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Beautifully updated top-floor 2-bedroom plus office, 2-bath condo in the heart of Lakeview, combining timeless Chicago character with modern comfort. Offering over 1,700 square feet of living space, this home features soaring 9-foot ceilings, hardwood floors, rich original millwork, and an exceptionally functional layout. The oversized living room showcases stunning built-ins, a decorative fireplace, sliding barn door, and direct access to a private front balcony overlooking the tree-lined street. The updated kitchen features quartz countertops, stainless steel appliances, a Bosch dishwasher, abundant cabinetry, and opens seamlessly into a sprawling 20-foot family room, creating the perfect space for everyday living and entertaining. The spacious primary suite includes a beautifully renovated en-suite bath with Kohler fixtures, Daltile finishes, and a glass-enclosed shower, while the second full bath has also been thoughtfully renovated with custom finishes and additional storage. The secondary bedroom features a custom Elfa closet system, while the dedicated office provides an ideal work-from-home setup. Samsung ductless mini-split heating and cooling systems provide individualized comfort throughout the home. Additional highlights include in-unit laundry, private storage, one parking space, a brand-new tear-off roof completed in 2026, a new building water heater installed in 2025, and a boiler replaced approximately two years ago. Enjoy three outdoor spaces including a private front balcony, rear deck, and shared front yard. Assessments of $500 per month include heat, water, parking, common insurance, exterior maintenance, lawn care, and snow removal. All of this just moments from Wrigley Field, Gallagher Way, neighborhood restaurants, coffee shops, parks, nightlife, and public transportation.

Property Details of 3739 North Wilton Avenue, Unit 3S

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Listed by Maria DelBoccio of @properties

Based on information submitted to MRED  as of June 19, 2026 . All data is obtained from various sources and has not been, and will not be, verified by broker or MRED.   All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

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