Oakville

127 Mayfield Drive N, Oakville
$1,289,990
4 Beds ⋅ 2 Baths ⋅ W13545806 MLS
Exceptional opportunity in the highly sought-after College Park community of Oakville! Welcome to 127 Mayfield Drive, a well-maintained, move-in-ready bungalow offering 4 spacious bedrooms, 2 full washrooms, a bright living room with fireplace, a generous dining area, and an expansive kitchen-perfect for families, investors, or builders alike. The home has just become vacant and was previously generating $4,200 per month in rental income, making it an excellent investment opportunity with immediate income potential if leased again.Situated on a premium lot, the property features parking for up to 8 vehicles, including a 6-car driveway and a 2-car attached garage. The backyard offers a full-size 16 ft x 32 ft in-ground swimming pool, creating a fantastic outdoor entertaining space. The pool is fully in place and functional but requires routine maintenance and a new liner, presenting a great opportunity for the next owner to restore it to its full potential. For builders and developers, this property comes with approved permits to construct approximately 3,400 sq. ft. above grade (approximately 5,200 sq. ft. including the basement), allowing you to build a spectacular luxury custom home in a neighbourhood surrounded by newly built multi-million-dollar residences. Ideally located just 7 minutes from Lakeshore Road, 2 minutes from the golf course, and 5 minutes from Downtown Oakville, with easy access to top-rated schools, parks, shopping, restaurants, transit, and all major amenities.Whether you're looking for a move-in-ready home, a strong investment property, or the perfect lot to build your dream custom residence, 127 Mayfield Drive presents a rare opportunity in one of Oakville's fastest-transforming luxury neighbourhoods.

127 Mayfield Drive N, Oakville

2411 Saw Whet Boulevard, Oakville
$2,298,888
4 Beds ⋅ 5 Baths ⋅ W13536586 MLS
This beautiful home is located in the prestigious Glen Abbey community and falls within the highly sought-after Abbey Park High School catchment-one of Oakville's top-rated school districts. Rare Dual Premium Lot | Fronting Parkland Backing Fourteen Mile Creek Buffer | Over 4,169 Sq. Ft. of Finished Living Space. Luxury living in prestigious Glen Abbey, surrounded by multi-million-dollar homes in a master-planned golf course community. Just minutes from Canada's top-ranked Glen Abbey High School, this exceptional home offers the perfect blend of education, lifestyle, and family-friendly living. Welcome to 2411 Saw Whet Blvd, a stunning 4-bedroom, 5-bath executive residence offering over 4,169 sq. ft. of finished living space. Situated on a rare Dual Premium Lot, this Vastu-aligned home enjoys unobstructed park views at the front and the privacy of the Fourteen Mile Creek buffer at the rear, creating a unique setting with no direct homes in front or behind. The oversized rectangular backyard provides exceptional privacy and ample space for a future swimming pool. Featuring over $300,000 in builder upgrades, including marble flooring throughout the main level, 10-ft ceilings, floor-to-ceiling windows, decorative art niches, a private glass-enclosed office with French doors, a chef-inspired Bosch kitchen with quartz countertops and an oversized waterfall island, and spa-inspired bathrooms with designer finishes. The professionally finished basement offers hardwood flooring, a full 3-piece bathroom, large windows, and a spacious theatre/recreation area, extending the home's luxurious living space. Book your showing Today!!!

2411 Saw Whet Boulevard, Oakville

1356 Mapleridge Crescent, Oakville
$1,749,990
8 Beds ⋅ 6 Baths ⋅ W13530466 MLS
Welcome to 1356 Mapleridge Cresent, an exceptional opportunity in one of Oakville's most prestigious and sought-after communities, Glen Abbey. Situated on a quiet, family-friendly crescent surrounded by mature trees, this impressive home offers over 5,200 sq. ft. of finished living space, providing the perfect blend of space, comfort, and versatility for growing or multigenerational families. Offering more than 3,600 sq. ft. above grade, the home features 6 generously sized bedrooms and 4 full bathrooms, along with spacious principal rooms designed for both everyday living and entertaining. The fully finished walkout lower level adds over 1,500 sq. ft. of additional living space and includes 2 bedrooms, 2 full bathrooms, a full kitchen, a den, a customizable bar, and expansive recreation and living areas. Whether used as an in-law suite, private guest quarters, or the ultimate entertainment space, the possibilities are endless. Step outside to a private backyard with plenty of room to create your own outdoor retreat. From relaxing with family to hosting summer gatherings, the setting offers exceptional privacy and endless potential. Located within walking distance of the Glen Abbey Community Centre, Abbey Park High School, parks, playgrounds, and scenic walking trails, this home is also just minutes from Glen Abbey Golf Club, excellent schools, shopping, dining, and major commuter routes. Homes of this size and layout are rarely offered in Glen Abbey. Whether you're looking for room to accommodate a growing family, space for multiple generations under one roof, or simply a home that offers exceptional flexibility, this is a rare opportunity to own in one of Oakville's most desirable neighbourhoods.

1356 Mapleridge Crescent, Oakville

104 Whittington Place, Oakville
$2,599,999
5 Beds ⋅ 4 Baths ⋅ W13528872 MLS
Perfectly positioned in one of Southwest Oakville's most sought-after neighbourhoods, directly across from the prestigious Appleby College, this exceptional family residence offers over 5,000 square feet across all levels, blending timeless elegance with outstanding functionality. Thoughtfully designed for both everyday living and entertaining, the main level showcases expansive principal rooms filled with natural light. The chef-inspired kitchen is the heart of the home, featuring custom cabinetry, granite countertops, a large centre island, quality appliances, and an adjoining breakfast area overlooking the private backyard. The inviting family room offers seamless access to the outdoor living spaces, while the formal living and dining rooms provide refined spaces for hosting family gatherings and special occasions. A handsome wood-paneled home office creates the perfect work-from-home environment. Upstairs, the home offers 3 spacious bedrooms, highlighted by a luxurious primary retreat complete with a generous walk-in dressing room and spa-inspired ensuite with heated floors. The additional bedrooms are well-proportioned and ideal for family or guests. The finished lower level extends the living space with 2 additional bedrooms, a large recreation/media room, a custom wine cellar, ample storage, and flexible space perfect for extended family, teenagers, or a home gym. Set on a private, mature lot, the backyard features an in-ground pool, hot tub and exceptional privacy, creating the perfect setting for summer entertaining. Ideally located just moments from the lake, parks, downtown Oakville, and top-rated schools, this is an outstanding opportunity to own a distinguished family home in one of Oakville's most coveted neighbourhoods.

104 Whittington Place, Oakville

1073 Wheat Boom Drive, Oakville
$1,385,000
4 Beds ⋅ 4 Baths ⋅ W13525000 MLS
Experience an extraordinary opportunity to own a truly one-of-a-kind luxury freehold duplex townhouse in Oakville's prestigious Joshua Meadows community. Expertly crafted by Arista Homes this rare architectural design offers two completely self-contained residences under one roof each with its own private front and rear entrances. Suite 1 offers approximately 1,285 sq. ft., while Suite 2 offers approximately 1,345 sq. ft., making this an exceptional opportunity for multigenerational families, savvy investors or homeowners looking to offset their mortgage with rental income.This remarkable residence offers 4 spacious bedrooms, 4 bathrooms, 2 gourmet kitchens 2 independent living areas, delivering unmatched flexibility and privacy. Designed with modern open-concept layouts, the home features 9-foot ceilings, oversized windows, abundant natural light, elegant hardwood flooring, premium finishes and a beautiful staircase with carpet-free living throughout. Both kitchens are beautifully appointed with stone counter-tops, breakfast bar islands, stainless steel appliances, generous cabinetry, ideal for everyday living and effortless entertaining.The second level showcases bright and spacious living and dining areas, while both primary bedrooms enjoy private balconies. The crown jewel of this home is the third floor, featuring two expansive rooftop terraces, one facing east and one west, both equipped with gas BBQ connections, offering spectacular outdoor spaces for entertaining, relaxing, or enjoying sunrise and sunset views. Basement areas with excellent storage and endless possibilities for home offices, fitness spaces, hobby rooms or future customization. Whether you're accommodating extended family, generating rental income by living in one suite and leasing the other or expanding your investment portfolio, this rare property offers exceptional versatility and long-term value that is seldom available in today's market. Rare Luxury Duplex Townhouse Rare Opportunity.

1073 Wheat Boom Drive, Oakville

488 Macdonald Road, Oakville
$4,999,000
4 Beds ⋅ 5 Baths ⋅ W13524820 MLS
Grand Grounds. Timeless Elegance. Extraordinary Potential.An exceptional opportunity in one of Olde Oakville's most prestigious neighbourhoods. Tucked behind private gates and nestled beneath a magnificent canopy of mature trees, this beautifully landscaped and increasingly rare 0.82-acre estate offers over 7,100 square feet of living space in an irreplaceable setting just moments from Downtown Oakville.Approached by a sweeping circular drive, the timeless brick residence immediately impresses with its classic Colonial Williamsburg-inspired architecture, elegant symmetry, and commanding presence. Beyond the front entrance, peaceful views of the private pond and lush landscape create a tranquil, park-like retreat rarely found in such a coveted urban location.Custom built in 1980, this stately four-bedroom residence offers an extraordinary opportunity to reimagine an exceptional property. Offered in "as is" condition, the home presents the perfect canvas for those looking to undertake a significant renovation, thoughtfully restore its timeless character, or explore the opportunity to create a magnificent custom estate (subject to all necessary approvals). Whether preserving its enduring architectural charm or designing an entirely new vision, the possibilities are truly exceptional.The expansive grounds provide an incredible backdrop for family living, entertaining, and creating lasting memories for generations to come. Properties offering this rare combination of land, privacy, scale, and location are becoming increasingly difficult to find.Ideally situated within one of Oakville's most sought-after school districts and just a short walk to Downtown Oakville, the Oakville GO Station, public and private schools, Post Park, Whole Foods, Longo's, boutique shopping, restaurants, and the lakefront, this is more than an exceptional property-it is a rare opportunity to create a legacy estate in one of Olde Oakville's most coveted locations.

488 Macdonald Road, Oakville

509 Dundas Street W Unit 305, Oakville
$458,900
1 Beds ⋅ 1 Baths ⋅ W13523898 MLS
Welcome to 509 Dundas Street East #305, Oakville! Experience upscale condo living in this beautifully appointed 1 bedroom + den suite offering 678 sqft. of thoughtfully designed space, thousands of dollars in premium upgrades, and the rare bonus of TWO owned underground parking spaces. A standout feature in the building where most units include only one. From the moment you step inside, you'll appreciate the elegant finishes throughout, including upgraded flooring and a stunning designer kitchen featuring quartz countertops with a waterfall edge, modern cabinetry, and quality finishes that elevate the space. The bright, open-concept layout is ideal for both everyday living and entertaining, while the versatile den provides the perfect space for a home office, reading nook, or guest area. Built in 2023, this turnkey condo is located in one of North Oakville's most desirable and rapidly growing communities. Enjoy the convenience of being just minutes from shopping, restaurants, parks, public transit, major highways, and Oakville Trafalgar Memorial Hospital, making commuting and daily errands effortless. Whether you're a first-time buyer, professional, downsizer, or investor, this exceptional condo offers the perfect combination of luxury, convenience, and long-term value. With premium upgrades, an unbeatable location, and the highly sought-after advantage of two owned underground parking spaces, this is an opportunity you won't want to miss!

509 Dundas Street W Unit 305, Oakville

2330 Valleyridge Drive, Oakville
$1,698,000
4 Beds ⋅ 5 Baths ⋅ W13520576 MLS
Welcome to 2330 Valleyridge Drive, an exceptional move-in ready family home offering 4 bedrooms, 5 bathrooms, and 3,937 sf of finished living space in one of Oakville's most sought-after communities. Deceptively spacious & much larger than it appears, this impressive property backs onto a private ravine and features a saltwater inground pool, professionally landscaped grounds, and a backyard retreat surrounded by mature cedar trees. A 1.5-car garage with inside entry and parking for 4 cars completes the property. Ideally located close to top-rated schools, parks, walking trails, shopping & everyday amenities. Hardwood flooring extends throughout the principal rooms. The living room features 9' ceilings, a gas fireplace, and built-in surround sound. The family room flows seamlessly into the breakfast area and eat-in kitchen featuring granite countertops, custom cabinetry with soft-close drawers, pot and pan drawers, under-cabinet lighting, stainless steel appliances, pot lights, and a walkout to the backyard. A 2pc powder room completes the main level. The upper level offers four generous bedrooms, including a private primary retreat with a walk-in closet and 5pc ensuite featuring double sinks, a freestanding soaker tub, glass-enclosed shower, and separate water closet. Two additional 4pc bathrooms and upper-level laundry complete this floor. The finished lower level adds exceptional living space with a large recreation room, 3pc bathroom, and abundant storage. Outside, the private backyard showcases a saltwater pool, new deck (2025), mature cedar trees, and a peaceful ravine setting, creating an exceptional space for outdoor entertaining and relaxation. Combining generous living space, a functional family layout, move-in ready (newer roof, furnace, pool heater & pump) convenience, and an exceptional ravine setting, this Oakville home presents an outstanding opportunity in a highly sought-after neighbourhood.

2330 Valleyridge Drive, Oakville

1516 Duncan Road, Oakville
$4,895,000
4 Beds ⋅ 4 Baths ⋅ W13519952 MLS
Welcome to 1516 Duncan Road, an extraordinary custom-built contemporary residence in prestigious Southeast Oakville where exceptional craftsmanship and state-of-the-art smart home technology come together seamlessly. Completed in 2020, this one-of-a-kind bungalow offers 5,000 sq. ft. of living space with 3+1 bedrooms, 4 bathrooms, and a residential elevator servicing all three levels, including the rooftop terrace. Soaring 15-ft floor-to-ceiling windows flood the open-concept interior with natural light while creating a seamless connection to the landscaped backyard featuring extensive hardscaping, an outdoor gas fireplace, heated outdoor living areas, and exceptional privacy. Polished concrete floors with hydronic radiant heating, custom cabinetry, and natural stone finishes define the sophisticated interior. The designer kitchen is equipped with Thermador and Bosch appliances, Brazilian Black Fusion stone countertops, double ovens, a barista station, and a wet bar featuring Grohe Blue chilled, sparkling, and filtered water. The tranquil primary suite overlooks a private bamboo courtyard and offers custom built-ins and a luxurious spa-inspired ensuite. The finished lower level is designed for entertaining with a games area, wet bar featuring Avocatus quartzite, dedicated home theatre, guest suite, and family room. Smart living is elevated through Lutron lighting, Home Assistant automation, Sonos audio, a 24-camera surveillance system, fibre internet with Starlink backup, motorized shutters, and whole-home smart leak protection. Highlights include a heated driveway, walkways and covered porches with integrated snow-melt system, oversized double garage with EV charger, central vacuum, smart irrigation, and low-maintenance landscaping. A truly exceptional residence blending innovative technology, timeless design, and uncompromising luxury in Oakville's most sought-after neighbourhoods.

1516 Duncan Road, Oakville

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