A trip down Sheridan Road

Few destinations in Chicagoland carry the cache of Sheridan Road. The idyllic street hugs Lake Michigan along Chicago’s North Shore, weaving past stunning, historically significant estates, charming neighborhoods, noted universities, family-friendly parks, soothing woods, and sun-drenched beaches.

This turn-of-the-century suburban expansion of Lake Shore Drive earned its name in 1889, and its picturesque properties have been the envy of Chicagoland residents ever since. Sheridan Road offers plenty of fresh air and verdant greenery—a far cry from the hustle and bustle of city living. Generations of wise residents have raised their families in this well-situated enclave.

CONLON/Christie’s International Real Estate brokers are deeply familiar with the properties around Sheridan Road on Chicago’s North Shore: The firm has represented this area since it was launched. Connecting our clients to these special estates is a pleasure for the CONLON/Christie’s staff. We love watching families put down roots in some of the best real estate in the area.

25 Meadowood, Northfield, 5,500,000

This 10,500-sq. ft. English-style mansion, built in 2009, boasts a secluded lot surrounded by a forest preserve. Stately features include a tennis court, a dry sauna, a theater room, smart home technology, heated marble floors, and a large stone terrace that’s ideal for entertaining. One-of-a-kind amenities include stained glass, a French-inspired manicured rose garden, and an English-style bar, imported from across the pond. This sophisticated, European, 7-bed/6-bath treasure epitomizes the elegance of Chicago’s North Shore.

Listing broker: Kipp Blackburn joined CONLON/Christie’s International Real Estate when the firm formed in 2009. Before he became a rising star in Chicago real estate, Blackburn had an impressive career in publishing. Blackburn lives in Wilmette with his wife, two daughters, and Kerry Blue Terrier.

942 Club Circle, Glenview, $1,685,000

This 4,700-sq. ft. new construction elevates the classic American farmhouse aesthetic into something distinctively clean, contemporary, and inspired. Light fills this 5-bedroom/4-bath home, and the view from the windows highlight the mature trees of a wonderful backyard and patio. An open layout accommodates three fireplaces, a large family room, an eat-in area, a private study, a foyer, a chef’s kitchen, a custom mud room, and a butler’s pantry. A lower level offers space for media, entertaining, and houseguests.

Listing brokers: Kieran Conlon annually ranks among Chicago’s top 1% of real estate brokers. With over 15 years of experience, he specializes in the high-end market, representing both buyers and sellers, and has become trusted for his honesty and empathy. Conlon knows that buying a home is one of life’s biggest decisions. Conlon emigrated to the U.S. from County Kildare, Ireland in 1994. He lives in Glenview with his wife and three children.

Rachael Mann attended law school before earning her real estate license. Mann has worked with Sean Conlon since 2002 at both Sussex & Reilly and CONLON/Christie’s International Real Estate. She lives in Highland Park with her husband and three children.

2100 Valley Lo Lane, Glenview, $1,299,000

This rare 1973 gem boasts 90 feet of private waterfront. Almost every window in the 4,500-sq. ft., 4+-bedroom/4-bath house overlooks a picturesque lake, perfect for summer fun and winter solitude. It’s a slice of nature rare in Chicago’s metropolis. This residence allows membership at the storied Valley Lo Club, an institution that’s united North Shore families since the 1960’s. Picture your family at this updated midcentury charmer.

Listing broker: Kipp Blackburn joined CONLON/Christie’s International Real Estate when the firm formed in 2009. Before he became a rising star in Chicago real estate, Blackburn had an impressive career in publishing. Blackburn lives in Wilmette with his wife, two daughters, and Kerry Blue Terrier.

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