Chesterfield Homes for Sale

Chesterfield Homes for Sale

Welcome to Chesterfield, a picturesque subdivision nestled in the heart of St. Louis County, Missouri. Known for its charming homes and vibrant community, Chesterfield offers a perfect blend of suburban tranquility and modern convenience.

The homes for sale in Chesterfield are truly a sight to behold. From cozy bungalows to spacious family homes, there is something for everyone in this sought-after neighborhood. With well-maintained properties and lush green spaces, Chesterfield is a haven for those looking to settle down in a peaceful and welcoming environment.

Residents of Chesterfield enjoy easy access to a range of amenities, including top-rated schools, shopping centers, and recreational facilities. Whether you're strolling through the scenic parks or exploring the local dining scene, there is always something exciting to do in Chesterfield.

With its prime location and strong sense of community, Chesterfield is the perfect place to call home. Don't miss out on the opportunity to be a part of this thriving neighborhood – browse our listings today and find your dream home in Chesterfield!

Newest Chesterfield Homes for Sale

$779,900
4 Beds ⋅ 3 Baths ⋅ 26058921 MLS ⋅ COMING SOON Status
Privacy and peaceful surroundings set the stage for this beautiful atrium ranch, ideally positioned near the end of a cul-de-sac on a wooded ½-acre lot. A welcoming foyer opens to a light-filled interior featuring vaulted ceilings, hardwood flooring, plantation shutters, fresh paint, and thoughtful architectural details throughout. The Great Room makes an immediate impression with its vaulted ceiling, gas fireplace, built-in cabinetry, and see-through wet bar toward the Breakfast Room. The adjacent Dining Room adds an elegant touch with its coffered ceiling and plantation shutters, while the nearby Living Room offers flexibility for a home office, reading room, or additional gathering space. At the center of the home, the Kitchen combines white cabinetry with crown molding, granite countertops, a center island, tile backsplash, and a suite of GE appliances, including double ovens, built-in microwave, gas cooktop, and dishwasher. The adjoining Breakfast Room features hardwood floors, a vaulted ceiling, planning desk, and a sliding door leading to the deck. The Primary Suite provides a comfortable retreat with a vaulted ceiling, bay window, plantation shutters, and spacious walk-in closet. The private bath offers a large corner tub, dual sinks, custom-tiled walk-in shower, vaulted ceiling, and large tile flooring. Two additional bedrooms, a full bath, and the conveniently located laundry room complete the main level. The finished lower level expands the living space with a generous Family Room featuring a wood-burning fireplace, full bath, and fourth bedroom, along with a walk-out to the patio. Additional unfinished space provides abundant storage. Outside, enjoy the privacy of the wooded lot from the new deck, paver patio, and beautifully established setting. Additional highlights include a finished 3-car garage, newer landscaping, a concrete driveway. With its spacious layout, versatile living spaces, and peaceful setting, this home offers a wonderful opportunity to enjoy both comfort and privacy in a desirable location.

1308 Westhampton Woods Ct, Wildwood
$835,000
4 Beds ⋅ 3 Baths ⋅ 26057991 MLS ⋅ COMING SOON Status
Welcome to 14391 Ladue Road, a spacious Chesterfield ranch offering over 6,000 sq. ft. of total living space on a .579-acre corner lot. This 4-bedroom, 3-bath home features an open floor plan, wood flooring, dining space, and an inviting family room with a newly installed fireplace box. The kitchen offers a large center island, solid-surface countertops, gas cooking, and plenty of space for gathering, complemented by a newly added wine and beverage center just off the kitchen. All four bedrooms are conveniently located on the main level, including an impressive 26' x 16' primary suite featuring a custom-built closet. Two additional bedrooms also offer custom closet systems. The main-level laundry has been enhanced with custom shelving and cabinetry for added storage and organization. Additional improvements include a new A/C unit and heater. The partially finished lower level provides even more versatility with a large recreation room, hearth area, sleeping area, workshop/hobby space, storage, and a third full bath. Outside, enjoy the large, level lot with upgraded backyard landscaping and a designated fire pit area, perfect for relaxing or entertaining. An attached 2-car garage plus two additional spaces in the detached garage provide exceptional parking and storage. An incredible combination of space, thoughtful upgrades, and flexibility in a desirable Chesterfield location!

14391 Ladue Rd, Chesterfield
$1,800,000
5 Beds ⋅ 5 Baths ⋅ 26051040 MLS ⋅ ACTIVE Status
Don't miss this rare opportunity to own a true piece of St. Louis architectural history with an extraordinary private lakefront lifestyle. Built by well known St. Louis architect Tom Hall as his personal residence in 1974, this house is one of a kind. Hall was known as the "Corridor King" because of his many contemporary buildings he designed along highway 40. The current sellers, who happen to be the only other family to live in the home, have paid meticulous attention during extensive renovations to every detail to maintain and preserve the character of this mid century home. Nestled on 3 wooded acres in Arrowhead Estates, this lakefront property is just minutes from Chesterfield's grocery stores/ restaurants, Chesterfield valley shopping/entertainment (Outlet Mall, The District, The Factory), Faust Park/Butterfly House and Highway 40. Covered front porch welcomes you into a light filled interior with skylights and Tom Hall's signature circular windows. The open floor plan is beautifully balanced with views of nature for every season. Off the foyer is a spacious Dining room with picture windows, fireplace and intimate sunken conversation pit. Custom wood screens designed by the seller to resemble the surrounding woods encircle Atrium and add warmth and artistry to make the space even more unique. Tom Hall's original office where he held his business offers a private entrance, half bath, closets and divided work space. Walls featuring his original architectural blueprint drawings preserve a remarkable piece of the home's history. The space can easily serve as a guest room. Main floor primary bedroom is a retreat of its own with a fireplace, skylights and sliding doors leading to a private balcony overlooking the lake. New programable skylight shades offer control of your views to the sky and stars. The primary bath features a separate tub and shower, while an exceptional walk-in closet includes its own island. The Kitchen's separate dining space and breakfast bar flow together with the lower Family room for entertaining. The family room offers lake views, an impressive floor to ceiling sculptured marble fireplace, ample seating for entertaining, a huge storage closet and back stairwell with another circular window. Both kitchen and family room have sliding glass doors leading to lakeside decks which bring the outdoors in. There is also another half bath, laundry room and 2 car attached garage to complete the lower level. Upstairs, three generously sized bedrooms pair beautiful views with new flooring, lighting, custom blinds and ample closets, including a walk-in and storage closet. Each bedroom comes with vaulted birch ceilings, new lighting/ceiling fans and beautiful custom wood "tree" screens which match the Atrium to preserve the open architecture, allow for airflow and create privacy. Completely remodeled bathrooms have vaulted ceilings and modern amenities. Beyond the beautiful finishes, significant investment in major systems- including roof, electrical, water heater, filtration and extensive foam insulation reflects the thoughtful care throughout. See supplements for a comprehensive list of improvements completed during ownership. Outside extensive improvements compliment the acreage including retaining walls, grading, landscaping, culvert pipe replacement, new driveway and lakeside dock. Approximately 5-acre, spring-fed lake is perfect for quiet recreation—grab a rod & reel, launch a fishing boat, or explore by kayak, paddleboard or canoe. Watch turtles sun themselves or the blue and green herons glide above the water while the huge grass carp and bass swim about as if in your own private aquarium. This quiet, gated community also has its own tennis courts. This is a private lake retreat created for living, gathering and unwinding. It's architectural history while being a piece of art itself with modern comfort surrounded by woods and water- seemingly away from it all yet minutes away from everything.

35 Arrowhead Estates Ct, Chesterfield
$750,000
5 Beds ⋅ 3 Baths ⋅ 26054894 MLS ⋅ ACTIVE Status
Discover this beautifully updated, stately two-story home in the heart of Chesterfield, offering five bedrooms, three bathrooms, and more than 4,000 square feet of finished living space. The homeowners have meticulously maintained and improved the property, blending elegance, functionality, and timeless appeal. Just inside, the formal dining room is on the left, while a sitting room or flexible home office is on the right. The family room features a wood-burning fireplace, a walk-behind bar, and newer hardwood floors. The eat in kitchen offers a generous amount of counter space, stainless steel appliances, a breakfast area, bay window and newer hardwood flooring. From the kitchen, step into a private backyard oasis with a fabulous pool—perfect for hot St. Louis summer days. Upstairs are five bedrooms, including an exceptionally spacious primary suite with a walk-in closet and a beautifully updated bathroom featuring marble tile. The four additional bedrooms offer tons of closet space and share an updated full bathroom. The finished lower-level features two separate recreation areas, new luxury vinyl flooring, fresh paint, and storage areas. Outside, the main event is the large private in-ground pool with a diving board, large pool deck, fresh landscaping, and a mini basketball court, all creating an ideal setting for an active and relaxing lifestyle. Additional features of this home include a main-floor laundry room, newer zoned HVAC (4 years) newer roof (10 years), a stately covered front porch, and side entry garage. Just minutes to major highways, shopping, top rated Parkway schools, you can’t beat the location and convenience. This beautiful home is ready for you to make it yours.

1372 White Rd, Chesterfield
$1,245,000
4 Beds ⋅ 5 Baths ⋅ 26055074 MLS ⋅ ACTIVE Status
PUBLIC OPEN HOUSE SUNDAY, SEPTEMBER 13TH, 1-3 PM Located on a 1.24-acre corner lot backing to mature trees in Wildwood’s highly desirable Homestead Estates, this beautiful residence offers generous space, comfort, and thoughtful details throughout. The main floor includes a private primary suite, a spacious great room, and a modern kitchen with a gas range, stainless steel appliances, walk-in pantry, granite countertops, and large center island. Upstairs, three additional bedrooms provide flexible space for family, guests, or a home office. The finished lower level adds a large recreation room, full bath, exercise room that could serve as additional sleeping space, and ample storage. Additional features include main-floor laundry, a three-car garage, dual-zone HVAC, and a covered deck overlooking a wooded setting. Schedule your visit today and see why 1307 Homestead Heights Drive is ready to welcome you home.

1307 Homestead Heights Dr, Wildwood
$475,000
2 Beds ⋅ 3 Baths ⋅ 26057993 MLS ⋅ ACTIVE Status
Sophisticated, move-in ready living in the heart of Chesterfield. This exceptional 2 Bed 3 full bath ranch villa 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
4 Beds ⋅ 3 Baths ⋅ 26053026 MLS ⋅ ACTIVE Status
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
4 Beds ⋅ 3 Baths ⋅ 26051546 MLS ⋅ ACTIVE Status
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
$1,999,900
4 Beds ⋅ 5 Baths ⋅ 26057670 MLS ⋅ COMING SOON Status
Set on more than two acres of beautifully landscaped grounds, this stunningly updated home offers exceptional privacy and resort style living. Throughout the home, you’ll find beautiful windows that fill every room with natural light. The two story great room has a wall of windows and custom built in shelving. The large kitchen and hearth room, complete with top of the line appliances and a charming breakfast nook, create an ideal flow for everyday living. There are four gas fireplaces, stylish Restoration Hardware fixtures, plantation shutters throughout and a luxurious main floor primary suite with dual vanities and closets, and gorgeous stone fireplace. Upstairs are 3 additional bedrooms and a loft space. The lower level is an entertainer’s dream with a walkout to the pool, a spacious rec room, game room, media room, full bar and wine cellar. The expansive yard features a sparkling pool, multiple outdoor entertaining areas, a dedicated bar and grill space, and a cozy outdoor fireplace, perfect for gatherings large or small. Sellers have meticulously maintained this home. A new roof and whole house generator are just two of the great improvements. See the attached Improvements and Features Sheet for a complete list.

1815 Wills Trace Rdg, Wildwood
$580,000
3 Beds ⋅ 2 Baths ⋅ 26057743 MLS ⋅ ACTIVE Status
This is the Chesterfield ranch you’ve been waiting for! Located in desirable River Bend West and the sought-after Parkway Central area, this beautiful 3-bedroom, 2-bath ranch combines comfortable one-level living, thoughtful updates, and incredible potential. Step inside to a warm, inviting floor plan with a true dedicated dining room, perfect for dinners, holidays, and entertaining. Updated lighting and ceiling fans throughout add a fresh, modern touch. One of the biggest surprises is downstairs. The huge unfinished basement offers an incredible amount of space and a blank canvas for the next owner. Imagine a family room, home theater, gym, office, game room, or entertaining space, with plenty of room left for storage. Major updates provide added comfort and peace of mind, including an HVAC system installed approximately two years ago with a whole-home humidifier. Even better, the home features a whole-home Generac generator that keeps the house powered when the neighborhood isn’t. Step outside to a fully fenced backyard with plenty of room to relax, entertain, play, or let the dogs run. An electric pet fence provides even more convenience for pet owners. 3 bedrooms. 2 baths. Ranch-style living. Parkway Central. River Bend West. Newer HVAC. Whole-home Generac generator. Fenced backyard. And a massive basement ready for your vision. All in the heart of Chesterfield. Come see why this one should be at the top of your list.

584 Sunbridge Dr, Chesterfield
$424,900
3 Beds ⋅ 3 Baths ⋅ 25005438 MLS ⋅ ACTIVE Status
Fabulous 2-story villa in a sought-after Chesterfield location! Step through the charming gated fence into a beautifully landscaped courtyard and spacious covered porch. Inside, stylish wood floors flow throughout most of the main level. Elegant living and dining rooms flank the welcoming foyer. The spacious chef’s kitchen features abundant cabinetry, stylish countertops, stainless steel appliances and tile flooring. A convenient main-floor laundry room offers additional cabinetry and an exterior door leading to the patio. The inviting family room features a fireplace and atrium doors (2024) opening to the spacious patio, while a stylishly updated powder room (2024) completes the main level. Upstairs, retreat to the luxurious primary suite featuring a generous sleeping area, adjoining sitting room with built-in bookshelves, beautifully remodeled bath (2024) and spacious walk-in closet. Two additional generously sized bedrooms, an updated hall bath (2024) and linen closet complete the second floor. The lower level offers excellent potential for future finished living space while providing plenty of storage. Outdoors, enjoy the peaceful brick patio surrounded by a wood privacy fence—an inviting spot to relax or entertain. Additional updates include architectural shingle roof (2024), AC (2020) furnace (2021), hot water heater (2021), garage door and opener (2026)

1578 Milbridge Dr, Chesterfield
$1,199,900
5 Beds ⋅ 5 Baths ⋅ 26055553 MLS ⋅ ACTIVE Status
Welcome to 1109 Windridge Estates Lane, an exceptional residence set on a private 0.73 acre lot in the heart of Chesterfield. Offering approximately 6,000 square feet of meticulously finished space, this 5 bedroom, 4.5 bath two story home pairs refined interiors with resort inspired outdoor living. A beautifully renovated exterior accented by warm wood details and charming dormer windows creates striking curb appeal. Inside, a light filled grand foyer showcases a redesigned dual staircase and opens to an elegant formal dining room and dedicated office with designer built-ins. Crown molding, custom shutters and luxury vinyl plank flooring lend a polished aesthetic throughout the main level. Designed for entertaining, the inviting living room features a gas fireplace framed by shiplap, built-ins and a dramatic window wall. The spacious kitchen is appointed with a tiered center island and breakfast bar, stainless steel appliances, double wall ovens, walk-in pantry, butler's pantry and adjoining breakfast room with deck access. An impressive vaulted hearth room offers a second gas fireplace, built-in speakers and a wall of windows overlooking the backyard. Main floor laundry and an updated powder room add everyday convenience. Upstairs, the primary suite provides a serene retreat with tray ceiling, generous walk-in closet and spa inspired bath featuring dual vanities, heated floors, soaking tub and tiled shower. Three additional bedrooms include one with a dedicated ensuite bath and two connected by a shared bath, each offering a walk-in closet. The finished walkout lower level extends the home's versatility with a family room, recreation area, fifth bedroom, full bath and substantial storage, with direct access to the lower patio and exceptional outdoor amenities. Outside, a resort inspired retreat awaits. The expanded deck overlooks a heated inground saltwater pool, hot tub, covered pergola seating and fully fenced backyard, creating an enviable setting for entertaining, recreation and relaxation. An oversized side entry, 3 car garage, professional landscaping and irrigation system complete this distinctive Chesterfield residence with over $300k in owner investment. Ideally located within the award-winning Rockwood School District, just minutes from Chesterfield Valley shopping, dining and recreation with convenient access to Highway 40/64.

1109 Windridge Estates Ln, Chesterfield
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