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Old Oakville MLS® Listings

(46)
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163 Maurice Dr, Oakville
$1,250,000 CAD
2 baths
3+1 beds
( )
- BTC
Located in Oakville's Kerr Village community, this property offers endless possibilities in a sought-after location. Situated on a spacious lot with RL10-0 zoning and walking distance to Lakeshore, downtown Oakville, public transit, and minutes to Highways 403/QEW/407...
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143 Stewart St, Oakville
$898,990 CAD
2 baths
3 beds
Stewart St
( )
- BTC
Welcome To 143 Stewart St! Beautifully Maintained 3-Bed, 2-Bath Detached With Over 2100 Sqft Of Living Space On A Deep Lot In The Heart Of Kerr Village! This Unique Home Features An Abundance Of Natural Light Along With Character. Upon Entry, You'll Be Greeted By A...
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128 Balsam Dr, Oakville
$7,350,000 CAD
10 baths
5+2 beds
Balsam Dr
( )
- BTC
Discover luxury living in this exquisite custom-built West Coast-style home, nestled on a prestigious street in Southeast Oakville. This opulent residence boasts an impressive 5,484 sq ft above grade, w/ over 9,000 sq ft of finished living space, perfect for both...
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416 Trafalgar Rd, Oakville
$3,899,900 CAD
4 baths
2+2 beds
Trafalgar Rd
( )
- BTC
Mile high luxury & vista views on the river. Welcome to 416 Trafalgar Rd!A charming, renovated character home backing onto 16 Mile Creek with riparian rights in desirable Old Oakville. This 4 bed, 3.5 bath residence offers over 3,650 sqft. of thoughtfully designed...
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214 Donessle Dr, Oakville
$2,998,000 CAD
2 baths
4 beds
Donessle Dr
( )
- BTC
Welcome to 214 Donessle Drive. This lovely 2-storey, 4 bedroom home is located on a family friendly street in prestigious Old Oakville and sits on a 67 x 174ft lot. This spacious home has an excellent floor plan for family living and entertaining. The eat in kitchen...
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135 Deane Ave, Oakville
$1,349,000 CAD
2 baths
2+2 beds
Deane Ave
( )
- BTC
Welcome to 135 Deane Ave, a beautifully renovated bungalow in the heart of Kerr Village. Just a short walk from local shops, restaurants, and the scenic Lake Ontario shoreline, this home offers the perfect blend of modern updates and village charm. As you step inside...
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21 Second St, Oakville
$4,999,000 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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302 William St, Oakville
$3,299,000 CAD
3 baths
5 beds
William St
( )
- BTC
Welcome to 302 William Street in the heart of downtown Oakville. This classic red-brick home is steeped in character and warmth. Lovingly cared for and updated over the past 54 years by the current owners, it has beautiful gardens and mature trees. This home has over 2...
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210 Chartwell Rd, Oakville
$8,495,000 CAD
6 baths
4+1 beds
Chartwell Rd
( )
- BTC
Inspired by California living, this home was completely redone in 2022 w/ the assistance of Gren Weiss team and their contemporary interior design and architecture along w/ Mazenga craftsmanship. An entertainer's dream w/ over 7500 sq ft of spectacular modern design...
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415 Queen Mary Dr, Oakville
$1,650,000 CAD
3 baths
2+1 beds
Queen Mary Dr
( )
- BTC
***Absolutely Immaculate***This stunning rebuild by a high-end Oakville custom builder offers a unique, exquisitely appointed home for downsizers and small families!! Exceptional detailing includes coffered 9-ft ceilings, millwork and Wainscotting throughout! The...
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397 Trafalgar Rd, Oakville
$2,500,000 CAD
4 baths
4 beds
( )
- BTC
Stunning Century Home with modern conveniences on an expansive lot in Old Oakville. Think about the possibilities of subdividing this oversized lot! Dating back to the early 1920's, you will find enduring charm & elegance. Featuring original architectural details...
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64 Florence Dr, Oakville
$1,298,000 CAD
2 baths
2+2 beds
Florence Dr
( )
- BTC
Renovated bungalow, situated in the highly sought-after Kerr Village / Central Oakville community. Featuring 2+2 bedrooms, this home boasts two updated kitchens with brand-new appliances, 2 laundry rooms, 2 full baths. This home has separate entrances for each...
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370 Poplar Dr, Oakville
$7,989,000 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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55 Stewart St, Oakville
$899,000 CAD
1 baths
3 beds
( )
- BTC
*Opportunity Knocks * Attention Contractors/ Builders, First Time Buyers * Build Your Dream Home In Oakville's Sought After Family Friendly Community Just Steps From The Welcoming, Eclectic And Trendy Vibe Of Kerr Village * Prime Chance To Own This Fully Detached Home...
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112 Elton Park Rd, Oakville
$6,999,999 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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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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144 Stewart St, Oakville
$2,599,000 CAD
5 baths
3+1 beds
( )
- 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
Raymar Pl
( )
- 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
St Augustine Dr
( )
- 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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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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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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