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1013 - OO Old Oakville MLS® Listings

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394 Sixteen Mile Dr, Oakville
$1,199,000 CAD
4 baths
3 beds
( )
10.09510 BTC
Rarely Available Executive Townhome with Double Car Garage in Oakvilles Prime Neighborhood! This spacious 2000 sq ft townhouse features 3 bedrooms and 4 bathrooms, offering plenty of space and convenience for families. The thoughtful layout includes four bathrooms...
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340 Spruce St, Oakville
$4,149,000 CAD
4 baths
3 beds
Spruce St
( )
34.93292 BTC
BEAUTIFULLY REIMAGINED FOR MODERN LIVING,THIS STUNNING HERITAGE HOME EFFORTLESSLY BLENDS TIMELESS ARCHITECTURAL CHARM W/CONTEMPORARY DESIGN ELEMENTS CREATING ELEGANT & FUNCTIONAL SPACES.SLEEK FINISHES & AN ABUNDANCE OF WINDOWS THROUGHOUT ELEVATE THE OVERALL AMBIANCE...
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21 Chisholm St, Oakville
$3,500,000 CAD
5 baths
4 beds
Chisholm St
( )
29.46860 BTC
Harbour Living in Central Oakville. Unique three-storey townhouse, ideally situated just a few paces from the lake and a short stroll to downtown Oakville. Renovated with style and function in mind, this home offers exceptional living spaces and breathtaking views. The...
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2150 Elmhurst Ave, Oakville
$2,448,000 CAD
3 baths
4 beds
Elmhurst Ave
( )
20.61118 BTC
Step into the Beautiful 2150 Elmhurst Avenue, A Stunning Residence Nestled in the Coveted South East Oakville Neighborhood. Boasting Over 3200 Square Feet of Luxurious Living Space with an Additional 1339 Square Feet of Finished Basement, there is plenty of room for...
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148 Reynolds St, Oakville
$3,100,000 CAD
4 baths
2+1 beds
Reynolds St
( )
26.10076 BTC
Discover elevated living in this meticulously renovated three-storey townhome, ideally located in the heart of Old Oakville. Redesigned in 2024 with luxury and style in mind, this residence exudes modern elegance, offering a seamless blend of luxury, comfort, and...
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161 Dunn St, Oakville
$2,450,000 CAD
3 baths
3 beds
Dunn St
( )
20.62802 BTC
Classic Downtown Oakville Townhouse Overlooking Sixteen Mile Creek Nestled in the heart of Old Oakville, this elegant townhouse offers stunning views of Sixteen Mile Creek and is just steps from the towns vibrant shops, restaurants, and amenities. Designed for both...
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20 Speers Rd PH02, Oakville
$499,990 CAD
1 baths
2+1 beds
Speers Rd
( )
4.20972 BTC
Discover this stunning renovated 2 bedroom penthouse corner unit in the heart of Kerr Village, just steps from the GO Train, QEW, lake, shopping, and more. Featuring a modern shaker kitchen (2021) with quartz countertops, marble backsplash, and stainless steel...
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82 First St, Oakville
$3,998,000 CAD
4 baths
2+1 beds
First St
( )
33.66156 BTC
A rare offering on First Street, south of Lakeshore, just steps from Downtown Oakville and Lake Ontario. This highly sought-after 85 x 152 southwest-exposure lot offers exceptional privacy, beautifully landscaped gardens, and an elevated position from the street...
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279 Macdonald Rd, Oakville
$1,998,000 CAD
2 baths
4 beds
Macdonald Rd
( )
16.82236 BTC
Fabulous renovation opportunity in prime Old Oakville. Original C.1912 brick 2 1/2 storey residence with dreamy front porch. Located mid-block and in an elevated position on this exceptionally bright and quiet property measuring 60' x 192' and over 11,500 Square Feet...
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261 Church St 404, Oakville
$3,998,900 CAD
3 baths
2+1 beds
Church St
( )
33.66914 BTC
Exquisite Luxury Living in Old Oakville - The Balmoral Penthouse Suite! Step into a world of unparalleled elegance with this exclusive 3,188 sq.ft. penthouse in the coveted The Coventry, located in the heart of downtown Old Oakville. This remarkable 2 beds + den/office...
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396 River Side Dr, Oakville
$2,699,000 CAD
6 baths
4+2 beds
River Side Dr
( )
22.72450 BTC
Set in one of Oakville's most sought-after neighborhoods, 396 River Side Drive offers a rare combination of modern luxury and natural beauty. Rebuilt in 2022 with only part of the foundation and exterior walls preserved, this home is a striking example of contemporary...
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310 Robinson St, Oakville
$1,950,000 CAD
4 baths
3 beds
Robinson St
( )
16.41822 BTC
This tastefully updated 3 Bedroom 2.5 Bathroom townhome is perfectly located in the Old Oakville Neighbourhood of Downtown Oakville. An exceptional property for the discerning executive who wants to move in & enjoy the unique downtown lifestyle.This lovely townhome...
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73 Park Ave, Oakville
$3,350,000 CAD
3 baths
3 beds
Park Ave
( )
28.20566 BTC
Located South of Lakeshore Road in the exclusive Orchard Beach neighborhood with steps to the lake and walking distance to downtown. A classic and well-maintained 2 1/2 storey Edwardian-style residence with modern updates. Includes over 3000 SF of living space and...
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65 Speers Rd 1710, Oakville
$619,000 CAD
1 baths
1+1 beds
( )
5.21173 BTC
Discovering 65 Speers Road #1710 - Convenient Condo Living In Heart of Oakville. This 1 Bedroom + 1 Den Features A Large Balcony With South/Western Exposure, Giving You A Panoramic View Of Lake Ontario, And Sunsets Every Night. Inside You Will Enjoy The Open-Concept...
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40 Old Mill Rd 805, Oakville
$655,000 CAD
2 baths
2 beds
Old Mill Rd
( )
5.51484 BTC
Discover the pinnacle of modern convenience and ease at Oakridge Heights in Old Oakville. Steps to the GO station and quick access to the highway makes it easy to get wherever you need to go. Walk to shopping, restaurants and the lake, in our historic downtown. Two (2...
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416 Trafalgar Rd, Oakville
$3,499,000 CAD
4 baths
2+2 beds
Trafalgar Rd
( )
29.46018 BTC
Upscale waterfront cottage living minutes from downtown Oakville. Welcome to life at 416 Trafalgar Road on 16 Mile Creek! Swimming, boating, kayaking, canoeing, paddle boarding and fishing on the river in spring, summer or fall. Skating, cross-country skiing and snow...
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69 Allan St, Oakville
$4,250,000 CAD
4 baths
3 beds
Allan St
( )
35.78330 BTC
This beautiful turn-key residence offers the rare combination of contemporary finishes and conveniences all within steps of the Waterfront trail and Downtown Oakville. This beautifully maintained bungaloft-style residence with nearly 3000SF above-grade living space...
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128 Balsam Dr, Oakville
$6,599,000 CAD
10 baths
5+2 beds
Balsam Dr
( )
55.56095 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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247 Trafalgar Rd, Oakville
$1,998,000 CAD
2 baths
2 beds
( )
16.82236 BTC
Beautifully Renovated Character Home Overlooking 16 Mile Creek. Beautiful front porch, circular driveway and detached Garage. Over 2000 Sq Ft Of Bright And Spacious Living Space Above Grade. Gourmet Open Concept Kitchen With Built-In Stainless Steel Sub-Zero Fridge...
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116 Chartwell Rd, Oakville
$9,500,000 CAD
6 baths
3+1 beds
Chartwell Rd
( )
79.98621 BTC
Discover the pinnacle of luxury & sustainability at 116 Chartwell Road. This modern masterpiece designed by David Small Designs & built by Troika Custom Builders achieves Net Zero certification featuring rigid construction with LVL, LSL & steel, multiple insulation...
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1013 - OO 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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