$2,850,000
4
beds
3
baths
1
half bath
3,000
square ft

1744 N Hermitage Avenue
Chicago, Illinois 60622

Coming Soon / MLS #12786553 / Single Family / West Town
Listing information updated 10/28/2026 at 6:03am
Just steps from The 606 in the heart of Bucktown, a private gate opens to an unexpected escape from the city. Mature trees, lush gardens, and a remarkable sense of privacy create a setting that feels more like a secluded country retreat than a Chicago residence. Set on an extraordinary 46-by-122-foot double lot, this four-bedroom, 3.1-bath brick home offers something increasingly rare in city living: expansive outdoor space, architectural character, and beautifully designed interiors surrounded by nature. Inside, natural light pours through skylights, while leafy views from nearly every window create a seamless connection between the home and its gardens. A custom, mason-built floating curved staircase by Gust A. Norberg makes a striking first impression. The second floor, completely reimagined by Drury Design, offers an elegant balance of open living and intimate gathering spaces. A stone-clad, wood-burning fireplace with gas assist connects the living and formal dining rooms, bringing warmth and character to both spaces. The chef's kitchen is as beautiful as it is functional, featuring custom Grabill cabinetry, a dramatic single-slab Legonia quartzite island, and a thoughtfully curated collection of premium appliances. Waterstone fixtures, integrated Kohler and Elkay sinks, concealed pull-out bar storage, and a built-in banquette elevate everyday living. A skylit breakfast room opens directly to an outdoor deck with a gas-line grill, creating an effortless transition from morning coffee to evenings entertaining beneath the trees. A beautifully appointed powder room completes this level. Occupying the third floor, the primary suite offers a peaceful sanctuary above the gardens, complete with a gas fireplace and a spectacular spa-inspired bath designed by Brianne Bishop Design and completed in 2023. Radiant-heated marble floors extend into an oversized steam shower, while Iceberg quartzite countertops, Dornbracht fixtures, and thoughtfully designed custom cabinetry create a sophisticated, resort-like experience. Integrated power for styling tools and exceptional built-in storage add everyday convenience. Two additional bedrooms and a full hall bath complete the upper level. The main level offers exceptional flexibility, with a welcoming foyer, comfortable family room with gas fireplace, garden-facing sunroom, laundry room, and fourth bedroom with an adjacent full bath beautifully renovated in 2025 with Phillip Jeffries wallpaper, quartzite, and Kohler fixtures. Yet perhaps the home's most extraordinary feature lies beyond its walls. The professionally landscaped double lot unfolds into a private garden oasis, where mature apple, oak, silver maple, and hemlock trees create a canopy of greenery. A spacious paver patio, generous side yard, replaced cedar fencing, and dedicated garden storage make this outdoor setting equally suited for quiet afternoons or memorable gatherings. A heated, insulated two-car garage adds everyday convenience, while The 606, Bucktown's acclaimed restaurants, neighborhood boutiques, parks, and the Kennedy Expressway are all within easy reach. With the entire double lot included, the property also offers the flexibility for future expansion, subject to applicable approvals. An extraordinary opportunity to experience the energy of Bucktown with the privacy, space, and tranquility of a secluded retreat.

Listing Office: @PROPERTIES

Listing Office Phone: 773.472.0200

Disclaimer: The data relating to real estate for sale on this website comes courtesy of Midwest Real Estate Data, LLC as distributed by MLS GRID. Real estate listings held by brokerage firms other than @properties are marked with the Broker Reciprocity thumbnail logo and detailed information about them includes the name of the listing brokers. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 10/28/2026 at 6:03am. 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. Some listings have been excluded from this website.


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1744 N Hermitage Avenue, Chicago, IL 60622 is a single family home currently listed at $2,850,000. 1744 N Hermitage Avenue features 4 Beds, 3 Baths, 1 Half Bath. This single family home has been listed on @properties Christie's International Real Estate since October 28th, 2026. Nearby schools include Burr Elementary School and Wells Community Academy Senior H. The nearest transit stops include Damen CTA Blue line and Clybourn Metra Metra Union Pacific North line.