Upper Middle & Trafalgar Real Estate in Oakville

16 Listings
2076 Pelee Blvd, Oakville
2+1
BEDS
3
BATHS
$1,498,500
FOR SALE
ATTENTION OAKVILLE DOWNSIZERS AND MULTI FAMILIES! Rarely offered bungalow in the Riveroaks neighborhood. Zero steps to access front door from driveway, large foyer, hardwood floors throughout the main, large living room, separate dining room, eat-in kitchen with new appliances, access to backyard, open to family room, an abundance of natural light], MAIN FLOOR PRIMARY BEDROOM with 4 piece ensuite, large walk in closet, second bedroom with double closet, second 4 piece bathroom, main floor laundry with inside access to double car garage. WALKOUT lower level with huge recreation room with kitchen rough in, 3 piece bathroom and potential for 2 bedrooms and plenty of storage. Beautifully landscaped large lot with mature trees. Windows, roof, HVAC garage door all updated. Finally an option for downsizers that requires no sacrifice for the home functionality they are used to.
1359 White Oaks Blvd 202, Oakville
2
BEDS
2
BATHS
$575,000
FOR SALE
Discover the perfect blend of convenience and comfort at The Oaks! This 1,091 sq. ft. 2-bedroom, 2-bathroom condo features a spacious traditional layout with large, light-filled rooms and an over-sized balcony for enjoying your morning coffee or evening unwind. Its turn-key living at its finest! Life at The Oaks is anything but ordinary. Stay active with access to an indoor pool, sauna, and a fully-equipped fitness room. Feeling social? Head to the party room, library, or billiards room. You can even refine your swing in the golf room! For creative souls, there's a dedicated workshop and craft room to spark your next project. For residents with an electric vehicle, there are community chargers.1359 White Oaks Boulevard offers a harmonious blend of natural beauty, shopping convenience, diverse dining, and excellent transportation links, making it an ideal choice for a comfortable and connected lifestyle. Nature enthusiasts will appreciate the nearby trail system, perfect for leisurely walks or invigorating jogs. The building's landscaped grounds, complete with a gazebo, provide a park-like setting right at your doorstep.For your shopping needs, Oakville Place Shopping Centre is just a short drive or bus ride away. This mall features approximately 100 stores, catering to a variety of shopping preferences. Commuters will appreciate the convenient access to major highways, including the QEW, 407, and 401. Additionally, the Oakville GO Station is easily accessible.
521 Golden Oak Dr, Oakville
4+1
BEDS
3
BATHS
$1,798,000
FOR SALE
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.
1404 White Oaks Blvd, Oakville
4
BEDS
3
BATHS
$1,429,000
FOR SALE
Looking for a home with endless potential? This original-owner gem offers over 3,000 sq. ft. of living space, including 4 spacious bedrooms, 3 bathrooms, and a partially finished basement that's ready to be transformed into your ideal entertainment area, home office, or extra living space. Whether you're looking to update, renovate, or completely reimagine, this home is the perfect starting point. Nestled in a prime Oakville location, you'll enjoy the convenience of being close to top-rated schools, shopping, and easy highway access, making life both easy and enjoyable. And with an attached garage, you'll never have to worry about parking again! With a little creativity and vision, you can make this spacious home truly your own.
2199 Lillykin St 17, Oakville
2
BEDS
3
BATHS
$724,900
FOR SALE
Step into your dream home at 2199 Lillykin St #17! This stunning end-unit condo-townhouse boasts an open-concept design flooded with natural light, creating a bright and welcoming atmosphere. Freshly painted and featuring 9-foot ceilings with beautiful hardwood floors on the main level, its the perfect blend of elegance and comfort. The modern kitchen, custom-built closets, and cabinetry add a touch of luxury to every room. With 2 spacious bedrooms with newly added laminate flooring, 3 modern bathrooms, your very own bar area, and a large patio ideal for entertaining, this home is perfect for both relaxation and hosting. Located in the coveted River Oaks neighborhood, you'll enjoy proximity to top-rated schools, easy access to major highways, Oakville Place, golf courses, restaurants, and more. Don't miss out on this exceptional opportunity!
299 Hickory Circ, Oakville
4+1
BEDS
4
BATHS
$1,788,000
FOR SALE
An Absolute Hidden Gem In Sought After Area of Oakville. This One Of A Kind Home Is Located On A Quiet Street Facing Trafalgar With A Corner Wide Lot (Over 50Ft). Pot Lights Indoor and Outdoor with 4 Full Washrooms, Den, Sunroom, Wooden Ramp in Garage. Roof (2024), Fence (2024), Freshly Painted With New Light Fixtures. This House Has Been Maintained By Its Original Owner And Is Great For Families Looking To Grow. At 3,132 Sqft (Above Grade) Property Comes With Coloured Concrete In The Backyard And Sides, With Beautiful Sunroom To Enjoy With Loved Ones In Every Season. The Open-Concept Kitchen Boasts A Breakfast Area, Marble Countertops, Under Lighting. The Fully Finished Basement Includes A Grande Wet Bar, 5th Bedroom And 4th Bathroom. The Backyard Offers full Privacy, A Wide Side Lawn with Mature Trees. Proximity To A Top-Rated High School, Walking Distance To Shopping Centers, Convenient Access To Public Transit, Close To Sheridan College. Please see YouTube Link for a virtual tour!!
1491 Princeton Cres, Oakville
4+1
BEDS
4
BATHS
$1,299,900
FOR SALE
Live a family friendly life in this highly sought-after home in the College Park neighborhood of Oakville Ontario. You'll be close to schools, Colleges, shopping mall, Community Centre, restaurants and all amenities. Plus, parks, golf courses and nature trails nearby. The main level offers: open concept living and dining rooms connected to a kitchen with ample cabinetry, built-in desk and a light filled breakfast area plus sliding doors to a walk-out deck; a family room with wood burning fireplace and another set of sliding doors; a powder room and a laundry room with inside entrance to a two car garage. The second floor offers: a spacious primary bedroom with walk-in closet and 4 piece ensuite; three additional bedrooms; a four piece main bathroom; and new paint and flooring. The fully finished basement offers: a generous fifth bedroom with three piece ensuite; a recreation room with a pool table; a brick-clad woodburning fireplace; a cold room; and mechanical room with ample storage. The private backyard is ready for your landscaping touches. Enjoy BBQing this summer on your deck! Great suburban location for the commuter lifestyle with quick access to major highways, public transit and the GO Station.
1489 Jasmine Cres, Oakville
4+1
BEDS
5
BATHS
$2,198,000
FOR SALE
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.
1396 Golden Meadow Tr, Oakville
4+1
BEDS
4
BATHS
$1,849,000
FOR SALE
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.
1359 White Oaks Blvd 706, Oakville
3
BEDS
2
BATHS
$599,000
FOR SALE
Welcome Home! This spacious 3-bedroom, 2-bathroom corner unit is one of the largest in the building, offering breathtaking Niagara Escarpment and lake views. This unit is designed for elegance and comfort and features a modern island kitchen, glass handrails, and 14mm laminate flooring. The gourmet kitchen boasts granite countertops and stainless steel appliances, while the living area is enhanced with pot lights and an electric fireplace. The primary bedroom includes a walk-in closet, and both bathrooms are beautifully updated. Additional features include mirror closet doors, a locker, and parking. Recent building updates include hallways, windows, and balconies. Conveniently located near the GO Station, this home offers unparalleled convenience.
416 Freeman Cres, Oakville
4
BEDS
3
BATHS
$1,688,800
FOR SALE
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.
2160 Trafalgar Rd W 10, Oakville
3+1
BEDS
3
BATHS
$1,198,000
FOR SALE
Welcome to this beautifully designed 3+1 bedroom , 3 bathroom townhome, where modern aesthetics meet comfort. The kitchen is a chef's dream, featuring sleek stainless steel appliances and a large window that floods the space with natural light, seamlessly opening to a separate dining area perfect for entertaining guests. The inviting living area boasts ample natural light and a gas fireplace, creating a warm and welcoming atmosphere. Retreat to the master suite, complete with a spacious walk-in closet and a luxurious five-piece ensuite bathroom. Additionally, the lower level offers versatile options, serving as an office, den, or an extra bedroom to suit your needs. This townhome is a perfect blend of style and functionality, making it an ideal place to call home. Close to Oakvilles downtown core, all amenities, major HWYS, transit and GO.
2131 Lillykin St, Oakville
3
BEDS
3
BATHS
$1,238,888
FOR SALE
Stunning, Luxury, fabulous 3 bedroom/2.5 bathroom freehold townhouse with 1940 sqft, located in the prestigious River Oaks community of Oakville. Beautiful lake view from the balcony and bathtub, open concept layout, direct access to the 2 parking garage. Heated Foyer with Ground Level Office,9.6 foot ceiling on main floor and 9 foot ceiling on loft, gas fireplace, kitchen includes granite countertop, crafted cabinetry and updated island, huge deck. Loft floor level has huge master bedroom with 5pc master ensuite, walk out to huge deck, W/I custom closet. energy efficient windows, fresh painted throughout, new large plank hardwood floor ,Oak staircase and treads, Self-sealing roof shingles, oversized patio doors, Casement energy efficient windows throughout. near Sheridan college & top rated schools, hospital, and shopping centers. Access to Go station, QEW, 407.
1359 White Oaks Blvd 103, Oakville
3
BEDS
2
BATHS
$799,900
FOR SALE
Absolutely gorgeous, 3 bedroom, corner unit in 'The Oaks', in the heart of College Park. Professionally renovated from top to bottom, with no expense spared.This convenient, main floor suite (largest model in the building) boasts over 1600 sq ft of high-end finishes. Professionally painted in soft neutral tones throughout. Stunning Chef's Kitchen with Crisp, white cabinetry, huge waterfall island with seating for 3, quartz counters & backsplash & high end appliances!. Sunken Family Rm & Living Rm with glass railings & coffered ceilings & 2 separate balconies!! Convenient ensuite Laundry Rm, with laundry sink & additional cabinetry & extra storage. Primary Bedroom has beautiful 3 piece ensuite with glass enclosed shower & separate bathroom area. Gleaming 3/4 in thick, wide plank hardwood flooring, newer doors & hardware & updated trim throughout. Loads of pot-lights & all newer light fixtures. Custom window coverings ( including newly installed electronic blind), and so much more!! Well managed building with numerous amenities, including large indoor pool, Saunas, Gym, Golf Rm, Games Rm, fully equipped Workshop & large Party Rm. Centrally located with close proximity to walking trails, shopping , restaurants, schools ( including Sheridan College), public transit & easy access to all major highways.
2205 LILLYKIN St 3, Oakville
2
BEDS
3
BATHS
$789,900
FOR SALE
Nestled on a cul-de-sac in the highly sought-after River Oaks community of Oakville, this superb 2-bed, 3-bath stacked townhouse awaits you to add your personal touch to it. Enjoy a modern, open-concept main floor that boasts large windows and high ceilings thats sure to impress you, friends and family alike. The upgraded kitchen features a stunning quartz countertop, stylish backsplash and elegant cabinets with ample storage for your culinary needs. A beautiful oak staircase leads to the second floor, where you will find 2 bedrooms and 2 full bathrooms. The primary bedroom features a spacious walk-in closet, a private balcony, an ensuite washroom with double sinks and walk-in shower. The second bedroom features a large closet and window, making it perfect for a guest room, childs room, or home office. Head up one more level to enjoy your huge terrace that is ideal for outdoor entertaining or relaxation. Location Highlights: This home allows you access to top-rated schools, perfect for families. Outdoor enthusiasts can enjoy the nearby parks and trails. While shopping, restaurants, and essential amenities are just minutes away. Commuters will appreciate quick access to major highways (QEW, 403, 407) and a GO bus stop just steps away from your front door that will take you to the Oakville GO Station. Dont miss your chance to make it yours!
390 Upper Middle Rd E 306, Oakville
2
BEDS
2
BATHS
$1,349,000
FOR SALE
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!
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