1020 - WO West Homes with 51-99 Approx Age

1020 - WO West Homes with 51-99 Approx Age

Welcome to the charming neighborhood of 1020 - WO West in Oakville, Ontario, where the perfect blend of suburban tranquility and urban convenience awaits you. Nestled within one of Canada’s most sought-after regions, this community is ideal for families, professionals, and retirees alike, offering a serene lifestyle without sacrificing accessibility to city amenities.

The homes in this area, with an approximate age of 51-99 years, exude a unique character and charm that new constructions often lack. Many of these residences showcase classic architectural styles, featuring spacious layouts, mature trees, and beautifully landscaped yards that create an inviting atmosphere. Imagine sipping your morning coffee on a sun-drenched porch or hosting gatherings in your expansive backyard, all while being surrounded by the rich history and warmth of this established neighborhood.

Living in 1020 - WO West means you’re just moments away from Oakville’s vibrant downtown, where you can explore boutique shops, delightful cafes, and fine dining options. The area is also known for its excellent schools and family-friendly parks, making it a fantastic choice for those with children. With easy access to major highways and public transit, commuting to Toronto or other surrounding areas is a breeze.

Whether you’re looking to settle down in a home with character or seeking a community that values both tradition and modern living, 1020 - WO West offers a unique opportunity to experience the best of Oakville. Discover the charm of this neighborhood and make it your new home today!

Newest 1020 - WO West Homes with 51-99 Approx Age

362 Winston Road, Oakville
$1,799,900
3 Beds ⋅ 4 Baths ⋅ W14117948 MLS
Welcome to 362 Winston Road, a sophisticated South Oakville residence situated on a coveted street surrounded by custom multimillion-dollar homes, and walking distance from Appleby College. This deceptively large, renovated bungalow features an amazing, multi-level rear addition that dramatically expands its square footage and provides distinct, functional living zones. The heart of the addition is a spacious ground-floor family room with a gas fireplace, large windows, and a direct walk-out to a private, west-facing backyard. Positioned on its own dedicated upper level, the expansive primary bedroom retreat serves as a private sanctuary complete with a sitting area, skylight, generous closet space, and a 5-piece ensuite. The original main level accommodates daily living with hardwood floors, solid wood California shutters, an updated skylit kitchen, a breakfast nook, a formal dining room, two additional bedrooms, and a 4-piece bathroom. The home's footprint extends into a fully finished lower level, significantly increasing functional space with a large recreation room, home office, gym, laundry area, full 3-piece bathroom, and extensive storage. With four full bathrooms distributed throughout, the layout effortlessly accommodates families and guests. Externally, the property features a rare, oversized attached four-car garage and mature landscaping. This property offers a rare blend of space, privacy, and location in one of South Oakville's premier enclaves.

362 Winston Road, Oakville
383 Maplehurst Avenue, Oakville
$2,295,000
4 Beds ⋅ 3 Baths ⋅ W14111246 MLS
An exceptional opportunity to secure a substantial 75 272 ft lot (approximately 20,505 sq. ft.) in one of West Oakville's most established luxury residential neighbourhoods. Surrounded by distinguished custom-built homes on a quiet, tree-lined street, this remarkable property presents an outstanding opportunity to renovate, expand, or create a bespoke estate residence. Zoned RL2 SP:1, the property offers exceptional custom-home development potential, with the possibility of constructing a luxury residence of approximately 10,000 sq. ft. above grade, spanning up to three storeys with a maximum building height of 12 metres, subject to applicable zoning requirements and municipal approvals. The impressive lot dimensions provide flexibility for thoughtful architectural design, generous setbacks, and expansive outdoor living spaces, including the potential for a swimming pool, cabana, outdoor entertaining areas, and landscaped gardens. The property's setting is equally appealing. Maplehurst Avenue is characterized by mature trees, generous lots, custom residences, and a quiet streetscape without sidewalks. The existing bungalow provides immediate utility, including potential rental income, while buyers explore future redevelopment or renovation plans. Ideally situated near Lake Ontario, Appleby College, Downtown Oakville, Bronte Harbour, waterfront parks, and excellent public and private schools, the location offers an attractive balance of privacy, convenience, and lifestyle. Easy access to the QEW, Highway 403, and GO Transit further enhances connectivity throughout the Greater Toronto Area. Whether envisioned as a distinctive custom-built estate, a long-term investment, or a strategic acquisition for future redevelopment, 383 Maplehurst Avenue offers an exceptional combination of lot size, location, and potential in the heart of West Oakville.

383 Maplehurst Avenue, Oakville
440 Sunset Drive, Oakville
$1,229,000
3 Beds ⋅ 2 Baths ⋅ W14096042 MLS
Fully remodeled throughout, this stylish 3-bedroom, 2-bathroom home is nestled in sought-after West Oakville. Featuring brand-new engineered hardwood, a stunning custom kitchen with quartz countertops and backsplash, porcelain tile, and high-end appliances, plus two completely renovated bathrooms. Enjoy two fireplaces, California shutters, pot lights, a sprinkler system, Eufy security, and a versatile converted garage offering additional living space with the option to convert back. A 10' x 4' storage room adds practicality. Unbeatable location steps to the Queen Elizabeth Community Centre, excellent schools, Bronte GO, Bronte Tennis Club, and the shops, restaurants, and waterfront of Bronte Harbour Village. Move in and enjoy, explore future expansion, or build your dream home in this exceptional location!

440 Sunset Drive, Oakville
412 Sandmere Place, Oakville
$1,549,000
8 Beds ⋅ 5 Baths ⋅ W14034606 MLS
**Your Modern Luxury Dream Home in a Desirable Cul-de-Sac!** This spacious bungalow, rebuilt in 2013, offers approximately 3,700 sq. ft. of living space across the main and lower levels. Featuring a brand-new kitchen, new flooring, a new air conditioning system, and new kitchen appliances, this home combines modern upgrades with exceptional space and comfort. The main level boasts 3 bedrooms, 1 den, and 3 bathrooms, while the lower level offers 4 additional bedrooms and 2 bathrooms-ideal for large or multi-generational families. The spacious lower level offers excellent potential to be converted into a separate apartment with a private entrance, creating an attractive opportunity for additional rental income (subject to approvals). Enjoy an open-concept layout, a spacious primary bedroom and a luxurious 5-piece ensuite, plus a double garage equipped with an EV charging outlet and an extra-long private driveway. A rare opportunity to own a beautifully updated home offering space, style, flexibility, and excellent income potential!

412 Sandmere Place, Oakville
2231 Urwin Crescent, Oakville
$1,249,000
3 Beds ⋅ 2 Baths ⋅ W13874220 MLS
Welcome to this beautifully updated side split, tucked away on a quiet crescent in sought-after South Bronte West. Set on a generous lot, the home makes a striking first impression with its neutral stucco exterior and polished curb appeal. Inside, recent updates include new flooring, a renovated kitchen and refreshed bathrooms, so the hard work has already been done. The open-concept main floor is bright and inviting, with the kitchen at its heart and a walkout to the newly landscaped patio. Out back, the yard is a private retreat with garden beds, space for kids to play and room to entertain on summer evenings.Upstairs, three well-sized bedrooms and a beautifully renovated main bath. The lower level adds a second living room and a full bathroom, ideal for movie nights, a teen retreat or visiting guests. The single-car garage features an EV charger, epoxy floors and commercial-grade racking for clean, organized storage.An excellent fit for young families and downsizers alike, with schools, parks and the Queen Elizabeth Park Community and Cultural Centre and tennis courts just steps away. Commuting is easy, with Bronte GO, the QEW and the 407 only minutes away. Downtown Bronte Village is close by for groceries, shopping and boutique restaurants, while Lake Ontario and Bronte Harbour are nearby for waterfront walks and weekend sunsets.A move-in-ready home in one of Oakville's most loved lakeside neighbourhoods-simply unpack and enjoy.

2231 Urwin Crescent, Oakville
475 Willis Drive, Oakville
$1,449,900
3 Beds ⋅ 2 Baths ⋅ W13848506 MLS
Thoughtfully renovated with a distinct mid-century modern feel, this inviting raised bungalow pairs clean lines, warm natural finishes and open-concept living with a flexible layout designed for today. Set on a 60 x 123 ft. lot on a welcoming residential street in West Oakville, the home was extensively renovated on the main level in 2022 by Cedar Row. Canadian wire-brushed hickory hardwood brings warmth throughout, complemented by upgraded doors and trim, custom built-ins and beautifully updated kitchen and baths. The open-concept living, dining and kitchen areas create an easy sense of connection. A wood-burning fireplace and custom built-ins anchor the living room, while the dining area opens to the rear deck. The kitchen features custom cabinetry by Trends Kitchens, Caesarstone counters, a breakfast bar and a well-appointed appliance package including a Cafe six-burner gas range with dual ovens.Three bedrooms and a renovated four-piece bathroom complete the main level. Downstairs, the finished lower level extends the living space with a recreation room featuring a natural gas fireplace, games or office area with heated floors and built-in wet bar, three-piece bathroom with heated flooring and a separate side entrance.Outside, a generous 23' x 14' PVC deck with glass railing overlooks the property featuring large mature trees and offers wonderful privacy, while the permeable driveway accommodates four vehicles in addition to the single-car garage. A polished, comfortable home with thoughtful updates throughout.

475 Willis Drive, Oakville
2039 Wakely Street, Oakville
$1,449,900
4 Beds ⋅ 3 Baths ⋅ W13808938 MLS
Welcome to 2039 Wakely Street-a rare opportunity to enjoy, renovate or build your dream home on an impressive 75 x 150 ft. lot in sought-after Southwest Oakville. Surrounded by beautiful custom-built residences, this RL2-0-zoned property offers the potential to accommodate a custom home of at least 4,100 sq. ft. The main floor features open-concept living and dining areas, a well-equipped kitchen and a versatile bonus room ideal for a home office or additional bedroom. Hardwood flooring, large windows overlooking the front and side yards, smooth ceilings and modern pot lights create a bright, welcoming atmosphere. The kitchen offers stainless steel appliances, including a six-burner gas range. Upstairs, three well-appointed bedrooms feature hardwood flooring, smooth ceilings and modern light fixtures, complemented by a recently updated four-piece bathroom. The lower level provides a spacious recreation room with a cozy gas fireplace, a three-piece bathroom and a dedicated laundry room. The west-facing backyard is perfect for enjoying the in-ground pool and abundant afternoon sunshine with family and friends. A well-maintained lawn and mature trees create a comfortable outdoor retreat. Ideally located just minutes from the lake, shops, GO Transit, parks, coveted schools and Downtown Oakville. An exceptional opportunity to move in, renovate or build for the future. Buyers to verify zoning, building potential and all applicable municipal requirements.

2039 Wakely Street, Oakville
2490 Yarmouth Crescent, Oakville
$999,000
4 Beds ⋅ 2 Baths ⋅ W13806874 MLS
OPPORTUNITY KNOCKS IN WEST OAKVILLE! An exceptional chance for first-time buyers, renovators, investors and contractors to get into one of Oakville's established neighbourhoods at an attractive price point. This solid brick bungalow is ready for its next chapter and offers tremendous potential to renovate, reimagine or create a home tailored to your own style.Set on a generous 60' x 100'+ lot, the home features 3+1 bedrooms, 2 bathrooms, an attached double garage, parking for up to 6 vehicles and approximately 1,312 sq. ft. above grade, plus a finished lower level with a separate walk-up. Several important components have already been updated, including the roof (2025), furnace (2018) and central air conditioning (2018). The interior requires updating and is being offered accordingly, providing an excellent opportunity to renovate, add value and build equity. FANTASTIC WEST OAKVILLE LOCATION! Families will appreciate nearby schools including Gladys Speers Public School, St. Dominic Catholic Elementary School and T.A. Blakelock High School. Enjoy convenient access to the Queen Elizabeth Park Community & Cultural Centre, along with nearby parks, playgrounds and trails.Just minutes from Lake Ontario, Bronte Village and Bronte Harbour, enjoy waterfront parks and trails, the marina, restaurants, cafés and shops along Lakeshore Road. Commuters will appreciate convenient access to Bronte GO, the QEW and major routes throughout Oakville and the GTA.A detached Oakville bungalow on a generous lot with a double garage, major mechanical updates and outstanding renovation potential - bring your ideas, build equity and make it your own. Offers welcome anytime!

2490 Yarmouth Crescent, Oakville
2033 Saxon Road, Oakville
$1,349,888
4 Beds ⋅ 2 Baths ⋅ W13791408 MLS
Seize this rare opportunity to own a beautifully updated 4-level backsplit with a full basement and true double-car garage, ideally situated on a quiet, family-friendly street in highly sought-after West Oakville. Welcome to 2033 Saxon Road, offering over 2,300 sq. ft. of spacious and versatile living space designed with growing families in mind. The main level features a stylish, updated kitchen with modern cabinetry, stainless steel appliances, additional pantry storage, and convenient access to the backyard. Bright, open-concept living and dining areas provide the perfect setting for everyday living and entertaining, with a walkout to the rear patio, gazebo, and beautifully landscaped yard. Upstairs, you'll find a generous primary bedroom, two additional bedrooms, and a refreshed main bathroom. The lower level offers a warm and inviting family room with a gas fireplace, a 3-piece bathroom, and a laundry/utility room with a separate walk-up entrance to the backyard. The finished basement adds even more flexibility with a fourth bedroom, recreation area, and additional space ideal for a home office, gym, teenagers, or extended family. Step outside and enjoy your own private backyard retreat, complete with a spacious gazebo, expansive patio area, beautifully landscaped gardens, a tranquil water feature, and an above-ground pool-perfect for summer entertaining and family enjoyment. Conveniently located close to Bronte GO Station, excellent schools, the Queen Elizabeth Park Community and Cultural Centre, shopping, restaurants, transit, and everyday amenities. Enjoy being within walking distance of Bronte Harbour and Bronte Creek Lands Park while coming home to the peace and privacy of a quiet crescent in one of West Oakville's most desirable neighbourhoods. A wonderful family home offering space, comfort, and an exceptional location-this is one you won't want to miss!

2033 Saxon Road, Oakville
557 Trafford Crescent, Oakville
$1,069,000
3 Beds ⋅ 2 Baths ⋅ W13771758 MLS
4 level side split on a quiet, kid-friendly crescent in west Oakville. 60X125 lot. Furnace and air conditioner replaced in 2023. Windows done in last 8 years. 3 bedrooms upstairs. Walkout from family room to covered back patio, nice place to bbq and entertain. Hardwood flooring on top 2 levels. Clever dog run setup. Lots of new development in the area. Quick access to highway and Bronte GO. Walk to rec centre. Quiet crescent in mature area in west Oakville.

557 Trafford Crescent, Oakville
499 Valley Drive N, Oakville
$1,398,000
4 Beds ⋅ 2 Baths ⋅ W13739104 MLS
Rare 60 feet by 252 feet Ravine Lot with Income-Producing Bungalow and Near Shovel-Ready Custom -Home Plans (Trees have been cleared from the Lot) - Welcome to 499 Valley Drive-an exceptionally rare redevelopment opportunity in one of Oakville's most desirable neighbourhoods. Set on an extraordinary 60 252-ft lot backing onto a creek and ravine, this property offers the privacy, depth and natural surroundings that are increasingly difficult to find in Oakville.The property currently features a four-bedroom bungalow, providing buyers with the flexibility to live in the existing home, continue using it as an income-producing property, or build the proposed luxury custom residence when ready. The bungalow is presently leased for approximately $3,400 per month, offering immediate rental income while the purchaser completes their construction planning.The property is being offered with substantially completed plans and permits for a magnificent neoclassical custom residence by Adlakha Design & Build Inc. The project is expected to be approximately 15 days away from shovel-ready status, subject to final municipal processing and approvals.

499 Valley Drive N, Oakville
489 Rebecca Street, Oakville
$2,300,000
4 Beds ⋅ 4 Baths ⋅ W13735068 MLS
Welcome to 489 Rebecca Street in one of South West Oakville's most desirable neighbourhoods. Beautifully renovated with a transitional contemporary style, blending timeless character, warm natural finishes, and modern updates throughout, this 3+1 bedroom, 4 bathroom home offers 2,483 square feet plus a finished lower level. The thoughtfully redesigned main floor features engineered hardwood, custom cabinetry, two gas fireplaces, a spacious great room, a main floor den, powder room, mudroom, and an inviting kitchen and dining area designed for everyday living and entertaining.Upstairs, the private bedroom level offers three generous bedrooms, including a serene primary retreat with walk-in closet, a separate sitting room/den, and a spa-inspired 5-piece en suite. The finished lower level adds excellent flexibility with a large rec room/bedroom, 4-piece bathroom, laundry area, storage, and utility/workshop space.The backyard is the showpiece of the property - an award-winning private oasis with extensive stonework, lush landscaping, irrigation, multiple seating areas, two pergolas, natural gas BBQ connection, and a stunning saltwater pool with waterfall feature, hot tub, gas heater, and remote-controlled pool system. A detached two-car garage adds further convenience and has been updated with a new garage door and opener, exterior keypad, reinforced roof structure, and set up for EV charging.

489 Rebecca Street, Oakville
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