This 1929 masterpiece is more than just a home; it's a testament to enduring craftsmanship and timeless design. Nestled in a picturesque and highly sought after neighborhood, bordering prestigious Winton Park, this completely updated architectural gem boasts timeless features that have been meticulously preserved and tastefully updated by its current owners. Situated on a pristine 1.11-acre level lot, free from wetlands, and with room for a pool, the home also benefits from natural gas, city water, and town sewer, adding to its modern conveniences. Enjoy the ease of walking to Downtown Fairfield, the Metro North train to and from NYC, and nearby elementary, middle, and high schools, making this location truly exceptional. No expense was spared updating this expansive 5/6 bedroom, 5.5 bath home. Features include 3 wood burning fireplaces, 9ft+ foot ceilings in the living and dining rooms, large windows and doors throughout, a separate in-law/au pair/guest suite or another family room in the walk out lower level complete with full bath and separate entrance. First floor office, paneled den with wet bar, family room with new built in bar with Subzero refrigerator w/ice maker, bev fridge & kegerator, large dining rm, 2 staircases, spectacular chef's kitchen. The mostly level property is professionally landscaped & features new stone patio with stone walls, built in grill, built in fire pit, irrigation, perennials and play areas. Plans for private ADU/guest quarters over garage.