Welcome to 185 E Chester St, a charming abode nestled in the heart of Kingston. This newly updated and meticulously maintained 3-bedroom, 2-bathroom Cape-style home offers an idyllic and convenient lifestyle just moments away from the vibrant pulse of the City of Kingston. As you step on to the spacious porch and through the door, you're greeted by a cozy living room that seamlessly transitions into the dining area and kitchen, boasting newer stainless-steel appliances, a stylish tile backsplash, and elegant quartz countertops. The kitchen opens onto an inviting deck overlooking a fenced-in backyard, creating the perfect setting for outdoor relaxation and entertaining. This home exudes character with its original doors, moldings, craftsman finishes and gleaming hardwood floors throughout. On the main floor, two sunlit bedrooms and a full bath await, each offering a tranquil oasis flooded with natural light. Ascend to the second level to discover a spacious primary suite, complete with a walk-in closet, a newly renovated bathroom, and a versatile den/office area, providing ample space for work or leisure. The partially finished basement houses a convenient washer/dryer and offers additional storage space, ensuring organization and functionality. Outside, the property is adorned with tasteful landscaping and a detached garage. All updates have been thoughtfully executed within the past 2-3 years, ensuring modern convenience while preserving the home's timeless appeal. Conveniently located just minutes from the Downtown Waterfront and Uptown Stockade District, this residence offers easy access to Kingston's eclectic shops, restaurants, and cultural attractions, making it the quintessential Hudson Valley retreat.