1013 - OO Old Oakville Real Estate

1013 - OO Old Oakville Real Estate

Welcome to 1013 - OO Old Oakville, a charming neighborhood that beautifully blends historical elegance with modern convenience. Nestled in the heart of Oakville, Ontario, this area is renowned for its picturesque streets, tree-lined avenues, and a vibrant community spirit that makes it one of the most desirable places to live in the Greater Toronto Area.

Old Oakville is steeped in rich history, with many heritage homes dating back to the 19th century, showcasing stunning architectural designs that reflect the area’s storied past. As you stroll through the neighborhood, you'll be captivated by the quaint boutiques, artisanal cafes, and gourmet restaurants that line the streets, offering a delightful mix of shopping and dining experiences right at your doorstep.

Families will appreciate the top-rated schools and proximity to numerous parks and recreational facilities, providing ample opportunities for outdoor activities. The serene waterfront along Lake Ontario is just a stone's throw away, inviting residents to enjoy scenic walks, picnics, and breathtaking sunsets.

Old Oakville is also well-connected to major highways and public transit, making commuting to Toronto and surrounding areas a breeze. With a strong sense of community and a calendar full of local events, including farmers' markets and seasonal festivals, there’s always something happening that brings neighbors together.

In 1013 - OO Old Oakville, you’ll find not just a home, but a lifestyle that embraces both tranquility and vibrancy. Discover the charm of this remarkable neighborhood and make it your own—where every day feels like a retreat in the heart of Oakville!

Newest Listings in 1013 - OO Old Oakville

$2,749,000
3 Beds ⋅ 4 Baths ⋅ W13599912 MLS
Welcome to sophisticated downtown Oakville living. This beautifully renovated luxury townhome offers over 2700sq.ft. of total living space, an exceptional combination of elegant design, generous spaces, and an unbeatable walkable location. Thoughtfully updated throughout with quality finishes and timeless style, this turnkey residence is ideal for discerning buyers seeking a refined, low-maintenance lifestyle in one of Oakville's most coveted neighbourhoods. The bright and spacious main living area is designed for comfort and effortless entertaining. Expansive living and dining areas are filled with natural light and flow seamlessly into a stunning renovated kitchen featuring premium appliances, extensive custom cabinetry, an oversized centre island, abundant storage, and a functional layout that will impress the most avid home chef. Step directly from the kitchen onto a large private deck, creating the perfect extension of your living space for outdoor entertaining, or simply enjoying a quiet morning coffee. Offering 2+1 bedrooms and 3+1 bathrooms, this home provides remarkable flexibility for families, professionals, and downsizers alike. The spacious primary retreat offers comfort andprivacy, while additional bedrooms accommodate family and guests with ease. A dedicated main floor office creates the ideal work from home environment, providing separation from the main living spaces without sacrificing convenience. The walk-up from the lower level presents endless possibilities and is perfectly suited for a nanny suite, in-law accommodation, guest quarters, home gym, or additional living space. With its own direct access, this level adds tremendous versatility to an already exceptional floorplan. Outdoor living is further enhanced by two private decks, offering multiple spaces to relax and entertain. A rare attached double car garage, combined with parking for an additional vehicle in the back drive, provides convenience seldom found in downtown locations.

146 Reynolds Street, Oakville
$3,198,000
4 Beds ⋅ 3 Baths ⋅ W13599614 MLS
Set on a high sought-after, tree-lined street in the heart of Old Oakville, this beautifully renovated residence offers refined, move-in ready living in one of the town's most coveted neighbourhoods. Bright, sophisticated interiors are defined by wide-plank white oak floors, clean architectural lines and an effortless connection to the outdoors.At the heart of the home, the custom kitchen features sleek cabinetry, quartz countertops, premium appliances and a beverage fridge, flowing seamlessly into the breakfast area and inviting great room. A striking three-sided gas fireplace creates a natural focal point, while expansive four-panel Kolbe sliding doors open to a private backyard designed for everyday enjoyment and exceptional entertaining.The professionally landscaped gardens offer a true outdoor retreat, complete with a spacious lounge centred, dining terrace, built-in outdoor kitchen with gas barbecue and beverage fridge, mature privacy plantings and a generous lawn.The upper floor offers three well-proportioned bedrooms, including a tranquil primary suite overlooking the gardens with a walk-in closet and beautifully appointed five-piece ensuite featuring double vanities, a soaker tub and glass shower. Two additional bedrooms and a family bathroom complete this level.The finished lower level, with its side entrance, adds exceptional flexibility with a fourth bedroom, recreation room and versatile space ideally suited for a home office, gym or guest accommodation.Perfectly positioned just moments from the lake, downtown Oakville, the New Central Public School, Oakville Trafalgar High School, Whole Foods, the GO Station, and exception recreation facilities and parks. This is a rare opportunity to enjoy an outstanding home in one of Oakville's most established and sought-after neighbourhoods.

303 Watson Avenue, Oakville
$6,975,000
3 Beds ⋅ 3 Baths ⋅ W13594134 MLS
Lakefront home, nestled on Old Oakville's Second Street, this residence offers a blend of timeless elegance, luxury, and unparalleled waterfront living. Completely reimagined top to bottom, showcasing an aesthetic designed for both family living and comfortable downsizing. Bathed in natural light, offering breathtaking lake views from nearly every room, you will find tranquility and grandeur from the moment you enter. Glowing hardwood flooring, custom millwork and paneling, recessed lighting, and designer finishes elevate every space.The kitchen, with panoramic lake views, features custom cabinetry, integrated top-of-the-line appliances, and an oversized island with seating for four. Quartz countertops and full-height quartz backsplash create a striking focal point, complemented by gold pendant lighting.The living room is designed for both comfort and style, featuring custom built-in cabinetry with illuminated shelving, gas fireplace, and expansive windows framing the sparkling waters of Lake Ontario. The main-floor primary suite, spacious and serene, featuring a walk-in closet. Spa-inspired ensuite with a freestanding soaker tub, glass walk-in shower, vanity, and gold fixtures and lighting. Two additional bedrooms on the upper level for family and guests, with private balcony overlooking the waterfront. Enjoy a beautifully appointed main-floor laundry room with custom cabinetry and stacked appliances. Enjoy riparian rights from a spectacular waterfront deck featuring glass railings and steps to the shoreline. Maximizing the panoramic water views, an unrivaled setting for entertaining, relaxing, and embracing Oakville's most prestigious waterfront lifestyle. Complete with a detached 2 car garage and ample private parking. Furniture by FOR living, Art by Harbour Gallery. Luxury Certified.

21 Second Street, Oakville
$525,000
1 Beds ⋅ 1 Baths ⋅ W13587226 MLS
Welcome To Suite 204 At 40 Old Mill Road, A Beautifully Maintained Executive Suite Nestled In The Heart Of Prestigious Old Oakville. This One Bedroom Residence Offers 725 Square Feet Of Thoughtfully Designed Open-Concept Space For Comfortable Everyday Living And Effortless Entertaining. Featuring 9 Ft Ceilings, Rich Hardwood Flooring, Elegant Crown Moulding, And Large Windows That Fill The Space With Natural Light, This Suite Exudes Warmth And Timeless Appeal. The Kitchen Is Appointed With Granite Countertops, Upgraded Cabinetry, And Ample Storage, Seamlessly Flowing Into The Combined Living And Dining Area. A Charming Juliette Balcony Enhances The Living Space, While The Generous Primary Bedroom Offers A Walk-In Closet And A Large Window For A Bright And Airy Retreat. The Well-Appointed Bathroom Features A Marble Tub/Shower Alongside A Separate Glass Shower, Providing Both Function And Luxury. Ensuite Laundry With Additional Storage Adds Everyday Convenience. This Sought-After Building Is Known For Its Exceptional Amenities Including Concierge Service, Indoor Pool, Fitness Centre, Party Room, And Visitor Parking, Offering A Refined Lifestyle In A Secure And Well-Managed Community. Ideally Located Just Steps To The Oakville GO Station, Shopping, Parks, And The Scenic Trails Of Sixteen Mile Creek, And Only Minutes To Downtown Oakville's Charming Boutiques, Restaurants, And Lakefront. Situated Within The Highly Regarded Oakville Trafalgar School District, This Residence Is Perfect For First-Time Buyers, Downsizers, Or Investors Seeking A Prime Location And Turnkey Living In One Of Oakville's Most Desirable Neighbourhoods.

40 Old Mill Road Unit 204, Oakville
$50,000
W13580066 MLS
Lakeshore Trophy Location - High-Profit 3-Bed RMT Clinic. Rare opportunity to own a high-visibility, 553 sq ft boutique clinic on the 2nd floor of a complex building in the 'Core of the Core' Downtown Oakville. Established in 2021 and surrounded by luxury estates, this high-efficiency practice features a direct Lakeshore Rd entrance and a versatile 3-station layout. Key Features: Maximum Spatial Agility: The flexible curtain partition system allows you to instantly reconfigure the treatment area, transitioning between private units and a premium couple's suite at zero cost.Streamlined Operations: Seamless online booking, all major insurance direct-billing portals, and a high-efficiency client management system.The Numbers: Netting $100k+ annually (solo); ongoing full-capacity operation ensures cash flow from Day 1. Massive upside to triple revenue by utilizing all 3 stations.Accessibility: Ample street parking plus adjacent municipal indoor parking with discounted commercial rates.Security: Secure 5-year lease (to 2031) with TMI and private parking included.The Transition: Owner retiring; price includes equipment, 680+ client database, and last month's rent deposit. 1-month hands-on training + optional 3-6 months paid consulting. Vetted professionals only. NDA and Proof of Qualification/Funds required.

297 Lakeshore Road E Unit 6, Oakville
$450,000
4 Baths ⋅ W13555454 MLS
Excellent approx. 2,200 sq.ft. restaurant in the heart of Downtown Oakville right on Thomas St with an amazing outdoor patio. Currently an Italian Restaurant called "Buca di Bacco" with a full Kitchen, Exhaust Hoods, and Walk-in Fridge. Very busy and well known restaurant in Oakville. Very attractive buildout with modern and high end leasehold improvements, equipment, and furniture. Easy to operate and has Liquor License of 65. Can be Converted to many different uses and restaurant concepts. List of Chattels and equipment included attached. Very attractive Lease with a new 5 year term that commenced July 1, 2026. Current Rent is approx. $10,312.50/month including TMI plus HST, which is below market rents for the area.

130 Thomas Street Unit 101, Oakville
$1
W13544990 MLS
Attn Builders/Investors, Site Plan Approval stage for 6 Story, 16 Boutique Condo Units in The Core of Downtown Oakville. A Unique Plan for 16 Units Ranging From 512-1681 sqft. Prime Location, Steps From The Luxurious Shops, Restaurants Of Lakeshore Rd & Walking Distance To The Oakville Waterfront.

214 Randall Street, Oakville
$3,980,000
W13544876 MLS
Presenting an exceptional investment opportunity in the heart of downtown Oakville: a meticulously well-maintained, 6,510-square-foot premium commercial building situated at "centre ice" on the highly desirable sunny side of the street. This turnkey asset is fully leased by AAA tenants, providing a stable, reliable, and worry-free income stream for any investor. With an attractive Net Operating Income that yields a strong 5.39% cap rate, this property offers unparalleled visibility and premier retail exposure in one of Oakville's most vibrant, bustling, and prestigious commercial corridors. Don't miss the chance to add this outstanding, worry-free property to your investment portfolio.

257 Lakeshore Road E, Oakville
$2,349,000
5 Beds ⋅ 3 Baths ⋅ W13536632 MLS
Nestled Just Moments From The Shores Of Lake Ontario In One Of Oakville's Most Coveted Neighbourhoods, 298 Douglas Avenue Offers The Perfect Blend Of Lakeside Living And Refined Family Comfort. This Beautifully Renovated 4+1 Bedroom, 3 Bathroom Residence Has Been Thoughtfully Redesigned From Top To Bottom, Combining Timeless Character With Elevated Modern Finishes. The Main Floor Features Rich Hardwood Flooring, Elegant Mouldings, Pot Lights, And Expansive Windows That Fill The Home With Natural Light. The Custom Chef's Kitchen Is A True Showpiece With Quartz Countertops, Stainless Steel Appliances, Designer Lighting, A Large Centre Island With Seating, And Seamless Access To The Backyard, Ideal For Entertaining. The Inviting Living Spaces Provide Warmth And Sophistication, Including A Cozy Fireplace And Effortless Flow For Everyday Living. Upstairs, 4 Spacious Bedrooms Offer Flexibility For Growing Families, Highlighted By A Stunning Primary Retreat With A Walk In Closet And Beautifully Updated Ensuite. The Additional Bedrooms Are Bright, Generous In Size, And Finished With Tasteful Detailing And Neutral Tones. The Fully Finished Lower Level Expands Your Living Space With A Large Recreation Room, Additional Bedroom, And Versatile Space Perfect For A Home Gym, Media Room, Or Guest Suite. Enjoy The Best Of Oakville Living Just Steps To Waterfront Trails, Parks, And Minutes To Vibrant Downtown Shops, Restaurants, And Top Rated Schools.

298 Douglas Avenue, Oakville
$2,990,000
5 Beds ⋅ 4 Baths ⋅ W13533712 MLS
Landmark Old Oakville brick residence fully renovated with newly rebuilt detached coach house with independent accessory dwelling unit. This luxurious dream home features a circular driveway and stately 10'0 ceilings. New wide-plank smoked-oak hardwood throughout. Centre hall plan with dramatic principal rooms. Dining room with fireplace mantle and french doors to front porch. Living room drenched in southwest light with a beautiful wood-burning fireplace. Elegant grand central staircase. Fabulous scale! This is a wonderful home for entertaining. Beautiful white Kitchen with top-of-the-line appliances, quartz counters and large centre island opens to Family Room with gas fireplace and patio doors to the garden. Main floor Den with gas fireplace and built-in bookshelves. Second Floor Laundry. Luxurious Primary Suite with walk-in Dressing Room, private Office/Reading Room and luxury Ensuite Bathroom with radiant heated floors. Three further Bedrooms all a great size and renovated family Bathroom. New central air conditioning and radiant heating. All up-to-date mechanicals and electrical. Newly re-built and renovated detached 2 car heated Coach House Garage with independent second floor apartment with separate entrance featuring a large open plan room with kitchen, 3 piece bathroom, gas heating, central air-conditioning and a wonderful view overlooking the garden. Huge 15,629 Square Foot lot with endless potential including room for a swimming pool. Beautiful circular driveway and parking for 10+ cars. Short-walk to all of Oakville's finest amenities including Downtown Oakville, Lake Ontario, OT Rec Centre & Pool, Tennis Clubs, Sailing Clubs, Oakville GO Station, Whole Foods, Starbucks, LCBO, top schools both public and private & so much more.

349 Trafalgar Road, Oakville
$4,999,000
4 Beds ⋅ 5 Baths ⋅ W13524820 MLS
Grand Grounds. Timeless Elegance. Extraordinary Potential.An exceptional opportunity in one of Olde Oakville's most prestigious neighbourhoods. Tucked behind private gates and nestled beneath a magnificent canopy of mature trees, this beautifully landscaped and increasingly rare 0.82-acre estate offers over 7,100 square feet of living space in an irreplaceable setting just moments from Downtown Oakville.Approached by a sweeping circular drive, the timeless brick residence immediately impresses with its classic Colonial Williamsburg-inspired architecture, elegant symmetry, and commanding presence. Beyond the front entrance, peaceful views of the private pond and lush landscape create a tranquil, park-like retreat rarely found in such a coveted urban location.Custom built in 1980, this stately four-bedroom residence offers an extraordinary opportunity to reimagine an exceptional property. Offered in "as is" condition, the home presents the perfect canvas for those looking to undertake a significant renovation, thoughtfully restore its timeless character, or explore the opportunity to create a magnificent custom estate (subject to all necessary approvals). Whether preserving its enduring architectural charm or designing an entirely new vision, the possibilities are truly exceptional.The expansive grounds provide an incredible backdrop for family living, entertaining, and creating lasting memories for generations to come. Properties offering this rare combination of land, privacy, scale, and location are becoming increasingly difficult to find.Ideally situated within one of Oakville's most sought-after school districts and just a short walk to Downtown Oakville, the Oakville GO Station, public and private schools, Post Park, Whole Foods, Longo's, boutique shopping, restaurants, and the lakefront, this is more than an exceptional property-it is a rare opportunity to create a legacy estate in one of Olde Oakville's most coveted locations.

488 Macdonald Road, Oakville
$2,988,000
3 Beds ⋅ 3 Baths ⋅ W13514262 MLS
Fully renovated luxury home just steps from the boutiques, restaurants, waterfront,and lifestyle amenities of Downtown Oakville. Designed for effortless living, this exceptional residence offers the perfect blend of modern sophistication and low-maintenance convenience.Inside, Cathedral ceilings, premium walnut finishes, engineered hardwood flooring,and skylights create a bright, elegant atmosphere. The chef-inspired kitchen features a high-end Bertazzoni stove and stainless steel appliances, ideal for both everyday living and entertaining. Additional highlights include heated floors, gas fireplaces,a private office, a built-in sound system, and a spa-inspired ensuite.Outside, enjoy beautifully designed maintenance-free grounds, offering year-round enjoyment without the upkeep. A rare opportunity to own a turnkey luxury property in one of Oakville's most sought-after walkable neighbourhoods.

160 Allan Street, Oakville
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