Welcome to Chester Oak Cottage, a circa 1935 move-in ready cottage charmer in the heart of Kingston, with original details, thoughtful modern updates, and a private backyard retreat. The inviting, freshly rebuilt front porch sets the tone, opening into a sun-filled living area with custom built-in bookcases and decorative moldings. A separate dining room flows into the updated kitchen, where patio doors lead out to a pea-gravel landscaped terrace, perfect for morning coffee. Stone steps ascend to a quaint yard framed by mature trees with a cozy fire pit area, creating a surprisingly private setting just minutes from town.Upstairs youll find three bright bedrooms and a fully renovated bathroom featuring new tile, vanity, and fixtures. Original hardwood floors, freshly sanded and sealed, run through every room, and high-end paint and wallpaper from Farrow & Ball and Warner House bring warmth and personality. A bonus walk-up attic offers excellent storage, while the partially finished basement with laundry can flex as a home office, gym, or creative space. A private driveway fits two cars comfortably, providing easy access and peace of mind.Recent enhancements include: a new furnace, exterior repainting, new shutters and windows, added fencing, custom built-ins, a gut-renovated bathroom, updated light fixtures, and new kitchen and laundry appliances.Located just minutes from Kingstons Uptown and Downtown districts, this home offers easy access to local favorites including Chleo, Camp Kingston, Sorry Charlie, and Village Grocery & Refillery. Outdoor destinations like Sojourner Truth State Park and the Rondout Creek Trail are nearby, as are beloved neighborhood spots like Mickeys Igloo ice cream stand.