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Old Oakville MLS® Listings

(77)
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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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40 Old Mill Rd PH2, Oakville
$619,000 CAD
1 baths
1+1 beds
Old Mill Rd
( )
- 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. This spacious Penthouse Suite is a 1 Bedroom + Den offering approximately 820 sq ft in a well laid...
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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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55 Speers Rd 204, Oakville
$698,000 CAD
2 baths
2+1 beds
Speers Rd
( )
- BTC
Rare 2 Bed + Den, 2 Washroom, 1 Parking, and 2 Owned Lockers Beside Unit in Private Room! Fridge, Stove, Built-In Dishwasher, Washer & Dryer. Custom Window Blinds, All Elfs.
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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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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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13 Normandy Pl, Oakville
$1,175,000 CAD
3 baths
3 beds
Normandy Pl
( )
- BTC
Welcome to 13 Normandy Place! A 3-level semi-detached home on a quiet cul-de-sac in the heart of trendy and eclectic Kerr Village, where small town hospitality meets urban revitalization. This 3bedroom, 2.5 bathroom residence offers over 1,500 square feet of living...
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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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249 Rebecca St, Oakville
$2,662,200 CAD
4 baths
3 beds
Rebecca St
( )
- BTC
Step into the unparalleled luxury of the upgraded Signature Collection model suite at The Matheson Townhomes. Ideally situated in Central Oakville, surrounded by all the amenities you desire, this residence combines convenience and elegance. The exterior showcases...
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60 Old Mill Rd 605, Oakville
$667,500 CAD
2 baths
2+1 beds
( )
- BTC
* This 2 Bedroom's Super! * Also Has A Den That Easily Serves As A 3rd Bedroom * Decent Exposure Away From Main Road * Walk Out To Birds Eye View Of 16 Mile Creek * Decent Walk Score Puts You Steps To Everything, Restaurants, Cafes, Daily Shopping. Scenic Trails At...
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221 Allan St 204, Oakville
$3,049,900 CAD
3 baths
2 beds
Allan St
( )
- BTC
In the heart of SE Oakville lies The Brantwood Residences, an exclusive condominium within a historic building. With only 9 units, this property promises a rare blend of luxury and charm. Step into this meticulously crafted 2-bdrm, 2.5-bath unit spanning just over 2000...
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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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261 Church St 303/304, Oakville
$7,500,000 CAD
4 baths
3 beds
Church St
( )
- BTC
The Coventry is the perfect residence for distinctive owners that want city living but don't want to give up their privacy. This is the largest condo in downtown Oakville. A one-of-a-kind residence with 5,750 square feet of one level living. With 10' ceilings, and...
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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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