Near North Side, IL homes for sale & real estate

Near North Side, IL Homes for Sale

Experience a truly one of a kind penthouse duplex loft in the heart of River North! Spanning over 2,450 square feet, this 4 bedroom, 3 bath residence seamlessly blends authentic loft character with thoughtfully curated, high-end updates. The main level is anchored by soaring timber ceilings, expansive windows, and an impressive open concept living and dining space designed for both everyday living and effortless entertaining. A gas fireplace adds warmth and a modern, inviting feel, while the chef's kitchen features granite countertops, stainless steel appliances, espresso cabinetry, and a walk-in full-size pantry. The space flows seamlessly into the main living area and out to a balcony wit

Near North Side, IL Homes for Sale

The rare combination of four residences has created a truly one-of-a-kind home at 1440 N Lake Shore Drive. Encompassing nearly 5,000 square feet, this extraordinary residence has been thoughtfully reimagined through a complete floor-to-ceiling renovation and offers over 70 feet of sweeping lake and city views. Set behind a semi-private elevator entrance, it combines the scale and privacy of a single-family home with the ease of full-service condo living. The home unfolds from a dramatic 37-foot gallery foyer into expansive living spaces that include an impressive lake-facing family room, formal living room and dedicated dining room. At the heart of the home, the spectacular chef's kitchen w

Near North Side, IL Homes for Sale

Rockstar Penthouse Condo in Old Town! This Bonafide All-Brick ELEVATOR building is flooded with sunlight (south facing) on a quiet one-way tree-lined street. Fantastic outdoor space with two spacious decks off the living room and primary bedroom suite. Exceptional hardwood floor plan for those who work from home, with an XL living room featuring a wood-burning fireplace, office nook, dining area, and gorgeous Chef's kitchen with granite counters, dark cabinets, and upgraded stainless steel appliance package! Fridge (2024), Microwave (2026), Disposal (2026), and New HVAC (2026)! This spacious two-bedroom + two full-bath split floor plan features plenty of closet space and a Primary Suite wi

Near North Side, IL Homes for Sale

Rare Airbnb opportunity in Chicago's Historic Gold Coast! This exceptional brownstone offers a unique investment opportunity in one of Chicago's most sought-after neighborhoods. Located within the vibrant Gold Coast Historic District, the property features three well-appointed residential units: one spacious 2-bedroom, 2-bath residence and two 1-bedroom, 1-bath units. Even more valuable, the Airbnb license transfers to the new owner, providing an outstanding opportunity for short-term rental income. A rare combination of income producing property, historic charm and prime location! Close proximity to an abundance of restaurants & shopping, Magnificent Mile, Lake Michigan, Oak Street B