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Old Oakville MLS® Listings

(63)
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24 Raymar Pl, Oakville
$5,700,000 CAD
5 baths
4+2 beds
( )
- BTC
Stately residence at the bottom of an exclusive cul de sac, one house away from the Lake and steps to Downtown Oakville. Over 8000 sqft total space, including 5293 main & second floor, plus 902sqft heated & enclosed outdoor space. Extensively renovated by Cochren Homes...
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377 Tudor Ave, Oakville
$2,838,000 CAD
6 baths
4+1 beds
Tudor Ave
( )
- BTC
Welcome to the lifestyle youve been waiting for in the exclusive Royal Oakville Club, a prestigious community in West Oakville. Walk to restaurants, shops, downtown, Oakville Harbour, & Lake Ontario. Close to top-rated schools & to highways & the GO station for...
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420 St Augustine Dr, Oakville
$1,155,000 CAD
2 baths
3+2 beds
St Augustine Dr
( )
- BTC
Welcome to this charming bungalow in the highly sought-after Old Oakville, located in the vibrant Kerr Village. This inviting home offers 3 spacious bedrooms and a beautifully updated 4-piecebathroom on the main floor, freshly painted to enhance the bright and...
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144 Stewart St, Oakville
$2,599,000 CAD
5 baths
3+1 beds
Stewart St
( )
- BTC
Welcome To 144 Stewart St, A Brand New Custom Built Home In the Heart Of Kerr Village. This Exquisite Residence Is Just A Short Walk From Lake Ontario, Offering The Perfect Blend Of Luxury &Location. Built With Superior Craftsmanship & Meticulous Attention To Detail...
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24 Raymar Pl, Oakville
$5,700,000 CAD
5 baths
4+2 beds
( )
- BTC
Stately residence at the bottom of an exclusive cul de sac, one house away from the Lake and steps to Downtown Oakville. Over 8000 sqft total space, including 5293 main & second floor, plus 902sqft heated & enclosed outdoor space. Extensively renovated by Cochren Homes...
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421 St Augustine Dr, Oakville
$949,000 CAD
2 baths
3+1 beds
( )
- BTC
Rare To Find !!! Beautifully 3+3Br Bungalow On A Premium Corner lot with 2 Big Driveways. Spectacular Bungalow In Trendy Kerr Village, Beautiful White Kitchen With Dark Granite, Soft Close Drawers, Built In Wine Rack,, Mosaic Tile Back Splash & Marble Flooring, One...
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370 Poplar Dr, Oakville
$8,199,900 CAD
5 baths
5+1 beds
Poplar Dr
( )
- BTC
Wow! INCREDIBLY RARE Opportunity to Own 1.1 ACRES in Prime Morrison Corridor, in Prestigious Southeast Oakville on a quiet treelined cul-de-sac. Custom Built John Willmott designed Estate Home boasting over 8000 sq.ft. of Luxury finishes including 5+1 Bedrms, 5 Bath...
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356 River Side Dr, Oakville
$3,950,000 CAD
5 baths
4+1 beds
River Side Dr
( )
- BTC
Amazing custom built family home backing greenspace in prime south Oakville. Boasting over 5000 sq ft finished living space, this custom home showcases superior craftsmanship and attention to detail. 10 ft ceilings on the main and upper floor and 9 ft in the fully...
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1044 Argyle Dr, Oakville
$12,495,000 CAD
3 baths
3+1 beds
Argyle Dr
( )
- BTC
Epic waterfront lot!! This is the opportunity that you have been waiting for to build your dream home. One of the last remaining developable Lakefront lots that are walking distance to downtown Oakville! This stunning .54 acre waterfront lot has Riparian rights with...
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1044 Argyle Dr, Oakville
$12,495,000 CAD
3 baths
3+1 beds
( )
- BTC
Epic waterfront lot!! This is the opportunity that you have been waiting for to build your dream home. One of the last remaining developable Lakefront lots that are walking distance to downtown Oakville! Thisstunning.54 acre waterfront lot has Riparian rights with 125...
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143 Balsam Dr, Oakville
$4,499,990 CAD
4 baths
4 beds
Balsam Dr
( )
- BTC
Rare offering of a lush, private 102' x 296' lot (approx 0.7 acre) on coveted street in SE Oakville, close to downtown shops & restaurants. Build or enjoy as is! Long, meandering drive leads to existing family home of approx. 3,140 sq ft. Featuring 5 bedrooms and 4...
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233 Lakewood Dr, Oakville
$7,988,000 CAD
5 baths
4+1 beds
Lakewood Dr
( )
- BTC
Located close to the shores of Lake Ontario in South Central Oakville, on the picturesque cul-de-sac Lakewood Drive, this brilliant David Smalls designed home will captivate your senses. This 4+1 bedroom, 4+1 bathroom home offers over a total 6,500 sqft. of quiet...
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212 Southview Rd, Oakville
$3,689,800 CAD
5 baths
4+1 beds
Southview Rd
( )
- BTC
Featured in a fabulous 65 x 142+ Pool size lot, this gorgeous home boasts approx. 5,600 of finished living area with an array of hi-end finishes and all the best in both quality of construction as well as interior finishes. Beautiful porcelain tiles & wide plank wood...
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372 Wildwood Dr, Oakville
$1,549,900 CAD
2 baths
3 beds
Wildwood Dr
( )
- BTC
Fabulous Opportunity For Builders, Investors And Buyers To Be Located In One Of Oakville's Most Prestigious Neighbourhoods, Surrounded By Multi Million Dollar Homes, Create Your Luxury Dream Home On This Unique 60.10 X 143.30 Foot Lot. Ideal For Building A Custom Home...
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370 Poplar Dr, Oakville
$8,199,900 CAD
5 baths
5+1 beds
( )
- BTC
Wow! INCREDIBLY RARE Opportunity to Own 1.1 ACRES in Prime Morrison Corridor, in Prestigious Southeast Oakville on a quiet treelined cul-de-sac. Custom Built John Willmott designed Estate Home boasting over 8000 sq.ft. of Luxury finishes including 5+1 Bedrms, 5 Bath...
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298 River Side Dr, Oakville
$2,799,000 CAD
4 baths
4+1 beds
( )
- BTC
This charming bungalow loft combines spacious interiors with beautifully designed outdoor spaces in the prime central location of Oakville, walking distance to downtown and Kerr St Village. The main floor showcases a primary bedroom with walk-in closets and an ensuite...
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356 River Side Dr, Oakville
$3,950,000 CAD
5 baths
4+1 beds
( )
- BTC
Amazing custom built family home backing greenspace in prime south Oakville. Boasting over 5000 sq ft finished living space, this custom home showcases superior craftsmanship and attention to detail. 10 ft ceilings on the main and upper floor and 9 ft in the fully...
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242 Burton Rd, Oakville
$3,399,900 CAD
5 baths
4 beds
Burton Rd
( )
- BTC
Nestled in a highly sought-after Oakville neighbourhood, this exquisite 4-bedroom, 5-bathroom home offers over 4000 sq ft of luxurious living space. The grand living/dining room flows seamlessly into the spacious eat-in kitchen, featuring granite countertops, a tiled...
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483 Caesar Ave, Oakville
$1,899,900 CAD
2 baths
3+1 beds
Caesar Ave
( )
- BTC
Welcome to 483 Caesar Ave, a beautifully renovated 4 bdrm home on a private pie shaped lot at the end of a quiet cul-du-sac, surrounded by mature landscapes & private gardens. Located in a prime Southeast Oakville location, prestigious Old Oakville, one of the most...
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319 Macdonald Rd, Oakville
$2,578,000 CAD
3 baths
3 beds
Macdonald Rd
( )
- BTC
Prime Investment & Redevelopment Opportunity in Old Oakville. Exceptional 61' x 147' lot in prestigious Old Oakville, surrounded by high-end custom homes. Ideal for developers, investors, or families, the RL3-0 zoning with 35% lot coverage offers flexibility to design...
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Old Oakville Real Estate
Oakville has always been the core of activity, even as far back as the early 18th Century when it was established by William Chisholm, his son and brother in law. Sailors and merchants were drawn to the shores of Lake Ontario & Oakville Harbour for the flurry of activity from shipbuilding, timber exporting and farming products. The town of Oakville was becoming known for its participation in the underground railroad that aided African Americans to escape into Canada. The Grand Trunk Railway was built as a means of exporting what later became the major industry of Oakville…basket making. The new heights of successful business in Oakville drew the attention of major manufacturers who did not waste time developing an industrial area to plant their manufacturing factories and offices. It was in 1962 when Oakville merged together with a part of Trafalgar Township, Palermo, Bronte & Sheridan, it became the new and improved Town of Oakville. Communities within Oakville are: West Oak Trails, Old Oakville, Uptown Core, College Park, Kerr Village, River Oaks, Bronte, Palermo, Eastlake, Glen Abbey, Clearview, Iroquois Ridge South and Iroquois Ridge North. Part of the Greater Toronto Area, Oakville is considered a suburban town (full of residual 18th Century charm & architecture and enticing modern elements).
Oakville real estate for sale is unlike anything any home buyer has indulged in before. Condos and executive homes with waterfront views, semi-detached townhomes and detached houses that edge nature and their fitness trails, makes Oakville one of the best places in Ontario to invest. Family-friendly neighbourhoods with everyday amenities are part of the enticing factors of Oakville properties for sale. There are 22 public elementary schools, 6 public secondary schools, 18 French Immersion schools, Appleby College and Sheridan College. Transportation to, through and out of Oakville is possible with Oakville Transit public services that do connect with GO Transit services (with stations in both Bronte and Oakville), the Highway 403, the 407 ETR Highways and the Queen Elizabeth Way. Oakville station also has Via Rail services for travel between Windsor & Quebec. The real estate market coupled with the amenities and ease of transportation, over 300 national and international businesses have made Oakville their ‘go to’ premium location to set up shop involving numerous industries. Access to prime property, a highly skilled workforce and in-depth training advancements makes business launches in Oakville successful.
With over 140 parks, wooded areas, wharfs, gardens, squares, promenades, bluffs and beaches around Oakville, there is no shortage of outdoor enjoyment for the whole family locally. Trails through and around Oakville are also abundant, in the east there is the Winston Woods Trail, Joshua’s Creek Trail (Joshua’s Valley, Bayshire Woods Park, Avonhead Ridge Trail, East Joshua Creek Trail, Kingsford Gardens, Sheridan Valley Park Trail & Iroquois Shoreline Woods Trail), Morrison Valley North & South Trails, Crosstown Trail (east & west). In central Oakville is the Nipegon Trail, McCraney Valley Trail, Munn’s Creek Trail, Shannon Creek Trail, Sixteen Mile Creek Trail (3 sections – West Bank Trail, Inner Valley Trail & East Bank Trail). The waterfront provides the Larry Cain Trail. In the western area of Oakville is the Glen Abbey Trail System & West Oak Trails (Upper Middle Road Trail, Arbourview Trail, Taplow Creek Trail, Bray’s Trail, Old Abbey Trail, Birchtree Trail, McCraney Creek Trail, Dorval Trail, Indian Ridge Trail, Colonial Williams Trail, Glen Oak Creek Trail and East Fourteen Mile Creek Trail). The Bronte area unfolds many trails to explore as well (another Waterfront Trail, Bronte Creek Trail, Nautical Wood Park & Village Woods Park Trails, Sheldon Creek Trail and Donovan Bailey Park Trail).
The Harbours and marinas (Bronte Harbour and Oakville Harbour) are highly enjoyable by both residents and visitors. The quite extensive shorelines of Lake Ontario open up plenty of recreational bustle (power boating, sail boating, nautical-related facilities, shops, restaurants and heritage elements). History, heritage, culture and the arts are a staple in the lives of those who live and play in Oakville. The Erchless Estate/Gardens & Grounds, The Custom House, The Thomas House, Oakville Centre for the Performing Arts, CommUnity Arts Space, Oakville Galleries and the Oakville Museum all are the place to visit for those who wish to immerse themselves with the rich backstory to current day of Oakville. Shopping at the Oakville Place Shopping Centre is a unique experience with all of its offerings. Some of the memorable festivals and events that take place in Oakville include: The Downtown Oakville Jazz Festival (summertime), the For the Love of the Arts Festival (early Springtime), Midnight Madness (July) and the Oakville Family Ribfest (June). Farm fresh foods, crafts and locally made baked goods are just the beginning at some of the festivals and fairs, games, rides and exhibits are also abundant. Golfers will be able to enjoy the Glen Abbey Golf Course and sports enthusiasts can delight in the numerous soccer, lacrosse, swimming, rugby, fitness centers, hockey, skating, basketball, baseball and canoeing venues.
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