5898 N Caldwell Avenue N

Chicago, IL 60646

Welcome to a truly exceptional residence: An architecturally significant, "stately signature" custom-crafted home offering timeless elegance, and a rare opportunity to own a piece of Sauganash history on a large triangular parcel. Priced at $1.45 million, this distinguished 5 bedroom, 3.2 bath estate was originally built in 1928 for a prominent family, and its enduring craftsmanship and character remain unmatched. From the moment you arrive, the home's stately limestone exterior, slate tile roof with copper flashing, copper gutters and copper downspouts and bespoke front door set the tone for what lies within. Every detail reflects a level of artistry and permanence rarely found in today's construction. Set on one of the largest residential lots in Sauganash, this corner property offers twelve expansive, light-filled rooms designed for both refined daily living and elevated entertaining. A grand entryway with a sweeping bridal staircase creates a striking first impression, while decorative cove ceilings, arched doorways, and recessed alcoves add architectural depth and distinction throughout the living, dining, and sunroom spaces. The upper levels are thoughtfully arranged to support a sophisticated lifestyle, featuring a private primary ensuite with its own rooftop patio area, additional generously sized bedrooms, and marble-appointed baths. One of the bedrooms on the second floor would be a lovely office or library, since it has French doors leading to a private roof top space. The expansive lower level extends the home's entertaining capabilities with 3/4"knotty pine-paneled walls, a wood-burning fireplace, wet bar, and dedicated wine room-perfect for hosting on any scale. Outdoors, the impressive 16,000 square foot lot offers a serene setting with a mature tree canopy and inviting patio, creating a private oasis for gatherings or relaxation. This is a home designed for those who value distinction, history, and the ability to entertain with ease, an ideal fit for an executive lifestyle. All of this, set within the heart of Sauganash, on a quiet side street just moments from top-rated schools, parks, dining, and the neighborhood's most treasured amenities. Conveniently located minutes from I-94 Edens Expressway and public transportation.

Listing Courtesy of MRED as distributed by MLS Grid of @properties Christie's International Real Estate



Based on information submitted to the MLS GRID as of 2026-06-05 12:13 AM UTC. 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.
Last checked: 2026-06-05 12:13 AM UTC
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