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View All Latest Oakville 2250+ Sq. Ft. Properties for Sale

$1,990,000
5 Beds 3 Baths 40492846 MLS
Yorkshire on Ravine @ Inner Circle - Spacious Elegance in Nature's Embrace! Discover the Yorkshire model, where every room offers grandeur and space. This Mattamy-built gem boasts a generous 3,850 square feet above ground. The semi-basement is flooded with natural light and features convenient service stairs to a separate entrance. Nestled in the midst of vibrant fall colors, this home backs onto a lush creek ravine and the serene Brays Trail hike path, surrounded by majestic pine, cedar, and birch trees. Step inside and be greeted by a cozy family room with a charming fireplace. As you enter through the double front doors, a bright skylight welcomes you into the central court. The grand foyer features the iconic Scarlett O'Hara oak staircase, leading to five bedrooms on the second floor. The kitchen has been tastefully renovated, showcasing sleek quartz countertops and modern stainless steel appliances. A generously sized walk-in pantry adds to the convenience. Experience the luxury of oversized living, dining, and family rooms, perfect for both everyday living and entertaining. For those who work from home, the main floor office offers privacy with elegant French doors. The laundry room is equipped with service stairs to the basement and convenient access to the side yard. The primary bedroom is a retreat in itself, boasting a spacious walk-in closet and a well-appointed ensuite with a separate shower. Step outside to a large deck, perfect for outdoor living amidst the natural beauty that surrounds this executive home. Conveniently located near parks, trails, and ravines, this home is also just minutes away from Abbey Park High School and major highways. This remarkable property has been lovingly owned by the same family for 35 years, offering a true oasis in the heart of the city.

1173 Bowman Drive, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp., Brokerage.

$2,574,000
6 Beds 5 Baths 40491458 MLS
This stunning, bright, upgraded 5 Bedroom, 5 Bathroom Executive Home in prestigious Glen Abbey is situated on a quiet, family friendly court with approx. 5000 sq. ft. of living space. This Ravine lot is an entertainer's delight, with a S/W facing backyard, salt water pool and hot tub. The grand foyer welcomes you with a direct view of the backyard and Ravine. Enjoy the spectacular Living Room with a bay window and a Family Room with fireplace. The updated sun filled Kitchen hosts a 9ft dining island/breakfast bar and a walk-out to the backyard while the formal Dining Room overlooks the mature trees and pool. Large windows and pot lights throughout enhance the home. An Office and Mud/Laundry Room with Garage and side door access complete the Main Floor. The newer grand staircase leads to the primary Luxury Bedroom with an enlarged, fully fitted, walk-in closet and a spacious 5pce ensuite overlooking the Backyard and Ravine. A BRAND NEW 4pce Bathroom serves as a semi ensuite for each of the two front Bedrooms. The 4th and 5th Bedrooms share a 4 pce Bathroom. The Basement hosts a large Rec Room w/ wet bar, an Office, a 6th Bedroom w/ 3pce ensuite, and a Multipurpose Room/Gym. This move-in ready home is freshly painted throughout and is just a short walk to top rated schools, trails, parks, Glen Abbey Community Center (pool, ice rink, tennis courts, library and more), shops and restaurants. Just minutes to Downtown Oakville, Bronte Village, the Lake, Major Highways, GO Train and all the amenities Oakville has to offer.

1480 Tanner Court, Oakville

Listing courtesy of ROYAL LEPAGE REALTY PLUS.

$1,759,900
5 Beds 5 Baths 40491472 MLS
Look no further! This stunning detached home in Oakville's coveted River Oaks neighbourhood, situated on a ravine lot, is the perfect find. With 5 bedrooms, 5 bathrooms, and over 4,000 square feet of finished living space, this property is truly grand. The main floor features a spacious open-concept kitchen with an inviting eat-in area that leads to a backyard deck. With a living room, family room, office space, formal dining room, powder room, and laundry room with garage access, all on the main floor, there's plenty of room for the whole family. Upstairs, you'll find five generously sized bedrooms, including a luxurious primary bedroom with a walk-in closet and ensuite bathroom overlooking the ravine. Two additional bathrooms serve the remaining four bedrooms, including a convenient Jack and Jill ensuite. The fully finished basement offers even more space with an incredible recreation area, a 3-piece washroom, a den/flex space, and a separate area with plumbing roughed-in for a kitchen. The highlight of this property is the serene and private ravine lot. Imagine waking up to the soothing sounds of nature and stepping out onto your own backyard oasis. This home backs onto well-maintained trails, offering endless opportunities for outdoor adventures. Located just a short walk from River Oak's Park and Community Centre, this home is surrounded by fantastic neighbourhood amenities. Enjoy easy access to major highways, shopping, transit, and top-rated schools. Don't miss out on this exceptional opportunity - contact Geneve Roots to schedule a private showing today!

298 Howell Road, Oakville

Listing courtesy of Royal LePage Real Estate Services Ltd., Brokerage.

$2,399,999
5 Beds 4 Baths 40492450 MLS
Your Dream Home Awaits in the Coveted Eastlake Neighbourhood! An ideal family home located on a picturesque, child friendly street with towering trees, manicured lawns and large family homes. This 4+1 bedroom home with 3.1 baths has been lovingly updated both inside and out offering a sun-filled floor plan with large windows and pool views, perfect for a growing family. A large formal entrance sets the tone for what is an exceptional floor plan with an updated kitchen connecting to both the family room and the formal rooms. With the island for three, chefs appliances and granite counters the kitchen is the backbone of this home and will suit the needs of any busy family. Enjoy the salt water swimming pool and decking from your family room sliding doors or, come inside and curl up by the wood burning fireplace. The upper level offers spacious bedrooms and a primary suite that boasts a large walk-in closet and a five piece en suite. The lower level is great flex space. With additional bedroom, a rec room and a media area the basement will be to the delight of any tween or teen. This is a wonderful neighbourhood for school aged children. With lots of young families and in walking distance to top rated schools. A great place to put down roots. New roof, soffits, facia, exterior paint 2021. New windows, front door, pool liner, salt water conversion, deck, dishwasher, new HVAC, kids washroom 2022

2357 Cheverie Street, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd., Brokerage.

$3,250,000
7 Beds 5 Baths 40492430 MLS
This beautiful executive 5+2 bedroom original owner home is situated on a massive pie-shaped corner lot that you simply do not see in the sought-after Glen Abbey neighbourhood. The true jewel of the property is the private backyard oasis complete with a generous saltwater pool, hot tub, extensive custom deck, landscaped gardens, fully covered outdoor kitchen and dining area with gas BBQ, backing onto the Ravine with mature trees. Over 6,200 sq.ft of living space. Upgraded Tuscan-style kitchen, featuring high-end appliances such as a Sub-Zero fridge, oversized island, wine fridge, large walk-in pantry and plenty of space for entertaining. Cozy family room complete with gas fireplace, open to the kitchen. Main level also features a formal dining room, office, living room and powder room. The second level features five spacious bedrooms three with walk-in closets, three full bathrooms and convenient upper-level laundry room. The generous primary suite is completely lined with windows filling the room with natural light while overlooking the beautiful backyard and ravine. Complete with seating area and stylish open walk-in closet. Ensuite bathroom has been recently renovated with a walk-in shower, double vanity and a soaker tub positioned under the window so you can enjoy the view. Secondary bedroom with its own ensuite bathroom and walk-in closet. Fully-finished basement providing generous extra living space featuring a large rec room with bar and gas fireplace, wine cellar, two bedrooms with walk-in closets and full bathroom. Steps to Top-Rated Abbey Park High School, Trails, Shopping and more. Easy access to QEW, 403, Bronte Go Station. Don't miss out, the opportunity to own a property like this in Glen Abbey does not come along often!

1371 Deerwood Trail, Oakville

Listing courtesy of Keller Williams Signature Realty, Brokerage.

$2,889,000
4 Beds 5 Baths 40490600 MLS
Welcome to your dream home! An exquisite gem nestled minutes from sought-after Glen Abbey Golf Course. Rarely offered and thoughtfully renovated. Located on a serene private crescent backing onto Glen Abbey Trails it offers access to parks, trails, amenities, and major highways and is located in the esteemed school district of St. Matthews and Abbey Park High School. Upon entering, you'll be captivated by the 9-foot ceilings and the main floor boasts a primary suite featuring a spa-like 4-piece ensuite and a walk-in closet. Upstairs, two spacious bedrooms share a well-appointed 4-piece bath. The top two floors have been renovated with wide plank hand-scraped hardwood floors. The gourmet chef's kitchen is a masterpiece complete with a centre island, walk-in pantry, and top-of-the-line appliances. It connects through the butler's cove to the formal dining room providing an inviting setting with French doors and elegant electric fireplace. Convenience is paramount, with main floor laundry and direct access to a double car garage. The fully finished basement offers endless entertainment options, including a family room with a gas fireplace, an in-home gym, a 2-piece bathroom, a theatre room, and a guest/nanny suite with 3-piece ensuite and walk-in closet. Step outside to discover a beautifully landscaped oasis with an interlock driveway, irrigation system, and private ravine views. Seize this exclusive opportunity and make this remarkable residence your forever home. This is a rare opportunity that you won't want to miss. Recent upgrades include dishwasher (2023), deck (2023), fence (2022) and a new A/C unit (2022).

1019 Friars Court Unit 4, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp., Brokerage.

$5,695,000
5 Beds 7 Baths 40492063 MLS
Immaculate family home on a quiet tree-lined street in well-established Morrison. Wrapped in stone and ideally positioned on a private lot framed by mature towering trees. Bachly built refined traditional with nearly 7,000 sf of living space with 4+1 beds + 4.3 baths. Timeless interior with an abundance of finely crafted millwork, oversized glazing, seamless blend of warm woods + marble + 5 fireplaces. Formal living with wood fp + formal dining with servery leading to chef’s kitchen w/full-height face-frame cabinetry, hones granite, milled windows + 10-foot central island. Inviting family room is cozy with open fp + ample glazing. Utility wing w/mudroom, 2nd powder, garage + rear yard access + office. Regal primary w/marble fp, dressing room + lavish hotel-worthy ensuite. 3 additional well-appointed bedrooms enjoy ensuite privileges. Convenient top floor laundry. Refined LL with rec room w/fireplace, games area, expansive gym, 2-pc + guest suite. Resort-style west-facing rear yard w/masterfully landscaped grounds/gardens, gunite pool w/raised stone-clad spa + spectacular portico abutting the pool’s edge, pool house + grassy area. Set within a top school catchment with each EJ James, Maple Grove and Oakville Trafalgar within an easy 5-10 min neighbourhood walk. Masterfully crafted with cohesion by Bachly Construction, O’Brien & Associates and Todd Pools. The serenely private backdrop coupled w/the much-desired SE Oakville location, make this the ultimate family home.

250 Wedgewood Drive, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd., Brokerage.

$4,180,000
5 Beds 6 Baths 40488973 MLS
Custom brand new build in 2022. 4650SF luxury finished living space. 4+1 Bedroom, All-ensuite 5.5 Bathroom family home in prime Old Oakville steps to all amenities & the best schools. 10’ ceiling main floor; 9’ second floor; 9’ walk-out lower level. Spectacular modern-farmhouse design built by luxury custom builder Rockcliffe Homes. Sleek white oak wide-plank hardwood floors throughout. Open concept Kitchen / Family Rm / Breakfast Rm. Kitchen features top of the line Miele built-in appliances, quartz counters, large centre island & quality cabinetry. Breakfast nook with banquette seating overlooks the south-facing garden. Family Rm with linear gas fireplace and custom millwork shelving and patio doors to the garden. Large Dining Rm with servery/bar. Main floor Office. Mudroom entry from 2-car garage. Bright open staircase. Second floor features large Primary suite with two walk-in closets, large ensuite bathroom with heated floors, glass shower and WC enclosure, soaker tub and dual vanity. Three further Bedrooms all with ensuite bathrooms with heated flooring and excellent closet space. Second floor Laundry Room with excellent counter space & storage. Fabulous finished lower level with heated flooring features open concept Recreation/Games Rm with large windows and walk-out to the garden; 5th Bedroom or Exercise Rm; 3-Pc Bathroom; & large Movie Theatre Rm. Fully fenced garden with stone patio, entrance to lower level. Balance of Tarion Warranty. Garage wired for EV Charger. Walk to GO Train, Whole Foods Market, LCBO, Parks & so much more!

412 Watson Avenue, Oakville

Listing courtesy of Royal LePage Real Estate Services Ltd., Brokerage.

$2,599,000
4 Beds 4 Baths 40491328 MLS
Seeing is believing in prime in West Oakville! Showstopper in an exclusive enclave of custom homes close to the lake & downtown Oakville. Your journey & sense of awe begin the minute you realize this is your destiny. Here, you can enjoy a peaceful, accommodated family life & entertain to your heart's content. This custom home offers generous communal areas, 4 bedrooms & 3.5 bathrooms, & approximately 2930 sq. ft., plus the professionally finished basement. The spacious dining room is next to the stunning kitchen, with custom cabinetry, quartz counters, high-end appliances, a walk-in pantry & a large island perfect for mingling with guests over appetizers. Completing this floor is a bright office & an elegant bathroom. Your primary retreat features a gas fireplace & chic 5-piece ensuite bath with heated floor tiles, freestanding soaker tub & a glass shower. The basement offers an open-concept recreation, games & gym areas, craft room & a 3-piece bath with a cedar sauna. Upgrades include hardwood floors on 2 floors, laminate basement floors, 3 gas fireplaces, 9’ main-floor ceilings, custom blinds, pot lights, upgraded light fixtures, renovated primary ensuite bath (2022), renovated kitchen (2021), roof shingles replaced (2021) & air conditioner in 2019. Surrounded by large windows, the massive living room fits a grand piano & offers a walkout to the private rear yard with an oversize composite wood deck with a built-in BBQ & servery area & generous green space for the kids to play.

128 Morden Road Unit 2, Oakville

Listing courtesy of Royal LePage Real Estate Services Ltd., Brokerage.

$3,750,000
6 Beds 7 Baths 40491409 MLS
Sprawling Bungaloft with Impressive Main Floor Principal Bedroom & Ensuite.This property is situated on a spectacular 101x156 Ft Lot in southeast Oakville.An exceptional family residence with an innovative floor plan that offers function and flexibility for buyers from all stages of life.Featuring a spacious living room w/gas f/p that adjoins the gourmet white kitchen renovated by Gravelle Kitchens in 2021 with chef grade appliances(Thermador Double Ovens, Wolf Induction Cooktop,Sharp M/W Drawer,SubZero Fridge & add’l Bev Fridge, Bosch D/W).An oversized island accommodates prep work & seating for 5 and the generous breakfast area easily allows for large family gatherings.Located off the Kitchen,the Family Room has a gas f/p and is the perfect place to relax & unwind. Separate formal Dining w/ elegant, coffered ceiling.The grand Principal Bedroom features a 4 pc ensuite incl a large freestanding soaker tub & separate water closet.Walk-in closet has an abundance of storage.Oversized mudroom provides garage access, discreetly positioned powder room,1 of 2 laundries & access to the yard.Large picture windows & multiple walkouts to the outside.The 2nd level has 3 generously sized bedrms,incl an additional Principal bedrm w/private 4 Pc Ensuite.The fully finished LL features a recreation room,2 bedrooms,2 baths & walk-up to the backyard.A 2nd W/D are located on the lower level for added convenience.Take your entertaining outside to the resort-style backyard w/ mature landscaping featuring a covered terrace w/ gas fireplace & infrared heater to keep you warm when barbequing.The saltwater pool w/ waterfall accent is located in a separate fenced area. Manicured gardens & an abundance of greenspace leave plenty of room for play.Exceptionally well kept, this home offers many upgrades like beautiful white oak site finished hardwood, plus irrig & alarm system (with cameras).Neutral décor,power blinds & window coverings & more.Located in one of Oakville’s finest school districts.

1315 Cleaver Drive, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc., Brokerage.

$4,498,000
4 Beds 6 Baths 40490967 MLS
Best of everything!! Fernbrook Showstopper in West Oakville! Stunning executive residence with 4 + 1 bedrooms, 5.5 bathrooms, approx 4193 sq ft plus professionally finished lookout basement by the builder on largest court lot with 218' deep & 177' rear with cedar fencing & large covered terrace in the huge backyard.Exclusive quiet court with only 14 homes surrounding the recently created Hixon Park. Extensive upgrades including, wide-plank engineered hardwood flooring, elevator with access to the attached garage, plaster crown mouldings, 10’ & 9’ ceilings, 3 gas fireplaces, numerous pot lights, upgraded light fixtures, Hunter Douglas window coverings & shutters, upgraded tiles, Cat 6A wiring, ethernet in all rooms, cabinetry, stone counters, enlarged basement windows & whole home water purification system. Grand dining room with a coffered ceiling & French door to a servery. Impressive great room with a vaulted ceiling, gas fireplace & huge windows. Spectacular Downsview kitchen with floor-to-ceiling cabinetry, under-cabinet lighting, island with breakfast bar, quartz counters, Wolf & SubZero appliances, & breakfast room with walkout to terrace. Main floor sunroom/office, powder room, mudroom & 2nd floor laundry room. All upstairs bedrooms have ensuite bathrooms & the primary bedroom features a gas fireplace & luxe 5-piece ensuite bath with soaker tub & glass shower. Downstairs offers a recreation/theatre room with gas fireplace & built-in speakers, a games room, wet bar, gym, bedroom 5 & 3-piece bathroom. Close to lake, Bronte Village, highways & GO Train. 10+!

255 Nyla Court, Oakville

Listing courtesy of Royal LePage Real Estate Services Ltd., Brokerage.

$7,499,999
5 Beds 7 Baths 40490708 MLS
Welcome to a captivating living experience that transcends the ordinary! Newly custom-built residence offering over 7,450 sq ft of curated living space magnificently set on a 100’ x 150’ manicured lot with pool and triple car garage. This 4+1 bedroom, 6.1 bath home exudes elegance and refinement. The interplay of textures, materials, thoughtful finishes and detailing makes every room a showcase of modern luxury. At the heart of the home is the open concept kitchen featuring oversized commercial grade appliances with double oven, with a fully equipped hidden pantry room like none other. Finely crafted full height seamless cabinetry and a large quartz island make for an ideal entertainment space. The kitchen flows through the generous breakfast room into a light filled great room with 16 ft floor to ceiling windows and numerous sliders. Perhaps one of the most special features of this home is the stunning dining room located in a private wing adorned with a wine feature-wall, 16 ft ceiling, dedicated servery and expansive windows. The upper level offers a private double door entry to the primary suite. 5-piece en-suite with heated large format, porcelain tiles, curbless shower and freestanding bathtub. The walk-in closet featuring custom floor to ceiling seamless cabinetry with integrated lighting and smoked glass display shelving. 3 large bedrooms with walk-in closets and en-suites. A spacious laundry room with task sink and plenty of storage completes this floor. A sophisticated lower level with Radiant heat floors, oversized walk-up, bedroom with en-suite glass framed gym, steam shower, sauna, wet bar with all the fixings & a plush private theatre. Thoughtfully appointed outdoor living spaces including a covered porch with double sided fireplace, outdoor kitchen with large built in BBQ and salt water pool with 2 deck fountains. And exceptionally tasteful home with timeless modern appointments rooted in function, good taste, and expert craftsmanship.

2102 Glenforest Crescent, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd., Brokerage.

$4,350,000
5 Beds 5 Baths 40490607 MLS
Set within a landscape of mature towering trees sits this stone-clad west coast contemporary home in much-desired Morrison. Thoughtfully designed by Michael Pettes with natural materials and warm earth tones that complement the lush surroundings. Designed with a purposeful layout with defined spaces serving both form and function + a grounded interior that seamlessly blends honed marble, warm woods and natural stone. The central hub features a chef’s kitchen w/solarium-style breakfast + highly-functional servery with walk-in pantry that connects the dining. The great room has a marble feature w/fp, oversized glazing + glass doors to wood-clad portico. The office is private + mudroom provides interior garage access. The primary is tucked away w/vaulted ceiling, flat slab solid oak barn doors, dressing room + lavish ensuite draped in marble. Three additional well-appointed bedrooms enjoy ensuite privileges. Utility is achieved w/ convenient top floor laundry. Living space is extended to the lower level w/radiant heated flooring, 5th bed+bath, rec room, gym, wet bar, wine room + private theatre. This is a well-equipped level + meant for entertaining. Adventure continues in the rear yard w/masterfully landscaped grounds w/inground pool w/triple waterfall, portico w/composite decking, stone lounge + dining areas + magnificent gardens. Quick walk to local shops + grocers & easy access to Oakville GO + HWYs, great school catchment. Expertly crafted + a must see.

1023 Melvin Avenue, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd., Brokerage.

$4,995,000
5 Beds 4 Baths 40489565 MLS
Rare opportunity to live in one of the most desired enclaves in Southwest Oakville. Situated at the end of a private cul-de-sac, designed by Gren Weis and part of the historic Baillie Estates, this home provides a traditional floor plan designed with warmth and family function in mind. With almost 4,000 sq ft of thoughtfully designed living space above grade, plus an additional 2,655 sq ft in the basement, this home has been meticulously maintained and updated by the original owners including cedar roof (2018), furnace and AC (2021) and pool equipment (2018) – just to name a few. The floor plan provides open concept living with a gorgeous great room featuring 18ft ceilings, stunning stone fireplace and picture windows overlooking the backyard. This space is overlooked by the traditional chef’s kitchen and breakfast area which flows through to the formal dining room. A large home office with built-in cabinetry is found at the front of the home, perfectly tucked away. The main floor primary suite is tucked off the great room and features a bright bedroom, walk-thru closet as well as an oversized spa-like ensuite with jetted soaker tub and large shower. A large mudroom, laundry and powder are also found on the main floor. Tucked up a back staircase you will find the loft – a perfect work from home space, studio, or children’s playroom. Three additional bedrooms, all with custom built-in desks and large closets, share the main washroom upstairs. The professionally finished lower level with games/recreation space as well as a fifth bedroom (currently used as a home gym) and full washroom with steam shower are found down here. Expansive outdoor living space includes beautiful patios, a saltwater pool, a cedar lined bar and storage shed as well as landscape lighting. Located in West Oakville’s most coveted neighbourhoods, with large lots and elegant homes characterized by architectural detail and beautiful, lush landscaping – the perfect spot to call home.

1111 The Stables, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd., Brokerage.

$3,438,000
5 Beds 3 Baths 40486026 MLS
Real estate is all about location & it doesn't get any better than this! Live life to it's full potential in this coveted area in SE Oakville - Morrison/Eastlake - known for it's excellent schools, close proximity to the lake, quiet tree lined streets & a short walk to historic downtown. 273 Cairncroft Rd ( 2836 sq ft above grade) sits on a huge ( 100'x154' ) lot surrounded by tall mature trees and multi-million dollar homes. Families will love it here with many top ranked private and public schools ( Maple Grove PS, OTHS, St Mildred's, Linbrook Boys School ) close by. You can watch the kids walk to EJ James & St Vincent - a huge benefit for parents. Appealing features of this classic family home include 4 + 1 bedrooms, hardwood on the main & upper levels, updated bathrooms, 3 walkouts to the massive backyard, main floor laundry, primary bedroom w/ensuite & walk-in closet & 3 season solarium overlooking the rear yard. The beautiful gardens contain many perennial plants including hostas, lilies, tulips, ground covers & a stunning magnolia tree. The fenced rear yard is very private & presents an incredible opportunity to create an outdoor space you will never want to leave. Add a pool, outdoor kitchen, fireplace - the possibilities are endless! Commuters will enjoy the easy access to the GO and major highways. The airport is less than 25km away. Imagine your dream home here- move in, rent, renovate or build new. Visit 273Cairncroft.com for more video & floor plans.

273 Cairncroft Road, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp., Brokerage.

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2250+ Sq. Ft. Oakville Real Estate

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