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Old Oakville MLS® Listings

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402 St Augustine Dr, Oakville
$1,299,900 CAD
2 baths
3 beds
( )
- BTC
Welcome home to this meticulously maintained European owned Bungalow in a much coveted neighbourhood in Oakville! Features 3 bedrooms upstairs, separate entrance to a fully finished basement (potential income). Fabulous and appear on a 58 x 138 FT lot. This home is in...
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157 Deane Ave, Oakville
$1,279,000 CAD
2 baths
3 beds
Deane Ave
( )
- BTC
Located in the heart of Kerr Village and just a short stroll to shops, restaurants, downtown Oakville and the lake, this solid, well maintained bungalow can be lived in, renovated or build your custom dream home. The home offers 3 bedrooms, 2 baths, hardwood floors...
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34 Birch Hill Lane, Oakville
$3,995,900 CAD
4 baths
4+1 beds
Birch Hill Lane
( )
- BTC
Welcome to your dream home at the end of a private lane, nestled among just five residences. This remarkable property abuts the scenic trail and prestigious Appleby College. Situated on a sprawling .54-acre lot, this residence offers a rare retreat from the city...
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25 Lambert Common N/A, Oakville
$5,600,000 CAD
5 baths
4+1 beds
Lambert Common N/A
( )
- BTC
Don't miss your chance to live in Southwest Oakville's most exclusive enclaves of custom lakeside homes, the prestigious Edgewater Estates. This spectacular Gren Weis design boasts over 4,200 square feet of show stopping features and a flawless floorplan that delivers...
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118 Tavistock Sq, Oakville
$2,399,000 CAD
2 baths
3+1 beds
Tavistock Sq
( )
- BTC
Unique opportunity to live on one of Oakville's most desirable area in the highly coveted Tavistock Square neighborhood, just steps to Lake Ontario. The house is located in a calm and quiet little neighborhood, away from traffic noises or road disturbances. Large...
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191 Deane Ave, Oakville
$1,388,000 CAD
3 baths
2+2 beds
( )
- BTC
Location.Location.Location!!!! Steps To Lake, This Gorgeous Pie Shaped Premium Corner Lot 2+2Br with 3Wr Is A Very Rare 2 Master Bedrm Model w Garage, Totally Renovated Top To Bottom. Modern Open Concept Living/Dining Area W/Eat In Kitchen & Huge Centre Island, Very...
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336 Robinson St 2, Oakville
$3,149,000 CAD
5 baths
3 beds
Robinson St
( )
- BTC
Luxurious "Rock Cliff" home, it's steps from the lake, located in Old Oakville. This 3 bedroom townhome is newer construction, beautifully finished from top to bottom and full of natural light. The home includes a chefs inspired designer's kitchen, complete with butler...
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50 Old Mill Rd 706, Oakville
$582,900 CAD
1 baths
1+1 beds
Old Mill Rd
( )
- BTC
Lovely 1 bed + den well appointed condo in the sought after gated community of Oakridge Heights. This Oakville gem boasts 9ft ceilings, light filled open layout, 4pc ensuite w/ whirlpool tub, 1 undergr. parking space, 1 locker, & ensuite laundry. Enjoy the heated...
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65 Speers Rd 203, Oakville
$728,888 CAD
2 baths
2 beds
Speers Rd
( )
- BTC
Stunning & Spacious 2 Bedroom Suite In Kerr Village Known As The "Rain" And Part Of Empire Community Located In The Heart Of Oakville. A naturally lit with daylight all-day corner unit with a gorgeous wrap-around approx 300 sqft corner balcony that adds a lot of living...
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50 Old Mill Rd Lph2, Oakville
$1,198,000 CAD
3 baths
2+1 beds
( )
- BTC
Stunning lower penthouse corner suite at the coveted "Oakridge Heights" residence in Old Oakville! Rarely available model, over 1,800 s.f. of luxury living space! 3 walk-outs to wraparound balcony, unobstructed views of Sixteen Mile Creek & breathtaking sunsets over...
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205 Lakeshore Rd 304, Oakville
$1,089,000 CAD
3 baths
2 beds
Lakeshore Rd
( )
- BTC
Unique 1288 Sq Ft Suite At Windemere Manor. This Beautiful Sun Filled 2 Bedroom (Split Bedroom Floor Plan) Suite Features An Upgraded Kitchen, Living Area, Powder Room, Principal Bedroom With Walk In Closet And Ensuite, A Second Bedroom With Ensuite And A Dining Room...
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40 Old Mill Rd 304, Oakville
$628,888 CAD
1 baths
1+1 beds
( )
- BTC
Welcome to Oakridge Heights III in Oakville. Very Spacious & Luxurious, Newly Renovated & Bright 801 sqft Condo In Central-Oakville. Entrance To Building Is Just A Few Short Steps To The Oakville GO Station (650M) & Very Short Drives To Whole Foods (1KM) , Parks (350M...
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389 River Side Dr, Oakville
$2,449,000 CAD
4 baths
4+1 beds
River Side Dr
( )
- BTC
2-Story Ravine Retreat In West River! Located Along A Ravine & Backing Onto 16 Mile Creek, Just A Short Walk To Dwntwn Oakville. This Home Breaks The Mold Of The Traditional Neighbourhood Bungalow W/ Its 2nd Story & 2 Cleverly Designed Bump-Outs Which Add Space...
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507 Maple Ave, Oakville
$1,999,000 CAD
3 baths
3+1 beds
Maple Ave
( )
- BTC
Nestled within the highly sought-after Old Oakville neighbourhood, this exquisite home is enveloped by the charm of mature trees & multi-million dollar residences, while conveniently offering a short stroll to Old Oakville's vibrant downtown. Granting easy access to...
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210 Chartwell Rd, Oakville
$9,998,000 CAD
6 baths
3+1 beds
Chartwell Rd
( )
- BTC
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20 Speers Rd 305, Oakville
$569,900 CAD
2 baths
3 beds
( )
- BTC
This massive corner unit has been completely renovated top to bottom. New flooring all throughout. All new appliances come with a three year warranty. This rare condo has three full bedrooms all with new large closets. A huge master bedroom with a large closet and en...
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65 Glenmanor Dr, Oakville
$1,350,000 CAD
2 baths
3 beds
Glenmanor Dr
( )
- BTC
Great opportunity to customize and renovate in highly sought-after West River of Old Oakville. Steps from popular Forster Park and walking distance to trendy Kerr Village and downtown Oakville. Surrounded by multi-million dollar custom homes in a family friendly...
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112 Elton Park Rd, Oakville
$7,750,000 CAD
8 baths
4+1 beds
Elton Park Rd
( )
- BTC
Presenting This Resplendent Custom Masterpiece Located In SE Oakville Showcasing a Flawless Contemporary Design w/ Close Proximity To Lakeside Parks & All Desired Amenities. The Immaculate Interior Embodies a Luxurious Experience Spanning Over 7,426 SF Total. Down The...
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65 Speers Rd 1003, Oakville
$799,000 CAD
2 baths
2 beds
( )
- BTC
Rain Condos in Oakville's Trendy Kerr Village! 2 Bed 2 Bath Condo Apartment With Unobstructed Views From Your Large Wrap Around Balcony! Sunlit Open Concept Living/Dining and 9' High Ceilings. Kitchen With Stainless Steel Appliances, Granite Counters and Island. Walk...
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394 River Side Dr, Oakville
$1,648,888 CAD
3 baths
3+2 beds
( )
- BTC
Discover the epitome of elegance on Gorgeous River Side Drive in the highly sought-after West River Community of Central Oakville. This stunning property boasts a captivating 70x152 private, treed lot with impeccable curb appeal and a fully fenced yard. Meticulously...
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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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