106 Maitland Ct, WINCHESTER

Welcome to this stunning, meticulously maintained home in the sought-after Ravenwing neighborhood of Winchester! Offering over 4,500 finished sq ft across three levels, this upscale property features 5 spacious bedrooms, 4 full baths, 1 half bath, and multiple flex rooms. The beautifully manicured front grounds elegantly showcase the home's stately brick faade, creating a timeless and sophisticated first impression.

The main level showcases a traditional floor plan with elegant finishes, including crown molding, tray ceilings, and recessed lighting. A dedicated office with glass doors and custom library shelving, a sitting room, and a formal dining room set the tone. The newly tiled foyer flows into the open-concept kitchen, dining, and living space—perfect for entertaining. The kitchen is a chef’s dream with upgraded countertops, stainless steel appliances, and an oversized island. The family room includes a cozy gas fireplace and a custom built-in entertainment center.

Step outside to a stunning Veranda with an open beam design and timer lighting under the deck—perfect for relaxing evenings or morning coffee. The open-air transition to the fully fenced backyard includes raised planter and herb gardening boxes, and mature landscaping adds privacy and charm.

Upstairs, enjoy two staircases for convenience, transom windows in several rooms, and a spacious bonus room with a window seat and built-ins—ideal as a playroom, craft space, or lounge. The huge walk-up attic offers additional potential. The luxurious owner’s suite features a custom walk-in closet system, soaking tub, and a tiled shower with recessed niche and glass doors. All bedrooms are generously sized with large closets and granite-topped bathrooms.

The fully finished basement offers a custom wine nook with shelving and drawers, two flex rooms (one currently being used as a gym), a wet bar with wine fridge, floating shelves above the counters that add style, and a large multipurpose space perfect for entertaining or movie nights. Ample storage throughout with numerous closets and storage areas.

Additional upgrades include a new roof, updated fixtures, water softener, privacy fence, and newer appliances. Nestled in an upscale cul-de-sac and located near commuter routes, Shenandoah University, Jim Barnett Park, downtown Winchester, dining, shopping, vineyards/breweries, music venues, and more—this home blends timeless elegance with modern comfort.

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