Cheshire Real Estate

Welcome to Cheshire, a charming subdivision nestled in the heart of Webster Groves, Missouri, within St. Louis County. This delightful community offers a unique blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

Cheshire is known for its picturesque tree-lined streets, well-maintained homes, and a strong sense of community. With a variety of architectural styles, from classic brick ranches to modern two-story residences, there's a home for every taste. The neighborhood's inviting atmosphere is complemented by beautifully landscaped yards, creating a warm and welcoming environment for residents and visitors alike.

One of the standout features of Cheshire is its proximity to Webster Groves' vibrant downtown area, where you’ll find an array of local shops, restaurants, and cafes. Enjoy a leisurely stroll through the charming streets, or take advantage of the many parks and recreational facilities nearby, perfect for outdoor enthusiasts and families. The area is also served by highly-rated schools, making it a fantastic choice for families seeking quality education for their children.

Cheshire offers a strong sense of community, with regular neighborhood events and gatherings that foster connections among residents. Whether you're looking to enjoy a peaceful evening on your porch or engage in local activities, this subdivision has something for everyone.

If you're searching for a place that combines the best of suburban living with easy access to the amenities of city life, Cheshire in Webster Groves is the perfect destination. Come explore this enchanting neighborhood and discover your dream home today!

Newest Listings in Cheshire

$342,000

2 Beds ⋅ 1 Baths ⋅ 26045267 MLS ⋅ ACTIVE Status

Charming Webster Groves home in an exceptional location! This delightful 2-bedroom, 1-bath residence is filled with character and thoughtful updates throughout. A standout feature is the bright four-season room, offering the perfect space to relax or entertain year-round while enjoying views of the beautifully landscaped backyard. Step outside to your own private retreat. Lovingly designed with year-round beauty in mind, the backyard provides an inviting setting for gardening, entertaining, unwinding, or simply enjoying the peaceful surroundings. A must see!

1119 Cheshire Ln, St Louis

$559,000

3 Beds ⋅ 3 Baths ⋅ 26040922 MLS ⋅ ACTIVE Status

Welcome to a home where timeless character meets thoughtful updates in the heart of Webster Groves. From the moment you step inside, you’ll appreciate the warmth and charm throughout, beginning with a formal sitting room that’s perfect for welcoming guests or enjoying a quiet evening at home. This connects to the formal dining room currently being used as an office. The beautifully updated kitchen offers plenty of counter space, stylish finishes, and flows effortlessly into the spacious great room featuring exposed wood beams, vaulted ceilings, a stunning stone fireplace, and elegant chandeliers that make the space feel both cozy and elevated. Tucked away, the primary suite feels like its own private retreat with a walk-in closet and a beautifully updated bathroom complete with exposed brick and a classic clawfoot tub with separate shower and toilet. Everyday living is made easy with main-floor laundry and a functional mudroom with custom cubbies to help keep everything organized. With three fireplaces throughout the home, you’ll always have the perfect spot to cozy up no matter the season. Step outside to enjoy the large deck with a pergola overlooking the fenced backyard—ideal for summer barbecues, morning coffee, or simply relaxing while the kids or pets play. Located just minutes from Webster Groves’ new recreation complex, swimming pool, ice arena, tennis courts, parks, shopping, and dining, this home offers the perfect blend of charm, convenience, and modern comfort. Come experience everything this special home—and Webster Groves—has to offer.

1444 Ronald Dr, Webster Groves

Start Your Search