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Old Oakville MLS® Listings

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246 Douglas Ave, Oakville
$3,350,000 CAD
3 baths
4 beds
( )
- BTC
Situated In Beautiful Old Oakville, Douglas Ave Is Renowned For Its Tree-Lined Streets, Thoughtfully Designed Character Homes, And Easy Access To The Waterfront. Residents Can Enjoy The Best Of Both Worlds - A Peaceful Suburban Lifestyle With All The Conveniences Of A...
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212 Kerr St 708, Oakville
$578,000 CAD
1 baths
2 beds
Kerr St
( )
- BTC
Newly renovated spacious 2 bedroom, 1 bath condo in "Arbour Glen". White kitchen, granite counter tops and SS Appliances, renovated washroom with granite counters , new floors throughout the whole apartment. Open Concept with large windows and walk out to private...
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131 Chisholm St, Oakville
$1,749,000 CAD
2 baths
3 beds
Chisholm St
( )
- BTC
Commercial/ Residential Development Opportunity in the heart of Oakville. Zoned for Dental and Office! Prime Location, and steps away from Downtown Oakville and close proximity to Lakeshore, Restaurants and Shopping. This property is the perfect canvas to renovate or...
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60 Old Mill Rd Glb2, Oakville
$898,800 CAD
2 baths
2 beds
Old Mill Rd
( )
- BTC
Prestigious Condo Building with South-facing Garden Level. Unit with 3 walk outs to a large terrace overlooking sixteen mile creek ravine. Grand living and dining room with electric fireplace, engineered hardwood floors, beautiful kitchen with granite counters and...
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65 Glenmanor Dr, Oakville
$1,299,000 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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40 Old Mill Rd 304, Oakville
$620,000 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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155 Stewart St, Oakville
$3,099,000 CAD
5 baths
4+1 beds
Stewart St
( )
- BTC
Opportunity knocks! Custom home to be built! This is your chance to envision and construct your dream home on a prime 57' x 123' lot. A home isn't just a structure; its your haven, your sanctuary, a reflection of who you are. Picture yourself in a meticulously crafted...
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128 Whittington Pl, Oakville
$2,598,000 CAD
4 baths
4+2 beds
Whittington Pl
( )
- BTC
Welcome to your Luxurious, Newly Renovated home, nestled on a Quiet Cul-De-Sac just minutes away from Appleby College. This stunning property showcases superior finishes in every detail.Main floor features a newly renovated Open-concept kitchen equipped with Top-of-the...
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441 Watson Ave, Oakville
$2,498,000 CAD
4 baths
3+1 beds
Watson Ave
( )
- BTC
Completely renovated, this two-storey home is perfectly located in the Old Oakville community. Offering 3,800 sq. ft. + of total living space, pride of ownership is evident throughout. Large windows offer abundance of natural light & white finishes throughout create...
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152 Reynolds St, Oakville
$3,298,000 CAD
4 baths
2+1 beds
Reynolds St
( )
- BTC
Outstanding townhome, situated in the heart of downtown Oakville. Completely renovated showcasing the best of today's luxury finishes. Offering 2,946 sq ft of total living space this bright sun-filled townhome features designer kitchen and cabinetry throughout, premium...
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301 Lakeshore Rd, Oakville
$4,850,000 CAD
6 baths
4+1 beds
Lakeshore Rd
( )
- BTC
Brand new custom home sit on a private 75 x 140 ft lot surrounded by mature trees. 4+1 bedrooms / 5+1 washrooms, built by Scott Ryan, designed by Keeren Design. Lot boasts extra large circular driveway can park over 8 cars. Main floor features soaring 10-ft ceilings...
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40 Old Mill Rd 403, Oakville
$629,000 CAD
1 baths
1+1 beds
( )
- BTC
Welcome to the beautiful Oakridge Heights community, surrounded by nature and conveniently located in South Oakville only a 10 min walk to downtown Oakville and the Lake. Suite 403 offers a spacious well laid out floor plan with 9ft ceilings. Gorgeous Kitchen updated...
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73 Washington Ave 104, Oakville
$578,888 CAD
1 baths
1 beds
Washington Ave
( )
- BTC
You'll Love The Attention To Detail And Custom Upgrades Found Throughout This Impeccable Condo In Lovely Kerr Village! Stunning Upgraded 1 Bed 1 Bath Designer Condo With Rare 2 Underground Parking Spots! Take Advantage Of Being Steps To Picturesque Waterfront Trails...
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212 Kerr St 704, Oakville
$599,000 CAD
1 baths
2 beds
( )
- BTC
Welcome To Arbour Glen In Trendy Kerr Village. Immaculately Maintained Safe Condo Building Set Back From Kerr Street. Lovely Landscaped Gardens W/Direct Gated Access To Trafalgar Park, Ice Rink, EV Charging, Fitness Centre, Tennis Courts, Kids Playgrounds, Baseball...
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128 Balsam Dr, Oakville
$8,498,900 CAD
10 baths
5+2 beds
Balsam Dr
( )
- BTC
Welcome to 128 Balsam Drive in South East Oakville, One of the Prettiest Most Exclusive and Desirable Streets in the Greater Toronto Area! This Extraordinary Custom Built Home is just steps to Oakville's Historic Downtown Shopping District, Plethora of Private Schools...
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296 Reynolds St, Oakville
$2,199,000 CAD
4 baths
3 beds
( )
- BTC
Lovely Colonial Revival 2 Storey home in Oakville's Heritage District. Beautifully landscaped w/circular drive & detached garage/shed. Home boasts 3 bedrooms, 2 full and 2 half baths, hardwood floors, large living room with wood burning F/P and formal Dining Room...
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21 Second St, Oakville
$5,500,000 CAD
2 baths
3 beds
Second St
( )
- BTC
RIPARIAN WATERFRONT IN DOWNTOWN OAKVILLE. Potential abounds! Fantastic opportunity to renovate, or build a new custom home. The possibilities are endless in this secluded waterfront residence where location and privacy are second to none. Charming main floor offers a...
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128 Garden Dr 203, Oakville
$779,900 CAD
2 baths
2+1 beds
Garden Dr
( )
- BTC
Enjoy modern condo living in this light-filled stylish corner suite with a wraparound balcony, steps to Downtown Oakville. The suite features engineered laminate flooring throughout and soaring 9 smooth ceilings. The well-appointed gourmet kitchen boasts stainless...
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431 River Side Dr, Oakville
$2,498,000 CAD
4 baths
3+1 beds
River Side Dr
( )
- BTC
Situated on a stunning ravine lot sits this fully renovated central Oakville family home. An award winning backyard oasis was created by ProScape in 2022 including a new driveway, fire pit, hot tub and outdoor kitchen. Mature tree canopy and mixed perennial gardens...
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343 Watson Ave, Oakville
$4,488,000 CAD
5 baths
5 beds
( )
- BTC
Situated on a beautiful tree-lined street in the desirable Old Oakville neighbourhood, this charming home displays refined style and timeless sophistication. This character home was completely remodel and renovated throughout, bringing the homes natural beauty to life...
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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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