Real Estate: 5 Chicagoland Properties That Offer the Spaciousness You’ve Been Dreaming About

Much like armchair travel, exploring our wildest (and most spacious) real estate fantasies has become a ubiquitous pastime while we isolate. Consider this the antidote to shelter in place.

534 Essex Road, Kenilworth

534 Essex Road
Compass agents Coco Harris’ and April Callahan’s listing, 534 Essex Road. Photo courtesy of Compass.

Custom-built by Paul Konstant in 2001, this four-story stunner offers enough room for you and your family to stretch your proverbial wings. Highlights include a sun-lit breakfast room with a wood-burning fireplace, a study, recreation room, craft room, spacious family room with French doors that lead out to a professionally landscaped backyard and a master suite with its own sitting area and spa bath. You won’t ever want to leave. Listing agents: Coco Harris and April Callahan.

2208 Drury Lane, Northfield

2208 Drury Lane
Berkshire Hathaway HomeServices agent Jason Pietrucha’s listing, 2208 Drury Lane. Photo by VHT Studios.

The shelter-in-place mandate is easier to manage if you call this 7-bedroom, 5-full and 3-half-bath property yours. Tucked away on a cozy, quiet road, this home provides endless entertaining options for you and your family. Think mise-en-place kitchen, built-in bar, a library, themed bedrooms for the kids, a gym, steam room, an impressive gaming area as well as au pair lodging space. And, with summer on its way, everyone is going to love the generous outdoor space and multiple dining and lounge options. Heaven awaits in Northfield.

Listing agent, Jason Pietrucha

353 N Deere Park Dr. East, Highland Park

353 N Deere Park Dr. East
Dawn McKenna Group agent Annie Royster Lenzke’s listing, 353 N Deere Park Dr. East. Photo courtesy of Dawn McKenna Group.

If you have always dreamed of resort-style living, then this lakefront 1.5-acre property on the North Shore is what you have been looking for. A chef’s kitchen, 38-foot indoor lap pool, six fireplaces dotted throughout the house and a banquet-size stone terrace are just a few of the exquisite highlights. But the pièce de résistance is a beautifully manicured lawn leading to a set of winding wooden stairs (plus a lift) that opens directly onto your own private beach. And not to worry, there has been a complete bluff restoration engineered to preclude erosion and create a protected, raised beach.

Listing agent: Annie Royster Lenzke

921 Ridge Ave, Evanston

921 Ridge Ave
Fleetwood + Miceli Residential | Jameson Sotheby’s International Realty’s listing, 921 Ridge Ave. Photo courtesy of Fleetwood + Miceli Residential.

Located in the Ridge Historic District, this home was fully restored in 2016 and offers a wonderfully urban feel, albeit far from the crowded city. The wrap-around porch provides a perfect spot for cocktail hour during the summer months while vaulted ceilings, a chef’s kitchen, elegant dining space, cathedral windows, skylights, multiple fireplaces and five generously sized bedrooms lend all the light and space you’ll need to get you through the colder months.

Listing agents: Julie Fleetwood and Lisa Miceli 

1625 Judson Avenue, Evanston

1625 Judson Ave
@properties agent Kathleen Buffington’s listing, 1625 Judson Ave. Photo by VHT Studios

A sizable, light-filled space with gorgeous, modern upgrades throughout, this 6-bedroom, 4.5-bath home is suburban dream come true. High ceilings, endless windows dotting the walls of every room and historical details such as wood paneling, built-ins and mullioned windows offer practicality as well as charm. And for those who have been craving more outdoor space, this residence offers that too — landscaped yards, generous balcony space and a pergola-covered deck is a home entertainers dream. Listing agent, Kathleen Buffington

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Casey GillespieCasey Gillespie is the editor-in-chief of SPACES magazine, but she doesn’t only write about design. Fashion, beauty, art, culture, luxury and wellness are favorite topics as well. Her work has been featured in Elle, The Telegraph, Furthermore, London Evening Standard, Haute Living, Sphere, Belmond, Modern Luxury and more. And when she is not pounding it out on the keyboard, you’ll find her hiking the trails in Marin County with her husband and French bulldog, Henry, or drinking wine and eating cheese. But probably drinking wine and eating cheese.


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