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.More details
Listed by RE/MAX Escarpment Realty Inc., Brokerage
OUTSTANDING EXECUTIVE FAMILY OPPORTUNITY! Located in the coveted ORCHARD BEACH neighbourhood of OLD OAKVILLE, this home is just a stone's throw from the LAKE ONTARIO and a short stroll to downtown Oakville's shops and restaurants. Designed by John Willmott and enhanced with numerous features, it offers joyous familyliving. The modern, open-concept floor plan includes a vaulted, sun-lit family room adjacent to a large chef's kitchen and eat-in area. Quality garden doors open to a magnificent stone back porch, complete with a linear fireplace and views of the quality private Todd gunite pool, hot tub, and Aldershot landscaping.Ideal for entertaining, the home features a separate pantry and servery next to the dining room, which boasts stunning stained glass windows. The office is quietly tucked away with street views for natural light.The second level hosts a fabulous principal suite with built-in cabinets and shelving, a balcony with seasonal lake views, a 5-piece ensuite, and a walk-in closet. Additionally, there are three more spacious bedrooms and two further convenient bathrooms. The lower level includes an impressive projector entertainment centre with a cozy gasfireplace, a second bonus office, a large bedroom, and another bathroom. The stone walkways and patios outside are exceptional, welcoming you into this warm and inviting family home. Situated on a quiet, tree-lined street, this special home is serenaded by the sounds of the waves rolling in. You will be enchanted.More details
Listed by RE/MAX Escarpment Realty Inc., Brokerage
Location! Location! Stunning Executive freehold townhome in prime downtown Oakville, fabulous low maintenance lifestyle, perfect location just steps to the charming main street with an abundance of upscale stores, fine dining, cafes, steps to theater, lake, harbour, river & fabulous Oakville Club. Built by award-winning DQI (Design Quorum Inc.) Featuring over $150,000 in modern renovations (detailed list of all upgrades 2018-2026 available upon request & attached to listing), beautiful new natural oak hardwood floors, sun filled open concept main floor great room with 10' ceilings & huge picture windows filling the home with natural light, renovated gourmet kitchen with centre island, granite counters & stainless appliances & wine fridge, 4 spacious bdrms, 2.5 renovated baths, freshly painted thruout, modern pot lights thruout, primary bdrm features 18' vaulted ceiling, spa-like ensuite & walkin closet, 4 walkouts to sundecks on main & upper levels, 4th bdrm loft features walk-in closet and walkout to private rooftop terrace, lovely views over 16 Mile Creek, handy 2nd floor laundry ideally situated close to all bdrms, professionally finished basement features spacious family room and large storage room, this beautifully appointed freehold features 2,355 sq.ft. of living space, double car garage with ability to park a 3rd car in front of garage door in lane, primary retreat features vaulted ceilings, spa-like ensuite, walk-in closet, , handy 2nd level laundry, exterior professionally painted in modern upscale colour, This home is the perfect blend of downtown convenience, modern sophistication & low maintenance offering the ultimate lifestyle 10+++More details
Stunning and unique two-storey 1-bedroom apartment located in the heart of Downtown Oakville, overlooking the picturesque 16 Mile Creek. This beautiful open-concept suite features a spacious kitchen with a large waterfall island and stainless-steel appliances, perfect for entertaining. The bright and inviting living area boasts beautiful floor-to-ceiling windows with breathtaking views of 16 Mile Creek, as well as a private balcony offering the perfect space to relax and enjoy the surroundings. The main floor also features convenient ensuite laundry. The second level offers a spacious bedroom with its own private balcony. A stylish 3-piece bathroom showcases beautifully preserved heritage details, adding character and charm to this one-of-a-kind home. A rare opportunity to enjoy modern living in a spectacular Downtown Oakville setting. Utilities not included. Parking available offsite if required through the Town of Oakville.More details
Fantastic Spacious Bungalow On Large Lot In Old Oakville. Features Hardwood And Ceramics On The Main Floor, Freshly painted, Laminate Flooring Through-Out The Finished Basement. Shows Well. Fully Fenced Back Yard. Walk To Oakville Go Station And Local Shopping. Landlord Prefers 2 Year Lease. No Pets, Non-Smokers Only. Available For Immediate Occupancy. Tenant To Pay The Cost Of All Utilities.More details
Listed by Trafalgar Real Estate Services Inc., Brokerage
The Beating Heart of Downtown Oakville! Lovely 2 bed - 2 bath condo in Old Oakville. Meticulously maintained unit in a quiet building located beside Oakville's Town Square boasting tasteful shops and restaurants. Large primary bedroom with ensuite and walk-in closet. In-suite washer/dryer. One underground parking space plus locker. Clean and move in ready. Walk to Lake ONTARIO and Oakville Harbour. Tenant pays hydro.More details
Listed by Royal LePage Real Estate Services Ltd., Brokerage
Welcome to suite living at 221 Robinson Street. Spanning 750 square feet, this meticulously maintained one-bedroom, one-and-a-half-bathroom residence offers a seamless blend of comfort, style, and boutique low-rise charm. Generous open-concept living and dining area featuring clean lines, bright windows, and an effortless flow designed for both daily living and entertaining. Move-in ready condition with modern flooring, pristine finishes, and a conveniently located partial bath (powder room) for guests in addition to the primary ensuite. Comes complete with 1 owned underground parking space and 1 storage locker. Unbeatably situated in vibrant Downtown Oakville, step outside your door to premier dining, boutique shopping, scenic lakeside parks, and the waterfront trail. Commuters will love the quick access to the Oakville GO Station, QEW, and 403.More details
Poised within Fernbrook's newest Old Oakville community, 335 Helen Lawson Lane presents a rare fusion of architectural refinement, modern convenience, and effortless ownership. Brand-new and never occupied, this luminous end-unit townhome offers three bedrooms, three bathrooms, an attached garage, and more than $300,000 in thoughtfully curated upgrades. Natural light animates every level, while a private elevator connects the residence with exceptional ease. The ground-floor family room extends to a secluded backyard and includes generous storage, appliance rough-ins, and provisions for a future bar-an elegant foundation for entertaining or offering guest accommodations with the 3 pc bath.. Above, the principal living level is composed for gracious gatherings. The Downsview kitchen is appointed with Wolf, Sub-Zero, and Cove appliances, a beverage refrigerator, and a walk-in pantry and large upgraded centre island. The open concept living room offers a walk out to deck and a gas fireplace creates a sophisticated focal point. The separate dining area gives the perfect space for entertaining family and friends. A powder room completes the floor. The bedroom level reveals a tranquil primary retreat with walk out to deck and a rough-in for an additional gas fireplace. Two spacious walk in closets and a spa-inspired four-piece ensuite complete this special space. Two further bedrooms share a beautifully appointed four-piece bath, while the laundry room provides a sink and practical storage. The unfinished basement adds valuable flexibility for storage or future customization. Moments from Whole Foods Market, Oakville GO Station, downtown boutiques, acclaimed dining, and Lake Ontario. This distinguished residence offers turnkey luxury in one of Oakville's most connected settings. Need some designer ideas to complete your new home look? The Seller will offer 10 hours of designer time with Khachi Design. Luxury CertifiedMore details
Listed by RE/MAX Escarpment Realty Inc., Brokerage
Live In The Heart Of Downtown Oakville! Don't Miss This Fantastic Opportunity To Lease A Charming 2-bedroom Apartment In One Of Oakville's Most Vibrant Neighbourhoods! Features Include Living Area, Bright Kitchen With Skylight, Spacious Bedrooms, And A 3-piece Bath With Enclosed Shower Stall. Enjoy The Convenience Of Ensuite Laundry And Being Just Steps Away From Boutique Shops, Cafes, And Restaurants. No Parking Available.More details
Live In The Heart Of Downtown Oakville! Don't Miss This Fantastic Opportunity To Lease A Charming 2-bedroom Apartment In One Of Oakville's Most Vibrant Neighbourhoods! Features Include Large Living Area, Eat-In Kitchen, Spacious Bedrooms, And A 3-piece Bath With Enclosed Shower Stall. Enjoy The Convenience Of Ensuite Laundry And Being Just Steps Away From Boutique Shops, Cafes, And Restaurants. No Parking Available.More details
Downtown Oakville!! Beautifully Renovated 2 Bedroom/2 Bathroom Suite With A Large Open Terrace. Bright, Open Concept Layout. Walk Out To Terrace From Living Room. Tastefully Renovated Kitchen With Marble Counters. Both Bedrooms Have Walk-In Closets. Fantastic Location Walking Distance To Everything, Great School District All In A Highly Sought After Building. Make This Fantastic Apartment Your Home!!More details
A rare combination of character, space and exceptional walkability in the heart of Downtown Oakville. Set on an impressive 70-foot-wide property, this beautifully renovated four-bedroom home blends the charm of an established residence with the quality and functionality of a thoughtful, high-end renovation. Extensively updated by Stonewood Homes, the interior features wide-plank white oak flooring, exposed wood beams, natural stone fireplaces and custom millwork throughout. The main level offers an impressive collection of living spaces, beginning with a bright enclosed sunroom and flowing through separate living and dining rooms to the open-concept kitchen and family room at the rear of the home. The kitchen is beautifully appointed with custom Chervin cabinetry, high-end appliances and a large centre island with seating. A substantial walk-through servery provides exceptional storage complete with additional cabinetry, sink, beverage refrigeration and wine storage. Upstairs, four bedrooms include a spacious primary suite with a walk-in closet and a beautifully finished ensuite featuring a freestanding tub. Three additional bedrooms and a second full bathroom provide an ideal layout for family living. The finished lower level adds valuable living space with a large recreation room, laundry room, workshop and extensive storage. Outside, the unusually wide lot allows for multiple outdoor living spaces surrounded by mature trees that create a wonderful sense of privacy. A large rear deck extends the main living area outdoors, while the landscaped backyard leads to a separate covered pavilion. Adding to the property's appeal is a detached two-car garage and two separate driveways, a rare offering this close to Downtown Oakville. Located just steps from the restaurants of downtown, and within easy reach of the lakefront, harbour, parks and schools, this is a unique opportunity to enjoy one of Oakville's most desirable and walkable neighbourhoods.More details
Data was last updated September 25, 2026 at 02:13 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website.
The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.