Upper Middle & 8th Line Real Estate in Oakville

Stunning Wedgewood Creek executive! This 4+1 bedroom family home is just steps from trails, parks and Upper Oakville Shopping Centre. Designed for effortless entertaining, the main level welcomes you to an inviting living and family room, where a brick-surround electric fireplace sets the perfect ambiance. Host unforgettable dinner parties in the dining room, work from home in the private office/den, and enjoy the convenience of a main level laundry room with direct access to the garage and side yard. At the heart of the home lies the gourmet kitchen, exquisitely renovated in 2018. A chef's dream, it showcases granite countertops and backsplash, stainless steel appliances, pantry, breakfast bar, and a sun-filled dining/sitting area with a walk-out to deck. Upstairs the expansive primary suite awaits. Double entrance doors reveal a sunlit sitting area, walk-in closet, and a spa-inspired five-piece ensuite. Unwind in the luxurious soaker tub and glass-enclosed shower. Three additional bedrooms and a stylish four-piece main bath complete the upper level. The finished basement offers a wealth of additional living space, featuring a large recreation room with Elmira woodburning fireplace, brick feature wall, wet bar, gym, potential fifth bedroom, and storage rooms. Notable highlights include engineered hardwood flooring on main (2018) and upper levels (2025), and a skylight above the dramatic open riser staircase. Key updates include renovated bathrooms (2021), most windows (2019), central air and driveway (2018), furnace (2011), pool liner (2021). Step outside to your private backyard oasis, where a custom deck overlooks the inground Pioneer pool (9' deep) with a concrete and interlock surround. Tall hedges and perennials contribute to the private relaxing sanctuary. Nestled in a family-friendly neighbourhood on a quiet street, this home is just minutes from Iroquois Ridge High School, Iroquois Ridge Community Centre, Sheridan College, major highways, and the GO Train.

Discover endless possibilities at 2008 Grenville Drive! This stunning 4-bedroom, 3.5-bath detached home in Wedgewood Creek has been lovingly maintained by its original owner and is perfect for families looking to grow. At 3073 sq ft (above grade) this gem boasts a triple wide stamped concrete driveway, enchanting perennial gardens with a serene pond & stamped concrete backyard patio perfect for entertaining. Inside, the heart of the home is in the expansive kitchen & breakfast area that open to the family room, all overlooking the picturesque backyard. The home has a gorgeous centre hall plan with grand entrance and skylight that offers infinite potential. The main floor offers luxuriously proportioned living & dining rooms, a welcoming family room with a gas fireplace, as well as a versatile den for your work-from-home needs. Upstairs, the impressive primary bedroom has a large walk-in closet (8' x 11') and a luxurious 5-piece ensuite bath. Three additional generously sized bedrooms with large closets ensure that everyone enjoys their own personal space. The partially finished basement includes a 4-piece bath & a small kitchenette, offering endless possibilities for customization. Located on a tranquil street within walking distance of Iroquois Ridge High School, recreation center, parks, trails & shopping, this home is as convenient as it is charming. Recent updates like "Magic" windows (crankless and with clear views when screens not in use), new soffits, facia & Leaf Filter Gutter Guards ensure peace of mind & modern comfort. Write the next chapter and make this home yours today. **EXTRAS** Please see full list of updates as this home has been lovingly maintained with premium suppliers over the years.

A total transformation in the heart of Falgarwood with impeccable attention to detail. Fully renovated 4+1 beds, 5 bathroom home offers modern luxury with stunning finishes. Step inside to discover exquisite porcelain and engineered oak flooring throughout the main and upper levels. Pot lights illuminate every corner, adding a touch of elegance. The living/dining room is perfect for hosting family gatherings while the glamorous kitchen is a chef's dream, featuring top-of-the-line appliances, including a Bertazzoni gas stove, and striking quartzite waterfall counters that serve as the heart of the home. There is a sliding door walkout to the deck and backyard. The family room features a wood-burning fireplace with custom surround, truly unique in style. The adjacent den is a great spot to relax or use as an office. Completing the main floor is the laundry room, with its own side door, and with plenty of cabinetry as well as a coat closet; and a convenient powder room with the porcelain flooring and tiled walls. The upper level has 4 bedrooms; a 5pc family bathroom with double sink vanity, and the primary bedroom is a serene retreat, boasting a spacious dressing room for ultimate convenience with double sink vanity with storage underneath accessed by custom barn doors, and a custom glass shower stall. The renovated lower level with vinyl flooring provides even more living space with a recreation room, perfect for relaxing or hosting guests. You'll also find a fifth bedroom with a 3pc ensuite bathroom, and walk-in cedar closet. There is a kitchenette with small island and marble backsplash as well as a 2pc powder room with marble counter. Step outside to the large fenced backyard, ideal for children to play, pets to roam, or simply enjoying outdoor meals. Located in a desirable neighborhood, this home is just a stone's throw from top-ranked schools, making it perfect for families. This exceptional home combines modern elegance, practicality, and an enviable location.

Welcome to 1396 Golden Meadow Trail. This tastefully updated 4+1 bedroom house is nestled in a quiet, well established family-friendly community within walking distance to one of Oakville's top rated schools: Iroquois Ridge High School. This active neighbourhood offers endless opportunities to enjoy the outdoors and connect with others. This spacious detached 2-story house provides approximately 2900 sq. ft. of total living space and offers the perfect blend of comfort, functionality, style and location. The front foyer leads you to two welcoming living spaces each featuring a cozy fireplace. Facing the backyard, the kitchen includes a functional peninsula, plenty of storage and a large glass garden window perfect for growing fresh herbs. Oversized sliding glass doors lead you to an expansive yet low-maintenance composite deck, great for relaxing and summer BBQs. You will also find the dining room, large pantry, laundry and a convenient powder room located on the main floor. Upstairs, the primary bedroom includes an ensuite bathroom and large closet, while three additional bedrooms and a full bathroom offer plenty of space for family, guests or office use. A comfortable, sun-filled basement allows for a sizable recreational room that can be utilized in various ways including as a playroom, theatre or games room. A furnace room, fifth bedroom and 3-piece bathroom complete this level. This home is set on a beautiful newly-landscaped private backyard, siding onto the greenspace of Golden Meadow Park and directly across the street from the trails of Morrison Valley Ravine. You are located within walking distance to many shops and restaurants and only a short drive to ALL major highways and the Oakville GO station. This charming Golden Meadow neighbourhood stands out as being a friendly and welcoming place to call home.

Nestled in the highly sought-after Falgarwood community, 416 Freeman Crescent offers a perfect blend of tranquility and convenience. This stunning two-storey home backs onto the picturesque Morrison Valley RAVINE, providing a serene and private setting among mature trees. Located on a quiet, family-friendly crescent, this home is just minutes from top-rated schools, parks, shopping, and excellent commuter access to the QEW, 403, 407, and the GO Train. Step inside to 3,565 sq. ft. of beautifully designed living space. The main level boasts parquet flooring throughout, an open-concept living and dining area, and a bright kitchen with a walkout to the backyard. The inviting family room features a cozy gas fireplace, and the convenience of a main-floor laundry room adds to the home's functionality. Upstairs, the spacious primary suite offers a walk-in closet and a private 3-piece ensuite, while three additional bedrooms share a well-appointed 4-piece bath. The lower level expands the living space with an expansive recreation room, a playroom, and a media room with a second fireplace, along with ample storage, a utility room, and a cold room. The backyard is a true retreat offering privacy, lush landscaping, and a spacious deck perfect for entertaining or relaxing while enjoying the peaceful ravine views. Whether hosting gatherings or unwinding in nature, this outdoor space is a rare find. Enjoy the best of both worlds with nature at your doorstep and easy access to urban amenities. Walking distance to Sheridan College and within the catchment for top-rated Iroquois Ridge High School, this home is ideal for families seeking space, comfort, and a prime location.

Rarely offered! This elegantly updated executive townhome offers sophisticated style, open-concept living, and low-maintenance living in a sought-after exclusive enclave in a prime Oakville location. Thoughtfully designed with modern upgrades and custom finishes, this home is perfect for professionals, downsizers, or those seeking refined, turn-key living. The bright and spacious main level features a beautifully appointed kitchen with granite countertops, custom shaker-style cabinetry, and high-end appliances, seamlessly flowing into the open living and dining areas, complete with a cozy gas fireplace. Upstairs, the primary suite offers dual closets and a 5-piece ensuite, while a versatile second bedroom with a custom-built office nook provides flexibility. The finished lower level includes a den with a closet, a 4-piece bathroom, a large recreation space area and ample storage space. Enjoy the private backyard with a patio gas BBQ hookup, and a single-car garage with additional driveway parking. Ideally located minutes from Oakville GO, the QEW, and 403.

Welcome to 390 Upper Middle Road East in Oakville, an exclusive boutique condo offering ultimate privacy. Nestled against a wooded ravine with walking trails, this prestigious 3 story low-rise building offers a truly peaceful living experience. This corner penthouse suite, named the 'Hastings', is a top-floor unit that truly feels like a treehouse in the sky. This ravine-surrounded unit has 25 windows on 3 sides, flooding the space with natural light and offering panoramic views of nature year-round. Rarely found, this suite includes THREE oversized parking spots & EV charger capability, adding exceptional convenience for modern homeowners. The open-concept layout, featuring an expansive living and dining area, is perfect for relaxation or entertaining. Luxurious details abound, from rich hardwood floors and crown moldings to a gas fireplace, for elegant living. The gourmet kitchen is a chefs dream, complete with upgraded cabinetry, granite countertops, a large island, stone backsplash and stainless-steel appliances. The primary suite is a private retreat, featuring a walk-in closet with built-ins and a spa-like ensuite. French doors lead to a private balcony overlooking the ravine, providing a peaceful outdoor escape. A second bedroom, a separate den with double doors (ideal for a home office or versatile space), an in-suite laundry area, and a 4-piece bathroom complete this impressive layout. Surrounded by nature, residents enjoy direct access to walking trails throughout Morrison Valley as well as city-owned tennis/pickleball courts. Located within walking distance to trendy shops, this home offers the perfect blend of seclusion and convenience. With easy access to downtown Oakville, golf courses, fine dining, shopping malls, major highways, and transit, North Morrison House is perfectly positioned for modern luxury living. With unrivaled views, exceptional privacy, and a prime location, this is a rare opportunity to own a true penthouse retreat!

This charming 3-bedroom, 2.5-bath townhouse is located in the highly desirable Wedgewood Creek community, offering the perfect blend of comfort and convenience. With easy access to major highways, commuting is a breeze, and you're just a short walk away from everything you need. Whether it's shopping, dining, or staying active, you'll have it all right at your doorstep.Enjoy the convenience of nearby gyms, a variety of restaurants, local bakery, grocery store and schools . All amenities making this an ideal location for those who appreciate both practicality and lifestyle. Inside, the home feature an updated kitchen in 2023 and an updated powder-room in 2024 .Don't miss the opportunity to live in this prime location, with all the amenities you could ever need just steps away!