5415 N Ashland Avenue, Chicago, IL

A rare private oasis in the heart of Andersonville, this extraordinary residence offers a level of resort-style living seldom found in Chicago. The expansive, beautifully landscaped backyard creates a secluded luxury retreat in the city, complete with a heated pool, spa, generous outdoor entertaining space, and a separate guest house for hosting friends or housing an au pair-an exceptional setting designed for stylish city living, along with a two-car garage. Originally constructed in 1896, the home has been completely transformed into a remarkable single-family residence through a comprehensive studs-out reconstruction. The home was entirely gutted and rebuilt with extraordinary attention to detail, including all new mechanical, electrical, and plumbing systems, creating the comfort and performance of a newly constructed luxury home while preserving its historic architectural character. The exterior has been beautifully restored and reimagined with a newly constructed greystone facade, creating timeless Chicago architectural elegance and striking curb appeal. Thoughtfully designed with an uncompromising commitment to quality, the interior showcases exceptional craftsmanship, refined materials, and best-in-class systems throughout. Double-pane windows provide excellent insulation while contributing to a remarkably peaceful interior environment. The chef’s kitchen stands as a true culinary showpiece, appointed with a Miele steam oven, built-in Miele espresso system with warming drawer, Wolf convection oven and integrated gas cooktop, and fully integrated Gaggenau refrigerator, freezer, and dishwasher concealed behind custom European cabinetry. A dramatic 15-foot Silverwave island anchors the space and creates an extraordinary centerpiece for gathering and entertaining. A custom appliance garage keeps everyday appliances elegantly concealed while preserving the kitchen’s clean architectural lines. Throughout the home, hand-cut solid oak herringbone floors installed by European artisans reflect exceptional craftsmanship and are complemented by RH solid brass lighting fixtures throughout the home. A custom hand-bent hardwood staircase illuminated by a striking brass chandelier creates a dramatic architectural focal point, while elegant Silverwave stone details add refinement throughout the residence. The primary suite offers a serene spa-inspired retreat and includes, heated floors, a steam room with essential-oil infusion, a chromotherapy soaking tub, and a Japanese-style smart toilet with integrated bidet. A bespoke European-designed large closet with brass finishes completes the suite. Two additional guest bedrooms with Juliette balconies overlook the garden and pool. The guest bath showcases leathered Italian stone, custom built-ins, and an upstairs laundry for everyday convenience. The lower level offers an exceptional setting for entertaining, with a spacious home theater and a fully equipped bartender’s bar complete with built-in beverage drawers, wine refrigerator, commercial ice maker, dishwasher, and a dedicated service laundry designed for bar and entertaining needs. A dramatic steel-and-glass wall opens to a secure workspace wired with dual Ethernet to a Ubiquiti network. A private guest suite with a full ensuite bath completes the level. At the rear of the property is a newly constructed one-bedroom, one-bath guest house with a full kitchen and washer/dryer. The guest house can also operate as a turnkey income-producing residence. The two-car garage includes a 220-volt EV charger. Located just steps from the acclaimed restaurants, boutiques, and cafes of Clark Street, this remarkable property offers an extraordinary opportunity to own one of Andersonville’s most distinctive luxury residences.