This distinguished Lexington residence privately situated on 2.5+ park-like acres thoughtfully blends timeless historic architectural appeal with a newly completed custom addition designed for luxurious one-level living. A cornerstone of one of Lexington's most desirable in-town neighborhoods, the original 1920s residence offers a main level anchored by a spacious living room with floor to ceiling windows, magnificent fireplace, and access to the covered outdoor patio. The sophisticated library, formal dining room, and eat-in kitchen offer additional useful and inviting first floor living spaces. A grand foyer staircase leads to the upper level, offering four large bedrooms and two full bathrooms with generous proportions and classic detailing. A newly designed marble entry with custom glass door and windows establishes a refined architectural transition to the newly constructed luxury primary suite. This addition introduces a large main level bedroom with coffered ceiling, an expansive walk-in closet with custom built-ins, and a spa-inspired bath featuring marble and tile finishes, quartz counters, a steam shower with four shower heads and integrated Bluetooth sound system, heated floors, and heated towel rack. A 3 car detached insulated garage with mini-split system provides ideal car storage or collector use, while the attached garage space incorporates a design for future lift installation for enhanced accessibility. Additional features include a large unfinished basement, encapsulated crawl space in the addition, hardwood floors and crown molding throughout, a whole-house generator, and ADT security system. Set within a stately landscape with mature trees, private outdoor spaces, massive boxwoods, and frontage along meandering Woods Creek, the property enjoys immediate adjacency to the Woods Creek Trailhead. This scenic in-town amenity links the residence directly to historic downtown Lexington, Washington and Lee University, Virginia Military Institute, surrounding parks, and the 7-mile Chessie Trail, offering exceptional walkability and outdoor access. Adjoining 0.288-acre lot available.