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Chesterfield Homes for Sale

Chesterfield is a city located in St. Louis County, Missouri. It has a population of 47,749 residents and rests on 31.78 square miles of land. 

The beautiful city of Chesterfield was incorporated in 1988 and is a thriving residential and business community. The city is only 25 minutes from the city of St. Louis and it’s a wonderful place where residents enjoy tree-lined streets, shopping center, beautiful landscaping, and rolling hills. The homes in the city range in sizes and styles and there is a type of home for nearly everyone. There are also senior living facilities, top-notch school districts, places of worship, many dining destinations, and historical attractions. Take a look at the beautiful homes we have available today!

The median home value in the area is $415,000. The median price per square foot is $156 and this is higher than St. Louis’s median of $105. 

If you are interested in purchasing a home in Chesterfield, contact us today for more information.

Latest Chesterfield Homes for Sale

$590,000
COMING SOON Status ⋅ Ken Yeung
Work and/or Reside in the heart of Chesterfield! Perfect for continued office use on 1.17 acre (250X205SF) lot; existing 1,600+/- building. Zoned Commercial Service Procedure (CSP). New roof 2026, newer HVAC systems 2025, finished Lower LeveL with more office space, laundry facility and full bath. Sunroom and covered porch, sprinkler system, oversized 2-car garage. 13830 Olive delivers flexibility, location and value. Possibly divide property for two residential lots.

13830 Olive Blvd, Chesterfield
$475,000
ACTIVE Status ⋅ Kara Kaswell
Sophisticated, move-in ready living in the heart of Chesterfield. This exceptional 2 Bed 3 full bath  ranchvilla blends timeless elegance with low-maintenance living. The heart of the home is the light-filled, open-concept main level, where the kitchen was reimagined by removing a wall and adding wood flooring—creating seamless flow between the kitchen, dining area and impressive great room. Soaring ceilings enhance the sense of space, while custom built-in bookshelves with abundant storage and quartz tops add both beauty and function. Designer-inspired floating shelves provide the perfect backdrop for artwork and treasured pieces, bringing a refined yet personal touch. A main-level private office, complete with a vaulted ceiling and bay window, provides an inspiring setting for work from home. The luxurious primary suite is a true retreat, with spa-inspired bath, dual vanities, soaking tub, walk-in shower and an expansive walk-in closet. Step outside from the dining area to enjoy morning coffee or evening cocktails on the private deck—an inviting extension of the living space.  The finished lower level offers even more room to relax and entertain, with a spacious rec room, generous additional bedroom and full bath with tub and shower—ideal for guests.   And the location is perfect: enjoy the convenience of being walking distance of beautiful Faust Park, while downtown St. Louis and Lambert International Airport are just a short drive away. Beautifully updated, elegantly appointed, and exceptionally located. This is villa living at its best and a home that deserves to be at the top of your list.

14737 Ladue Bluffs Crossing Dr, Chesterfield
$769,000
ACTIVE Status ⋅ Sarah Bravo
Tucked on a wooded lot in Wildhorse Village, this home greets you with a two-story entry that fills with light all afternoon. Warm hardwood runs through the main level. The living and dining rooms sit up front with tall arched windows, and the family room is where everyone ends up, built around a wood-burning fireplace with shelves and cabinets on either side and a wet bar steps away. The kitchen is the surprise: high vaulted ceiling, white cabinets to the top, a big island with seating, planning desk and a breakfast nook with doors right out to the deck. That deck wraps the back of the house and looks straight into the trees, no neighbors behind you. Main floor laundry completes the main level. Upstairs the primary suite is roomy and quiet, with a large walk in closet, its own bath, two vanities, a soaking tub and a walk-in shower. Three more bedrooms and a second full bath. The walk-out lower level is a blank slate, ready for whatever you want it to be. The community offers, three pools, tennis courts, ponds and trails in the neighborhood. Minutes to the Valley, that includes, shopping, dining, plus all the conveniences minutes away including Highway 40/64.

1415 Haarman Oak Dr, Chesterfield
$599,400
COMING SOON Status ⋅ Abbie Nadolny
Welcome to 165 Saddleford Drive, where beautifully updated spaces and a thoughtfully opened floor plan create a home designed for both everyday living and entertaining. At the heart of the home is the renovated chef’s kitchen, featuring an oversized center island, updated cabinetry, new appliances, and plenty of room to gather. The kitchen flows seamlessly into the surrounding living and dining spaces, creating the open, connected feel everyone wants. Updated flooring runs throughout the home, complemented by abundant natural light, beautiful millwork, and replaced windows. All three bathrooms have been updated, including the private ensuite in the spacious primary. The finished lower level adds even more living space, including an additional room and half bath—perfect for a home office, playroom, craft room, workout space, or whatever fits your lifestyle. Outside, enjoy front porch living on a cul-du-sac while the backyard offers plenty of space to relax, play, or entertain. Located in the Parkway School District with convenient access to Chesterfield Valley shopping and dining, Faust Park, and I-64/US-40. Major improvements add even more value, including furnace and AC replaced in 2023, range in 2025, and a new roof and garage door in 2026. Beautifully updated, exceptionally functional, and ready for its next chapter!

165 Saddleford Dr, Chesterfield
$1,650,000
ACTIVE Status ⋅ Peter Lu
Excellent opportunity to purchase a freestanding office/warehouse building in the desirable Chesterfield Executive Park. Situated on approximately 0.98 acres, this approximately 15,720 SF industrial/flex building offers a functional combination of office and warehouse space for an owner-user, investor, or business seeking a centrally located facility. The property includes approximately 1,750 SF of existing office space, warehouse space with approximately 16' clear height, dock-high loading, multiple drive-in/loading opportunities, approximately 400-amp, 3-phase power, private restrooms, shower facilities, and on-site parking. Conveniently located near Chesterfield Airport Road and I-64/Highway 40, the property offers excellent access to Chesterfield, St. Louis County, and surrounding business corridors. Excellent owner-user, warehouse, distribution, service, contractor, or flex-industrial opportunity in one of West St. Louis County's most desirable business locations.

617 Cepi Dr, Chesterfield
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