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

$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
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 Estates 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  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
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 ⋅ COMING SOON 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
$1,100,000
4 Beds ⋅ 4 Baths ⋅ 26057636 MLS ⋅ ACTIVE Status
A truly special property where Tudor character meets resort-style living, tucked into a lush, wooded lot in one of the area's most private settings. This 4-bedroom, 3.5-bath home pairs a striking gabled façade, handsome brick accents and a richly textured shake-style roof with mature landscaping and a stacked-stone waterfall built into the hillside. Step inside to a soaring two-story foyer with a wraparound balcony, skylights and fluted columns. The great room features a brick fireplace and stained-glass transom windows — a detail that repeats throughout the home. French doors lead to a formal living room. The kitchen offers ornate custom cabinetry, solid-surface counters, a professional-grade range and a hand-carved butcher-block island, with a window over the sink framing the waterfall and pool beyond. A breakfast nook, a vaulted skylit sunroom and a main-floor laundry room finished with matching custom cabinetry round out the main level. The main-level primary suite includes its own gas fireplace and a spa-like bath: a corner soaking tub in a bay window, an oversized walk-in shower, dual vanities, a separate water closet and a stained-glass accent window. An exceptional walk-in closet boasts extensive custom built-ins, creating a beautifully organized dressing space with abundant storage. Upstairs, a second primary suite offers its own bath, dual closets and a private composite deck overlooking the grounds — ideal for guests or family. The finished lower level adds a spacious rec room and a custom wet bar with brass hardware and a mirrored back bar, built for movie nights and gatherings. Outside, a flagstone patio wraps a free-form pool, with the stacked-stone waterfall cascading into its own pond just steps away — all framed by mature trees and total privacy. The detached, heated 3-car garage connects to the home via a covered breezeway and hides a bonus: a finished upper loft with new luxury vinyl flooring, built-in storage and its own dedicated furnace — ideal as a home gym, hobby space or flex room. Central vacuum runs through both the home and garage. Architecturally distinctive and set on one of the most private lots around, this is a home that has to be walked through to be believed.

16463 Dapple Gray Ct, Chesterfield
$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 ⋅ COMING SOON 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
$729,750
4 Beds ⋅ 4 Baths ⋅ 26057130 MLS ⋅ COMING SOON Status
Showings start 9/24. Professional pictures 9/17. You DO NOT want to miss out on this stunning Chesterfield home! 1917 Dovercliff Ct offers 3,302 square feet of living area, four bedrooms, four bathrooms, and a FINISHED LOWER LEVEL. The kitchen is unbelievable! Quartz countertops, soft-close cabinets, ceramic backsplash, Blanco sink, and stainless-steel appliances. The fridge stays! The family room includes a wood burning fireplace and bar area. The main level also contains a formal dining room, living room, powder room, and main floor laundry. Upstairs there are four bedrooms and two full bathrooms. The generous sized primary bedroom provides a walk-in closet and an ensuite bathroom. The bathrooms contain ceramic tile shower surrounds with modern matte black shower fixtures. The finished lower level adds valuable living space and a convenient full bathroom. The entire home boasts beautiful new LVP flooring, upgraded baseboards, and modern matte black light fixtures and door hardware. Keep your cars dry in the attached two car rear entry garage. The backyard is freshly landscaped and the patio is perfect for your morning coffee. The classic brick exterior adds to the stunning curb appeal. Additional upgrades include a 200 amp electric panel. Ideally located just minutes from Target, HomeGoods, shopping, dining, and everyday conveniences. 1917 Dovercliff Ct combines luxury, style, and an unbeatable location. Schedule your private showing today and experience everything this exceptional home has to offer.

1917 Dovercliff Ct, Chesterfield
$424,900
3 Beds ⋅ 2 Baths ⋅ 26056537 MLS ⋅ ACTIVE Status
Sophisticated design and exceptional attention to detail define this beautifully renovated 3 bedroom, 2 bath Chesterfield ranch. An open, effortless floor plan is anchored by the vaulted kitchen, where white shaker cabinetry, integrated panel-ready appliances, honed black granite countertops, and an oversized center island create a striking yet timeless space. A dramatic wall of windows fills the kitchen with natural light and frames views of the exceptionally private backyard. The adjoining vaulted family room offers an inviting sense of scale, while the separate living room provides another bright and beautifully finished gathering space. Warm wood floors, custom millwork, detailed wall treatments, and substantial window trim bring depth and character throughout the home. The generously sized primary bedroom feels like a true retreat, complemented by a beautifully appointed bath featuring marble floors, quartz countertops, and a classic white subway tiled shower. The hall bath is equally refined with white subway tile and marble basketweave flooring. Outside, the expansive fenced backyard is one of the home’s most compelling features. Flat, shaded, and surrounded by mature greenery, it offers a rare sense of privacy and tranquility with ample room to entertain, play, or simply unwind. A new roof was installed in 2025, while the large unfinished lower level provides exceptional storage and outstanding potential for future finished living space. Set in a prime Chesterfield location within Parkway West Schools, this is a home where thoughtful design, timeless materials, and everyday livability come together beautifully.

15345 Country Ridge Dr, Chesterfield
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