Welcome to 55 Woodside Square. This multi-generational executive two storey home is nestled on a quiet tree lined street in the heart of Fonthill. A lovingly landscaped front yard & deep driveway guide you to the front porch of this meticulously maintained (4+1) bedroom home boasting just under 4500 livable sqft. Main floor features spacious tiled entry foyer with hardwood flooring throughout, including private office with double French doors/built-in bookshelves/large window with 17' ceiling that allows lots of natural light. Spacious living room & private dining room lead you into a tastefully designed eat-in kitchen with granite countertop/gas stove/SS appliances/tiled backsplash/under cab lighting/& movable eating island. Kitchen walkout onto fully fenced landscaped yard with 18x36 inground pool/concrete surround, 12x12 cabana, storage shed. Main floor also features laundry room, 2 piece powder room, & oversized family room with cozy stone tiled gas fireplace/tray ceiling. A sweeping oak staircase leads you to the 2nd floor consisting of 4 generous sized bedrooms with hardwood flooring throughout including massive master bedroom with deep walk-in closet & 5 piece en-suite with double vanity/shower/& corner jacuzzi with tile flooring/surround. 2nd upstairs master bedroom equipped with 4 piece en-suite/double closet. Upstairs also features 4 piece bath + 2 extra bedrooms for added convenience. Fully finished carpeted basement with oversized rec room + separate area with wet bar/inlaid ceiling. Bonus downstairs bedroom with walk-in closet & 3 piece bath, make this extra living space ideal for an in-law suite/guests/growing family. 19x19 attached 2 car garage with inside entry/man door access. Upgrades Include: Front Steps (2022) Rear Fence/Side Posts (2022) A/C (2021) Storage Shed (2021) Interior Light Fixtures (2021) Amenities: schools/shopping/golf/wineries/Steve Bauer trail/406/QEW/& more. Great opportunity to join a premier neighbourhood in Fonthill!