Tucked away on five acres with sweeping views of farmland, Turner Lake and Chain O Lakes State Park, this rare Tudor-style A-frame retreat offers a one-of-a-kind blend of architectural charm, privacy, and natural beauty. Surrounded by mature woods and pastoral landscapes, the home feels like a secluded woodland escape-yet remains perfectly positioned for year-round outdoor adventure, including hunting, fishing, boating, and hiking. And if you enjoy golf, you're only a mile from the Fox Lake Country Club. Step inside the dramatic great room, where soaring 26-foot beamed ceilings, a striking stone fireplace, rich hardwood floors, and floor-to-ceiling windows create a truly unforgettable first impression. Expansive sliding doors open to a large deck overlooking the pool and forest views-an ideal setting for sunset dinners, morning coffee, or evening cocktails immersed in nature. The primary suite continues the A-frame design with cathedral ceilings, floor-to-ceiling windows, fireplace, and a private balcony overlooking the pool and wooded backdrop. A loft above the suite offers flexible space for an office, reading nook, or guest retreat. The spa-like primary bath features a double vanity, shower, jacuzzi tub, dual walk-in closets, and a large picture window framing serene front-yard views. A second upstairs bedroom features charming beamed ceilings, built-in storage, its own private balcony overlooking the front of the estate, and an ensuite bath with double vanity sinks. The dining room exudes warmth with a cozy beamed ceiling, hardwood floors, and a generous bay window. The bright, inviting kitchen showcases white cabinetry, solid-surface countertops and backsplash, an island with prep sink, and stainless steel appliances. The lower level offers exceptional versatility, featuring a spacious family room with custom built-ins, a rustic stone fireplace, custom dry bar, and sliding doors leading to a large, screened porch. This room would be perfect for entertaining or creating a game room/rec room space. A third bedroom, full bathroom, and laundry room complete the level, which could easily function as an in-law suite or private guest quarters. Car enthusiasts and hobbyists will appreciate the massive three-car garage with oversized 9.5-foot doors and soaring ceilings, providing ample storage for vehicles, boats, and gear. Outside, the property truly shines. The front offers picturesque pastoral views, while the backyard unfolds into a secluded woodland oasis. The swimming pool is surrounded by a custom stamped concrete patio, mature trees, and tranquil natural scenery-evoking the feeling of a luxury cabin in the woods. A new composite shake roof was installed in 2025. While the home offers an opportunity for updates, its architectural character, setting, and potential are unmatched. This is a rare chance to transform an extraordinary property into a dream estate. Bring your vision and imagination. Listing includes PIN:05-20-400-017 (home on 2.03 acres) in McHenry Co. and PIN:01-21-300-003 (adjacent 3.21 wooded acres) on east side of property in Lake Co.