A rare opportunity to own an 1860's FOUR SQUARE set on a picturesque HALF-ACRE in Prospect Heights, blending historic character with meaningful updates and comprehensive ARCHITECTURAL PLANS PREPARED for its next chapter. From the moment you enter, the home unfolds with warmth and proportion. Freshly painted interiors and MAPLE HARDWOOD FLOORS anchor the living room and continue seamlessly into the formal dining room, creating a natural flow ideal for everyday living and entertaining. The layout feels balanced and welcoming, with original PLASTER WALLS and thoughtfully preserved ARCHITECTUAL WOODWORK AND DETAIL throughout. The kitchen is fully functional and features a charming back staircase providing convenient access between levels - a distinctive architectural element that enhances both character and practicality. It also offers a CLEAR CANVAS FOR FUTURE CUSTOMIZATION within the broader renovation vision. The main level provides exceptional flexibility. A thoughtfully NEWLY RENOVATED POWDER ROOM highlights Lefroy Brooks fixtures and beautifully curated European-inspired finishes. The first-floor bedroom is paired with a STUNNING SPA INSPIRED BATHROOM featuring a full surround, Kohler inspired shower, new vanity, and toilet - ideal for guests, multi-generational living, or a main-level primary option. Upstairs, four bedrooms display remarkable CIVIL WAR-ERA REFINISHED FIRST GROWTH PINE FLOORING, rich with character and history. The second-floor full bath has been fully gutted with UPDATED PLUMBING completed; Restoration hardware vanities with marble tops are already on-site awaiting installation. COMPREHENSIVE ARCHITECTURAL PLANS - fully paid for with permits secured and currently in place - outline a cohesive whole-house renovation. DESIGNS INCLUDE completing the second-floor full bath, incorporating the bonus room into an expansive primary suite. Additional potential includes adding a staircase to the expansive 3rd floor attic, envisioned as a gallery, studio, or flexible living space. An additional vision includes reconfiguring the driveway to Minnaqua Street creating a redefined front approach to the property. Additional major improvements include replaced windows in the original home, UPDATED 220-AMP ELECTRICAL SERVICE, NEWER BOILER, WATER HEATER(2019), refinished hardwood floors (with additional hardwood beneath carpeting,) and a RECENTLY PAINTED EXTERIOR The expansive basement presents further opportunity, offering space for a future laundry room, second kitchen setup, recreation area, and abundant storage. Set on a generous half-acre with a DETACHED TWO-CAR GARAGE and charming POULTRY ENCLOSURE, the property provides room to garden, entertain, and create a distinctive estate setting. A home for the vision-driven buyer who appreciates history, craftsmanship, and the opportunity to complete a thoughtfully planned transformation!