1013 - OO Old Oakville Real Estate

1013 - OO Old Oakville Real Estate

Welcome to 1013 - OO Old Oakville, a charming enclave nestled in the heart of Oakville, Ontario. This picturesque neighborhood effortlessly blends historic charm with modern convenience, making it one of the most sought-after locations in the Greater Toronto Area.

Old Oakville is renowned for its tree-lined streets, beautifully restored heritage homes, and a vibrant community spirit. As you stroll through the area, you’ll be captivated by the quaint boutiques, artisanal cafes, and gourmet restaurants that dot the landscape. The local shops along Lakeshore Road offer a delightful shopping experience, while the nearby Oakville Place shopping mall provides a more extensive retail selection.

For those who appreciate the outdoors, Old Oakville boasts stunning waterfront parks and scenic trails along Lake Ontario, perfect for leisurely walks, cycling, or simply soaking in the natural beauty. The nearby Bronte Creek Provincial Park offers additional recreational opportunities, including hiking and picnicking.

Families will appreciate the excellent educational institutions in the area, with top-rated public and private schools ensuring a high-quality education for children of all ages. The community’s commitment to family-friendly living is evident in its numerous parks and playgrounds, making it a wonderful place to raise a family.

With its rich history, vibrant community, and proximity to Toronto, 1013 - OO Old Oakville is more than just a location; it’s a lifestyle. Whether you’re looking to settle down or find a charming getaway, this neighborhood promises to deliver an unparalleled living experience that blends the best of urban and suburban life. Come discover the magic of Old Oakville!

Newest Listings in 1013 - OO Old Oakville

$6,975,000
3 Beds ⋅ 3 Baths ⋅ W13825508 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
$1,767,000
4 Beds ⋅ 3 Baths ⋅ W13821004 MLS
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+++

236 Randall Street, Oakville
$4,298,000
5 Beds ⋅ 5 Baths ⋅ W13819390 MLS
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.

29 Howard Avenue, Oakville
$589,900
1 Beds ⋅ 2 Baths ⋅ W13812960 MLS
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.

221 Robinson Street E Unit 204, Oakville
$3,425,000
3 Beds ⋅ 4 Baths ⋅ W13812244 MLS
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 Certified

335 Helen Lawson Lane, Oakville
$2,899,000
4 Beds ⋅ 3 Baths ⋅ W13798472 MLS
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.

139 Allan Street, Oakville
$7,000,000
W13793920 MLS
An exceptional opportunity to own a substantial 11,000 sq. ft. four-storey office building in the heart of downtown Oakville. Ideally located within walking distance of Oakville's vibrant downtown, restaurants, cafés, shops and amenities. Featuring high-end executive finishes, the property currently serves as the headquarters of a prestigious financial wealth management firm catering to high-net-worth clients. The sophisticated layout includes multiple private offices, boardrooms, four kitchens, two fireplaces and an outdoor patio. The flexible configuration provides an excellent opportunity for an owner-user, corporate headquarters or multi-tenant investment strategy. A rare downtown Oakville offering combining scale, quality, location and flexibility-ideal for investors or professional users seeking a distinctive commercial property in one of Oakville's most desirable business locations.

305 Church Street, Oakville
$1,159,000
6 Beds ⋅ 2 Baths ⋅ W13788524 MLS
3+3 bedrooms Bungalow with separate entrance in College Park area. Renovated throughout with an eat-in kitchen, open-concept living/dining, spacious 3 bedrooms, a granite 4-pc bath, and laundry on the main level. Professionally finished lower level offers 3 bedrooms, Eat in kitchen, living room, 3 pc bath and laundry. Walking distance to Sheridan College, French Immersion Public & Catholic Elementary and High Schools, Oakville Place, Library & Parks. Just minutes to QEW, 403, 407 & Go Transit access.

35 Culham Street, Oakville
$6,575,000
5 Beds ⋅ 5 Baths ⋅ W13779262 MLS
153 Balsam Drive is a sophisticated 4,337 sqft custom residence set on a 50' x 304' park-like lot in one of Oakville's most sought-after settings. Close to Downtown Oakville, top-rated schools, the home pairs craftsmanship with thoughtful functionality. A dramatic double-volume marble foyer with heated flooring and architectural staircase creates an elegant arrival, while custom millwork, designer lighting, oversized windows and premium white oak flooring establish a refined aesthetic throughout. The main level is designed for family living and entertaining, with gracious living and dining spaces flowing into a warm family room with a wood-burning fireplace. A dedicated office overlooks mature greenery. At the heart of the home, the kitchen features a 10' x 4' marble island, face-frame cabinetry, marble surfaces, bespoke lighting and a 60" Lacanche range with a custom plaster hood. A marble-finished pantry and heated natural-stone mudroom add function and elegance. Upstairs, four bedrooms each feature a walk-in closet. The primary suite offers a vaulted ceiling, double skylights with remote blinds, a lounge area and an oversized walk-in closet. The spa-inspired ensuite features heated marble floors, a steam shower with double heated marble seating, custom wainscoting, detailed marble trim and an imported Water Monopoly bathtub. The lower level extends the home's living and entertaining spaces with 10' ceilings and zoned underfloor heating. A fifth bedroom, recreation and games rooms, gym, wine cellar and theatre/flex space offer exceptional versatility for family living and entertaining. A heated three-car garage with car-lift capacity for two additional vehicles, plus exterior snow-melt infrastructure, adds year-round convenience. 153 Balsam Drive is a rare combination of timeless architecture, refined materials, modern functionality and exceptional attention to detail, thoughtfully brought together on one of Oakville's most coveted streets.

153 Balsam Drive, Oakville
$2,398,900
3 Beds ⋅ 4 Baths ⋅ W13767320 MLS
Welcome to 433 Allan Street, a distinctive residence designed for effortless living offering a perfect blend of timeless sophistication and low maintenance convenience set privately behind gates on a professionally landscaped tree lined lot. Newly renovated, spacious 9ft ceilings throughout and skylights create a bright inviting atmosphere including rich hardwood floors, custom millwork and built in cabinetry. The chef inspired kitchen features premium Bosch appliances, generous island and an inviting living room anchored by a striking fireplace. Wake up to the morning sunrise as the primary suite is a tranquil retreat with high ceilings, skylights, a spa-inspired ensuite including make up vanity, heated floors and a private outdoor living space overlooking the private grounds. A second bedroom, additional bathroom with heated floors and discreet stacked laundry alcove complete the main level with exceptional convenience. Entertain in style with a premium outdoor kitchen in a stunning alfresco setting with your own pizza oven and fire bowl. A finished lower level, featuring a third bedroom, full bathroom, kitchenette, laundry room, private courtyard and a separate walk up entrance offers flexibility for family and guests. Just steps outside, a detached garden suite with garage complete with bedroom, bathroom, kitchenette and private courtyard adds rare versatility for guests, extended family, a studio, home office, nanny suite or gym. A carport and ample parking for 10+ vehicles further enhance the property. Additional features include new windows 2023, hot tub and artificial turf. Offering just over 1423 square feet of living space with an additional 422 square feet in the garden suite. The best of downtown Oakville's lifestyle living is just steps away from waterfront, marina, parks, boutiques,restaurants,GO Station,Whole Foods,major highways and sought after schools. A rare opportunity to own a turn key property offering privacy and character in SE Oakville.

433 Allan Street, Oakville
$2,300,000
4 Beds ⋅ 3 Baths ⋅ W13765540 MLS
This rare find in the heart of Old Oakville is a bungalow duplex backing onto scenic 16 Mile Creek, beautifully renovated in 2021 and designed by Kate Zeidler (KZID). Steps from Downtown Oakville, Lake Ontario and the Oakville GO Station, this unique property offers 2 distinct 2-bedroom units - each featuring a separate garage, driveway, private decks with glass railings and breathtaking views. Unit 1 highlights hardwood floors, a gas fireplace in the family room, open-concept living and dining room, kitchen with heated floor, quartz counters & stainless steel appliances, heated floors in the 4pc bath, sunroom and private stairs leading down to the creek dock. Unit 2 offers an open-concept living area with gas fireplace, modern kitchen with breakfast bar, a primary suite with walk-in closet/office space, a 4pc bath with heated floors and ensuite laundry. Both units have independent furnace, A/C and utilities. This legal non-conforming duplex offers strong income potential for dual rental income (currently renting Unit 2 @ $4000/month), multi-generational families or live in one unit while leasing the other. Turnkey waterfront property in a premium location!

372 Trafalgar Road, Oakville
$9,180,000
6 Beds ⋅ 5 Baths ⋅ W13765232 MLS
Gracefully located at the foot of Trafalgar Road in the heart of prestigious Old Oakville, this extraordinary lake view estate presents a rare opportunity to own one of the area's most distinguished residences. Set on an expansive 155' x 104' property, the home enjoys breath taking views of Lake Ontario, offering ever-changing waterfront vistas, spectacular sunrises, and an unparalleled lifestyle just steps from the town's vibrant downtown core. Steeped in history and meticulously transformed into a magnificent custom residence, this approximately 10,000 sq. ft. home spans three levels of refined living space. Featuring six spacious bedrooms and nine luxurious bathrooms, every detail has been thoughtfully designed to blend timeless elegance with modern comfort. The grand interior showcases soaring ceilings, a custom chef's kitchen, sophisticated entertaining spaces, and designer finishes throughout. Exceptional amenities include a private elevator, walk-in wine cellar, fully equipped fitness area, loft space, and a walk-out lower level ideal for extended family, guests, or a nanny suite. The home's striking exterior seamlessly blends timeless architectural character with refined modern updates. Natural stone and wood exterior finishes create an elegant façade that complements its coveted waterfront setting. The expansive, maturely landscaped grounds provide exceptional privacy while maximizing lake views from multiple outdoor vantage points. It boasts your own private putting green, a fire pit area, expansive deck/entertaining area including a pizza oven and gorgeous salt water pool with a captivating water fall. Beyond the home, residents enjoy an enviable walkable lifestyle with immediate access to the lakefront, marina, scenic trails, parks, boutique shopping, cafés, and fine dining. Combining historic character, exceptional craftsmanship, and a premier waterfront-adjacent location, 26Trafalgar Road represents luxury Oakville living at its finest.

26 Trafalgar Road, Oakville
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