Oakville Real Estate Search

Oakville Properties between $350,000 and $400,000 for Sale

Our website features the best real estate search for between $350,000 and $400,000 properties available in Oakville and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Oakville Properties between $350,000 and $400,000 for Sale

$350,000
ACTIVE UNDER CONTRACT Status Abbie Nadolny
Tucked away on a quiet cul-de-sac and backing directly to the breathtaking beauty of Cliff Cave Park, this is more than a home—it's a lifestyle. Imagine stepping from your newly renovated deck onto miles of wooded trails, with over 525 acres of preserved forest, wildlife, and scenic hiking and biking paths quite literally at your back door. Whether you're an early morning trail runner, an avid mountain biker, or someone who simply loves sipping coffee while surrounded by nature, this home offers an everyday escape without ever leaving your neighborhood. Inside, warmth and timeless craftsmanship greet you at every turn. Rich, beautifully preserved woodwork, soaring vaulted ceilings with striking exposed beams, and custom built-ins flanking the fireplace create a great room that feels both grand and welcoming—the kind of space where holidays are celebrated, conversations linger long after dinner, and memories are made. The walk-out lower level is an entertainer's dream, blending nostalgia and functionality with its incredible 70s-inspired bar, expansive gathering spaces, fourth bedroom, third full bath, generous storage, and room to host everyone for game days, movie nights, holidays, and celebrations. And when you step outside your front door, the lifestyle only gets better. This vibrant neighborhood is known for bringing neighbors together with community parades, seasonal events, and amenities that make every day feel a little like vacation—including a neighborhood pool, tennis courts, basketball court, sand volleyball court, playground, and swings. Whether the kids are riding bikes to the pool, friends are gathering for a summer volleyball game, or you're ending the evening with a walk through the trails, life here is centered around community, connection, and the outdoors. Homes offer bedrooms and bathrooms. This one offers a way of life—where nature is your backyard, adventure begins at your deck, and the best memories are waiting to be made. New windows in bedrooms and basement 2024, New electrical service 2024, New flooring throughout 2024, Deck resurface and handrails 2024, New roof 2025, New refrigerators 2026

2108 Olde Winery Rd, Oakville

$399,000
ACTIVE Status Dana Henson
This home has so much to offer! Welcome to this spacious 4-bedroom, 2.5-bath two-story nestled in one of Oakville's most sought-after subdivisions! You will fall in love with the wood floors, generous size rooms and a traditional floor plan. All of the main floor and 2nd floor windows have been updated with elegant plantation shutters adding value to the home and provide excellent light control, privacy and insulation. Enjoy a separate living room which can be used as your home office, a formal dining room, and a welcoming family room with a cozy wood-burning fireplace and a stunning wall of newer windows overlooking the fenced backyard. Cook for 2 or 20 in this spacious kitchen, perfect for entertaining a crowd, complete with a gas cook-top, wall oven, microwave, 42" cabinets, and ample workspace, a kitchen island with electric, a separate double pantry and recessed lighting. The breakfast room features a dual bay window leading to an oversized wood deck. Convenient main-floor laundry right off the kitchen includes extra storage. The convenient dual staircase provides access to the upper level from both the entrance foyer and the kitchen. Upstairs, you'll appreciate the impressive size of all four bedrooms. The primary suite features a cathedral ceiling and a private en-suite bath with dual sinks, a soaking tub, and a separate shower. Step outside and enjoy outdoor living on the oversized wood deck overlooking the mostly level, fenced backyard that backs to mature trees for added privacy. Additional features include a 2-car attached garage with opener and low maintenance exterior. The walk-out lower level offers endless possibilities just waiting for your custom finishing touch with a 9-foot pour, rough-in for a future bath, and sliding glass door leading to a patio. Major updates to provide peace of mind include a new roof (2025), new rear windows (2025), new vinyl siding on the rear of the home (2025), new air conditioner (2025), and new water heater (2025). Additional negotiable items include the kitchen and garage refrigerators, deep freezer, washer, dryer, and basement fireplace. What are you waiting for? Don't miss this outstanding opportunity to make it your own in the heart of Oakville!

3221 Kingsridge Manor Dr, Oakville

$400,000
ACTIVE Status Tyler Crowley
Open House Saturday June 27th 12-2pm. Perfectly situated within walking distance of both Oakville Elementary and the High School, this beautifully updated four-bedroom, three-bath home offers the ideal blend of elegance and everyday functionality. Step inside to rich hardwood floors complemented by custom Swedish blinds in the formal living and dining rooms. The spacious family room serves as the heart of the home, featuring a cozy wood-burning fireplace and convenient powder room, creating the perfect setting for relaxing evenings or entertaining guests. The completely redesigned kitchen has been thoughtfully expanded to maximize both space and functionality. It showcases quartz countertops, a classic white subway tile backsplash, a gas range accented by a custom marble backsplash, Blue Samsung Smart appliances, and a charming coffee bar with adjoining breakfast area making it an inviting space to begin each day. Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite complete with dual closets and a private ensuite featuring elegant marble flooring. The finished lower level offers a versatile bonus room, ideal for a home office or playroom. Car enthusiasts and hobbyists alike will appreciate the fully finished garage, complete with insulated walls, epoxy flooring, and its own mini-split heating and cooling system for year-round comfort. Outside, the oversized, fully fenced backyard provides plenty of room to play, entertain, or simply unwind. The fenced patio, conveniently accessed from the family room, creates the perfect extension of your living space for summer barbecues, pets, and everyday enjoyment. Offering generous living spaces, designer-inspired updates, and an exceptional location, this move-in-ready home delivers everything today's buyers are looking for. Simply unpack, settle in, and begin enjoying the lifestyle you've been dreaming of.

2902 Flameglow Dr, Oakville

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