1013 - OO Old Oakville Homes for Sale

1013 - OO Old Oakville Homes for Sale

Welcome to 1013 - OO Old Oakville, a charming neighborhood that perfectly blends historic charm with modern conveniences. Nestled in the heart of Oakville, Ontario, this picturesque area is renowned for its stunning tree-lined streets, beautifully maintained parks, and a vibrant community atmosphere. With its close proximity to Lake Ontario, residents can enjoy scenic waterfront views, leisurely strolls along the shoreline, and a variety of outdoor recreational activities.

Old Oakville is characterized by its diverse architectural styles, ranging from classic Victorian homes to contemporary builds, providing a unique character that appeals to a wide range of buyers. Whether you’re searching for a cozy bungalow or a spacious family home, you’ll find a variety of homes for sale that cater to different tastes and budgets. This neighborhood is perfect for families, professionals, and retirees alike, offering a tranquil lifestyle while being just a stone's throw away from the bustling downtown area.

In addition to its beautiful homes, 1013 - OO Old Oakville boasts a wealth of amenities. Residents can enjoy an array of boutique shops, gourmet restaurants, and local cafes, all within walking distance. The area is also home to highly regarded schools and community centers, making it an ideal place for families to settle down.

With its rich history, vibrant community, and a selection of homes for sale, 1013 - OO Old Oakville is not just a place to live; it’s a lifestyle choice. Discover the charm of this neighborhood today and envision your future in one of Oakville's most sought-after locations!

Newest 1013 - OO Old Oakville Homes for Sale

$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 1375 square feet of living space with an additional 374 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
$3,795,000
4 Beds ⋅ 4 Baths ⋅ W13763614 MLS
Private, elevated, and unlike anything else in Old Oakville - A true four-season outdoor retreat, your private playground for the outdoor enthusiast-where each day invites skating, paddling, kayaking, hiking, fishing, boating and cross-country skiing, alongside wildlife watching and refined al fresco dining, embracing nature in all its seasons. This lofted waterfront residence commands breathtaking views and unmatched privacy along the tranquil 16 Mile Creek. A testament to craftsmanship and design, this waterfront retreat boasts exclusive riparian rights and a private dock, inviting you to embrace the beauty of Oakville's scenic waterways year-round. .A meticulous 2016 renovation elevated this residence with rich hand-scraped oak floors, solid wood doors, custom millwork, and elegant tray ceilings. The sprawling 1,700 sq. ft. premium Wolf PVC deck includes a hot tub oasis, integrated fire table, and motorized awnings, leading to a dock with a kayak launch, swim ladder, and floating dock. Glass-encased staircases on helical piers deliver striking architectural presence and unbroken sight lines to the creek. Inside, sophistication defines every detail. Floor-to-ceiling windows in the living room frame stunning ravine views and dramatic sunsets, while a gas fireplace with a live-edge mantel adds warmth. The chef's kitchen impresses with a leathered Taj Mahal quartzite island, Wolf and Miele appliances, and an integrated Sub-Zero fridge. Heated floors run throughout, including in the spa-like primary ensuite with marble floors, a rain shower, and double vanity. The lower level offers a linear fireplace, built-in bar, and walkout to the deck. A concrete-lined storage room playfully known as the Bomb Shelter provides additional functionality. Blending natural beauty, refined design, and year-round outdoor living, this one-of-a-kind property is just steps to downtown Oakville and the GO Train offering luxury, serenity, and convenience in equal measure.

382 Trafalgar Road, Oakville
$3,850,000
4 Beds ⋅ 4 Baths ⋅ W13761476 MLS
Set on a beautiful 100' x 136' lot in Prestigious Olde Oakville, this exceptional family home offers 4,752 sq ft of total living space of refined timeless design & impeccable craftsmanship all just a short stroll to Downtown Oakville, the lake, and some of Oakville's most sought-after schools. classic brick exterior, solid wood front door, and towering mature trees create a warm and elegant first impression. This home exudes an inviting aesthetic that feels made for family living and effortless entertaining.The kitchen features top-of-the-line appliances, two Miele dishwashers, dual walk-in pantries, water filtration system, three sinks including a coffee station/wet bar, and an oversized island that comfortably gathers family and friends for everything from casual breakfasts to holiday celebrations. The adjoining dining room is anchored by a charming wood-burning fireplace, while the spacious family room, also with a wood-burning fireplace, opens seamlessly to the private backyard, creating an ideal indoor-outdoor connection. Enjoy sunny south exposure, a sparkling saltwater swimming pool(liner/pump/heater 2024), Maibec deck with sleek glass railings, and a beautiful stone patio ideal for summer dining and lounging. Despite the impressive outdoor amenities, there remains abundant green space for children to play and the whole family to gather. The functional mudroom and sophisticated main floor den complete the thoughtfully designed main level. The second floor is equally impressive, highlighted by a luxurious primary retreat with its own gas fireplace, walk-in closet, custom built-in storage, and five-piece ensuite with heated flooring. Three additional generously sized bedrooms and a beautifully appointed full bathroom provide ample space for a growing family. Finished to the highest standards, this extraordinary residence offers the rare combination of timeless style, family-focused functionality, and an unbeatable Olde Oakville location. Welcome Home.

528 Michael Terrace, Oakville
$2,950,000
5 Beds ⋅ 2 Baths ⋅ W13745990 MLS
Rare opportunity in coveted Orchard Beach, just steps from Lake Ontario and the waterfront trail. Set on a premium 50 x 160 ft lot, this property comes with completed architectural and engineering drawings and Committee of Adjustment approval for a proposed 3,800 sq ft residence. An exceptional offering for a buyer looking to move forward with confidence, with extensive completed work including floor plan and exterior concepts, colour renderings, arborist report, architectural drawing package, sealed roof truss package, sealed LVL layout, sealed structural engineering package, HVAC design, grading and drainage plan, soil test, and stormwater management report.The existing home was updated in 2024 with electrical improvements, a renovated bathroom, updated flooring, a new kitchen, and new appliances, offering flexibility to live in or hold the property while completing the final permit stage. Zoning and Committee of Adjustment approvals are already in place, with remaining steps in progress. Located a short stroll from downtown Oakville, the lake, and top schools, this is a rare opportunity to secure a prime property with meaningful value already created.

25 Howard Avenue, Oakville
$1,949,000
4 Beds ⋅ 4 Baths ⋅ W13741076 MLS
ATTENTION BUILDERS, RENOVATORS & INVESTORS! Rare opportunity in the heart of prestigious Old Oakville. Located on one of the neighbourhood's most coveted streets, 374 Spruce Street sits on an impressive 60 x 142 ft south-facing lot surrounded by mature trees and multi-million-dollar custom homes. An exceptional opportunity to build your dream home, undertake a renovation, or secure a premium property for future investment. The existing bright and spacious 3+1 bedroom, 3-bathroom bungalow offers approximately 1,850 sq ft above grade plus a finished lower level and is vacant for immediate possession. Zoned RL3-0. Enjoy an outstanding Old Oakville lifestyle within walking distance to downtown Oakville, the lake, parks, shops, restaurants and highly regarded schools including OTHS, St. Mildred's and Linbrook. Build new, renovate or invest in one of Oakville's most established and desirable neighbourhoods. Buyer to complete their own due diligence regarding zoning and future building potential.

374 Spruce Street, Oakville
$1,975,000
3 Beds ⋅ 2 Baths ⋅ W13740174 MLS
Welcome to 344 Maple Avenue in the historic Tuxedo Park neighbourhood of Old Oakville. This highly desirable enclave of quiet, tree-lined streets is just a short stroll from Olde Oakville Plaza, the Oakville Trafalgar Recreation Centre, Oakville GO, and everything downtown Oakville has to offer - including the harbour, lakeside parks and trails, casual and fine dining, shopping, the library, and the arts centre. The property also offers easy highway access and is within walking distance of top-tier public and private schools. This Craftsman-style bungalow is full of character inside and out. From the moment you arrive, you'll know you've found something special - starting with the welcoming front porch, the perfect spot to enjoy your morning coffee. This deceptively spacious 3-bedroom home features an impressively large living room, great for entertaining family and friends, while maintaining a cozy ambiance with its wood-burning fireplace, hardwood floors, and custom built-in cabinetry. This inviting space opens to the dining area, which provides access to the tiled patio. A bright breakfast nook with a bay window overlooks the spectacular yard, and the character-filled kitchen offers a highly functional layout. The home is situated on an expansive 178 x 57 ft lot featuring beautifully landscaped grounds with mature trees and shrubs, perennial gardens, manicured lawns, a secluded courtyard for afternoon tea, and a private patio for evening cocktails. A great opportunity to get into Old Oakville and offering lots of options - move in and enjoy, renovate/add or build a dream home on one of the largest lots in the neighbourhood. The pictures and floor plans alone don't do this unique property justice. Book your visit to see it in person today!

344 Maple Avenue, Oakville
$2,599,000
4 Beds ⋅ 3 Baths ⋅ W13724754 MLS
Welcome to this exceptional two-storey family residence nestled on one of South East Oakville's most desirable, tree-lined streets. Combining traditional charm with an ideal functional layout. There are generous spaces for entertaining and everyday family life. Step into the inviting living room, featuring a cozy fireplace and elegant California shutters that fill the space with warm, natural light. The updated eat-in kitchen serves as the heart of the home, complete with built-in appliances, ample cabinetry, and a spacious eat in area. For formal gatherings, the spacious dedicated dining room easily accommodates large family dinners and holiday celebrations. The dramatic main-floor family room steals the show with its soaring vaulted ceilings, second fireplace, and expansive windows. Slide open the doors to step directly onto the private back deck, overlooking a beautifully landscaped, west-facing rear garden-the ultimate setting for enjoying golden-hour sunsets, outdoor dining, and summer entertaining. Conveniently located on the main level, the spacious primary bedroom serves as a peaceful retreat, complete with a private 4-piece ensuite bath. Upstairs, you will find two additional bright bedrooms, fantastic storage solutions, and a second full 4-piece bathroom, making it ideal for kids, guests, or a dedicated home office. The fully finished basement significantly extends your living space, offering endless possibilities for a media room, play area, or home gym, along with a third 4-piece bathroom for added convenience.Located in a premier school district close to top-rated public and private schools, downtown Oakville's boutique shopping and dining, parks, and the lakefront, this South East Oakville gem perfectly blends main-floor comfort with long-term versatility. A rare opportunity on a prime street!

380 Watson Avenue, Oakville
$6,250,000
6 Beds ⋅ 7 Baths ⋅ W13724050 MLS
This magnificent custom residence is nestled in one of Oakville's most prestigious neighbourhoods, just a short stroll from the lake and downtown Oakville. Offering over 6,500 sq. ft. of exquisitely designed living space, this exceptional home seamlessly blends contemporary sophistication with exceptional luxury. Every detail has been meticulously considered, from heated floors on the main and lower levels to a private elevator serving all three floors. A sunlit two-storey foyer introduces an elegant interior defined by refined finishes and thoughtful design. The expansive Great Room features soaring 20-foot ceilings and a dramatic wall of windows overlooking the professionally landscaped grounds. Walk out to an elegant patio with gas BBQ hookup, ideal for summer entertaining and alfresco dining. The gourmet kitchen is a true showpiece, featuring sophisticated two-tone cabinetry, an expansive centre island and state-of-the-art appliances. The adjoining butler's pantry provides additional prep space and connects seamlessly to the elegant Dining Room, where built-in speakers and views of the front gardens create an exceptional setting for entertaining.A serene formal Living Room offers a refined retreat, while the main-floor bedroom, easily converted to an office, features a private ensuite and direct patio access. A sculptural floating staircase leads to the skylit second level, where the luxurious primary suite offers two walk-in closets and a spa-inspired ensuite. Three additional bedrooms, each with secure closets and heated ensuites, provide comfort and privacy. The lower level is an entertainer's dream, featuring a heated underground garage with vehicle turntable, stylish recreation room with walk-up to the backyard, and space for a state-of-the-art theatre or gym.An extraordinary residence offering sophisticated design, exceptional amenities and an unparalleled Oakville lifestyle.

533 Carson Lane, Oakville
$2,999,000
5 Beds ⋅ 3 Baths ⋅ W13722374 MLS
Well positioned property in historic Old Oakville, south of Lakeshore, just steps to the beach, Oakville harbour and Town Square. Sitting proudly up on a rise, this 2 1/2 storey home features wonderful views, light and plenty of space to create your dream home. With lot dimensions of 105' x 105' this full-sized 11,044 SF lot is exactly twice the size of adjacent properties. Savvy buyers may investigate opportunities to sever the lot or explore the creation of an accessory dwelling unit on the property. Zoning RL3, Special Provision 11. The existing home sits entirely on one half of the property in the northeast corner leaving the south and the west portions of the lot open to potential. The existing residence features high ceilings, a grand staircase, formal living room with wood burning fireplace and adjacent sunroom. Lovely southeast dining room takes in all the sunlight. The kitchen and back entrance are in the southwest corner of the main floor. The second floor features 4 bedrooms and one main bathroom. The third floor with two large rooms used as the Primary suite features wonderful views over the garden, the lake, church tower and the beautiful trees of Old Oakville.

200 WILLIAM Street, Oakville
$2,599,000
5 Beds ⋅ 3 Baths ⋅ W13716436 MLS
South East Oakville Home Dream. Nestled on a premium, light-filled south-facing lot on Palmer Avenue, this beautifully updated heritage home seamlessly blends timeless architectural character with modern comforts. Every space has been thoughtfully updated to maximize natural light and highlight effortless flow throughout the residence. The main level showcases rich plank flooring, expansive formal living and dining spaces, and a welcoming great room anchored by a stunning Rumford fireplace. The kitchen features clean line sand timeless craftsmanship for a busy family featuring an additional dishwasher and luxurious heated floors paired with a highly functional rear galley pantry for exceptional storage. A main-floor fifth bedroom serves as an ideal guest suite or private home office. Upstairs, the expansive primary suite acts as a private sanctuary with its own Rumford fireplace, walk-in closet and private 5 piece ensuite. A second floor laundry, and three additional spacious bedrooms complete the upper level. Downstairs, the finished lower level offers versatile space perfectly suited for a media room, home gym, or play area along with ample storage. The backyard settles in with old world charm enjoying a south-facing private retreat featuring two oversized decks, one covered, designed for entertaining amidst mature, lush grounds. Complete with major mechanical updates-including a newer furnace, central A/C, and an owned hot water tank-this distinguished home offers total peace of mind. Located just steps from downtown Oakville, the lake, top-ranked schools, and scenic parks, this is a rare opportunity to own a turnkey heritage property in one of Oakville's most coveted neighborhoods.

332 Palmer Avenue, Oakville
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