Spacious Legal Two-Family Brick Ranch in the Heart of Highland Park. This beautifully maintained and thoughtfully upgraded two-family home offers incredible versatility, charm, and functionality. Situated on a 75x100 lot in a prime Highland Park location, it provides easy access to shopping, bus lines, and multiple houses of worship, making it ideal for a variety of lifestyles. The primary home features three bedrooms and three full bathrooms, including a stunning master suite with a huge walk-in closet, seating area, an additional closet, and an expansive master bathroom. The eat-in gourmet kitchen is a chef's dream, featuring three sinks, two ovens, two microwaves, a dishwasher, an island for added workspace and seating, and a skylight that fills the room with natural light. Throughout the home, ample closet space ensures exceptional organization, while built-in bookcases and a working woodburning fireplace (never used by this owner) add warmth and character. Off the dining room, a deck with maintenance free composite flooring offers a perfect spot for outdoor dining and relaxation. A washer and dryer conveniently located on the main level complete this thoughtfully designed living space. Additional laundry facilities are also available in the basement in addition to 2 offices, rec area, a summer kitchen, and a full bathroom. The attached apartment includes a private layout, with one-bedroom, one-bathroom, kitchen, pantry, and living room. This unit is ideal for rental income, extended family, or guests. There is central air conditioning and baseboard hot water heat for year-round comfort. The attached garage provides secure parking and extra storage, while the fully fenced backyard, complete with a shed, offers privacy and space for outdoor activities. Custom window treatments and a stylish Frame TV for streaming, gaming, or displaying art are included, adding modern touches to the home's timeless appeal. The property is move-in ready, with the seller able to accommodate a quick closing anytime before May 1. However, the seller prefers a use and occupancy/rent-back agreement until summer if possible. The apartment lease is currently month-to-month, with a long-term tenant in place, providing flexibility and an immediate income opportunity. With its classic brick ranch design, thoughtful upgrades, and prime location, this home is perfect for owner-occupants or investors. Don't miss the chance to own this unique property in sought-after Highland Park.