Brookline Real Estate is pleased to present 823 S. Carpenter Street, a fully leased two-unit investment property in Chicago's Little Italy/University Village neighborhood. The property contains two four-bedroom, one-bath apartments and totals approximately 2,656 square feet. Located within the UIC campus and near the Illinois Medical District, Taylor Street, public transportation and downtown Chicago. The property offers immediate income in a highly desirable, supply-constrained rental market. Additional financial and property information is available in the sales brochure. Proof of funds and pre-approval required.
The kind of loft Chicago stopped making. A top-floor, true timber residence in a boutique 19-unit building, with 1,438 sq. ft. inside plus an approximately 547 sq. ft. private rooftop terrace. Exposed brick, massive timber beams, soaring wood ceilings, hardwood floors and oversized windows give the home its architecture; skyline views give it the drama. The open living and kitchen space is built for entertaining, anchored by a fireplace, oversized island and rare private access to the freight elevator. Upstairs, a rooftop bonus room opens directly to the terrace-private, oversized, and made for dinner parties, late nights, and skyline sunsets. The fully enclosed primary suite features an en
Perched on the top floor of the Clinton Complex, this updated one-bedroom loft offers soaring ceilings, a refreshed kitchen, and 180-degree southern views of the city. The stylish kitchen features white quartz countertops, stainless steel appliances, and an oversized island with plenty of additional storage. The living room is anchored around a stone-surround fireplace and offers ample room for seating, a dining area, and a work-from-home setup. You'll also love the private balcony - the furniture is included in the sale, along with the barstools and living room TV. The bedroom offers sweeping city views and a thoughtfully designed closet to maximize storage. In the bathroom, you'll find a
Soaring Industrial Loft Masterpiece in the Heart of River North. Prepare to be captivated by this one-of-a-kind architectural marvel nestled inside The Sexton, one of River North's premier historic loft conversions. Unlike standard timber units, this residence is uniquely situated on the highly coveted concrete "tower" side of the building, offering solid-core construction that ensures a completely quiet and serene living experience. Exclusive to this level, the home boasts jaw-dropping 14 foot ceilings paired with massive exposed structural elements and oversized windows that flood the space with dramatic vertical volume and glowing natural southern exposure light. Gourmet Kitche
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
$1,999,000
4 beds4 baths— sq ft
Historic gold coast • Prime location • 1,314 sq ft lot
Based on information submitted to the MLS GRID as of Sun Aug 23 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.