5251 N Winthrop Avenue 2 Spacious and sun-filled, this beautifully updated 2-bedroom, 1-bath condominium is ideally situated on picturesque, tree-lined Winthrop Avenue in the heart of Edgewater. Thoughtfully renovated while preserving its vintage charm, this inviting second-floor home features refinished hardwood floors throughout, updated light fixtures, and a beautifully restored gas fireplace that anchors the expansive living room. Three oversized windows flood the space with natural light. Designed with both everyday living and hosting in mind, the chef-inspired kitchen showcases shaker-style cabinetry, quartz countertops, all stainless steel appliances, a gas range, striking tile flooring, and a rare walk-in pantry that provides exceptional storage. A breakfast bar opens seamlessly to the spacious dining room, creating an open and airy layout ideal for gathering with family and friends. A thoughtfully designed hallway separates the living and bedroom spaces, offering both privacy and a natural flow throughout the home. The beautifully renovated bathroom features contemporary hex tile flooring, a sleek walk-in shower, a modern vanity with an LED anti-fog mirror, updated fixtures, and a high-efficiency toilet. Just off the kitchen, an exceptionally large private deck extends your living space outdoors, offering plenty of room for dining, lounging, grilling, and entertaining. Additional conveniences include an oversized private storage closet, shared laundry facilities, and bike storage in the basement. This well-maintained, pet-friendly brick building boasts a financially healthy association with approximately $63, 000 in reserves, while the monthly assessment includes heat and water for added value and convenience. Perfectly positioned between the lakefront and vibrant Andersonville, this home is just steps from the CTA Red Line and offers easy access to several grocery stores, neighborhood markets, cafes, acclaimed restaurants, boutique shopping, Foster Beach, and miles of scenic lakefront trails. Offering generous living space, timeless character, thoughtful updates, and an exceptional location, this move-in-ready home is the perfect blend of comfort, style, and city living.