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.More details
Listed by Royal LePage Realty Plus Oakville, Brokerage
Attention Builders, Renovators & End Users! An exceptional opportunity in prestigious Bronte East, set on a premium southeast-facing 89.5 x 126 ft corner lot surrounded by mature trees and stunning custom homes. Featuring RL3-0 zoning with 35% maximum lot coverage, this property offers plenty of potential to build your dream home, renovate, or simply move in and enjoy. The existing 3-bedroom home offers a bright and inviting layout with hardwood flooring, an updated kitchen featuring stainless steel appliances and ample storage, and a spacious living room with a gas fireplace. Three generously sized bedrooms are filled with natural light, complemented by a beautifully renovated main bathroom completed in 2024. The finished basement provides additional living and entertaining space complete with a full bathroom, wet bar and wine rack. Step outside to a private, fully fenced backyard with mature landscaping and a heated saltwater in-ground concrete pool with a new liner installed in 2024. It's a great space for relaxing and entertaining throughout the summer. Ideally situated in one of South West Oakville's most established neighbourhoods, just minutes from Lake Ontario, scenic walking and biking trails, Downtown Oakville, YMCA and Appleby College. Morden Public School is within walking distance, with a school bus stop at the corner for St. Nicholas Catholic Elementary School. Suffolk Park is located just steps away at the end of Burton Rd, while nearby public transit provides convenient access to Downtown Oakville, recreation facilities, arenas and outdoor skating. A rare combination of an oversized corner lot, unbeatable location and outstanding future potential in one of Oakville's most sought-after neighbourhoods. **Some photos are virtually staged**More details
Welcome to 369 Wade Street, a true luxury custom family residence offering more than 5,500 square feet of refined living space, exceptional craftsmanship and an extraordinarily functional layout. Thoughtfully executed from top to bottom, the home combines impressive scale with the comfort and practicality of true family living. A massive concrete driveway creates a striking sense of arrival, while the private backyard is anchored by a pristine pool and an inviting setting for summer entertaining. Inside, the main level makes an immediate statement with soaring 10-foot ceilings, a dramatic 16-foot formal living room and a spectacular 21-foot great room that fills the principal spaces with natural light. Striking designer lighting fixtures and thoughtfully selected statement pieces throughout further elevate the home's custom aesthetic. Designed to transition effortlessly between everyday living and grand-scale entertaining, the floor plan continues with a commanding foyer, private executive office, formal dining room and an outstanding chef's kitchen showcasing extensive custom cabinetry, top-of-the-line Wolf and Sub-Zero appliances, and a bright breakfast area overlooking the pool. Upstairs, four generously sized bedrooms each enjoy 10-foot ceilings, abundant natural light, custom built-ins and their own private ensuite with heated flooring. The primary suite is elevated by beautifully executed bespoke closets with integrated LED detailing and luxurious spa-inspired ensuite, complemented by a spacious second-floor laundry room. The finished lower level adds exceptional flexibility with an expansive open-concept layout, walk-up access, a sleek bar, two additional bedrooms, a full bathroom and a separate entrance. Ideally located minutes from the QEW, Highway 407, Appleby College and downtown Oakville, 369 Wade brings together dramatic architecture, distinctive custom millwork, exceptional scale and one of the most thoughtfully designed family layouts in the area.More details
Welcome to The Arboretum, a gated condominium community located in the heart of Glen Abbey-one of Oakville's most established and desirable neighbourhoods. Known for its beautifully maintained grounds, mature trees, and welcoming atmosphere, this sought-after community offers the perfect balance of peaceful living and everyday convenience. Offering approximately 1,400 sq. ft., this bright and spacious corner suite features two bedrooms, two full bathrooms, and a thoughtfully designed layout that is both functional and inviting. Large windows flood the home with natural light, while the open-concept living and dining areas provide an ideal setting for both quiet relaxation and entertaining. The added convenience of in-suite laundry completes the main living space. The primary suite serves as a true retreat, featuring a generous bedroom, a walk-in closet, and a 5-piece ensuite with a double vanity, separate shower, and deep soaker tub. The second bedroom offers great versatility as a guest room or home office and sits just steps from the second full bathroom. In the recently updated kitchen, modern finishes combine with abundant cabinetry and counter space to create a room that is as stylish as it is practical. Just off the main living area, step onto your private balcony to enjoy serene, tree-lined views-the perfect backdrop for morning coffee or evening unwinding. Residents of The Arboretum enjoy access to top-tier amenities, including an indoor pool, hot tub, sauna, fully equipped fitness facility, tennis courts, guest suites, and a spacious party room for hosting gatherings. Ideally located minutes from Glen Abbey Golf Club, the scenic trails of Sixteen Mile Creek, local shops, top-rated schools, and major transit routes (QEW, Highway 407, and Oakville GO), this property blends lifestyle, location, and effortless luxury.More details
5 Elite Picks! Here Are 5 Reasons To Make This Home Your Own: 1. Stunning Updated Kitchen (Sept. '26) Featuring Dual-Tone Cabinetry, Quartz Countertops & Backsplash, Updated Stainless Steel Appliances & Bright Breakfast Area with Oversized Picture Window! 2. Generous Principal Rooms Including Lovely Formal Living Room, Separate Formal Dining Room & Spacious Family Room with Fireplace & Patio Door W/O to Deck & Backyard. 3. Contemporary Updated Staircase (Sept. '26) Leads to 2nd Level with 3 Bedrooms & 2 Updated Baths (Sept. '26), Including Spacious Primary Bedroom with Large W/I Closet & 4pc Ensuite. 4. Nearly 2,000 Sq.Ft. of Above-Ground Living Space Plus Over 1,000 Sq.Ft. in the Unspoiled Open Basement with Freshly Painted Floor (Sept. '26) - Bring Your Design & Finishing Ideas!! 5. Lovely Fully-Fenced Backyard Boasting Updated Deck (Sept. '26), Mature Trees & Beautiful Perennial Gardens! All This & More! Enclosed Porch Entry to Bright 2-Storey Foyer. Convenient Side Entrance & Modern 2pc Powder Room Complete the Main Level. Modern 3pc Main Bath with Glass Shower. Complete Home Reno in Sept. 2026 Includes Updated Hardwood Flooring Thru Main Level, Updated Kitchen Cabinets & Appliances, Bathroom Cabinets, Sinks, Faucets & LED Mirrors, Updated Outlets, Switches & Light Fixtures, Updated Wiring & Plumbing in Bsmt Laundry Area & More! Freshly Painted & Move-in Ready! New Heat Pump A/C & Furnace '23, New Garage Door Opener '18, Updated Windows & Doors Approx.'18. Fantastic Location on Quiet Crescent in Sought-After Glen Abbey Neighbourhood, Just Minutes to Parks & Trails, Golf Clubs, Top Schools, Hwy Access & Many More Amenities!More details
Offers reviewed Sunday, November 1. Detached 2-storey on a 65 x 122 ft lot in West Oakville, with 4+2 bedrooms, 4 bathrooms and approx. 4,300 sq ft of finished living space across three levels. A main-floor bedroom with a full bath on the same level gives flexible space for extended family, guests or a home office, with no stairs. The open-concept main floor has hardwood floors, a combined living/dining room for 8, and a kitchen with stainless steel appliances and a large island with seating for 4. Upstairs: a primary suite with 5-pc ensuite and walk-in closet, two large bedrooms sharing a Jack-and-Jill bath, and second-floor laundry. The finished lower level adds two bedrooms, a 4-pc bath, a recreation room and a media room. The 122 ft lot depth creates a private, fully fenced backyard with professional landscaping, patio dining and an automatic sprinkler system. Heated swim spa available for purchase separately. Double attached garage plus a four-car driveway with no sidewalk (parking for 6). Minutes to downtown Oakville, the lake, parks, GO Transit and the QEW/403. W.H. Morden PS catchment.More details
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 a compelling framework for custom-home development, with provisions permitting a detached dwelling of up to three storeys and 12 metres in height, 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.More details
Straight from the pages of a design magazine, this beautifully renovated, on-trend home offers more than 4,500 sq. ft. of thoughtfully designed living space. Tucked away on a quiet cul-de-sac in prestigious Southwest Oakville, it's just steps from Appleby College and the shores of Lake Ontario. The property is professionally landscaped by award-winning Gildermans, creating a stunning setting that perfectly complements this exceptional home. Designed for both everyday living and effortless entertaining, the main floor features a spacious formal dining room and a warm, inviting family room with a wood-burning fireplace. The stunning chef's kitchen is a true showpiece, featuring a Wolf induction cooktop, two double wall ovens, Sub-Zero refrigerator, two Miele dishwashers, two Marvel wine and beverage refrigerators, quartz countertops, and an impressive 9-foot island. The kitchen flows seamlessly into the family room, creating the perfect setting for gathering with family and friends. Upstairs, the luxurious primary suite serves as a private retreat, complete with a spa-inspired five-piece ensuite, walk-in closet, and an expansive terrace-ideal for enjoying your morning coffee or unwinding in the evening sun. This level also includes a generously sized second bedroom with its own ensuite, two additional bedrooms, a home office, a full bathroom, and a brand-new full laundry room for ultimate convenience. The finished lower level offers exceptional additional living space with a large recreation room, a second laundry room featuring a Miele washer and dryer, and a three-piece bathroom. Step outside to your own private backyard oasis, where a sparkling saltwater pool and beautifully landscaped gardens create the perfect escape. This exceptional home combines luxury, comfort, thoughtful design, and an unbeatable location-an opportunity not to be missed.More details
Listed by RE/MAX Escarpment Realty Inc., Brokerage
Beautifully Renovated 3+2 Bedroom Bungalow in Desirable South Oakville, Featuring an Oversized Detached Tandem Garage with an Impressive 1,084 Sq. Ft. Loft Above (Per MPAC)! Extensively renovated throughout, this home boasts a bright open-concept living and dining area, elegant hardwood flooring, and a stunning modern kitchen with a large quartz island, upgraded cabinetry, and stainless steel appliances. The main floor offers 3 bedrooms and a beautifully updated 4-piece bathroom, while the finished basement features a spacious recreation room, 2 additional bedrooms, and a 3-piece bathroom. An expansive deck seamlessly connects the main residence to the detached garage and spacious upper loft, offering exceptional versatility for a home office, studio, gym, or creative retreat. Professionally designed plans were previously approved in 2024 for a proposed two-bedroom accessory dwelling unit, offering exciting conversion potential. The deep tandem garage accommodates 2 vehicles, plus driveway parking for up to 5 more. Ideally located near parks, schools, Appleby College, and the lakefront. A truly unique property combining modern comfort, exceptional space, and remarkable potential! Additional updates include roof, furnace and central A/C (2019), in-ground sprinkler system (2019), and washer & dryer (2025). Hot water tank is owned.More details
TOP-FLOOR LIVING IN SOUGHT-AFTER GLEN ABBEY! Exceptional value in this rarely offered spacious 2-bedrooms, 1-bathroom condo, one of the largest units in this desirable complex, ideally located in Oakville's family-friendly Glen Abbey community within a highly regarded school catchment. Enjoy the benefits of top-floor living with no neighbours above, added privacy, reduced overhead noise and beautiful views of mature trees. Hardwood flooring throughout adds warmth and elegance complementing the spacious layout and abundant natural light. The generous kitchen features stainless steel appliances and ample prep space, while the separate dining area is ideal for entertaining. Relax by the cozy living room fireplace or step onto the large balcony to enjoy your morning coffee, fresh air and peaceful treed views. A massive pantry offers exceptional storage rarely found in condo living. The spacious primary bedroom features two large windows and a generous walk-in closet with access to the bathroom. Additional highlights include in-suite laundry, underground parking and a large in-suite locker. Enjoy fantastic building amenities, including a gym, sauna and games room with pool table. Perfect for first-time buyers, downsizers or investors seeking space, convenience and value. Located in desirable Glen Abbey, known for its mature tree-lined streets, parks, walking trails, excellent schools and recreational facilities. Groceries, shopping, restaurants and public transit are less than a minute away, making everyday errands and commuting effortless. Space, sunlight, privacy and convenience - this exceptional top-floor condo checks all the boxes! Don't miss this opportunity to enjoy convenient, low maintenance living in one of Oakville's most sought-after communities.More details
An exceptional opportunity in one of Oakville's most sought-after neighborhoods, south of Rebecca Street in Southwest Oakville. Situated on a premium 75' x 150' lot, this well-maintained home and property offers endless possibilities even for builders, investors, renovators. The existing bungalow features a single-car garage, 2 kitchens, 3 bedrooms, 2 bathrooms, and a spacious lower-level recreation room with fireplace. While the home offers potential, the true value lies in the outstanding lot and its prime location just south of Rebecca, a short 2-3-minute drive to the lake, Coronation Park, 5 minutes to Downtown Oakville and Bronte Marina and Bronte Village. Rarely do properties of this size and location calibre become available in such a prestigious setting. Bring your vision and explore the possibilities. Thank you for showing.More details
Data was last updated October 26, 2026 at 09:15 PM (UTC)
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