Welcome to 1840 W Pinehurst Ave, a stately two-story Colonial nestled in the highly sought-after Highland Park neighborhood. This timeless home blends classic character with thoughtful updates throughout. Original hardwood floors and a stately staircase welcome, and a spacious main level is designed for living and entertaining. Living room, featuring a cozy gas fireplace insert, flows seamlessly into the formal dining room w/ built-ins. The sun-filled, updated kitchen boasts stone countertops, stainless steel appliances, and a charming eat-in breakfast nook. Enjoy your morning coffee in the screened side porch or unwind in the main floor family room—complete with a sliding door that opens to the large patio and private, fenced backyard. An updated ¾ bath on the main level - a rarity for the era! Upstairs, find three generously sized bedrooms, including a primary suite with a walk-in closet. Upper level has a full bathroom with beautifully preserved pink vintage tile. Likely hardwood floors under the upper level carpeting; seller is open to a flooring allowance with acceptable offer. The lower level offers even more living space with a second wood burning fireplace and a versatile rec/family room—perfect for movie nights, games, or a potential fourth bedroom with the addition of an egress window. Tidy laundry area and ample unfinished storage space. New windows throughout, updated roof and mechanicals, sump pump. Newer oversized two-stall garage. This well-maintained home offers the perfect blend of location, space, and character—just minutes from Highland Village shops, parks, and schools. Don’t miss this Highland Park gem!